CN1178523A - Aminophenol derivatives - Google Patents

Abstract

Aminophenol derivatives represented by the following formula (1): wherein X is O or S; A is alkylene, R1 is phenyl, etc., R2 and R3 are H or alkyl; R4 is substituted carbamoylalkyl, etc.; R5 is substituted amino, etc.; their salts, and optical isomers of the derivatives and salts. Also disclosed are gastrin receptor antagonists, cholecystokinin receptor antagonists, and medicines for digestive diseases. The compounds have strong binding inhibition against gastrin receptor or CCK-A receptor and also they have higher selectivity to either group of CCK-A receptor or gastrin receptor, and therefore, the compounds are useful for preventing and treating gastrointestinal diseases including peptic ulcers as well as central nervous system diseases.

Description

Aminophenol derivatives

Technical Field：

The present invention relates to aminophenol derivatives having a binding inhibitory effect on cholecystokinin receptors, including gastrin receptors, and useful as a therapeutic agent for digestive diseases and central nervous system diseases.Background：

Cholecystokinin (CCK) is a brain/gastrointestinal hormone with a close relationship to the central nervous system and the gastrointestinal tract. CCK receptors can be divided into two types: CCK-a receptors originally found in gut organs such as the pancreas or biliary system; and the CCK-B receptor found in the brain. The CCK-a receptor is thought to be primarily involved in the control of gastrointestinal motility and the pancreatic juice system. The CCK-B receptor is thought to be primarily involved in appetite regulation and mental activities.

On the other hand, gastrin is known as a hormone which stimulates gastric acid secretion and has the same five C-terminal amino acid residues as CCK. Thus, they are all referred to as members of the gastrin/CCK family. Gastrin receptors found in the gastrointestinal tract, pancreas and biliary system were originally found in gastric mucosal cells (parietal cells) and are involved in controlling the secretion of gastric acid and pepsin. Genes encoding the CCK-B receptor and the gastrin receptor have been cloned and, as a result, the amino acid sequences of both receptors have been found to be identical (Y-M.Lee et al, J. Biol. chem., 268(11) 8164-.

As mentioned above, there are two CCK receptors, and the CCK-B receptor is considered to be identical to the gastrin receptor. Many diseases are thought to be manifested through these receptors. Therefore, there is a need to develop compounds having a strong binding inhibitory effect on one of CCK-A or gastrin (CCK-B) receptors.

Accordingly, it is a general object of the present invention to provide compounds having a strong binding inhibition to the gastrin (CCK-B) receptor or CCK-A receptor.Disclosure of the invention

The inventors synthesized a large number of aminophenol derivatives and studied the effects of each derivative on CCK-a receptors and gastrin receptors. As a result, it was found that the compound represented by the following formula (1) has a stronger gastrin receptor binding inhibitory action or CCK-a receptor binding inhibitory action than the known compounds at present, and thus can be used as a medicament. The present invention has been completed based on this finding.

Accordingly, the present invention provides a compound represented by the following formula (1), a salt of the compound, or an optical isomer of the compound or the salt:wherein X represents an oxygen atom or a sulfur atom, A represents a linear or branched alkylene group, R¹Represents phenyl which may have a substituent, R²And R³May be the same or different and each independently represents a hydrogen atom or an alkyl group, R⁴Represents an alkyl or alkenyl group which may have a substituent, R⁵Represents a hydroxyl group, an alkoxy group which may have a substituent, an aralkyl group, an aryl group, a cycloalkyl group, or-N (R)⁶)R⁷Wherein R is⁶And R⁷May be the same or different and each independently represents a hydrogen atom, an alkyl group which may have a substituent, an alkoxy group, a phenyl group which may have a substituent, an aralkyl group which may have a substituent, a pyridyl group which may have a substituent, a thiazolyl group which may have a substituent, or R⁶And R⁷Together with the adjacent nitrogen atom, form a saturated or unsaturated heterocyclic ring which may have a substituent.

The present invention also provides a medicament containing the compound of formula (1), a salt thereof, or an optical isomer of the compound or the salt as an active ingredient.

The present invention also provides an anticysteine drug and an anticastrin drug containing the compound of formula (1), a salt thereof, or an optical isomer of the compound or the salt as an active ingredient.

The present invention also provides a medicament for preventing and treating peptic ulcer, gastritis, rectal/colon cancer, gastrinoma and anxiety, containing the compound of formula (1), a salt thereof, or an optical isomer of the compound or the salt as an active ingredient.

The invention also provides the use of a compound of formula (1), a salt thereof, or an optical isomer of the compound or salt in medicine.

The present invention also provides a pharmaceutical composition comprising a compound of formula (1), a salt thereof, or an optical isomer of the compound or salt, and a pharmaceutically acceptable carrier.

The present invention also provides a method for treating a disease caused by cholecystokinin or gastrin, which comprises administering an effective amount of a compound of formula (1), a salt thereof, or an optical isomer of the compound or the salt to a patient in need thereof.

Description of The Preferred Embodiment

In the present invention, the term "alkyl" includes straight-chain alkyl groups, branched-chain alkyl groups, cyclic alkyl groups, and branched-chain or straight-chain alkyl groups having cyclic alkyl groups as a part thereof. Typically, the alkyl group has 1 to 15 carbon atoms. Examples of the alkyl group include methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, n-hexyl, n-heptyl, n-octyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantyl, cyclobutylmethyl, cyclobutylethyl, cyclobutylpropyl, cyclopentylmethyl, cyclopentylethyl, cyclopentylpropyl, cyclohexylmethyl, cyclohexylethyl, cyclohexylpropyl, cycloheptylmethyl, cycloheptylethyl and cycloheptylpropyl. Preferably containing 1 to 10 carbon atoms.

The term "alkenyl" includes straight chain alkenyl groups, branched chain alkenyl groups, cycloalkenyl groups, and branched or straight chain alkenyl groups having a cycloalkenyl group as a portion thereof. Typically, the alkenyl group has 3 to 8 carbon atoms. Examples of alkenyl groups include allyl, cyclopentenyl, and cyclohexenyl. Preferably containing 3 to 6 carbon atoms.

The term "alkoxy" includes straight or branched chain alkoxy groups, typically having from 1 to 8 carbon atoms. Examples of alkoxy groups include methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, n-pentoxy and n-hexoxy. Preferably containing 1 to 6 carbon atoms.

The term "aryl" includes C6-C14 aromatic hydrocarbon groups, such as phenyl, naphthyl, and alkyl-substituted phenyl. Examples of aryl groups include phenyl, tolyl, xylyl, and naphthyl.

The term "aralkyl" includes C7-C20 arene-C1-C8 alkyl groups, such as phenyl C1-C8 alkyl, naphthyl C1-C8 alkyl, benzhydryl, and trityl. Examples of aralkyl groups include benzyl, phenethyl, phenylpropyl, naphthylmethyl, benzhydryl, and trityl.

In formula (1), X represents an oxygen atom or a sulfur atom. Preferably, X is an oxygen atom. The position at which X is bonded may be ortho, meta or para to the nitrogen atom on the benzene ring. Ortho-and meta-positions are preferred.

The linear or branched alkylene group represented by A may be a linear or branched alkylene group of C1 to C18. Preferably A is a C1-C8 linear alkylene group. Specific examples of A include methylene, ethylene, 1, 3-propylene, 1, 4-butylene and 1, 5-pentylene, and methylene is particularly preferred.

R¹Represents an optionally substituted phenyl group. Substituents or atoms that may be bonded to a phenyl group are, but are not limited to, one or more substituents or atoms selected from the group consisting of: halogen atom, alkyl group, alkoxy group, alkylthio group, hydroxyl group, carboxyl group, hydroxyalkyl group, nitro group, acyl group, cyano group, amino group, carbamoyl group, sulfamoyl group, trifluoromethanesulfonylamino group, alkoxycarbonyl group, alkoxyaminocarbonyl group, sulfo group, acyloxyalkyl group, alkoxyalkyl group, carboxyalkyl group, alkoxycarbonylalkyl group, carboxyalkoxy group, alkyl groupOxycarbonylalkoxy, sulfoalkyl, alkoxyaminoalkyl, hydroxyiminoalkyl, 2-oxo-1, 3, 4-triazolyl which may bear alkyl substituents on the nitrogen, 5-oxo-1, 2, 4-triazolyl which may bear alkyl substituents on the nitrogen, hydroxyimino, alkoxyimino, 1-azacycloalkyl and 5-tetrazolyl. Preferred substituents which may be combined with phenyl are C_1-8Alkyl, hydroxy C_1-8Alkyl radical, C_1-8Acyl, carboxyl C_1-8Alkyl radical, C_1-8Alkoxycarbonyl group C_1-8Alkyl, sulfo C_1-8Alkyl, hydroxyimino C_1-8Alkyl, 5-tetrazolyl, N-C_1-8alkyl-N-C_1-8Alkoxy radical, C_1-8Alkylamino, di-C_1-8Alkylamino (the two alkyl groups may be the same or different), C_1-8Alkoximino C_1-8Alkyl or aryl radicals C_1-8Alkoximino C_1-8An alkyl group.

Particularly preferred R¹Examples of species include carboxy C_1-8Alkylphenyl and C_1-8Alkoxycarbonyl group C_1-8An alkyl phenyl group. Specifically, carboxymethyl phenyl, 1-carboxyethylphenyl, alkoxycarbonylmethylphenyl and 1-alkoxycarbonylethylphenyl are more preferable.

R²And R³May be the same or different and each independently represents a hydrogen atom or an alkyl group. The alkyl group may be any of the above-mentioned C1-C8 alkyl groups. Preferably R²And R³Are all hydrogen.

R⁴Represents an alkyl group or an alkenyl group which may have a substituent. Examples of the substituent include aryl, carboxyl, alkoxycarbonyl, aryloxycarbonyl, aralkoxycarbonyl, hydroxyl, alkoxy, amino, alkylamino, dialkylamino and-CON (R)⁸)R⁹Group, wherein R⁸And R⁹May be the same or different, and each independently represents a hydrogen atom, an alkyl group which may have a substituent, an alkoxy group, an aralkyl group, or a phenyl group which may have a substituent, or R⁸And R⁹Together with the adjacent nitrogen atom, form a saturated or unsaturated heterocyclic ring which may have a substituent. Substituents may include one or more of these group types. group-N (R)⁸)R⁹Example bag (A)Including amino, alkylamino, dialkylamino, alkoxyamino, aralkylamino, phenylamino, N-alkyl-N-phenylamino (in which the phenyl group may be substituted by one or more groups selected from halogen, alkyl, alkoxy, hydroxy, cyano, nitro, benzyloxy, alkylthio, trifluoromethyl and acetyl), and R⁸And R⁹Together with the adjacent nitrogen atom form a saturated or unsaturated heterocyclic ring which may have substituents (e.g. 1-pyrrolidinyl, 1-piperidinyl, 1-homopiperidinyl, 1- (3, 3-dialkylpiperidinyl), 8-azaspiro- [4.5]Decan-8-yl, 1-indolyl and 1- (1, 2, 3, 4-tetrahydroquinolinyl)).

R⁴Preferred examples of (B) are straight-chain alkyl, branched-chain alkyl, straight-chain alkyl with a cycloalkyl moiety, alkoxycarbonylmethyl, N-alkyl-N-substituted phenylcarbamoylalkyl. Among them, particularly preferred are N-butyl, 3-methylbutyl, 4-methylpentyl, 3-ethylpentyl, 4-ethylhexyl, cyclopentylmethyl, cyclopentylethyl, cyclohexylmethyl, cyclohexylethyl, tert-butoxycarbonylmethyl, N-methyl-N-phenylcarbamoylmethyl.

R⁵Examples of the cycloalkyl group which may have a substituent include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl and adamantyl. R⁵preferably-N (R)⁶)R⁷。R⁶And R⁷Examples of the alkyl group which may have a substituent include an alkyl group which may be substituted with one or more groups selected from a halogen atom, a hydroxyl group, an alkoxy group, an acyl group and a trifluoromethyl group. R of this class⁶And R⁷Preference is given to C1-C10-alkyl, especially C1-C6-alkyl. R⁶And R⁷Examples of the phenyl group, aralkyl group, pyridyl group and thiazolyl group which may have a substituent include phenyl group, aralkyl group, pyridyl group and thiazolyl group which may be substituted by one or more groups selected from the group consisting of hydroxyl group, halogen atom, alkyl group, alkoxy group, acyl group, trifluoromethyl group, nitro group, cyano group, alkylthio group and benzyloxy group.

This kind of R⁶And R⁷Preferably by one or more groups selected from halogen atoms, alkyl groups and alkoxy groupsPhenyl substituted with the group of (1).

from-N (R)⁶)R⁷Examples of the saturated or unsaturated heterocyclic ring which may have a substituent include 1-pyrrolidinyl group, 1-piperidinyl group, 1-homopiperidinyl group, 1-morpholinyl group, 1-thiomorpholinyl group, 1-indolyl group and 1- (1, 2, 3, 4-tetrahydroquinolyl) group. Any of these heterocycles may be substituted with an alkyl group, a halogen atom, a hydroxyl group, a trifluoromethyl group or an alkoxy group. An example of an alkyl-substituted 1-piperidinyl group is 1- (3, 3-dialkylpiperidinyl) and an example of an alkyl-substituted 1-piperazinyl group is 4-alkyl-1-piperazinyl.

R⁵preferably-N (R)⁶)R⁷And more preferably wherein R⁶Is an alkyl group which may have a substituent and R⁷is-N (R) which is optionally substituted phenyl⁶)R⁷. Particular preference is given to R⁵Is wherein R is⁶Is methyl and R⁷is-N (R) which is optionally substituted phenyl⁶)R⁷。

Among the above substituents, a particularly preferred combination is that R¹Is 1-alkoxycarbonylmethylphenyl, 2-alkoxycarbonylethylphenyl, carboxymethylphenyl or 1-carboxyethylphenyl, R²And R³Is hydrogen, R⁴Is N-butyl, 3-methylbutyl, 4-methylpentyl, 3-ethylpentyl, 4-ethylhexyl, cyclopentylmethyl, cyclopentylethyl, cyclohexylmethyl, cyclohexylethyl, tert-butoxycarbonylmethyl or N-methyl-N-phenylcarbamoylmethyl, X is oxygen bonded in the ortho-or meta-position, A is methylene, R is methyl, N is ethyl, N⁵is-N (R)⁶)R⁷(wherein R is⁶Or R⁷One is a methyl group or an ethyl group, and the other is a phenyl group substituted with one or more groups selected from a methyl group, a methoxy group, a fluorine atom, a bromine atom, and a chlorine atom).

There is no particular limitation on the salts of the compound (1) of the present invention as long as they are pharmaceutically acceptable. Salts of alkali metals, such as sodium and potassium salts, are preferred.

The compound (1) of the present invention may have one or more asymmetric carbon atoms, so that the compound (1) may have a plurality of stereoisomers. The compound (1) of the present invention includes both racemates and optical isomers. Furthermore, the compound (1) may also exist as a solvate such as a hydrate.

The following are typical compounds of the present invention.

(1)2- [3- [3- [ N- [2- [ N-methyl-N- (3-methylphenyl) -carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-73)

(2) (±) -2- [3- [3- [ N- [3- [ N-methyl-N- (2-methylphenyl) -carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoic acid (1-79)

(3) (±) -2- [3- [3- [ N- [2- [ N- (3-methoxyphenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoic acid (1-86)

(4)2- [3- [3- [ N- [2- [ N- (3-methoxyphenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-87)

(5) (±) -2- [3- [3- [ N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoic acid sodium salt (1-92)

(6)2- [3- [3- [ N- [2- [ N- (3, 5-dimethoxyphenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-85)

(7) (±) -methyl 2- [3- [3- [ N- [3- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoate (1-20)

(8)2- [3- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]carbamoylmethyl]ureido]phenyl]acetic acid (1-90)

(9)2- [ 2-methoxy-3- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]carbamoylmethyl]ureido]phenyl]acetic acid (1-157)

(10) (±) -2- [3- [3- [ N- [2- [ N-methyl-N- (2, 5-dimethylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoic acid (1-174)

(11) (±) -2- [3- [3- [ N- [3- [ N-methyl-N- (2, 5-dimethylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoic acid (1-176)

(12) (±) -2- [3- [3- [ N- [2- [ N-methyl-N- (2, 6-dimethylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoic acid (1-178)

(13)2- [3- [3- [ N- [3- [ N-methyl-N- (2, 6-dimethylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-179)

(14) (±) -2- [3- [3- [ N- [3- [ N-methyl-N- (2, 6-dimethylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoic acid (1-180)

(15)2- [3- [3- [ N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]phenyl]-N- (3-methylbutyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-181)

(16) (±) -2- [3- [3- [ N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]phenyl]-N- (3-methylbutyl) carbamoylmethyl]ureido]phenyl]propanoic acid (1-182)

(17)2- [3- [3- [ N- [2- [ N-methyl-N-phenylcarbamoylmethoxy]phenyl]-N- (3-methylbutyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-183)

(18)2- [3- [3- [ N- [2- [ N-methyl-N- (2-methylphenyl) carbamoylmethoxy]phenyl]-N- (3-methylbutyl) carbamoylmethyl]ureido]phenyl]acetic acid 1-184)

(19)2- [3- [3- [ N- [2- [ N-methyl-N- (3-methylphenyl) carbamoylmethoxy]phenyl]-N- (3-methylbutyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-185)

(20)2- [3- [3- [ N- [2- [ N-methyl-N- (2, 6-dimethylphenyl) carbamoylmethoxy]phenyl]-N- (3-methylbutyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-186)

(21)2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (3-methylbutyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-187)

(22) (±) -2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (3-methylbutyl) carbamoylmethyl]ureido]phenyl]propanoic acid (1-188)

(23)2- [3- [3- [ N- [2- [ N- (3-bromophenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (3-methylbutyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-189)

(24) (±) -2- [3- [3- [ N- [2- [ N- (3-bromophenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (3-methylbutyl) carbamoylmethyl]ureido]phenyl]propanoic acid (1-190)

(25)2- [3- [3- [ N- [3- [ N-methyl-N- (2-methylphenyl) carbamoylmethoxy]phenyl]-N- (3-methylbutyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-194)

(26)2- [3- [3- [ N- [3- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]phenyl]-N- (3-methylbutyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-195)

(27)2- [3- [3- [ N- (1-adamantylmethyl) -N- [3- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]carbamoylmethyl]ureido]phenyl]acetic acid (1-203)

(28)2- [3- [3- [ N-benzyl-N- [3- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]carbamoylmethyl]ureido]phenyl]acetic acid (1-206)

(29) (±) -2- [3- [3- [ N- [3- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]-N- (3-phenylbutyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-210)

(30)2- [3- [3- [ N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]-N- (2-methylpropyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-213)

(31)2- [3- [3- [ N-cyclohexylmethyl-N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]carbamoylmethyl]ureido]phenyl]acetic acid (1-214)

(32)2- [3- [3- [ N-benzyl-N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]carbamoylmethyl]ureido]phenyl]acetic acid (1-215)

(33) (±) -2- [3- [3- [ N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]-N- (3-methylpentyl) -carbamoylmethyl]ureido]phenyl]acetic acid (1-218)

(34) (±) -2- [3- [3- [ N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]-N- (3-phenylbutyl) -carbamoylmethyl]ureido]phenyl]acetic acid (1-219)

(35)2- [3- [3- [ N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]-N- (4-methyl-3-pentenyl) -carbamoylmethyl]ureido]phenyl]acetic acid (1-220)

(36)2- [3- [3- [ N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]-N- (4-methylpentyl) -carbamoylmethyl]ureido]phenyl]acetic acid (1-221)

(37) (±) -2- [3- [3- [ N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]-N- (3, 4-dimethylpentyl) -carbamoylmethyl]ureido]phenyl]acetic acid (1-222)

(38) (±) -2- [3- [3- [ N- (3-cyclohexylbutyl) -N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]carbamoylmethyl]ureido]phenyl]acetic acid (1-223)

(39)2- [3- [3- [ N- (3-ethylpentyl) -N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]carbamoylmethyl]ureido]phenyl]acetic acid (1-224)

(40) (±) -2- [3- [3- [ N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]-N- (3-methylhexyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-225)

(41)2- [3- [3- [ N-cyclohexylmethyl-N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]phenyl]carbamoylmethyl]ureido]phenyl]acetic acid (1-226)

(42) (±) -2- [3- [3- [ N-cyclohexylmethyl-N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]phenyl]carbamoylmethyl]ureido]phenyl]propanoic acid (1-227)

(43)2- [3- [3- [ N- (2-ethylbutyl) -N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]carbamoylmethyl]ureido]phenyl]acetic acid (1-228)

(44)2- [3- [3- [ N-cyclohexylmethyl-N- [2- [ N-methyl-N- (3-methylphenyl) carbamoylmethoxy]phenyl]carbamoylmethyl]ureido]phenyl]acetic acid (1-230)

(45) (±) -2- [3- [3- [ N-cyclohexylmethyl-N- [2- [ N-methyl-N- (3-methylphenyl) carbamoylmethoxy]phenyl]carbamoylmethyl]ureido]phenyl]propanoic acid (1-231)

(46)2- [3- [3- [ N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]-N- [ (1-methylcyclohexyl) methyl]carbamoylmethyl]ureido]phenyl]acetic acid (1-232)

(47)2- [3- [3- [ N- [2- (1-adamantyl) ethyl]-N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]carbamoylmethyl]ureido]phenyl]acetic acid (1-234)

(48)2- [3- [3- [ N- (1-adamantylmethyl) -N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]carbamoylmethyl]ureido]phenyl]acetic acid (1-235)

(49) N-methyl-N- (3, 5-dimethylphenyl) -2- [2- [ N-cyclohexylmethyl-N- [2- [3- [3- (N, N-dimethylamino) phenyl]ureido]acetyl]amino]phenoxy]acetamide (1-236)

(50) (±) -2- [3- [3- [ N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]phenyl]-N- (3-methylpentyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-237)

(51) (±) -2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (3-methylpentyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-238)

(52) Methyl 2- [3- [3- [ N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]phenyl]-N- (3-methylbutyl) carbamoylmethyl]ureido]phenyl]acetate (1-239)

(53) Methyl 2- [3- [3- [ N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]phenyl]-N- (3-methyl-2-butenyl) carbamoylmethyl]ureido]phenyl]acetate (1-240)

(54) Methyl 2- [3- [3- [ N- [2- [ N-methyl-N-phenylcarbamoylmethoxy) phenyl]-N- (3-methylbutyl) carbamoylmethyl]ureido]phenyl]acetate (1-242)

(55) Methyl 2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (3-methylbutyl) carbamoylmethyl]ureido]phenyl]acetate (1-246)

(56) (±) -methyl 2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (3-methylbutyl) carbamoylmethyl]ureido]phenyl]propanoate (1-247)

(57)2- [3- [3- [ N- [3- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (3-methylbutyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-268)

(58) (±) -2- [3- [3- [ N- [3- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (3-methylbutyl) carbamoylmethyl]ureido]phenyl]propanoic acid (1-269)

(59)2- [3- [3- [ N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (3-methylbutyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-272)

(60) (±) -2- [3- [3- [ N- [3- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (3-methylbutyl) carbamoylmethyl]ureido]phenyl]propanoic acid (1-273)

(61) Potassium [3- [3- [ N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (3-methylbutyl) carbamoylmethyl]ureido]phenyl]methanesulfonate (1-274)

(62) (±) -1- [3- [3- [ N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (3-methylbutyl) carbamoylmethyl]ureido]phenyl]ethanesulfonic acid potassium salt (1-275)

(63)2- [3- [3- [ N- [2- [ N- (2, 5-difluorophenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (3-methylbutyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-277)

(64) (±) -2- [3- [3- [ N- [3- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoic acid (1-279)

(65)2- [3- [3- [ N- [3- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]phenyl]-N- (3-methyl-2-butenyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-280)

(66)2- [3- [3- [ N- (2-cyclopentylethyl) -N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]phenyl]carbamoylmethyl]ureido]phenyl]acetic acid (1-284)

(67)2- [3- [3- [ N- (2-cyclohexylethyl) -N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]carbamoylmethyl]ureido]phenyl]acetic acid (1-285)

(68)2- [3- [3- [ N- (3-cyclohexylpropyl) -N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]carbamoylmethyl]ureido]phenyl]acetic acid (1-286)

(69)2- [3- [3- [ N-cyclopentylmethyl-N- [2- [ N-methyl-N- (3, 5-dimethyl) phenylcarbamoylmethoxy]phenyl]carbamoylmethyl]ureido]phenyl]acetic acid (1-287)

(70)2- [3- [3- [ N-cyclopentylmethyl-N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]carbamoylmethyl]ureido]phenyl]acetic acid (1-288)

(71)2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]phenyl]-N-cyclopentylmethyl]carbamoylmethyl]ureido]phenyl]acetic acid (1-289)

(72)2- [3- [3- [ N-cyclobutylmethyl-N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]carbamoylmethyl]ureido]phenyl]acetic acid (1-290)

(73)2- [3- [3- [ N-cyclobutylmethyl-N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]phenyl]carbamoylmethyl]ureido]phenyl]acetic acid (1-291)

(74)2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]phenyl]-N-cyclobutylmethylcarbamoylmethyl]ureido]phenyl]acetic acid (1-292)

(75)2- [3- [3- [ N-cycloheptylmethyl-N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]carbamoylmethyl]ureido]phenyl]acetic acid (1-293)

(76)2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]phenyl]-N-cycloheptylmethylcarbamoylmethyl]ureido]phenyl]acetic acid (1-294)

(77)2- [3- [3- [ N-butyl-N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]carbamoylmethyl]ureido]phenyl]acetic acid (1-295)

(78)2- [3- [3- [ N-butyl-N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]phenyl]carbamoylmethyl]ureido]phenyl]acetic acid (1-296)

(79)2- [3- [3- [ N-butyl-N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]phenyl]carbamoylmethyl]ureido]phenyl]acetic acid (1-297)

(80)2- [3- [3- [ N- [2- [ N- (2-methoxyphenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (3-methylbutyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-310)

(81)2- [3- [3- [ N- [2- [ N- (3-methoxyphenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (3-methylbutyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-311)

(82)2- [3- [3- [ N- [2- [ N- (3, 5-dichlorophenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (3-methylbutyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-313)

(83)2- [3- [3- [ N- [2- [ N- (3, 5-dimethoxyphenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (3-methylbutyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-314)

(84)2- [3- [3- [ N- [2- [ N- (3-fluorophenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (3-methylbutyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-316)

(85) (±) -2- [3- [3- [ N- [2- [ N- (3-methoxyphenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (3-methylbutyl) carbamoylmethyl]ureido]phenyl]propanoic acid (1-317)

(86) (±) -2- [3- [3- [ N- [2- [ N- (3, 5-dimethoxyphenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoic acid (1-329)

(87)2- [3- [3- [N- [2- [ N- (3, 5-dimethoxyphenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-330)

(88) (±) -2- [3- [3- [ N- [2- [ N- (2, 5-dimethoxyphenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoic acid (1-331)

(89) (±) -2- [3- [3- [ N- [2- [ N- (3-methoxyphenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoic acid (1-335)

(90)2- [3- [3- [ N- [2- [ N- (3-methoxyphenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-336)

(91)3- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [3- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]carbamoylmethyl]ureido]benzoic acid (1-346)

(92) N-methyl-N-phenyl-2- [2- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]acetyl]amino]phenoxy]acetamide (1-347)

(93)2- [3- [3- [ N- (4-ethylhexyl) -N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]carbamoylmethyl]ureido]phenyl]acetic acid (1-369)

(94) (±) -2- [3- [3- [ N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]phenyl]-N- (3-methylpentyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-371)

(95) (±) -2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (3-methylpentyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-373)

(96)2- [3- [3- [ N- (3, 3-dimethyl-2-oxobutyl) -N- [2- (N-methyl-N-phenylcarbamoylmethoxyphenyl]carbamoylmethyl]ureido]phenyl]acetic acid (1-377)

(97)2- [3- [3-[ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (4-methylpentyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-379)

(98) (±) -2- [3- [3- [ N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]-N- (3-methylbutyl) carbamoylmethyl]ureido]phenyl]propanoic acid (1-381)

(99) (±) -2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (4-methylpentyl) carbamoylmethyl]ureido]phenyl]propanoic acid (1-383)

(100)2- [3- [3- [ N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]-N- (3, 3-dimethylbutyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-389)

(101) (±) -2- [3- [3- [ N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (3-methylpentyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-391)

(102) (±) -2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (3-methylbutyl) carbamoylmethyl]ureido]phenyl]propanoic acid calcium salt (1-392)

(103)3- [3- [ N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]-N- (3-methylbutyl) carbamoylmethyl]ureido]benzoic acid (1-400)

(104) (±) -2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoic acid (1-403)

(105) (±) -2-methoxy-2- [3- [3- [ N- [3- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-425)

(106)3- [3- [ N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (3-methylbutyl) carbamoylmethyl]ureido]benzoic acid (1-433)

(107) (S) - (+) -methyl 2- [3-[3- [ N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]-N- (3-methylpentyl) carbamoylmethyl]ureido]phenyl]acetate (1-434)

(108) (S) - (+) -2- [3- [3- [ N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]-N- (3-methylpentyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-435)

The process for preparing the compounds of the present invention will be described below.

Among the compounds of the present invention, those having asymmetric carbon atoms in the molecule can be prepared by optical resolution at the end by a known technique or by an optical resolution of an intermediate by a known technique, to thereby obtain optically active compounds. When an optically active starting material is used, an optically active end product can be prepared.

The compound of the present invention can be produced, for example, by any one of the following methods a to N.Method A：Wherein R is¹、R²、R³、R⁴、R⁵X and A have the same meanings as defined above, and CDI represents N, N' -carbonyldiimidazole. If any of the compounds involved in the above reactions have one or more substituents that may affect the reaction, it is necessary to protect these substituents with suitable protecting groups commonly used in synthetic chemistry so that they are not affected by other reactions prior to the reaction.

In general, the compound (1) of the present invention can be produced by reacting the compound (2) with N, N' -Carbonyldiimidazole (CDI) to produce the compound (3), followed by reacting the compound (3) (isolated or not) with the amine derivative (4).

The reaction can be carried out by reacting the compound (2) with CDI in, for example, an inert solvent such as tetrahydrofuran or N, N-dimethylformamide at 0 to 60 ℃, preferably at room temperature to produce an intermediate acylimidazole (3), followed by heating the acylimidazole (3) without isolation together with the amine derivative (4) in toluene under reflux.Method B：

Wherein R is¹、R²、R³、R⁴、R⁵X and A have the same meanings as defined above. If any of the compounds involved in the above reactions have one or more substituents which may affect the reaction, it is necessary to protect these substituents with suitable protecting groups commonly used in synthetic chemistry so that they are protected from other substituents prior to the reactionThe effect of the reaction.

In general, the compound (1) of the present invention can be obtained by reacting the compound (2) with the isocyanate derivative (5).

If R is¹With a protected carboxyl group, e.g. alkoxycarbonylalkylphenyl, or if R is¹Without a reactive group, the above reaction scheme can be carried out directly. On the contrary, if R¹With free carboxyl groups, the carboxyl groups are preferably protected beforehand, for example with ester groups.

The reaction can be carried out by condensing the compound (2) with the isocyanate derivative (5) in an inert solvent such as tetrahydrofuran at-10 ℃ to 60 ℃, preferably at room temperature.Method C：

Wherein R is¹、R²、R³、R⁴、R⁵X and A have the same meanings as defined above. If any of the compounds involved in the above reactions have one or more substituents that may affect the reaction, it is necessary to protect these substituents with suitable protecting groups commonly used in synthetic chemistry sothat they are not affected by other reactions prior to the reaction.

In general, the compound (1) of the present invention can be obtained by reacting the compound (2) with triphosgene and the amine derivative (4) in this order.

This reaction may be carried out by first reacting compound (2) with triphosgene in an inert solvent such as chloroform in the presence of a base such as triethylamine or pyridine at-78 ℃ to 50 ℃, preferably-20 ℃ to room temperature, and then adding an amine derivative to the resulting mixture to carry out the reaction.Method D：

R⁴The compound (1) which is a phenylalkyl group which may have a substituent on the alkyl group or the benzene ring can also be produced by the following method.

Wherein R is^4aRepresents phenylalkyl which may have a substituent on the alkyl or phenyl ring, R¹、R²、R³、R⁵A, X and Z have the same meaning as defined above.If any of the compounds involved in the above reactions have one or more substituents that may affect the reaction, it is necessary to protect these substituents with suitable protecting groups commonly used in synthetic chemistry so that they are not affected by other reactions prior to the reaction.

In general, the compound (1) of the present invention can be produced by reacting the compound (6) with the compound (7). The reaction can be carried out by reacting compound (6) with compound (7) in a solvent such as N, N-dimethylformamide in the presence of a base such as potassium carbonate or sodium carbonate at 50 to 90 ℃, preferably 60 to 70 ℃.Method E：

R⁵is-N (R)⁶)(R⁷) The compound (1) of (1) can also be produced by reductively removing a benzyl protecting group on acompound wherein the substituent on the phenyl group is a benzyloxy group on the benzene ring, wherein R is⁶And R⁷At least one of them is a substituted phenyl group and the substituent is a hydroxyl group. The reaction may be accomplished by catalytic hydrogenation. The reaction can be carried out at room temperature and under a hydrogen atmosphere of 1 atmosphere in the presence of a palladium on carbon catalyst under normal conditions. However, the reaction can also be carried out under heat and pressure. Commonly used solvents are methanol, ethanol, ethyl acetate or mixtures thereof. Other solvents which do not interfere with the reaction may also be used.Method F：

R¹The compound (1) which is a phenyl group having a substituent and the substituent is a tetrazolyl group can also be produced by treating a compound whose substituent on the phenyl group is a cyano group with a reaction mixture of aluminum chloride and sodium azide in N, N-dimethylformamide at 70 to 110 ℃, preferably 90 to 100 ℃.Method G：

R¹The compound (1) which is a phenyl group having a substituent and the substituent is a hydroxyalkyl group can also be produced by reducing a compound in which the substituent on the phenyl group is an acyl group with sodium borohydride in a solvent such as methanol, ethanol, chloroform or dichloromethane. As the reducing agent for this reaction, other reducing agents that affect only ketones or aldehydes may also be used.Method H：

R¹Is provided with a substitutionThe compound (1) which is a phenyl group of the group and the substituent is a hydroxyimino group, a hydroxyiminoalkyl group, an alkoxyimino group or an alkoxyiminoalkyl group can also be prepared by reacting a compound in which the substituent on the phenyl group is an acyl group with hydroxylamine hydrochloride or alkoxyamine hydrochloride in a solvent such as methanol or ethanol in the presence of an excess base such as pyridine at 10 to 50 ℃, preferably at room temperature.Method I：

R⁵The compound (1) which is a hydroxyl group may be prepared by reacting R⁵The compound (1) which is an alkoxy group is reacted with an acid or a base. In general terms, R⁵Compounds (1) which are hydroxy groups may be prepared by reacting R⁵The compound (1) which is a methoxy group or an ethoxy group is obtained by hydrolyzing an aqueous alkali hydroxide solution such as an aqueous sodium hydroxide solution in a solvent such as methanol, ethanol or tetrahydrofuran. Furthermore, R⁵The compound (1) which is a hydroxyl group may be prepared by reacting R⁵The compound (1) which is a tert-butoxy group is prepared by treating with an acid, preferably trifluoroacetic acid, without adding a solvent or in a solvent such as chloroform at a temperature of 0 ℃ to room temperature.Method J：

R⁵is-N (R)⁶)(R⁷) The compound (1) of (1) can also be prepared by reacting R⁵Compound (1) being a hydroxy group with a compound corresponding to-N (R)⁶)(R⁷) Primary or secondary amines of the group are prepared by reaction in an inert solvent such as dichloromethane, chloroform, tetrahydrofuran or ethyl acetate in the presence of a condensing agent such as N, N' -dicyclohexylcarbodiimide or 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride at a temperature of 0-40 ℃. In this reaction, when 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride is used as a condensing agent, a base needs to be added in an amount sufficient to neutralize the hydrochloric acid. For this purpose, an excess of 4-dimethylaminopyridine may be added under normal circumstances. As the condensing agent, other condensing agents commonly used for forming an amide bond can also be used.Method K：

R⁵is-N (R)⁶)(R⁷) A group and R⁶Or R⁷The compound (1) wherein one is a hydrogen atom and the other is a hydrogen atom, a methyl group or an ethyl group can also be prepared by reacting R⁵Is methoxy orThe ethoxylated compound (1) is prepared by reacting with concentrated ammonia, aqueous monomethylamine or aqueous monoethylamine without using a solvent or in a solvent such as methanol, ethanol or tetrahydrofuran at room temperature.Method L：

R¹The compound (1) which is a phenyl group having a substituent and the substituent is an alkoxycarbonylalkyl group can also be prepared by reacting R¹Is prepared by reacting a phenyl compound (1) having a carboxyalkyl substituent with a dialkyl pyrocarbonate in tetrahydrofuran in the presence of 4-dimethylaminopyridine at a temperature of 10-50 ℃, preferably at room temperature. In this reaction, the content of an alkoxy group in the produced alkoxycarbonylalkyl group varies depending on the kind of an alkyl group in the pyrocarbonic acid dialkyl ester used in the reaction. That is, if dimethyl pyrocarbonate is used, R can be obtained¹Compound (1) which is a methoxycarbonylalkyl-substituted phenyl group.Method M：

R is to be¹The compound (1) which is a phenyl group which may have a substituent and the substituent is an alkoxycarbonylalkyl group can be converted into R by heating under reflux in an alcohol in the presence of titanium (IV) isopropoxide¹Is an alkoxycarbonylalkyl substituted phenyl group corresponding to the alcohol used (excluding the case of using methanol as the alcohol). For example, R is¹R can be obtained by heating and refluxing a compound which is a methoxycarbonylalkyl-substituted phenyl group in isopropanol in the presence of titanium (IV) isopropoxide¹Compound (1) substituted with isopropoxycarbonylalkyl.Method N：

R is to be¹When a compound (1) which is a phenyl group substituted with an alkoxycarbonyl group, an alkoxyalkyl group or an alkoxyalkoxy group is treated with an acid or a base, R can be produced¹Is a phenyl group-substituted compound (1) having a carboxyl group, a carboxyalkyl group or a carboxyalkoxy group. To obtain compound (1) wherein alkoxy is t-butyl, an acid, preferably trifluoroacetic acid, may be used in a solvent such as dichloromethane or without a solvent. To obtain the compound (1) in which an alkoxy group is another alkyl group, an aqueous alkali hydroxide solution such as an aqueous NaOH solution may be used. By using equimolar amounts of alkaline hydrogen and oxygenThe compound (1) having a carboxyl group can be converted into the corresponding carboxylate by treatment with the compound.

The compound (2) used in the above methods A, B and C can be prepared according to the following reaction scheme.Wherein R is¹⁰Representing protecting groups for oxygen or sulfur which can be removed by reduction, R¹¹Represents an amino-protecting group which can be removed with an acid, Y and Z independently of one another represent a halogen atom, R²、R³、R⁴、R⁵X and A have the same meanings as defined above. If any of the compounds involved in the above reactions have one or more substituents that may affect the reaction, it is necessary to protect these substituents with suitable protecting groups commonly used in synthetic chemistry so that they are not affected by other reactions prior to the reaction.

As the protecting groups for oxygen and sulfur in the starting compound (8), benzyl and benzhydryl are preferred. At R¹¹Among the various amino protecting groups represented, t-butoxycarbonyl is preferred. As the halogen atom represented by Y and Z, bromine, chlorine and iodine are preferred.

The reaction of the compounds (8) and (9) can be carried out in an inert solvent such as methylene chloride, chloroform, tetrahydrofuran or ethyl acetate in the presence of a condensing agent such as N, N' -dicyclohexylcarbodiimide or 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride at a temperature of 0 to 40 ℃. In the present invention, when 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride is used as the condensing agent, it is necessary to add a base in an amount sufficient to neutralize the hydrochloric acid. For this purpose, an excess of 4-dimethylaminopyridine may be added under normal circumstances.

To prepare compound (12) from compound (10), compound (10) is first reacted with a base (e.g., sodium hydride or potassium hydride) in an inert solvent (e.g., tetrahydrofuran) at a temperature of 30-60 ℃, preferably 50-60 ℃, followed by reaction with compound (11) with cooling.

The compound (13) can be subjected to conventional catalytic hydrogenation to remove R in the compound (10)¹⁰The protecting group(s) above. The reactionCommonly used solvents are ethanol, methanol, tetrahydrofuran, ethyl acetate or mixtures thereof. Palladium on carbon is generally used as the catalyst. The reaction is usually carried out at room temperature and 1 atmosphere. But may also be carried out under heat and pressure.

Compound (15) can be prepared by reacting compound (14) with compound (13) in N, N-dimethylformamide in the presence of a base such as potassium carbonate or sodium carbonate at a temperature between room temperature and 70 ℃, preferably between 50 and 70 ℃.

Compound (2) can be prepared by treating compound (15) with an acid (preferably trifluoroacetic acid) in a solvent such as dichloromethane at 0 ℃ to room temperature.

Intermediate compound (15) can also be prepared by the following reaction scheme.

Wherein R is²、R³、R⁴、R⁵、R¹¹A, X, Y and Z have the same meaning as defined above. If any of the compounds involved in the above reactions have one or more substituents that may affect the reaction, it is necessary to protect these substituents with suitable protecting groups commonly used in synthetic chemistry so that they are not affected by other reactions prior to the reaction.

Compound (17) can be prepared by reacting compound (16) with compound (14) in N, N-dimethylformamide in the presence of a base such as potassium carbonate or sodium carbonate at a temperature between room temperature and 70 ℃, preferably between 50 and 70 ℃.

Compound (18) can be prepared by catalytic hydrogenation of compound (17) using ethanol, methanol, tetrahydrofuran, or a mixture thereof as a solvent and in the presence of a catalyst such as palladium on carbon or raney nickel. If X in the compound (17) is S, the catalyst is preferably palladium on carbon. Under normal conditions, the reaction is carried out at room temperature. The reaction can also be carried out under heating. The reaction is usually carried out under a hydrogen pressure of 1 atm. But may also be pressurized. In the reaction for reducing a nitro group, other known methods for reducing a nitro group may also be used.

Compound (19) can be obtained by reacting compound (18) and (9) in an inert solvent such as methylene chloride, chloroform, tetrahydrofuran or ethyl acetate in the presence of a condensing agent such as N, N' -dicyclohexylcarbodiimide or 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride at a temperature of 0 to 40 ℃. In the present invention, when 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride is used as the condensing agent, it is necessary to add a base in an amount sufficient to neutralize the hydrochloric acid. For this purpose, an excess of 4-dimethylaminopyridine may be added under normal circumstances.

To prepare compound (15) from compound (19), compound (19) is first reacted with a base, such as sodium hydride or potassium hydride, in an inert solvent, such as tetrahydrofuran, at a temperature of 30-60 ℃, preferably 50-60 ℃, and subsequently reacted with compound (11) at a temperature of-30 ℃ to room temperature, preferably with cooling in an ice bath.

For the preparation of Compound (1) (wherein R⁴Is phenylalkyl which may have a substituent on the alkyl or phenyl ring) can be prepared according to the following reaction scheme.

Wherein R is^4aIs phenylalkyl which may bear substituents on the alkyl or phenyl ring, R¹、R²、R³X and R¹⁰Have the same meaning as defined above. If any of the compounds involved in the above reactions have one or more substituents that may affect the reaction, it is necessary to protect these substituents with suitable protecting groups commonly used in synthetic chemistry so that they are not affected by other reactions prior to the reaction.

Compound (20) can be prepared by reacting compound (8) with compound (11) in a solvent such as N, N-dimethylformamide in the presence of a base such as potassium carbonate or sodium carbonate at a temperature between room temperature and 80 ℃.

Compound (22) can be prepared by a conventional acylation method for acylating an amine. In general, compound (22) can be prepared by reacting compounds (20) and (21) in an inert solvent such as dichloromethane or chloroform in the presence of a base such as triethylamine at between 0 ℃ and 50 ℃, preferably at room temperature.

Compound (25) can be obtained by first reacting compound (22) with hydrazine hydrate (23) in a solvent mixture of methanol and chloroform at 10 ℃ to 60 ℃, preferably at room temperature to obtain compound (24), and then subjecting compound (24), isolated or not isolated, to the above-mentioned method A, B or C.

Compound (6) can be produced by subjecting compound (25) to conventional catalytic hydrogenation. The solvent commonly used in the reduction reaction is ethanol, methanol, tetrahydrofuran, ethyl acetate or a mixture thereof. Other solvents may also be used. Palladium on carbon, such as 5% palladium on carbon, is typically used as the catalyst. The reaction is usually carried out at room temperature and 1 atmosphere. But may also be carried out under heat and pressure.

Compound (20) can also be prepared according to the following reaction scheme.

Wherein R is^4aRepresents phenylalkyl which may have a substituent on the alkyl or phenyl ring, R¹⁶Represents from R^4aRadicals formed after removal of one methylene group thereon, R¹⁰And X has the same meaning as defined above.

Compound (29) can be prepared by a conventional reaction for forming an amide bond, using compound (8) as a starting material. In general, compound (29) can be prepared by reacting compounds (8) and (27) in an inert solvent such as chloroform in the presence of a condensing agent such as N, N' -dicyclohexylcarbodiimide or 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride at atemperature between 0 and 40 ℃. In the present invention, when 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride is used as the condensing agent, it is necessary to add a base in an amount sufficient to neutralize the hydrochloric acid. For this purpose, an excess of 4-dimethylaminopyridine may be added under normal circumstances. Other reagents commonly used to form amide bonds may also be used as condensing agents.

Compound (29) can also be prepared by reacting compound (8) with acid chloride (28). That is, the compound (8) and the acid chloride (28) are reacted in an inert solvent such as chloroform or dichloromethane in the presence of a base such as pyridine or triethylamine at a temperature between 0 ℃ and room temperature.

Compound (20) can also be prepared by reducing compound (29) in a solvent such as tetrahydrofuran with a reducing agent such as borane-tetrahydrofuran complex at room temperature. Other reducing agents that can reduce the amide to an amine (e.g., lithium aluminum hydride) can also be used in this reaction. In addition, heat may be applied during the reaction.

In the various starting compounds (15), R therein⁵The compounds that are alkoxy groups may also be prepared according to the following reaction scheme.Wherein R is¹⁷Represents an alkyl group, and X and a have the same meanings as defined above.

Specifically, compound (15a) can be prepared by reacting compounds (30) and (31) in an inert solvent such as chloroform or dichloromethane in the presence of a base such as triethylamine or pyridine at between 0 ℃ and 40 ℃, preferably at room temperature. The synthesis of acid chloride compound (30) can be carried out using the corresponding carboxylic acid as a starting material and according to a conventional method for producing an acid chloride.

Compound (7) (R)⁵C0-A-Z) can also be prepared according to the following reaction scheme, wherein R⁵is-N (R)⁶)(R⁷) Group, R⁶Or R⁷One of which is hydrogen and the other is an aromatic heterocycle or a phenyl group which may bear substituents: (23) (34) (36) (37)

R^5a-CO-A-Z

(7a) wherein R is^5arepresents-N (R)^6a)(R^7a) Group, R^6aRepresents phenyl or an aromatic heterocycle which may have a substituent, R^7aRepresents alkyl, Y andz is a halogen atom, preferably chlorine and bromine and is generally the same, A has the same meaning as defined above, and the substituent on the substituted phenyl or heteroaromatic ring is one or more groups selected from the group consisting of: halogen atom, alkyl group, alkoxy group, alkylthio group, benzyloxy group, cyano group, trifluoromethyl group and nitro group.

Compound (34) can be prepared by the reaction of compound (32) and trifluoroacetic anhydride (33) in the presence of a base such as pyridine at between 0 ℃ and 40 ℃, preferably at room temperature. Although a solvent is generally not required for this reaction, an inert solvent such as chloroform may also be used.

Compound (36) can be prepared by reacting compounds (34) and (35) in a solvent such as N, N' -dimethylformamide in the presence of a base such as potassium carbonate or sodium carbonate at a temperature between 10 ℃ and 60 ℃, preferably between 20 ℃ and 50 ℃.

Compound (37) can be prepared by removing the trifluoroacetyl group from compound (36) by a conventional hydrolysis method. In general, compound (37) can be prepared by treating compound (36) with an aqueous basic hydroxide solution (e.g., 1N aqueous sodium hydroxide) in a solvent (e.g., tetrahydrofuran) at room temperature. Other solvents such as methanol and ethanol are also suitable for the reaction.

Compound (7a) can also be prepared from starting material compound (37) by a conventional method for acylating amines. In general, compound (7a) may be prepared by reacting compounds (37) and (38) in an inert solvent such as chloroform in the presence of a base at a temperature between 0 ℃ and 40 ℃. Usually an organic base such as triethylamine or pyridine is used as the base, pyridine being more preferred in this reaction.

If any of the compounds used in the above reactions carries a terminal ester, it can be converted to the corresponding carboxylic acid or salt thereof by the methods described above.

After the reaction is completed, the objective compound can be isolated and purified from the reaction mixture by a conventional method (e.g., recrystallization, various chromatographic methods, or a suitable combination of these methods). The salt of the compound (1) of the present invention can be prepared by treating the free acid with an alkali hydroxide or the like by a conventional method, or treating the free base with hydrochloric acid or the like by a conventional method.

The compound (1) and the salt thereof of the present invention thus obtained, and the optical isomers and salts of the compound (1) have a strong gastrin receptor binding inhibitory action or CCK-a receptor binding inhibitory action. Some of the compounds (1) are selective for the gastrin receptor, while others of the compounds (1) are selective for the CCK-a receptor.

As mentioned above, there are two types of CCK receptors known: receptors originally foundin digestive organs such as the pancreas or biliary system (CCK-A receptors) and in the brain (CCK-B receptors). CCK-A is thought to be primarily involved in gastrointestinal motility and pancreatic secretion, and CCK-B is thought to be involved in mental activity and appetite regulation in the brain. Gastrin receptors, originally found in gastric mucosal cells (parietal cells) and believed to be identical to the CCK-B receptor, are involved in controlling gastric acid and pepsin secretion. Therefore, it is considered that binding inhibitors of these receptors can be used for the prevention and treatment of digestive tract diseases and central nervous system diseases closely related to their respective peptide hormones.

Among the compound (1), the salt of the compound (1), and the optical isomer of the compound (1) or the salt of the compound (1) of the present invention, particularly preferred compounds are those having a strong gastrin receptor binding inhibitory action and having an affinity for the gastrin receptor significantly higher than that for the CCK-a receptor. These compounds are useful as preventive and therapeutic agents for peptic ulcer, gastritis, rectal/colon cancer, gastrinoma and anxiety.

The medicament containing the compound of the present invention may be prepared into an injection preparation for intravenous injection, intramuscular injection or subcutaneous injection, and administered to a desired patient by injection. Alternatively, administration can be by oral or transdermal administration. Intravenous administration and oral administration are preferred.

When the compounds of the present invention are used as a medicament, the compounds of the present invention are preferably formulated into a pharmaceutical composition comprising the compound and a pharmaceutically acceptable carrier. The pharmaceutical compositions include compositions for oral administration andcompositions for injection. Compositions for oral administration include tablets, powders, granules, capsules, solutions, syrups, elixirs, and oil-or water-based suspensions. When the composition for injection is formulated, the composition may contain a stabilizer, a preservative, a solution aid, and the like.

