CN1059713A - Novel two (oximino chlorine) derivatives as agricultural fungicides - Google Patents
Novel two (oximino chlorine) derivatives as agricultural fungicides Download PDFInfo
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- CN1059713A CN1059713A CN91108854.7A CN91108854A CN1059713A CN 1059713 A CN1059713 A CN 1059713A CN 91108854 A CN91108854 A CN 91108854A CN 1059713 A CN1059713 A CN 1059713A
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- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/79—Acids; Esters
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/52—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing groups, e.g. carboxylic acid amidines
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N41/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
- A01N41/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom containing a sulfur-to-oxygen double bond
- A01N41/10—Sulfones; Sulfoxides
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- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
- A01N43/06—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings
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- A—HUMAN NECESSITIES
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- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
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- A—HUMAN NECESSITIES
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- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having no bond to a nitrogen atom
- A01N47/06—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having no bond to a nitrogen atom containing —O—CO—O— groups; Thio analogues thereof
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/24—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing the groups, or; Thio analogues thereof
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C259/00—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups
- C07C259/02—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups with replacement of the other oxygen atom of the carboxyl group by halogen atoms
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C271/60—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups having oxygen atoms of carbamate groups bound to nitrogen atoms
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- C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C275/44—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups doubly-bound to carbon atoms
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- C07C317/00—Sulfones; Sulfoxides
- C07C317/26—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
- C07C317/32—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton with sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
- C07C317/34—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton with sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having sulfone or sulfoxide groups and amino groups bound to carbon atoms of six-membered aromatic rings being part of the same non-condensed ring or of a condensed ring system containing that ring
- C07C317/38—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton with sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having sulfone or sulfoxide groups and amino groups bound to carbon atoms of six-membered aromatic rings being part of the same non-condensed ring or of a condensed ring system containing that ring with the nitrogen atom of at least one amino group being part of any of the groups, X being a hetero atom, Y being any atom, e.g. N-acylaminosulfones
- C07C317/42—Y being a hetero atom
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- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
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- C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
- C07D295/18—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
- C07D295/182—Radicals derived from carboxylic acids
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- C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
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- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
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- C07D333/52—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes
- C07D333/62—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the hetero ring
- C07D333/68—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
- C07D333/70—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 2
Abstract
The Fungicidal active compound of structural formula I is disclosed:
Description
The application is to be that August 6 nineteen ninety, sequence number (SN) are the partial continuous application of 07/563,839 U. S. application the applying date.
The compound of US 3,819, the 700 claimed structural formula ⅰ of Bellina, this compound is as the mycocide of protection farm crop.
The CH66-16 of Hubele, the compound of 259 claimed structural formula ⅱ, this compound is as the mycocide of protection farm crop.
Patent documentation US 4,416,686; US 4,426, and 221; US4,453,969; US4,453,974 and US 4,475,945 in the compound of structural formula ⅲ is disclosed, this compound is as the toxinicide of weedicide.
EP293 discloses the compound of structural formula ⅳ among the 667A, this compound is as the mycocide of protection farm crop.
US discloses the compound of structural formula ⅴ in 3,954,992, and this compound is as the mycocide of protection farm crop.
The invention relates to comprise all how much and the structural formula I compound of steric isomer, contain the agricultural composition of these compounds and as the purposes of mycocide.
Wherein:
A and A
1Be independently O, NH ,-CH
2O-,-CH
2CH
2O-or a direct key;
G and G
1Be C(=O independently) NR
1R
2, C(=O) OR
3, C(=O) R
4, S(O) nR
5, SO
2NR
1R
2Or CN;
X and X
1Be SO independently
2R
6, Cl or Br;
R
1And R
2Be H independently, C
1-C
4Alkyl, C
2-C
4Alkoxyalkyl, or R
1And R
2Connect together and with coupled nitrogen-atoms form 1-azelidinyl, 1-pyrrolidyl,
Pyridine subbase, height
Pyridine subbase or morpholino base, these groups can be at random by 1-2 methyl substituted;
R
3Be C
1-C
4Alkyl, C
1-C
4Haloalkyl or C
2-C
4Alkoxyalkyl;
R
4Be C
1-C
4Alkyl, C
1-C
4Haloalkyl, C
2-C
4Alkoxyalkyl, or by 1-2 any phenyl that replaces of substituting group that is selected from halogen, methyl, methoxyl group, cyano group and nitro;
R
5Be C
1-C
4Alkyl, C
1-C
4Haloalkyl, C
2-C
4Alkoxyalkyl or be selected from halogen, methyl, methoxyl group, cyano group and nitro 1-2 substituting group the phenyl that replaces arbitrarily;
R
6Be C
1-C
6Alkyl, C
1-C
6Haloalkyl, C
2-C
6Alkoxyalkyl or phenyl or benzyl, said phenyl or benzyl can at random be replaced by methyl, trifluoromethyl, methoxyl group, cyano group, a nitro or 1-3 halogen;
The C that Q is replaced arbitrarily by 1-2 methyl
1-C
6Alkylidene group, C
2-C
6Alkenylene, C
2-C
6Alkynylene is by R
7Any phenylene that replaces is by R
7Any naphthylidene that replaces is by any C that replaces of 1-2 methyl
3-C
6Cycloalkylidene is by R
9Any 1-methylpyrrole base that replaces is by R
8Any 1-methylimidazolyl that replaces, 5-10 membered aromatic heterocycle or condense the aromatic heterocycle system; Wherein heteroatomic composition is:
ⅰ) 1-4 nitrogen-atoms,
ⅱ) 1-2 nitrogen-atoms and 1 Sauerstoffatom or 1 sulphur atom, or
ⅲ) 1-2 Sauerstoffatom or sulphur atom,
Said aromatic heterocycle or condense aromatic heterocycle can be by R
9, NH or
At random replace;
Z is O, CH
2, S(O) n, C(=O), NR
10, HC=OH, CH
2CH
2, C ≡ C, phenylene or a direct key;
R
7Be 1-4 the substituting group that is selected from halogen, methyl, methoxyl group, cyano group and nitryl group;
R
8Be H, halogen, methyl or methoxy;
R
9Be selected from 1-2 halogen, cyano group, methyl or methoxy;
R
10Be H or C
1-C
4Alkyl; And
N is 0,1 or 2;
But must:
ⅰ) as A and A
1Be-CH
2O-or-CH
2CH
2During O-, the carbon atom of these groups links to each other with Q;
ⅱ) as A and A
1When being NH, the cyclopropylidene that Q is not replaced arbitrarily by 1-2 methyl;
ⅲ) when Q be C
2-C
6Alkenylene or C
2-C
6During alkynylene, A and A
1Be-CH
2O-,-CH
2CH
2O-or a direct valence link; And
ⅳ) when Q is NH, A and A
1It is a direct valence link.
In the superincumbent narration, the example of " aromatic heterocycle " comprises pyridine, pyrimidine, pyridazine, pyrazine, furans, thiophene, pyrroles, 1-methylpyrrole, pyrazoles, 1-methylpyrazole, 1-methyl isophthalic acid, 2, and 3-triazole, 1-methyl isophthalic acid, 2,4-triazole, oxazole, isoxazole and thiazole.The example that " condenses aromatic heterocycle " comprises quinoline, isoquinoline 99.9, cinnolines, quinazoline, quinoxaline, indoles, 1-skatole, benzoglyoxaline, 1-tolimidazole, indazole, 1-methylindazole, isoindole, benzo (b) furans and benzo (b) thiophene.
Though be use separately or the compound word such as " haloalkyl " in use, term " alkyl " refers to the straight or branched alkyl, refers in particular to methyl, ethyl, n-propyl, sec.-propyl or different butyl, amyl group, hexyl, heptyl or octyl group isomer.
The example of " alkenylene " especially comprises CH=CH, CH
2CH=CHCH
2, CH=CHCH
2CH
2, CH
2CH=CHCH
2, CH=CHCH=CH.