When administered to humans, the dosage of the compounds of the present invention varies depending on the disease, condition, body weight, etc. of the patient. In general, in the case of oral administration, a dose of 1 to 1000 mg/day is preferred, and administration may be carried out once or in divided portions. Example (b):

the present invention will now be described by way of reference to examples and examples, which should not be construed as limiting the invention thereto. Reference example 1:

n- (2-benzyloxyphenyl) -2- (N-tert-butoxycarbonylamino) acetamide (S2):

2-Benzyloxyphenylamine (S1) (16.4g), 4-dimethylaminopyridine (11.0g) and N-tert-butoxycarbonylglycine (14.4g) were dissolved in methylene chloride. To the resulting solution was added 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (16.3g) and stirred at room temperature for 12 hours. The reaction mixture was washed successively with 1N HCl, saturated aqueous sodium bicarbonate solution and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 11.5g of compound S2 as a white powder. mp 80-82 deg.C¹H-NMR(CDCl₃) δ: 1.41(9H, s), 3.91(2H, d), 5.12(2H, s), 5.18(1H, brs), 6.93-7.03(3H, m), 7.35-7.41(5H, m), 8.37-8.38(2H, m) reference example 2:

N-methyl-N-phenyl-2- [ N- (2-benzyloxyphenyl) -N- [2- (N-tert-butoxycarbonylamino) acetyl]amino]acetamide (S3):

sodium hydride (60% in oil) (0.18g) was suspended in tetrahydrofuran (20 ml). To the resultingsuspension was added a solution of compound S2(1.1g) in tetrahydrofuran (20ml) with stirring and cooling in an ice bath. The mixture was stirred at 55-60 ℃ for 1.5 hours. The reaction mixture was cooled and a solution of N-methyl-N-phenyl-2-bromoacetamide (1.8g) in tetrahydrofuran (10ml) was added. The resulting mixture was stirred at room temperature for an additional 2 hours. The insoluble material was filtered off and the filtrate was concentrated. The residue was taken up in chloroformAnd 1N HClAre allocated between them. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 1.1g of compound S3 in the form of powder. mp 168 plus 170 deg.C¹H-NMR(CDCl₃) δ: 1.38(9H, s), 3.27(3H, s), 3.37(1H, d), 3.56(1H, dd)3.80(1H, dd), 4.78(1H, d), 4.95(1H, d), 5.00(1H, d)5.38(1H, brs), 6.94-7.00(2H, m), 7.12(2H, m), 7.21-7.35(6H, m), 7.37-7.43(3H, m), 7.66-7.68(1H, m) reference example 3:

N-methyl-N-phenyl-2- [ N- [2- (N-tert-butoxycarbonylamino) acetyl]-N- (2-hydroxyphenyl) amino]acetamide (S4):

compound S3(41g) and 5% palladium on charcoal (50% wet) (8.15g) were suspended in a mixture of tetrahydrofuran-ethanol (900 ml: 300ml), and the resulting suspension was stirred under a hydrogen atmosphere of 1 atm for 2 hours. The catalyst was filtered off and the filtrate was concentrated under reduced pressure. The residue was dissolved in chloroform, and the resulting solution was dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 32g of compound S4. mp 185-188 deg.C¹H-NMR(CDCl₃) δ: 1.39(9H, s), 3.30(1H, d), 3.34(3H, s), 3.56(1H, dd)3.80(1H, dd), 4.74(1H, d), 5.19(1H, brs), 6.81(1H, m)6.91(1H, m), 7.03(1H, m), 7.23-7.33(3H, m), 7.42-7.49(3H, m), 10.6(1H, s) reference example 4:

N-methyl-N-phenyl-2- [2- [ N- [2- (N-tert-butoxycarbonylamino) acetyl]-N- (N-methyl-N-phenylcarbamoylmethyl) amino]phenoxy]acetamide (S5):

compound S4(50g), N-methyl-N-phenyl-2-bromoacetamide (33g), and anhydrous potassium carbonate (21g) were dissolved in N, N-dimethylformamide (500 ml). The resulting solution was stirred at 65-70 ℃ for 2 days. The reaction mixture was poured into ice-water and extracted with ethyl acetate. The extract was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off to obtain 56g of compound S5 in the form of powder.¹H-NMR(CDCl₃) δ: 1.37(9H, s), 3.24(3H, s), 3.27(3H, s), 3.49-3.57(2H, m)3.76(1H, dd), 4.35(2H, s), 4.73(1H, d), 5.38(1H, s)6.64(1H, d), 6.96(1H, t), 7.17-7.42(11H, m), 7.70(1H, d) referenceExample 5:

N-methyl-N-phenyl-2- [2- [ N- (2-aminoacetyl) -N- (N-methyl-N-phenylcarbamoylmethyl) amino]phenoxy]acetamide (S6):

trifluoroacetic acid (20ml) was added to a solution of compound S5(2.0g) in dichloromethane (30ml) with cooling in an ice bath. The resulting mixture was stirred at the same temperature for 1 hour. The reaction mixture was concentrated under reduced pressure. Subsequently, the residue was dissolved in chloroform. The resulting solution was washed with a saturated aqueous sodium bicarbonate solution, water and brine in this order, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 1.6g of compound S6 in the form of powder.¹H-NMR(CDCl₃) δ: 1.71(2H, brs), 3.16(2H, s), 3.24(3H, s), 3.28(3H, s), 3.44(1H, d), 4.34(2H, s), 4.78(1H, d), 6.64(1H, d), 6.97(1H, t), 7.19-7.42(11H, m), 7.68(1H, d) with reference to example 6:

N-methyl-N-phenyl-2- (2-nitrophenoxy) acetamide (S8):

2-Nitrophenol S7(2.8g), anhydrous potassium carbonate (4.1g) and N-methyl-N-phenyl-2-bromoacetamide(4.5g) were suspended in N, N-dimethylformamide (50ml), and the resulting suspension was stirred at 65-70 ℃ for 3 hours. The reaction mixture was poured into ice-water and extracted with ethyl acetate. The extract was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off to leave 5.4g of compound S8.¹H-NMR(CDCl₃) δ: 3.31(3H, s), 4.59(2H, s), 6.97(1H, d), 7.03(1H, t), 7.24(2H, d), 7.37-7.49(4H, m), 7.81(1H, d) reference example 7:

N-methyl-N-phenyl-2- (2-aminophenoxy) acetamide (S9):

compound S8(5.0g) was dissolved in a mixture of methanol (100ml) and ethyl acetate (100ml), and 5% palladium on charcoal (50% wt) (1.0g) was added to the resulting solution. The solution was stirred for 30 minutes under a hydrogen atmosphere of 1 atmosphere. The reaction mixture was filtered and the solvent was evaporated under reduced pressure. The residue was dissolved in chloroform and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 5.0g of Compound S9 as an oil.¹H-NMR(CDCl₃)δ：3.31(3H，s)，3.91(2H，brs)，4.43(2H, s), 6.59-6.63(2H, m), 6.68(1H, d), 6.79(1H, d), 7.21(2H, dd), 7.36-7.46(3H, m) reference example 8:

N-methyl-N-phenyl-2- [2- [ N- [2- (N-tert-butoxycarbonylamino) acetyl]amino]phenoxy]acetamide (S10):

compound S9(5.0g) and N-t-butoxycarbonylglycine (3.1g) were dissolved in methylene chloride (100 ml). Subsequently, 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (4.0g) and 4-dimethylaminopyridine (2.6g) were added to the resulting solution, and the solution was stirred at room temperature for 7 hours. The solvent was evaporated under reduced pressure and the residue partitioned between ethyl acetate and 1N HCl. The two layers were separated. The organic layer was washed successively with water, saturated aqueous sodium bicarbonate solution, water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 6.6g of compound S10 in the form of powder.¹H-NMR(CDCl₃)δ：1.48(9H，s)，3.30(3H，s)，4.08(2H，d)，4.43(2H，s)，5.41(1H，brs)，6.73(1H，d)，6.95(1H，t)，7.03(1H，t)，7.18(2H，d)，7.42-7.48(3H，m)，8.29(1H，d)，9.64(1H，s)Reference example 9:

N-methyl-N-phenyl-2- [2- [ N- [2- (N-tert-butoxycarbonylamino) acetyl]-N- (N-methyl-N-phenylcarbamoylmethyl) amino]phenoxy]acetamide (S5):

sodium hydride (60% in oil) (0.7g) was added to a solution of compound S10(6.0g) in tetrahydrofuran (30ml) with ice-bath cooling, and the resulting mixture was stirred at 55-60 ℃ for 10 minutes. To the reaction mixture was added a solution of N-methyl-N-phenyl-2-bromoacetamide (4.0g) in tetrahydrofuran (20ml) with cooling in an ice bath. The resulting mixture was stirred at room temperature for 1 hour. The reaction mixture was poured into ice water and extracted with ethyl acetate. The extract was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. Subsequently, the residue was washed with n-hexane/diethyl ether to give 6.8g of compound S5 as a powder. Reference example 10:

n- (2, 3-dimethylphenyl) -2- (2-nitrophenoxy) acetamide (S12):

2- (2-Nitrophenoxy) acetic acid S11(5.28g) and 2, 3-dimethylaniline(3.25g) was dissolved in dichloromethane (100 ml). To the solution were added 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (6.17g) and 4-dimethylaminopyridine (3.93g), and the solution was stirred at room temperature overnight. The reaction mixture was concentrated under reduced pressure, and the residue was dissolved in dichloromethane. The resulting solution was washed with 1N HCl, saturated aqueous sodium bicarbonate solution, and brine in this order, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 7.7g of Compound S12.¹H-NMR(CDCl₃) δ: 2.26(3H, s), 2.33(3H, s), 4.80(2H, s), 7.04-8.09(7H, m), 8.71(1H, brs) reference example 11:

N-methyl-N- (2, 3-dimethylphenyl) -2- (2-nitrophenoxy) acetamide (S13):

sodium hydride (60% in oil) (1.36g) was suspended in tetrahydrofuran (100 ml). To the suspension was added dropwise a solution of compound S12(7.71g) in tetrahydrofuran (300ml) while cooling in an ice bath. The mixture was stirred at 55-60 ℃ for 1.5 hours. Methyl iodide (2.1ml) was added to the reaction mixture, and the resulting mixture was stirred at room temperature overnight. The reaction mixture was poured into ice-water and extracted with chloroformAnd (6) taking. The extract was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to give 8.07g of Compound S13 as an oil.¹H-NMR(CDCl₃) δ: 2.15(3H, s), 2.33(3H, s), 3.22(3H, s), 4.38-4.56(2H, dd), 6.96-7.83(7H, m) reference example 12:

N-methyl-N- (2, 3-dimethylphenyl) -2-bromoacetamide (S15):

n-methyl-2, 3-dimethylaniline S14(4.6g) and triethylamine (5.0ml) were dissolved in dichloromethane (50 ml). To the resulting solution was added a solution of 2-bromoacetyl bromide (3.0ml) in dichloromethane (30ml) with cooling in an ice bath and stirred at room temperature for 2 hours. The reaction mixture was washed with 1N HCl, water, and brine in this order, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to give 8.4g of the title compound as an oil.¹H-NMR(CDCl₃) δ: 2.16(3H, s), 2.33(3H, s), 3.22(3H, s), 3.59(2H, q),7.05(1H, d), 7.15(1H, d), 7.20(1H, t) reference example 13:

n- (3, 5-dichlorophenyl) -N-methyl-2- [3- [ N- (2-aminoacetyl) -N- (N-methyl-N-phenyloxycarbonylmethyl) amino]phenoxy]acetamide (S18):

n- (3, 5-dichlorophenyl) -N-methyl-2- [3- [ N- [2- (N-t-butoxycarbonylamino) acetyl]methyl ester was obtained in a similar manner to that described in reference examples 1 to 12]-N- (N-methyl-N-phenylcarbamoylmethyl) amino]Phenoxy radical]Acetamide (S40) (6.7g), this compound was dissolved in dichloromethane (200 ml). Under cooling in an ice bath, trifluoroacetic acid (100ml) was added thereto and the resulting solution was stirred at the same temperature for 1 hour. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The resulting solution was washed with a saturated aqueous sodium bicarbonate solution, water and brine in this order, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 5.2g of compound S18 in the form of powder.¹H-NMR(CDCl₃) δ: 1.98(2H, brs), 3.21(2H, s), 3.29(3H, s), 3.31(3H, s), 4.06(2H, s), 4.50(2H, brs), 6.82(1H, brs), 6.92(1H, d), 7.17-7.42(10H, m) reference example 14:

N-methyl-N- (3, 5-dimethylphenyl) -2- [3- [ N- (2-aminoacetyl) -N- (N-methyl-N-phenylcarbamoylmethyl) amino]phenoxy]acetamide (S19):

N-methyl-N- (3, 5-dimethylphenyl) -2- [3- [ N- [2- (N-tert-butoxycarbonylamino) acetyl]methyl]amide was obtained in a similar manner to that described in reference examples 1 to 12]-N- (N-methyl-N-phenylcarbamoylmethyl) amino]Phenoxy radical]Acetamide (S41) (11.5g), this compound was dissolved in dichloromethane (200 ml). To the solution was added trifluoroacetic acid (100ml) with ice bath cooling, and the resulting solution was stirred at the same temperature for 1.5 hours. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The resulting solution was washed with a saturated aqueous sodium bicarbonate solution, water and brine in this order, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 9.6g of compound S19 in the form of powder.¹H-NMR(CDCl₃) δ: 2.03(2H, brs), 2.35(6H, s), 3.23(2H, s), 3.28(6H, s), 4.06(2H, s), 4.41(2H, s), 6.79(1H, d), 6.86(1H, s), 6.91(2H, s), 7.02(1H, s), 7.21-7.42(7H, m) with reference to example 15:

N-methyl-N- (3-methylphenyl) -2- [2- [ N- (2-aminoacetyl) -N- (N-methyl-N-phenylcarbamoylmethyl) amino]phenoxy]acetamide (S20):

N-methyl-N- (3-methylphenyl) -2- [2- [ N- [2- (N-tert-butoxycarbonylamino) acetyl]methyl ester was obtained in a similar manner to that described in reference examples 1 to 12]-N- (N-methyl-N-phenylcarbamoylmethyl) amino]Phenoxy radical]Acetamide (S42) (5.0 g). This compound was dissolved in dichloromethane (50 ml). To the solution was added trifluoroacetic acid (30ml) with ice bath cooling, and the resulting solution was stirred at the same temperature for 1 hour. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform, washed successively with a saturated aqueous sodium hydrogencarbonate solution, water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 4.1g of compound S20 in the form of powder.¹H-NMR(CDCl₃) δ: 1.97(2H, brs), 2.38(3H, s), 3.20(2H, s), 3.22(3H, s), 3.28(3H, s), 3.46(1H, d), 4.35(2H, s), 4.74(1H, d), 6.64(1H, d), 6.95-7.02 and 7.18-7.42(11H, m), 7.68(1H, d) reference example 16:

N-methyl-N- (2, 3-dimethylphenyl) -2- [3- [ N- (2-aminoacetyl) -N- (N-methyl-N-phenylcarbamoylmethyl) oxy]phenoxy]acetamide (S21):

N-methyl-N- (2, 3-dimethylphenyl) -2- [3- [ N- [2- (N-tert-butoxycarbonylamino) acetyl]methyl]amide was obtained in a similar manner to that described in reference examples 1 to 12]-N- (N-methyl-N-phenylcarbamoylmethyl) amino]Phenoxy radical]Acetamide (S43) (5.0 g). This compound was dissolved in dichloromethane (50 ml). To the solution was added trifluoroacetic acid (50ml) with ice bath cooling and the resulting solution was stirred at the same temperature for 30 minutes. The reaction mixture was concentrated under reduced pressure. Subsequently, the residue was dissolved in chloroform. The resulting solution was washed with a saturated aqueous sodium bicarbonate solution, water and brine in this order, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 4.0g of the title compound as a powder.¹H-NMR(CDCl₃)δ：2.17(2H，brs)，2.18(3H，s)，2.33(3H，s)，3.23(3H，s)，3.28(3H，s)，3.25(2H，s)，4.05(2H，q)，4.17(1H，d)，438(1H, d), 6.76(1H, dd), 6.84(1H, s), 6.93(1H, d), 7.11-7.44(9H, m) reference example 17:

N-methyl-N- (2-methylphenyl) -2- [3- [ N- (2-aminoacetyl) -N- (N-methyl-N-phenylcarbamoylmethyl) amino]phenoxy]acetamide (S22):

N-methyl-N- (2-methylphenyl) -2- [3- [ N- [2- (N-tert-butoxycarbonylamino) acetyl]methyl]amide was obtained in a similar manner to that described in reference examples 1 to 12]-N- (N-methyl-N-phenylcarbamoylmethyl) amino]Phenoxy radical]Acetamide (S44) (2.2 g). Dissolving the compound in dichloromethane(50 ml). To the solution was added trifluoroacetic acid (20ml) with ice bath cooling and stirred at the same temperature for 1 hour. The reaction mixture was concentrated under reduced pressure. Subsequently, the residue was dissolved in chloroform. The resulting solution was washed with a saturated aqueous sodium bicarbonate solution, water and brine in this order, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 1.8g of compound S22 in the form of powder.¹H-NMR(CDCl₃) δ: 1.66(2H, brs), 2.29(3H, s), 3.17(2H, s), 3.25(3H, s), 3.29(3H, s), 4.05(2H, q), 4.18(1H, d), 4.37(1H, d), 6.76(1H, dd), 6.83(1H, s), 6.93(1H, d), 7.20-7.44(10H, m) with reference to example 18:

N-methyl-N- (3-methylphenyl) -2- [3- [ N- (2-aminoacetyl) -N- (N-methyl-N-phenylcarbamoylmethyl) amino]phenoxy]acetamide (S23):

N-methyl-N- (3-methylphenyl) -2- [3- [ N- [2- (N-tert-butoxycarbonylamino) acetyl]methyl]amide was obtained in a similar manner to that described in reference examples 1 to 12]-N- (N-methyl-N-phenylcarbamoylmethyl) amino]Phenoxy radical]Acetamide (S45) (4.5 g). This compound was dissolved in dichloromethane (50 ml). To the solution was added trifluoroacetic acid (30ml) with ice bath cooling and stirred at the same temperature for 1 hour. The reaction mixture was concentrated under reduced pressure. Subsequently, the residue was dissolved in chloroform. The resulting solution was washed with a saturated aqueous sodium bicarbonate solution, water and brine in this order, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to give 3.7g of the title compound as an oil.¹H-NMR(CDCl₃)δ：1.75(2H，brs)，2.39(3H，s)，3.18(2H，s), 3.29(3H, s), 3.31(3H, s), 4.05(2H, s), 4.40(2H, s), 6.79(1H, d), 6.84(1H, s), 6.91(1H, d), 7.12-7.44(10H, m) reference example 19:

n- (3, 5-dimethoxyphenyl) -N-methyl-2- [2- [ N- (2-aminoacetyl) -N- (N-methyl-N-phenylcarbamoylmethyl) amino]phenoxy]acetamide (S24):

n- (3, 5-Dimethoxyphenyl) -N-methyl-2- [2- [ N- [2- (N-tert-butoxycarbonyloxy) acetyl]m]-N- (N-methyl-N-phenylcarbamoylmethyl) amino]Phenoxy radical]Acetamide (S46) (4.7 g). This compound was dissolved in dichloromethane (12 ml). Trifluoroacetic acid (12ml) was added to the solution and the resulting solution was stirred at room temperature for 20 minutes. The reaction mixture was partitioned between chloroform and saturated aqueous sodium bicarbonate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 4.0g of compound S24 in the form of powder.¹H-NMR(CDCl₃) δ: 1.78(2H, brs), 3.20(3H, m), 3.21(3H, s), 3.27(2H, m), 3.47(1H, d), 3.83(6H, s), 4.43(2H, brs), 4.75(1H, d), 6.34(2H, m), 6.46(1H, m), 6.64(1H, m), 6.95-7.41(7H, m), 7.68(1H, d) refer to example 20:

n- (3-methoxyphenyl) -N-methyl-2- [2- [ N- (2-aminoacetyl) -N- (N-methyl-N-phenylcarbamoylmethyl) amino]phenoxy]acetamide (S25):

n- (3-methoxyphenyl) -N-methyl-2- [2- [ N- [2- (N-t-butoxycarbonylamino) acetyl]methyl]amide was obtained in a similar manner to that described in reference examples 1 to 12]-N- (N-methyl-N-phenylcarbamoylmethyl) amino]Phenoxy radical]Acetamide (S47) (2.5 g). This compound was dissolved in dichloromethane (6 ml). Trifluoroacetic acid (6ml) was added to the solution and the resulting solution was stirred at room temperature for 20 minutes. The reaction mixture was partitioned between chloroform and saturated aqueous sodium bicarbonate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 2.0g of compound S25 in the form of powder.¹H-NMR(CDCl₃)δ：1.74(2H，brs)，3.18(2H，m)，3.23(3H，s)，3.28(3H，s)，3.45(1H，d)，3.83(3H，s)，4.38(2H，brs)，4.75(1H，d)，6.64-6.65(1H, m), 6.74-6.80(2H, m), 6.90-6.99(2H, m), 7.22-7.41(7H, m), 7.68-7.70(1H, m) reference example 21:

n- (2-methoxyphenyl) -N-methyl-2- [2- [ N- (2-aminoacetyl) -N- (N-methyl-N-phenylcarbamoylmethyl) amino]phenoxy]acetamide (S26):

n- (2-methoxyphenyl) -N-methyl-2- [2- [ N- [2- (N-t-butoxycarbonylamino) acetyl]methyl]amide was obtained in a similar manner to that described in reference examples 1 to 12]-N- (N-methyl-N-phenylcarbamoylmethyl) amino]Phenoxy radical]Acetamide (S48) (2.7 g). This compound was dissolved in dichloromethane (10 ml). Trifluoroacetic acid (10ml) was added to the solution and the resulting solution was stirred at room temperature for 20 minutes. The reaction mixture was partitioned between chloroform and saturated aqueous sodium bicarbonate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 2.5g of compound S26 in the form of powder.¹H-NMR(CDCl₃) δ: 1.87(2H, brs), 3.16(3H, s), 3.14-3.23(2H, m), 3.27(3H, s), 3.39-3.49(1H, m), 3.89(3H, s), 4.21-4.35(2H, m), 4.74(1H, d), 6.69-7.69(13H, m) reference example 22:

n- (2-methoxyphenyl) -N-methyl-2- [3- [ N- (2-aminoacetyl) -N- (N-methyl-N-phenylcarbamoylmethyl) amino]phenoxy]acetamide (S27):

n- (2-methoxyphenyl) -N-methyl-2- [3- [ N- [2- (N-t-butoxycarbonylamino) acetyl]methyl]amino]methyl]ethyl]-N- (N-methyl-N-phenylcarbamoylmethyl) amino]Phenoxy radical]Acetamide (S49) (0.60 g). This compound was dissolved in dichloromethane (2 ml). Trifluoroacetic acid (2ml) was added to the solution and the resulting solution was stirred at room temperature for 2 hours. The reaction mixture was partitioned between chloroform and saturated aqueous sodium bicarbonate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to give 0.49g of an oily substanceCompound S27.¹H-NMR(CDCl₃)δ：1.61(2H，brs)，3.18(2H，s)，3.22(3H，s)，3.28(3H，s)，3.87(3H，s)，4.02(1H, d), 4.10(1H, d), 4.30(1H, d), 4.39(1H, d), 6.75-7.44(13H, m) reference example 23:

N-methyl-N- (3, 5-dimethylphenyl) -2- [2- [ N- (2-aminoacetyl) -N- (N-methyl-N-phenylcarbamoylmethyl) amino]phenoxy]acetamide (S28):

N-methyl-N- (3, 5-dimethylphenyl) -2- [2- [ N- [2- (N-tert-butoxycarbonylamino) acetyl]methyl]amide was obtained in a similar manner to that described in reference examples 1 to 12]-N- (N-methyl-N-phenylcarbamoylmethyl) amino]Phenoxy radical]Acetamide (S50) (7.0 g). This compound was dissolved in dichloromethane (100 ml). To the solution was added trifluoroacetic acid (50ml) with ice bath cooling, and the resulting solution was stirred at the same temperature for 1 hour. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The resulting solution was washed with a saturated aqueous sodium bicarbonate solution, water and brine in this order, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 5.6g of compound S28 in the form of powder.¹H-NMR(CDCl₃) δ: 1.98(2H, brs), 2.34(6H, s), 3.20(3H, s), 3.27(3H, s), 3.24(2H, s), 3.49(1H, d), 4.36(2H, s), 4.73(1H, d), 6.64(1H, d), 6.81(2H, s), 6.96-7.01 and7.23-7.42(8H, m), 7.66(1H, d) reference example 24:

N-ethyl-N- (3, 5-dimethylphenyl) -2- [3- [ N- (2-aminoacetyl) -N- (N-methyl-N-phenylcarbamoylmethyl) amino]phenoxy]acetamide (S29):

N-Ethyl-N- (3, 5-dimethylphenyl) -2- [3- [ N- [2- (N-tert-butoxycarbonylamino) acetyl]methyl]acetyl]was obtained in a similar manner to that described in reference examples 1 to 12]-N- (N-methyl-N-benzene)Carbamoylmethyl) amino]Phenoxy radical]Acetamide (S51) (5.5 g). This compound was dissolved in dichloromethane (50 ml). To the solution was added trifluoroacetic acid (50ml) with ice bath cooling, and the resulting solution was stirred at the same temperature for 1 hour. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The resulting solution was washed with a saturated aqueous sodium bicarbonate solution, water and brine in this order, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 4.2g of compound S29 in the form of powder.¹H-NMR(CDCl₃) δ: 1.14(3H, t), 1.74(2H, brs), 2.35(6H, s), 3.19(2H, s), 3.28(3H, s), 3.75(2H, q), 4.06(2H, s), 4.35(2H, s), 6.77-6.93(5H, m), 7.03(1H, s), 7.21-7.42(6H, m) reference example 25:

n- (3-bromophenyl) -N-methyl-2- [3- [ N- (2-aminoacetyl) -N- (N-methyl-N-phenylcarbamoylmethyl) amino]phenoxy]acetamide (S30):

n- (3-bromophenyl) -N-methyl-2- [3- [ N- [2- (N-tert-butoxycarbonylamino) acetyl]methyl]amide was obtained in a similar manner to that described in reference examples 1 to 12]-N- (N-methyl-N-phenylcarbamoylmethyl) amino]Phenoxy radical]Acetamide (S52) (10.0 g). This compound was dissolved in dichloromethane (100 ml). To the solution was added trifluoroacetic acid (100ml) under ice-bath cooling, and the resulting solution was stirred at the same temperature for 1 hour. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The resulting solution was washed with a saturated aqueous sodium bicarbonate solution, water and brine in this order, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 6.2g of compound S30 as an oil.¹H-NMR(CDCl₃) δ: 1.80(2H, brs), 3.18(2H, s), 3.29(3H, s), 3.31(3H, s), 4.06(2H, s), 4.43(2H, s), 6.78-6.93(3H, m), 7.21-7.53(10H, m) reference example 26:

n- (3-bromophenyl) -N-methyl-2- [2- [ N- (2-aminoacetyl) -N- (N-methyl-N-phenylcarbamoylmethyl) amino]phenoxy]acetamide (S31):

n- (3-bromophenyl) -N-methyl-2- [2- [ N- [2- (N-tert-butoxycarbonylamino) acetyl]was obtained in a similar manner to that described in reference examples 1 to 12]-N- (N-methyl-N-phenylcarbamoylmethyl) amino]Phenoxy radical]Acetamide (S53) (10.0 g). This compound was dissolved in dichloromethane (100 ml). To the solution was added trifluoroacetic acid (100ml) under ice-bath cooling, and the resulting solution was stirred at the same temperature for 1 hour. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The resulting solution was washed with a saturated aqueous sodium bicarbonate solution, water and brine in this order, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 7.8g of compound S31 in the form of powder.¹H-NMR(CDCl₃) δ: 2.45(2H, brs), 3.22(2H, s), 3.27(6H, s), 3.49(1H, d), 4.38(2H, s), 4.71(1H, d), 6.66(1H, d), 6.99(1H, t), 7.17-7.52(10H, m), 7.66(1H, dd) reference example 27:

N-methyl-N- (2-methylphenyl) -2- [2- [ N- (2-aminoacetyl) -N- (N-methyl-N-phenylcarbamoylmethyl) amino]phenoxy]acetamide (S32):

N-methyl-N- (2-methylphenyl) -2- [2- [ N- [2- (N-tert-butoxycarbonylamino) acetyl]methyl ester was obtained in a similar manner to that described in reference examples 1 to 12]-N- (N-methyl-N-phenylcarbamoylmethyl) amino]Phenoxy radical]Acetamide (S54) (6.5 g). This compound was dissolved in dichloromethane (100 ml). To the solution was added trifluoroacetic acid (50ml) with ice bath cooling, and the resulting solution was stirred at the same temperature for 1 hour. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The resulting solution was washed with a saturated aqueous sodium bicarbonate solution, water and brine in this order, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to give 5.7gof the title compound as an oil.¹H-NMR(CDCl₄)δ：1.74(2H，brs)，2.26(3H，s)，3.19(2H，s)，3.17(3H，s)，3.27(3H，s)，3.44(1H，d)，4.09(1H，d)，4.32(1H，d)，4.74(1H，d)，6.63(1H，m)，6.97(1H，d)，7.15-7.42(10H，m)，7.68(1H，d)Reference example 28:

n- (3-cyanophenyl) -N-methyl-2- [3- [ N- (2-aminoacetyl) -N- (N-methyl-N-phenylcarbamoylmethyl) amino]phenoxy]acetamide (S33):

n- (3-cyanophenyl) -N-methyl-2- [3- [ N- [2- (N-t-butoxycarbonylamino) acetyl]methyl ester was obtained in a similar manner to that described in reference examples 1 to 12]-N- (N-methyl-N-phenylcarbamoylmethyl) amino]Phenoxy radical]Acetamide (S55) (3.0 g). This compound was dissolved in dichloromethane (10 ml). Trifluoroacetic acid (10ml) was added to the solution and the resulting solution was stirred at room temperature for 1 hour. The reaction mixture was partitioned between chloroform and saturated aqueous sodium bicarbonate. The organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 2.3g of a white powdery targetThe title compound.¹H-NMR(CDCl₃) δ: 1.67(2H, brs), 3.17(2H, s), 3.31(3H, s), 3.35(3H, s), 4.05(2H, s), 4.45(2H, brs), 6.81(1H, s), 6.89(2H, d), 7.22(3H, m), 7.34-7.45(3H, m), 7.53-7.67(4H, m) reference example 29:

N-methyl-N- (2, 3-dimethylphenyl) -2- [2- [ N- (2-aminoacetyl) -N- (N-methyl-N-phenylcarbamoylmethyl) amino]phenoxy]acetamide (S34):

N-methyl-N- (2, 3-dimethylphenyl) -2- [2- [ N- [2- (N-tert-butoxycarbonylamino) acetyl]methyl-N- (2, 3-dimethylphenyl) amide was obtained in a similar manner to that described in reference examples 1 to 12]-N- (N-methyl-N-phenylcarbamoylmethyl) amino]Phenoxy radical]Acetamide (S56) (1.27 g). This compound was dissolved in dichloromethane (100 ml). To the solution was added trifluoroacetic acid (25ml) with ice bath cooling and the resulting solution was stirred at room temperature for 3 hours. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The resulting solution was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 0.92g of the title compound as a powder.¹H-NMR(CDCl₃)δ：2.16(3H，s)，2.32(3H，s)，3.16(3H，s)，3.27(3H，s)，3.43-4.76(6H，m)，6.62-7.69(12H，m)Reference example 30:

n- (3-chlorophenyl) -N-methyl-2- [3- [ N- (2-aminoacetyl) -N- (N-methyl-N-phenylcarbamoylmethyl) amino]phenoxy]acetamide (S35):

n- (3-chlorophenyl) -N-methyl-2- [3- [ N- [2- (N-tert-butoxycarbonylamino) acetyl]methyl ester was obtained in a similar manner to that described in reference examples 1 to 12]-N- (N-methyl-N-phenylcarbamoylmethyl) amino]Phenoxy radical]Acetamide (S57) (18.7 g). This compound was dissolved in dichloromethane (200 ml). To the solution was added trifluoroacetic acid (40ml) with ice bath cooling and the resulting solution was stirred at room temperature for 2 hours. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The resulting solution was washed with a saturated aqueous sodium bicarbonate solution, water and brine in this order, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 15.0g of the title compound as a powder.¹H-NMR(CDCl₃) δ: 3.19(2H, s), 3.30(3H, s), 3.32(3H, s), 4.06(2H, s), 4.43(2H, s), 6.79-7.45(13H, m) reference example 31:

n- (2-methoxyphenyl) -N-methyl-2- [2- [ N- (1-imidazolyl) carbonylamino]acetyl-N- (N-methyl-N-phenylcarbamoylmethyl) amino]phenoxy]acetamide (S36):

compound S26(2.3g) was dissolved in tetrahydrofuran (50 ml). N, N' -carbonyldiimidazole (1.1g) was added to the solution and the solution was stirred at room temperature for 2 hours. The reaction mixture was concentrated under reduced pressure. The reaction mixture was partitioned between ethyl acetate and water. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 2.7g of the title compound as a powder.¹H-NMR(CDCl₃) δ: 3.19(3H, m), 3.27(3H, s), 3.62(1H, m), 3.91(3H, m), 4.07(2H, m), 4.35(2H, m), 4.63(1H, m), 6.67-8.11(17H, m) reference example 32:

n- (2-methoxyphenyl) -N-methyl-2- [3- [ N- (2- [ N- (1-imidazolyl) carbonylamino]acetyl-N- (N-methyl-N-phenylcarbamoylmethyl) amino]phenoxy]acetamide (S37):

compound S27(2.7g) was dissolved in tetrahydrofuran (50 ml). N, N' -carbonyldiimidazole (1.3g) was added to the solution and the resulting solution was stirred at room temperature for 2 hours. The reaction mixture was concentrated under reduced pressure. The reaction mixture was partitioned between ethyl acetate and water. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 3.1g of the title compound as a powder.¹H-NMR(CDCl₃) δ: 3.23(3H, s), 3.29(3H, s), 3.90(3H, s), 3.98(2H, d), 4.11(2H, m), 4.36(1H, d), 4.44(1H, d), 6.72-8.08(17H, m) reference example 33:

n- (2-methoxyphenyl) -N-methyl-2- [2- [ N- (1-imidazolyl) carbonylamino]acetyl-N- (N-methyl-N-phenylcarbamoylmethyl) amino]phenoxy]acetamide (S38):

compound S25(2.0g) was dissolved in tetrahydrofuran (50 ml). N, N' -carbonyldiimidazole (1.0g) was added to the solution and the resulting solution was stirred at room temperature for 2 hours. Mixing the reactionThemixture was concentrated under reduced pressure. The reaction mixture was partitioned between ethyl acetate and water. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 2.4g of the title compound as a powder.¹H-NMR(CDCl₃) δ: 3.27(6H, m)3.63(1H, m), 3.84(3H, s), 3.95(1H, m), 4.09(1H, m), 4.44(2H, m), 4.65(1H, m), 6.59-8.16(17H, m) reference example 34:

n- (3, 5-dimethoxyphenyl) -N-methyl-2- [2- [ N- (1-imidazolyl) carbonylamino]acetyl-N- (N-methyl-N-phenylcarbamoylmethyl) amino]phenoxy]acetamide (S34):

compound S24(4.0g) was dissolved in tetrahydrofuran (50 ml). N, N' -carbonyldiimidazole (1.9g) was added to the solution and the resulting solution was stirred at room temperature for 2 hours. The reaction mixture was concentrated under reduced pressure. The reaction mixture was partitioned between ethyl acetate and water. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 4.7g of the title compound as a powder.¹H-NMR(CDCl₃)δ：3.23(3H，s)，3.26(3H，s)，3.62(1H，m)，3.81(6H，s)，3.96(1H，m)，4.08(1H，m)，4.49(2H，m)，4.65(1H，m)，6.36-8.16(16H，m)Reference example 35:

tert-butyl 2- (3-nitrophenyl) acetate (S59):

3-Nitrophenylacetic acid (10.0g) was dissolved in a mixture of t-butanol and tetrahydrofuran (70 ml). To the mixture were added di-tert-butyl dicarbonate (18.1g) and 4-dimethylaminopyridine (1.4g) with stirring at room temperature and the solution was stirred at the same temperature for 1 hour. The reaction mixture was added to ice water and extracted with ether. The extract was washed with 1N HCl, water, saturated aqueous sodium bicarbonate solution and brine in this order, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the residue was purified by column chromatography on silica gel (eluting with n-hexane/ethyl acetate 20: 1) to give 13.3g of the title compound.¹H-NMR(CDCl₃) δ: 1.46(9H, s), 3.65(2H, s), 7.50(1H, m), 7.62(1H, d), 8.13(1H, d), 8.16(1H, s) reference example 36:

tert-butyl 2- (3-aminophenyl) acetate (S60):

compound S59(5.2g) was dissolved in methanol (80 ml). To the solution was added 5% palladium on carbon (1.0g, 50% wet). The resulting solution was catalytically hydrogenated at room temperature under a hydrogen atmosphere of 1 atm for 3 hours. The reaction mixture was filtered. The solvent was distilled off under reduced pressure to obtain 4.3g of compound S60.¹H-NMR(CDCl₃) δ: 1.44(9H, s), 3.42(2H, s), 3.63(2H, brs), 6.56-6.60(2H, m)6.65(1H, d), 7.09(1H, t) reference example 37:

(±) -tert-butyl 2- (3-nitrophenyl) propionate (S62):

2- (3-Nitrophenyl) propionic acid (18.2g) and 4-dimethylaminopyridine (1.2g) were dissolved in tert-butanol (100 ml). To the solution was added a solution of di-tert-butyl dicarbonate (30.5g) in tetrahydrofuran (100ml) with stirring at room temperature. The resulting solution was stirred at 35-40 ℃ for 20 minutes. The solvent was evaporated under reduced pressure and the residue was dissolved in ethyl acetate. The resulting solution was washed with 1N HCl, water, saturated aqueous sodium bicarbonate solution, and brine in this order, and then dried over anhydrous magnesium sulfate. Distilling off the solvent under reduced pressure23.4g of the title compound are obtained.¹H-NMR(CDCl₃) δ: 1.41(9H, s), 1.51(3H, d), 3.73(1H, q), 7.50(1H, t), 7.64(1H, d), 8.12(1H, dd), 8.19(1H, d) reference example 38:

(±) -tert-butyl 2- (3-aminophenyl) propionate (S63):

compound S62(5.0g) was dissolved in methanol (100 ml). To the solution was added 5% palladium on carbon (1.0g, 50% wet). The mixture was catalytically hydrogenated at room temperature under a hydrogen atmosphere of 1 atm for 4 hours. The reaction mixture was filtered. The solvent was distilled off under reduced pressure. The residue was dissolved in chloroform and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 4.2g of the title compound.¹H-NMR(CDCl₃) δ: 1.40(9H, s), 1.41(3H, d), 3.50(1H, q), 3.63(2H, brs), 6.56(1H, d), 6.63(1H, s), 6.69(1H, d), 7.10(1H, t) example 1:

(±) -methyl 2- [3- [3- [ N- (2-methoxyphenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoate (1-1):

compound S37(0.58g) was dissolved in toluene (50 ml). To the solution was added (. + -.) -methyl 2- (3-aminophenyl) propionate (0.36 g). The mixture was refluxed for 2 hours. The reaction mixture was cooled and partitioned between ethyl acetate and water. The two layers were separated and the aqueous layer was extracted with ethyl acetate. The combined organic layers were washed successively with 1N HCl, water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the residue was purified by chromatography on a silica gel column (eluting with chloroform/methanol 98: 2-97: 3) to give 0.47g of compound (1-1).¹H-NMR(CDCl₃)δ：1.45(3H，d)，3.22(3H，s)，3.24(3H，s)，3.62(3H，s)，3.65(1H, q), 4.86(2H, d), 3.88(3H, s), 4.05(1H, d), 4.13(1H, d), 4.32(1H, d), 4.42(1H, d), 5.83(1H, brs), 6.86-7.03(6H, m), 7.15-7.38(12H, m) example 2:

methyl 2- [3- [3- [ N- (2-methoxyphenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetate (1-2):

compound S37(0.58g) was dissolved in toluene (50 ml). To the solution was added methyl 2- (3-aminophenyl) acetate (0.33 g). The mixture was refluxed for 3 hours. The reaction mixture was cooled. To the liquid were added ethyl acetate and water to separate an organic layer. The aqueous layer was extracted with ethyl acetate. The combined organic layers were washed successively with 1N HCl, water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (eluting with chloroform/methanol 98: 2-97: 3) to give 0.39g of the compound (1-2) as a powder.¹H-NMR(CDCl₃) δ: 3.22(3H, m), 3.24(3H, s), 3.55(2H, s), 3.65(3H, s), 3.86(2H, d), 3.88(3H, s), 4.05(1H, d), 4.12(1H, d), 4.32(1H, d), 4.42(1H, d), 5.85(1H, brs), 6.80-7.03(6H, m), 7.15-7.38(12H, m) example 3:

methyl 2- [3- [3- [ N- [2- [ N- (2-methoxyphenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetate (1-3):

mixing the compound S36: (0.77g) was dissolved in toluene (50 ml). To the solution were added methyl 2- (3-aminophenyl) acetate hydrochloride (0.53g) and 4-dimethylaminopyridine (0.32 g). The mixture was refluxed for 2 hours. The reaction mixture was cooled. Chloroform and water were added to the mixture to separate an organic layer. The aqueous layer was extracted with chloroform. The combined organic layers were washed successively with 1N HCl, water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue is purified by chromatography on a column of silica gel (in chloroform-Methanol 98: 2-97: 3) to yield 0.28g of the title compound as a powder.¹H-NMR(CDCl₃) δ: 3.21(3H, m), 3.24(3H, s), 3.36-3.47(1H, m), 3.55(2H, s), 3.66(3H, s), 3.89(2H, s), 3.95(3H, s), 4.28-4.43(2H, m), 4.69(1H, m), 5.95(1H, brs), 6.63-7.06(5H, m), 7.16-7.43(12H, m), 7.70(1H, d) example 4:

(±) -methyl 2- [3- [3- [ N- [2- [ N- (2-methoxyphenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoate (1-4):

compound S36(0.77g) was dissolved in toluene (50 ml). To the solution was added (. + -.) -methyl 2- (3-aminophenyl) propionate (0.47 g). The mixture was refluxed for 12 hours. The reaction mixture was cooled. Chloroform and water were added to the mixture to separate an organic layer. The aqueous layer was extracted with chloroform. The combined organic layers were washed successively with 1N HCl, water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (eluting with chloroform/methanol 98: 2-97: 3) to give 0.45g of the compound (1-4) as a powder.¹H-NMR(CDCl₃) δ: 1.45(3H, d), 3.24(3H, s), 3.25(3H, s), 3.34-3.45(1H, m), 3.63(3H, s), 3.66(1H, m), 3.89(2H, s), 3.96(3H, s), 4.28-4.43(2H, m), 4.66-4.74(1H, m), 5.94(1H, brs), 6.63-7.06(5H, m), 7.17-7.43(12H, m), 7.70(1H, d) example 5:

methyl 2- [3- [3- [ N- [2- [ N- (3-methoxyphenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetate (1-5):

compound S38(1.0g) was dissolved in toluene (50 ml). To the solution was added methyl 2- (3-aminophenyl) acetate (0.56 g). The mixture was refluxed for 2 hours. The reaction mixture was cooled. Chloroform and water were added to the mixture to separate an organic layer. The aqueous layer was extracted with chloroform. The combined organic layers were washed successively with 1N HCl, water and brine, and then dried over anhydrousmagnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (eluting with chloroform/methanol at 99: 1-98: 2) and crystallized from ethyl acetate-ether to give 0.48g of the compound (1-5) as a crystalline powder. mp 124-¹H-NMR(CDCl₃) δ: 3.23(3H, s), 3.27(3H, s), 3.52(1H, m), 3.55(2H, s), 3.65(3H, s), 3.83(3H, s), 3.95(2H, d), 4.45(2H, brs), 4.68(1H, d), 5.98(1H, brs), 6.61(1H, d), 6.78-7.00(5H, m), 7.14-7.36(11H, m), 7.69(1H, d) example 6:

(±) -methyl 2- [3- [3- [ N- [2- [ N- (3-methoxyphenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoate (1-6):

compound S38(1.0g) was dissolved in toluene (50ml), and (. + -.) -methyl 2- (3-aminophenyl) propionate (0.61g) was added to the solution. The mixture was refluxed for 2 hours. The reaction mixture was cooled. Chloroform and water were added to the mixture, and the organic layer was separated. The aqueous layer was extracted with chloroform. The combined organic layers were washed successively with 1N HCl, water, and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (eluting with chloroform/methanol 99: 1 to 98: 2) and recrystallized from ethyl acetate-ether to obtain 0.71g of the compound (1-6) as a crystalline powder. mp 144-145 deg.C¹H-NMR(CDCl₃)δ：1.45(3H，d)，3.24(3H，s)，3.29(3H，s)，3.42(1H，d)，3.62-3.68(4H，m)，3.84(3H，s)，3.96(2H，brs)，4.46(2H，brs)，4.68(1H，d)，5.96(1H，brs)，6.60(1H，d)，6.83-6.98(5H，m)，7.15-7.38(11H，m)，7.69(1H，d)Example 7:

methyl 2- [3- [3- [ N- [2- [ N- (3, 5-dimethoxyphenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetate (1-7):

compound S39(1.0g) was dissolved in toluene (50ml), and methyl 2- (3-aminophenyl) acetate (0.54g) was added to the solution. The mixture was refluxed for 2 hours. The reaction mixture was cooled. Chloroform and water were added to the mixture, and the organic layer was separated. The aqueous layer was extracted with chloroform. The combined organic layers were washed successively with 1N HCl, water, and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (eluting with chloroform/methanol 99: 1 to 98: 2) and recrystallized from ethyl acetate-ether to obtain 0.58g of the compound (1-7) as a crystalline powder. mp 164-¹H-NMR(CDCl₃) δ: 3.25(3H, s), 3.27(3H, m), 3.47(1H, d), 3.55(2H, s), 3.66(3H, s), 3.81(6H, s), 3.96(2H, m), 4.51(2H, brs), 4.68(1H, d), 5.93(1H, brs), 6.38-6.62(4H, m), 6.88-7.00(2H, m), 7.15-7.39(10H, m), 7.70(1H, d) example 8:

(±) -methyl 2- [3- [3- [ N- [2- [ N- (3, 5-dimethoxyphenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoate (1-8):

compound S39(1.0g) was dissolved in toluene (50ml), and (. + -.) -methyl 2- (3-aminophenyl) propionate (0.58g) was added to the solution. The mixture was refluxed for 2 hours. The reaction mixture was cooled. Chloroform and water were added to the mixture, and the organic layer was separated. The aqueous layer was extracted with chloroform. The combined organic layers were washed successively with 1N HCl, water, and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (eluting with chloroform/methanol at 99: 1-98: 2) and recrystallized by adding ethyl acetate to obtain 0.63g of the compound (1-8) as a powder.mp 188-189℃¹H-NMR(CDCl₃) δ: 1.45(3H, m), 3.28(6H, m), 3.48(1H, d), 3.62-3.68(4H, m), 3.81(6H, s), 3.96(2H, d), 4.51(2H, brs), 4.68(1H, d), 5.95(1H, brs), 6.40-6.62(4H, m), 6.88-7.00(2H, m), 7.15-7.40(10H, m), 7.69-7.71(1H, d) example 9:

(±) -methyl 2- [3- [3- [ N-ethyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoate (1-9):

compound S29(1.0g) was dissolved in tetrahydrofuran (20 ml). To the solution was added N, N' -carbonyldiimidazole (0.36 g). The mixture was stirred at room temperature for 15 minutes. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The solution was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was dissolved in toluene (30 ml). To the solution was added (. + -.) -methyl 2- (3-aminophenyl) propionate (0.72 g). The mixture was refluxed for 1 hour and concentrated under reduced pressure. The residue was partitioned between chloroform and 1N HCl. The two phases were separated. The organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by column chromatography over silica gel (eluting with chloroform/methanol 50: 1). The eluate was concentrated under reduced pressure. The residue was recrystallized from ethyl acetate/diethyl ether to obtain 0.7g of the compound (1-9) as a crystalline powder. mp 121-¹H-NMR(CDCl₃)δ：1.14(3H，t)，1.44(3H，d)，2.35(6H，s)，3.24(3H，s)，3.62(3H，s)，3.64(1H，q)，3.75(2H，q)，3.86(2H，d)，4.08(2H，s)，4.38(2H，s)，5.84(1H，br s)，6.79(1H，d)，6.89(2H，s)，6.91(1H，d)，6.99(1H，d)，7.03(1H，s)，7.15-7.38(11H，m)MS(m/z)：708(M+1)⁺Example 10:

(±) -methyl 2- [3- [3- [ N- (3-bromophenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoate (1-10):

compound S30(1.5g) in reference example 25 was dissolved in tetrahydrofuran (20 ml). To the solution was added N, N' -carbonyldiimidazole (0.5 g). The mixture was stirred at room temperature for 15 minutes. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in toluene (30 ml). To the solution was added (. + -.) -methyl 2- (3-aminophenyl) propionate (1.0 g). The mixture was refluxed for 1 hour and concentrated under reduced pressure. The residue was partitioned between chloroform and 1N HCl. The two phases were separated. Water for organic layerAnd brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by column chromatography over silica gel (eluting with chloroform/methanol 50: 1). The eluate was concentrated under reduced pressure. The residue was recrystallized from ethyl acetate/diethyl ether to obtain 1.3g of the compound (1-10) as a crystalline powder. mp 142 and 144 DEG C¹H-NMR(CDCl₃) δ: 1.42(3H, d), 3.21(3H, s), 3.31(3H, s), 3.61(3H, s), 3.62(1H, q), 3.88(2H, s, 4.09(2H, s), 4.47(2H, s), 6.09(1H, brs), 6.86-6.93(3H, m), 7.01(1H, d), 7.11-7.50(13H, m), 7.94(1H, s) elemental analysis (C)₃₇H₃₈BrN₅O₇)

Calculated values: c, 59.68; h, 5.14; n, 9.40

Measured value: c, 59.23; h, 5.14; n, 9.29 example 11:

methyl 2- [3- [3- [ N- (3-bromophenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetate (1-11):

compound S30(1.2g) was dissolved in tetrahydrofuran (20 ml). Tothe solution was added N, N' -carbonyldiimidazole (0.4 g). The mixture was stirred at room temperature for 15 minutes. Concentrating the reaction mixture under reduced pressureThe residue was dissolved in toluene (30 ml). To the solution was added methyl 2- (3-aminophenyl) acetate (0.73 g). The mixture was refluxed for 1 hour and concentrated under reduced pressure. The residue was partitioned between chloroform and 1N HCl. The two phases were separated. The organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by column chromatography over silica gel (eluting with chloroform/methanol 50: 1). The eluate was concentrated under reduced pressure. The residue was recrystallized from ethyl acetate/diethyl ether to obtain 0.8g of the compound (1-11) as a crystalline powder. mp 141 and 143 deg.C¹H-NMR(CDCl₃) δ: 3.23(3H, s), 3.30(3H, s), 3.53(2H, s), 3.64(3H, s), 3.85(2H, d), 4.09(2H, s), 4.46(2H, s), 6.08(1H, brs), 6.82-6.91(3H, m), 7.02(1H, d), 7.11-7.48(13H, m), 7.93(1H, brs) elemental analysis (C.sub.H, m)₃₇H₃₆BrN₅O₇)

Calculated values: c, 59.18; h, 4.97; n, 9.59

Measured value: c, 58.94; h, 4.96; n, 9.46 example 12:

methyl 2- [3- [3- [ N-ethyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetate (1-12):

compound S29(1.0g) was dissolved in tetrahydrofuran (20 ml). To the solution was added N, N' -carbonyldiimidazole (0.36 g). The mixture was stirred at room temperature for 15 minutes. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The solution was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent wasdistilled off under reduced pressure and the residue was dissolved in toluene (30 ml). To the solution was added methyl 2- (3-aminophenyl) acetate (0.70 g). The mixture was refluxed for 3 hours and concentrated under reduced pressure. The residue was partitioned between chloroform and 1N HCl. The two phases were separated. The organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by column chromatography over silica gel (eluting with chloroform/methanol 50: 1). The eluate was concentrated under reduced pressure. The residue was recrystallized from ethyl acetate/diethyl ether to obtain 0.4g of the compound (1-12) as a crystalline powder.mp 104-106℃¹H-NMR(CDCl₃)δ：1.14(3H，t)，2.35(6H，s)，3.24(3H，s)，3.54(2H，s)，3.65(3H，s)，3.75(2H，q)，3.86(2H，s)，4.08(2H，s)，4.38(2H，s)，5.84(1H，brs)，6.79(1H，d)，6.89(2H，s)，6.91(1H，d)，6.99(1H，d)，7.03(1H，s)，7.14-7.37(11H，m)MS(m/z)：694(M+1)⁺Example 13:

methyl 2- [3- [3- [ N- (3-cyanophenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetate (1-13):

compound S33(1.0g) was dissolved in tetrahydrofuran (30 ml). To the solution was added N, N' -carbonyldiimidazole (0.5 g). The mixture was stirred at room temperature for 2 hours. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in ethyl acetate (200 ml). The resulting solution was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The obtained residueToluene (40ml) and methyl 2- (3-aminophenyl) acetate (0.7g) were added to the residue. The mixture was refluxed for 1 hour, and ethyl acetate was added to the reaction mixture. The resulting solution was washedwith 1N HCl, water, and brine in this order, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (eluting with chloroform/methanol 20: 1) to obtain 0.7g of the compound (1-13) as a white powder. mp 86-90 deg.C¹H-NMR(CDCl₃) δ: 3.24(3H, m), 3.33(3H, s), 3.52(2H, s), 3.64(3H, s), 3.84(2H, d), 4.09(2H, s), 4.47(2H, brs), 6.06(1H, brs), 6.84-7.01(4H, m), 7.11-7.36(9H, m), 7.60-7.65(4H, m), 7.89(1H, s) example 14:

(±) -methyl 2- [3- [3- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoate (1-14):

compound S35(5.0g) was dissolved in tetrahydrofuran (300 ml). To the solution was added N, N' -carbonyldiimidazole (2.12g) under ice cooling. The mixture was stirred at room temperature for 4 hours. The reaction mixture was concentrated under reduced pressure. 2.37g of the residue were dissolved in toluene (150 ml). To the solution was added (. + -.) -methyl 2- (3-aminophenyl) propionate (0.91g), and the solution was refluxed for 7 hours. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The resulting solution was washed with 1N HCl, water, and brine in this order, and then dried over anhydrous magnesium sulfate. The resulting solution was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform/methanol 30: 1) and crystallized from methylene chloride/diethyl ether to obtain 0.74g of the compound (1-14) as a crystalline powder.¹H-NMR(CDCl₃) δ: 1.45(3H, d), 3.26(3H, s), 3.32(3H, s), 3.58-3.68(4H, m), 3.85(2H, d), 4.08(2H, s), 4.11(2H, s), 5.77(1H, brs), 6.81-7.39(18H, m) example 15:

methyl 2- [3- [3- [ N-methyl-N- (3-methylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetate (1-15):

compound S23(3.0g) was dissolved in tetrahydrofuran (300 ml). Under the condition of ice-cooling, the ice-cooling,to the solution was added N, N' -carbonyldiimidazole (1.23 g). The mixture was stirred at room temperature for 4 hours. The reaction mixture was concentrated under reduced pressure. 2g of the residue were dissolved in toluene (150 ml). To the solution was added methyl 2- (3-aminophenyl) acetate (1.16g), and the solution was refluxed for 5 hours. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The resulting solution was washed with 1N HCl, water, and brine in this order, and then dried over anhydrous magnesium sulfate. The resulting solution was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform/methanol 30: 1) and crystallized from ethyl acetate/diethyl ether to obtain 0.74g of the compound (1-15) as a crystalline powder.¹H-NMR(CDCl₃)δ：2.38(3H，s)，3.25(3H，s)，3.31(3H，s)，3.55(2H，s)，3.66(3H，s)，3.85(2H，d)，4.08(2H，s)，4.43(2H，s)，5.80(1H，brs)，6.79-6.99 and 7.13-7.40(18H，m)Example 16:

(±) -methyl 2- [3- [3- [ N-methyl-N- (3-methylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoate (1-16):

compound S23(3.0g) was dissolved in tetrahydrofuran (300 ml). To the solution was added N, N' -carbonyldiimidazole (1.23g) under ice cooling. The mixture was stirred at room temperature for 5 hours. The reaction mixture was concentrated under reduced pressure. 1.8g of the residue were dissolved in toluene (150 ml). To the solution was added (. + -.) -methyl 2- (3-aminophenyl) propionate (1.14g) and the solution was refluxed for 5 hours. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The resulting solution was washed with 1N HCl, water, and brine in this order, and then dried over anhydrous magnesium sulfate. The solution was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform/methanol 30: 1) and crystallized from ethyl acetate/diethyl ether to obtain 0.56g of the compound (1-16) as a crystalline powder.¹H-NMR(CDCl₃) δ: 1.48(3H, d), 2.39(3H, s), 3.26(3H, s), 3.31(3H, s), 3.63(3H, s), 3.85(2H, d), 4.08(2H, s), 4.43(2H, s), 5.69(1H, brs), 6.80-7.41(17H, m) example 17:

(±) -methyl 2- [3- [3- [ N- [2- [ N-methyl-N- (2, 3-dimethylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoate (1-17):

compound S34(2.43g) was dissolved in tetrahydrofuran (300 ml). To the solution was added N, N' -carbonyldiimidazole (1.07g) under ice cooling. The mixture was stirred at room temperature for 4 hours. The reaction mixture was concentrated under reduced pressure. 1.5g of the residue were dissolved in toluene (150 ml). To the solution was added (. + -.) -methyl 2- (3-aminophenyl) propionate (0.93g), and the solution was heated under reflux for 7 hours. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The resulting solution was washed with 1N HCl, water, and brine in this order, and then dried over anhydrous magnesium sulfate. The resulting solution was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform/methanol ═ 30: 1), to obtain 0.37g of the compound (1-17) as a powder.¹H-NMR(CDCl₃)6: 1.45(3H, d), 2.16-2.34(6H, m), 3.23(3H, s), 3.24(3H, s), 3.62-3.68(5H, m), 3.96-4.70(5H, m), 5.97(1H, brs), 6.59-7.70(17H, m) example 18:

methyl 2- [3- [3- [ N- [2- [ N-methyl-N- (2, 3-dimethylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetate (1-18):

compound S34(2.37g) was dissolved in tetrahydrofuran (300 ml). To the solution was added N, N' -carbonyldiimidazole (2.12g) under ice cooling. The mixture was stirred at room temperature for 4 hours. The reaction mixture was concentrated under reduced pressure. 2.37g of the residue were dissolved in toluene (150 ml). To the solution was added methyl 2- (3-aminophenyl) acetate (1.53g) and the solution was refluxed for 7 hours. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The resulting solution was washed with 1N HCl, water, and brine in this order, and then dried over anhydrous magnesium sulfate. The resulting solution was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform/methanol 30: 1) to obtain 0.38g of the compound (1-18) as a powder.¹H-NMR(CDCl₃) δ: 2.16-2.34(6H, m), 3.14-3.23(6H, m), 3.65(3H, s), 3.47-4.69(8H, m), 6.00(1H, brs), 6.59-7.69(17H, m) example 19:

methyl 2- [3- [3- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetate (1-19):

compound S19(3.15g) was dissolved in tetrahydrofuran (150 ml). To the solution was added N, N' -carbonyldiimidazole (1.26g) under ice cooling. The mixture was stirred at room temperature for 4 hours. The reaction mixture was concentrated under reduced pressure. 2.03g of the residue were dissolved in toluene (100 ml). To the solution was added methyl 2- (3-aminophenyl) acetate (1.15g) and the solution was refluxed for 6 hours. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The resulting solution was washed with 1N HCl, water, and brine in this order, and then dried over anhydrous magnesium sulfate. The resulting solution was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform/methanol 50: 1) to obtain 0.86g of the crystalline compound (1-19).¹H-NMR(CDC1₃) δ: 2.34(6H, s), 3.26-3.66(6H, m), 3.56(2H, s), 3.66(3H, s), 3.85(2H, s), 4.08(2H, s), 4.43(2H, s), 5.69(1H, brs), 6.79-7.41(17H, m) example 20:

(±) -methyl 2- [3- [3- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoate (1-20):

compound S19(3.15g) was dissolved in tetrahydrofuran (150 ml). To the solution was added N, N' -carbonyldiimidazole (1.26g) under ice cooling. The mixture was stirred at room temperature for 4 hours. The reaction mixture was concentrated under reduced pressure. 1.50g of the residue were dissolved in toluene (100 ml). To the solution was added (. + -.) -methyl 2- (3-aminophenyl) propionate (0.92g) and the solution was refluxed for 6 hours. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The resulting solution was washed with 1N HCl, water, and brine in this order, and then dried over anhydrous magnesium sulfate. The resulting solution was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform/methanol ═ 50: 1) and recrystallized from ethyl acetate-n-hexane to obtain 0.67g of the crystalline compound (1-20).¹H-NMR(CDCl₃)δ：1.48(3H，d)，2.34(6H，s)，3.26(3H，s)，3.29(3H，s)，3.63-3.68(4H，m)，3.84(2H，s)，4.08(2H，s)，4.43(2H，s)，5.70(1H，brs), 6.79-7.41(17H, m) example 21:

methyl 2- [3- [3- [ N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetate (1-21):

compound S28(1.0g) was dissolved in tetrahydrofuran (20 ml). To the solution was added N, N' -carbonyldiimidazole (0.37 g). The mixture was stirred at room temperature for 15 minutes. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The solution was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the residue was dissolved in toluene (30 ml). To this solution was added 2- (3-aminophenyl)Methyl acetate (0.68 g). The mixture was refluxed for 3 hours and concentrated under reduced pressure. The residue was partitioned between chloroform and 1N HCl. The two phases were separated. The organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was recrystallized from ethyl acetate/diethyl ether to obtain 0.85g of crystalline powdery compound (1-21). mp 191 plus 192 deg.C¹H-NMR(CDCl₃)δ：2.35(6H，s)，3.22(3H，s)，3.24(3H，s)，3.52(1H，d)，3.54(2H，s)，3.65(3H，s)，3.95(2H，s)，4.43(2H，s)，4.68(1H，d)，6.61(1H，d)，6.85-6.87(3H，m)，6.98(1H，t)，7.03(1H，s)，7.12-7.36(9H，m)，7.53(1H，brs)，7.69(1H，d)MS(m/z)：680(M+1)⁺Example 22:

(±) -methyl 2- [3- [3- [ N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoate (1-22):

compound S28(1.0g) was dissolved in tetrahydrofuran (20 ml). To the solution was added N, N' -carbonyldiimidazole (0.37 g). The mixture was stirred at room temperature for 15 minutes. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The solution was washed with water and brine, andthen dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the residue was dissolved in toluene (30 ml). To the solution was added (. + -.) -methyl 2- (3-aminophenyl) propionate (0.68 g). The mixture was refluxed for 3 hours and concentrated under reduced pressure. The residue was partitioned between chloroformAnd 1N HCl. The two phases were separated. The organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was recrystallized from ethyl acetate/diethyl ether to obtain 0.9g of the title compound as a crystalline powder. mp 186-¹H-NMR(CDCl₃)δ：1.44(3H，d)，2.35(6H，s)，3.22(3H，s)，3.25(3H，s)，3.52(1H，d)，3.61(3H，s)，3.62(1H，q)，3.95(2H，s)，4.44(2H，s)，4.68(1H，d)，6.61(1H，d)，6.82-7.20 and7.23-7.36(14H，m)，7.52(1H，brs)，7.69(1H，d)MS(m/z)：694(M+1)⁺

Example 23:

methyl 2- [3- [3- [ N- [2- [ N- (3-bromophenyl) -methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetate (1-23):

compound S31(1.5g) was dissolved in tetrahydrofuran (20 ml). To the solution was added N, N' -carbonyldiimidazole (0.5 g). The mixture was stirred at room temperature for 15 minutes. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The solution was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the residue was dissolved in toluene (30 ml). To the solution was added methyl 2- (3-aminophenyl) acetate (0.92 g). The mixture was refluxed for 0.5 h and concentrated under reduced pressure. The residue was partitioned between chloroform and 1N HCl. The two phases were separated. The organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by column chromatography over silica gel (eluting with chloroform/methanol 50: 1). The eluate was concentrated under reduced pressure. The residue was recrystallized from ethyl acetate/diethyl ether to obtain 1.2g of crystalline powdery compound (1-23). mp 99-102 deg.C¹H-NMR(CDCl₃) δ: 3.21(3H, s), 3.23(3H, s), 3.53(2H, s), 3.60(1H, d), 3.64(3H, s), 3.91(2H, s), 4.44(2H, s), 4.66(1H, d), 6.66(1H, brs), 6.85(1H, d), 6.99(1H, t), 7.11-7.60(14H, m), 7.67(1H, d) example 24:

(±) -methyl 2- [3- [3- [ N- [2- [ N- (3-bromophenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoate (1-24):

compound S31(1.5g) was dissolved in tetrahydrofuran (20 ml). To the solution was added N, N' -carbonyldiimidazole (0.5 g). The mixture was stirred at room temperature for 15 minutes. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The solution was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the residue was dissolved in toluene (30 ml). Adding (+/-) -2- (3-amino group to the solutionPhenyl) propionic acid methyl ester (1.0 g). The mixture was refluxed for 30 minutes and concentrated under reduced pressure. The residue was partitioned between chloroform and 1N HCl. The two phases were separated. The organic layer was washed with water and brine, then dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by column chromatography over silica gel (eluting with chloroform/methanol 50: 1). The eluate was concentrated under reduced pressure. The residue was recrystallized from ethyl acetate/diethyl ether toobtain 1.2g of crystalline powdery compound (1-24). mp 130-¹H-NMR(CDCl₃) δ: 1.43(3H, d), 3.22(3H, s), 3.25(3H, s), 3.56-3.65(2H, m), 3.62(3H, s), 3.92(2H, s), 4.45(2H, s), 4.66(1H, d), 6.07(1H, brs), 6.65(1H, brs), 6.87(1H, d), 6.99(1H, brs), 7.12-7.52(14H, m), 7.67(1H, d) elemental analysis (C)₃₇H₃₈BrN₅O₇)

Calculated values: c, 59.68; h, 5.14; n, 9.40

Measured value: c, 59.31; h, 5.13; n, 9.31 example 25:

methyl 2- [3- [3- [ N- [2- [ N-methyl-N- (2-methylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetate (1-25):

compound S32(1.0g) was dissolved in tetrahydrofuran (20 ml). To the solution was added N, N' -carbonyldiimidazole (0.38 g). The mixture was stirred at room temperature for 15 minutes. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in toluene (30 ml). To the solution was added methyl 2- (3-aminophenyl) acetate (0.69 g). The mixture was refluxed for 30 minutes and concentrated under reduced pressure. The residue was partitioned between chloroform and 1n hcl. The two phases were separated. The organic layer was washed with water and brine, then washed with brineDried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by column chromatography over silica gel (eluting with chloroform/methanol 50: 1). The eluate was concentrated under reduced pressure. The residue was recrystallized from n-hexane/ethyl acetate/diethyl ether to obtain 0.8g of crystalline powdery compound (1-25). mp 124-¹H-NMR(CDCl₃)δ：2.27(3/2H，s)，2.29(3/2H，s)，3.21(3H，s)，3.22(3H，s)3.51(1H，d)，3.55(2H，s)，3.65(3H，s)，3.94(2H，d)，4.18(1H，d)，4.41(1H，d)，4.67(1H，d)，6.02(1H，brs)，6.62(1H，m)，6.87(1H，d)，6.98(1H，t)，7.13-7.41(14H，m)，7.69(1H，d)MS(m/z)：666(M+1)⁺Example 26:

(±) -methyl 2- [3- [3- [ N- [2- [ N-methyl-N- (2-methylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoate (1-26):

compound S32(1.0g) was dissolved in tetrahydrofuran (20 ml). To the solution was added N, N' -carbonyldiimidazole (0.38 g). The mixture was stirred at room temperature for 15 minutes. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in toluene (30 ml). To the solution was added (. + -.) -methyl 2- (3-aminophenyl) propionate (0.75 g). The mixture was refluxed for 30 minutes and concentrated under reduced pressure. The residue was partitioned between chloroform and 1N HCl. The two phases were separated. The organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by column chromatography over silica gel (eluting with chloroform/methanol 50: 1). The eluate was concentrated under reduced pressure. The residue was recrystallized from n-hexane/ethyl acetate/diethyl ether to obtain 0.7g of crystalline powdery compound (1-26). mp 137 and 139 DEG C¹H-NMR(CDCl₃)δ：1.45(3H，d)，2.27(3/2H，s)，2.30(3/2H，s)，3.23(6H，s)，3.50(1H，d)，3.62(3H，s)，3.65(1H，q)，3.94(2H，d)，4.17(1H，d)，4.41(1H，d)，4.67(1H，d)，5.99(1H，brs)，6.63(1H，d)，6.88(1H，d)，6.98(1H，t)，7.14-7.37(14H，m)，7.69(1H，d)MS(m/z)：680(M+1)⁺Example 27:

methyl 2- [3- [3- [ N- [2- [ N-methyl-N- (3-methylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetate (1-27):

compound S20(1.0g) was dissolved in tetrahydrofuran (20 ml). To the solution was added N, N' -carbonyldiimidazole (0.38 g). The mixture was stirred at room temperature for 15 minutes. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the residue was dissolved in toluene (30 ml). To the solution was added methyl 2- (3-aminophenyl) acetate (0.69 g). The mixture was refluxed for 1 hour and concentrated under reduced pressure. The residue was partitioned between chloroform and 1N HCl. The two phases were separated. The organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by column chromatography over silica gel (eluting with chloroform/methanol 50: 1). The eluate was concentrated under reduced pressure. The residue was recrystallized from n-hexane/ethyl acetate/diethyl ether to obtain 0.8g of crystalline powdery compound (1-27). mp 133 + 135 deg.C¹H-NMR(CDCl₃)δ：2.40(3H，s)，3.23(3H，s)，3.27(3H，s)，3.49(1H，d)，3.55(2H，s)，3.66(3H，s)，3.95(2H，s)，4.42(2H，s)，4.68(1H，d)，6.60(1H，d)，6.87(1H，d)，6.98(1H，t)，7.03-7.06 and 7.14-7.38(14H，m)，7.69(1H，d)MS(m/z)：666(M+1)⁺Example 28:

(±) -methyl 2- [3- [3- [ N- [2- [ N-methyl-N- (3-methylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoate (1-28):

compound S20(1.0g) was dissolved in tetrahydrofuran (20 ml). To the solution was added N, N' -carbonyldiimidazole (0.38 g). The mixture was stirred at room temperature for 15 minutes. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the residue was dissolved in toluene (30 ml). To the solution was added (. + -.) -methyl 2- (3-aminophenyl) propionate (0.75 g). The mixture was refluxed for 3 hours and concentrated under reduced pressure. The residue was partitioned between chloroform and 1N HCl. The two phases were separated. The organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. Reduced pressureThe solvent was evaporated off. The residue was purified by silica gel column chromatography (using chloroform/methanol)Alcohol 50: 1 elution). The eluate was concentrated under reduced pressure. The residue was recrystallized from n-hexane/ethyl acetate/diethyl ether to obtain 0.6g of the title compound as a crystalline powder. mp 142-¹H-NMR(CDCl₃)δ：1.45(3H，d)，2.40(3H，s)，3.24(3H，s)，3.27(3H，s)，3.47(1H，d)，3.63(3H，s)，3.65(1H，q)，3.95(2H，s)，4.42(2H，s)，4.68(1H，d)，6.60(1H，d)，6.89(1H，d)，6.96-7.38(15H，m)，7.70(1H，d)MS(m/z)：688(M+1)⁺Example 29:

methyl 2- [3- [3- [ N-methyl-N- (2, 3-dimethylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetate (1-29):

compound S21(1.0g) was dissolved in tetrahydrofuran (20 ml). To the solution was added N, N' -carbonyldiimidazole (0.37 g). The mixture was stirred at room temperature for 15 minutes. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the residue was dissolved in toluene (30 ml). To the solution was added methyl 2- (3-aminophenyl) propionate (0.68 g). The mixture was refluxed for 2 hours and concentrated under reduced pressure. The residue waspartitioned between chloroform and 1N HCl. The two phases were separated. The organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by column chromatography over silica gel (eluting with chloroform/formyl 50: 1). The eluate was concentrated under reduced pressure. The residue was recrystallized from ethyl acetate/diethyl ether to obtain 0.85g of crystalline powdery compound (1-29). mp 169-¹H-NMR(CDCl₃)δ：2.19(3H，s)，2.33(3H，s)，3.22(3H，s)，3.23(3H，s)，3.53(2H，s)，3.64(3H，s)，3.85(2H，d)，4.08(2H，s)，4.40(2H，s)，6.00(1H，brs)，6.78(1H，d)，6.86(1H，d)，6.91(1H，s)，7.03(1H，d)，7.12-7.36(12H，m)，7.72(1H，s)MS(m/z)：680(M+1)⁺Elemental analysis (C)₃₈H₄₁N₅O₇)

Calculated values: c, 67.14; h, 6.08; n, 10.30

Measured value: c, 67.05; h, 6.08; n, 10.22 example 30:

(±) -methyl 2- [3- [3- [ N- [2- [ N-methyl-N- (2, 3-dimethylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoate (1-30):

compound S21(1.0g) was dissolved in tetrahydrofuran (20 ml). To the solution was added N, N' -carbonyldiimidazole (0.37 g). The mixture was stirred at room temperature for 15 minutes. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the residue was dissolved in toluene (30 ml). To the solution was added (. + -.) -methyl 2- (3-aminophenyl) propionate (0.73 g). The mixture was refluxed for 3.5 hours and concentrated under reduced pressure. The residue was partitioned between chloroform and 1N HCl. The two phases were separated. The organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by column chromatography over silica gel (eluting with chloroform/methanol 50: 1). The eluate was concentrated under reduced pressure, and the residue was recrystallized from ethyl acetate/diethyl ether to obtain 0.83g of crystalline powdery compound (1-30). mp 181 plus 182 deg.C¹H-NMR(CDCl₃)δ：1.44(3H，d)，2.19(3H，s)，2.33(3H，s)，3.23(6H，s)，3.62(3H，s)，3.65(1H，q)，3.85(2H，d)，4.08(2H，s)，4.19(1H，d)，4.40(1H，d)，5.90(1H，brs)，6.78(1H，d)，6.89(2H，m)，7.00(1H，d)，7.12-7.37(12H，m)，7.44(1H，s)MS(m/z)：694(M+1)⁺Elemental analysis (C)₃₉H₄₃N₅O₇)

Calculated values: c, 67.52; h, 6.25; n, 10.09

Measured value: c, 67.14; h, 6.25; n, 10.02 example 31:

methyl 2- [3- [3- [ N-methyl-N- (2-methylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetate (1-31):

compound S22(1.5g) was dissolved in tetrahydrofuran (20 ml). Adding N, N' - -Carbonyldiimidazole (0.56 g). The mixture was stirred at room temperature for 15 minutes. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the residue was dissolved in toluene (30 ml). To the solution was added methyl 2- (3-aminophenyl) acetate (1.1 g). The mixture was refluxed for 30 minutes and concentrated under reduced pressure. The residue was partitioned between chloroform and 1N HCl. The two phases were separated. Theorganic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by column chromatography over silica gel (eluting with chloroform/methanol 50: 1). The eluate was concentrated under reduced pressure to obtain 1.1g of the powdery compound (1-31).¹H-NMR(CDCl₃) δ: 2.30(3H, s), 3.21(3H, s), 3.25(3H, s), 3.52(2H, s), 3.63(3H, s), 3.85(2H, d), 4.08(2H, s), 4.21(1H, d), 4.41(1H, d), 6.15(1H, brs), 6.77(1H, d), 6.83(1H, d), 6.91(1H, s), 7.02-7.38(14H, m), 8.11(1H, brs) example 32:

(±) -methyl 2- [3- [3- [ N-methyl-N- (2-methylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoate (1-32):

compound S22(1.5g) was dissolved in tetrahydrofuran (20 ml). To the solution was added N, N' -carbonyldiimidazole (0.56 g). The mixture was stirred at room temperature for 15 minutes. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the residue was dissolved in toluene (30 ml). To the solution was added (. + -.) -methyl 2- (3-aminophenyl) propionate (1.1 g). The mixture was refluxed for 30 minutes and concentrated under reduced pressure. The residue was partitioned between chloroform and 1N HCl. The two phases were separated. The organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by column chromatography over silica gel (eluting with chloroform/methanol 50: 1). The eluate was concentrated under reduced pressure to obtain 1.2g of the powdery compound (1-32).¹H-NMR(CDC1₃)δ：1.42(3H，d)，2.30(3H，s)，3.21(3H，s)，3.25(3H，s)，3.59(3H，s)，3.63(1H，q) 3.86(2H, d), 4.09(2H, s), 4.21(1H, d), 4.41(1H, d), 6.14(1H, brs), 6.77(1H, d), 6.86(1H, d), 6.91(1H, s), 7.03(1H, d), 7.10-7.42(13H, m), 8.05(1H, brs) example 33:

methyl 2- [3- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]carbamoylmethyl]ureido]phenyl]acetate (1-33):

compound S6(3.9g) was dissolved in tetrahydrofuran (150 ml). To the solution was added N, N' -carbonyldiimidazole (1.6g) and the mixture was stirred at room temperature for 15 minutes. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The organic layer was washed with 1N HCl, water, and brine in this order, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the residue was dissolved in toluene (150 ml). To the solution was added methyl 2- (3-aminophenyl) acetate (2.9 g). The mixture was refluxed for 20 minutes and concentrated under reduced pressure. The residue was partitioned between chloroform and 1N HCl. The two phases were separated. The organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (eluting with chloroform/methanol 39: 1) to obtain 3.6g of the crystalline powdery compound (1-33). mp 147-¹H-NMR(CDCl₃)δ：3.22(3H，s)，3.27(3H，s)，3.54(2H，s)，3.55(1H，d)，3.64(3H，s)，3.92(2H，d)，4.40(2H，s)，4.68(1H，d)，6.06(1H，brs)，6.62(1H，d)，6.86(1H，d)，6.98(1H，t)，7.12-7.52(15H，m)，7.68(1H，d)MS(m/z)：652(M+1)⁺Elemental analysis (C)₃₆H₃₇N₅O₇)

Calculated values: c, 66.35; h, 5.72; n, 10.75

Measured value: c, 66.41; h, 5.67; n,10.71 example 34:

tert-butyl 2- [3- [3- [ N- [3- [ N-ethyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetate (1-34):

compound S29(1.0g) was dissolved in tetrahydrofuran (20 ml). Adding N, N' -carbonyldiimidazole to the solution(0.36 g). The mixture was stirred at room temperature for 15 minutes. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the residue was dissolved in toluene (50 ml). To the solution was added tert-butyl 2- (3-aminophenyl) acetate (0.83 g). The mixture was refluxed for 2.5 hours and concentrated under reduced pressure. The residue was partitioned between chloroform and 1N HCl. The two phases were separated. The organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (eluting with chloroform/methanol 50: 1) to obtain 0.9g of the compound (1-34) as a powder.¹H-NMR(CDCl₃) δ: 1.14(3H, t), 1.42(9H, s), 2.35(6H, s), 3.25(3H, s), 3.46(2H, s), 3.75(2H, q), 3.85(2H, d), 4.08(2H, s), 4.38(2H, s), 5.73(1H, brs), 6.78-7.11 and 7.18-7.38(17H, m) example 35:

tert-butyl 2- [3- [3- [ N- [3- [ N- (3-bromophenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetate (1-35):

compound S30(1.2g) was dissolved in tetrahydrofuran (20 ml). To the solution was added N, N' -carbonyldiimidazole (0.4 g). The mixture was stirred at room temperature for 15 minutes. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in toluene (30 ml). To the solution was added tert-butyl 2- (3-aminophenyl) acetate (0.91 g). The mixture was refluxed for 1.5 hours and concentrated under reduced pressure. The residue was partitioned between chloroform and 1n hcl. The two phases were separated. The organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (eluting with chloroform/methanol 50: 1) to obtain 1.2g of the compound (1-35) as a powder.¹H-NMR(CDCl₃)δ：1.42(9H，s)，3.26(3H，s)，3.31(3H，s)，3.46(2H，s)，3.84(2H, d), 4.08(2H, s), 4.45(2H, s), 5.79(1H, brs), 6.81-7.00 and 7.16-7.49(18H, m) example 36:

(±) -tert-butyl 2- [3- [3- [ N- (3-bromophenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoate (1-36):

compound S30(1.2g) was dissolved in tetrahydrofuran (20 ml). To the solution was added N, N' -carbonyldiimidazole (0.4 g). The mixture was stirred at room temperature for 15 minutes. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in toluene (30 ml). To the solution was added t-butyl (. + -.) -2- (3-aminophenyl) propionate (0.97 g). The mixture was refluxed for 1 hour and concentrated under reduced pressure. The residue was partitioned between chloroform and 1N HCl. The two phases were separated. The organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (eluting with chloroform/methanol 50: 1) to obtain 1.1g of the compound (1-36) as a powder.¹H-NMR(CDCl₃) δ: 1.38(9H, s), 1.39(3H, d), 3.26(3H, s), 3.31(3H, s), 3.54(1H, q), 3.85(2H, d), 4.08(2H, s),4.46(2H, s), 5.78(1H, brs), 6.80-7.00 and 7.16-7.50(18H, m) example 37:

(±) -tert-butyl 2- [3- [3- [ N-ethyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetate (1-37):

compound S29(1.0g) was dissolved in tetrahydrofuran (20 ml). To the solution was added N, N' -carbonyldiimidazole (0.36 g). The mixture was stirred at room temperature for 15 minutes. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The solution was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the residue was dissolved in toluene (30 ml). To the solution was added t-butyl (. + -.) -2- (3-aminophenyl) propionate (0.89 g). The mixture was refluxed for 2.5 hours and concentrated under reduced pressure. The residue was partitioned between chloroform and 1N HCl. The two phases were separated. The organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue is purified by chromatography on a silica gel column (in chloroform-Methanol 50: 1 elution) to obtain 1.0g of the compound (1-37) as a powder.¹H-NMR(CDCl₃)δ：1.14(3H，t)，1.37-1.39(12H，m)，2.35(6H，s)，3.24(3H，s)，3.55(1H，q)，3.74(2H，q)，3.87(2H，s)，4.09(2H，s)，4.39(2H, s), 5.78(1H, brs), 6.80-7.04 and7.19-7.38(17H, m) example 38:

(±) -tert-butyl 2- [3- [3- [ N- (2-methoxyphenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoate (1-38):

compound S37(0.58g) was dissolved in toluene (50ml), and t-butyl (. + -.) -2- (3-aminophenyl) propionate (0.44g) was added to the solution. The solution was refluxed for3 hours. The reaction mixture was cooled. Then, ethyl acetate and water were added to the mixture, and the organic layer was separated. The aqueous layer was extracted with ethyl acetate. The combined organic layers were washed successively with 1N HCl, water, and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (eluting with chloroform/methanol 98: 2) to obtain 0.44g of the oily compound (1-38).¹H-NMR(CDCl₃) δ: 1.38(9H, s), 1.39(3H, d), 3.22(3H, s), 3.24(3H, s), 3.54(1H, q), 3.87(2H, s), 3.88(3H, s), 4.05(1H, d), 4.13(1H, d), 4.32(1H, d), 4.42(1H, d), 5.77(1H, brs), 6.80-7.40(18H, m) example 39:

tert-butyl 2- [3- [3- [ N- [3- [ N- (2-methoxyphenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetate (1-39):

compound S37(0.58g) was dissolved in toluene (50ml), and tert-butyl 2- (3-aminophenyl) acetate (0.41g) was added to the solution. The solution was refluxed for 3 hours. The reaction mixture was cooled, then ethyl acetate and water were added to the mixture, and the organic layer was separated. The aqueous layer was extracted with ethyl acetate. Combination of Chinese herbsThe combined organic layers were washed successively with 1N HCl, water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (eluting with chloroform/methanol 98: 2) to obtain 0.35g of the compound (1-39) as an oil.¹H-NMR(CDCl₃) δ: examples 1.42(9H, s), 3.22(3H, s), 3.26(3H, s), 3.46(2H, s), 3.85(2H, d), 3.88(3H, s), 4.04(1H, d), 4.12(1H, d), 4.32(1H, d), 4.42(1H, d), 5.63(1H, brs), 6.80-7.42(18H, m)40：

Tert-butyl 2- [3- [3- [ N- [2- [ N-methyl-N- (2, 3-dimethylphenyl)carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetate (1-40):

compound S34(1.74g) was dissolved in tetrahydrofuran (100 ml). To the solution was added N, N' -carbonyldiimidazole (1.23g) under ice cooling. The mixture was stirred at room temperature for 4 hours. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in toluene (100 ml). To the resulting solution was added tert-butyl 2- (3-aminophenyl) acetate (1.64g), and the solution was refluxed for 6 hours and concentrated under reduced pressure. The residue was dissolved in chloroform. The solution was washed with 1N HCl, water, and brine in this order, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (chloroform/methanol 40: 1) to obtain 1.48g of the compound (1-40) as a powder.¹H-NMR(CDCl₃) δ: 1.42(9H, s), 2.18(3H, d), 2.33(3H, s), 3.21(3H, s), 3.23(3H, s), 3.45-4.70(8H, m), 5.98(1H, brs), 6.59-7.68(17H, m) example 41:

(±) -tert-butyl 2- [3- [3- [ N- [2- [ N-methyl-N- (2, 3-dimethylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoate (1-41):

compound S34(3.31g) was dissolved in tetrahydrofuran (150 ml). Adding into the solution under ice coolingN, N' -carbonyldiimidazole (1.32g) was added. The mixture was stirred at room temperature for 2 hours. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in toluene (100 ml). To the resulting solution was added t-butyl (. + -.) -2- (3-aminophenyl) propionate (2.66g) and refluxed for 6 hours. The reaction mixture was concentrated under reduced pressure. The residue was dissolved in chloroform. The solution was washed with 1N HCl, water, and brine in this order, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (chloroform/methanol 20: 1) to obtain 1.46g of the compound (1-41) as a powder.¹H-NMR(CDCl₃) δ: 1.37-1.45(12H, m), 2.16-2.34(6H, m), 3.23-3.24(6H, m), 3.44-4.70(7H, m), 5.91(1H, brs), 6.61-7.70(17H, m) example 42:

tert-butyl 2- [3- [3- [ N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetate (1-42):

compound S28(1.5g) was dissolved in tetrahydrofuran (20 ml). To the solution was added N, N' -carbonyldiimidazole (0.55 g). The mixture was stirred at room temperature for 15 minutes. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The solution was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the residue was dissolved in toluene (50 ml). To the resulting solution was added tert-butyl 2- (3-aminophenyl) acetate (1.3g) and the mixture was refluxed for 6 hours and concentrated under reduced pressure. The residue was partitioned between chloroform and 1N HCl. The two phases were separated. The organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was recrystallized from ethyl acetate/diethyl ether to obtain 1.1g of crystalline powdery compound (1-42). mp 183 plus 185 deg.C¹H-NMR(CDCl₃)δ：1.41(9H，s)，2.35(6H，s)，3.22(3H，s)，3.24(3H，s)，3.43(2H，s)，3.47(1H，d)，3.95(2H，s)，4.43(2H，s)，4.68(1H，d)，6.04(1H，brs)，6.61(1H，d)，6.82-7.20，7.25-7.44(15H，m)，7.69(1H，d)MS(m/z)：722(M+1)⁺Example 43:

(±) -tert-butyl 2- [3- [3- [ N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoate (1-43):

compound S28(1.5g) was dissolved in tetrahydrofuran (20 ml). To the solution was added N, N' -carbonyldiimidazole (0.55 g). The mixture was stirred at room temperature for 15 minutes. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The solution was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the residue was dissolved in toluene (50 ml). To the resulting solution was added t-butyl (. + -.) -2- (3-aminophenyl) propionate (1.4g) and the mixture was refluxed for 6 hours and concentrated under reduced pressure. The residue was partitioned between chloroform and 1N HCl. The two phases were separated. The organic layer was washed with water and brine, then washed with brineDried over magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was recrystallized from ethyl acetate/diethyl ether to obtain 0.95 crystalline powdery compound (1-42). mp 146-¹H-NMR(CDCl₃)δ：1.36-1.39(12H，m)，2.35(6H，s)，3.22(3H，s)，3.25(3H，s)，3.52-3.55(2H，m)，3.95(2H，s)，4.44(2H，s)，4.69(1H，d)，6.07(1H，brs)，6.61(1H，d)，6.86-7.34(14H，m)，7.49(1H，brs)，7.69(1H，d)MS(m/z)：736(M+1)⁺Example 44:

tert-butyl 2- [3- [3- [ N- [2- [ N- (3-bromophenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetate (1-44):

compound S31(1.5g) was dissolved in tetrahydrofuran (20 ml). To the solution was added N, N' -carbonyldiimidazole (0.5 g). The mixture was stirred at room temperature for 15 minutes. The reaction mixture was concentrated under reduced pressure and the residuewas dissolved in chloroform. The solution was washed with 1N HCl, water, and brine in this order, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the residue was dissolved in toluene (30 ml). Adding into the obtained solutionTert-butyl 2- (3-aminophenyl) acetate (1.2 g). The mixture was refluxed for 2 hours and concentrated under reduced pressure. The residue was partitioned between chloroform and 1N HCl. The two phases were separated. The organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (eluting with chloroform/methanol 50: 1) to obtain 1.3g of the compound (1-44) as a powder.¹H-NMR(CDCl₃) δ: 1.41(9H, s), 3.23(3H, s), 3.25(3H, s), 3.44(2H, s), 3.58(1H, d), 3.92(2H, s), 4.43(2H, s), 4.66(1H, d), 5.97(1H, brs), 6.64(1H, brs), 6.88(1H, d), 6.99(1H, t), 7.19-7.52(14H, m), 7.68(1H, d) example 45:

(±) -tert-butyl 2- [3- [3- [ N- [2- [ N- (3-bromophenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoate (1-45):

compound S31(1.5g) was dissolved in tetrahydrofuran (20 ml). To the solution was added N, N' -carbonyldiimidazole (0.5 g). The mixture was allowed to stand at room temperatureStirred for 15 minutes. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The solution was washed with 1N HCl, water, and brine in this order, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the residue was dissolved in toluene (30 ml). To the resulting solution was added t-butyl (. + -.) -2- (3-aminophenyl) propionate (1.2 g). The mixture was refluxed for 2 hours and concentrated under reduced pressure. The residue was partitioned between chloroform and 1N HCl. The two phases were separated. The organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (eluting with chloroform/methanol 50: 1) to obtain 1.3g of the compound (1-45) as a powder.¹H-NMR(CDCl₃)δ：1.38(9H，s)，1.40(3H，d)，3.24(3H，s)，3.27(3H，s)，3.51-3.54(2H，m)，3.93(2H，s)，4.44(2H，s)，4.66(1H，d)，5.93(1H，brs)，6.63(1H，brs)，6.90(1H，d)，6.99(1H，brs)，7.08-7.53(14H，m)，7.68(1H，d)Example 46:

tert-butyl 2- [3- [3- [ N- [2- [ N-methyl-N- (2-methylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetate (1-46):

compound S32(1.5g) was dissolved in tetrahydrofuran (20 ml). To the solution was added N, N' -carbonyldiimidazole (0.56 g). The mixture was stirred at room temperature for 15 minutes. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in toluene (30 ml). To the resulting solution was added tert-butyl 2- (3-aminophenyl) acetate (1.3 g). The mixture was refluxed for 2 hours and concentrated under reduced pressure. The residue was partitioned between chloroform and 1N HCl. The two phases were separated. The organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (eluting with chloroform/methanol 50: 1) to obtain 1.4g of the compound (1-46) as a powder.¹H-NMR(CDCl₃) δ: 1.41(9H, s), 2.27(3H, s), 3.21(6H, s), 3.44(2H, s), 3.52(1H, d), 3.93(2H, s), 4.17(1H, d), 4.41(1H, d), 4.67(1H, d), 6.01(1H, brs), 6.62(1H, m), 6.87(1H, d), 6.97(1H, t), 7.15-7.33(14H, m), 7.69(1H, d) example 47:

(±) -tert-butyl 2- [3- [ N- [2- [ N-methyl-N- (2-methylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoate (1-47):

compound S32(1.5g) was dissolved in tetrahydrofuran (20 ml). To the solution was added N, N' -carbonyldiimidazole (0.56 g). The mixture was stirred at room temperature for 15 minutes. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in toluene (30 ml). To the resulting solution was added t-butyl (. + -.) -2- (3-aminophenyl) propionate (1.4 g). The mixture was refluxed for 0.5 h and concentrated under reduced pressure. The residue was partitioned between chloroform and 1N HCl. The two phases were separated. The organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (eluting with chloroform/methanol 50: 1) to obtain 1.4g of the compound (1-47) as a powder.¹H-NMR(CDCl₃)δ：1.37(9H, s), 1.39(3H, d), 2.27(3/2H, s), 2.31(3/2H, s), 3.23(6H, s), 3.48(1H, d), 3.53(1H, q), 3.95(2H, d), 4.15(1H, d), 4.41(1H, d), 4.67(1H, d), 5.94(1H, brs), 6.61(1H, d), 6.90(1H, d), 6.97(1H, t), 7.14-7.38(14H, m), 7.69(1H, d) example 48:

tert-butyl 2- [3- [3- [ N- [3- [ N- (3, 5-dichlorophenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetate (1-48):

compound S18(2.5g) was dissolved in tetrahydrofuran (20 ml). To the solution was added N, N' -carbonyldiimidazole (0.92 g). The mixture was stirred at room temperature for 30 minutes. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The solution was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent wasdistilled off under reduced pressure and the residue was dissolved in toluene (50 ml). To the resulting solution was added tert-butyl 2- (3-aminophenyl) acetate (1.9 g). The mixture was refluxed for 3 hours and concentrated under reduced pressure. The residue was partitioned between chloroform and 1N HCl. The two phases were separated. The organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by column chromatography over silica gel (eluting with chloroform/methanol 50: 1), the eluate was concentrated under reduced pressure and the residue was purified by column chromatography over silica gelThe product was crystallized from methylene chloride/diethyl ether to obtain 1.2g of a crystalline powdery compound (1-48). mp 132-¹H-NMR(CDCl₃) δ: 1.41(9H, s), 3.24(3H, s), 3.30(3H, s), 3.44(2H, s), 3.86(2H, d), 4.09(2H, s), 4.52(2H, brs), 5.93(1H, brs), 6.84-7.03 and 7.13-7.37(16H, m), 7.53(1H, s) elemental analysis (C)₃₉H₄₁Cl₂N₅O₇)

Calculated values:_C，61.42；_H，5.42；_N，9.18

measured value:_C，61.32；_H，5.48；_N9.44 example 49:

(±) -tert-butyl 2- [3- [3- [ N- (3, 5-dichlorophenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoate (1-49):

compound S18(2.5g) was dissolved in tetrahydrofuran (50 ml). To the solution was added N, N' -carbonyldiimidazole (0.92 g). The mixture was stirred at room temperature for 15 minutes. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The solution was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the residue was dissolved in toluene (50 ml). To the resulting solution was added t-butyl (. + -.) -2- (3-aminophenyl) propionate (2.1 g). The mixture was refluxed for 2 hours and concentrated under reduced pressure. The residue was partitioned between chloroform and 1N HCl. The two phases were separated. The organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (eluting with chloroform/methanol 50: 1), and the eluate was concentrated and crystallized in dichloromethane/diethyl ether to obtain 1.2g of a crystalline powdery compound (1-49). mp 149 ℃ 152-¹H-NMR(CDCl₃) δ: 1.38(9H, s), 1.40(3H, d), 3.26(3H, s), 3.31(3H, s), 3.54(1H, q), 3.85(2H, d), 4.08(2H, s), 4.52(2H, brs), 5.78(1H, brs), 6.84(1H, brs), 6.93(1H, d), 7.00(1H, d), 7.16-7.40(13H, m) elemental analysis (C)₄₀H₄₃Cl₂N₅O₇)

Calculated values: c, 61.86; h, 5.58; n, 9.02

Measured value: c, 61.66; h, 5.57; n, 9.27 example 50:

(±) -tert-butyl 2- [3- [3- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoate (1-50):

compound S19(2.5g) was dissolved in tetrahydrofuran (50 ml). To the solution was added N, N' -carbonyldiimidazole (1.0 g). The mixture was stirred at room temperature for 15 minutes. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The solution was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the residue was dissolved in toluene (50 ml). To the resulting solution was added t-butyl (. + -.) -2- (3-aminophenyl) propionate (2.3 g). The mixture was refluxed for 5 hours and concentrated under reduced pressure. Mixing the residuePartition between chloroform and 1N HCl. The two phases were separated. The organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by column chromatography over silica gel (eluting with chloroform/methanol 50: 1). The eluate was concentrated and crystallized in n-hexane/dichloromethane/diethyl ether to obtain 1.8g of crystalline powdery compound (1-50). mp 193-194 deg.C¹H-NMR(CDCl₃)δ：1.37(9H，s)，1.39(3H，d)，2.34(6H，s)，3.24(3H，s)，3.29(3H，s)，3.53(1H，q)，3.86(2H，d)，4.08(2H，s)，4.43(2H，s)，5.85(1H，brs)，6.80(1H，d)，6.92(3H，brs)，6.99-7.01(2H，brs)，7.14-7.37(11H，m)MS(m/z)：736(M+1)⁺Elemental analysis (C)₄₂H₄₉N₅O₇)

Calculated values: c, 68.55; h, 6.71; n, 9.52

Measured value: c, 68.72; h, 6.76; n, 9.62 example 51:

tert-butyl 2- [3- [3- [ N- [2- [ N-methyl-N- (3-methylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetate (1-51):

compound S10(3.0g) was dissolved in tetrahydrofuran (50 ml). To the solution was added N, N' -carbonyldiimidazole (1.12 g). Mixing the above materialsThe mixture was stirred at room temperature for 15 minutes. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The solution was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the residue was dissolved in toluene (50 ml). To the resulting solution was added tert-butyl 2- (3-aminophenyl) acetate (2.6 g). The mixture was refluxed for 2 hours and concentrated under reduced pressure. The residue was partitioned between chloroform and 1N HCl. The two phases were separated. The organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (eluting with chloroform/methanol 50: 1), and the eluate was concentrated and crystallized in dichloromethane/diethyl ether to obtain 2.7g of a crystalline powdery compound (1-51). mp 128 + 130 deg.C¹H-NMR(CDCl₃)δ：1.41(9H，s)，2.39(3H，s)，3.23(3H，s)，3.27(3H， s)，3.44(2H，s)，3.50(1H，d)，3.94(2H，d)，4.42(2H， s)，4.68(1H，d)，5.98(1H，brs)，6.60(1H，d)，6.87(1H，d)，6.95-7.37(15H，m)，7.69(1H，d)MS(m/z)：708(M+1)⁺Example 52:

(±) -tert-butyl 2- [3- [3- [ N- [2- [ N-methyl-N- (3-methylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoate (1-52):

compound S20(3.0g) was dissolved in tetrahydrofuran (50 ml). To the solution was added N, N' -carbonyldiimidazole (1.12 g). The mixture was stirred at room temperature for 15 minutes. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The solution was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the residue was dissolved in toluene (50 ml). To the resulting solution was added t-butyl (. + -.) -2- (3-aminophenyl) propionate (2.8 g). The mixture was refluxed for 2 hours and concentrated under reduced pressure. The residue was partitioned between chloroform and 1N HCl. The two phases were separated. The organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (eluting with chloroform/methanol 50: l), and the eluate was concentrated and crystallized in dichloromethane/diethyl ether to obtain 2.7g of crystalline powdery compound (1-52). mp 140-¹H-NMR(CDCl₃)δ：1.38(9H，s)，1.39(3H，d)，2.40(3H，s)，3.24(3H，s)，3.29(3H，s)，3.48(1H，d)，3.53(1H，q)，3.96(2H，s)，4.42(2H，s)，4.68(1H，d)，6.60(1H，brs)，6.90(1H，d)，6.97-7.38(15H，m)，7.70(1H，d)MS(m/z)：722(M+1)⁺Elemental analysis (C)₄₁H₄₇N₅O₇)

Calculated values: c, 68.22; h, 6.56; n, 9.70

Measured value: c, 68.95; h, 6.36; n, 9.57 example 53:

tert-butyl 2- [3- [3- [ N- [3- [ N-methyl-N- (2, 3-dimethylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetate (1-53):

compound S21(1.7g) was dissolved in tetrahydrofuran (30 ml). To the solution was added N, N' -carbonyldiimidazole (1.12 g). The mixture was stirred at room temperature for 15 minutes. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The solution was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the residue was dissolved in toluene (50 ml). To the resulting solution was added tert-butyl 2- (3-aminophenyl) acetate (1.4 g). The mixture was refluxed for 2 hours and concentrated under reduced pressure. The residue was partitioned between chloroform and 1N HCl. The two phases were separated. The organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (eluting with chloroform/methanol 50: 1), and the eluate was concentrated to obtain 1.7g of the compound (1-53) as a powder.¹H-NMR(CDCl₃) δ: 1.42(9H, s), 2.19(3H, s), 2.33(3H, s), 3.23(3H, s), 3.25(3H, s), 3.46(2H, s), 3.84(2H, s), 4.08(2H, s), 4.19(1H, d), 4.40(1H, d), 6.78(1H, d), 6.89-7.39(16H, m) example 54:

(±) -tert-butyl 2- [3- [3- [ N-methyl-N- (2, 3-dimethylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoate (1-54):

compound S21(1.7g) was dissolved in tetrahydrofuran (50 ml). To this solution was added N, N' -carbonyldiimidazole (0).68g) In that respect The mixture was stirred at room temperature for 15 minutes. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The solution was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the residue was dissolved in toluene (50 ml). To the resulting solution was added t-butyl (. + -.) -2- (3-aminophenyl) propionate (1.5 g). The mixture was refluxed for 1.5 hours and concentrated under reduced pressure. The residue was partitioned between chloroform and 1N HCl. The two phases were separated. The organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (eluting with chloroform/methanol 50: 1), and the eluate was concentrated to obtain 1.3g of the compound (1-54) as a powder.¹H-NMR(CDCl₃) δ: 1.37(9H, s), 1.39(3H, d), 2.19(3H, s), 2.33(3H, s), 3.23(3H, s), 3.24(3H, s), 3.54(1H, q), 3.84(2H, d), 4.07(2H, s), 4.19(1H, d), 4.40(1H, d), 6.78(1H, d), 6.89-7.38(16H, m) example 55:

tert-butyl 2- [3- [3- [ N- [3- [ N-methyl-N- (2-methylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetate (1-55):

compound S22(1.5g) was dissolved in tetrahydrofuran (50 ml). To the solution was added N, N' -carbonyldiimidazole (0.56 g). The mixture was stirred at room temperature for 15 minutes. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The solution was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the residue was dissolved in toluene (30 ml). To the resulting solution was added tert-butyl 2- (3-aminophenyl) acetate (1.3 g). The mixture was refluxed for 0.5 h and concentrated under reduced pressure. The residue was partitioned between chloroform and 1N HCl. The two phases were separated. The organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (eluting with chloroform/methanol 50: 1), and the eluate was concentrated to obtain 1.5g of the compound (1-55) as a powder.¹H-NMR(CDCl₃)δ：1.42(9H，s)，2.30(3H，s)，3.24(3H，s)，3.25(3H，s)，3.46(2H，s)，3.84(2H，s)，4.07(2H，s)，4.20(1H，d)，4.40(1H，d)，6.77(1H，d)，6.89(1H，s), 6.93(1H, d), 6.98(1H, d), 7.10-7.41(14H, m) example 56:

(±) -tert-butyl 2- [3- [3- [ N-methyl-N- (2-methylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoate (1-56):

compound S22(1.5g) was dissolved in tetrahydrofuran (50 ml). To the solution was added N, N' -carbonyldiimidazole (0.56 g). The mixture was stirred at room temperature for 15 minutes. The reaction mixture was concentrated under reduced pressureAnd the residue was dissolved in chloroform. The solution was washed with water and brine, and then driedover anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the residue was dissolved in toluene (30 ml). To the resulting solution was added t-butyl (. + -.) -2- (3-aminophenyl) propionate (1.4 g). The mixture was refluxed for 0.5 h and concentrated under reduced pressure. The residue was partitioned between chloroform and 1N HCl. The two phases were separated. The organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by column chromatography (eluting with chloroform/methanol 50: 1) and the eluate was concentrated to obtain 1.5g of the compound (1-56) as a powder.¹H-NMR(CDCl₃) δ: 1.38(9H, s), 1.40(3H, d), 2.30(3H, s), 3.24(6H, s), 3.54(1H, q), 3.85(2H, s), 4.08(2H, s), 4.20(1H, d), 4.40(1H, d), 6.78(1H, d), 6.89(1H, s), 6.95(1H, d), 6.98(1H, d), 7.19-7.39(14H, m) example 57:

(±) -tert-butyl 2- [3- [3- [ N-methyl-N- (3-methylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoate (1-57):

compound S23(2.0g) was dissolved in tetrahydrofuran (50 ml). To the solution was added N, N' -carbonyldiimidazole (0.75 g). The mixture was stirred at room temperature for 1 hour. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The solution was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the residue was dissolved in toluene (50 ml). To the resulting solution was added t-butyl (. + -.) -2- (3-aminophenyl) propionate (1.9 g). The mixture was refluxed for 4 hours and concentrated under reduced pressure. The residue was partitioned between chloroform and 1N HCl. The two phases were separated. The organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (eluting with chloroform/methanol 50: 1), and the eluate was concentrated to obtain 2.1g of the compound (1-57) as a powder.¹H-NMR(CDCl₃)δ：1.37(9H，s)，1.42(3H，d)，2.38(3H，s)，3.23(3H，s)，3.31(3H，s)，3.53(1H，q)，3.85(2H，d)，4.09(2H，s)，4.43(2H，s)，5.98(1H，brs)，6.80(1H，d)，6.89-6.91(2H，m)，7.01(1H，d)，7.12-7.36(13H，m)，7.65(1H，brs)Example 58:

tert-butyl 2- [3- [3- [ N- [3- [ N-methyl-N- (3-methylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetate (1-58):

compound S23(1.5g) was dissolved in tetrahydrofuran (50 ml). To the solution was added N, N' -carbonyldiimidazole (0.56 g). The mixture was stirred at room temperature for 1 hour. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The solution was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the residue was dissolved in toluene (50 ml). To the resulting solution was added tert-butyl 2- (3-aminophenyl) acetate (1.3 g). The mixture was refluxed for 3.5 hours and concentrated under reduced pressure. The residue was partitioned between chloroform and 1N HCl. The two phases were separated. The organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (eluting with chloroform/methanol 24: 1) to obtain 1.1g of the compound (1-58) as a powder.¹H-NMR(CDCl₃) δ: 1.41(9H, s), 2.38(3H, s), 3.23(3H, s), 3.31(3H, s), 3.44(2H, s), 3.85(2H, d), 4.08(2H, s), 4.43(2H, s), 5.96(1H, brs), 6.80(1H, d), 6.87-6.91(2H, m), 7.01(1H, d), 7.12-7.36(13H, m), 7.64(1H, brs) example 59:

2- [3- [3- [ N-ethyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-59):

compound (1-34) (0.9g) was dissolved in methylene chloride (20 ml). IceTo the solution was added trifluoroacetic acid (10ml) with cooling. The mixture was stirred at room temperature for 1 hour. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The solution was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 0.7g of the powdery compound (1-59).¹H-NMR(CDCl₃)δ：1.13(3H，t)，2.33(6H，s)，3.21(3H，s)，3.48(2H，s)，3.74-3.78(4H，m)，4.04(2H，s)，4.37(2H，s)，6.25(1H, brs), 6.74(1H, d), 6.79(1H, d), 6.88(2H, s), 6.95-7.36(12H, m), 8.06(1H, s) example 60:

2- [3- [3- [ N- (3-bromophenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-60):

compound (1-35) (1.2g) was dissolved in methylene chloride (20 ml). Trifluoroacetic acid (10ml) was added to the solution under ice cooling. The mixture was stirred at room temperature for 1 hour. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The solution was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 0.9g of the powdery compound (1-60).¹H-NMR(CDCl₃) δ: 3.21(3H, s), 3.28(3H, s), 3.46(2H, s), 3.78(2H, s), 4.05(2H, s), 4.44(2H, s), 6.27(1H, brs), 6.77-7.47(17H, m), 8.10(1H, s) example 61:

(±) -2- [3- [3- [ N- (3-bromophenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoic acid (1-61):

compound (1-36) (1.1g) was dissolved in chloroform (20 ml). Trifluoroacetic acid (10ml) was added to the solution under ice cooling. The mixture was stirred at room temperature for 1 hour. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The solution was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 0.83g of the powdery compound (1-61).¹H-NMR(CDCl₃)δ：1.39(3H，d)，3.21(3H，s)，3.29(3H，s)，3.59(1H，q)，3.78(2H，s)，4.04(2H，s)，4.45(2H，s)，6.28(1H，brs)，6.74-7.48(17H, m), 8.13(1H, s) example 62:

(±) -2- [3- [3- [ N-ethyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoic acid (1-62):

compound (1-37) (1.0g) was dissolved in methylene chloride (20 ml). Trifluoroacetic acid (10ml) was added to the solution under ice cooling. The mixture was stirred at room temperature for 1 hour. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The solution was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 0.72g of the powdery compound (1-62).¹H-NMR(CDCl₃+DMSO-d₆) δ: 1.13(3H, t), 1.40(3H, d), 2.33(6H, s), 3.21(3H, s), 3.60(1H, q), 3.73-3.78(4H, m), 4.04(2H, s), 4.37(2H, s), 6.27(1H, brs), 6.72(1H, d), 6.84(1H, d), 6.88(2H, s), 6.93-7.39(12H, m), 8.08(1H, s) example 63:

(±) -2- [3- [3- [ N- (2-methoxyphenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoic acid (1-63):

compound (1-38) (0.44g) was dissolved in methylene chloride (1 ml). To the solution was added trifluoroacetic acid (1ml) and the mixture was stirred at room temperature for 2 hours. The reaction mixture was partitioned between chloroform and water. The aqueous layer was extracted with chloroform. The combined organic layers were washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was crystallized from ether to obtain 0.35g of crystalline powdery compound (1-63). mp 115 and 118 deg.C¹H-NMR(DMSO-d₆)δ：1.30(3H，d)，3.08(3H，s)，3.19(3H，s)，3.56(1H，q)，3.61(2H，brs)，3.85(3H，s)，4.04(2H，m)，4.26(1H，d)，4.45(1H，d)，6.27(1H，brs)，6.79-7.46(17H，m)，8.84(1H，s)，12.18(1H，brs)Example 64:

2- [3- [3- [ N- (2-methoxyphenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-64):

compound (1-39) (0.35g) was dissolved in methylene chloride (1 ml). To the solution was added trifluoroacetic acid (1ml) and the mixture was stirred at room temperature for 2 hours. The reaction mixture was partitioned between chloroform and water. The aqueous layer was extracted with chloroform. The combined organic layers were washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was crystallized from ether to obtain 0.28g of crystalline powdery compound (1-63). mp 110-¹H-NMR(DMSO-d₆) δ: 3.08(3H, s), 3.18(3H, s), 3.46(2H, s), 3.60(2H, brs), 3.85(3H, s), 4.03(2H, m), 4.26(1H, d), 4.45(1H, d), 6.29(1H, brs), 6.76-7.46(17H, m), 8.80(1H, s) example 65:

2- [3- [3- [ N-methyl-N- (2, 3-dimethylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-65):

compound (1-40) (1.48g) was dissolved in methylene chloride (50 ml). To the solution was added trifluoroacetic acid (25ml) with stirring while cooling. The mixture was stirred at room temperature for 30 minutes. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The solution was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solution was concentrated under reduced pressure to obtain 0.51g of compound (1-65).¹H-NMR(CDCl₃) δ: 2.13(3H, d), 2.30(3H, d), 3.14-3.17(6H, m), 3.41-4.70(8H, m), 6.32-7.99(18H, m) example 66:

2- [3- [3- [ N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-66):

compound (1-42) (0.6g) was dissolved in methylene chloride (20 ml). To this solution was added trifluoroacetic acid (10ml) with cooling. The mixture was stirred at room temperature for 1 hour. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The solution was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was recrystallized from methylene chloride/diethyl ether to obtain 0.4g of crystalline powdery compound (1-66). mp 227-¹H-NMR(CDCl₃+DMSO-d₆)δ：2.35(6H，s)，3.21(3H，s)，3.25(3H，s)，3.48(2H，s)，3.57(1H，d)，3.67(1H，d)，3.88(1H，d)，4.40(2H，s)，4.74(1H，d)，6.67(1H，d)，6.81-6.85(3H，m)，6.97(1H，t)，7.02(1H，s)，7.12(1H，t)，7.24-7.42(8H，m)，7.66(1H，d)，8.38(1H，s)MS(m/z)：666(M+1)⁺Example 67:

(±) -2- [3- [3- [ N- [2- [ N-methyl-N- (3, 5-dimethylphenyl)carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoic acid (1-67):

compound (1-43) (0.6g) was dissolved in methylene chloride (20 ml). Trifluoroacetic acid (10ml) was added to the solution under ice-cooling. The mixture was stirred at room temperature for 1 hour. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The solution was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solution was concentrated under reduced pressure, and the residue was recrystallized from methylene chloride/diethyl ether to obtain 0.38g of crystalline powdery compound (1-67). mp 221-¹H-NMR(CDCl₃+DMSO-d₆)δ：1.42(3H，d)，2.35(6H，s)，3.22(3H，s)，3.25(3H，s)，3.54-3.62(2H，m)，3.70(1H，d)，3.89(1H，d)，4.40(2H，s)，4.74(1H，d)，6.65(1H，d)，6.85-6.88(3H，m)，6.97(1H，t)，7.03(1H，s)，7.13(1H，t)，7.23-7.42(8H，m)，7.66(1H，d)，8.29(1H，s)MS(m/z)：680(M+1)⁺Example 68:

(±) -2- [3- [3- [ N- [2- [ N-methyl-N- (2, 5-dimethylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoic acid (1-68):

compound (1-41) (1.46g) was dissolved in methylene chloride (100 ml). Trifluoroacetic acid (20ml) was added to the solution under ice-cooling. The mixture was stirred at room temperature for 4 hours. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The solution was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solution was concentrated under reduced pressure to obtain 0.31g of the powdery compound (1-68).¹H-NMR(CDCl₃)δ：1.45(3H，d)，2.17-2.32(6H, m), 3.16-3.23(6H, m), 3.52-4.69(7H, m), 6.28-7.68(18H, m) example 69:

2- [3- [3- [ N- [2- [ N- (3-bromophenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-69):

compound (1-44) (1.0g) was dissolved in methylene chloride (20 ml). Trifluoroacetic acid (20ml) was added to the solution under ice-cooling. The mixture was stirred at room temperature for 1 hour. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The solution was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 0.8g of the powdery compound (1-69).¹H-NMR(CDCl₃) δ: 3.17(3H, s), 3.20(3H, s), 3.47(2H, s), 3.59(1H, d), 3.83(2H, s), 4.39(2H, s), 4.68(1H, d), 6.33(1H, brs), 6.65(1H, brs), 6.80(1H, d), 6.94-7.46(14H, m), 7.65(1H, d), 7.88(1H, s) example 70:

(±) -2- [3- [3- [ N- [2- [ N- (3-bromophenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoic acid (1-70):

compound (1-45) (1.3g) was dissolved in methylene chloride (20 ml). Trifluoroacetic acid (20ml) was added to the solution under ice-cooling. The mixture was stirred at room temperature for 1 hour. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The solution was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 1.0g of the powdery compound (1-70).¹H-NMR(CDCl₃) δ: 1.40(3H, d), 3.18(3H, s), 3.19(3H, s), 3.60-3.62(2H, m), 3.82(2H, s), 4.39(2H, s), 4.68(1H, d), 6.35(1H, brs), 6.65(1H, brs), 6.86(1H, d), 6.96(1H, t), 7.09-7.47(13H, m), 7.64(1H, d), 7.91(1H, s) example 71:

2- [3- [3- [ N- [2- [ N-methyl-N- (2-methylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-71):

mixing the compound (1-46)(1.3g) was dissolved in methylene chloride (20 ml). Trifluoroacetic acid (10ml) was added to the solution under ice-cooling. The mixture was stirred at room temperature for 1 hour. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The solution was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 0.9g of the powdery compound (1-71).¹H-NMR(CDCl₃)δ：2.19(3/2H，s)，2.27(3/2H，s)，3.15(3H，s)，3.21(3H，s)，3.48(2H，s)，3.58(1H，d)，3.81-3.88(2H，m)，4.14(1H，d)，4.38(1H，d)，4.70(1H，d)，6.34(1H，brs)，6.63(1H，t)，6.81(1H，d)，6.94-7.40(14H，m)，7.67(1H，d)，7.82(1H，s)MS(m/z)：652(M+1)⁺Example 72:

(±) -2- [3- [3- [ N- [2- [ N-methyl-N- (2-methylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoic acid (1-72):

compound (1-47) (1.3g) was dissolved in methylene chloride (20 ml). Trifluoroacetic acid (10ml) was added to the solution under ice-cooling. The mixture was stirred at room temperature for 1 hour. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The solution was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 1.0g of the powdery compound (1-72).¹H-NMR(CDCl₃)δ：1.44(3H，m)，2.18(3/4H，s)，2.20(3/4H，s)，2.27(3/2H，s)，3.15(3H，s)，3.20(3H，s)，3.57(1H，d)，3.63(1H，q)，3.80-3.88(2H，m)，4.13(1H，d)，4.36(1H，d)，4.67(1H，d)，6.36(1H，brs)，6.63(1H，t)，6.88(1H，d)，6.95(1H，t)，7.05-7.45(13H，m)，7.66(1H，d)，7.85(1H，s)MS(m/z)：666(M+1)⁺Example 73:

2- [3- [3- [ N- [2- [ N-methyl-N- (3-methylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-73):

compound (1-51) (1.5g) was dissolved in methylene chloride (20 ml). Trifluoroacetic acid (20ml) was added to the solution under ice-cooling. The mixture was stirred at room temperature for 2.5 hours. Mixing the reactionThe mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The solution was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was subjected to silica gel column chromatography (eluted with chloroform/methanol 15: 1) to obtain 0.87g of the compound (1-73) as a powder. mp 195-199 deg.C¹H-NMR(DMSO-d₆)δ：2.40(3H，s)，3.21(3H，s)，3.24(3H，s)，3.52(2H，s)， 3.56-3.60(2H，m)，3.84(1H，dd)，4.56(3H，brs)，6.34(1H，brs)，6.85(1H，d)，6.93(1H，brs)，7.09-7.51(14H，m)，7.67(1H，d)，8.86(1H，s)MS(m/z)：652(M+1)⁺Example 74:

(±) -2- [3- [3- [ N- [2- [ N-methyl-N- (3-methylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoic acid (1-74):

compound (1-52) (1.5g) was dissolved in methylene chloride (20 ml). Trifluoroacetic acid (20ml) was added to the solution under ice-cooling. The mixture was stirred at room temperature for 1.5 hours. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The solution was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was subjected to silica gelcolumn chromatography (eluted with chloroform/methanol 15: 1) to obtain 0.87g of the compound (1-74) as a powder. mp 174 and 177 deg.C¹H-NMR(DMSO-d₆)δ：1.30(3H，d)，2.33(3H，s)，3.13(3H，s)，3.16(3H，s)，3.35-3.55(3H，m)，3.75(1H，dd)，4.49(3H，brs)，6.24(1H，brs)，6.80(1H，d)，6.83(1H，brs)，7.02-7.44(14H，m)，7.59(1H，d)，8.82(1H，s)MS(m/z)：666(M+1)⁺Example 75:

2- [3- [3- [ N- (3, 5-dichlorophenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-75):

compound (1-43) (0.76g) was dissolved in methylene chloride (20 ml). Trifluoroacetic acid (20ml) was added to the solution under ice-cooling. The mixture was stirred at room temperature for 2 hours. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The solution was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was subjected to silica gel column chromatography (eluted with chloroform/methanol 9: 1) to obtain 0.6g of the compound (1-75) as a powder.¹H-NMR(CDCl₃)δ：3.21(3H，s)，3.28(3H，s)，3.47(2H，s)，3.80(2H，s)，4.05(2H，s)，4.51(2H，brs)，6.25(1H，brs)，6.78(2H，d)，6.95-7.43(14H，m)，8.04(1H，s)Example 76:

(±) -2- [3- [3- [ N-methyl-N- (3, 5-dichlorophenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoic acid (1-76):

compound (1-49) (0.78g) was dissolved in methylene chloride (20 ml). Trifluoroacetic acid (20ml) was added to the solution under ice-cooling. The mixture was stirred at room temperature for 2 hours. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The solution was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was subjected to silica gel column chromatography (eluted with chloroform/methanol 9: 1) to obtain 0.62g of the compound (1-76) as a powder.¹H-NMR(CDCl₃) δ: 1.42(3H, d), 3.23(3H, s), 3.29(3H, s), 3.62(1H, d), 3.80(2H, s), 4.03(2H, q), 4.52(2H, brs), 6.28(1H, brs), 6.79-6.97 and 7.10-7.40(16H, m), 7.97(1H, s) example 77:

(±) -2- [3- [3- [ N-methyl-N- (3-dimethylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoic acid (1-77):

compound (1-50) (1.0g) was dissolved in methylene chloride (20 ml). Trifluoroacetic acid (20ml) was added to the solution under ice-cooling. The mixture was stirred at room temperature for 2 hours. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The solution was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was subjected to silica gel column chromatography (eluted with chloroform/methanol 9: 1) to obtain 0.8g of the compound (1-77) as a powder.¹H-NMR(CDCl₃)δ：1.39(3H，d)，2.32(6H，s)，3.21(3H，s)，3.28(3H，s)，3.58(1H，q)，3.78(2H，s)，4.04(2H，s)，4.43(2H，s)，6.27(1H，s)，6.73(1H，d)，6.84-7.33(15H，m)，8.12(1H，brs)MS(m/z)：680(M+1)⁺Example 78:

2- [3- [3- [ N-methyl-N- (2-methylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-78):

compound (1-55) (1.5g) was dissolved in methylene chloride (20 ml). Trifluoroacetic acid (10ml) was added to the solution under ice-cooling. The mixture was stirred at room temperature for 1.5 hours. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The solution was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 1.0g of the powdery compound (1-78).¹H-NMR(CDCl₃) δ: 2.28(3H, s), 3.22(3H, s), 3.24(3H, s), 3.50(2H, s), 3.78(2H, s), 4.03(2H, q), 4.19(1H, d), 4.39(1H, d), 6.28(1H, brs), 6.72(1H, d), 6.81(1H, d), 6.87(1H, s), 6.96(1H, d), 7.05-7.38(13H, m), 8.05(1H, s) example 79:

(±) -2- [3- [3- [ N-methyl-N- (2-methylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoic acid (1-79):

compound (1-56) (1.5g) was dissolved in methylene chloride (20 ml). Trifluoroacetic acid (10ml) was added to the solution under ice-cooling. The mixture was stirred at room temperature for 1 hour. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The solution was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 1.2g of a powdery compound (1-79).¹H-NMR(CDCl₃) δ: 1.42(3H, d), 2.28(3H, s), 3.22(3H, s), 3.24(3H, s), 3.61(1H, q), 3.77(2H, s), 4.01-4.06(2H, m), 4.19(1H, d), 4.39(1H, d), 6.29(1H, brs), 6.72(1H, d), 6.85(2H, brs), 6.95(1H, d), 7.07-7.42(13H, m), 8.06(1H, s) example 80:

2- [3- [3- [ N-methyl-N- (2, 3-dimethylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-80):

compound (1-53) (1.3g) was dissolved in methylene chloride (20 ml). Trifluoroacetic acid (20ml) was added to the solution under ice-cooling. The mixture was stirred at room temperature for 2 hours. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The solution was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was subjected to silica gel column chromatography (eluted with chloroform/methanol 9: 1) to obtain 0.96g of the compound (1-80) as a powder. mp 142-¹H-NMR(DMSO-d₆)δ：2.13(3H，s)，2.28(3H，s)，3.09(3H，s)，3.18(3H，s)，3.36(2H，s)，3.60(2H，s)，4.03(2H，s)，4.23(1H，d)，4.39(2H，s)，6.37(1H，s)，6.78(1H，d)，6.90(1H，s)，6.99(1H，d)，7.07-7.46(12H，m)，8.85(1H，s)MS(m/z)：666(M+1)⁺Example 81:

(±) -2- [3- [3- [ N-methyl-N- (2, 3-dimethylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoic acid (1-81):

compound (1-54) (1.3g) was dissolved in methylene chloride (20 ml). Trifluoroacetic acid (20ml) was added to the solution under ice-cooling. The mixture was stirred at room temperature for 2 hours. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The solution was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was subjected to silica gel column chromatography (eluted with chloroform/methanol 9: 1) to obtain 0.8g of the compound (1-81) as a powder. mp 135 + 147 deg.C¹H-NMR(DMSO-d₆)δ：1.29(3H，d)，2.13(3H，s)，2.28(3H，s)，3.09(3H，s)，3.19(3H，s)，3.49(1H，q)，3.60(2H，s)，4.03(2H，s)，4.24(1H，d)，4.40(1H，d)，6.32(1H，s)，6.77-6.82(3H，m)，6.90(1H，s)，7.00(1H，d)，7.09-7.46(11H，m)，8.87(1H，s)MS(m/z)：680(M+1)⁺Example 82:

2- [3- [3- [ N-methyl-N- (3-methylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-82):

compound (1-58) (1.1g) was dissolved in methylene chloride (50 ml). Trifluoroacetic acid (20ml) was added to the solution under ice-cooling. The mixture was stirred at room temperature for 7 hours. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The solution was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was dissolved in ether and n-hexane was added to obtain 0.8g of the powdery compound (1-82). mp 114-¹H-NMR(CDCl₃)δ：2.37(3H，s)，3.22(3H，s)，3.29(3H，s)，3.50(2H，s)，3.80(2H，s)，4.05(2H，s)，4.42(2H，s)，6.21(1H，brs)，6.75(1H，d)，6.82(1H，d)，6.89(1H，s)，6.95(1H，d)，7.08-7.38(13H，m)，7.90(1H，brs)MS(m/z)：652(M+1)⁺Example 83:

(±) -2- [3- [3- [ N- [2- [ N- (3, 5-dimethoxyphenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoic acid (1-83):

compound (1-57) (2.1g) was dissolved in methylene chloride (50 ml). Trifluoroacetic acid (20ml) was added to the solution under ice-cooling. The mixture was stirred at room temperature for 7 hours. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The solution was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was dissolved in ether and n-hexane was added to obtain 1.7g of the powdery compound (1-83). mp 120-¹H-NMR(CDCl₃)δ：1.42(3H，d)，2.37(3H，s)，3.22(3H，s)，3.29(3H，s)，3.61(1H，q)，3.78(2H，s)，4.04(2H，s)，4.42(2H，s)，6.27(1H，brs)，6.74(1H，d)，6.85(1H，d)，6.87(1H，s)，6.94(1H，d)，7.07-7.42(13H，m)，8.00(1H，brs)MS(m/z)：666(M+1)⁺Example 84:

(±) -2- [3- [3- [ N- [2- [ N- (3, 5-dimethoxyphenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoic acid (1-84):

compound (1-8) (0.44g) was dissolved in a mixture of tetrahydrofuran (30ml) and methanol (10 ml). Adding into the solution0.25N sodium hydroxide (5ml) and the mixture was stirred at room temperature for 12 hours. The reaction mixture was concentrated under reduced pressure. The residue was partitioned between chloroform and 2N HCl. The aqueous layer was extracted with chloroform. The combined organic layers were washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was crystallized from methylene chloride/diethyl ether to obtain 0.26g of crystalline powdery compound (1-84). mp 209 + 210 deg.C¹H-NMR(CDCl₃) δ: 1.48(3H, m), 3.22(6H, s), 3.58(1H, d), 3.66(1H, m), 3.76-3.86(8H, m), 4.46(2H, brs), 4.69(1H, dd), 6.34-6.63(5H, m), 6.89-7.02(3H, m), 7.14-7.37(7H, m), 7.51-7.76(3H, m) example 85:

2- [3- [3- [ N- [2- [ N- (3, 5-dimethoxyphenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-85):

compound (1-7) (0.38g) was dissolved in tetrahydrofuran (30 ml). To the solution was added 0.25N sodium hydroxide (3ml) and the mixture was stirred at room temperature for 12 hours. The reaction mixture was concentrated under reduced pressure. The residue was partitioned between chloroform and 2N HCl. The aqueous layer was extracted with chloroform. Combined organic layerWashed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was crystallized from methylene chloride/diethyl ether to obtain 0.24g of crystalline powdery compound (1-85). mp 202-¹H-NMR(CDCl₃) δ: 3.22(3H, s), 3.25(3H, s), 3.54(2H, s), 3.56(1H, m), 3.79(6H, s), 3.87(2H, d), 4.48(2H, brs), 4.71(1H, d), 6.31-6.63(5H, m), 6.84-7.00(3H, m), 7.14-7.36(7H, m), 7.48-7.71(3H, m) example 86:

(±) -2- [3- [3- [ N- [2- [ N- (3-methoxyphenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoic acid (1-86):

compound (1-6) (0.31g) was dissolved in tetrahydrofuran (4 ml). To the solution was added 0.25N sodium hydroxide (4ml) and the mixture was stirred at room temperature for 3 hours. The reaction mixture was concentrated under reduced pressure. The residue was partitioned between chloroform and 2N HCl. For water layerAnd (4) extracting with chloroform. The combined organic layers were washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was crystallized from methylene chloride/diethyl ether to obtain 0.08g of a crystalline powdery compound (1-86). mp 127-128 deg.C¹H-NMR(CDCl₃) δ: 1.49(3H, m), 3.23(6H, m), 3.55(1H, d), 3.68(1H, m), 3.80-3.90(5H, m), 4.41(2H, brs), 4.68(1H, dd), 6.31-7.68(19H, m) example 87:

2- [3- [3- [ N- [2- [ N- (3-methoxyphenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-87):

compound (1-5) (0.34g) was dissolved in tetrahydrofuran (3 ml). To the solution was added 0.25N sodium hydroxide (3ml) and the mixture was stirred at room temperature for 3 hours. The reaction mixture was concentrated under reduced pressure.The residue was partitioned between chloroform and 2N HCl. The aqueous layer was extracted with chloroform. The combined organic layers were washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was crystallized from methylene chloride/diethyl ether to obtain 0.15g of crystalline powdery compound (1-87). mp 184-186 deg.C¹H-NMR(CDCl₃) δ: 3.23(3H, s), 3.24(3H, s), 3.53(2H, s), 3.58(1H, m), 3.81(3H, s), 3.85(2H, m), 4.42(2H, brs), 4.70(1H, d), 6.34-7.70(19H, m) example 88:

(±) -2- [3- [3- [ N- [2- [ N- (2-methoxyphenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoic acid (1-88):

compound (1-4) (0.14g) was dissolved in tetrahydrofuran (3 ml). To the solution was added 0.25N sodium hydroxide (1.1ml) and the mixture was stirred at room temperature for 24 hours. The reaction mixture was concentrated under reduced pressure. The residue was partitioned between chloroform and 1N HCl. The aqueous layer was extracted with chloroform. The combined organic layers were washed with brine and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 0.08g of the powdery compound (1-88).¹H-NMR(CDCl₃)δ：1.47(3H，m)，3.16-3.24(6H，m)，3.52-3.84(4H，m)，3.88(3H，m)，4.28(1H，d)，4.36(1H，d)，4.64-4.70(1H, m), 6.22-7.48(17H, m), 7.66(2H, m) example 89:

2- [3- [3- [ N- [2- [ N- (2-methoxyphenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-89):

compound (1-3) (0.35g) was dissolved in tetrahydrofuran (3 ml). To the solution was added 0.25N sodium hydroxide (1ml) and the mixture was stirred at room temperature for 4 hours. The reaction mixture was concentrated under reduced pressure. The residue was partitioned between chloroform and 2N HCl. The aqueous layer was extracted with chloroform. The combined organic layers were saltedWashed with water and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 0.11g of powdery compound (1-89).¹H-NMR(CDCl₃) δ: 3.17(3H, s), 3.23(3H, s), 3.45-3.58(3H, m), 3.86-3.90(2H, m), 3.92(3H, s), 4.25(2H, m), 4.66-4.74(1H, m), 6.27-7.48(17H, m), 7.69(2H, m) example 90:

2- [3- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]carbamoylmethyl]ureido]phenyl]acetic acid (1-90):

compound (1-33) (0.11g) was dissolved in tetrahydrofuran (20 ml). To the solution was added 1N sodium hydroxide (20ml) and the solution was stirred at room temperature for 1 hour. The reaction mixture was washed with ethyl acetate, acidified with 1N HCl, and extracted with chloroform. The extract was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was subjected to silica gel column chromatography (eluting with chloroform/methanol 19: 1). The eluate was concentrated to obtain 0.06g of the powdery compound (1-90). mp 168 plus 170 deg.C¹H-NMR(DMSO-d₆)δ：3.16(6H，s)，3.33(2H，s)，3.49(1H，d)，3.75(1H，dd)，4.47-4.53(4H，m)，6.33(1H，s)，6.77-7.60(18H，m)，8.84(1H，s)MS(m/z)：638(M+1)⁺Example 91:

2- [3- [3- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetic acid (1-91):

mixing Compounds (1-19) (0.10g)Dissolved in tetrahydrofuran (20 ml). To the solution was added 0.25N sodium hydroxide (20ml) and the mixture was stirred at room temperature for 1 hour. The reaction mixture was acidified with 1N HCl and extracted with chloroform. The extract was washed with brine, and then dried over anhydrous magnesium sulfate. The solvent was distilled off to obtain 0.07g of the powdery compound (1-91).¹H-NMR(CDCl₃) δ: 2.33(6H, s), 3.20(3H, s), 3.28(3H, s), 3.45-4.48(8H, m), 6.27-7.99(18H, m) example 92:

(±) -2- [3- [3- [ N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoic acid sodium (1-92):

compound (1-67) (0.07g) was suspended in ethanol (10 ml). To the suspension was added 1N sodium hydroxide (0.1ml) and the mixture was stirred at room temperature for 10 minutes. The reaction mixture was concentrated under reduced pressure. Water was added to the residue and insoluble material was filtered off. The filtrate was concentrated and lyophilized to obtain 0.07g of the powdery compound (1-92).¹H-NMR(DMSO-d₆) δ: 1.22(3H, d), 2.28(6H, s), 3.12(3H, s), 3.16(3H, s), 3.35-3.60(4H, m), 3.70(1H, m), 4.50(2H, brs), 6.73(1H, d), 6.84(1H, brs), 6.95-7.04(6H, m), 7.18(1H, s), 7.31-7.44(7H, m), 7.58(1H, d), 9.40(1H, brs) example 93:

n-phenyl-2- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-93): mp 215 and 217 ℃.¹H-NMR(DMSO-d₆)δ：2.22(3H，s)，3.16(3H，s)，3.67(2H，s)，4.06(2H，s)，4.74(2H，s)，6.30(1H，brs)，6.70(1H，d)，7.04-7.65(17H，m)，8.72(1H，s)，10.14(1H，s)MS(m/z)：580(M+1)⁺Elemental analysis (C)₃₃H₃₃N₅O₅)

Calculated values: c, 68.38; h, 5.74; n, 12.08

Measured value: c, 68.15; h, 5.89; n, 11.78 example 94:

N-methyl-N-phenyl-2- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N-[2- [3- (3-methylphenyl) ureido]urea]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-94): mp 145-146 ℃.¹H-NMR(CDCl₃)δ：2.25(3H，s)，3.22(3H，s)，3.32(3H，s)，3.85(2H，d)，4.08(2H，s)，4.42(2H，s)，6.03(1H，brs)，6.76-7.47(18H，m)，7.66(1H，s)MS(m/z)：594(M+1)⁺Example 95:

N-ethyl-N-phenyl-2- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-95): mp 135-.¹H-NMR(CDCl₃)δ：1.14(3H，t)，2.25(3H，s)，3.22(3H，s)，3.79(2H，q)，3.86(2H，d)，4.07(2H，s)，4.36(2H，s)，6.05(1H，brs)，6.76-7.48(18H，m)，7.72(1H，s)MS(m/z)：608(M+1)⁺Example 96:

N-phenyl-N-propyl-2- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-96): mp 149-150 ℃.¹H-NMR(CDCl₃)δ：0.89(3H，t)，1.55(2H，m)，2.25(3H，s)，3.22(3H，s)，3.69(2H，t)，3.86(2H，d)，4.07(2H，s)，4.37(2H，s)，6.08(1H，brs)，6.75-7.47(18H，m)，7.78(1H，s)MS(m/z)：622(M+1)⁺Example 97:

N-benzyl-N-methyl-2- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-97): mp 98-100 ℃.¹H-NMR(CDCl₃)δ：2.25(3H，s)，2.93(3H，s)，3.21(3H，s)，3.90(2H，d)，4.10(2H，s)，4.59(2H，s)，4.76(2H，s)，6.08(1H，brs)，6.76(1H，d)，6.98-7.35(17H，m)，7.79(1H，s)MS(m/z)：630(M+1)⁺Example 98:

1- [2- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]methyl ester]Acetyl group]Amino group]Phenoxy radical]Acetyl group]Indoline (1-98): mp 110-.¹H-NMR(CDCl₃)δ：2.24(3H，s)，3.14(5H，m)，3.91(2H，d)，4.09(4H，m)，4.77(2H，s)，6.04(1H，m)，6.76(1H，d)，7.01-7.34(15H，m)，7.59(1H，s)，8.21(1H，d) Example 99:

1- [2- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]methyl ester]Acetyl group]Amino group]Phenoxy radical]Acetyl group]-1, 2, 3, 4-tetrahydrobenzoquinone (1-99): mp 101-.¹H-NMR(CDCl₃)δ：1.96(2H，m)，2.26(3H，s)，2.69(2H，m)，3.21(3H，s)，3.80(2H，m)，3.88(2H，d)，4.07(2H，s)，4.82(2H，s)，5.96(1H，m)，6.77-7.44(18H，m)Example 100:

n-benzhydryl-2- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-100): mp 175 and 177 ℃.¹H-NMR(CDCl₃) δ: 2.26(3H, s), 3.21(3H, s), 3.87(2H, d), 4.06(2H, s), 4.57(2H, s), 5.96(1H, m), 6.36(1H, d), 6.79(1H, d), 6.92(1H, m), 7.08-7.36(23H, m) example 101:

N-methyl-N- (3-methylphenyl) -2- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-101): mp 133-.¹H-NMR(CDCl₃)δ：2.25(3H，s)，2.38(3H，s)，3.21(3H，s)，3.31(3H，s)，3.86(2H，d)，4.08(2H，s)，4.42(2H，s)，6.09(1H，brs)，6.74-7.35(17H，m)，7.79(1H，s)MS(m/z)：608(M+1)⁺Elemental analysis (C)₃₅H₃₇N₅O₅)

Calculated values: c, 69.18; h, 6.14; n, 11.52

Measured value: c, 68.96; h, 6.27; n, 11.41 example 102:

n, N-diethyl-2- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]methyl ester]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-102): mp 138-.¹H-NMR(CDCl₃)δ：1.14(3H，t)，1.22(3H，t)，2.27(3H，s)，3.22(3H，s)，3.35(2H，q)，3.40(2H，q)，3.90(2H，d)，4.09(2H，s)，4.68(2H，s)，6.01(1H，brs)，6.79(1H，d)，6.97-7.37(12H，m)，7.58(1H，s)MS(m/z)：560(M+1)⁺Elemental analysis (C)₃₁H₃₇N₅O₅)

Calculated values: c, 66.53; h, 6.66; n, 12.51

Measured value: c, 66.13; h, 6.98; n, 12.16 example 103:

N-methoxy-N-methyl-2- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-103):¹H-NMR(CDCl₃) δ: 2.25(3H, s), 3.21(3H, s), 3.22(3H, s), 3.75(3H, s), 3.90(2H, d), 4.09(2H, s), 4.84(2H, s), 6.10(1H, m), 6.75(1H, d), 6.94(1H, d), 7.05-7.35(11H, m), 7.84(1H, s) example 104:

n- (3-methoxypropyl) -N-N-pentyl-2- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]methyl ester]Acetyl group]Amino group]Phenoxy radical]-acetamide (1-104):¹H-NMR(CDCl₃)δ：0.88(3H，m)，1.23-1.86(8H，m)，2.26(3H，s)，3.21(3H，s)，3.25-3.44(6H，m)，3.30(3H，s)，3.90(2H，d)，4.09(2H，s)，4.69(2H，s)，6.06(1H，brs)，6.76(1H，d)，6.92-7.35(12H，m)，7.72(1H，s)MS(m/z)：646(M+1)⁺example 105:

1- [2- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]methyl ester]Acetyl group]Amino group]Phenoxy radical]Acetyl group]Pyrrolidine (1-105): mp 100-.¹H-NMR(DMSO-d₆)δ：1.75-1.90(4H，m)，2.22(3H，s)，3.18(3H，s)，3.30-3.34(4H，m)，3.64(2H，brs)，4.05(2H，brs)，4.74 (2H，brs)，6.29(1H，brs)，6.69(1H，d)，6.94-7.17 and 7.36-7.46(12H，m)，8.72(1H，s)MS(m/z)：558(M+1)⁺Example 106:

1- [2- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]methyl ester]Acetyl group]Amino group]Phenoxy radical]Acetyl group]Piperidine (1-106): mp 106-.¹H-NMR(CDCl₃)δ：1.56-1.65(6H，m)，2.26(3H，s)，3.22(3H，s)，3.44(2H，brs)，3.56(2H，brs)，3.90(2H，d)，4.10(2H，s)，4.68(2H，s)，6.06(1H，brs)，6.77(1H，d)，6.95-7.36(12H，m)，7.71(1H，s)MS(m/z)：572(M+1)⁺Example 107:

1- [2- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]methyl ester]Acetyl group]Amino group]Phenoxy radical]Acetyl group]Hexamethyleneimine (1-107): mp 147-.¹H-NMR(CDCl₃)δ：1.56 and 1.72-1.80(8H，m)，2.27(3H，s)，3.23(3H，s)，3.46(2H，m)，3.54(2H，m)，3.90(2H，d)，4.10(2H，s)，4.70(2H，s)，6.00(1H，brs)，6.78(1H，d)，6.96-7.36(12H，m)，7.58(1H，s)MS(m/z)：586(M+1)⁺Example 108:

N-cyclohexyl-N-methyl-2- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-108):mp 99-104℃。¹H-NMR(CDCl₃) δ: 1.26-1.86(10H, m), 2.27(3H, s), 2.85(3/2H, s), 2.87(3/2H, s), 3.22(3H, s), 3.57(1/2H, m), 3.90(2H, d), 4.09(2H, s), 4.37(1/2H, m), 4.67(1H, s), 4.72(1H, s), 6.01(1H, m), 6.78(1H, m), 6.93-7.57(13H, m) example 109:

n- (1-adamantyl) -2- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-109): mp 130-.¹H-NMR(DMSO-d₆)δ：1.61(6H，brs)，1.95(6H，brs)，1.99(3H，brs)，2.22(3H，s)，3.19(3H，s)，3.65(2H，s)，4.05(2H，s)，4.43(2H，s)，6.29(1H，brs)， 6.69(1H，d)，6.96-7.18 and 7.35-7.46(13H，m)，8.70(1H，s)MS(m/z)：638(M+1)⁺Example 110:

8- [2- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]methyl ester]Acetyl group]Amino group]Phenoxy radical]Acetyl group]-8-azaspiro [4, 5]]Decane (1-110): mp 187-.¹H-NMR(CDCl₃)δ：1.45(8H，brs)，1.63(4H，brs)，2.27(3H，s)，3.23(3H，s)，3.41(2H，brs)，3.57(2H，brs)，3.91(2H，d)，4.10(2H，s)，4.68(2H，s)，6.01(1H，brs)，6.78(1H，d)，6.95-7.36(12H，m)，7.57(1H，s)MS(m/z)：626(M+1)⁺Example 111:

N-cyclohexyl-N-methyl-2- [2- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-111): mp 153-.¹H-NMR(CDCl₃)δ：1.06-1.78(10H，m)，2.25(3H，s)，2.75&2.80(3H，s)，3.21(3H，s)，3.57(1H，d)，3.92-3.98(2H，m)，4.14(1H，brs)，4.67-4.77(3H，m)，6.17(1H，brs)，6.74-6.83，6.97-7.34 and 7.59-7.73(14H，m)MS(m/z)：600(M+1)⁺Example 112:

N-methyl-N- (4-methylphenyl) -2- [2- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-112): mp 122-.¹H-NMR(CDCl₃)δ：2.26(6H，s)，3.21(3H，s)，3.23(3H，s)，3.55(1H，d)，3.89-3.92(2H，m)，4.59(2H，s)，4.76(1H，d)，6.03(1H，brs)，6.75-6.80 and 7.01-7.35(17H，m)，7.72(1H，d)MS(m/z)：608(M+1)⁺Example 113:

N-Ethyl-N-N-propyl-2- [2- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-113): mp 113-.¹H-NMR(CDCl₃)δ：0.85(3H，t)，1.08(3H.t)，1.47-1.51(2H，m)，2.24(3H，s)，3.21(3H，s)，3.10-3.61(5H，m)，3.92(2H，d)，4.70-4.73(3H，m)，6.20(1H，brs)，6.75-6.82，6.98-7.33，7.65-7.70(14H，m)MS(m/z)：574(M+1)⁺Example 114:

N-N-butyl-N-ethyl-2- [2- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-114): mp 107-.¹H-NMR(CDCl₃)δ：0.90(3H，t)，1.11(3H，t)，1.24-1.31(2H，m)，1.45-1.54(2H，m)，2.25(3H，s)，3.22(3H，s)，3.13-3.59(5H，m)，3.92(2H，d)，4.71(3H，brs)，6.17(1H，brs)，6.75-6.82，6.98-7.33，7.67-7.70(14H，m)MS(m/z)：588(M+1)⁺Example 115:

N-methyl-N- (3, 5-dimethylphenyl) -2- [2- [ N- (N-methyl-N-phenylaminomethyl)Acrylmethyl) -N- [2- [3- (3-methylphenyl) ureido]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-115): mp 143-.¹H-NMR(CDCl₃)δ：2.26(6H，s)，2.34(3H，s)，3.22(6H，brs)，3.56(1H，d)，3.90(2H，m)，4.59(2H，s)，4.75(1H，d)，5.98(1H，brs)，6.75-6.83，6.96-7.38(16H，m)，7.71(1H，d)MS(m/z)：622(M+1)⁺Example 116:

N-methyl-N- (3, 4-dimethylphenyl) -2- [2- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-116): mp 106-.¹H-NMR(CDCl₃)δ：2.27(3H，s)，2.28(6H，s)，3.22(3H，s)，3.23(3H，s)，3.54(1H，d)，3.89(2H，m)，4.59(2H，s)，4.75(1H，d)，5.94(1H，brs)，6.75-6.82，6.93-7.36(16H，m)，7.71(1H，d)MS(m/z)：622(M+1)⁺Example 117:

N-methyl-N- (4-methylphenyl) -2- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-117): mp 148 and 150 ℃.¹H-NMR(CDC_l)δ：2.25(3H，s)，2.37(3H，s)，3.22(3H，s)，3.29(3H，s)，3.86(2H，d)，4.08(2H，s)，4.41(2H，s)，6.09(1H，brs)，6.75-7.35(17H，m)，7.77(1H，s)MS(m/z)：608(M+1)⁺Elemental analysis (C)₃₅H₃₇N₅O₅)

Calculated values: c, 69.18; h, 6.14; n, 11.52

Measured value: c, 68.89; h, 6.30; n, 11.50 example 118:

n- (3-chlorophenyl) -N-methyl-2- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-118):mp 140-143℃。¹H-NMR(CDCl₃) δ: elemental analysis (C) of 2.26(3H, s), 3.23(3H, s), 3.31(3H, s), 3.86(2H, d), 4.08(2H, s), 4.45(2H, s), 5.97(1H, brs), 6.77-7.36(17H, m), 7.51(1H, s)₃₄H₃₄ClN₅O₅)

Calculated values: c, 65.01; h, 5.46; n, 11.15

Measured value: c, 64.62; h, 5.49; n, 10.79 example 119:

n- (4-chlorophenyl) -N-methyl-2- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-119): mp 108-.¹H-NMR(CDCl₃) δ: elemental analysis (C) of 2.24(3H, s), 3.22(3H, s), 3.28(3H, s), 3.86(2H, d), 4.09(2H, s), 4.43(2H, s), 6.14(1H, brs), 6.74-7.42(17H, m), 7.94(1H, s)₃₄H₃₄ClN₅O₅)

Calculated values: c, 65.01; h, 5.46; n, 11.15

Measured value: c, 64.55; h, 5.78; n, 10.76 example 120:

n- (4-trifluoromethylphenyl) -N-methyl-2- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-120): mp 128-.¹H-NMR(CDCl₃)δ：2.25(3H，s)，3.23(3H，s)，3.34(3H，s)，3.8(2H，d)，4.08(2H，s)，4.45(2H，s)，6.00(1H，brs)，6.73-7.36(17H，m)，7.61(1H，s)MS(m/z)：662(M+1)⁺Elemental analysis (C)₃₅H₃₄F₃N₅O₅)

Calculated values: c, 63.53; h, 5.18; n, 10.58

Measured value: c, 63.50; h, 5.33; n, 10.59 example 121:

N-Ethyl-N- (3-methylphenyl) -2- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-121): mp 126-.¹H-NMR(CDCl₃)δ：1.14(3H，t)，2.24(3H，s)，2.38(3H，s)，3.21(3H，s)，3.77(2H，q)，3.86(2H，d)，4.07(2H，s)，4.37(2H，s)，6.10(1H，brs)，6.74-6.80(2H，m)，6.91(1H，s)，7.00-7.32(14H，m)，7.81(1H，s)MS(m/z)：622(M+1)⁺Elemental analysis (C)₃₆H₃₉N₅O₅)

Calculated values: c, 69.55; h, 6.32; n, 11.26

Measured value: c, 69.23; h, 6.37; n, 11.18 example 122:

n- (3-ethylphenyl) -N-methyl-2- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-122): mp 172-.¹H-NMR(CDCl₃)δ：1.23(3H，t)，2.25(3H，s)，2.67(2H，q)，3.21(3H，s)，3.32(3H，s)，3.86(2H，d)，4.07(2H，s)，4.42(2H，s)，6.08(1H，brs)，6.74-6.80(2H，m)，6.92(1H，s)，7.00-7.38(14H，m)，7.76(1H，s)MS(m/z)：622(M+1)⁺Elemental analysis (C)₃₆H₃₉N₅O₅)

Calculated values: c, 69.55; h, 6.32; n, 11.26

Measured value: c, 69.85; h, 6.35; n, 11.33 example 123:

n- (3-trifluoromethylphenyl) -N-methyl-2- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-123): mp 147-.¹H-NMR(CDCl₃)δ：2.25(3H，s)，3.23(3H，s)，3.34(3H，s)，3.84(2H，s)，4.07(2H，s)，4.44(2H，s)，5.98(1H，brs)，6.79(2H，d)，6.89(1H，s)，7.00-7.61(15H，m)MS(m/z)：662(M+1)⁺Elemental analysis (C)₃₅H₃₄F₃N₅O₅)

Calculated values: c, 63.53; h, 5.18; n, 10.58

Measured value: c, 63.27; h, 5.05; n, 10.54 example 124:

N-methyl-N- (3, 4-dimethylphenyl) -2- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-124): mp 193 and 195 ℃.¹H-NMR(CDCl₃)δ：2.25(3H，s)，2.27(6H，s)，3.22(3H，s)，3.29(3H，s)，3.86(2H.d)，4.08(2H，s)，4.42(2H，s)，6.03(1H，brs)，6.76(1H，d)，6.80(1H，d)，6.99(1H，s)，7.01-7.35(13H，m)，7.62(1H，brs)MS(m/z)：622(M+1)⁺Elemental analysis (C)₃₆H₃₉N₅O₅)

Calculated values: c, 69.55; h, 6.32; n, 11.26

Measured value: c, 69.14; h, 6.37; n, 11.16 example 125:

n- (3, 5-dimethylphenyl) -N-methyl-2- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-125): mp 192-.¹H-NMR(CDCl₃)δ：2.26(3H，s)，2.33(6H，s)，3.22(3H，s)，3.29(3H，s)，3.86(2H，d)，4.07(2H，s)，4.42(2H，s)，5.91(1H，brs)，6.78-7.36(17H，m)MS(m/z)：622(M+1)⁺Example 126:

N-methyl-N- (2-thiazolyl) -2- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-126):¹H-NMR(CDCl₃)δ：2.24(3H，s)，3.19(3H，s)，3.68(3H，s)，3.88(2H，d)，4.08(2H，s)，4.84(2H，s)，6.08(1H，brs)，6.63(1H，d)，6.74(1H，d)，6.93(1H，d)，6.95-7.34(12H，m)，7.78(1H，s)MS(m/z)：601(M+1)⁺example 127:

n- (3-benzyloxyphenyl) -N-methyl-2- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-127): mp 133-.¹H-NMR(CDCl₃)δ：2.28(3H，s)，3.24(3H，s)，3.31(3H，s)，3.83(2H，d)，4.07(2H，s)，4.41(2H，s)，5.08(2H，s)，5.65(1H，brs)，6.80-7.44(23H，m)MS(m/z)：700(M+1)⁺Elemental analysis(C)₄₁H₄₁ClN₅O₆)

Calculated values: c, 70.37; h, 5.91; n, 10.01

Measured value: c, 70.16; h, 6.03; n, 10.23 example 128:

2- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]methyl ester]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-128): mp 115 and 117 ℃.¹H-NMR(DMSO-d₆)δ：2.22(3H，s)，3.18(3H，s)，3.36(2H，brs)，3.65(2H，s)，4.06(2H，s)，4.45(2H，s)，6.30(1H，brs)，6.70(1H，d)，6.99-7.17 and 7.35-7.60(12H，m)，8.72(1H，s)MS(m/z)：504(M+1)⁺Example 129:

n-methyl-2- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-129): mp 177 and 179 ℃.¹H-NMR(DMSO-d₆)δ：2.22(3H，s)，2.66(3H，d)，3.19(3H，s)，3.66(2H，s)，4.06(2H，s)，4.49(2H，s)，6.29(1H，brs)，6.70(1H，d)，7.00-7.17 and 7.34-7.46(12H，m)，8.08(1H，d)，8.71(1H，s)MS(m/z)：518(M+1)⁺Example 130:

N-Ethyl-2- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-130): mp 150-.¹H-NMR(DMSO-d₆)δ：1.04(3H，t)，2.22(3H，s)，3.15(2H，m)，3.18(3H，s)，3.65(2H，d)，4.06(2H，s)，4.48(2H，s)，6.29(1H，brs)，6.70(1H，d)，7.00-7.17 and 7.34-7.48(12H，m)，8.14(1H，brs)，8.71(1H，s)MS(m/z)：532(M+1)⁺Elemental analysis (C)₂₉H₃₃N₅O₅)

Calculated values: c, 65.52; h, 6.26; n, 13.17

Measured value: c, 65.08; h, 6.3O; n, 12.85 example 131:

N-methyl-N-phenyl-2- [2- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (2-methylphenyl) ureido]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-131):mp 211-212℃。¹H-NMR(CDCl₃)δ：2.20(3H，s)，3.22(3H，s)，3.23(3H，s)，3.54(1H，d)，3.78(1H，dd)，3.92(1H，dd)，4.36(2H，s)，4.67(1H，d)，5.99(1H，brs)，6.59(1H，s)，6.63(1H，d)，6.96-7.03 and 7.12-7.43(15H，m)，7.54(1H，d)，7.68(1H，d)MS(m/z)：594(M+1)⁺elemental analysis (C)₃₄H₃₅ClN₅O₅)

Calculated values: c, 68.79; h, 5.94; n, 11.80

Measured value: c, 68.46; h, 6.06; n, 11.68 example 132:

N-methyl-N-phenyl-2- [2- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (4-methylphenyl) ureido]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-132): mp 176 and 177 ℃.¹H-NMR(CDCl₃)δ：2.26(3H，s)，3.22(3H，s)，3.25(3H，s)，3.54(1H，d)，3.90(2H，m)，4.38(2H，s)，4.68(1H，d)，6.00(1H，brs)，6.62(1H，d)，6.96-7.03 and 7.17-7.44(17H，m)，7.69(1H，d)MS(m/z)：594(M+1)⁺Elemental analysis (C)₃₄H₃₅N₅O₅)

Calculated values: c, 68.79; h, 5.94; n, 11.80

Measured value: c, 68.38; h, 6.04; n, 11.73 example 133: N-methyl-N-phenyl-2- [2- [ N- [2- [3- (3-trifluoromethylphenyl) ureido]methyl ester]Acetyl group]-N-(N-methyl-N-phenylcarbamoylmethyl) amino]Phenoxy radical]Acetamide (1-133): mp 148 and 150 ℃.¹H-NMR(CDCl₃)δ：3.20(3H，s)，3.26(3H，s)，3.60(1H，d)，3.95(2H，s)，4.43(2H，s)，4.66(1H，d)，6.65(1H，d)，6.99(1H，t)，7.12-7.70(17H，m)，8.14(1H，brs)MS(m/z)：648(M+1)⁺Elemental analysis (C)₃₄H₃₂F₃N₅O₅)

Calculated values: c, 63.05; h, 4.98; n, 10.81

Measured value: c, 62.77; h, 4.93; n, 10.68 example 134:

N-methyl-N-phenyl-2- [2- [ N- [2- [3- (3-ethylphenyl) ureido]urea]Acetyl group]-N- (N-methyl-N-phenylcarbamoylmethyl) amino]Phenoxy radical]Acetamide (1-134): mp 186-.¹H-NMR(CDCl₃)δ：1.18(3H，t)，2.56(2H，q)，3.20(3H，s)，3.25(3H，s)，3.56(1H，d)，3.90(2H，q)，4.39(2H，s)，4.69(1H，d)，6.63(1H，d)，6.79(1H，d)，6.96-7.43(17H，m)，7.69(1H，d)MS(m/z)：608(M+1)⁺Elemental analysis (C)₃₅H₃₇N₅O₅)

Calculated values: c, 69.18; h, 6.14; n, 11.52

Measured value: c, 68.63; h, 6.11; n, 11.36 example 135:

N-methyl-N-phenyl-2- [2- [ N- [2- [3- (3-acetylphenyl) ureido]urea]Acetyl group]-N- (N-methyl)radical-N-phenylcarbamoylmethyl) amino]Phenoxy radical]Acetamide (1-135):¹H-NMR(CDCl₃)δ：2.51(3H，s)，3.20(3H，s)，3.28(3H，s)，3.58(1H，d)，3.98(2H，d)，4.43(2H，s)，4.68(1H，d)，6.32(1H，brs)，6.64(1H，d)，6.99(1H，t)，7.15-7.57(14H，m)，7.70(1H，d)，7.89(1H，s)，8.12(1H，s)MS(m/z)：622(M+1)⁺example 136:

N-methyl-N-phenyl-2- [2- [ N- [2- [3- [3- (1-hydroxyethyl) phenyl]methyl ester]Urea radical]Acetyl group]-N- (N-methyl-N-phenylcarbamoylmethyl) amino]Phenoxy radical]Acetamide (1-136):¹H-NMR(CDCl₃)δ：1.38(3H，d)，3.17(3H，s)，3.25(3H，s)，3.57(1H，d)，3.89(2H，brs)，4.39(2H，s)，4.67-4.71(2H，m)，6.26(1H，brs)，6.63(1H，d)，6.85(1H，d)，6.97-7.44(15H，m)，7.71(1H，d)，7.87(1H，brs)MS(m/z)：624(M+1)⁺example 137:

N-methyl-N-phenyl-2- [2- [ N- [2- [3- [3- (1-hydroxyiminoethyl) phenyl]Urea radical]Acetyl group]-N- (N-methyl-N-phenylcarbamoylmethyl) amino]Phenoxy radical]Acetamide (1-137):mp 175-182℃。¹H-NMR(DMSO-d₆)δ：2.10(3H，s)，3.34(6H，brs)，3.50-3.54(2H，m)，3.76(1H，dd)，4.47-4.54(3H，m)，6.24(1H，brs)，6.85(1H，brs)，7.04(1H，t)，7.15-7.44(14H，m)，7.59(1H，d)，7.68(1H，s)，8.86(1H，s)，11.14(1H，s)MS(m/z)：637(M+1)⁺example 138:

N-methyl-N-phenyl-2- [2- [ N- [2- [3- [3- [1- (N-hydroxyamino) ethyl]methyl]Phenyl radical]Urea radical]Acetyl group]-N- (N-methyl-N-phenylcarbamoylmethyl) amino]Phenoxy radical]Acetamide (1-138): mp 117-.¹H-NMR(CDCl₃)δ：1.28(3H，brs)，3.18(3H，s)，3.26(3H，s)，3.56(1H，d)，3.84-4.06(3H，m)，4.41(2H，s)，4.68(1H，d)，6.27(1H，brs)，6.65(1H，d)，6.83(1H，d)，7.00-7.45 and 7.72-7.75(17H，m)MS(m/z)：639(M+1)⁺Example 139:

N-methyl-N- (3, 5-dimethylphenyl) -2- [3- [ N- [2- [3- (3-cyanophenyl) ureido]urea]Acetyl group]-N- (N-methyl-N-phenylcarbamoylmethyl) amino]Phenoxy radical]Acetamide (1-139): mp 118-.¹H-NMR(CDCl₃)δ：

2.35(6H，s)，3.23(3H，s)，3.30(3H，s)，3.88(2H，d)，4.10(2H，s)，4.46(2H，s)，6.23(1H，brs)，6.79-7.45(15H，m)，7.80(1H，d)，8.48(1H，s)MS(m/z)：633(M+1)⁺Example 140:

N-methyl-N- (3, 5-dimethylphenyl) -2- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- [3- (5-tetrazolyl) phenyl]Urea radical]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-140): mp 152-.¹H-NMR(DMSO-d₆)δ：2.27(6H，s)，3.19(6H，brs)，3.63(2H，s)，4.03(2H，s)，4.48(2H，s)，6.40(1H，brs)，6.83-7.07 and 7.34-7.55(16H，m)，8.11(1H，s)，9.08(1H，s)MS(m/z)：676(M+1)⁺Example 141:

N-methyl-N- (3, 5-dimethylphenyl) -2- [2- [ N- [2- [3- (3-acetylphenyl) ureido]urea]Acetyl group]-N- (N-methyl-N-phenylcarbamoylmethyl) amino]Phenoxy radical]Acetamide (1-141): mp 190 and 191 ℃.¹H-NMR(CDCl₃)δ：2.36(6H，s)，2.55(3H，s)，3.23(3H，s)，3.30(3H，s)，3.45(1H，d)，3.99(1H，dd)，4.10(1H，dd)，4.46(2H，s)，4.67(1H，d)，6.15(1H，brs)，6.60(1H，d)，6.88(2H，s)，6.97(1H，t)，7.05(1H，s)，7.19-7.37(9H，m)，7.50(1H，d)，7.69(1H，t)，7.83(1H，s)Example 142:

N-methyl-N- (3, 5-dimethylphenyl) -2- [2- [ N- [2- [3- (3-hydroxymethylphenyl) ureido]urea]Acetyl group]-N- (N-methyl-N-phenylcarbamoylmethyl) amino]Phenoxy radical]Acetamide (1-142): mp 186-.¹H-NMR(CDCl₃)δ：2.10(1H，brs)，2.34(6H，s)，3.17(3H，s)，3.22(3H，s)，3.59(1H，d)，3.92(2H，d)，4.40(2H，s)，4.47(2H，s)，4.72(1H，d)，6.27(1H，brs)6.63(1H, d), 6.82-6.85(3H, m), 6.97-7.31(11H, m), 7.72(1H, d), 7.85(1H, brs) example 143:

N-methyl-N- (3, 5-dimethylphenyl) -2- [2- [ N- [2- [3- [3- (2-hydroxyethyl) phenyl]Urea radical]Acetyl group]-N- (N-methyl-N-phenylcarbamoylmethyl) amino]Phenoxy radical]Acetamide (1-143): mp 222 and 224 ℃.¹H-NMR(CDCl₃)δ：2.35(6H，s)，2.78(2H，t)，3.23(3H，s)，3.24(3H，s)，3.51(1H，d)，3.81(2H，t)，3.93(2H，s)，4.43(2H，s)，4.68(1H，d)，6.07(1H，brs)，6.61(1H，d)，6.81-6.84(3H，brs)，6.99(1H，t)，7.04(1H，s)，7.13-7.14(2H，m)，7.21-7.37(8H，m)，7.71(1H，d)Example 144:

N-methyl-N- (3, 5-dimethylphenyl) -2- [2- [ N- [2- [3- [3- (1-hydroxyethyl) phenyl]Urea radical]Acetyl group]-N- (N-methyl-N-phenylcarbamoylmethyl) amino]Phenoxy radical]Acetamide (1-144): mp 248-249 ℃.¹H-NMR(CDCl₃+DMSO-d₆)δ：1.40(3H，d)，2.35(6H，s)，3.22(3H，s)，3.25(3H，s)，3.54(1H，d)，3.67(1H，d)，3.89(1H，d)，4.40(2H，s)，4.72-4.77(2H，m)，6.20(1H，brs)，6.66(1H，d)，6.85(2H，s)，6.93-6.99(2H，m)，7.03(1H，s)，7.14(1H，t)，7.24-7.42(7H，m)，7.52 (1H， s)， 7.66 (1H， d)， 8.36 (1H， brs)MS(m/z)：652(M+1)⁺Example 145:

N-methyl-N- (3, 5-dimethylphenyl) -2- [2- [ N- [2- [3- [3- (N-hydroxyiminomethyl) phenyl]Urea radical]Acetyl group]-N- (N-methyl-N-phenylcarbamoylmethyl) amino]Phenoxy radical]Acetamide (1-145): mp 227-.¹H-NMR(CDCl₃+DMSO-d₆)δ：2.35(6H，s)，3.23(3H，s)，3.25(3H，s)，3.55(1H，d)，3.77(1H，dd)，3.91(1H，dd)，4.40(2H，s)，4.74(1H，d)，6.22(1H，brs)，6.64(1H，d)，6.84(2H，s)，6.97(1H，t)，7.03(1H, s), 7.17-7.41(9H, m), 7.57(1H, s), 7.68(1H, d), 8.01(1H, s), 8.21(1H, brs), 10.41(1H, s) example 146:

N-methyl-N- (3, 5-dimethylphenyl) -2- [2- [ N- (N-methyl-N-phenylcarbamoylmethyl) amideRadical) -N- [2- [3- [3- (N, N-dimethylamino) phenyl]Urea radical]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-146): mp 225-.¹H-NMR(CDCl₃)δ：2.34(6H，s)，2.90(6H，s)，3.22(3H，s)，3.23(3H，s)，3.53(1H，d)，3.85(1H，dd)，3.95(1H，dd)，4.40(2H，s)，4.71(1H，d)，6.05(1H，brs)，6.38(1H，dd)，6.49(1H，d)，6.61(1H，d)，6.82(2H，s)，6.92-7.35(11H，m)，7.70(1H，d)MS(m/z)：651(M+1)⁺Example 147:

N-methyl-N- (3, 5-dimethylphenyl) -2- [2- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- [3- [1- (N, N-dimethylamino) ethyl]Phenyl radical]Urea radical]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-147):¹H-NMR(CDCl₃)δ：1.79(3H，d)，2.36(6H，s)，2.58(3/2H，s)，2.64(3/2H，s)，2.71(3/2H，s)，2.76(3/2H，s)，3.19(3H，s)，3.25(3H，s)，3.54(1H，d)，3.88(1H，d)，4.03(1H，m)，4.22(1H，brs)，4.45(2H，s)，4.68(1H，d)，6.65-7.46(15H，m)，7.66(1H，d)，8.44(1H，brs)，11.94(1H，brs)MS(m/z)：679(M+1)⁺example 148:

N-methyl-N- (3, 5-dimethylphenyl) -2- [2- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- [2- (N, N-dimethylamino) ethyl]Phenyl radical]Urea radical]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-148):¹H-NMR(CDCl₃)δ：2.35(6H，s)，2.37(6H，s)，2.63(2H，brs)，2.76-2.79(2H，brs)，3.22(3H，s)，3.24(3H，s)，3.56(1H，d)，3.96(2H，q)，4.43(2H，s)，4.64(1H，d)，6.19(1H，brs)，6.61(1H，d)，6.80(1H，d)，6.85(2H，s)，6.98(1H，t)，7.00(1H，s)，7.04-7.35(9H，m)，7.65(2H，brs)MS(m/z)：679(M+1)⁺example 149:

N-methyl-N-phenyl-2- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- [3- (N, N-dimethylamino) phenyl]Urea radical]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-149):mp 184-155℃。¹H-NMR(CDCl₃)δ：2.91(6H，s)，3.23(3H，s)，3.24(3H，s)，3.84(2H，d)，4.06(2H，s)，4.41(2H，s)，5.92(1H，brs)，6.42(1H, brs), 6.56(1H, d), 6.80(1H, d), 6.84-6.87(2H, m), 6.96(1H, d), 7.04-7.24 and 7.32-7.48(13H, m) example 150:

N-methyl-N-phenyl-2- [2- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- [3- (1-pyrrolidinyl) phenyl]Urea radical]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-150): mp 227-.¹H-NMR(CDCl₃)δ：1.94-1.98(4H，m)，3.23-3.26(10H，m)，3.51(1H，d)，3.82(1H，dd)，3.93(1H，dd)，4.37(2H，s)，4.71(1H，d)，5.98(1H，brs)，6.22(1H，d)，6.42(1H，d)，6.62(1H，d)，6.71(1H，s)，6.87(1H，s)，6.98(1H，t)，7.06(1H，t)，7.20-7.44(11H，m)，7.69(1H，d)MS(m/z)：648(M⁺) Example 151:

n- (3-benzyloxyphenyl) -N-methyl-2- [2- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- [3- (N, N-dimethylamino) phenyl]Urea radical]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-151):mp 157-158℃。¹H-NMR(CDCl₃)δ：2.91(6H，s)，3.24(6H，s)，3.50(1H，d)，3.85(1H，dd)，3.95(1H，dd)，4.35(2H，s)，4.70(1H，d)，5.08(2H，s)，5.94(1H，brs)，6.39(1H，dd)，6.49(1H，d)，6.56(1H，d)，6.79(1H，s)，6.80(1H，d)，6.85(1H，s)，6.89(1H，s)，6.96-7.01(2H，m)，7.08(1H，t)，7.20-7.43(12H，m)，7.69(1H，d)MS(m/z)：729(M+1)⁺example 152:

n- (3-benzyloxyphenyl) -N-methyl-2- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- [3- (N, N-dimethylamino) phenyl]Urea radical]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-152): mp 128-129 ℃.¹H-NMR(CDCl₃)δ：2.91(6H，s)，3.23(3H，s)，3.31(3H，s)，3.83(2H，d)，4.06(2H，s)，4.40(2H，s)，5.08(2H，s)，5.71(1H，brs)，6.43(1H，d)，6.53(1H，d)，6.80(2H，brs)，6.89-7.45(19H，m)MS(m/z)：729(M+1)⁺Elemental analysis (C)₄₂H₄₄N₆O₅)

Calculated values: c, 69.21; h, 6.08; n, 11.53

Measured value: c, 69.01; h, 6.17; n, 11.48 example 153:

n- (3-hydroxyphenyl) -N-methyl-2- [2- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- [3- (N, N-dimethylamino) phenyl]Urea radical]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-153):mp 252-254℃。¹H-NMR(DMSO-d₆)δ：2.82(6H，s)，3.11-3.15(7H，m)，3.49(1H，d)，3.76(1H，dd)，4.49(3H，m)，6.18(1H，brs)，6.27(1H，d)，6.56(1H，d)，6.79-6.84(5H，m)，6.98(1H，t)，7.03(1H，t)，7.23-7.43(7H，m)，7.58(1H，d)，8.61(1H，s)，9.80(1H，brs)MS(m/z)：639(M+1)⁺elemental analysis (C)₃₅H₃₈N₆O₆)

Calculated values: c, 65.82; h, 6.00; n, 13.16

Measured value: c, 65.56; h, 5.99; n, 12.97 example 154:

n- (3-hydroxyphenyl) -N-methyl-2- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- [3- (N, N-dimethylamino) phenyl]Urea radical]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-154): mp 199-.¹H-NMR(DMSO-d₆)δ：2.82(6H，s)，3.18(6H，brs)，3.60(2H，s)，4.03(2H，s)，4.50(2H，s)，6.22(1H，brs)，6.27(1H，dd)，6.57(1H，d)，6.81-7.01 and 7.22-7.46(15H，m)，8.63(1H，s)，9.78(1H，brs)MS(m/z)：639(M+1)⁺Elemental analysis (C)₃₅H₃₈N₆O₆)

Calculating a value; c, 65.82; h, 6.00; n, 13.16

Measured value: c, 65.66; h, 6.02; n, 13.12 example 155:

2- [ 2-methoxy-3- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl acetate (1-155):¹H-NMR(CDCl₃)δ：3.26(3H，s)，3.27(3H，s)，3.52(1H，d)，3.63(2H，s)，3.68(3H，s)，3.69(3H，s)，3.84(1H，dd)，3.96(1H，dd)，4.39(2H，s)，4.70(1H，d)，6.22(1H，brs)，6.62(1H，d)，6.85(1H，d)，6.97-7.01(2H，m)，7.12(1H，s)，722-7.45(11H, m), 7.70(1H, d), 7.90(1H, d) examples 156:

2- [ 4-methoxy-3- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl acetate (1-156): mp 168 and 169 ℃.¹H-NMR(CDCl₃)δ：3.26(6H，s)，3.52(2H，s)，3.56(1H，d)，3.64(3H，s)，3.74(1H，dd)，3.80(3H，s)，3.93(1H，dd)，4.37(2H，s)，4.72(1H，d)，5.93(1H，brs)，6.63(1H，d)，6.75(1H，d)，6.82(1H，dd)，6.97-7.01(2H，m)，7.21-7.44(11H，m)，7.71(1H，d)，7.97(1H，s)MS(m/z)：682(M+1)⁺Elemental analysis (C)₃₇H₃₉N₅O₈)

Calculated values: c, 65.19; h, 5.77; n, 10.27

Measured value: c, 64.79; h, 5.80; n, 10.26 example 157:

2- [ 2-methoxy-3- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-157):¹H-NMR(CDCl₃) δ: 3.24(3H, s), 3.25(3H, s), 3.51(3H, s), 3.56(1H, d), 3.62(2H, s), 3.71(1H, dd), 3.92(1H, dd), 4.38(2H, s), 4.71(1H, d), 6.61-6.63(2H, m), 6.83(1H, d), 6.97-6.99(2H, m), 7.20-7.43(12H, m), 7.69(1H, d), 7.89(1H, d) example 158:

2- [ 4-methoxy-3- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-158):¹H-NMR(CDCl₃)δ：3.24(3H，s)，3.25(3H，s)，3.51(2H，s)，3.56(1H，d)，3.73(4H，brs)，3.88(1H，dd)，4.36(2H，s)，4.70(1H，d)，6.13(1H，brs)，6.63(1H，d)，6.69(1H，d)， 6.81(1H，d)，6.97(1H，t)，7.15-7.41(12H，m)，7.67(1H，d)，7.90(1H，s)MS(m/z)：668(M+1)⁺example 159:

2- [3- [3- [ N- [2- [ N-methyl-N- (2, 5-dimethylphenyl) carbamoylmethoxy]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (1-159):mp 179-180℃¹H-NMR(CDCl₃) δ: 2.22(3/2H, s), 2.24(3/2H, s), 2.35(3H, s), 3.20(3H, s), 3.24(3H, s), 3.53(1H, d), 3.55(2H, s), 3.65(3H, s), 3.95(2H, s), 4.14-4.21(1H, m), 4.44(1H, d), 4.68(1H, d), 6.07(1H, brs), 6.63(1H, brs), 6.85(1H, d), 6.96-7.00(2H, m), 7.12-7.34(11H, m), 7.53(1H, brs), 7.70(1H, d) embodiment 160:

2- [3- [3- [ N- [2- [ N-methyl-N- (2, 5-dimethylphenyl) carbamoylmethoxy]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Tert-butyl acetate (1-160):¹H-NMR(CDCl₃) δ: 1.42(9H, s), 2.20(3/2H, s), 2.26(3/2H, s), 2.34(3/2H, s), 2.35(3/2H, s), 3.23(3H, s), 3.24(3H, s), 3.45(2H, s), 3.46(1H, d), 3.96(2H, s), 4.18-4.20(1H, m), 4.42(1H, m), 4.67(1H, d), 5.91(1H, brs), 6.60(1H, d), 6.88(1H, d), 6.95-7.02 and 7.13-7.39(14H, m), 7.69(1H, d) example 161:

(±) -2- [3- [3- [ N- [2- [ N-methyl-N- (2, 5-dimethylphenyl) carbamoylmethoxy]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl propionate (1-161): mp 196 and 197 ℃.¹H-NMR(CDCl₃)δ：1.43(3H，d)，2.22(3/2H，s)，2.23(3/2H，s)，2.34(3H，s)，3.20(3H, s), 3.21(3H, s), 3.54(1H, d), 3.61(3H, s), 3.62(1H, q), 3.94(2H, s), 4.15-4.21(1H, m), 4.44(1H, d), 4.68(1H, d), 6.11(1H, brs), 6.63(1H, t), 6.87(1H, d), 6.96-7.02 and 7.12-7.33(13H, m), 7.59(1H, brs), 7.69(1H, d) example 162:

(±) -2- [3- [3- [ N- [2- [ N-methyl-N- (2, 5-dimethylphenyl) carbamoylmethoxy]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Tert-butyl propionate (1-162):¹H-NMR(CDCl₃)δ：1.38(9H，s)，1.39(3H，d)，2.21(3/2H，s)，2.27(3/2H，s)，2.34(3/2H, s), 2.36(3/2H, s), 3.22(3H, s), 3.24(3H, s), 3.46(1H, d), 3.53(1H, q), 3.95(2H, d), 4.14-4.21(1H, m), 4.43(1H, d), 4.67(1H, d), 5.94(1H, brs), 6.61(1H, d), 6.90(1H, d), 6.95-7.02 and 7.13-7.39(14H, m), 7.70(1H, d) example 163:

2- [3- [3- [ N- [3- [ N-methyl-N- (2, 5-dimethylphenyl) carbamoylmethoxy]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (1-163): mp 160-.¹H-NMR(CDCl₃)δ2.24(3H，s)，2.33(3H，s)，3.22(3H，s)，3.23(3H，s)，3.54(2H，s)，3.64(3H，s)，3.85(2H，d)，4.08(2H，s)，4.20(1H，d)，4.40(1H，d)，6.03(1H，brs)，6.78(1H，d)，6.86(1H，d)，6.92(1H，s)，7.02-7.36(13H，m)，7.78(1H，brs)Example 164:

2- [3- [3- [ N- [3- [ N-methyl-N- (2, 5-dimethylphenyl) carbamoylmethoxy]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]T-butyl acetate (1-164):¹H-NMR(CDCl₃) δ: 1.41(9H, s), 2.24(3H, s), 2.33(3H, s), 3.21(3H, s), 3.23(3H, s), 3.43(2H, s), 3.85(2H, d), 4.08(2H, s), 4.21(1H,d), 4.40(1H, d), 6.02(1H, brs), 6.77(1H, dd), 6.86(1H, d), 6.91(1H, s), 7.03(1H, d), 7.06(1H, s), 7.10-7.35(11H, m), 7.78(1H, brs) example 165:

(±) -2- [3- [3- [ N- [3- [ N-methyl-N- (2, 5-dimethylphenyl) carbamoylmethoxy]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl propionate (1-65): mp 169-170 ℃.¹H-NMR(CDCl₃) δ: 1.44(3H, d), 2.24(3H, s), 2.34(3H, s), 3.22(3H, s), 3.23(3H, s), 3.61(3H, s), 3.64(1H, q), 3.86(2H, d), 4.08(2H, s), 4.21(1H, d), 4.40(1H, d), 5.98(1H, brs), 6.78(1H, d), 6.88-6.91(2H, m), 7.02(1H, d), 7.06(1H, s), 7.10-7.37(11H, m), 7.63(1H, brs) example 166:

(±) -2- [3- [3- [ N- [3- [ N-methyl-N- (2,5-dimethylphenyl) carbamoylmethoxy]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Tert-butyl propionate (1-166):¹H-NMR(CDCl₃) δ: 1.37(9H, s), 1.38(3H, d), 2.24(3H, s), 2.33(3H, s), 3.22(3H, s), 3.23(3H, s), 3.53(1H, q), 3.85(2H, d), 4.08(2H, s), 4.21(1H, d), 4.40(1H, d), 5.95(1H, brs), 6.78(1H, dd), 6.90(2H, brs), 7.02(1H, d), 7.07(1H, s), 7.10-7.36(11H, m), 7.60(1H, brs) embodiment 167:

2- [3- [3- [ N- [2- [ N-methyl-N- (2, 6-dimethylphenyl) carbamoylmethoxy]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (1-167): mp 113 and 115 ℃.¹H-NMR(CDCl₃) δ: 2.23(3H, s), 2.26(3H, s), 3.17(3H, s), 3.21(3H, s), 3.53-3.55(1H, m), 3.55(2H, s), 3.65(3H, s), 3.93(2H, s), 4.21(2H, s), 4.67(1H, d), 6.07(1H, brs), 6.65(1H, d), 6.86(1H, d), 6.98(1H, t), 7.12-7.35(12H, m), 7.50(1H, s), 7.69(1H, d) example 168:

(±) -2- [3- [3- [ N- [2- [ N-methyl-N- (2, 6-dimethylphenyl) carbamoylmethoxy]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl propionate (1-168):mp 120-122℃。¹H-NMR(CDCl₃) δ: 1.45(3H, d), 2.25(3H, s), 2.29(3H, s), 3.19(3H, s), 3.23(3H, s), 3.50(1H, d), 3.62(3H, s), 3.65(1H, q), 3.94(2H, s), 4.21(2H, s), 4.67(1H, d), 6.03(1H, brs), 6.64(1H, d), 6.88(1H, d), 6.98(1H, t), 7.14-7.36(13H, m), 7.69(1H, d) example 169:

2- [3- [3- [ N- [3- [ N-methyl-N- (2, 6-dimethylphenyl) carbamoylmethoxy]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (1-169):¹H-NMR(CDCl₃)δ：2.28(6H，s)，3.20(6H，s)，3.53(2H，s)，3.64(3H，s)，3.85(2H，d)，4.07(2H，s)，4.21(2H，s)，6.04(1H，brs)，6.76(1H，d)，6.85(1H，d)，6.91(1H，s)，7.03-736(13H, m), 7.88(1H, brs) example 170:

(±) -2- [3- [3- [ N- [3- [ N-methyl-N- (2, 6-dimethylphenyl) carbamoylmethoxy]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl propionate (1-170):¹H-NMR(CDCl₃)δ：1.43(3H，d)，2.28(6H，s)，3.20(3H，s)，3.21(3H，s)，3.61(3H，s)，3.64(1H，q)，3.85(2H，d)，4.08(2H，s)，4.21(2H，s)，6.02(1H，brs)，6.76(1H，d)，6.87-6.90(2H，m)，7.03-7.38(13H，m)，7.76(1H，brs)example 171:

2- [3- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [3- (N-methyl-N-phenylcarbamoylmethylthio) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl acetate (1-171): mp 98-99 ℃.¹H-NMR(CDCl₃)δ：3.23(3H，s)，3.29(3H，s)，3.52(2H，s)，3.54(2H，s)，3.65(3H，s)，3.85(2H，d)，4.08(2H，s)，5.90(1H，brs)，6.88(1H，d)，7.14-7.52(18H，m)MS(m/z)：668(M+1)⁺Elemental analysis (C)₃₆H₃₇N₅O₆S)

Calculated values: c, 64.75; h, 5.58; n, 10.49

Measured value: c, 64.46; h, 5.55; n, 10.50 example 172:

2- [3- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [3- (N-methyl-N-phenylcarbamoylmethylthio) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-172):¹H-NMR(CDCl₃)δ：3.24(3H，s)，3.29(3H，s)，3.53(4H，m)，3.81(2H，d)，4.06(2H，s)，6.24(1H，brs)，6.85(1H，d)，7.05(1H，s)，7.11-7.44(16H，m)，7.78(1H，s)MS(m/z)：654(M+1)⁺example 173:

2- [3- [3- [ N- [2- [ N-methyl-N- (2, 5-dimethylphenyl) carbamoylmethoxy]Benzene and its derivativesBase of]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-173):¹H-NMR(CDCl₃)δ：2.15(3/2H，s)，2.23(3/2H，s)，2.30(3/2H，s)，2.34(3/2H，s)，3.15(3H，s)，3.23(3H，s)，3.50(2H, s), 3.58(1H, dd), 3.82-3.90(2H, m), 4.15(1H, dd), 4.40(1H, dd), 4.71(1H, dd), 6.35(1H, brs), 6.64(1H, m), 6.82(1H, d), 6.93-6.99(2H, m), 7.09-7.35(10H, m), 7.46(1H, d), 7.69(1H, d), 7.77(1H, s) example 174:

(±) -2- [3- [3- [ N- [2- [ N-methyl-N- (2, 5-dimethylphenyl) carbamoylmethoxy]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Propionic acid (1-174):¹H-NMR(CDCl₃) δ: 1.48(3H, m), 2.14(1H, s), 2.16(1H, s), 2.23(1H, s), 2.31(1H, s), 2.33(1H, s), 2.35(1H, s), 3.14(3H, s), 3.22(3/2H, s), 3.23(3/2H, s), 3.55-3.68(2H, m), 3.80-3.89(2H, m), 4.13(1H, d), 4.38(1H, d), 4.68(1H, m), 6.39(1H, brs), 6.63(1H, m), 6.89(1H, d), 6.94-7.37(12H, m), 7.49(1H, d), 7.67(1H, d), 7.81(1H, s) example 175:

2- [3- [3- [ N- [3- [ N-methyl-N- (2, 5-dimethylphenyl) carbamoylmethoxy]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid(1-175)：¹H-NMR (CDCl₃) δ: 2.23(3H, s), 2.32(3H, s), 3.22(3H, s), 3.50(2H, s), 3.79(2H, s), 4.05(2H, s), 4.20(1H, d), 4.39(1H, d), 6.25(1H, brs), 6.72(1H, d), 6.81(1H, d), 6.89(1H, s), 6.97(1H, d), 7.05-7.40(12H, m), 7.98(1H, s) example 176:

(±) -2- [3- [3- [ N- [3- [ N-methyl-N- (2, 5-dimethylphenyl) carbamoylmethoxy]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Propionic acid (1-176):¹H-NMR(CDCl₃) δ: 1.43(3H, d), 2.23(3H, s), 2.32(3H, s), 3.23(6H, s), 3.62(1H, q), 3.78(2H, s), 4.04(2H, s), 4.20(1H, d), 4.39(1H, d), 6.28(1H, brs), 6.72(1H, d), 6.86-6.88(2H, m), 6.95(1H, d), 7.05-7.43(12H, m), 8.01(1H, s) example 177:

2- [3- [3- [ N- [2- [ N-methyl-N- (2, 6-dimethylphenyl) carbamoylmethoxy]Phenyl radical]-N- (N-methyl-N-phenylaminomethyl)Acylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-177):mp 172-173℃。¹H-NMR(CDCl₃): 2.19(3H, s), 2.26(3H, s), 3.13(3H, s), 3.24(3H, s), 3.55(2H, s), 3.57(1H, d), 3.83(1H, dd), 3.89(1H, dd), 4.17(2H, s), 4.68(1H, d), 6.32(1H, brs), 6.66(1H, d), 6.86(1H, d), 6.97(2H, brs), 7.10-7.38(10H, m), 7.50(1H, d), 7.60(1H, s), 7.68(1H, d) embodiment 178:

(±) -2- [3- [3- [ N- [2- [ N-methyl-N- (2, 6-dimethylphenyl) carbamoylmethoxy]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Propionic acid (1-178):¹H-NMR(CDCl₃) δ: 1.48(3H, m), 2.16(3/2H, s), 2.19(3/2H, s), 2.25(3H, s), 3.11(3/2H, s), 3.12(3/2H, s), 3.21(3/2H, s), 3.23(3/2H, s), 3.58(1H, d), 3.65-3.75(2H, m), 3.87(1H, dd), 4.16(2H, s), 4.66(1H, d), 6.36(1H, brs), 6.66(1H, d), 6.90(1H, d), 6.96(1H, t), 7.03-7.36(11H, m), 7.51(1H, m), 7.66(1H, d), 7.79(1H, s) example 179:

2- [3- [3- [ N- [3- [ N-methyl-N- (2, 6-dimethylphenyl) carbamoylmethoxy]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-179):¹H-NMR(CDCl₃) δ: 2.27(6H, s), 3.20(6H, s), 3.47(2H, s), 375(2H, s), 4.03(2H, s), 4.20(2H, s), 6.25(1H, brs), 6.71(1H, d), 6.79(1H, d), 6.87(1H, s), 6.97(1H, d), 7.03-7.35(12H, m), 8.06(1H, s) example 180:

(±) -2- [3- [3- [ N- [3- [ N-methyl-N- (2, 6-dimethylphenyl) carbamoylmethoxy]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Propionic acid (1-180):¹H-NMR(CDCl₃) δ: 1.41(3H, d), 2.27(6H, s), 3.20(6H, s), 3.61(1H, q), 3.75(2H, s), 4.03(2H, d), 4.20(2H, s), 6.27(1H, brs), 6.71(1H, d), 6.87(2H, brs), 6.97(1H, d), 7.06-7.39(12H, m), 8.08(1H, s) example 181:

2-[3-[3-[ N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy group]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-181): mp 155-.¹H-NMR(CDCl₃)δ：0.83-0.86(6H，m)，1.36-1.50(2H，m)，1.52-1.55(1H，m)，2.35(6H，s)，3.26(3H，s)，3.36(1H，m)，3.60(2H，s)，3.67(1H，m)，3.87(1H，dd)，4.02(1H，m)，4.47(2H，q)，6.54(1H，brs)，6.68(1H，d)，6.87(3H，brs)，6.95(1H，s)，6.97(1H，t)，7.04(1H，s)，7.11(1H，d)，7.18(1H，t)，7.28(1H，t)，7.63(2H，brs)Example 182:

(±) -2- [3- [3- [ N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Propionic acid (1-182): mp 119-.¹H-NMR(CDCl₃) δ: 0.82-0.85(6H, m), 1.32-1.43(2H, m), 1.48-1.54(1H, m), 1.52(3H, d), 2.36(6H, s), 3.26(3H, s), 3.32-3.39(1H, m), 3.65(1H, d), 3.72(1H, q), 3.85(1H, dd), 3.96-4.03(1H, m), 4.47(2H, q), 6.51(1H, brs), 6.67(1H, d), 6.87(2H, s), 6.92(1H, d), 6.96(1H, t), 7.04(1H, s), 7.11(1H, d), 7.18(1H, t), 7.25-7.29(2H, m), 7.60(1H, 183H, 76H, 1H, 183H, 1H, s), examples:

2- [3- [3- [ N- [2- (N-methyl-N-phenylcarbamoylmethyl) phenyl]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-183): mp 147-.¹H-NMR(CDCl₃)δ：0.83-0.86(6H，m)，1.32-1.41(2H，m)，1.50-1.55(1H，m)，3.29(3H，s)，3.32-3.39(1H，m)，3.59(2H，s)，3.62(1H，d)，3.84(1H，dd)，3.96-4.03(1H，m)，4.45(2H，d)，6.50(1H，brs)，6.67(1H，d)，6.86(1H，d)，6.95-6.99(2H，m)，7.12(1H，d)，7.17(1H，t)，7.25-7.29 and 7.88-7.49(6H，m)，7.58(1H，d)，7.63(1H，s)Elemental analysis (C)₃₁H₃₆N₄O₆)

Calculated values: c, 66.41; h, 6.47; n, 9.99

Measured value: c, 66.18; h, 6.30; n, 9.79 example 184:

2- [3- [3- [ N- [2- (N-methyl-N- (2-methylphenyl) carbamoylmethoxy)]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-184):¹H-NMR(CDCl₃) δ: 0.83-0.86(6H, m), 1.32-1.43(2H, m), 1.56-1.57(1H, m), 2.30(3/2H, s), 2.32(3/2H, s), 3.22(3H, s), 3.33-3.39(1H, m), 3.58(2H, s), 3.65(1H, dd), 3.86(1H, dd), 3.98-4.01(1H, m), 4.22(1H, t), 4.45(1H, dd), 6.47(1H, brs), 6.68(1H, t), 6.86(1H, d), 6.95-6.99(2H, m), 7.11-7.36(7H, m), 7.54(1H, t), 7.62(1H, s) example 185:

2- [3- [3- [ N- [2- (N-methyl-N- (3-methylphenyl) carbamoylmethoxy)]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-185): mp 173-174 ℃.¹H-NMR(CDCl₃)δ：0.83-0.86(6H，m)，1.33-1.43(2H，m)，1.50-1.57(1H，m)，2.40(3H，s)，3.27(3H，s)，3.33-3.40(1H，m)，3.60(2H，s)，3.65(1H，dd)，3.85(1H，dd)，3.96-4.04(1H，m)，4.46(2H，q)，6.49(1H，brs)，6.68(1H，d)，6.87(1H，d)，6.95-6.99(2H，m)，7.05-7.29(6H，m)，7.35(1H，t)，7.60(2H，brs)Elemental analysis (C)₃₂H₃₈N₄O₆)

Calculated values: c, 66.88; h, 6.66; n, 9.75

Measured value: c, 66.68; h, 6.48; n, 9.63 example186:

2- [3- [3- [ N- [2- [ N-methyl-N- (2, 6-dimethylphenyl) carbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-186):¹H-NMR(CDCl₃) δ: 0.81-0.86(6H, m), 1.33-1.43(2H, m), 1.51-1.57(1H, m), 2.28(3H, s), 2.30(3H, s), 3.18(3H, s), 3.33-3.40(1H, m), 3.58(2H, s), 3.62(1H, dd), 3.86(1H, dd), 3.96-4.04(1H, m), 4.24(2H, s), 6.47(1H, brs), 6.70(1H, d), 6.87(1H, d), 6.95-6.99 and 7.08-7.28(8H, m), 7.56(1H, d), 7.60(1H, s) example 187:

2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl)Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-187): mp 165-.¹H-NMR(CDCl₃) δ: 0.83-0.86(6H, m), 1.37(2H, m), 1.52-1.54(1H, m), 3.26(3H, s), 3.35(1H, m), 3.58(2H, s), 3.63(1H, d), 3.83(1H, d), 3.98(1H, m), 4.47(2H, s), 6.51(1H, s), 6.68(1H, brs), 6.86(1H, d), 6.95-6.99(2H, m), 7.12-7.17, 7.26-7.29 and 7.38-7.55(8H, m), 7.65(1H, s) elemental analysis (C)₃₁H₃₅ClN₄O₆)

Calculated values: c, 62.57; h, 5.93; n, 9.41

Measured value: c, 62.22; h, 5.72; n, 9.24 example 188:

(±) -2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Propionic acid (1-188): mp 121-.¹H-NMR(CDCl₃) δ: 0.83-0.86(6H, m), 1.36(2H, m), 1.53(3H, d), 1.52-1.55(1H, m), 3.26(3H, s), 3.31-3.34(1H, m), 3.63(1H, d), 3.74(1H, q), 3.81(1H, d), 3.95-4.02(1H, m), 4.47(2H, s), 6.54(1H, brs), 6.70(1H, brs), 6.93(1H, d), 6.97-7.01(2H, m), 7.10-7.39(7H, m), 7.65(1H, brs), 7.74(1H, s) elemental analysis (C)₃₂H₃₇ClN₄O₆)

Calculated values: c, 63.10; h, 6.12; n, 9.20

Measured value: c, 62.67; h, 6.10; n, 9.12 example 189:

2- [3- [3- [ N- [2- [ N- (3-bromophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-189): mp 172 and 173C.¹H-NMR(DMSO-d₆) δ: 0.82-0.85(6H, m), 1.25-1.33(2H, m), 1.51-1.58(1H, m), 3.21(3H, s), 3.36-3.39(1H, m), 3.45(2H, s), 3.47(1H, m), 3.66(1H, dd), 3.83-3.91(1H, m), 4.63(2H, brs), 6.26(1H, brs), 6.76(1H, d), 6.97-7.58(10H, m), 7.82(1H, brs), 8.79(1H, s), 12.27(1H, brs) elemental analysis (C)₃₁H₃₅BrN₄O₆)

Calculated values: c, 58.22; h, 5.52; n, 8.76

Measured value: c, 58.14; h, 5.63; n, 8.57 example 190:

(±) -2- [3- [3- [ N- [2- [ N- (3-bromophenyl) -N-methylcarbamoylmethoxy group]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Propionic acid (1-190): mp 123-.¹H-NMR(DMSO-d₆) δ: 0.82-0.84(6H, m), 1.27-1.34(2H, m), 1.30(3H, d), 1.50-1.58(1H, m), 3.29(3H, s), 3.33(1H, m), 3.46(1H, dd), 3.55(1H, q), 3.66(1H, dd), 3.84-3.91(1H, m), 4.63(2H, brs), 6.24(1H, brs), 6.79(1H, d), 6.98-7.57(10H, m), 7.82(1H, brs), 8.83(1H, s), 12.23(1H, brs) elemental analysis (C₃₂H₃₇BrN₄O₆)

Calculated values: c, 58.81; h, 5.71; n, 8.57

Measured value: c, 58.59; h, 5.73; n, 8.58 example 191:

2- [3- [3- [ N- [2- [ N- (3-trifluoromethylphenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-191):¹H-NMR(CDCl₃)δ：0.82-0.85(6H，m)，1.36-1.43(2H，m)，1.52-1.55(1H，m)，3.29(3H，s)，3.30-3.35(1H，m)，3.56(2H，s)，3.66(1H，d)，3.82(1H，d)，3.98(1H，m)，4.45(2H，s)，6.47(1H，brs)，6.69(1H，brs)，6.85(1H，d)，6.98-7.01(2H，m)，7.13-7.15，7.27-7.29 and 7.47-7.66(8H，m)，7.71(1H，s)example 192:

(±) -2- [3- [3- [ N- [2- [ N- (3-trifluoromethylphenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Propionic acid (1-192):¹H-NMR(CDCl₃)δ：0.82-0.84(6H，m)，1.35-1.45(2H，m)，1.49(3H，d)，1.51-1.54(1H，m)，3.28(3H，s)，3.29-3.33(1H，m)，3.62-3.82(3H，m)，3.94-4.01(1H，m)，4.45(2H，s)，6.52(1H，brs)，6.67(1H，brs)，6.91(1H，d)，6.98(1H，d)，7.03(1H，s)，7.11-7.19，7.26-7.30 and 7.49-7.65(8H，m)，7.81(1H，s)example 193:

(±) -2- [3- [3- [ N- [2- [ N-methyl-N- [3- (N, N-dimethylamino) phenyl group]Carbamoyl methoxy group]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-193): mp 152-.¹H-NMR(DMSO-d₆) δ: 0.82-0.84(6H, m), 1.24-1.31(2H, m), 1.51-1.57(1H, m), 2.93(6H, s), 3.17(3H, s), 3.32-3.39(1H, m), 3.44(2H, s), 3.46(1H, d), 3.66(1H, dd), 3.81-3.89(1H, m), 4.60(2H, s), 6.27(1H, brs), 6.72-6.77(4H, m), 6.87(1H, d), 7.03(1H, t), 7.12(1H, t), 7.22-7.27(4H, m), 7.36(1H, t), 8.80(1H, s) example 194:

2- [3- [3- [ N- [3- [ N-methyl-N- (2-methylphenyl) carbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-194): mp 154 and 155 ℃.¹H-NMR(CDCl₃) δ: 0.85(6H, d), 1.32-1.38(2H, m), 1.50-1.54(1H, m), 2.28(3H, s), 3.25(3H, s), 3.60(2H, s), 3.63-3.69(4H, m), 4.18(1H, d), 4.39(1H, d), 6.53(1H, brs), 6.62(1H, s), 6.75(2H, brs), 6.88(1H, d), 6.93(1H, s), 7.18-7.33(6H, m), 7.63(2H, brs) example 195:

2- [3- [3- [ N- [3- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-195): mp 99-100 ℃.¹H-NMR(CDCl₃) δ: 0.85(6H, d), 1.33-1.38(2H, m), 1.51-1.52(1H, m), 2.34(6H, s), 3.29(3H, s), 3.58(2H, s), 3.64-3.69(4H, m), 4.43, (2H, s), 6.51(1H, brs), 6.66(1H, s), 6.73-6.75(2H, m), 6.86(2H, s), 6.87(1H, d), 6.95(1H, s), 7.02(1H, s), 7.17(1H, t), 7.26(1H, m), 7.57(1H, t), 7.71(1H, s) example 196:

2- [3- [3- [ N- [3- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]Phenyl radical]-N- [ (1-methylcyclohexyl) methyl group]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-196):¹H-NMR(CDCl₃)δ：0.83(3H，s)，1.17-1.43(10H，m)，2.34(6H，s)，3.28(3H，s)，3.57(2H, s), 3.64(2H, s), 3.75(2H, s), 4.42(2H, s), 6.46(1H, brs), 6.66(1H, brs), 6.73(1H, s), 6.85(2H, s), 6.86(1H, d), 6.95(1H, s), 7.02(1H, s), 7.16-7.26(3H, m), 7.53(1H, brs), 7.71(1H, s) example 197:

2- [3- [3- [ N- [3- [ N-methyl-N-phenylcarbamoylmethoxy) phenyl]-N- (2, 2-dimethylpropyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-197): mp 122-.¹H-NMR(CDCl₃) δ: 0.82(9H, s), 3.32(3H, s), 3.58(4H, brs), 3.76(2H, brs), 4.43(2H, s), 6.49(1H, brs), 6.65-6.69(2H, m), 6.83-6.87(2H, m), 6.95(1H, s), 7.15-7.26(4H, m), 7.39-7.46(3H, m), 7.56(1H, d), 7.71(1H, s) example 198:

2- [3- [3- [ N- (2-ethylbutyl) -N- [3- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-198): mp 129-.¹H-NMR(DMSO-d₆)δ：0.76(6H，t)，1.24-1.30(5H，m)，3.20(3H，s)，3.46(2H，s)，3.58(4H，brs)，4.51(2H，brs)，6.32(1H，brs)，6.76-6.78(3H，m)，6.92(1H，d)，7.13(1H，t)，7.23-7.25(2H，m)，7.34-7.45(6H，m)，8.82(1H，s)，12.30(1H，brs)Example 199:

2- [3- [3- [ N- [2- (1-adamantyl) ethyl]-N- [3- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-199):¹H-NMR(CDCl₃) δ: 1.26(2H, t), 1.42 and 1.56-1.68(12H, m), 1.90(3H, brs), 3.33(3H, s), 3.54-3.66(6H, m), 4.43(2H, s), 6.51(1H, s), 6.61(1H, s), 6.71-6.76(2H, m), 6.87(1H, d), 6.95(1H, s), 7.18-7.26 and 7.40-7.46(7H, m), 7.57(1H, brs), 7.72(1H, brs) example 200:

2- [3- [3- [ N-cyclohexylmethyl-N- [3- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-200): mp 147-.¹H-NMR(CDCl₃)δ：0.96，1.13，1.43 and 1.62-1.66(11H，m)，3.33(3H，s)，3.52(2H，s)，3.61(2H，s)，3.72(2H，d)，4.43(2H，s)，6.46(1H, s), 6.64(1H, d), 6.74-6.79(2H, m), 6.88-6.96(2H, m), 7.18-7.47(7H, m), 7.54(1H, s), 7.61(1H, d) example 201:

2- [3- [3- [ N-cyclopropylmethyl-N- [3- (N-methyl-N-phenylcarbamoylmethoxy) benzeneBase of]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-201): mp 108-.¹H-NMR(CDCl₃) δ: 0.09-0.10(2H, m), 0.40-0.42(2H, m), 0.91(1H, m), 3.33(3H, s), 3.51(2H, d), 3.58(2H, s), 3.72(2H, s), 4.43(2H, s), 6.50(1H, brs), 6.67(1H, s), 6.75(1H, d), 6.82(1H, d), 6.87(1H, d), 6.95(1H, s), 7.16-7.46(7H, m), 7.57(1H, d), 7.70(1H, s) embodiment 202:

2- [3- [3- [ N- [3- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]-N- [ (1-methylcyclopropyl) methyl group]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-202): mp 122-.¹H-NMR(CDCl₃) δ: 0.02(2H, m), 0.12-0.15(2H, m), 1.03(3H, s), 3.32(3H, s), 3.58(4H, brs), 3.73(2H, d), 4.43(2H, s), 6.50(1H, brs), 6.65(1H, s), 6.73(1H, d), 6.81(1H, d), 6.87(1H, d), 6.96(1H, s), 7.15-7.47(7H, m), 7.55(1H, d), 7.71(1H, s) example 203:

2- [3- [3- [ N- (1-adamantylmethyl) -N- [3- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-203):mp 140-142℃。¹H-NMR(CDCl₃) δ: 1.42-1.65(12H, m), 1.88(3H, brs), 3.33(3H, s), 3.47(2H, s), 3.59(2H, s), 3.77(2H, s), 4.43(2H, s), 6.47(1H, brs), 6.67-6.71(2H, m), 6.84-6.89(2H, m), 6.95(1H, s), 7.16-7.47(7H, m), 7.58(1H, d), 7.64(1H, s) example 204:

2- [3- [3- [ N-methyl-N- [3- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-204): mp 110-.¹H-NMR(CDCl₃)δ：3.32(3H，s)，3.32(3H，s)，3.55(2H，s)，3.72(2H，d)，4.44(2H，s)，6.42(1H，brs)，6.66(1H，s)，6.71(1H，d)，6.78(1H，d)，6.86(1H，d)，6.98(1H, s), 7.15(1H, t), 7.22-7.48(7H, m), 7.78(1H, s) example 205:

2- [3- [3- [ N- [3- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]-N- (2-methylpropyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-205): mp 116-.¹H-NMR(CDCl₃)δ：0.86(6H，d)，1.73(1H，m)，3.32(3H，s)，3.50(2H，d)，3.58(2H，s)，3.72(2H，d)，4.43(2H，s)，6.50(1H，brs)，6.64(1H，s)，6.73(1H，d)，6.77(1H，d)，6.87(1H，d)，6.95(1H，s)，7.18(1H，t)，7.20-7.48(6H，m)7.58(1H，d)，7.66(1H，s)Example 206:

2- [3- [3- [ N-benzyl-N- [3- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-206): mp 112 and 114 ℃.¹H-NMR(DMSO-d₆) δ: 3.18(3H, s), 3.47(2H, s), 3.68(2H, s), 4.42(2H, s), 4.85(2H, s), 6.38(1H, s), 6.65-6.79 and 7.14-7.44(18H, m), 8.86(1H, s), 12.28(1H, s) example 207:

2- [3- [3- [ N- [3- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]-N- (2-phenylethyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-207): mp 123-.¹H-NMR(DMSO-d₆) δ: 2.76(2H, t), 3.21(3H, s), 3.47(2H, s), 3.57(2H, s), 3.83(2H, t), 4.51(2H, s), 6.32(1H, s), 6.70-6.87and 7.12-7.46(18H, m), 8.85(1H, s), 12.28(1H, s) example 208:

2- [3- [3- [ N- (2, 2-diethoxyethyl) -N- [3- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-208): mp 107-.¹H-NMR(DMSO-d₆)δ：1.11(6H, t), 3.22(3H, s), 3.46(2H, m), 3.54(2H, s), 3.56(2H, m), 3.72-3.74(4H, m), 4.42(2H, s), 4.68(1H, t), 6.35(1H, brs), 6.69(1H, s), 6.73(1H, d), 6.84(2H, t), 7.00(1H, s), 7.15(1H, t), 7.20-7.47(7H, m), 7.79(1H, s) example 209:

(±) -2- [3- [3- [ N- [3- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]-N- (3-methylphenyl) aminomethylAcyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-209): mp 140-.¹H-NMR(DMSO-d₆) δ: 0.79(3H, t), 0.82(3H, d), 1.21-1.40(5H, m), 3.21(3H, s), 3.34(2H, d), 3.46(2H, s), 3.68(2H, m), 4.52(2H, s), 6.30(1H, brs), 6.76-6.78(3H, m), 6.90(1H, d), 7.13(1H, t), 7.24-7.45(8H, m), 8.83(1H, s), 12.28(1H, brs) example 210:

(±) -2- [3- [3- [ N- [3- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]-N- (3-phenylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-210): mp 128-129 ℃.¹H-NMR(CDCl₃)δ：1.20(3H，d)，1.78 (2H，m)，2.64(1H，m)，3.31(3H，s)，3.49(2H，m)，3.58(2H，s)，3.67(2H，s)，4.42(2H，s)，6.46(1H，brs)，6.58(1H，s)，6.72-6.74(2H，m)，6.88(1H，d)，6.94(1H，s)，7.09(2H，d)，7.13-7.26(8H，m)，7.37-7.44(3H，m)，7.56(1H，d)，7.64(1H，s)Example 211:

2- [3- [3- [ N- [3- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]-N- (4-methyl-3-pentenyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-211): mp 118-.¹H-NMR(CDCl₃) δ: 1.53(3H, s), 1.65(3H, s), 2.17(2H, m), 3.32(3H, s), 3.59(2H, s), 3.63(2H, m), 3.69(2H, s), 4.43(2H, s), 4.98(1H, m), 6.49(1H, brs), 6.61(1H, s), 6.75(2H, d), 6.88(1H, d), 6.95(1H, s), 7.19(1H, t), 7.25-7.26(3H, m), 7.39-7.48(3H, m), 7.58(1H, d), 7.68(1H, s) examples 212:

2- [3- [3- [ N- [3- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]-N- (4-methylphenyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-212): mp 128-129 ℃.¹H-NMR(CDCl₃) δ: 0.82(6H, d), 1.10-1.14(2H, m), 1.43-1.46(3H, m), 3.32(3H, s), 3.58(2H, s), 3.61(2H, d), 3.70(2H, s), 4.43(2H, s), 6.48(1H, brs), 6.62(1H, s), 6.75(2H, m), 6.87(1H, d), 6.96(1H, s), 7.17(1H, t), 7.26(3H, m), 7.39-7.48(3H, m), 7.55(1H, d), 7.68(1H, s) example 213:

2- [3- [3- [ N- [2- (N-methyl-N-phenylamino) phenylRadical formyl methoxy) phenyl]-N- (2-methylpropyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-213):¹H-NMR(CDCl₃) δ: 0.85-0.90(6H, m), 1.72-1.77(1H, m), 3.19-3.25(1H, m), 3.28(3H, s), 3.57(2H, s), 3.63(1H, d), 3.78-3.90(2H, m), 4.45(2H, s), 6.48(1H, s), 6.67(1H, d), 6.85(1H, d), 6.95-6.98(2H, m), 7.14-7.55(9H, m), 7.66(1H, s) example 214:

2- [3- [3- [ N-cyclohexylmethyl-N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-214):¹H-NMR(CDCl₃) δ: 0.90-0.97, 1.11-1.13 and 1.43-1.71(11H, m), 3.19(1H, dd), 3.29(3H, s), 3.59(2H, s), 3.61(1H, d), 3.84-3.90(2H, m), 4.44(2H, d), 6.50(1H, s), 6.68(1H, d), 6.87(1H, d), 6.96-6.99(2H, m), 7.12-7.20(2H, m), 7.25-7.62(8H, m) example 215:

2- [3- [3- [ N-benzyl-N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-215):¹H-NMR(CDCl₃)δ：3.30(3H，s)，3.58(2H，s)，3.68(1H，dd)，3.92(1H，dd)，4.30-4.41(3H，m)，5.35(1H，d)，6.51(1H，brs)，6.65(1H，d)，6.76-6.79(2H，m)，6.86(1H，d)，7.01(1H，s)，7.14-7.26and 7.41-7.52(13H，m)，7.58(1H，s)example 216:

2- [3- [3- [ N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]-N- (2-phenylethyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-216): mp 152-.¹H-NMR(CDCl₃) δ: 2.85-2.89(2H, m), 3.28(3H, s), 3.60(2H, s), 3.64-3.68(2H, m), 3.86(1H, dd), 4.12(1H, m), 4.44(2H, s), 6.47(1H, s), 6.67(1H, d), 6.91-6.99(4H, m), 7.13-7.26 and 7.39-7.48(13H, m), 7.58(1H, s) example 217:

2- [3- [3- [ N- (2, 2-diethoxyethyl) -N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-217):¹H-NMR(CDCl₃)δ：1.09-1.13(6H，m)，3.24-3.27(1H, m), 3.28(3H, s), 3.43-3.50(2H, m), 3.51-3.60(2H, m), 3.56(2H, s), 3.66(1H, d), 3.92(1H, dd), 4.22(1H, dd), 4.44(2H, s), 4.72(1H, t), 6.38(1H, brs), 6.64(1H, d), 6.86(1H, d), 6.95(1H, t), 7.01(1H, s), 7.16(1H, t), 7.22-7.29and 7.38-7.49(8H, m), 7.64(1H, s) examples 218:

(±) -2- [3- [3- [ N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]-N-(3-Methyl pentyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-218): mp 140-.¹H-NMR(CDCl₃) δ: 0.77-0.83(6H, m), 1.06-1.48(5H, m), 3.29(3H, s), 3.29-3.33(1H, m), 3.60(2H, s), 3.64(1H, d), 3.85(1H, dd), 3.99-4.01(1H, m), 4.45(2H, q), 6.49(1H, brs), 6.67(1H, d), 6.87(1H, d), 6.95-6.99(2H, m), 7.12-7.27 and7.41-7.49(8H, m), 7.58-7.61(2H, m) elemental analysis (C₃₂H₃₈N₄O₆)

Calculated values: c, 66.88; h, 6.66; n, 9.57

Measured value: c, 66.68; h, 6.58; n, 9.44 example 219:

(±) -2- [3- [3- [ N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]-N- (3-phenylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-219):¹H-NMR(CDCl₃) δ: 1.18-1.20(3H, m), 1.77-1.87(2H, m), 2.63-2.69(1H, m), 3.26(3H, s), 3.30-3.38(1H, m), 3.57(2H, s), 3.65-3.88(3H, m), 4.38(2H, q), 6.45(1H, brs), 6.65(1H, t), 6.86(1H, d), 6.93-6.97(2H, m), 7.06-7.26 and 7.37-7.47(13H, m), 7.53(1H, d), 7.63(1H, s) example 220:

2- [3- [3- [ N- [2-(N-methyl-N-phenylcarbamoylmethoxy) phenyl]-N- (4-methyl-3-pentenyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-220): mp 168 and 169 ℃.¹H-NMR(DMSO-d₆)δ：1.51(3H，s)，1.62(3H，s)，2.12(2H，m)，3.19(3H，s)，3.25-3.30(1H，m)，3.33(2H，s)，3.46-3.47(1H，m)，3.63-3.76(2H，m)，4.55(2H，s)，5.03(1H，t)，6.28(1H，brs)，6.76(1H，d)，6.87(1H, brs), 7.04(1H, t), 7.12(1H, t), 7.22-7.50(9H, m), 8.80(1H, s), 12.27(1H, brs) elemental analysis (C)₃₂H₂₆N₄O₆)

Calculated values: c, 67.12; h, 6.34; n, 9.78

Measured value: c, 66.85; h, 6.21; n, 9.61 example 221:

2- [3- [3- [ N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]-N- (4-methylpentyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-221): mp 177 and 179 ℃.¹H-NMR(CDCl₃) δ: 0.81(6H, d), 1.09-1.15(2H, m), 1.44-1.51(3H, m), 3.27-3.34(1H, m), 3.29(3H, s), 3.60(2H, s), 3.62(1H, dd), 3.85(1H, dd), 3.93-3.96(1H, m), 4.45(2H, d), 6.49(1H, brs), 6.68(1H, d), 6.87(1H, d), 6.95-6.99(2H, m), 7.12(1H, dd), 7.18(1H, t), 7.25-7.29and 7.40-7.49(6H, m), 7.57-7.61(2H, m) elemental analysis (C)₃₂H₃₈N₄O₆)

Calculated values: c, 66.88; h, 6.66; n, 9.57

Measured value: c, 66.70; h, 6.52; n, 9.72 example 222:

(±) -2- [3- [3- [ N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]-N- (3, 4-dimethylphenyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-222):¹H-NMR(CDCl₃) δ: 0.71-0.90(9H, m), 1.25-1.28 and 1.43-1.52(4H, m), 3.29(3H, s), 3.30-3.33(1H, m), 3.58(2H, s), 3.60(1H, d), 3.85(1H, d), 3.98-4.01(1H, m), 4.45(2H, s), 6.48(1H, brs), 6.68(1H, d), 6.86(1H, d), 6.95-6.97(2H, m), 7.11-7.55(9H, m), 7.64(1H, s) example 223:

(±) -2- [3- [3- [ N- (3-cyclohexylbutyl) -N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-223): mp 192-.¹H-NMR(CDCl₃)δ：0.78(3H，d)，0.86-1.26 and 1.52-1.66(14H，m)，3.29(3H，s)，3.30-3.34(1H，m)，3.60(2H，s)，3.63-3.67(1H，m)，3.85(1H，dd)，3.98-4.06(1H，m)，4.45(2H，s) Elemental analysis (C) 6.50(1H, brs), 6.68(1H, d), 6.87(1H, d), 6.97-6.99(2H, m), 7.12(1H, t), 7.18(1H, t), 7.25-7.29and 7.38-7.49(6H, m), 7.60(2H, brs)₃₆H₄₄N₄O₆)

Calculated values: c, 68.77; h, 7.05; n, 8.91

Measured value: c, 68.70; h, 6.93; n, 8.80 example 224:

2- [3- [3- [ N- (3-ethylpentyl) -N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-224): mp 182-.¹H-NMR(CDCl₃)δ：0.74-0.79(6H，m)，1.14-1.29(5H，m)，1.41-1.48(2H，m)，3.29(3H，s)，3.30-3.33(1H，m)，3.60(2H，s)，3.64(1H，d)，Elemental analysis (C.sub.85 (1H, dd), 3.96-4.00(1H, m), 4.45(2H, d), 6.51(1H, brs), 6.68(1H, d), 6.87(1H, d), 6.96-6.99(2H, m), 7.13(1H, d), 7.18(1H, t), 7.25-7.27 and 7.40-7.49(6H, m), 7.59-7.62(2H, m) (C.sub.H, d))₃₃H₄₀N₄O₆)

Calculated values: c, 67.33; h, 6.85; n, 9.52

Measured value: c, 67.36; h, 6.69; n, 9.47 example 225:

(±) -2- [3- [3- [ N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]-N- (3-methylhexyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-225): mp 169-171 ℃.¹H-NMR(CDCl₃) δ: 0.81-0.85(6H, m), 1.01-1.49(7H, m), 3.29(3H, s), 3.30-3.33(1H, m), 3.59(2H, s), 3.64(1H, d), 3.85(1H, dd), 3.98-4.02(1H, m), 4.45(2H, s), 6.48(1H, brs), 6.67(1H, d), 6.86(1H, d), 6.95-6.97(2H, m), 7.11-7.51(8H,m), 7.57(1H, d), 7.61(1H, s) elemental analysis (C)₃₃H₄₀N₄O₆)

Calculated values: c, 67.33; h, 6.85; n, 9.52

Measured value: c, 67.14; h, 6.83; n, 9.47 example 226:

2- [3- [3- [ N-cyclohexylmethyl-N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamic acid methyl esterAcylmethoxy radical]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-226): mp 172-.¹H-NMR(CDCl₃)δ：0.90-1.13 and 1.47-1.72(11H，m)，2.35(6H，s)，3.20(1H，dd)，3.26(3H，s)，3.59(2H，s)，3.63(1H，dd)，3.84-3.91(2H, m), 4.47(2H, q), 6.50(1H, brs), 6.69(1H, d), 6.86-6.87(3H, m), 6.95-6.99(2H, m), 7.03(1H, s), 7.12(1H, d), 7.14(1H, t), 7.28(1H, t), 7.60-7.61(2H, m) elemental analysis (C)₃₅H₄₂N₄O₆)

Calculated values: c, 68.38; h, 6.89; n, 9.11

Measured value: c, 68.33; h, 6.75; n, 8.92 example 227:

(±) -2- [3- [3- [ N-cyclohexylmethyl-N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-227): mp 167-.¹H-NMR(CDCl₃) δ: 0.93, 1.12 and 1.41-1.66(11H, m), 1.53(3H, d), 2.35(6H, s), 3.19(1H, dd), 3.25(3H, s), 3.62(1H, d), 3.73(1H, q), 3.83-3.89(2H, m), 4.46(2H, s), 6.53(1H, brs), 6.69(1H, d), 6.86(2H, s), 6.91-7.29(7H, m), 7.66(1H, d), 7.73(1H, s) elemental analysis (C)₃₆H₄₄N₄O₆)

Calculated values: c, 68.77; h, 7.05; n, 8.91

Measured value: c, 68.27; h, 7.06; n, 8.88 example 228:

2- [3- [3- [ N- (2-ethylbutyl) -N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-228): mp 140-.¹H-NMR(CDCl₃)δ：0.75(3H，t)，0.81(3H，t)，1.25-1.29(5H，m)，3.29(3H，s)，3.29-3.33(1H，m)，3.59(2H，s)，3.63(1H，d)，3.85-3.95(2H，m)，4.44(2H, d), 6.51(1H, brs), 6.68(1H, d), 6.87(1H, d), 6.96-6.99(2H, m), 7.13(1H, d), 7.17(1H, t), 7.25-7.29and 7.28-7.49(6H, m), 7.59-7.60(2H, m) elemental analysis (C)₃₂H₃₈N₄O₆)

Calculated values: c, 66.88; h, 6.66; n, 9.57

Measured value: c, 66.59; h, 6.61; n, 9.63 example 229:

2- [3- [3- [ N-cyclopropylmethyl-N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-229): mp 184-.¹H-NMR(CDCl₃) δ: 0.05-0.09(2H, m), 0.35-0.37(2H, m), 0.92(1H, m), 3.18(1H, dd), 3.28(3H, s), 3.58(2H, s), 3.63(1H, d), 3.86-3.93(2H, m), 4.44(2H, q), 6.50(1H, brs), 6.66(1H, d), 6.86(1H, d), 6.95-6.99(2H, m), 7.16(1H, t), 7.22-7.29and 7.39-7.48(7H, m), 7.56(1H, d), 7.66(1H, s) example 230:

2- [3- [3- [ N-cyclohexylmethyl-N- [2- [ N-methyl-N- (3-methylphenyl) carbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-230): mp 181-182 ℃.¹H-NMR(CDCl₃)δ：0.90-1.13，1.41-1.45 and 1.62-1.72(11H，m)，2.40(3H，s)，3.19(1H，dd)，3.27(3H，s)，3.59(2H，s)，3.62(1H，d)，3.84-3.90(2H，m)，4.46(2H，q)，6.50(1H，brs)，6.68(1H，d)，6.86(1H，d)，6.97(1H，t)，7.05-7.29(8H，m)，7.35(1H，t)，7.59(1H, d), 7.64(1H, s) elemental analysis (C)₃₄H₄₀N₄O₆)

Calculated values: c, 67.98; h, 6.71; n, 9.33

Measured value: c, 67.86; h, 6.70; n, 9.42 example 231:

(±) -2- [3- [3- [ N-cyclohexylmethyl-N- [2- [ N-methyl-N- (3-methylphenyl) carbamoylmethoxy]Phenyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-231): mp 120-.¹H-NMR(CDCl₃) δ: 0.92-1.12 and 1.45-1.66(11H, m), 1.52(3H, d), 2.40(3H, s), 3.18(1H, dd), 3.28(3H, s), 3.61(1H, d), 3.73(1H, q), 3.83-3.89(2H, m), 4.45(2H, s), 6.55(1H, brs), 6.68(1H, d), 6.91-7.37(11H, m), 7.66(1H, d), 7.75(1H, s) elemental analysis (C₃₅H₄₂N₄O₆)

Calculated values: c, 68.38; h, 6.89; n, 9.11

Measured value: c, 67.89; h, 6.84; n, 9.16 example 232:

2- [3- [3- [ N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]-N- [ (1-methylcyclohexyl) methyl group]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-232): mp 173-174 ℃.¹H-NMR(CDCl₃)δ：0.87(3H，s)，1.19-1.41(10H，m)，3.29(3H，s)，3.46(1H，d)，3.58(2H，s)，3.64(1H，d)，3.81(1H，d)，3.90(1H，dd)，4.46(2H，q)，6.44(1H，brs)，6.64(1H，d)，6.86(1H，d)，6.93-6.98(2H，m)，7.15-7.29 and 7.39-7.49(8H，m)，7.56(1H, d), 7.62(1H, s) elemental analysis (C)₃₄H₄₀N₄O₆)