The example of " alkynylene " especially comprises C ≡ C and CH
2C ≡ CCH
2
" cycloalkylidene " especially comprises cyclopropylidene, inferior cyclobutyl, cyclopentylidene and cyclohexylidene.
Though be use separately or the compound word such as " haloalkyl " in use, term " halogen " refers to fluorine, chlorine, bromine or iodine.And when when the compound word uses in as " haloalkyl ", described alkyl can partly or entirely be replaced by identical or different halogen atom.The example of " haloalkyl " especially comprises F
3C, ClCH
2, CF
3CH
2And CF
3CF
2
The sum of carbon atom is with prefix " Ci-Cj " expression in the substituting group, and wherein i and j are the numbers of 1-6.For example, " C
2Alkoxyalkyl " refer to CH
3OCH
2, " C
3Alkoxyalkyl " refer to CH
3OCH
2CH
2And CH
3CH
2OCH
2Other examples of " alkoxyalkyl " comprise CH
3CH
2CH
2OCH
2And CH
3CH
2OCH
2CH
2
Preferred version
Be easy to synthetic and/or improving aspect the Fungicidally active preferably:
1) compound of structural formula I, wherein:
A and A
1Be independently NH ,-CH
2O-or a direct key; And
The C that Q is replaced arbitrarily by 1-2 methyl
1-C
6Alkylidene group, C
2-C
6Alkenylene, C
2-C
6Alkynylene, NH, or Q is selected from following groups
Method for expressing wherein as:
The expression replacement can be the optional position on two rings.
2) compound of preferred version 1, wherein:
A and A
1Identical;
G and G
1All be C(=O) NR
1R
2;
X and X
1All be SO
2R
6Or Cl;
The C that Q is replaced arbitrarily by 1-2 methyl
1-C
6Alkylidene group, C
2-C
6Alkenylene, C
2-C
6Alkynylene, or Q is selected from group
R
6By any phenyl that replaces of methyl, trifluoromethyl, methoxyl group, cyano group, a nitro or 1-3 halogen.
3) compound of preferred version 2, wherein:
A and A
1All be NH or a direct key.
4) compound of preferred version 3, wherein:
The group that Q is selected from is:
Concerning maximum Fungicidally active and/or being easy to synthesize, particularly preferred compound is:
1) N, N '-(1,3-phenylene two (ketonic oxygen base)) two (2-dimethylaminos-2-oxo second imino-chlorine);
2) N, N '-(1,3-phenylene two (imino-ketonic oxygen base)) two (2-dimethylaminos-2-oxo second imino-chlorine); And
3) N, N '-(2,5-thiophene two bases two (ketonic oxygen base)) two (2-dimethylaminos-2-oxo second imino-chlorine).
Synthetic
Inert solvent be used as catalyzer or as in the alkali of acid scavenger, can prepare the compound of structural formula I-III from the compound of structural formula IV and/or V and suitable electrophilic reagent with structural formula VI.Suitable solvent comprises polar aprotic solvent, as acetonitrile or dimethyl formamide; Ether is as tetrahydrofuran (THF), glycol dimethyl ether or diethyl ether; Ketone is as acetone or 2-butanone; Hydrocarbon is as toluene or benzene; Or halohydrocarbon, as methylene dichloride, chloroform or tetracol phenixin.Suitable alkali comprises alkali alcoholate, as sodium methylate or potassium tert.-butoxide; Mineral alkali is as sodium hydride or salt of wormwood; Or tertiary amine base, as triethylamine, diisopropylethylamine, pyridine, 1,8-diazabicyclo (5,4,0) 11-7-alkene (DBU) or 1,4-diazacyclo dicyclo (2,2,2) octanes (DABCO).Temperature of reaction can change between 0 ℃ and 150 ℃ in 1-96 hour time, and this depends on selected alkali, solvent, temperature and reactant.
Wherein:
R and R
1Can be independently=NCO, COCl, COBr;
X and X
1Can be independently=Cl, Br or SO
2R
6;
And G and G
1Can equal the generalized definition in front independently; Q represents any one ring-type defined above, alicyclic ring or unsaturated system.
The compound of structural formula I, II or III can close the oximate of the suitable electrophilic reagent with structural formula VI a-c and structural formula IV and/or V by several steps to prepare, and this several steps is summarised in the following reaction formula:
The claimed compound of this paper also can prepare by following sequence method according to the document of quoting below.Wherein X and X
1Different structural formula I compounds can be prepared as follows:
On the other hand, the oximino chlorine of the replacement of structural formula I or oximino bromine can be from aldoxime and halogen (H.Metzger, Herstellungvon Oximen, the Houben-Weyl of corresponding structure formula VII and VIII, Methoden der Organische Chemie, E.Miller, editor, Vol.10(4), 4th ed., P.98.Thieme, Stuttgart, 1968):
Or N-chlorosuccinimide (referring to .KC.Liu, B.R.Shelton, R.K.Howe, J.Org.Chem., 1980,45:3916), or N-bromosuccinimide (referring to C.Grundman and R.Richter.J.Org.Chem., 1968,33:476) preparation.
The compound of structural formula II can be by the method shown in following, promptly according to Kaminski at Polish J.Chem., 1981,55(3): the method preparation that provides in 665:
The compound of structural formula II can be by other synthetic route preparation.Compounds X can be according to L.Grehn, K.Gunnarsson and U.Ragnarsson Acta Chem.Scand.B, 1987, the method preparation that provides among the 41:18.
A novel method of the compound of preparation structural formula II and III is included in organic bases such as N, and N-Diethyl Aniline and pyridine exist down, makes the compound phosgene reaction of structural formula IV and V, and order prepares new compound chloro-formic ester XI.
The compound of structural formula I, II and III can be at coupling auxiliary agent such as N, and N-dicyclohexyl carbodiimide (DCC) (but being not limited to this) exists down, from the compound and the carboxylic acid VI d preparation of structural formula IV and V.
Wherein R ' can represent the arbitrary suitable specific form of Q group defined above.
The compound that the structural formula III is described can easily make by the compound of the method shown in following from structural formula IV, V and VI d:
Use intermediate (X III) can prepare the compound that the structural formula III is described, intermediate (X III) can be according to people such as K.Mai at J.Org.Chem., and 1986, the method preparation that provides among the 51:3545.
The compound of structural formula III also can be by method preparation given below.According to document H.Eckert, B.Forster, Angew, Chem., Int, Ed., Eng., 1987,26:894 and KKumita, Y.Iwakura, Org, Synth., 1980,59:195 also can use phosgene surrogate (for example trichloromethylchloroformate, triphosgene).
The compound of structural formula III also can prepare in the following order:
The compound of structural formula I, II and/or III also can be by the preparation of the reaction sequence shown in following.Intermediate can be according to method preparation common in the document.
N can be 0 or 1 independently.
For the commercial bridged group Q that can not obtain, those skilled in the art can prepare according to the method for describing in the following comprehensive Experiment of Organic Chemistry book:
Advances in Heterocvclic Chemistry，Academic Press，NY;
The Chemistrv of Heterocyclic Compounds，John Wiley & Sons，
NY，1982;
Comprehensive Heterocyclic Chemistrv，Katritskyand Rees，
Pergamon Press，Oxford，1984;
Comprehensive Organic Chemistry，Barton and Ollis，Pergamon
Press，Oxford，1979;
Heterocyclic Compounds，Elderfield，John Wiley & Sons，NY，1967;
Rodd′s Chemistry of Carbon Compounds，2nd Ed.，Elsevier，1976;
and
Vogel′s Textbook of Practical Organic Chemistry，4th Ed.，
Longman Inc.，NY，1978.
Below shown in carboxylic acid amides and carbonate can pass through US3,557,089; 3,557,190 and 3,560,555 and the reference quoted of these patents in the method preparation pointed out.
G is C(=O) NR
1R
2,-CO
2R
3, C(=O) R
4Or S(O) nR
5
Below shown in thiocarboxamide and thione compounds can be respectively by other places (referring to S.Scheibye, E.S.Pedersen and S.O.Lawesson, Bull.Soc, Chim.Belg., 1978,87,229 and G.Lajore, F.Lepine, L.Maziak and B.Belleau, Tet.Letters, 1983,24:3815) method of Miao Shuing is from carboxylic acid amides or ester cpds preparation.