Calculated values: c, 67.98; h, 6.71; n, 9.33

Measured value: c, 67.51; h, 6.79; n, 9.10 example 233:

2- [3- [3- [ N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]-N- (2, 2-dimethylpropyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-233): mp 172-.¹H-NMR(DMSO-d₆) δ: 0.82(9H, s), 3.20(3H, s), 3.33(2H, s), 3.43(1H, d), 3.49(1H, d), 3.67-3.76(2H, m), 4.56(2H, s), 6.28(1H, brs), 6.76(1H, d), 6.83(1H, brs), 7.02(1H, t), 7.12(1H, t), 7.22-7.51(9H, m), 8.79(1H, s), 12.26(1H, brs) elemental analysis (C₃₁H₃₆N₄O₆)

Calculated values: c, 66.41; h, 6.47; n, 9.99

Measured value: c, 66.92; h, 6.51; n, 9.64 example 234:

2- [3- [3- [ N- [2- (1-adamantyl) ethyl]-N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-234): mp 213-215 ℃.¹H-NMR(CDCl₃)δ：1.21-1.36(2H，m)，1.41 and 1.53-1.65(12H，m)，1.86(3H，brs)，3.26-3.34(1H，m)，3.30(3H，s)，3.59(2H，s)，3.63(1H，d)，3.83(1H，dd)，3.99-4.06(1H，m)，4.45(2H，q)，6.51(1H，brs)，6.67(1H，d)，6.86(1H，d)，Elemental analysis (C) of 6.95-6.99(2H, m), 7.12-7.19(2H, m), 7.25-7.28 and7.38-7.49(6H, m), 7.56(1H, d), 7.70(1H, s)₃₈H₄₄N₄O₆)

Calculated values: c, 69.92; h, 6.79; n, 8.58

Measured value: c, 69.56; h, 6.72; n, 8.53 example 235:

2- [3- [3- [ N- (1-adamantylmethyl) -N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-235): mp 188-.¹H-NMR(CDCl₃) δ: 1.40-1.64(12H, m), 1.87(3H, brs), 3.23(1H, d), 3.29(3H, s), 3.58(2H, s), 3.59(1H, d), 3.66(1H, d), 3.91(1H, dd), 4.46(2H, q), 6.44(1H, brs), 6.65(1H, d), 6.86(1H, d), 6.94-6.98(2H, m), 7.14-7.28 and7.37-7.48(8H, m), 7.54(1H, d), 7.64(1H, s) elemental analysis (C)₃₇H₄₂N₄O₆)

Calculated values: c, 69.57; h, 6.63; n, 8.77

Measured value: c, 69.271; h, 6.67; n, 8.70 example 236:

N-methyl-N- (3, 5-dimethylphenyl) -2- [2- [ N-cyclohexylmethyl-N- [2- [3- [3- (N, N-dimethylamino) phenyl]Urea radical]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-236): mp 205-.¹H-NMR(CDCl₃)δ：0.94-0.98, 1.11-1.13, 1.42 and 1.60-1.73(11H, m), 2.37(6H, s), 2.91(3H, s), 2.94(3H, s), 3.17(1H, dd), 3.28(3H, s), 3.81(1H, dd), 3.84-3.91(2H, m), 4.47(2H, s), 6.05(1H, brs), 6.39(1H,dd), 6.48(1H, d), 6.62(1H, d), 6.87(2H, s), 6.89-7.27(7H, m) examples 237:

(±) -2- [3- [3- [ N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]Phenyl radical]-N- (3-methylpentyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-237): mp 156-.¹H-NMR(CDCl₃)δ：0.78-0.82(6H，m)，1.07-1.12，1.30 and 1.52(5H，m)，2.35(6H，s), 3.25(3H, s), 3.29-3.35(1H, m), 3.58(2H, s), 3.67(1H, d), 3.86(1H, d), 4.02(1H, m), 4.47(2H, q), 6.49(1H, brs), 6.68(1H, d), 6.85-6.87(3H, m), 6.95-6.97(2H, m), 7.03(1H, s), 7.12-7.29(3H, m), 7.55(1H, d), 7.67(1H, s) example 238:

(±) -2- [3- [3- [ N- [2- (N- (3-chlorophenyl) -N-methylcarbamoylmethoxy)]Phenyl radical]-N- (3-methylpentyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-238): mp 148-.¹H-NMR(CDCl₃)δ：0.77-0.83(6H，m)，1.06-1.15，1.25-1.36 and 1.45-1.51(5H，m)，3.26(3H，s)，3.30-3.37(1H，m)，3.58(2H，s)，3.64(1H，d)，3.84(1H，dd)，3.95-4.03(1H，m)，4.47(2H，s)，6.51(1H，s)，Elemental analysis (C) of 6.70(1H, d), 6.86(1H, d), 6.96-7.00(2H, m), 7.12-7.39(7H, m), 7.56(1H, d), 7.65(1H, s)₃₂H₃₇ClN₄O₆)

Calculated values: c, 63.10; h, 6.12; n, 9.20

Measured value: c, 62.93; h, 6.08; n, 8.86 example 239:

2- [3- [3- [ N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (1-239): mp 156-.¹H-NMR(CDCl₃) δ: 0.82-0.85(6H, m), 1.30-1.40(2H, m), 1.50-1.59(1H, m), 2.38(6H, s), 3.31(4H, brs), 3.56(2H, s), 3.67(3H, s), 3.89-3.95(3H, m), 4.52(2H, s), 6.01(1H, brs), 6.65(1H, d), 6.88(1H, d), 6.91(2H, s), 6.97(1H, t), 7.07(1H, s), 7.14-7.29(6H, m) example 240:

2- [3- [3- [ N- [2- (N-methyl-N- (3, 5-dimethylphenyl) carbamoyl) methoxy]Phenyl radical]-N- (3-methyl-2-butyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (1-240): mp 151-.¹H-NMR(CDCl₃)δ：1.36(3H，s)，1.60(3H，s)，2.38(6H，s)，3.31(3H，s)，3.56(2H，s)，3.67(3H，s)，3.85(1H，dd)，3.91(2H，d)，4.52(2H，s)，4.61(1H，dd)，5.20(1H，t)，6.09(1H，brs)，6.64(1H，d)，6.87-6.95(4H，m)，7.07(1H，s)，7.10(1H，d)，7.16-7.30(4H，m)，7.35(1H，brs)Example 241:

(±) -2- [3- [3- [ N- [2- (N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl propionate (1-241): mp 180 and 181 ℃.¹H-NMR(CDCl₃) δ: 0.81-0.85(6H, m), 1.35-1.55(3H, m), 1.45(3H, d), 2.38(6H, s), 3.30(4H, brs), 3.63(3H, s), 3.64(1H, q), 3.88-3.94(3H, m), 4.52(2H, s), 6.13(1H, brs), 6.66(1H, d), 6.88-7.27(10H, m), 7.50(1H, s) elemental analysis (C)₃₅H₄₄N₄O₆)

Calculated values: c, 68.16; h, 7.19; n, 9.08

Measured value: c, 67.83; h, 7.12; n, 9.11 example 242:

2- [3- [3- [ N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (1-242): mp 121-.¹H-NMR(CDCl₃) δ: 0.82-0.85(6H, m), 1.31-1.40(2H, m), 1.52-1.55(1H, m), 3.33(3H, s), 3.33-3.39(1H, m), 3.56(2H, s), 3.66(3H, s), 3.84-3.96(3H, m), 4.48(2H, s), 6.09(1H, brs), 6.66(1H, d), 6.88(1H, d), 6.98(1H, t), 7.15-7.52(11H, m) elemental analysis (C₃₂H₃₈N₄O₆)

Calculated values: c, 66.88; h, 6.66; n, 9.57

Measured value: c, 66.64; h, 6.57; n, 9.60 example 243:

2- [3- [3- [ N- [2- (N-methyl-N- (2-methylphenyl) carbamoylmethoxy)]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (1-243):¹H-NMR(CDCl₃)δ：0.81-0.86(6H，m)，1.31-1.41(2H，m)，1.50-1.51(1H，m)，2.32(3/2H，s)，2.37(3/2H，s)，3.26(3H，s)，3.35(1H，m)，3.55(2H，s)，3.66(3H，s)，3.84-3.92(3H，m)，4.24(1H，t)，4.48(1H，dd)，6.11(1H，brs)，6.66(1H，d)，6.88(1H，d)，6.93-6.99(2H, m), 7.14-7.37(9H, m) example 244:

2- [3- [3- [ N- [2- (N-methyl-N- (3-methylphenyl) carbamoylmethoxy)]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (1-244): mp 159 and 160 ℃.¹H-NMR(CDCl₃) δ: 0.82-0.86(6H, m), 1.30-1.43(2H, m), 1.51-1.57(1H, m), 2.43(3H, s), 3.32(3H, s), 3.32-3.33(1H, m), 3.56(2H, s), 3.66(3H, s), 3.89(2H, brs), 3.92-3.94(1H, m), 4.50(2H, s), 5.98(1H, brs), 6.65(1H, d), 6.88(1H, d), 6.97(1H, t), 7.09-7.29(9H, m), 7.38(1H, t) elemental analysis (C₃₃H₄₀N₄O₆)

Calculated values: c, 67.33; h, 6.85; n, 9.52

Measured value: c, 67.19; h, 6.77; n, 9.35 example 245:

2- [3- [3- [ N- [2- (N-methyl-N- (2, 6-dimethylphenyl) carbamoyl) methoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (1-245):¹H-NMR(CDCl₃) δ: 0.81-0.85(6H, m), 1.31-1.41(2H, m), 1.50-1.56(1H, m), 2.30(3H, s), 2.34(3H, s), 3.22(3H, s), 3.33-3.38(1H, m), 3.55(2H, s), 3.66(3H, s), 3.84-3.99(3H, m), 4.28(2H, q), 6.09(1H, brs), 6.68(1H, d), 6.88(1H, d), 6.97(1H, t), 7.11-7.30(8H, m), 7.39(1H, s) examples 246:

2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (1-246): mp 144-145 ℃.¹H-NMR(CDCl₃) δ: 0.81-0.84(6H, m), 1.33-1.41(2H, m), 1.50-1.55(1H, m), 3.29(3H, s), 3.33-3.37(1H, m), 3.54(2H, s), 3.66(3H, s), 3.82(1H, d), 3.87(1H, d), 3.98(1H, m), 4.50(2H, s), 6.15(1H, brs), 6.68(1H, d), 6.87(1H, d), 7.00(1H, t), 7.13-7.42(9H, m), 7.53(1H, s) elemental analysis (C₃₂H₃₇ClN₄O₆)

Calculated values: c, 63.10; h, 6.12; n, 9.20

Measured value: c, 62.88; h, 6.13; n, 8.98 example 247:

(±) -2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl propionate (1-247): mp 149-150 ℃.¹H-NMR(CDCl₃) δ: 0.82-0.85(6H, m), 1.35-1.41(2H, m), 1.45(3H, d), 1.49-1.57(1H, m), 3.32(3H, s), 3.33-3.35(1H, m), 3.63(3H, s), 3.65(1H, q), 3.85(2H, d), 3.93-3.97(1H, m), 4.51(2H, s), 6.00(1H, brs), 6.68(1H, brs), 6.90(1H, d), 6.98(1H, m), 7.15-7.43(10H, m) elemental analysis (C.H, m)₃₃H₃₉ClN₄O₆)

Calculated values: c, 63.61; h, 6.31; n, 8.99

Measured value: c, 62.56; h, 6.24; n, 9.06 example 248:

2- [3- [3- [ N- [2- [ N- (3-bromophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl) ureido]Phenyl radical]Methyl acetate (1-248): mp 150-.¹H-NMR(CDCl₃) δ: 0.82-0.84(6H, m), 1.33-1.43(2H, m), 1.50-1.57(1H, m), 3.29(3H, s), 3.33-3.41(1H, m), 3.54(2H, s), 3.66(3H, s), 3.80(1H, dd), 3.88(1H, dd), 3.94-4.01(1H, m), 4.49(2H, s), 6.14(1H, brs), 6.68(1H, d), 6.87(1H, d), 6.99(1H, t), 7.13-7.29 and 7.35-7.58(10H, m) examples 249:

(±) -2- [3- [3- [ N- [2- [ N- (3-bromophenyl) -N-methylcarbamoylmethoxy group]Benzene and its derivativesBase of]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl propionate (1-249): mp 155-.¹H-NMR(CDCl₃) δ: 0.82-0.85(6H, m), 1.34-1.41(2H, m), 1.45(3H, d), 1.50-1.57(1H, m), 3.31(3H, s), 3.31-3.35(1H, m), 3.63(3H, s), 3.65(1H, q), 3.81-3.86(2H, m), 3.95-3.98(1H, m), 4.51(2H, s), 6.05(1H, brs), 6.68(1H, brs), 6.90(1H, d), 6.98(1H, m), 7.15-7.40(8H, m), 7.51(1H, d), 7.57(1H, brs) embodiment 250:

2-[3-[3-[N-[2-[N-(3-trifluoromethylphenyl) -N-methylcarbamoylmethyloxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (1-250):¹H-NMR(CDCl₃) δ: 0.80-0.83(6H, m), 1.37-1.41(2H, m), 1.51-1.56(1H, m), 3.30(3H, s), 3.35-3.38(1H, m), 3.52(2H, s), 3.64(3H, s), 3.76-3.90(2H, m), 3.95-4.03(1H, m), 4.47(2H, s), 6.27(1H, brs), 6.69(1H, brs), 6.85(1H, d), 6.99(1H, t), 7.10-7.19 and7.26-7.31(5H, m), 7.51(1H, d), 7.58(1H, s), 7.63-7.67(2H, m), 7.77(1H, s) examples:

(±) -2- [3- [3- [ N- [2- [ N- (3-trifluoromethylphenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl propionate (1-251):¹H-NMR(CDCl₃)δ：0.80-0.83(6H, m), 1.33-1.47(2H, m), 1.43(3H, d), 1.49-1.56(1H, m), 3.33(3H, s), 3.33-3.36(1H, m), 3.61(3H, s), 3.62(1H, q), 3.80-3.88(2H, m), 3.95-4.02(1H, m), 4.49(2H, s), 6.18(1H, brs), 6.69(1H, brs), 6.88(1H, d), 7.00(1H, m), 7.12-7.28and 7.51-7.69(10H, m) example 252:

2- [3- [3- [ N- [2- [ N-methyl-N- (3- (N, N-dimethylamino) phenyl) carbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (1-252): mp 95-97 ℃.¹H-NMR(CDCl₃) δ: 0.82-0.85(6H, m), 1.30-1.39(2H, m), 1.50-1.55(1H, m), 3.01(6H, s), 3.34(3H, s), 3.34-3.38(1H, m), 3.56(2H, s), 3.66(3H, s), 3.89-4.01(3H, m), 4.58(2H, s), 6.08(1H, brs), 6.54(1H, s), 6.60(1H, d), 6.67(1H, d), 6.74(1H, dd), 6.88(1H, d), 6.97(1H, t), 7.14-7.34(6H, m), 7.41(1H, s) example 253:

2- [3- [3- [ N- [2- [ N-methyl-N- (3-nitrophenyl) carbamoyl-methoxy-]]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (1-253):¹H-NMR(CDCl₃)δ：0.81-0.84(6H，m)，1.33-1.41(2H，m)，1.51-1.55(1H，m)，3.30-3.33(1H，m)，3.34 (3H，s)，3.53(2H，s)，3.65(3H，s)，3.78-3.82(2H，m)，3.93-3.98(1H，m)，4.54(2H，brs)，6.15(1H，brs)，6.76(1H，brs)，6.87(1H，d)，7.01(1H，t)，7.12-7.18 and7.26-7.31(5H, m), 7.57(1H, d), 7.65(2H, brs), 8.19(1H, s), 8.23(1H, brs) example 254:

2- [3- [3- [ N- [2- [ N- (3-aminophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (1-254):¹H-NMR(CDCl₃) δ: 0.81-0.85(6H, m), 1.33-1.39(2H, m), 1.49-1.56(1H, m), 3.28(3H, s), 3.35(1H, m), 3.55(2H, s), 3.66(3H, s), 3.83-3.96(3H, m), 4.55(2H, d), 6.13(1H, brs), 6.61(1H, s), 6.63(1H, d), 6.71-6.76(2H, m), 6.88(1H, d), 6.98(1H, t), 7.13-7.31(6H, m), 7.52(1H, brs) examples 255:

(±) -2- [3- [3- [ N-cyclohexylmethyl-N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl propionate (1-255): mp 203-.¹H-NMR(CDCl₃)δ：0.91-0.97，1.10-1.12，1.40-1.48 and 1.60-1.79(11H，m)，1.45(3H，d)，2.37(6H，s)，3.17(1H，dd)，3.30(3H，s)，3.63(3H，s)，3.64(1H，q)，3.82-3.94(3H，m)，4.51(2H，s)，6.10(1H，brs)，6.67(1H，d)，6.88-6.91(3H，m)，6.96(1H，m)，7.06(1H，s)，7.15-7.26(5H，m)，7.44(1H，s)Example 256:

2- [3- [3- [ N- (2-ethylbutyl) -N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl acetate (1-256): mp 103-.¹H-NMR(CDCl₃) δ: 0.73(3H, t), 0.80(3H, t), 1.25-1.36(5H, m), 3.29-3.32(1H, m), 3.32(3H, s), 3.55(2H, s), 3.66(3H, s), 3.80(1H, d), 3.83-3.94(2H, m), 4.48(2H, s), 6.14(1H,brs), 6.66(1H, d), 6.87(1H, d), 6.98(1H, t), 7.13-7.31 and 7.41-7.52(11H, m), elemental analysis (C)₃₃H₄₀N₄O₆) Calculated values: c, 67.33; h, 6.85; n, 9.52 found: c, 67.28; h, 6.82; n, 9.51 example 257:

2- [3- [3- [ N-cyclopropylmethyl-N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl acetate (1-257):¹H-NMR(CDCl₃) δ: 0.01-0.07(2H, m), 0.32-0.36(2H, m), 0.90-0.93(1H, m), 3.18(1H, dd), 3.33(3H, s), 3.56(2H, s), 3.66(3H, s), 3.81-3.96(3H, m), 4.47(2H, s), 6.12(1H, brs), 6.65(1H, d), 6.88(1H, d), 6.98(1H, t), 7.15-7.31 and 7.44-7.52(11H, m) examples 258:

2- [3- [3- [ N-cyclohexylmethyl-N- [2- (N-methyl-N- (3-methylphenyl) carbamoylmethoxy)]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl acetate (1-258):mp 174-175℃。¹H-NMR(CDCl₃) δ: 0.91-0.97, 1.10-1.19, 1.38-1.44 and 1.59-1.76(11H, m), 2.42(3H, s), 3.18(1H, dd), 3.31(3H, s), 3.55(2H, s), 3.66(3H, s), 3.79-3.93(3H, m), 4.49(2H, s), 6.10(1H, brs), 6.67(1H, d), 6.87(1H, d), 6.98(1H, t), 7.08-7.30(8H, m), 7.38(1H, t), 7.43(1H, s) example 259:

(±) -2- [3- [3- [ N-cyclohexylmethyl-N- [2- (N-methyl-N- (3-methylphenyl) carbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl propionate (1-259): mp 148-.¹H-NMR(CDCl₃) δ: 0.91-0.97, 1.01-1.21, 1.38-1.46 and 1.62-1.71(11H, m), 1.45(3H, d), 2.42(3H, s), 3.16(1H, dd), 3.32(3H, s), 3.63(3H, s), 3.65(1H, q), 3.81-3.94(3H, m), 4.50(2H, s), 6.06(1H, brs), 6.66(1H, d), 6.89(1H, d), 6.97(1H, t), 7.09-7.40(10H, m) example 260:

2- [3- [3- [ N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]-N- [ (1-methylcyclohexyl) methyl group]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl acetate (1-260):¹H-NMR(CDCl₃) δ: 0.86(3H, s), 1.21-1.39(10H, m), 3.32(3H, s), 3.53(1H, d), 3.55(2H, s), 3.66(3H, s), 3.75(1H, d), 3.88(2H, s), 4.50(2H, s), 5.99(1H, brs), 6.63(1H, d), 6.88(1H, d), 6.97(1H, t), 7.15-7.53(11H, m) examples 261: 2- [3- [3- [N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]-N- [ (2, 2-dimethylpropyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (1-261): mp 132-.¹H-NMR(CDCl₃) δ: 0.85(9H, s), 3.32(3H, s), 3.53-3.55(1H, m), 3.55(2H, s), 3.66(3H, s), 3.67(1H, m), 3.90(2H, s), 4.50(2H, s), 5.98(1H, brs), 6.62(1H, d), 6.88(1H, d), 6.97(1H, t), 7.17-7.28 and 7.31-7.51(11H, m) example 262:

2- [3- [3- [ N- [2- (1-adamantyl) ethyl]-N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl acetate (1-262): mp 135-.¹H-NMR(CDCl₃) δ: 1.19-1.32(2H, m), 1.41 and 1.52-1.65(12H, m), 1.86(3H, brs), 3.28-3.33(1H, m), 3.33(3H, s), 3.55(2H, s), 3.66(3H, s), 3.84-3.97(3H, s), 4.48(2H, s), 6.13(1H, brs), 6.66(1H, d)6.87(1H, d), 6.97(1H, t), 7.15-7.31 and 7.41-7.50(11H, m) example 263:

2- [3- [3- [ N- (1-adamantylmethyl) -N- [2- (N-methyl-N-phenylcarbamoyl) methanesOxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl acetate (1-263): mp 166-.¹H-NMR(CDCl₃) δ: 1.41-1.63(12H, m), 1.88(3H, brs), 3.29(1H, d), 3.32(3H, s), 3.54(2H, s), 3.61(1H, d), 3.65(3H, s), 3.81(1H, d), 3.92(1H, dd), 4.50(2H, s), 6.09(1H, brs), 6.64(1H, d), 6.88(1H, d), 6.97(1H, t), 7.13-7.31 and 7.41-7.50(11H, m) example 264:

(±) -2- [3- [3- [ N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]Phenyl radical]-N- (3-methylpentyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (1-264): mp 149-151 ℃.¹H-NMR(CDCl₃) δ: 0.77-0.82(6H, m), 1.06-1.11, 1.26-1.31 and 1.56-1.60(5H, m), 2.37(6H, s), 3.29(3H, s), 3.30-3.33(1H, m), 3.55(2H, s), 3.66(3H, s), 3.88-4.01(3H, m),4.51(2H, s), 6.13(1H, brs), 6.66(1H, d), 6.87(1H, d), 6.90(2H, s), 6.97(1H, t), 7.06(1H, s), 7.16-7.30(5H, m), 7.51(1H, s) are trueExample 265:

(±) -2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylpentyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (1-265): mp 97-98 ℃.¹H-NMR(CDCl₃)δ：0.78-0.83(6H，m)，1.05-1.12，1.25-1.31 and 1.48-1.51(5H，m)，3.31(3H，s)，3.31-3.33(1H，m)，3.56(2H，s)，3.67(3H，s)，3.84(2H，s)，3.95-3.97(1H，m)，4.50(2H，s)，5.99(1H，brs)，6.67(1H, d), 6.89(1H, d), 6.99(1H, t), 7.15-7.34(8H, m), 7.43(2H, brs) example 266:

2- [3- [3- [ N- [3- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Tert-butyl acetate (1-266): mp 176 and 177 ℃.¹H-NMR(CDCl₃) δ: 0.85(6H, d), 1.38(2H, m), 1.42(9H, s), 1.53(1H, m), 3.32(3H, s), 3.45(2H, s), 3.63-3.73(4H, m), 4.57(2H, s), 5.93(1H, s), 6.69(7H, m), 7.07(1H, s), 7.17-7.21(3H, m), 7.31(1H, m) example 267:

(±) -2- [3- [3- [ N- [3- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Tert-butyl propionate (1-267): mp 182 and 184 ℃.¹H-NMR(CDCl₃) δ: 0.86(6H, m), 1.24(3H, m), 1.38(9H, s), 1.40(2H, m), 1.54(1H, m), 3.32(3H, s), 3.56(1H, m), 3.63-3.83(3H, m), 4.57(1H, m), 4.75(2H, s), 5.82(1H, s), 6.68-6.97(8H, m), 7.19-7.35(4H, m) example 268:

2- [3- [3- [ N- [3- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-268):mp 165-166℃。¹H-NMR(DMSO-d₆) δ: 0.84(6H, d), 1.28(2H, m), 1.53(1H, m), 3.33(2H, s), 3.46(3H, s), 3.55-3.67(4H, m), 4.77(2H, brs), 6.30(1H,m), 6.75-6.93(4H, m), 7.13(1H, m), 7.23-7.39(6H, m), 8.83(1H, s), 12.26(1H, brs) example 269:

(±)-2- [3- [3- [ N- [3- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Propionic acid (1-269): mp 172-.¹H-NMR(DMSO-d₆) δ: 0.84(6H, d), 1.27(2H, m), 1.30(3H, d), 1.54(1H, m), 3.33(3H, s), 3.52-3.67(5H, m), 4.77(2H, brs), 6.28(1H, m), 6.78-6.93(4H, m), 7.14(1H, m), 7.22-7.39(6H, m), 8.86(1H, s), 12.21(1H, brs) example 270:

2- [3- [3- [ N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Tert-butyl acetate (1-270): mp 51-55 ℃.¹H-NMR(CDCl₃) δ: 0.83(3H, d), 0.85(3H, d), 1.38(2H, m), 1.42(9H, s), 1.55(1H, m), 3.30(3H, s), 3.36(1H, m), 3.45(2H, s), 3.81(2H, m), 3.95(1H, m), 4.57(2H, brs), 5.97(1H, s), 6.89(1H, m), 6.88-6.90(4H, m), 7.00(1H, dd), 7.15-7.29(6H, m) example 271:

(±) -2- [3- [3- [ N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Tert-butyl propionate (1-271):mp 57-60℃。¹H-NMR(CDCl₃) δ: 0.83(3H, d), 0.85(3H, d), 1.36(2H, m), 1.38(9H, s), 1.39(3H, d), 1.54(1H, m), 3.31(3H, d), 3.34(1H, m), 3.53(1H, q), 3.82(2H, m), 3.97(1H, m), 4.58(2H, brs), 5.94(1H, s), 6.69(1H, m), 6.88-6.92(4H, m), 6.99(1H, m), 7.14-7.29(6H, m) example 272:

2- [3- [3- [ N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-272): mp 135-.¹H-NMR(DMSO-d₆) δ: 0.83(3H, d), 0.84(3H, d), 1.30(2H, m), 1.55(1H, m), 3.32(3H, s), 3.33(1H, m), 3.45(2H, s), 3.46(1H, m), 3.66(1H, m), 3.88(1H, m), 4.81(2H, brs), 6.26(1H, m), 6.76(1H, d), 7.02-7.06(2H, m),7.12(1H, m), 7.22-7.38(7H, m), 8.80(1H, s), 12.27(1H, brs) embodiment 273:

(±) -2- [3- [3- [ N- [3- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Propionic acid (1-273): mp 168 and 170 ℃.¹H-NMR(DMSO-d₆)δ：0.83(3H，d)，0.85(3H，d)，1.30(3H，d)，1.22-1.38(2H，m)，1.55(1H，m)，3.32(4H，m)，3.46(1H，m)，3.55(1H，q)，3.65(1H，m)，3.86(1H，m)，4.82(2H，brs)，6.25(1H，m)，6.79(1H, d), 7.04(2H, m), 7.13(1H, t), 7.20-7.39(7H, m), 8.83(1H, s), 12.22(1H, brs) example 274:

[3- [3- [ N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]methyl ester]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Potassium methanesulfonate (1-274): mp 165-170 ℃.¹H-NMR(DMSO-d₆) δ: 0.83(3H, d), 0.85(3H, d), 1.30(2H, m), 1.55(1H, m), 3.33(4H, m), 3.46(1H, m), 3.63(2H, s), 3.66(1H, m), 3.88(1H, m), 4.82(2H, brs), 6.25(1H, m), 6.81(1H, d), 7.02-7.08(3H, m), 7.13(1H, s), 7.26-7.39(6H, m), 8.76(1H, s) example 275:

(±) -1- [3- [3- [ N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Potassium ethanesulfonate (1-275): mp 156-.¹H-NMR(DMSO-d₆)δ：0.83(3H，d)，0.84(3H，d)，1.30(2H，m)，1.40(3H，d)，1.55(1H，m)，3.32(4H，m)，3.45(1H，m)，3.55(1H，q)，3.66(1H，m)，3.88(1H，m)，4.82(2H，brs)，6.21(1H，m)，6.83(1H，d)，7.00-7.06(3H，m)，7.13(1H，s)，7.27-7.38(6H，m)，8.75(1H，s)Example 276:

2- [3- [3- [ N- [2- [ N- (2, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Tert-butyl acetate (1-276):¹H-NMR(CDCl₃)δ：0.82(3H，d)0.84(3H，d)，1.40(2H，m)，1.42(9H，s)，1.53(1H，m)，3.27(3H，s)，3.37(1H，m)，3.44(2H，s)，3.60-3.90(2H，m)，3.97(1H，m)，4.51(2H，brs)，6.08(1H，s)，6.72(1H, d), 6.88(1H, d), 6.99(1H, t), 7.10-7.29(8H, m), 7.36(1H, brs) example 277:

2- [3- [3- [ N- [2- [ N- (2, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-277): mp 81-85 ℃.¹H-NMR(DMSO-d₆) δ: 0.83(3H, d), 0.84(3H, d), 1.30(2H, m), 1.55(1H, m), 3.33(1H, m), 3.34(3H, s), 3.41(1H, m), 3.46(2H, s), 3.66(1H, dd), 3.87(1H, m), 4.54(1H, brs), 4.73(1H, brs), 6.27(1H, m), 6.76(1H, d), 6.90(1H, m), 7.05(1H, t), 7.12(1H, m), 7.21-7.69(7H, m), 8.80(1H, s), 12.27(1H, brs) embodiment 278:

(±) -2- [3- [3- [ N- [3- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Tert-butyl propionate (1-278): mp 82-88 ℃.¹H-NMR(CDCl₃) δ: 1.37(9H, s), 1.38 (3H, d), 3.24(3H, s), 3.31(3H, s), 3.53(1H, q), 3.86(2H, d), 4.08(2H, s), 4.55(2H, s), 5.87(1H, s), 6.83-7.07(7H, m), 7.13-7.41(10H, m) example 279:

(±) -2- [3- [3- [ N- [3- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Propionic acid (1-279): mp 102-.¹H-NMR(DMSO-d₆) δ: 1.30(3H, d), 3.19(3H, s), 3.24(3H, s), 3.55(1H, q), 3.62(2H, s), 4.04(2H, s), 4.72(2H, s), 6.27(1H, s), 6.79-7.03(4H, m), 7.11-7.47(12H, m), 8.31(1H, s), 8.83(1H, s) example 280:

2- [3- [3- [ N- [3- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]Phenyl radical]-N- (3-methyl-2-butenyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-280): mp 115 and 117 ℃.¹H-NMR(DMSO-d₆)δ：1.44(3H，s)，1.64(3H，s)，2.34(6H，s)，3.28(3H，s)，3.59(2H，s)，3.71(2H，d)，4.23(2H，d)，4.41(2H，s)，5.17(1H，t)，6.48(1H，brs)，6.66-7.60(12H，m)MS(m/z)：587(M+1)⁺Elemental analysis (C)₃₃H₃₈N₄O₆)

Calculated values: c, 67.56; h, 6.53; n, 9.55

Measured value: c, 67.52; h, 6.48; n, 9.21 example 281:

(±) -2- [3- [3- [ N- [3- [ N-methyl-N- (2-methylphenyl) carbamoylmethoxy]Phenyl radical]-N- (2-phenylpropyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-281): mp 154-.¹H-NMR(DMSO-d₆)δ：1.22(3H，d)，2.28(3H，s)，3.56-3.72(5H，m)，3.98-4.03(1H，m)，4.14-4.35(2H，m)，6.38-7.59(19H，m)MS(m/z)：623(M+1)⁺Example 282:

2- [3- [3- [ N- (2-cyclopentylethyl) -N- [3- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-282):¹H-NMR(DMSO-d₆)δ：0.84-1.70(11H，m)，3.19-3.82(9H，m)，4.55(2H，s)，6.30(1H，brs)，6.75-7.50(13H，m)，8.80(1H，s)MS(m/z)：587(M+1)⁺example 283:

2- [3- [3- [ N- (2-cyclohexylethyl) -N- [3- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-283): mp 143-.¹H-NMR(DMSO-d₆)δ：0.81-0.87，1.07-1.29 and 1.60-1.63(13H，m)，3.21(3H，s)，3.46-3.66(6H，m)，4.51(2H，s)，6.30-6.32，6.76-7.45 and 8.82(15H，m)，12.26(1H，brs)MS(m/z)：601(M+1)⁺Elemental analysis (C)₃₄H₄₀N₄O₆)

Calculated values: c, 67.98; h, 6.71; n, 9.33

Measured value: c, 67.67; h, 6.68; n, 9.16 example 284:

2- [3- [3- [ N- (2-cyclopentylethyl) -N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethyloxy]Phenylradical]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-284):¹H-NMR(DMSO-d₆)δ：0.86-1.71(11H，m)，2.30(6H，s)，3.15-3.87(9H，m)，4.57(2H，s)，6.27(1H，s)，6.75-8.81(12H，m)，12.29(1H，brs)MS(m/z)：615(M+1)⁺example 285:

2- [3- [3- [ N- (2-cyclohexylethyl) -N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-285): mp 185 and 186 ℃.¹H-NMR(DMSO-d₆)δ：0.78-0.86 and 1.06-1.64(13H，m)，3.19-3.85(9H，m)，4.55(2H，s)，6.28(1H，brs)，6.76-7.50(13H，m)，8.80(1H，brs)MS(m/z)：601(M+1)⁺Elemental analysis (C)₃₄H₄₀N₄O₆)

Calculated values: c, 67.98; h, 6.71; n, 9.33

Measured value: c, 67.68; h, 6.69; n, 9.01 example 286:

2- [3- [3- [ N- (3-cyclohexylpropyl) -N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-286):¹H-NMR(DMSO-d₆)δ：0.80-1.62(15H，m)，3.19-3.76(9H，m)，4.55(2H，s)，6.28(1H，brs)，6.76-7.50(13H，m)，8.81(1H，brs)MS(m/z)：615(M+1)⁺example 287:

2- [3- [3- [ N-cyclopentylmethyl-N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethyloxy-methoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-287):¹H-NMR(DMSO-d₆)δ：1.12-1.64 and 1.91-1.97(9H，m)，2.30(6H，s)，3.15(3H，s)，3.24-3.48(4H，m)，3.65-3.71，and3.79-3.85(2H，m)，4.57(2H，s)，6.28(1H，s)，6.75-7.38(11H，m)，8.81(1H，s)MS(m/z)：601(M+1)⁺example 288:

2- [3- [3- [ N-cyclopentylmethyl-N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-288):¹H-NMR(DMSO-d₆)δ：1.11-1.94(9H，m)，3.19-3.45(7H，m)，3.65-3.85(2H，m)，4.55(2H，s)，6.28(1H，s)，6.75-7.51(13H，m)，8.81(1H，s)MS(m/z)：573(M+1)⁺example 289:

2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N-cyclopentylmethyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-289): mp 190 and 192 ℃.¹H-NMR(DMSO-d₆)δ：0.84-1.63 and 1.92-1.99(9H, m), 3.19-3.45(7H, m), 3.65-3.85(2H, m), 4.55(2H, s), 6.28(1H, s), 6.75-7.51(12H, m), 8.81(1H, s) elemental analysis (C)₃₂H₃₅ClN₄O₆)

Calculated values: c, 63.31; h, 5.81; n, 9.23

Measured value: c, 63.05; h, 5.92; n, 8.90 example 290:

2- [3- [3- [ N-cyclobutylmethyl-N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-290): mp 167-.¹H-NMR(DMSO-d₆)δ：1.51-1.89(6H，m)，2.32-2.40(1H，m)，3.20-3.92(9H，m)，4.55(2H，s)，6.28(1H，s)，6.76-7.51(13H，m)，8.81(1H，s)，12.3(1H，brs)MS(m/z)：559(M+1)⁺Example 291:

2- [3- [3- [ N-cyclobutylmethyl-N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-291): mp 155-.¹H-NMR(DMSO-d₆)δ：0.84-1.91(6H，m)，2.31-2.41(7H，m)，3.16-3.92(9H，m)，4.57(2H，s)，6.27(1H，t)，6.76-7.38(11H，m)，8.81(1H，s)MS(m/z)：587(M+1)⁺Example 292:

2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N-cyclobutylmethylcarbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-292): mp 194 ℃ and 195 ℃.¹H-NMR(DMSO-d₆) δ: 1.51-1.91(6H, m), 2.33-2.41(1H, m), 3.22-3.93(9H, m), 4.64(2H,brs), 6.27(1H, s), 6.76-7.70(12H, m), 8.81(1H, s) example 293:

2- [3- [3- [ N-cycloheptylmethyl-N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-293): mp 179 and 181 ℃.¹H-NMR(DMSO-d₆)δ：0.84-1.69(13H，m)，3.19(3H，s)，3.36-3.78(6H，m)，4.56(2H，s)，6.27(1H，s)，6.76-7.50(13H，m)，8.81(1H，s)MS(m/z)：601(M+1)⁺Elemental analysis (C)₃₄H₄₀N₄O₆)

Calculated values: c, 67.98; h, 6.71; n, 9.33

Measured value: c, 67.73; h, 6.76; n, 9.12 example 294:

2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N-cycloheptylmethyl carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-294): mp 189-191 ℃.¹H-NMR(DMSO-d₆)δ：1.09-1.70(13H，m)，3.21-3.80(9H，m)，4.64(2H，brs)，Elemental analysis (C) of 6.28(1H, s), 6.76-7.69(12H, m), 8.81(1H, s), 12.30(1H, brs)₃₄H₃₉ClN₄O₆)

Calculated values: c, 64.30; h, 6.19; n, 8.82

Measured value: c, 64.17; h, 6.27; n, 8.48 example 295:

2- [3- [3- [ N-N-butyl-N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-295): mp 139 and 141 ℃.¹H-NMR(DMSO-d₆)δ：0.83(3H，t)，1.22-1.39(4H，m)，3.19-3.48(7H，m)，3.64-3.69 and 3.79-3.86(2H，m)，4.56(2H，s)，6.28(1H，t)，6.75-7.51(13H，m)，8.82(1H，s)MS(m/z)：547(M+1)⁺Elemental analysis (C)₃₀H₃₄N₄O₆)

Calculated values: c, 65.92; h, 6.27; n, 10.25

Measured value: c, 65.57; h, 6.24; n, 10.17 example 296:

2- [3- [3- [ N-N-butyl-N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-296): mp 111-.¹H-NMR(DMSO-d₆)δ：0.84(3H，t)，1.23-1.37(4H，m)，2.30(6H，s)，3.15-3.86(9H，m)，4.58(2H，s)，6.28(1H，t)，6.76-7.39(11H，m)，8.82(1H，s)MS(m/z)：575(M+1)⁺Example 297:

2-[3-[3-[N-butyl-N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-297): mp 160-.¹H-NMR(DMSO-d₆) δ: 0.84(3H, t), 1.16-1.40(4H, m), 3.21-3.88(9H, m), 4.63(2H, brs), 6.28(1H, s), 6.76-7.71(12H, m), 8.83(1H, s) elemental analysis (C)₃₀H₃₃ClN₄O₆)

Calculated values: c, 62.01; h, 5.72; n, 9.64

Measured value: c, 61.81; h, 5.86; n, 9.35 example 298:

2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- [2- (1, 3-dioxan-2-yl) ethyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-298): mp 153-.¹H-NMR(DMSO-d₆) δ: 1.16-1.86(4H, m), 3.15-4.06(13H, m), 4.52-4.56(3H, m), 6.27(1H, brs), 6.46-7.39(12H, m), 8.81(1H, s), 12.29(1H, brs) example 299:

2- [3- [3- [ N- [2- (1, 3-dioxan-2-yl) ethyl]-N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-299):mp 176-178℃。¹H-NMR(DMSO-d₆)δ：1.24-1.85(4H，m)，2.51(6H，s)，3.21-3.94(13H，m)，4.53-4.63(3H，m)，6.28(1H，brs)，6.76-7.48(11H，m)，8.83(1H，s)，12.27(1H，brs)MS(m/z)：633(M+1)⁺example 300:

2- [3- [3- [ N- [2- (1, 3-dioxan-2-yl) ethyl]-N- [2- [ N-methyl-N-phenylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-300): mp 183-185 ℃.¹H-NMR(DMSO-d₆)δ：1.16-1.86(4H，m)，3.20-4.06(13H，m)，4.52-4.54(3H，m)，6.28(1H，brs)，6.76-7.51(13H，m)，8.82(1H，s)，12.27(1H，brs)MS(m/z)：605(M+1)⁺Elemental analysis (C)₃₂H₃₆N₄O₈)

Calculated values: c, 63.57; h, 6.00; n, 9.27

Measured value: c, 63.59; h, 6.25; n, 8.77 example 301:

2- [3- [3- [ N- [2- [ N- (2-methoxyphenyl) -N-methylcarbamoylmethoxy)]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (1-301):¹H-NMR(CDCl₃)δ：0.82-0.88(6H，m)，1.19-1.40(3H，m)，3.27(3H，s)，3.57(2H，s)，3.67(3H，s)，3.88-4.13(7H，m)，4.37-4.53(2H，m)，6.01(1H，brs)，6.68-7.45(13H，m)MS(m/z)：605(M+1)⁺example 302:

2- [3- [3- [ N- [2- [ N- (3-methoxyphenyl) -N-methylcarbamoylmethoxy)]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (1-302): mp 104-.¹H-NMR(CDCl₃)δ：0.82-0.85(6H，m)，1.29-1.42(2H，m)，1.49-1.57(1H，m)，3.32(3H，s)，3.35-3.39(1H，m)，3.56(2H，s)，3.67(3H，s)，3.85(3H，s)，3.85-3.98(3H，m)，4.53(2H，s)，6.04(1H，brs)，6.65-7.43(13H，m)MS(m/z)：605(M+1)⁺Elemental analysis (C)₃₃H₄₀N₄O₇)

Calculated values: c, 65.55; h, 6.67; n, 9.27

Measured value: c, 65.17; h, 6.55; n, 9.26 example 303:

2- [3- [3- [ N- [2- [2- (2-methoxyphenyl) -2-oxoethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (1-303): mp 153-.¹H-NMR(CDCl₃)δ：0.86-0.89(6H，m)，1.24-1.39(2H，m)，1.49-1.54(1H，m)，3.46-3.53(1H，m)，3.55(2H，s)，3.66(3H，s)，3.68-3.97(2H，m)，3.98(3H，s)，4.00-4.02(1H，m)，5.32(2H，s)，5.98(1H，brs)，6.70-7.90(13H，m)MS(m/z)：576(M+1)⁺Example 304:

2- [3- [3- [ N- [2-N- (3, 5-dichlorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (1-304): mp 160 and 162 ℃.¹H-NMR(CDCl₃)δ：0.83-0.86(6H，m)，1.25-1.44(2H，m)，1.45-1.58(1H，m)，3.29(3H，s)，3.33-3.40(1H, m), 3.56(2H, s), 3.67(3H, s), 3.83(2H, d), 3.85-4.01(1H, m), 4.55(2H, brs), 5.95(1H, brs), 6.71(1H, m), 6.89-6.90(1H, m), 6.99-7.03(1H, m), 7.16-7.30(8H, m), 7.43(1H, s) elemental analysis (C)₃₂H₃₆Cl₂N₄O₆)

Calculated values: c, 59.72; h, 5.64; n, 8.74

Measured value: c, 59.44; h, 5.64; n, 8.67 example 305:

2- [3- [3- [ N- [2-N- (3, 5-dimethoxyphenyl) -N-methylcarbamoylmethyloxy-methoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (1-305): mp 152-.¹H-NMR(CDCl₃)δ：0.83-0.86(6H，m)，1.26-1.38(2H，m)，1.40-1.58(1H，m)，3.81(3H，s)，3.35-3.38(1H，m)，3.56(2H，s)，3.67(3H，s)，3.83(6H，s)，3.88(2H，d)，3.92-3.93(1H，m)，4.59(2H，brs)，5.98(1H，brs)，6.43(2H，m)，6.50(1H，m)，6.66-6.68(1H，m)，6.88-6.90(1H，m)，6.96-7.00(1H，m)，7.14-7.28(6H，m)MS(m/z)：635(M+1)⁺Elemental analysis (C)₃₄H₄₂N₄O₈)

Calculated values: c, 64.34; h, 6.67; n, 8.83

Measured value: c, 64.14; h, 6.62; n, 8.74 example 306:

2- [3- [3- [ N- [2-N- (3, 5-trifluoromethyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (1-306): mp 145-147 ℃.¹H-NMR(CDCl₃)δ ：0.85(6H，m)，1.36-1.43(3H，m)，3.67(4H，m)，3.56(2H，s)，3.67(3H，s)，3.76-3.86(2H，m)，3.94-4.02(1H，m)，4.58(2H，brs)，5.83(1H，brs)，6.90-7.31(9H，m)，7.78-7.93(3H，m)MS(m/z)：711(M+1)⁺Elemental analysis (C)₃₄H₃₆F₆N₄O₆)

Calculated values: c, 57.46; h, 5.11; n, 7.88

Measured value: c, 67.36; h, 5.20; n, 7.71 example 307:

2- [3- [3- [ N- [2-N- (3-fluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (1-307): mp 112 and 114 ℃.¹H-NMR(CDCl₃)δ：0.83-0.86(6H，m)，1.25-1.42(2H，m)，1.44-1.60(1H，m)，3.32(3H，s)，3.36-3.39(1H，m)，3.56(2H，s)，3.67(3H，s)，3.84(2H，d)，3.89-3.99(1H，m)，4.51(2H，m)，5.96(1H，brs)，6.65-6.67(1H，m)，6.88-7.32(11H，m)，7.45-7.51(1H，m)MS(m/z)：593(M+1)⁺Elemental analysis (C)₃₂H₃₇FN₄O₆)

Calculated values: c, 64.85; h, 6.29; n, 9.45

Measured value: c, 64.18; h, 6.19; n, 9.27 example 308:

(±) -2- [3- [3- [ N- [2- [ N- (3-methoxyphenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl propionate (1-308): mp 138 and 141 ℃.¹H-NMR(CDCl₃) δ: 0.84-0.86(6H, m), 1.46(3H, m), 1.26-1.58(3H, m), 3.34-3.35(4H, m), 3.64-3.65(4H, m), 3.86-3.98(6H, m), 4.54(2H, brs), 5.95(1H, brs), 6.64-7.43(13H, m) example 309:

2- [3- [3- [ N- [2- [ N-methyl-N-phenylcarbamoyl-methoxy]-methyl-N-phenylcarbamoyl-methoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (1-309):¹H-NMR(CDCl₃)δ：0.83-0.86(6H，m)，1.33-1.38(2H.m)，1.49-1.57(1H，m)，3.28-3.31(4H，m)，3.61-4.09(8H，m)，4.46(2H，brs)，6.69-7.85(15H，m)example 310:

2- [3- [3- [ N- [2- [ N- (2-methoxyphenyl) -N-methylcarbamoylmethoxy)]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-310):¹H-NMR(CDCl₃)δ：0.82-0.88(6H，m)，1.34-1.56(3H，m)，3.22(3H，s)，3.59(2H，s)，3.36-3.88(4H，m)，3.95(3H，s)，4.37-4.49(2H，m)，6.40-7.59(14H，m)MS(m/z)：591(M+1)⁺example 311:

2- [3- [3- [ N- [2- [ N- (3-methoxy) phenyl]methyl]propanolaminePhenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-311): mp 149-151 ℃.¹H-NMR(CDCl₃)δ： 0.84-0.86(6H，m)，1.24-1.56(3H，m)，3.28(3H，s)， 3.33-3.40(1H，m)，3.61(2H，s)，3.67(1H，m)，3.83(3H，s)， 3.84-4.01(2H，m)，4.50(2H，s)，6.46-7.60(14H，m)MS(m/z)：591(M+1)⁺Example 312:

2- [3- [3- [ N- [2- [2- (2-methoxyphenyl) -2-oxoethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-312): mp 163-165 ℃.¹H-NMR(CDCl₃)δ：0.87-0.90(6H，m)，1.19-1.49(3H，m)，3.44-3.51(1H，m)， 3.64(2H，s)，3.67-3.92(2H，m)，3.95(3H，s)，3.98(1H，m)， 5.29(2H，s)，6.50-7.86(14H，m) MS(m/z)：562(M+1)⁺Elemental analysis (' C)₃₁H₃₅N₃O₇)

Calculated values: c, 66.30; h, 6.28; n, 7.48

Measured value: c, 66.56; h, 6.24; n, 7.38 example 313:

2- [3- [3- [ N- [2- [ N- (3, 5-dichlorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-313): mp 118-.¹H-NMR(CDCl₃) δ: 0.84-0.87(6H, m), 1.32-1.42(2H, m), 1.52-1.58(1H, m), 3.26(3H, s), 3.26-3.39(1H, m), 3.60(2H, s), 3.65-3.69(1H, m), 3.81-3.84(1H, m), 3.95-3.99(1H, m), 4.53(2H, brs), 6.47-7.63(13H, m) example 314:

2- [3- [3- [ N- [2- [ N- (3, 5-methoxyphenyl) -N-methylcarbamoylmethyloxy)]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-314): mp 162-.¹H-NMR(CDCl₃)δ： 0.84-0.86(6H，m)，1.30-1.43(2H，m)，1.44-1.59(1H，m)， 3.27(3H，s)，3.31-3.40(1H，m)，3.60(2H，s)，3.81(6H，s)，3.84-3.90(1H，m)，3.96-4.03(1H，m)，4.55(2H，brs)， 6.40-6.48(4H，m)，6.68-6.70(1H，m)，6.87-6.88(1H，m)， 6.96-7.00(2H，m)，7.12-7.29(4H，m)，7.55-7.58(2H，m)MS(m/z)：621(M+1)⁺Example 315:

2- [3- [3- [ N- [2- [ N- [3, 5-bis (trifluoromethyl) phenyl)]-N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-315): mp 139 and 141 ℃.¹H-NMR(DMSO-d₆)δ： 0.83-0.85(6H，m)，1.25-1.36(2H，m)，1.53-1.60(1H，m)， 3.32-3.43(5H，m)，3.46(2H，s)，3.64-3.69(1H，m)， 3.83-3.91(1H，m)，4.79(2H，m)，6.32(1H，brs)，6.75-6.77(1H，m)， 7.04-7.41(10H，m)，8.82(1H，s)，12.55(1H，br)MS(m/z)：697(M+1)⁺Example 316:

2- [3- [3- [ N- [2- [ N- (3-fluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-316): mp 154-.¹H-NMR(CDCl₃)δ： 0.83-0.86(6H，m)，1.33-1.43(2H，m)，1.44-1.57(1H，m)， 3.27(3H，s)，3.32-3.40(1H，m)，3.58(2H，s)， 3.61-3.66(1H，m)，3.80-3.85(1H，m)，3.95-4.01(1H，m)， 4.49(2H，m)，6.50-7.64(14H，m)MS(m/z)：579(M+1)⁺Elemental analysis (C)₃₁H₃₅FN₄O₆)

Calculated values: c, 64.35; h, 6.10; n, 9.68

Measured value: c, 64.22; h, 6.12; n, 9.52 example 317:

(±) -2- [3- [3- [ N- [2- [ N- (3-methoxyphenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Propionic acid (1-317): mp 123-.¹H-NMR(CDCl₃)δ： 0.82-0.86(6H，m)，1.54(3H，m)，1.22-1.61(3H，m)， 3.27-3.38(4H，m)，3.62-4.03(7H，m)，4.49(2H，brs)， 6.51-7.70(14H，m)MS(m/z)：605(M+1)⁺Elemental analysis (C)₃₃H₄₀N₄O₇)

Calculated values: c, 65.55; h, 6.67; n, 9.27

Measured value: c, 65.23; h, 6.63; n, 9.18 example 318:

2- [3- [3- [ N- [2- (N-methyl-N-ureidocarbamoylmethoxy) phenyl]-N- (3-methylbutyl) carbamoylmethyl]Thiourea group]Phenyl radical]Acetic acid (1-318):¹H-NMR(CDCl₃)δ： 0.82-0.86(6H，m)，1.30-1.41(2H.m)，1.50-1.78(1H，m)， 3.30-3.34(4H，m)，3.65(2H，s)，3.81-3.95(2H，m)， 4.20-4.24(1H，m)，4.44(2H，brs)，6.67(1H，m)， 6.69-7.85(13H，m)，8.49(1H，brs)MS(m/Z)：577(M+1)⁺example 319:

(±) -2- [3- [3- [ N- [2- [ N- (3, 5-dimethoxyphenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl propionate (1-319): mp 188-.¹H-NMR(CDCl₃)δ： 1.45(3H，m)，3.28(6H，m)，3.48(1H，d)，3.62-3.68(4H，m)， 3.81(6H，s)，3.96(2H，m)，4.51(2H，brs)，4.68(1H，d)， 5.95(1H，brs)，6.40-6.62(4H，m)，6.88-7.00(2H，m)， 7.15-7.40(10H，m)，7.70(1H，d)MS(m/z)：726(M+1)⁺Elemental analysis (C)₃₉H₄₃N₅O₉)

Calculated values: c, 64.54;i, 5.97; n, 9.65

Measured value: c, 64.08; i, 5.97; n, 9.62 example 320:

(±) -2- [3- [3- [ N- [2- [ N- (2, 5-dimethoxyphenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl propionate (1-320): mp 171-.¹H-NMR(CDCl₃)δ： 1.45(3H，d)，3.24(6H，m)，3.34-3.49(1H，m)，3.63-3.68 (4H，m)， 3.79-4.13(8H，m)，4.33-4.46(2H，m)，4.70(1H，m)，5.93(1H，m)， 6.63-7.72(17H，m)MS(m/7)：726(M+1)⁺Elemental analysis (C)₃₉H₄₃N₅O₉)

Calculated values: c, 64.54; h, 5.97; n, 9.65

Measured value: c, 64.17; h, 6.00; n, 9.49 example 321:

2- [3- [3- [ N- [2- [ N- (2, 5-Dimethoxyphenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (1-321): mp 103-.¹H-NMR(CDCl₃)δ： 3.20(3H，s)，3.23(3H，s)，3.38(1H，d)，3.55(2H，s)， 3.65(3H，s)，3.79-4.07(8H，m)，4.33-4.45(2H，m)， 4.66-4.73(1H，m)，5.96(1H，brs)，6.65-7.71(17H，m)MS(m/z)：712(M+1)⁺Example 322:

(±) -2- [3- [3- [ N- [3- [ N- (2, 5-dimethoxyphenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl propionate (1-322): mp 129-131 ℃.¹H-NMR(CDCl₃)δ： 1.45(3H，d)，3.23(6H，m)，3.62(3H，s)，3.65(1H，m)， 3.77(3H，s)，3.83(3H，s)，3.85-3.86(2H，m)，4.05(1H，d)， 4.14(1H，d)，4.37(1H，d)，4.44(1H，d)，5.91(1H，m)，6.82-7.52(17H，m)MS(m/z)：726(M+1)⁺Elemental analysis (C)₃₉H₄₃N₅O₉)

Calculated values: c, 64.54;h, 5.97; n, 9.65

Measured value: c, 64.12; h, 5.91; n, 9.52 example 323:

2- [3- [3- [ N- [2- [ N- (2, 5-Dimethoxyphenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (1-323): mp 136 and 138 ℃.¹H-NMR(CDCl₃)δ： 3.22(6H，s)，3.55(2H，s)，3.65(3H，s)，3.77(3H，s)， 3.83(3H，s)，3.85-3.86(2H，m)，4.05(1H，d)，4.14(1H，d)， 4.37(1H，d)，4.44(1H，d)，5.92(1H，brs)；6.82-7.54(17H，m)MS(m/z)：712(M+1)⁺Elemental analysis (C)₃₈H₄₁N₅O₉)

Calculated values: c, 64.12; h, 5.81; n, 9.84

Measured value: c, 63.65; h, 5.76; n, 9.69 example 324:

(±) -2- [3- [3- [ N- [3- [ N- (3-methoxyphenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl propionate (1-324):mp 133-134℃。¹H-NMR(CDCl₃)δ： 1.44(3H，d)，3.24(3H，s)，3.32(3H，s)，3.62(3H，s)， 3.65(1H，m)，3.81(3H，s)，3.85(2H，d)，4.08(2H，s)， 4.46(2H，s)，5.85(1H，brs)，6.80-7.00(7H，m)， 7.15-7.37(11H，m)MS(m/z)：696(M+1)⁺example 325:

2- [3- [3- [ N- [3- [ N- (3-methoxyphenyl) -N-methylcarbamoylmethoxy)]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (1-325): mp 115 and 117 ℃.¹H-NMR(CDCl₃)δ： 3.24(3H，s)，3.32(3H，s)，3.54(2H，m)，3.64(3H，s)， 3.81(3H，s)，3.85(2H，d)，4.08(2H，s)，4.46(2H，s)， 5.90(1H，brs)，6.80-7.00(7H，m)，7.14-7.48(11H，m)MS(m/z)：682(M+1)⁺Example 326:

2- [3- [3- [ N- [3- [ N- (2-methoxyphenyl) -N-methylcarbamoylmethoxy)]Phenyl radical]-N-(N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]-3-methylureido]Phenyl radical]Methyl acetate (1-326):¹H-NMR(CDCl₃)δ： 2.93(3H，s)，3.21(3H，s)，3.32(3H，s)，3.58(2H，s)， 3.67(3H，s)，3.87(3H，s)，3.91-4.17(4H，m)，4.33(1H，d)， 4.43(1H，d)，6.80-7.45(18H，m)MS(m/z)：696(M+1)⁺example 327, the following:

2- [3- [3- [ N- [3- [2- (2-methoxyphenyl) -2-oxoethoxy]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (1-327): mp 165-168 ℃.¹H-NMR(CDCl₃)δ： 3.22(3H，s)，3.55(2H，s)，3.66(3H，s)，3.90(2H，d)， 3.99(3H，s)，4.10(2H，s)，5.27(2H，s)，5.81(1H，brs)， 6.89-7.56(17H，m)，7.93(1H，m)MS(m/z)：653(M+1)⁺Elemental analysis (C)₃₆H₃₆N₄O₈)

Calculated values: c, 66.25; h, 5.56; n, 8.58

Measured value: c, 66.03; h, 5.52; n, 8.42 example 328:

2- [3- [3- [ N- [3- [2- (3-methoxyphenyl) -2-oxoethoxy]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (1-328): mp 115 and 118 ℃.¹H-NMR(CDCl₃)δ： 3.21(3H，s)，3.54(2H，s)，3.65(3H，s)，3.85(3H，s)， 3.90(2H，d)，4.09(2H，s)，5.31(2H，s)，5.88(1H，brs)， 6.88-7.57(18H，m)MS(m/z)：653(M+1)⁺Elemental analysis (C)₃₆H₃₆N₄O₈)

Calculated values: c, 66.25; h, 5.56; n, 8.58

Measured value: c, 65.92; h, 5.57; n, 8.43 example 329:

(±) -2- [3- [3- [ N- [2- [ N- (3, 5-dimethoxyphenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Propionic acid (1-329): mp 209-.¹H-NMR(CDCl₃)δ： 1.48(3H，m)，3.22(6H，s)，3.58(1H，d)，3.66(1H，m)， 3.76-3.86(8H，m)，4.46(2H，brs)，4.69(1H，dd)， 6.31-7.68(5H，m)，6.89-7.02(3H，m)，7.14-7.37(7H，m)， 7.51-7.76(3H，m)MS(m/z)：712(M+1)⁺Example 330:

2- [3- [3- [ N- [2- [ N- (3, 5-Dimethoxyphenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-330): mp 202 and 203 ℃.¹H-NMR(CDCl₃)δ： 3.22(3H，s)，3.25(3H，s)，3.54(2H，s)，3.56(1H，m)，3.79(6H，s)，3.87(2H，m)，4.48(2H，brs)，4.71(1H，d)， 6.31-6.63(5H，m)，6.84-7.00(3H，m)，7.14-7.36(7H，m)， 7.48-7.71(3H，m)MS(m/z)：698(M+1)⁺Example 331:

(±)-2-[3-[3-[N-[2-[N-(2, 5-Dimethoxyphenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Propionic acid (1-331):¹H-NMR(CDCl₃)δ： 1.48(3H，m)，3.15-3.25(6H，m)，3.62-3.87(10H，m)， 4.37-4.44(2H，m)，4.62-4.73(1H，m)，6.37-7.84(18H，m)MS(m/z)：712(M+1)⁺example 332:

2- [3- [3- [ N- [2- [ N- (2, 5-Dimethoxyphenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-332): mp 128-.¹H-NMR(CDCl₃)δ： 3.17(3H，s)，3.24(3H，s)，3.49-3.61(3H，m)，3.73-3.88(8H，m)， 4.39(2H，m)，4.72(1H，m)，6.30-7.69(18H，m)MS(m/z)：698(M+1)⁺Example 333:

(±) -2- [3- [3- [ N- [3- [ N- (2, 5-dimethoxyphenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Propionic acid (1-333):¹H-NMR(CDCl₃)δ： 1.50(3H，d)，3.22(3H，s)，3.25(3H，s)，3.67-3.82(9H，m)， 4.11(2H，m)，4.35(1H，d)，4.43(1H，d)，6.27-7.72(18H，m)MS(m/z)：712(M+1)⁺example 334:

2- [3- [3- [ N- [3- [ N- (2, 5-Dimethoxyphenyl) -N-methylcarbamoylmethoxy)]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-334):¹H-NMR(CDCl₃)δ： 3.22(3H，s)，3.24(3H，s)，3.55(2H，s)，3.75-3.81(8H，m)， 4.00(1H，d)，4.11(1H，d)，4.35(1H，d)，4.43(1H，d)， 6.26-7.79(18H，m)MS(m/z)：698(M+1)⁺example 335:

(±) -2- [3- [3- [ N- [2- [ N- (3-methoxyphenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Propionic acid (1-335):¹H-NMR(CDCl₃)δ： 1.47(3H，d)，3.24(3H，s)，3.31(3H，s)，3.66(1H，m)， 3.79(5H，m)，4.01(1H，d)，4.07(1H，d)，4.45(2H，s)， 6.30-7.88(19H，m)MS(m/z)：682(M+1)⁺example 336:

2- [3- [3- [ N- [2- [ N- (3-methoxyphenyl) -N-methylcarbamoylmethoxy)]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-336):¹H-NMR(CDCl₃)δ： 3.24(3H，s)，3.31(3H，s)，3.54(2H，m)，3.79(5H，m)， 4.05(2H，s)，4.45(2H，s)，6.26-7.83(19H，m)MS(m/z)：668(M+1)⁺example 337:

2- [3- [3- [ N- [3- [ N- (2-methoxyphenyl) -N-methylcarbamoylmethoxy)]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]-3-methylureido]Phenyl radical]Acetic acid (1-337):¹H-NMR(CDCl₃)δ： 2.91(3H，s)，3.22(3H，s)，3.31(3H，s)，3.62(2H，s)， 3.86(3H，s)，3.88-4.40(6H，m)，6.80-7.45(18H，m)MS(m/z)：682(M+1)⁺example 338:

2- [3- [3- [ N- [3- [2- (2-methoxyphenyl) -2-oxoethoxy]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-338):¹H-NMR(CDCl₃)δ： 3.22(3H，s)，3.53(2H，s)，3.88(2H，d)，3.98(3H，s)， 4.07(2H，s)，5.27(2H，s)，6.29(1H，brs)，6.83-7.71(17H，m)， 7.93(1H，m)MS(m/z)：639(M+1)⁺example 339:

2- [3- [3- [ N- [3- [2- (3-methoxyphenyl) -2-oxoethoxy]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-339):¹H-NMR(CDCl₃)δ： 3.21(3H，s)，3.53(2H，s)，3.85(3H，s)，3.87(2H，d)， 4.06(2H，s)，5.32(2H，s)，6.29(1H，brs)，6.83-7.69(18H，m)MS(m/z)：639(M+1)⁺example 340:

2- [2- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]methyl ester]Acetyl group]Amino group]Phenylthio group]Tert-butyl acetate (1-340): mp 192-¹H-NMR(CDCl₃)δ： 1.40(9H，s)，2.29(3H，s)，3.24(3H，s)，3.39(1H，d)， 3.54(2H，q)，3.75(1H，dd)，3.94(1H，dd)，4.75(1H，d)， 5.86(1H，brs)，6.84(2H，brs)，7.07-7.39(11H，m)， 7.82(1H，d)MS(m/z)：578(M+1)⁺Example 341:

2- [2- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]methyl ester]Acetyl group]Amino group]Phenylthio group]Acetic acid (1-341):¹H-NMR(CDCl₃) δ: 2.24 (3H, s), 3.21(3H, s), 3.40(1H, d), 3.59(2H, q), 3.75-3.92(2H, m), 4.76(1H, d), 6.18(1H, brs), 6.82(1H, d), 7.03-7.13 and 7.24-7.46(11H, m), 7.72(1H, d), 8.05(1H, s) example 342:

N-methyl-N-phenylamino-2- [2- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]Acetyl group]Amino group]Phenylthio group]Acetamide (1-342): mp 231 plus 232 deg.C¹H-NMR(DMSO-d₆)δ： 2.21(3H，s)，3.29(3H，s)，3.31(3H，s)， 3.37-3.42(2H，m)，3.63-3.67(3H，m)，4.52(1H，d)， 6.29(1H，brs)，6.69(1H，d)，7.05-7.46(16H，m)， 7.66(1H，d)，8.70(1H，s)MS(m/z)：610(M+1)⁺Elemental analysis (C)₃₄H₃₅N₅O₄S)

Calculated values: c, 66.97; h, 5.79; n, 11.49

Measured value: c, 66.86; h, 5.84; n, 11.56 example 343:

1- [2- [2- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]methyl ester]Acetyl group]Amino group]Phenylthio group]Acetyl group]-3, 3-dimethylpiperidine (1-343): mp 219-¹H-NMR(DMSO-d₆)δ：0.77(3H，s)，0.85(3H，s)，1.31(2H，brs)，1.42(2H，m)， 2.21(3H，s)，3.05-3.12(2H，m)，3.17(3H，s)， 3.33-3.42(4H，m)，3.67(1H，d)，4.03(2H，s)， 4.57(1H，d)，6.30(1H，s)，6.69(1H，d)， 7.05-7.69(12H，m)，8.72(1H，s)MS(m/z)：616(M+1)⁺Elemental analysis (C)₃₄H₄₁N₅O₄S)

Calculated values: c, 66.32; h, 6.71; n, 11.37

Measured value: c, 66.07; h, 6.75; n, 11.38 example 344:

N-cyclohexyl-N-methyl-2- [2- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]Acetyl group]Amino group]Phenylthio group]Acetamide (1-344): mp 194 + 195 deg.C¹H-NMR(DMSO-d₆)δ： 1.02-1.72(10H，m)，2.21(3H，s)，2.64 and 2.84(3H，s)， 3.17(3H，s)，3.35-3.40(2H，m)，3.61 and 4.12(1H，m)， 3.68(1H，dd)，4.02(2H，s)，4.56(1H，d)，6.30(1H，brs)， 6.69(1H，d)，7.05-7.69(12H，m)，8.72(1H，s)MS(m/z)：616(M+1)⁺Elemental analysis (C)₃₄H₄₁N₅O₄S)

Calculated values: c, 66.32; h, 6.71; n, 11.37

Measured value: c, 66.30; h, 6.66; n, 11.40 example 345:

3- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [3- (N-methyl-N-phenylamino)Radical formyl methoxy) phenyl]Carbamoyl methyl group]Urea radical]Tert-butyl benzoate (1-345):¹H-NMR(CDCl₃) δ: 1.55(9H, s), 3.24(3H, s), 3.32(3H, s), 3.87(2H, d), 4.10(2H, s), 4.43(2H, s), 6.07(1H, brs), 6.80(1H, d), 6.89(1H, s), 7.02(1H, d), 7.15-7.46(12H, m), 7.56(1H, d), 7.68(1H, d), 7.89(1H, s), 7.96(1H, s) embodiment 346:

3- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [3- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Benzoic acid (1-346):¹H-NMR(CDCl₃)δ： 3.26(3H，s)，3.34(3H，s)，3.91(2H，d)，4.10(2H，s)， 4.44(2H，s)，6.79-6.84(2H，m)，6.97(1H，s)， 7.06(1H，d)，7.21-7.47(12H，m)，7.55(1H，d)， 7.72(1H，s)，8.22(1H，d)，8.39(1H，s)MS(m/z)：624(M+1)⁺example 347:

N-methyl-N-phenyl-2- [2- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methyl)Phenyl) ureido]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-347): mp 183 + 184 deg.C¹H-NMR(CDCl₃)δ： 2.26(3H，s)，3.22(3H，s)，3.26(3H，s)，3.55(1H，d)， 3.90(2H，m)，4.39(2H，s)，4.68(1H，d)，6.04(1H，brs)， 6.62(1H，d)，6.76(1H，d)，6.99-7.44(15H，m)，7.69(1H，d)MS(m/z)：594(M+1)⁺Example 348:

2- [3- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Pivaloyloxymethyl acetate (1-348): mp 122-¹H-NMR(CDCl₃)δ： 1.15(9H，s)，3.22(3H，s)，3.28(3H，s)，3.53(1H，d)， 3.57(2H，s)，3.92(2H，d)，4.41(2H，s)，4.67(1H，d)， 5.73(2H，s)，6.06(1H，brs)，6.62(1H，d)，6.84(1H，d)， 6.98(1H，t)，7.12-7.53(15H，m)，7.69(1H，d)MS(m/z)：752(M+1)⁺Elemental analysis (C)₄₁H₄₅N₅O₉)

Calculated values: c, 65.50; h, 6.03; n, 9.32

Measured value: c, 65.58; h, 5.87; n, 9.44 example 349

2- [3- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Ethyl acetate (1-349): mp 147-¹H-NMR(CDCl₃)δ： 1.22(3H，t)，3.21(3H，s)，3.27(3H，s)，3.52(2H，s)，3.55(1H，d)，3.91(2H，s)，4.10(2H，q)，4.41(2H，s)， 4.68(1H，d)，6.09(1H，brs)，6.62(1H，d)，6.86(1H，d)， 6.98(1H，brs)，7.13-7.45(14H，m)，7.56(1H，brs)， 7.68(1H，d)MS(m/z)：666(M+1)⁺Elemental analysis (C)₃₇H₃₉N₅O₇)

Calculated values: c, 66.75; h, 5.90; n, 10.52

Measured value: c, 66.91; h, 5.95; n, 10.57 example 350

2- [3- [3- [ N- (N-methyl-N-phenylaminomethyl)Acrylmethyl) -N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Isopropyl acetate (1-350): mp 158-¹H-NMR(CDCl₃)δ： 1.20(6H，d)，3.22(3H，s)，3.27(3H，s)，3.50(2H，s)， 3.53(1H，d)，3.92(2H，d)，4.41(2H，s)，4.68(1H，d)， 4.98(1H，m)，6.05(1H，brs)，6.62(1H，d)，6.87(1H，d)， 6.98(1H，t)，7.12-7.45(15H，m)，7.69(1H，d)MS(m/z)：680(M+1)⁺Elemental analysis (C)₃₈H₄₁N₅O₇)

Calculated values: c, 67.14; h, 6.08; n, 10.30

Measured value: c, 67.33; h, 6.14; n, 10.28 example 351

N-methyl-N- (3, 5-dimethylphenyl) -2- [3- [ N- [2- [3- (3-cyanophenyl) ureido]urea]Acetyl group]-N- (N-methyl-N-phenylcarbamoylmethyl) amino]Phenoxy radical]Acetamide (1-351): mp 118-¹H-NMR(CDCl₃)δ： 2.35(6H，s)，3.23(3H，s)，3.30(3H，s)，3.88(2H，d)， 4.10(2H，s)，4.46(2H，s)，6.23(1H，brs)， 6.79-7.45(15H，m)，7.80(1H，s)，8.48(1H，brs)MS(m/z)：633(M+1)⁺Example 352

N-methyl-N- (3, 5-dimethylphenyl) -2- [3- [ N- [2- [3- [3- (5-tetrazolyl) phenyl]Urea radical]Acetyl group]-N- (N-methyl-N-phenylcarbamoylmethyl) amino]Phenoxy radical]Acetamide (1-352): mp 152 and 155 DEG C¹H-NMR(DMSO-d₆)δ： 2.27(6H，s)，3.19(6H，brs)，3.63(2H，s)，4.03(2H，s)， 4.48(2H，s)，6.40(1H，brs)，6.83-7.07 and 7.34-7.55(16H，m)，8.11(1H，s)，9.08(1H，s)MS(m/z)：676(M+1)⁺Example 353

2- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]methyl ester]Acetyl group]Amino group]Phenoxy radical]Methyl acetate (1-353):¹H-NMR(CDCl₃)δ： 2.26(3H，s)，3.22(3H，s)，3.81(3H，s)， 3.89(2H，d)，4.09(2H，s)，4.63(2H，s)， 6.06(1H，brs)，6.77-7.43(13H，m)，7.69(1H，brs)MS(m/z)：519(M+1)⁺example 354

2- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]methyl ester]Acetyl group]Amino group]Phenoxy radical]Ethyl acetate (1-354): mp 92-94 deg.C¹H-NMR(DMSO-d₆)δ： 1.21(3H，t)，2.22(3H，s)，3.18(3H，s)，3.64(2H，s)， 4.04(2H，s)，4.18(2H，q)，4.80(2H，s)，6.28(1H，brs)， 6.70(1H，d)，6.95-7.17 and 7.34-7.48(12H，m)， 8.70(1H，s)MS(m/z)：533(M+1)⁺Example 355

2- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]methyl ester]Acetyl group]Amino group]Phenoxy radical]Isopropyl acetate (1-355): mp 108-¹H-NMR(DMSO-d₆)δ： 1.21(6H，d)，2.22(3H，s)，3.18(3H，s)，3.64(2H，s)， 4.04(2H，s)，4.77(2H，s)，4.99(1H，m)，6.28(1H，brs)， 6.70(1H，d)，6.96-7.17 and 7.33-7.46(12H，m)，8.70(1H，s)MS(m/z)：547(M+1)⁺Elemental analysis (C)₃₀H₃₄N₄O₆)

Calculated values: c, 65.92; h, 6.27; n, 10.25

Measured value: c, 65.95; h, 6.25; n, 10.13 example 356

2- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]methyl ester]Acetyl group]Amino group]Phenoxy radical]Cyclopentyl acetate (1-356): mp 98-100 deg.C¹H-NMR(CDCl₃)δ： 1.57-1.88(8H，m)，2.25(3H，s)，3.21(3H，s)， 3.90(2H，d)，4.09(2H，s)，4.58(2H，s)，5.29(1H，m)， 6.17(1H，brs)，6.75(1H，d)，6.89-7.14 and 7.28-7.34 (12H，m)，7.93(1H，s)MS(m/z)：573(M+1)⁺Example 357

2- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]methyl ester]Acetyl group]Amino group]Phenoxy radical]Cyclohexyl acetate (1-357):¹H-NMR(CDCl₃)δ： 1.24-1.86(10H，m)，2.25(3H，s)，3.21(3H，s)， 3.90(2H，d)，4.09(2H，s)，4.60(2H，s)，4.90(1H，m)， 6.13(1H，brs)，6.76(1H，d)，6.90-7.15 and 7.26-7.34 (12H，m)，7.85(1H，s)MS(m/z)：589(M+1)⁺example 358

2- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]methyl ester]Acetyl group]Amino group]Phenoxy radical]Tert-butyl acetate (1-358): mp 114-¹H-NMR(DMSO-d₆)δ： 1.43(9H，s)，2.22(3H，s)，3.18(3H，s)，3.64(2H，s)， 4.04(2H，s)，4.68(2H，s)，6.28(1H，brs)，6.69(1H，d)， 6.95(1H，d)，7.05-7.17 and 7.34-7.46(11H，m)， 8.71(1H，s)MS(m/z)：561(M+1)⁺Example 359

2- [3- [3- [ N- [3- (N-methyl-N-phenylcarbamoylmethylthio) phenyl]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (1-359): mp 95-97 deg.C¹H-NMR(CDCl₃)δ： 0.84(6H，d)，1.35-1.40(2H，m)，1.52-1.55(1H，m)， 3.30(3H，s)，3.54(2H，s)，3.55(2H，s)，3.66(3H，s)， 3.69(2H，t)，3.74(2H，d)，6.09(1H，brs)，6.89(1H，s)， 7.03(1H，d)，7.16(2H，brs)，7.26-7.45(10H，m)Example 360

2- [3- [3- [ N- [3- (N-methyl-N-phenylcarbamoylmethylthio) phenyl]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-360): mp 77-79 deg.C¹H-NMR(CDCl₃)δ： 0.85(6H，d)，1.33-1.39(2H，m)，1.50-1.55(1H，m)， 3.29(3H，s)，3.55(2H，s)，3.58(2H，s)，3.65-3.71 (4H，m)，6.48(1H，brs)，6.87(1H，d)，6.98(2H，s)， 7.15-7.45(9H，m)，7.52(1H，d)，7.69(1H，s)MS(m/z)：577(M+1)⁺Elemental analysis (C)₃₁H₃₆N₄O₅S)

Calculated values: c, 64.56; h, 6.29; n, 9.71

Measured value: c, 64.54; h, 6.26; n, 9.73 example 361

2- [3- [3- [ N- [2- (N-methyl-N-phenylcarbamoylmethylthio) phenyl]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (1-361): mp 134 + 135 deg.C¹H-NMR(CDCl₃)δ： 0.83-0.97(6H，m)，1.34(1H，m)，1.52-1.55(2H，m)，3.09(1H, m), 3.31(3H, s), 3.56(2H, s), 3.58(2H, s), 3.60(1H, d), 3.67(3H, s), 3.84(1H, dd), 4.13(1H, m), 5.94(1H, brs), 6.92(1H, brs), 7.10-7.49(13H, m) example 362

2- [3- [3- [ N- [2- (N-methyl-N-phenylcarbamoylmethylthio) phenyl]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-362):¹H-NMR(CDCl₃)δ： 0.84-0.88(6H，m)，1.30-1.36(1H，m)，1.43-1.56(2H，m)， 3.04-3.11(1H，m)，3.29(3H，s)，3.48(1H，dd)， 3.56(2H，s)，3.60(2H，s)，3.83(1H，dd)， 4.09-4.17(1H，m)，6.50(1H，brs)，6.88(1H，d)， 6.96(1H，s)，7.08(1H，d)，7.16-7.46(9H，m)， 7.59(1H，d)，7.63(1H，s)MS(m/z)：577(M+1)⁺example 363

2- [3- [3- [ N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethylthio]methyl group]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (1-363):¹H-NMR(CDCl₃)δ： 0.82-0.86(6H，m)，1.31-1.35(1H，m)，1.43-1.54(2H，m)， 2.34(6H，s)，3.08-3.13(1H，m)，3.28(3H，s)， 3.54(2H，s)，3.59(2H，s)，3.61-3.63(1H，m)， 3.66(3H，s)，3.85(1H，dd)，4.10-4.17(1H，m)， 6.05(1H，brs)，6.84-6.91(3H，m)，7.01(1H，s)， 7.11-7.31(7H，m)，7.37(1H，s)example 364

2- [3- [3- [ N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethylthio]methyl group]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-364): mp 128 + 130 deg.C¹H-NMR(CDCl₃)δ： 0.83-0.87(6H，m)，1.33(1H，m)，1.44-1.55(2H，m)， 2.32(6H，s)，3.09(1H，m)，3.26(3H，s)，3.49(1H，d)， 3.58(4H，brs)，3.84(1H，dd)，4.11-4.13(1H，m)， 6.48(1H，brs)，6.84(2H，s)，6.87(1H，d)，6.96(1H，s)， 7.00(1H，s)，7.09(1H，d)，7.15-7.19(2H，m)， 7.26-7.31(2H，m)，7.55(1H，d)，7.66(1H，s)MS(m/z)：605(M+1)⁺Example 365

2- [3- [3- [ N-cyclohexyl-N- [2- (N-methyl-N-phenylcarbamoylmethylthio) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl acetate (1-365):¹H-NMR(CDCl₃) δ: 0.92-1.26 and 1.46-1.78(11H, m), 2.90(1H, dd), 3.31(3H, s), 3.56(2H, s), 3.57(2H, s), 3.67(3H, s), 3.68(1H, d), 3.85(1H, dd), 4.05(1H, dd), 5.88(1H, brs), 6.91(1H, d), 6.99(1H, brs), 7.18-7.48(12H, m) EXAMPLE 366

2- [3- [3- [ N-cyclohexylmethyl-N- [2- (N-methyl-N-phenylcarbamoylmethylthio) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-366):¹H-NMR(CDCl₃)δ： 0.92-1.14 and 1.43-1.76(11H，m)，2.89(1H，dd)， 3.29(3H，s)，3.45(1H，dd)，3.56(2H，s)，3.59(2H，s)，3.86(1H，dd)，4.05(1H，dd)，6.50(1H，brs)， 6.88(1H，d)，6.96(1H，s)，7.06-7.46(10H，m)， 7.60(1H，d)，7.64(1H，s)MS(m/z)：603(M+1)⁺example 367

2- [3- [3- [ N- [2- [ N- (3-aminophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-367): mp 169-¹H-NMR(CDCl₃)δ： 0.85-0.87(6H，m)，1.32-1.37(2H，m)，1.53-1.60(1H，m)， 3.27(3H，s)，3.33-3.40(1H，m)，3.50(2H，s)， 3.62(1H，d)，3.80(1H，dd)，3.96-4.03(1H，m)， 4.53(2H，q)，6.29(1H，brs)，6.59(2H，s)，6.68(1H，d)， 6.73(1H，d)，6.84(1H，d)，6.97(1H，t)， 7.12-7.28(6H，m)，8.25(1H，s)MS(m/z)：576(M+1)⁺Elemental analysis (C)₃₁H₃₇N₅O₆)

Calculated values: c, 64.68; h, 6.48; n, 12.17

Measured value: c, 64.27; h, 6.39; n, 12.36 example 368

2- [3- [3- [ N- (4-ethylhexyl) -N- [2- (N-methyl-N-phenylcarbamoylmethoxy)Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl acetate (1-368):¹H-NMR(CDCl₃) δ: examples 0.76(6H, t), 1.06-1.26(7H, m), 1.43-1.46(2H, m), 3.28-3.33(1H, m), 3.33(3H, s), 3.55(2H, s), 3.66(3H, s), 3.87-3.91(3H, m), 4.48(2H, s), 6.06(1H, brs), 6.65(1H, d), 6.88(1H, d), 6.97(1H, t), 7.15-7.36 and 7.42-7.53(11H, m)

2- [3- [3- [ N- (4-ethylhexyl) -N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-369): mp 203-¹H-NMR(CDCl₃)δ： 0.78(6H，t)，1.09-1.23(7H，m)，1.46(2H，m)， 3.26-3.30(1H，m)，3.29(3H，s)，3.60(2H，s)， 3.62(1H，d)，3.86(1H，dd)，3.92-3.98(1H，m)， 4.45(2H，s)，6.50(1H，s)，6.68(1H，d)，6.87(1H，d)， 6.97-6.99(2H，m)，7.13(1H，d)，7.18(1H，t)， 7.20-7.27 and 7.40-7.49(6H，m)，7.60(2H，brs)MS(m/z)：603(M+1)⁺Elemental analysis (C)₃₄H₄₂N₄O₆)

Calculated values: c, 67.75; h, 7.02; n, 9.30

Measured value: c, 67.40; h, 6.93; n, 9.30 example 370

(±) -2- [3- [3- [ N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]Phenyl radical]-N- (3-methylpentyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (1-370): mp 149 Aswell 151 deg.C¹H-NMR(CDCl₃) δ: 0.77-0.82(6H, m), 1.06-1.11, 1.26-1.31 and 1.56-1.60(5H, m), 2.37(6H, s), 3.29(3H, s), 3.30-3.33(1H, m), 3.55(2H, s), 3.66(3H, s), 3.88-4.01(3H, m), 4.51(2H, s), 6.13(1H, brs), 6.66(1H, d), 6.87(1H, d), 6.90(2H, s), 6.97(1H, t), 7.06(1H, s), 7.16-7.30(5H, m), 7.51(1H, s) embodiments 371 (1H, s)

(±) -2- [3- [3- [ N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]Phenyl radical]-N- (3-methylpentyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-371): mp 156-¹H-NMR(CDCl₃)δ： 0.78-0.82(6H，m)，1.07-1.12，1.30 and 1.52(5H，m)， 2.35(6H，s)，3.25(3H，s)，3.29-3.35(1H，m)， 3.58(2H，s)，3.67(1H，d)，3.86(1H，d)，4.02(1H，m)， 4.47(2H，q)，6.49(1H，brs)，6.68(1H，d)， 6.85-6.87(3H，m)，6.95-6.97(2H，m)，7.03(1H，s)， 7.12-7.29(3H，m)，7.55(1H，d)，7.67(1H，s)MS(m/z)：603(M+1)⁺Example 372

(±) -2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylpentyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (1-372):mp 97-98℃¹H-NMR(CDCl₃) δ: examples 373 (8H, m), 7.43(2H, brs), 6.7 (1H, d), 6.89(1H, d), 6.99(1H, t), 7.15 (7H, m), 7.25 (1.31) and 1.48 (1.51) of 5H, m), 3.31(3H, s), 3.33(1H, m), 3.56(2H, s), 3.67(3H, s), 3.84(2H, s), 3.95 (3.97 (1H, m), 4.50(2H, s), 5.99(1H, brs), 6.67(1H, d), 6.89(1H, d), 6.99(1H, t), 7.15 (7.34H, m), 7.43(2H, brs)

(±) -2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylpentyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-373): mp 148-149 deg.C¹H-NMR(CDCl₃) δ: 0.77-0.83(6H, m), 1.06-1.15, 1.25-1.36 and 1.45-1.51(5H, m), 3.26(3H, s), 3.30-3.37(1H, m), 3.58(2H, s), 3.64(1H, d), 3.84(1H, dd), 3.95-4.03(1H, m), 4.47(2H, s), 6.51(1H, s), 6.70(1H, d), 6.86(1H, d), 6.96-7.00(2H, m), 7.12-7.39(7H, m), 7.56(1H, d), 7.65(1H, s) elemental analysis (C)₃₂H₃₇ClN₄O₆)

Calculated values: c, 63.10; h, 6.12; n, 9.20

Measured value: c, 62.93; h, 6.08; n, 8.86 example 374

(±) -2- [3- [3- [ N- (2-hydroxy-3, 3-dimethylbutyl) -N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl acetate (1-374): mp 104-¹H-NMR(CDCl₃)δ： 0.86(9/2H，s)，0.88(9/2H，s)，3.21(3/2H，s)， 3.32(3/2H，s)，3.25-3.34(1H，m), 3.53(1H, s), 3.55(1H, s), 3.58-3.68(1H, m), 3.64(3/2H, s), 3.66(3/2H, s), 3.78-3.92(3H, m), 4.41-4.51(3H, m), 6.03(1/2H, brs), 6.26(1/2H, brs), 6.60(1/2H, d), 6.64(1/2H, d), 6.87(1H, t), 6.97-7.04(1H, m), 7.12-7.34 and 7.43-7.52(11H, m) example 375

(±) -2- [3- [3- [ N- (2-hydroxy-3, 3-dimethylbutyl) -N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-375): mp 188-189 deg.C¹H-NMR(DMSO-d₆)δ： 0.79(9/2H，s)，0.83(9/2H，s)，3.14-3.19(1H，m)， 3.19(3H，s)，3.34(2H，s)，3.40-3.46(2H，m)， 3.66(1H，d)，3.93-4.02(1H，m)，4.53-4.68(3H，m)， 6.29(1H，brs)，6.76(1H，d)，6.83(1H，brs)， 7.02-7.50(11H，m)，8.80(1/2H，s)，8.83(1/2H，s)， 12.26(1H，brs)MS(m/z)：591(M+1)⁺Example 376

2- [3- [3- [ N- (3, 3-dimethyl-2-oxobutyl) -N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl acetate (1-376):¹H-NMR(CDCl₃) δ: 1.11(9H, s), 3.32(3H, s), 3.54(2H, s), 3.65(3H, s), 3.92(2H, d), 4.03(1H, d), 4.52(2H, s), 5.20(1H, d), 6.03(1H, brs), 6.64(1H, d), 6.86(1H, d), 6.96(1H, t), 7.15-7.53(11H, m) EXAMPLES 377

2- [3- [3- [ N- (3, 3-dimethyl-2-oxobutyl) -N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-377): mp 141 and 143 deg.C¹H-NMR(CDCl₃)δ： 1.13(9H，s)，3.29(3H，s)，3.56(2H，s)，3.78(1H，dd)， 3.90(1H，dd)，4.08(1H，d)，4.49(2H，s)，5.23(1H，d)， 6.43(1H，brs)，6.64(1H，d)，6.84(1H，d)， 6.93-6.97(2H，m)，7.15(1H，t)，7.23-7.28(3H，m)， 7.42-7.56(5H，m)，7.65(1H，s)MS(m/z)：589(M+1)⁺Elemental analysis (C)₃₂H₃₆N₄O₇)

Calculated values: c, 65.29; h, 6.16; n, 9.52

Measured value: c, 64.97; h, 6.09; n, 9.08 example 378

2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (4-methylpentyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (1-378):mp 100-102℃¹H-NMR(CDCl₃) δ: 0.79(6H, d), 1.12(2H, m), 1.43-1.48(3H, m), 3.29(3H, s), 3.30-3.33(1H, m), 3.54(2H, s), 3.65(3H, s), 3.78(1H, d), 3.87(1H, dd), 3.90-4.01(1H, m), 4.49(2H, s), 6.19(1H, brs), 6.70(1H, brs), 6.87(1H, d), 7.00(1H, t), 7.15-7.41(9H, m), 7.59(1H, s) embodiment 379

2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (4-methylpentyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-379): mp 140-¹H-NMR(CDCl₃) δ: 0.81(6H, d), 1.09-1.15(2H, m), 1.44-1.52(3H, m), 3.26(3H, s), 3.30-3.34(1H, m), 3.58(2H, s), 3.64(1H, d), 3.84(1H, dd), 3.90-3.98(1H, m), 4.47(2H, s), 6.48(1H, brs), 6.70(1H, d), 6.86(1H, d), 6.97-7.00(2H, m), 7.13-7.42(7H, m), 7.55(1H, d), 7.65(1H, s) elemental analysis (C)₃₂H₃₇ClN₄O₆)

Calculated values: c, 63.10; h, 6.12; n, 9.20

Measured value: c, 63.15; h, 6.10; n, 9.12 example 380

(±) -2- [3- [3- [ N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]-N-(3-Methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl propionate (1-380): mp 127 + 129 deg.C¹H-NMR(CDCl₃) δ: 0.81-0.85(6H, m), 1.31-1.41(2H, m), 1.46(3H, d), 1.48-1.57(1H, m), 3.31-3.38(1H, m), 3.34(3H, s), 3.63(3H, s), 3.65(1H, q), 3.85-3.95(3H, m), 4.49(2H, s), 6.07(1H, brs), 6.65(1H, d), 6.90(1H, d), 6.97(1H, m), 7.14-7.53(11H, m) example 381

(±)-2- [3- [3- [ N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Propionic acid (1-381): mp 100-¹H-NMR(CDCl₃)δ： 0.82-0.85(6H，m)，1.36-1.38(2H，m)，1.52-1.53(1H，m)， 1.52(3H，d)，3.28(3H，s)，3.29-3.34(1H，m)， 3.61(1H，d)，3.73(1H，q)，3.83(1H，dd)， 3.96-4.01(1H，m)，4.45(2H，s)，6.56(1H，brs)， 6.67(1H，d)，6.91-7.47(11H，m)，7.65(1H，d)， 7.77(1H，d)MS(m/z)：575(M+1)⁺Elemental analysis (C)₃₂H₃₈N₄O₆)

Calculated values: c, 66.88; h, 6.66; n, 9.75

Measured value: c, 66.43; h, 6.61; n, 9.67 example 382

(±) -2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (4-methylpentyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl propionate (1-382):mp 159-160℃¹H-NMR(CDCl₃) δ: 0.80(6H, d'), 1.11-1.14(2H, m), 1.44-1.48(3H, m), 1.45(3H, d), 3.30(3H, s), 3.30-3.33(1H, m), 3.63(3H, s), 3,65(1H, q), 3.82-3.91(3H, m), 4.51(2H, s), 6.06(1H, brs), 6.68(1H, brs), 6.90(1H, d), 6.97-7.02(1H, m), 7.16-7.43(10H, m) example 383

(±) -2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (4-methylpentyl) carbamoylmethyl]Urea radical]Phenyl radical]Propionic acid (1-383): mp 117-¹H-NMR(CDCl₃) δ: 0.79-0.82(6H, m), 1.07-1.14(2H, m), 1.43-1.49(3H, m), 1.52(3H, d), 3.26(3H, s), 3.27-3.32(1H, m), 3.62(1H, d), 3.72(1H, q), 3.82(1H, dd), 3.90-3.97(1H, m), 4.47(2H, s), 6.55(1H, brs), 6.70(1H, d), 6.91-7.41(10H, m), 7.63(1H, d), 7.77(1H, s) elemental analysis (C)₃₃H₃₉ClN₄O₆)

Calculated values: c, 63.61; h, 6.31; n, 8.99

Measured value: c, 63.41; h, 6.30; n, 8.88 example 384

(±) -2- [3- [3- [ N- [2- (N-ethyl-N-phenylcarbamoylmethoxy) phenyl]-N- (3-methylpentyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (1-384):¹H-NMR(CDCl₃) δ: 0.76-0.82(6H, m), 1.04-1.67(5H, m), 1.17(3H, t), 3.34(1H, m), 3.56(2H, s), 3.67(3H, s), 3.75-3.95(5H, m), 4.43(2H, s), 6.04(1H, brs), 6.64(1H, d), 6.89(1H, d), 6.97(1H, t), 7.14-7.32 and 7.44-7.54(11H, m) example 385

(±) -2- [3- [3- [ N- [2- (N-ethyl-N-phenylcarbamoylmethoxy) phenyl]-N- (3-methylpentyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-385): mp 150-¹H-NMR(CDCl₃)δ： 0.78-0.82(6H，m)，1.05-1.51(5H，m)，1.12(3H，t)， 3.31-3.37(1H，m)，3.59(2H，s)，3.61(1H，d)， 3.76(2H，q)，3.86(1H，dd)，3.96-4.05(1H，m)， 4.39(2H，q)，6.51(1H，brs)，6.66(1H，d)，6.86(1H，d)， 6.94-6.98(2H，m)，7.11-7.29 and 7.39-7.49(8H，m)，7.57(1H，d)，7.65(1H，s)MS(m/z)：589(M+1)⁺Elemental analysis (C)₃₃H₄₀N₄O₆)

Calculated values: c, 67.33; h, 6.85; n, 9.52

Measured value: c, 67.06; h, 6.91; n, 9.22 example 386

(±) -2- [3- [3- [ N- [2- [ N-ethyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy) phenyl]-N- (3-methylpentyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (1-386):mp 127-129℃¹H-NMR(CDCl₃) δ: 0.76-0.85(6H, m), 1.04-1.53(5H, m), 1.16(3H, t), 2.38(6H, s), 3.31-3.33(1H, m), 3.56(2H, s), 3.67(3H, s), 3.69-3.86(2H, m), 3.89-3.97(3H, m), 4.46(2H, s), 6.10(1H, brs), 6.65(1H, d), 6.87-6.88(3H, m), 6.96(1H, t), 7.08(1H, s), 7.13-7.29(5H, m), 7.43(1H, s) examples 387

(±) -2- [3- [3- [ N- [2- [ N-ethyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy) phenyl]-N- (3-methylpentyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-387): mp 153-¹H-NMR(CDCl₃)δ： 0.78-0.82(6H，m)，1.05-1.52(5H，m)，1.12(3H，t)， 2.36(6H，s)，3.32-3.38(1H，m)，3.58(2H，s)， 3.63-3.76(3H，m)，3.86(1H，dd)，4.01-4.03(1H，m)， 4.42(2H，q)，6.51(1H，brs)，6.67(1H，d)， 6.84-6.87(3H，m)，6.94-6.98(2H，m)，7.05(1H，s)， 7.11-7.20(2H，m)，7.27(1H，t)，7.58(1H，brs)， 7.64(1H，s)MS(m/z)：617(M+1)⁺Elemental analysis (C)₃₅H₄₄N₄O₆)

Calculated values: c, 68.16; h, 7.19; n, 9.08

Measured value: c, 68.05; h, 7.23; n, 9.19 example 388

2- [3- [3- [ N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]-N- (3, 3-dimethylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (1-388): mp 135-¹H-NMR(CDCl₃) δ: 0.82(9H, s), 1.36-1.47(2H, m), 3.31(3H, s), 3.35-3.38(1H, m), 3.54(2H, s), 3.65(3H, s), 3.85(1H, d), 3.93(1H, dd), 3.97-4.01(1H, m), 4.48(2H, s), 6.26(1H, brs), 6.68(1H, d), 6.86(1H, d), 6.98(1H, t), 7.11-7.51(10H, m), 7.72(1H, s) example 389

2- [3- [3- [ N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]-N- (3, 3-dimethylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-389): mp 193-194 deg.C¹H-NMR(CDCl₃)δ： 0.84(9H，s)，1.38-1.47(2H，m)，3.29(3H，s)， 3.30-3.33(1H，m)，3.59(2H，s)，3.62(1H，d)， 3.85(1H，dd)，3.99-4.02(1H，m)，4.46(2H，d)， 6.49(1H，brs)，6.68(1H，d)，6.87(1H，d)， 6.95-6.99(2H，m)，7.13(1H，d)，7.18(1H，t)， 7.26-7.28(3H，m)，7.40-7.49(3H，m)，7.58(1H，d)， 7.64(1H，s)MS(m/z)：575(M+1)⁺Elemental analysis (C)₃₂H₃₈N₄O₆)

Calculated values: c, 66.88; h, 6.66; n, 9.75

Measured value: c, 66.43; h, 6.79; n, 9.25 example 390

(±) -2- [3- [3- [ N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylpentyl) carbamoylmethyl]Urea radical]Phenyl radical]Tert-butyl acetate (1-390):¹H-NMR(CDCl₃) δ: 0.78-0.83(6H, m), 1.09-1.54(5H, m), 1.42(9H, s), 3.30(3H, s), 3.30-3.32(1H, m), 3.46(2H, s), 3.83(2H, d), 3.98(1H, m), 4.57(2H, s), 5.93(1H, brs), 6.70(1H, brs), 6.89-6.90(3H, m), 7.00(1H, t), 7.15-7.26(7H, m) example 391

(±) -2- [3- [3- [ N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylpentyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-391): mp 135-¹H-NMR(CDCl₃)δ： 0.77-0.83(6H，m)，1.06-1.52(5H，m)，3.25(3H，s)， 3.32-3.37(1H，m)，3.57(2H，s)，3.66(1H，d)， 3.81(1H，d)，3.95-4.00(1H，m)，4.55(2H，s)， 6.51(1H，brs)，6.74(1H，brs)，6.85-6.86(4H，m)， 6.95(1H，s)，7.00(1H，t)，7.12-7.18(2H，m)， 7.29(1H，t)，7.54(1H，d)，7.66(1H，s)MS(m/z)：611(M+1)⁺Elemental analysis (C)₃₂H₃₆F₂N₄O₆)

Calculated values: c, 62.94; h, 5.94; n, 9.17

Measured value: c, 62.65; h, 5.89; n, 8.93 example 392

(±) -2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Calcium propionate (1-392):¹H-NMR(DMSO-d₆) δ: 0.81-0.84(6H, m), 1.25(3H, d), 1.25-1.30(2H, m), 1.50-1.57(1H, m), 3.21(3H, s), 3.29-3.46(3H, m), 3.65(1H, d), 3.82-3.90(1H, m), 4.63(2H, brs), 6.45(1H, brs), 6.82(1H, d), 7.00-7.05(3H, m), 7.23-7.70(8H, m), 8.99(1H, s) elemental analysis (C)₆₄H₇₂N₈O₁₂Ca·2H₂O)

Calculated values: c, 59.48; h, 5.93; n, 8.67

Measured value: c, 59.51; h, 5.83; n, 8.61 example 393

N-methyl-N-phenyl-2- [2- [ N- (3-methylbutyl) -N- [2- [3- (3-methylphenyl) ureido]urea]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-393): mp 128 + 130 deg.C¹H-NMR(CDCl₃)δ： 0.82-0.85(6H，m)，1.32-1.41(2H，m)，1.51-1.57(1H，m)， 2.28(3H，s)，3.32(3H，s)，3.34-3.41(1H，m)， 3.78(1H，d)，3.88(1H，d)，3.92-3.97(1H，m)， 4.47(2H，s)，6.05(1H，brs)，6.66(1H，d)，6.79(1H，d)， 6.98(1H，t)，7.06-7.29 and 7.41-7.52(11H，m)MS(m/z)：517(M+1)⁺Elemental analysis (C)₃₀H₃₆N₄O₄)

Calculated values: c, 69.75; h, 7.02; n, 10.84

Measured value: c, 69.56; h, 6.96; n, 10.85 example 394

N-methyl-N-phenyl-2- [2- [ N- [2- [3- (3-hydroxymethylphenyl) ureido]Acetylgroup]-N- (3-methylbutyl) amino]Phenoxy radical]Acetamide (1-394):¹H-NMR(CDCl₃)δ： 0.81-0.84(6H，m)，1.31-1.42(2H，m)，1.51-1.58(1H，m)， 2.83(1H，brs)，3.30(3H，s)，3.34-3.41(1H，m)， 3.74(1H，d)，3.90(1H，dd)，3.96-4.04(1H，m)， 4.45(2H，s)，4.53(2H，s)，6.28(1H，brs)，6.66(1H，d)， 6.88(1H，d)，6.99(1H，t)，7.11-7.29 and 7.41-7.51(10H，m)，7.71(1H，s)MS(m/z)：533(M+1)⁺example 395

N-methyl-N-phenyl-2- [2- [ N- [2- [3- [3- (N, N-dimethylamino) phenyl]Urea radical]Acetyl group]-N- (3-methylbutyl) amino]Phenoxy radical]Acetamide (1-395): mp 124-¹H-NMR(CDCl₃)δ： 0.82-0.85(6H，m)，1.31-1.36(2H，m)，1.50-1.55(1H，m)， 2.91(6H，s)，3.31(3H，s)，3.32-3.37(1H，m)， 3.71(1H，d)，3.87(1H，dd)，3.94-3.98(1H，m)，4.45(2H，s)，6.10(1H，brs)，6.39(1H，d)，6.50(1H，d)， 6.66(1H，d)，6.91(1H，s)， 6.96(1H，t)，7.06-7.13， 7.23-7.28 and 7.41-7.50(9H，m)MS(m/z)：546(M+1)⁺Elemental analysis (C)₃₁H₃₉N₅O₄)

Calculated values: c, 68.23; h, 7.20; n, 12.83

Measured value: c, 68.20; h, 7.16; n, 13.18 example 396

N-methyl-N-phenyl-2- [2- [ N- [2- [3- (3-cyanophenyl) ureido]methyl ester]Acetyl group]-N- (3-methylbutyl) amino]Phenoxy radical]Acetamide (1-396): mp 157-¹H-NMR(CDCl₃)δ： 0.81-0.84(6H，m)，1.34-1.38(2H，m)，1.51-1.56(1H，m)， 3.35(3H，s)，3.37(1H，m)，3.91(3H，brs)， 4.52(2H，s)，6.31(1H，brs)，6.67(1H，d)，7.01(1H，t)， 7.15-7.34 and 7.46-7.55(10H，m)，7.66(1H，s)， 8.08(1H，brs)MS(m/z)：528(M+1)⁺Elemental analysis (C)₃₀H₃₃N₅O₄)

Calculated values: c, 68.23; h, 6.30; n, 13.27

Measured value: c, 68.18; h, 6.25; n, 13.10 example 397

N-methyl-N-phenyl-2- [2- [ N- (3-methylbutyl) -N- [2- [3- [3- (5-tetrazolyl) phenyl]Urea radical]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-397):¹H-NMR(CDCl₃)δ： 0.85-0.87(6H，m)，1.24-1.28(2H，m)，1.43(1H，m)， 3.27(3H，s)，3.39(1H，m)，3.94-4.01(3H，m)， 4.45(2H，s)，6.52(1H，brs)，6.69(1H，d)， 6.93(1H，brs)，7.03(1H，t)，7.16-7.51(11H，m)， 8.73(1H，brs)MS(m/z)：571(M+1)⁺example 398

N-methyl-N-phenyl-2- [2- [ N- (3-methylbutyl) -N- [2- [3- [3- (5-oxo-1, 2, 4-oxadiazol-3-yl) phenyl]Urea radical]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-398): mp 151-152 deg.C¹H-NMR(CDCl₃)δ： 0.70-0.73(6H，m)，1.29-1.33(2H，m)，1.44-1.50(1H，m)， 3.29(3H，s)，3.39-3.44(1H，m)，3.92-3.99(3H，m)， 4.51(2H，s)，6.39(1H，brs)，6.41(1H，d)，6.86(1H，s)， 7.06(1H，t)，7.12(1H, t), 7.21(1H, d), 7.27-7.54(8H, m), 8.69(1H, s), 11.43(1H, brs) EXAMPLE 399

3- [3- [ N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Benzyl benzoate (1-399):¹H-NMR(CDCl₃)δ：0.80-0.83(6H, m), 1.26-1.38(2H, m), 1.48-1.53(1H, m), 3.29(3H, s), 3.30-3.33(1H, m), 3.86-3.96(3H, m), 4.49(2H, s), 5.32(2H, s), 6.09(1H, brs), 6.62(1H, d), 6.96(1H, t), 7.14(1H, d), 7.21(1H, t), 7.26-7.53(11H, m), 7.65(2H, d), 7.78(1H, s), 7.85(1H, d) examples 400

3- [3- [ N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Benzoic acid (1-400):¹H-NMR(CDCl₃) δ: 0.89-0.91(6H, m), 1.36-1.48(2H, m), 1.57-1.63(1H, m), 3.30(3H, s), 3.39-3.46(1H, m), 3.65(1H, d), 3.88(1H, dd), 4.04-4.09(1H, m), 4.46(2H, s), 6.72(1H, d), 6.99(1H, t), 7.11-7.13(2H, m), 7.26-7.49(7H, m), 7.64(1H, d), 7.75(1H, s), 8.21(1H, s), 8.31(1H, d) example 401

N-methyl-N- (2-methylphenyl) -2- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- [3- [ (N, N-dimethylamino) methyl group]Phenyl radical]Urea radical]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-401):¹H-NMR(CDCl₃)δ： 2.30(3H，s)，2.37(6H，s)，3.22(3H，s)，3.25(3H，s)， 3.59(2H，s)，3.84(2H，d)，4.07(2H，s)， 4.19-4.42(2H，m)，6.15(1H，brs)，6.76-7.37(18H，m)MS(m/z)：651(M+1)⁺example 402

N-methyl-N- (2-methylphenyl) -2- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- [3- (N, N-dimethylamino) phenyl]Urea radical]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-402): mp 195-C197 deg.C¹H-NMR(CDCl₃)δ： 2.30(3H，s)，2.93(6H，s)，3.25(3H，s)，3.26(3H，s)， 3.83-4.40(6H，m)，5.70(1H，brs)，6.42-7.42(18H，m)MS(m/z)：637(M+1)⁺Example 403

(±) -2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Propionic acid (1-403):¹H-NMR(CDCl₃) δ: 1.46-1.51(3H, m), 3.20-3.25(6H, m), 3.46-3.87(5H, m), 4.39(2H, s), 6.35(1H, brs), 6.63-7.67(18H, m) EXAMPLE 404

2- [3- [3- [ N- [3- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (1-404): mp 148 and 150 deg.C¹H-NMR(CDCl₃)δ： 3.25(3H.s)，3.31(3H，s)，3.55(2H，s)，3.66(3H，s)，Elemental analysis (C) of 3.85(2H, d), 4.08(2H, s), 4.46(2H, s), 5.83(1H, brs), 6.82-7.00, 7.16-7.52(18H, m)₃₆H₃₆ClN₅O₇)

Calculated values: c, 63.02; h, 5.29; n, 10.21

Measured value: c, 62.96; h, 5.38; n, 9.96 example 405

2- [3- [3- [ N- [3- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Isopropyl acetate (1-405): mp 185-187 deg.C¹H-NMR(CDCl₃)δ： 1.20(3H，s)，1.22(3H，s)，2.35(6H，s)， 3.27-3.29(6H，m)，3.52-5.02(9H，m)，5.62(1H，brs)， 6.80-7.41(17H，m)MS(m/z)：708(M+1)⁺Example 406

(±) -2- [3- [3- [ N- [3- [ N-methyl-N- (3, 5-dimethoxyphenyl) carbamoylmethoxy]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl propionate (1-406):¹H-NMR(CDCl₃)δ： 1.44(3H，d)，3.23(3H，s)，3.31(3H，s)， 3.45-4.51(16H，m)，5.89(1H，brs)，6.46-7.43(17H，m)MS(m/z)：726(M+1)⁺example 407

2- [3- [ N- [3- [ N-methyl-N- (3,5-dimethylphenyl) carbamoylmethoxy]Phenyl radical]-N- (3-methyl-2-butenyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (1-407): mp 94-95 deg.C¹H-NMR(CDCl₃)δ： 1.43(3H，s)，1.64(3H，s)，2.35(6H，s)，3.29(3H，s)， 3.55(2H，s)，3.67(3H，s)，3.74(2H，d)，4.25(2H，d)， 4.43(2H，s)，5.17-5.21(1H，m)，5.88(1H，brs)， 6.67-7.35(12H，m)MS(m/z)：601(M+1)⁺Example 408

(±) -2-hydroxy-2- [3- [3- [ N- [3- [ N-methyl-N- (2-methylphenyl) carbamoylmethoxy]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (1-408):¹H-NMR(CDCl₃)δ： 2.30(3H，s)，3.25(6H，s)，3.72(3H，s)， 3.84(3H，brs)，4.08(2H，s)，4.19-4.42(2H，m)， 5.10(1H，d)，5.87(1H，brs)，6.76-7.36(18H，m)MS(m/z)：682(M+1)⁺example 409

(±) -N-methyl-N- (2-methylphenyl) -2- [3- [ N- [2- [3- [3- [1- (N, N-dimethylamino) ethyl]Phenyl radical]Urea radical]Acetyl group]-N- (N-methyl-N-phenylcarbamoylmethyl) amino]Benzene and its derivativesOxy radical]Acetamide (1-409):¹H-NMR(CDCl₃)δ： 1.51(3H，d)，2.31(3H，s)，2.37(6H，s)，3.22(3H，s)， 3.25(3H，s)，3.62(1H，brs)，3.85(2H，d)， 4.10-4.13(2H，m)，4.19-4.42(2H，m)，6.11(1H，brs)， 6.75-7.39(17H，m)，7.83(1H，brs)MS(m/z)：665(M+1)⁺example 410