Those skilled in the art will recognize that the standard method by organic reaction, for example (but being not limited to this) reduction and oxidation makes other compounds of structural formula IV and V transform the compound that also can prepare structural formula IV and V.
By with the amine of Sodium Nitrite and hydrochloric acid Processing Structure formula X IX (referring to G.S.Skinner, J.Am Chem, Soc., 1924,46:731) can prepare the alpha-chloro ethylidenehydroxylamine of structural formula IV and V.
The alpha-chloro ethylidenehydroxylamine of structural formula IV and V also can be by using N-chlorosuccinimide (referring to K.E.Larsen and K.B.G.Torsell, Tetrahedron, 1984,40:2985) or the hypochlorous acid tertiary butyl ester (referring to C.J.Peake and J.H.Strickland, Synth.Comm., 1986, the 16:763) ethylidenehydroxylamine of Processing Structure formula XX preparation.
The alpha-halogen ethylidenehydroxylamine of some structural formula IV and V can by in halogen acid solution with Sodium Nitrite handle the preparation of amidoxime X XI (referring to M.Kocevar, S.Polanc, M.Sollner, M.Tisler and B.Vercek, Synth.Comm., 1988,18:1427).
The alpha-halogen ethylidenehydroxylamine of structural formula IV and V can be in the presence of azanol by the alkaline hydrolysis preparation of the trihalomethyl group compound of structural formula X XII (referring to A.P.Kozikowski and M.Adamczyk, J.Org.Chem., 1983,48:366).
The alpha-halogen ethylidenehydroxylamine of structural formula IV and V can be by structural formula XX III the N-oxide compound of nitrile and the haloid acid prepared in reaction (referring to C.Grundmann, V.Mini, J.M.Dean and H.-D:Frommeld, Justis Liebigs Ann, Chem., 1965,687:191).
The N-oxide compound of the nitrile of structural formula XX IV can by known several method preparation in the chemical field (about the summary of these methods, referring to T.Shimizu, Y.Hayashi, and K.Taramura, Bull.Soc.Chem.Tpn., 1984,57:2531).The most familiar method comprises the alpha-chloro ethylidenehydroxylamine with mineral alkali such as sodium hydroxide or yellow soda ash or organic bases such as triethylamine Processing Structure formula Va, then uses the N-oxide compound of the nitrile of haloid acid capture structure formula XX IV.A kind of new alpha-halogen ethylidenehydroxylamine that has prepared the structural formula V.
By United States Patent (USP) 3,557,089; 3,557,190 and 3,560,555 methods that propose can prepare the methane amide and the carbonate of structural formula V.
The cyano compound of structural formula V can pass through, and reported method prepares (referring to A.P.Kozikowski and M.Adamczyk, J.Org.Chem., 1983,48:366).
The ketone compound of structural formula V can by with the preparation of alkyl nitrite and hydrochloric acid Processing Structure formula XX V monochloromethyl ketone (referring to N.Levin and W.H.Hartung, Org.Synthesis, 1944,24:25).
By with dimethyl sulfide Processing Structure formula XX V monochloromethyl ketone obtain the compound of structural formula XX VI, also can prepare the ketone compound of structural formula V (referring to Y.Ofsuji with Sodium Nitrite and this compound that obtains of salt acid treatment again, Y.Tsujii, A.Yoshida and E.Imoto, Bull.Chem.Soc.Japan, 1971,44:223).
The ketone compound of structural formula IV and V can prepare (referring to Y.Otsuji by the β-oxo sulfoxide with Sodium Nitrite Processing Structure formula XX VII in halogen acid solution, Y.Tsujii, A.Yoshida and E.Imoto, Bull.Chem.Soc.Japan, 1971,44:219).
The ketone compound of structural formula IV and V also can by with the compound of chlorine treatment structural formula XX (referring to G.Casnati and A.Ricca, Tet, Letters, 1967:327 and Y.H.Chiang, J.Org.Chem., 1971,36:2146).