(±) -2- [3- [3- [ N- [3- [ N-methyl-N- (2-methylphenyl) carbamoylmethoxy]Phenyl radical]-N- (2-phenylpropyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (1-410): mp 123 + 126 deg.C¹H-NMR(CDCl₃)δ： 1.24(3H，d)，2.29(3H，s)，2.99-3.00(1H，m)， 3.25(3H，s)，3.58(2H，s)，3.68(3H，s)， 3.61-3.74(2H，m)，4.01-4.06(2H，m)，4.14-4.35(2H，m)， 5.53(1H，brs)，6.41-7.34(18H，m)MS(m/z)：637(M+1)⁺Example 411

2- [3- [3- [ N- (2-cyclohexylethyl) -N- [3- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl acetate (1-411): mp 146-¹H-NMR(CDCl₃)δ： 0.79-1.67(13H，s)，3.33(3H，s)，3.54(2H，s)， 3.57-3.72(7H，m)，4.45(2H，s)，5.96(1H，brs)，6.65-7.49(14H，m)MS(m/z)：615(M+1)⁺Example 412

2- [3- [3- [ N- (2-cyclopentylethyl) -N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl acetate (1-412): mp 134 + 135 deg.C¹H-NMR(CDCl₃)δ： 1.01-1.70(11H，m)，3.30-3.35(4H，m)，3.57(2H，s)， 3.67(3H，s)，3.86-3.88(3H，m)，4.48(2H，s)， 5.96(1H，brs)，6.63-7.53(14H，m)MS(m/z)：601(M+1)⁺Elemental analysis (C)₃₄H₄₀N₄O₆)

Calculated values: c, 67.98; h, 6.71; n, 9.33

Measured value: c, 67.67; h, 6.77; n, 9.17 example 413

2- [3- [3- [ N- (2-cyclohexylethyl) -N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl acetate (1-413):¹H-NMR(CDCl₃)δ： 0.80-1.78(13H，m)，3.35(3H，s)，3.57(2H，s)， 3.67(3H，s)，3.71-3.94(4H，m)，4.48(2H，s)， 6.00(1H，brs)，6.63-7.54(14H，m)MS(m/z)：615(M+1)⁺example 414

2- [3- [3- [ N- (2-cyclopentylethyl) -N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethyloxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl acetate (1-414):¹H-NMR(CDCl₃)δ： 1.04-1.70(11H，m)，2.38(6H，s)，3.31(4H，s)， 3.56(2H，s)，3.67(3H，s)，3.88-3.89(3H，m)， 4.51(2H，s)，5.98(1H，brs)，6.64-7.28(12H，m)MS(m/z)：629(M+1)⁺example 415

2- [3- [3- [ N- (3-cyclohexylpropyl) -N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl acetate (1-415): mp 138 + 139 deg.C¹H-NMR(CDCl₃)δ： 0.78-1.78(15H，m)，3.34(3H，s)，3.57(2H，s)， 3.67(3H，s)，3.28-3.87(4H，m)，4.48(2H，s)， 6.02(1H，brs)，6.64-7.53(14H，m)MS(m/z)：629(M+1)⁺Elemental analysis (C)₃₆H₄₄N₄O₆)

Calculated values: c, 68.77; h, 7.05; n, 8.91

Measured value: c, 68.72; h, 6.87; n, 8.77 example 416

2- [3- [3- [ N-cyclopentylmethyl-N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethyloxy-methoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl acetate (1-416):mp 150-151℃¹H-NMR(CDCl₃)δ： 1.16-1.64(9H，m)，2.38(6H，s)，3.31(4H，brs)， 3.57(2H，s)，3.67(3H，s)，3.89(3H，brs)， 4.51(2H，s)，6.01(1H，brs)，6.64-7.29(12H，m)MS(m/z)：615(M+1)⁺elemental analysis (C)₃₅H₄₂N₄O₆)

Calculated values: c, 68.38; h, 6.89; n, 9.11

Measured value: c, 67.94; h, 6.78; n, 8.92 example 417

2- [3- [3- [ N-cyclopentylmethyl-N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl acetate (1-417):¹H-NMR(CDCl₃)δ： 1.15-1.78(9H，m)，3.29-3.34(4H，m)，3.57(2H，s)， 3.67(3H，s)，3.86-3.94(3H，m)，4.48(2H，s)， 5.95(1H，brs)，6.63-7.53(14H，m)MS(m/z)：587(M+1)⁺example 418

2- [3- [3- [ N-cyclopentylmethyl-N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl acetate (1-418):mp 155-157℃¹H-NMR(CDCl₃) δ: 1.14-2.09(9H, m), 3.32(4H, m), 3.56(2H, s), 3.67(3H, s), 3.69-3.95(3H, m), 4.50(2H, s), 5.92(1H, s), 6.65-7.43(13H, m) example 419

2- [3- [3- [ N-cyclobutylmethyl-N- [2- (N-methyl-N-phenyl)Carbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl acetate (1-419): mp 112 and 114 deg.C¹H-NMR(CDCl₃)δ： 1.55-1.90(6H，m)，2.39-2.46(1H，m)，3.34(3H，s)， 3.41-3.48(1H，m)，3.56(2H，s)，3.67(3H，s)， 3.79-4.02(3H，m)，4.48(2H，s)，6.01(1H，s)， 6.62-7.53(14H，m)MS(m/z)：573(M+1)⁺Elemental analysis (C)₃₂H₃₆N₄O₆)

Calculated values: c, 67.12; h, 6.34; n, 9.78

Measured value: c, 66.82; h, 6.29; n, 9.78 example 420

2- [3- [3- [ N-cyclobutylmethyl-N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl acetate (1-420): mp 147-¹H-NMR(CDCl₃)δ： 1.25-1.88(6H，m)，2.38(7H，s)，3.31(3H，s)， 3.40-3.48(1H，m)，3.57(2H，s)，3.67(3H，s)， 3.88(2H，s)，3.95-4.00(1H，m)，4.51(2H，s)， 5.94(1H，s)，6.61-7.28(12H，m)MS(m/z)：601(M+1)⁺Example 421

2- [3- [3- [ N-cyclobutylmethyl-N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl acetate (1-421): mp 101-¹H-NMR(CDCl₃) δ: 1.55-1.91(6H, m), 2.38-2.49(1H, m), 3.31(3H, s), 3.42-3.47(1H, m), 3.56(2H, s), 3.67(3H, s), 3.78-3.89(2H, m), 3.98-4.03(1H, m), 4.49(2H, s), 5.97(1H, brs), 6.63-7.43(13H, m) example 422

2- [3- [3- [ N-cycloheptylmethyl-N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl acetate (1-422): mp 123 + 125 deg.C¹H-NMR(CDCl₃)δ： 1.12-1.68(13H，m)，3.17-3.22(1H，m)，3.33(3H，s)， 3.56(2H，s)，3.66(3H，s)，3.85-3.93(3H，m)， 4.48(2H，s)，6.04(1H，s)，6.65-7.53(14H，m)MS(m/z)：615(M+1)⁺Example 423

2- [3- [3- [ N-cycloheptylmethyl-N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl acetate (1-423):mp 174-177℃¹H-NMR(CDCl₃) δ: 1.11-1.75(13H, m), 3.17-3.22(1H, m), 3.31(3H, s), 3.56(2H, s), 3.67(3H, s), 3.79-3.90(3H, m), 4.50(2H, s), 5.95(1H, brs), 6.66-7.52(13H, m) example 424

(±) -2-methoxy-2- [3- [3- [ N- [3- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (1-424): mp 97-101 deg.C¹H-NMR(CDCl₃)δ： 2.34(6H，s)，3.25-3.35(9H，m)，3.68(3H，s)， 3.86(2H，d)，4.09(2H，s)，4.43(2H，s)，4.71(1H，s)， 5.78(1H，brs)，9.79-7.52(17H，m)MS(m/z)：710(M+1)⁺Example 425

(±) -2-methoxy-2- [3- [3- [ N- [3- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-425): mp 204 and 206 deg.C¹H-NMR(DMSO-d₆)δ： 2.27(6H，s)，3.10-3.33(9H，m)，3.60(2H，s)， 4.04(2H，s)，4.48(2H，s)，4.65(1H，s)，6.27(1H，s)，6.82-7.46(16H，m)，8.89(1H，s)MS(m/z)：696(M+1)⁺Example 426

(±) -2-hydroxy-2- [3- [3- [ N- [3- [ N-methyl-N- (2-methylphenyl) carbamoylmethoxy]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (1-426):¹H-NMR(CDCl₃)δ： 2.30(3H，s)，3.25(6H，s)，3.72(3H，s)，3.84(3H，brs)， 4.08(2H，s)，4.19-4.42(2H，m)，5.10(1H，d)， 5.87(1H，brs)，6.76-7.36(18H，m)MS(m/z)：682(M+1)⁺example 427

(±) -2-hydroxy-2- [3- [3- [ N- [3- [ N-methyl-N- (2-methylphenyl) carbamoylmethoxy]Phenyl radical]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethylBase of]Urea radical]Phenyl radical]Acetic acid (1-427):¹H-NMR(DMSO-d₆)δ： 2.24(3H，s)，3.11-3.66(10H，m)，4.00-4.05(2H，m)， 4.23-4.43(2H，m)，4.92(1H，s)，6.28(1H，s)， 6.77-7.46(17H，m)，8.85(1H，s)MS(m/z)：668(M+1)⁺example 428

2- [3- [3- [ N- (tert-Butoxycarbonylmethyl) -N- [2- (N-methyl-N-phenylcarbamoylmethyl) sOxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl acetate (1-428): mp 142 and 144 DEG C¹H-NMR(CDCl₃) δ: 1.42(9H, s), 3.34(3H, s), 3.56(2H, s), 3.62-3.66(1H, d), 3.67(3H, s), 3.90-4.01(2H, m), 4.51(2H, s), 4.81(1H, d), 5.90(1H, brs), 6.63-7.54(14H, m) example 429

2- [3- [3- [ N- (tert-Butoxycarbonylmethyl) -N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-429): mp 194,196 DEG C¹H-NMR(CDCl₃)δ： 1.42(9H，s)，3.30(3H，s)，3.59(2H，s)，3.70(1H，d)， 3.77(1H，dd)，3.91(1H，dd)，4.47(2H，s)，4.81(1H，d)， 6.39-7.58(15H，m)MS(m/z)：605(M+1)⁺Example 430

2- [3- [3- [ N- (tert-Butoxycarbonylmethyl) -N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl acetate (1-430): mp 150 and 152 DEG C¹H-NMR(CDCl₃)δ： 1.43(9H，s)，3.32(3H，s)，3.57(2H，s)，3.67(1H，d)， 3.68(3H，s)，3.91-3.93(2H，m)，4.60(2H，s)， 4.81(1H，d)，5.78(1H，brs)，6.70-7.50(12H，m)Example 431

2- [3- [3- [ N- (tert-Butoxycarbonylmethyl) -N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid (1-431): mp 155-¹H-NMR(CDCl₃)δ： 1.43(9H，s)，3.27(3H，s)，3.59(2H，s)，3.78(1H，d)， 3.77(1H，br d)，3.89(1H，dd)，4.58(2H，s)， 4.79(1H，d)，6.41-7.58(13H，m)MS(m/z)：641(M+1)⁺Element classificationAnalysis (C)₃₂H₃₄F₂N₄O₈)

Calculated values: c, 59.99; h, 5.35; n, 8.75

Measured value: c, 59.56; h, 5.36; n, 8.56 example 432

3- [3- [ N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Tert-butyl benzoate (1-432):¹H-NMR(CDCl₃)δ： 0.82(3H，d)，0.83(3H，d)，1.36(2H，m)，1.54(1H，m)， 1.56(9H，s)，3.32(3H，s)，3.37(1H，m)， 3.80-3.99(3H，m)，4.58(2H，brs)，5.99(1H，m)， 6.69(1H，m)，6.87-6.92(2H，m)，7.00(1H，m)， 7.17(1H，m)，7.24-7.28(3H，m)，7.43(1H，s)， 7.57(1H，d)，7.70-7.74(2H，m)example 433

3- [3- [ N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Benzoic acid (1-433): mp 115 and 119 deg.C¹H-NMR(DMSO-d₆) δ: 0.83(3H, d), 0.85(3H, d), 1.30(2H, m), 1.54(1H, m), 3.10-3.47(4H, m), 3.48(1H, dd), 3.67(1H, dd), 3.89(1H, m), 4.81(2H, brs), 6.35(1H, m), 7.02-7.06(2H, m), 7.26-7.40(6H, m), 7.45(1H, d), 7.52(1H, d), 7.96(1H, s), 9.04(1H, s) example 434

(+) -2- [3- [3- [ N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]-N- (3-methylpentyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (1-434): mp 106-¹H-NMR(CDCl₃)δ： 0.75-0.81(6H，m)，1.04-1.12，1.26-1.30 and 1.48-1.51(5H，m)，3.32(3H，s)，3.32-3.36(1H，m)， 3.55(2H，s)，3.66(3H，s)，3.80(1H，d)，3.89(1H，dd)， 3.96(1H，m)，4.48(2H，s)，6.15(1H，brs)，6.66(1H，d)， 6.87(1H，d)，6.98(1H，t)，7.15-7.31 and 7.43-7.52(11H，m)[α]_D+1.9°(c＝1.04，CHCl₃24 ℃ C. example 435

(+) -2- [3- [3- [ N- [2- (N-methyl-N-phenylcarbamoyl) methanesOxy) phenyl]-N- (3-methylpentyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (1-435):mp 153-154℃¹H-NMR(CDCl₃)δ： 0.77-0.83(6H，m)，1.05-1.51(5H，m)，3.29(3H，s)， 3.34-3.36(1H，m)，3.59(2H，s)，3.62(1H，d)， 3.85(1H，dd)，4.00-4.02(1H，m)，4.45(2H，q)， 6.52(1H，brs)，6.68(1H，d)，6.86(1H，d)， 6.95-6.99(2H，m)，7.11-7.20(2H，m)，7.25-7.29 and 7.38-7.49(6H，m)，7.59(1H，d)，7.64(1H，s)MS(m/z)：575(M+1)⁺elemental analysis (C)₃₂H₃₈N₄O₆)

Calculated values: c, 66.88; h, 6.66; n, 9.75

Found 66.45 for C, 6.65 for H, 9.39[ α]for N]_D+0.9°(c＝1.3，CHCl₃Example 436, 22 ℃ C

N-N-butyl-N-phenyl-2- [3- [ N- (N-methyl-N-phenylcarbamoylmethyl) -N- [2- [3- (3-methylphenyl) ureido]Acetyl group]Amino group]Phenoxy radical]Acetamide (1-436): mp 152-¹H-NMR(CDCl₃)δ： 0.88(3H，t)，1.30(2H，m)，1,51(2H，m)，2.25(3H，s)， 3.21(3H，s)，3.73(2H，t)，3.86(2H，d)，4.07(2H，s)， 4.36(2H，s)，6.10(1H，brs)，6.74-7.47(18H，m)， 7.85(1H，s)

In the same manner, the following compound 3- [3- [ N- [2- [ N-methyl-N-phenylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Benzoic acid methyl ester 3- [3- [ N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Benzoic acid methyl ester 2- [3- [3- [ N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Pengcheng base]Phenyl radical]Methyl acetate (+ -) -2- [3- [3- [ N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical](±) -2- [3- [3- [ N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]propanoic acid methyl ester]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Tert-butyl propionate 3- [ N- [2- [ N- (2, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Benzoic acid 3- [3- [ N- [2- [ N- (2, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Benzoic acid methyl ester 3- [3- [ N- [2- [ N- (2, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Benzoic acid tert-butyl ester 2- [3- [3- [ N- [2- [ N- (2, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (+ -) -2- [3- [3- [ N- [2- [ N- (2, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Propionic acid(±) -2- [3- [3- [ N- [2- [ N- (2, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical](±) -2- [3- [3- [ N- [2- [ N- (2, 5-difluorophenyl) -N-methylcarbamoylmethoxy]propanoic acid methyl ester]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Tert-butyl propionate 3- [ N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Benzoic acid 3- [3- [ N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Benzoic acid methyl ester 3- [3- [ N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Benzoic acid tert-butyl ester 2- [3- [3- [ N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid 2- [3- [3- [ N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate 2- [3- [3- [ N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl]acetic acid tert-butyl ester (+ -) -2- [3- [3- [ N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Propionic acid (+/-) -2- [3- [3- [ N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical]Propionic acid methyl ester(±) -2- [3- [3- [ N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylbutyl) carbamoylmethyl]Urea radical]Phenyl radical](±) -3- [3- [ N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]propanoic acid tert-butyl ester]-N- (3-methylpentyl) carbamoylmethyl]Urea radical](±) -3- [3- [ N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]benzoic acid]-N- (3-methylpentyl) carbamoylmethyl]Urea radical]Methyl benzoate (±) -3- [ N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]-N- (3-methylpentyl) carbamoylmethyl]Urea radical]Tert-butyl benzoate (. + -.) -2- [3- [3- [ N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]-N- (3-methylpentyl) carbamoylmethyl]Urea radical]Phenyl radical]T-butyl acetate (. + -.) -2- [3- [3- [ N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]-N- (3-methylpentyl) carbamoylmethyl]Urea radical]Phenyl radical](±) -2- [3- [3- [ N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]propanoic acid]-N- (3-methylpentyl) carbamoylmethyl]Ureido]phenyl]Methyl propionate (+ -) -2- [3- [ N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]-N- (3-methylpentyl) carbamoylmethyl]Urea radical]Phenyl radical](±) -3- [3- [ N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]propanoic acid tert-butyl ester]Phenyl radical]-N- (3-methylpentyl) carbamoylmethyl]Urea radical](±) -3- [3- [ N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]benzoic acid]Phenyl radical]-N- (3-methylpentyl) carbamoylmethyl]Urea radical]Benzoic acid methyl ester(±) -3- [3- [ N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylpentyl) carbamoylmethyl]Urea radical]Benzoic acid tert-butyl ester (+ -) -2- [3- [3- [ N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylpentyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (+ -) -2- [3- [3- [ N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylpentyl) carbamoylmethyl]Urea radical]Phenyl radical](±) -2- [3- [3- [ N- [2- [ N- (3, 5-difluorophenyl) -N-methyl propionateRadical carbamoyl methoxy radical]Phenyl radical]-N- (3-methylpentyl) carbamoylmethyl]Urea radical]Phenyl radical](±) -2- [3- [3- [ N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]propanoic acid methyl ester]Phenyl radical]-N- (3-methylpentyl) carbamoylmethyl]Urea radical]Phenyl radical](±) -3- [3- [ N- [2- [ N- (2, 5-difluorophenyl) -N-methylcarbamoylmethoxy]propanoic acid tert-butyl ester]Phenyl radical]-N- (3-methylpentyl) carbamoylmethyl]Urea radical](±) -3- [3- [ N- [2- [ N- (2, 5-difluorophenyl) -N-methylcarbamoylmethoxy]benzoic acid]Phenyl radical]-N- (3-methylpentyl) carbamoylmethyl]Urea radical]Methyl benzoate (+ -) -3- [3- [ N- [2- [ N- (2, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylpentyl) carbamoylmethyl]Urea radical]Tert-butyl benzoate (. + -.) -2- [3- [ N- [2- [ N- (2, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylpentyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (+ -) -2- [3- [3- [ N- [2- [ N- (2, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylpentyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid methyl ester(±) -2- [3- [3- [ N- [2- [ N- (2, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylpentyl) carbamoylmethyl]Urea radical]Phenyl radical]T-butyl acetate (+ -) -2- [3- [3- [ N- [2- [ N- (2, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylpentyl) carbamoylmethyl]Urea radical]Phenyl radical](±) -2- [3- [3- [ N- [2- [ N- (2, 5-difluorophenyl) -N-methylcarbamoylmethoxy]propanoic acid]Phenyl radical]-N- (3-methylpentyl) carbamoylmethyl]Urea radical]Phenyl radical](±) -2- [3- [3- [ N- [2- [ N- (2, 5-difluorophenyl) -N-methylcarbamoylmethoxy]propanoic acid methyl ester]Phenyl radical]-N- (3-methylpentyl) carbamoylmethyl]Urea radical]Phenyl radical](±) -3- [3- [ N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]propanoic acid tert-butyl ester]Phenyl radical]-N- (3-methylpentyl) carbamoylmethyl]Urea radical](±) -3- [3- [ N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]benzoic acid]Phenyl radical]-N- (3-methylpentyl) carbamoylmethyl]Urea radical]Methyl benzoate (+ -) -3- [3- [ N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylpentyl) carbamoylmethyl]Urea radical]Tert-butyl benzoate (+ -) -2- [3- [ N- [2- [ N-, (B)2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylpentyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid (+ -) -2- [3- [3- [ N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylpentyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate (+ -) -2- [3- [3- [ N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylpentyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid tert-butyl ester(±) -2- [3- [3- [ N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (3-methylpentyl) carbamoylmethyl]Urea radical]Phenyl radical](±) -2- [3- [3- [ N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]propanoic acid]Phenyl radical]-N- (3-methylpentyl) carbamoylmethyl]Urea radical]Phenyl radical](±) -2- [3- [3- [ N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]propanoic acid methyl ester]Phenyl radical]-N- (3-methylpentyl) carbamoylmethyl]Urea radical]Phenyl radical]Tert-butyl propionate 3- [3- [ N- (tert-butoxycarbonylmethyl) -N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Benzoic acid 3- [3- [ N- (tert-butoxycarbonylmethyl) -N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Benzoic acid methyl ester 3- [3- [ N- (tert-butoxycarbonylmethyl) -N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Benzoic acid tert-butyl ester 3- [3- [ N- (tert-butoxycarbonylmethyl) -N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoylmethyl group]Urea radical]Benzoic acid 3- [3- [ N- (tert-butoxycarbonylmethyl) -N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid methyl ester 3- [3- [ N- (tert-butoxycarbonylmethyl) -N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Tert-butyl benzoate (. + -.) -2- [3- [3- [ N- (tert-butoxycarbonylmethyl) -N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Propionic acid(±) -2- [3- [3- [ N- (tert-butyloxycarbonylmethyl) -N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl propionate (+/-) -2- [3- [ N- (tert-butyloxycarbonyl) groupYlmethyl) -N- [2- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical](±) -2- [3- [3- [ N- (tert-butyloxycarbonylmethyl) -N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethyloxy) propionic acid tert-butyl ester]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical](±) -2- [3- [3- [ N- (tert-butyloxycarbonylmethyl) -N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy propanoic acid]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl propionate (+ -) -2- [3- [3- [ N- (tert-butoxycarbonylmethyl) -N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethyloxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Tert-butyl propionate 3- [3- [ N- (tert-butoxycarbonylmethyl) -N- [3- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Benzoic acid 3- [3- [ N- (tert-butoxycarbonylmethyl) -N- [3- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Benzoic acid methyl ester 3- [3- [ N- (tert-butoxycarbonylmethyl) -N- [3- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Benzoic acid tert-butyl ester 3- [3- [ N- (tert-butoxycarbonylmethyl) -N- [3- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid 3- [3- [ N- (tert-butoxycarbonylmethyl) -N- [3- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid methyl ester3- [3- [ N- (tert-Butoxycarbonylmethyl) -N- [3- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethyloxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid tert-butyl ester 2- [3- [3- [ N- (tert-butoxycarbonylmethyl) -N- [3- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid 2- [3- [3- [ N- (tert-butoxycarbonylmethyl) -N- [3- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl acetate 2- [3- [3- [ N- (tert-butoxycarbonylmethyl) -N- [3- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical]Tert-butyl acetate 2- [3- [3- [ N- (tert-butoxycarbonylmethyl) -N- [3- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid 2- [3- [3- [ N- (tert-butoxycarbonylmethyl) -N- [3- [ N- (3, 5-difluorophenyl) methyl ester) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl acetate 2- [3- [3- [ N- (tert-butoxycarbonylmethyl) -N- [3- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]T-butyl acetate (. + -.) -2- [3- [3- [ N- (tert-butoxycarbonylmethyl) -N- [3- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical](±) -2- [3- [3- [ N- (tert-butyloxycarbonylmethyl) -N- [3- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]propanoate]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl propionate (+ -) -2- [3- [3- [ N- (tert-butoxycarbonylmethyl) -N- [3- (N-methyl-N-phenylcarbamoylmethoxy) phenyl]Carbamoyl methyl group]Urea radical]Phenyl radical](iii)Tert-butyl acrylate(±) -2- [3- [3- [ N- (tert-butyloxycarbonylmethyl) -N- [3- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical](±) -2- [3- [3- [ N- (tert-butyloxycarbonylmethyl) -N- [3- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy propionic acid]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl propionate (+ -) -2- [3- [3- [ N- (tert-butoxycarbonylmethyl) -N- [3- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethyloxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Propionic acid tert-butyl ester 2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (2-cyclopentylethyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid 2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (2-cyclopentylethyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate 2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (2-cyclopentylethyl) carbamoylmethyl]Urea radical]Phenyl radical]Tert-butyl acetate 2- [3- [3- [ N- (2-cyclopentylethyl) -N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid 2- [3- [3- [ N- (2-cyclopentylethyl) -N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethyloxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl acetate 2- [3- [3- [ N- (2-cyclopentylethyl) -N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid tert-butyl ester 2- [3- [3- [ N- (2-cyclopentylethyl) esterPhenyl) -N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid2- [3- [3- [ N- (2-Cyclopentylethyl) -N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl acetate 2- [3- [3- [ N- (2-cyclopentylethyl) N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]T-butyl acetate (. + -.) -2- [3- [3- [ N- (2-cyclopentylethyl) -N- [2- [ N-methyl-N-phenylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical](±) -2- [3- [3- [ N- (2-cyclopentylethyl) -N- [2- [ N-methyl-N-phenylcarbamoyl) methoxy propanoate]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl propionate (+ -) -2- [3- [3- [ N- (2-cyclopentylethyl) -N- [2- [ N-methyl-N-phenylcarbamoyl methoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical](±) -2- [3- [3- [ N- (2-cyclopentylethyl) -N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoyl]methoxy propanoic acid tert-butyl ester]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical](±) -2- [3- [3- [ N- (2-cyclopentylethyl) -N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoyl) methoxy propionic acid]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical](±) -2- [3- [3- [ N- (2-cyclopentylethyl) -N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoyl-methoxy-propionic acid methyl ester]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical](±) -2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy) propionic acid tert-butyl ester]Phenyl radical]-N- (2-cyclopentylethyl) carbamoylmethyl]Urea radical]Phenyl radical](±) -2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]propanoic acid]Phenyl radical]-N- (2-cyclopentylethyl) carbamoylmethyl]Urea radical]Phenyl radical]Propionic acid methyl ester(±) -2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (2-cyclopentylethyl) carbamoylmethyl]Urea radical]Phenyl radical](±) -2- [3- [3- [ N- (2-cyclopentylethyl) -N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethyloxy) propionic acid tert-butyl ester]Phenyl radical]Carbamoylmethyl group]Urea radical]Phenyl radical](±) -2- [3- [3- [ N- (2-cyclopentylethyl) -N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethyloxy) propanoate]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical](±) -2- [3- [3- [ N- (2-cyclopentylethyl) -N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethyloxy) propanoate]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical](±) -2- [3- [3- [ N- (2-cyclopentylethyl) -N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethyloxy) propionic acid tert-butyl ester]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical](±) -2- [3- [3- [ N- (2-cyclopentylethyl) -N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethyloxy) propanoate]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical](±) -2- [3- [3- [ N- (2-cyclopentylethyl) -N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethyloxy) propanoate]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Tert-butyl propionate 3- [3- [ N- (2-cyclopentylethyl) -N- [2- [ N-methyl-N-phenylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid 3- [3- [ N- (2-cyclopentylethyl) -N- [2- [ N-methyl-N-phenylcarbamoyl-methoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid methyl ester 3- [3- [ N- (2-cyclopentylethyl) -N- [2- [ N-methyl-N-phenylcarbamoyl-methoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid tert-butyl ester3- [3- [ N- (2-Cyclopentylethyl) -N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoyl-methoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid 3- [3- [ N- (2-cyclopentylethyl) -N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethyloxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid methyl ester 3- [3- [ N- (2-cyclopentylethyl) -N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid tert-butyl ester 3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (2-cyclopentylethyl) carbamoylmethyl]Urea radical]Benzoic acid 3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (2-cyclopentylethyl) carbamoylmethyl]Urea radical]Benzoic acid methyl ester 3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (2-cyclopentylethyl) carbamoylmethyl]Urea radical]Benzoic acid tert-butyl ester 3- [3- [ N- (2-cyclopentylethyl) -N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]3- [3- [ N- (2-Cyclopentylethyl) -N- [2- [ N- (3, 5-Di-N-ethyl) ureidobenzoateFluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid methyl ester 3- [3- [ N- (2-cyclopentylethyl) -N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethyloxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid tert-butyl ester 3- [3- [ N- (2-cyclopentylethyl) -N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid3- [3- [ N- (2-Cyclopentylethyl) -N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid methyl ester 3- [3- [ N- (2-cyclopentylethyl) -N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethyloxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid tert-butyl ester 2- [3- [3- [ N-cyclopentylmethyl-N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid 2- [3- [3- [ N-cyclopentylmethyl-N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl acetate 2- [3- [3- [ N-cyclopentylmethyl-N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethyloxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Tert-butyl acetate 2- [3- [3- [ N-cyclopentylmethyl-N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid 2- [3- [3- [ N-cyclopentylmethyl-N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl acetate 2- [3- [3- [ N-cyclopentylmethyl-N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]T-butyl acetate (. + -.) -2- [3- [3- [ N-cyclopentylmethyl-N- [2- [ N-methyl-N-phenylcarbamoyl-methoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical](±) -2- [3- [3- [ N-cyclopentylmethyl-N- [2- [ N-methyl-N-phenylcarbamoyl) methoxy propanoate]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Propionic acid methyl ester(±) -2- [3- [3- [ N-cyclopentylmethyl-N- [2- [ N-methyl-N-phenylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Phenyl radical](±) -2- [3- [3- [ N-cyclopentylmethyl-N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]propionic acid tert-butyl esterBase of]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical](±) -2- [3- [3- [ N-cyclopentylmethyl-N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical](±) -2- [3- [3- [ N-cyclopentylmethyl-N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]propanoic acid methyl ester]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical](±) -2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy) propionic acid tert-butyl ester]Phenyl radical]-N-cyclopentylmethyl carbamoylmethyl]Urea radical]Phenyl radical](±) -2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]propanoic acid]Phenyl radical]-N-cyclopentylmethyl carbamoylmethyl]Urea radical]Phenyl radical](±) -2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]propanoic acid methyl ester]Phenyl radical]-N-cyclopentylmethyl carbamoylmethyl]Urea radical]Phenyl radical](±)-2- [3- [3- [ N-cyclopentylmethyl-N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]propanoic acid tert-butyl ester]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical](±) -2- [3- [3- [ N-cyclopentylmethyl-N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]propanoate]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical](±) -2- [3- [3- [ N-cyclopentylmethyl-N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]propanoate]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical](iii) Tert-butyl acrylate(±) -2- [3- [3- [ N-cyclopentylmethyl N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical](±) -2- [3- [3- [ N-cyclopentylmethyl-N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]propanoate]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical](±) -2- [3- [3- [ N-cyclopentylmethyl-N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]propanoate]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Tert-butyl propionate 3- [3- [ N-cyclopentylmethyl-N- [2- [ N-methyl-N-phenylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid 3- [3- [ N-cyclopentylmethyl-N- [2- [ N-methyl-N-phenylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid methyl ester 3- [3- [ N-cyclopentylmethyl-N- [2- [ N-methyl-N-phenylcarbamoyl-methoxy-)]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzyl benzeneTert-butyl ester 3- [3- [ N-cyclopentylmethyl-N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoyl methoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid 3- [3- [ N-cyclopentylmethyl-N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid methyl ester 3- [3- [ N-cyclopentylmethyl-N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid tert-butyl ester 3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N-cyclopentylmethyl carbamoylmethyl]Urea radical]Benzoic acid3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N-cyclopentylmethyl carbamoylmethyl]Urea radical]Benzoic acid methyl ester 3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N-cyclopentylmethyl carbamoylmethyl]Urea radical]Benzoic acid tert-butyl ester 3- [3- [ N-cyclopentylmethyl-N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid 3- [3- [ N-cyclopentylmethyl-N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid methyl ester 3- [3- [ N-cyclopentylmethyl-N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid tert-butyl ester 3- [3- [ N-cyclopentylmethyl-N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid 3- [3- [ N-cyclopentylmethyl-N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid methyl ester 3- [3- [ N-cyclopentylmethyl-N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid tert-butyl ester 2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N-cyclohexylmethylcarbamoylmethyl]Urea radical]Phenyl radical]Acetic acid 2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N-cyclohexylmethylcarbamoylmethyl]Urea radical]Phenyl radical]Acetic acid methyl ester2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N-cyclohexylmethylcarbamoylRadical methyl]Urea radical]Phenyl radical]Tert-butyl acetate 2- [3- [3- [ N-cyclohexylmethyl-N- [2- [ N-(3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid 2- [3- [3- [ N-cyclohexylmethyl-N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl acetate 2- [3- [3- [ N-cyclohexylmethyl-N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethyloxy-)]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Tert-butyl acetate 2- [3- [3- [ N-cyclohexylmethyl-N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid 2- [3- [3- [ N-cyclohexylmethyl-N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl acetate 2- [3- [3- [ N-cyclohexylmethyl-N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]T-butyl acetate (. + -.) -2- [3- [3- [ N-cyclohexylmethyl-N- [2- [ N-methyl-N-phenylcarbamoyl-methoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical](±) -2- [3- [3- [ N-cyclohexylmethyl-N- [2- [ N-methyl-N-phenylcarbamoyl) methoxy propanoate]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl propionate (+ -) -2- [3- [3- [ N-cyclohexylmethyl-N- [2- [ N-methyl-N-phenylcarbamoyl methoxy group]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical](iii) Tert-butyl acrylate(±) -2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N-cyclohexylmethylcarbamoylmethyl]Urea radical]Phenyl radical](±) -2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]propanoic acid]Phenyl radical]-N-cyclohexylmethylcarbamoylmethyl]Urea radical]Phenyl radical](±) -2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]propanoic acid methyl ester]Phenyl radical]N-cyclohexylmethylcarbamoylmethyl]Urea radical]Phenyl radical](±) -2- [3- [3- [ N-cyclohexylmethyl-N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]propanoic acid tert-butyl ester]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical](±) -2- [3- [3- [ N-cyclohexylmethyl-N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]propanoic acid]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl propionate (+/-) -2- [3-, [2]N-cyclohexylmethyl-N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical](±) -2- [3- [3- [ N-cyclohexylmethyl-N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]propanoic acid tert-butyl ester]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical](±) -2- [3- [3- [ N-cyclohexylmethyl-N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]propanoic acid]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical](±) -2- [3- [3- [ N-cyclohexylmethyl-N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]propanoate]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Tert-butyl propionate 3- [3- [ N-cyclohexylmethyl-N- [2- [ N-methyl-N-phenylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid3- [3- [ N-cyclohexylmethyl-N- [2- [ N-methyl-N-phenylcarbamoyl-methoxy-)]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid methyl ester 3- [3- [ N-cyclohexylmethyl-N- [2- [ N-methyl-N-phenylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid tert-butyl ester 3- [3- [ N-cyclohexylmethyl-N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid 3- [3- [ N-cyclohexylmethyl-N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid methyl ester 3- [3- [ N-cyclohexylmethyl-N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoyl methoxy group]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid tert-butyl ester 3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N-cyclohexylmethylcarbamoylmethyl]Urea radical]Benzoic acid 3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylcarbonyloxy]Phenyl radical]-N-cyclohexylmethylcarbamoylmethyl]Urea radical]Benzoic acid methyl ester 3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N-cyclohexylmethylcarbamoylmethyl]Urea radical]Benzoic acid tert-butyl ester 3- [3- [ N-cyclohexylmethyl-N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid 3- [3- [ N-cyclohexylmethyl-N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid methyl ester3- [3- [ N-cyclohexylmethyl-N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid tert-butyl ester 3- [3- [ N-cyclohexylmethyl-N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid 3- [3- [ N-cyclohexylmethyl-N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid methyl ester 3- [3- [ N-cyclohexylmethyl-N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid tert-butyl ester 2- [3- [3- [ N- (2-cyclohexylethyl) -N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoyl methoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid 2- [3- [3- [ N- (2-cyclohexylethyl) -N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl acetate 2- [3- [3- [ N- (2-cyclohexylethyl) -N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Tert-butyl acetate 2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (2-cyclohexylethyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid 2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (2-cyclohexylethyl) carbamoylmethyl]Urea radical]Phenyl radical]Methyl acetate 2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (2-cyclohexylethyl) carbamoylmethyl]Urea radical]Phenyl radical]Acetic acid tert-butyl ester2- [3- [3- [ N- (2-cyclohexylethyl) -N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethyloxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid 2- [3- [3- [ N- (2-cyclohexylethyl) -N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl acetate 2- [3- [3- [ N- (2-cyclohexylethyl) -N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Tert-butyl acetate 2- [3- [3- [ N- (2-cyclohexylethyl) -N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Acetic acid2- [3- [3- [ N- (2-cyclohexylethyl) -N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethyloxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl acetate 2- [3- [3- [ N- (2-cyclohexylethyl) -N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]T-butyl acetate (. + -.) -2- [3- [3- [ N- (2-cyclohexylethyl) -N- [2- [ N-methyl-N-phenylcarbamoyl-methoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical](±) -2- [3- [3- [ N- (2-cyclohexylethyl) -N- [2- [ N-methyl-N-phenylcarbamoyl) methoxy propionic acid]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl propionate (+ -) -2- [3- [3- [ N- (2-cyclohexylethyl) -N- [2- [ N-methyl-N-phenylcarbamoyl methoxy group]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical](±) -2- [3- [3- [ N- (2-cyclohexylethyl) -N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoyl]methoxy propanoic acid tert-butyl ester]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Propionic acid(±) -2- [3- [3- [ N- (2-cyclohexylethyl) -N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Methyl propionate (+ -) -2- [3- [3- [ N- (2-cyclohexylethyl) -N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoyl methoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical](±) -2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy) propionic acid tert-butyl ester]Phenyl radical]-N- (2-cyclohexylethyl) carbamoylmethyl]Urea radical]Phenyl radical](±) -2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]propanoic acid]Phenyl radical]-N- (2-cyclohexylethyl) carbamoylmethyl]Urea radical]Phenyl radical](±) -2- [3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]propanoic acid methyl ester]Phenyl radical]-N- (2-cyclohexylethyl) carbamoylmethyl]Urea radical]Phenyl radical](±) -2- [3- [3- [ N- (2-cyclohexylethyl) -N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]propanoic acid tert-butyl ester]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical](±) -2- [3- [3- [ N- (2-cyclohexylethyl) -N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]propanoate]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical](±) -2- [3- [3- [ N- (2-cyclohexylethyl) -N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]propanoic acid methyl ester]Phenyl radical]Amino groupFormylmethyl radical]Urea radical]Phenyl radical](±) -2- [3- [3- [ N- (2-cyclohexylethyl) -N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]propanoic acid tert-butyl ester]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical](±) -2- [3- [3- [ N- (2-cyclohexylethyl) -N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]propanoate]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Propionic acid methyl ester(±) -2- [3- [3- [ N- (2-cyclohexylethyl) -N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Phenyl radical]Tert-butyl propionate 3- [3- [ N- (2-cyclohexylethyl) -N- [2- [ N-methyl-N-phenylcarbamoyl-methoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid 3- [3- [ N- (2-cyclohexylethyl) -N- [2- [ N-methyl-N-phenylcarbamoyl-methoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid methyl ester 3- [3- [ N- (2-cyclohexylethyl) -N- [2- [ N-methyl-N-phenylcarbamoyl-methoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid tert-butyl ester 3- [3- [ N- (2-cyclohexylethyl) -N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid 3- [3- [ N- (2-cyclohexylethyl) -N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid methyl ester 3- [3- [ N- (2-cyclohexylethyl) -N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid tert-butyl ester 3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (2-cyclohexylethyl) carbamoylmethyl]Urea radical]Benzoic acid 3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (2-cyclohexylethyl) carbamoylmethyl]Urea radical]Benzoic acid methyl ester 3- [3- [ N- [2- [ N- (3-chlorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]-N- (2-cyclohexylethyl) carbamoylmethyl]Urea radical]Benzoic acid tert-butyl ester3- [3- [ N- (2-cyclohexylethyl) -N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid 3- [3- [ N- (2-cyclohexylethyl) -N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethyloxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid methyl ester 3- [3- [ N- (2-cyclohexyl) cyclohexanePhenylethyl) -N- [2- [ N- (3, 5-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid tert-butyl ester 3- [3- [ N- (2-cyclohexylethyl) -N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid 3- [3- [ N- (2-cyclohexylethyl) -N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Benzoic acid methyl ester 3- [3- [ N- (2-cyclohexylethyl) -N- [2- [ N- (2, 6-difluorophenyl) -N-methylcarbamoylmethoxy]Phenyl radical]Carbamoyl methyl group]Urea radical]Tert-butyl benzoate test example 1:inhibition of receptor binding

The following receptor binding assays were performed to investigate the biological activity of the compounds of the invention. The test method comprises the following steps:

isolating human CCK-B/gastrin receptor cDNA clones, isolating human CCK-A receptor cDNA clones, and expressing the respective cloned receptors in xenogeneic cells.

Human CCK-B/gastrin receptor cDNA (Pisegna et al: communications for biochemical and biophysical studies 189, 296-303, 1992) and human CCK-A receptor cDNA (Ulrich et al: communications for biochemical and biophysical studies 193, 204-211, 1993) have been reported to have been isolated. These have reported that cDNA of nucleotide sequence can be prepared by conventional genetic engineering techniques. Human CCK-B/gastrin receptor cDNA and human CCK-A receptor cDNA were integrated in a reporter vector using conventional genetic engineering techniques and transfected into CHO cells derived from Chinese hamster ovary to induce expression of each receptor.

1) Inhibition of gastrin receptor binding

By using¹²⁵I-gastrin and human CCK-B/gastrin receptor expressed in CHO cells the compounds of the invention were evaluated by a receptor binding assay. CHO cells expressing the human CCK-B/gastrin receptor were cultured in Dulbecco's modified Eagle minimal basal medium: at 37 ℃ in 5% CO₂And 95% air, a nutrient mixture F-12 containing 10% fetal bovine serum (hereinafter abbreviated as DMEM/F-12). The culture dish used had a diameter of 16 mm (bottom area: 2 cm)²) Culturing the cells to obtain 5X 10⁵And (4) cells. The cells were washed twice with binding buffer (Earle balanced salt solution containing 10mM 4- (2-hydroxyethyl) -1-piperidineethanesulfonic acid (HEPES) (pH7.4), 0.1% bovine serum albumin, 2mM glutamine and 0.22% sodium bicarbonate) before adding binding buffer (0.5ml) to the culture dish. To this binding buffer was added test compound (5. mu.l) dissolved in dimethyl sulfoxide (DMSO). 0.01ml of "Kangshuan" was added¹²⁵I]Gastrin (final concentration 25pM) initiates the reaction. To obtain non-specific binding, the reaction is carried out in the presence of 1. mu.M unlabeled gastrin. The reaction was allowed to proceed at 37 ℃ in 5% CO₂And 95% air, after which the cells were washed with Phosphate Buffered Saline (PBS). Removing the non-cell-bound [ alpha], [¹²⁵I]Gastrin was solubilized by adding 1% Triton X-100 (250. mu.l) to the plates. The radioactivity of the solution was measured using a gamma counter. The total amount of binding minus the amount of non-specific binding is the amount of specific binding. Using the thus obtained amount of specific binding, the percentage of the value obtained from the test substance-added group to the value obtained from the DMSO-added group was calculated. This percentage was subjected to Hill transformation and then a minimum square method was applied to obtain a 50% Inhibitory Concentration (IC)₅₀)。

The gastrin receptor antagonistic activity of representative compounds of the present invention and a control compound will be described below.

Table 1:

	gastrin receptor binding IC50(nM)
		Control Compound A	6.5
Examples73 of a compound	1.9
		Compound of example 79	1.6

Compound of example 86	1.0
		The Compound of example 87	0.87
Compound of example 92	0.5

2) Inhibition of CCK-A receptor binding

The test method comprises the following steps: by using¹²⁵I-gastrin and human CCK-B/gastrin receptor expressed in CHO cells the compounds of the invention were evaluated by a receptor binding assay. CHO cells expressing human CCK-A receptor were cultured at 37 ℃ in 5% CO₂And 95% air in a nutrient mixture F-12 containing 10% fetal bovine serum. The culture dish used had a diameter of 16 mm (bottom area: 2 cm)²) Culturing the cells to obtain 5X 10⁵And (4) cells.The cells were washed twice with binding buffer (Earle Balanced salt solution containing 10mM HEPES (pH7.4), 0.1% bovine serum albumin, 2mM glutamine and 0.22% sodium bicarbonate), after which binding buffer (0.5ml) was added to the petri dish. To this binding buffer was added test compound (5. mu.l) dissolved in dimethyl sulfoxide (DMSO). Then 0.01ml of the solution was added¹²⁵I]The reaction was started with CCK8 (final concentration 25 pM). The reaction was allowed to proceed at 37 ℃ in 5% CO₂And 95% air, after which the cells were washed with PBS. Removing the non-cell-bound [ alpha], [¹²⁵I]CCK8, 1% Triton X-100 (250. mu.l) was added to the dish and dissolved. The radioactivity of the solution was measured using a gamma counter. The total amount of binding minus the amount of non-specific binding is the amount of specific binding. Using the thus obtained amount of specific binding, the percentage of the value obtained from the test substance-added group to the value obtained from the DMSO-added group was calculated. This percentage was subjected to Hill transformation and then a minimum square method was applied to obtain a 50% Inhibitory Concentration (IC)₅₀)。

Inhibition of binding (IC) of control compounds in this receptor binding assay₅₀) (═ WO 94/06825, compound a described in example 1, i.e., (±) -1- [3- [3- [ N- (3-methoxypropyl-N- (N-methyl-N-phenylcarbamoylmethyl) -carbamoylmethyl]-methyl]Urea radical]Phenylethane) was 1476nM, its receptor selectivity (CCK-A/IC of gastrin)₅₀Ratio) is 238. In contrast, the CCK-A binding inhibition of the compound of example 92 of the invention was 3640nM, and the binding inhibition of the compound of example 87 was 3179 nM. The gastrin receptor selectivity of these compounds was 7280 and 3654, respectively, showing significantly high selectivity.

As described above, the compound of the present invention has a potent inhibitory effect on gastrin receptor binding or CCK-a receptor binding, and therefore, is useful as a drug for the treatment of digestive diseases or central nervous system diseases. Of the compounds of the present invention, particularly preferred compounds have strong inhibitory effects in binding assays using the gastrin receptor and have greater selectivity for inhibition of the gastrin receptor than for inhibition of the CCK-a receptor. Therefore, these compounds are particularly useful as preventive and therapeutic agents for digestive diseases such as peptic ulcer.

Claims (27)

1. A compound represented by the following formula (1), a salt of the compound, or an optical isomer of the compound or the salt:

wherein X represents an oxygen atom or a sulfur atom, A represents a linear or branched alkylene group, R¹Represents phenyl which may have a substituent, R²And R³May be the same or different and each independently represents a hydrogen atom or an alkyl group, R⁴Represents an alkyl or alkenyl group which may have a substituent, R⁵Represents hydroxy, optionally substituted alkoxy, aralkyl, aryl, cycloalkyl or-N (R)⁶)R⁷Wherein R is⁶And R⁷May be the same or different and each independently represents a hydrogen atom, an alkyl group which may have a substituent, an alkoxy group, a phenyl group which may have a substituent, an aralkyl group which may have a substituent, a pyridyl group which may have a substituent, a thiazolyl group which may have a substituent, or R⁶And R⁷Together with the adjacent nitrogen atom, form a saturated or unsaturated heterocyclic ring which may have a substituent.

2. A compound as defined in claim 1, a salt thereof, or an optical isomer of the compound or the salt, wherein R¹Is phenyl which may be substituted by one or more substituents selected from: alkylamino, dialkylamino, alkoxyiminoalkyl, arylalkoxyiminoalkyl, halogen atom, alkyl, alkoxy, alkylthio, hydroxyl, carboxyl, hydroxyalkyl, nitro, acyl, cyano, amino, carbamoyl, sulfamoyl, trifluoromethanesulfonylamino, alkoxycarbonyl, alkoxyaminocarbonyl, sulfo, alkylsulfonyl, acyloxyalkyl, alkoxyalkyl, carboxyalkyl, alkoxycarbonylalkyl, carboxyalkoxy, alkoxycarbonylalkoxy, sulfoalkyl, N-alkyl-N-alkoxyamino, hydroxyiminoalkylAminoalkyl, 2-oxo-1, 3, 4-triazolyl which may bear alkyl substituents on the nitrogen, 5-oxo-1, 2, 4-oxadiazole which may bear alkyl substituents on the nitrogenA group, a hydroxyimino group, an alkoxyimino group, a 1-azacycloalkyl group and a 5-tetrazolyl group.

3. A compound as defined in claim 1, a salt thereof, or an optical isomer of the compound or the salt, wherein R⁴Is alkyl or alkenyl which may be substituted by one or more groups selected from aryl, carboxyl, alkoxycarbonyl, aryloxycarbonyl, aralkoxycarbonyl, hydroxyl, alkoxy, amino, alkylamino, dialkylamino, and-CON (R)⁸)R⁹Group, wherein R⁸And R⁹May be the same or different, and each independently represents a hydrogen atom, an alkyl group which may have a substituent, an alkoxy group, an aralkyl group, or a phenyl group which may have a substituent, or R⁸And R⁹Together with the adjacent nitrogen atom, form a saturated or unsaturated heterocyclic ring which may have a substituent.

4. A compound, a salt thereof, or an optical isomer of the compound or the salt as defined in claim 3, wherein the group-N (R)⁸)R⁹The saturated or unsaturated heterocyclic ring formed includes 1-pyrrolidinyl, 1-piperidinyl, 1-homopiperidinyl, 1-piperazinyl, 1-homopiperazinyl, 1- (3, 3-dialkylpiperidinyl), 8-azaspiro- [4.5]Decan-8-yl, 1-indolyl and 1- (1, 2, 3, 4-tetrahydroquinolyl).

5. The compound, the salt thereof, or the optical isomer of the compound or the salt as defined in claim 1, wherein the group-N (R)⁶)R⁷The saturated or unsaturated heterocyclic ring formed includes 1-pyrrolidinyl, 1-piperidinyl, 1- (3, 3-dialkylpiperidinyl), 1-homopiperidinyl, 4-alkyl-1-piperazinyl, 1-morpholinyl, 1-thiomorpholinyl, 1-indolyl and 1- (1, 2, 3, 4-tetrahydroquinolinyl).

6. A compound as defined in claim 1, a salt thereof, or an optical isomer of the compound or the salt, wherein R⁶And R⁷May be the same or different and each independently represents an alkyl group, an alkoxy group, an alkoxyalkyl group, or an aralkyl group, or may be substituted with one or more substituentsAnd the substituent is selected from hydroxyl, halogen atoms, alkyl, alkoxy, acyl, trifluoromethyl, nitro, cyano, alkylthio and benzyloxy.

7. The compound, a salt thereof, or an optical isomer of the compound or the salt as defined in claim 1, wherein X is an oxygen atom.

8. A compound as defined in claim 1, a salt thereof, or an optical isomer of the compound or the salt, wherein R¹Is 3-alkoxycarbonylmethylphenyl, 3- (1-alkoxycarbonylethylphenyl), 3-carboxymethylphenyl or 3- (1-carboxyethylphenyl).

9. A compound as defined in claim 1, a salt thereof, or an optical isomer of the compound or the salt, wherein R²And R³Is a hydrogen atom.

10. A compound as defined in claim 1, a salt thereof, or an optical isomer of the compound or the salt, wherein R⁴Is N-butyl, 3-methylbutyl, 4-methylpentyl, 3-ethylpentyl, 4-ethylhexyl, cyclopentylmethyl, cyclopentylethyl, cyclohexylmethyl, cyclohexylethyl, tert-butoxycarbonylmethyl or N-methyl-N-phenylcarbamoylmethyl.

11. The compound, a salt thereof, or an optical isomer of the compound or the salt as defined in claim 1, wherein X is an oxygen atom bonded in the ortho-or meta-position.

12. A compound as defined in claim 1, a salt thereof, or an optical isomer of the compound or the salt, wherein R⁵is-N (R)⁶)R⁷Group and wherein R⁶Or R⁷One is a methyl group or an ethyl group, and the other is a phenyl group which may be substituted with one or more groups selected from a methyl group, a methoxy group, a fluorine atom, a bromine atom and a chlorine atom.

2- [3- [3- [ N- [2- [ N-methyl-N- (3-methylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetic acid.

(±) -2- [3- [3- [ N-methyl-N- (2-methylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoic acid.

(±) -2- [3- [3- [ N- [2- [ N- (3-methoxyphenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoic acid.

16.2- [3- [ N- [3- [2- [ N- (3-methoxyphenyl) -N-methylcarbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]acetic acid.

(±) -2- [3- [3- [ N- [2- [ N-methyl-N- (3, 5-dimethylphenyl) carbamoylmethoxy]phenyl]-N- (N-methyl-N-phenylcarbamoylmethyl) carbamoylmethyl]ureido]phenyl]propanoic acid sodium salt.

18. A medicament containing a compound as defined in any one of claims 1 to 17, a salt thereof, or an optical isomer of the compound or the salt as an active ingredient.

19. An anti-cholecystokinin agent and an anti-gastrin agent containing a compound as defined in any one of claims 1 to 17, a salt thereof, or an optical isomer of the compound or the salt as an active ingredient.

20. A medicament for preventing and treating peptic ulcer, which comprises a compound as defined in any one of claims 1 to 17, a salt thereof, or an optical isomer of the compound or salt as an active ingredient.

21. A medicament for preventing and treating gastritis, which comprises a compound as defined in any one of claims 1 to 17, a salt thereof, or an optical isomer of the compound or the salt as an active ingredient.

22. A medicament for preventing and treating rectal/colon cancer, which comprises a compound as defined in any one of claims 1 to 17, a salt thereof, or an optical isomer of the compound or the salt as an active ingredient.

23. A preventive and therapeutic agent for gastrinoma, which comprises a compound as defined in any one of claims 1 to 17, a salt thereof, or an optical isomer of the compound or the salt as an active ingredient.

24. A medicament for preventing and treating anxiety disorders, which comprises a compound as defined in any one of claims 1 to 17, a salt thereof, or an optical isomer of the compound or the salt as an active ingredient.

25. Use of a compound as defined in any one of claims 1 to 17, a salt thereof, or an optical isomer of the compound or salt, as a medicament.

26. A pharmaceutical composition comprising a compound as defined in any one of claims 1 to 17, a salt thereof, or an optical isomer of the compound or salt, and a pharmaceutically acceptable carrier.

27. A method of treatment of a cholecystokinin or gastrin induced disease comprising administering to a patient in need thereof an effective amount of a compound as defined in any one of claims 1 to 17, a salt thereof, or an optical isomer of the compound or salt.