The alkylthio of structural formula IV and V and thioaryl compound can be by dihalo formoxime XX VIII (referring to D.Chiarino, M.Napoletano and A.Sala, Synth.Comm., 1988,18:1171 and D.M.Vyas, Y.Chiang and T.W.Doyle, Tet.Letters, 1984,25:487) equivalent with mercaptan and organic bases such as triethylamine reacts (referring to M.H.Benn, Can.J.Chem., 1964,42:2393) preparation.
The sulfoxide of structural formula IV and V and sulphones can be by using monovalent or two normal oxygenants such as hydrogen peroxide or organic peracid (as peracetic acid) oxidation structure formula IV and V (G=R respectively
5S) compound prepares.
The sulphones of structural formula IV and V also can according to reported method (referring to P.A.Wade and H.R.Hinney, J.Am, Chem.Soc., 1979,101:1319) from structural formula XX IX (G=R
5SO
2) compound:
On the other hand, the alkylsulfonyl carbon oximino chlorine of structural formula IV and V can from the α-diazo sulfone of structural formula XXX and nitrosyl chloride preparation (referring to J.C.Jagt, I.Van Buuren; J.Strating and A.M.Van Leusen; Synth.Commun., 1974,4:311).
The following examples have been represented the preparation method of included instantiation compound.
Embodiment 1
N, N '-(1,3-phenylene two (carbonyl oxygen base)) is two
(2-(dimethylamino)-2-oxo second imino-chlorine) (compound #5)
6.04g the 2-(dimethylamino)-2-oxo second imino-chlorine is dissolved in 250ml THF, adds the 4.06g isophthalyl chloride.5.6ml triethylamine is dissolved in 30ml THF, this solution is added, simultaneously reaction mixture to 0 ℃.Finish reinforced after, mixture at room temperature stirred 5 hours.Leach solid, with abandoning it after the ethyl acetate washing.Dry up filtrate and bear solid, the solid that obtains is dissolved in recrystallization in the mixture of 1-chlorobutane and methylene dichloride under vapor bath heating.The crystalline solid suspension filters in hexane, with this solid of hexane wash, obtains 8.27g compound #5 after the drying, fusing point 122-124 ℃.
Embodiment 2
N, N '-(1,3-phenylene two (imino-carbonyl oxygen base)) is two
(2-(dimethylamino)-2-oxo second imino-chlorine) (compound #6)
1.51g the 2-(dimethylamino)-and 2-oxo second imino-chlorine is dissolved in 100ml THF, adds 0.80g two isocyanic acids-1, and 3-phenylene ester then adds 3 DBU.Under the room temperature, mixture stirs in nitrogen environment and spends the night.Second day mixture gas carry jelly, this jelly is handled with acetone, 1-chlorobutane and hexane successively.Dry up the solution that obtains and obtain a kind of solid, this solid suspension filters, and uses hexane wash in hexane.Fusing point 176-180 ℃.
Embodiment 3
N, N '-(2,5-thiophene two bases two (ketonic oxygen base)) are two
(2-(dimethylamino)-2-oxo second imino-chlorine) (compound #42)
1.51g the 2-(dimethylamino)-2-oxo second imino-chlorine is dissolved in 75ml THF, adds 1.05g 2,5-is two-thiophene carbonyl chloride (by the disodium salt prepared in reaction in the backflow thionyl chloride (fusing point 41-44 ℃)), then dropwise add the 1.4ml triethylamine.Mixture at room temperature stirs and spends the night.Added the 20ml ethyl acetate in second day, and filtering mixt.Solid discards after washing with ethyl acetate.Filtrate drying up obtains solid.This solid suspension contains the CH that causes dissolved enough in the 1-chlorobutane in 1-chlorobutane
2Cl
2; Adding hexane then produces solid.Leach solid, and use hexane wash.Fusing point 157-159 ℃.
Method and embodiment shown in above using can prepare the compound among table 1-28 and concordance list A, B, C and the D.
Table 1
G.G
1X，X
1O
1-pyrrolidyl C(=O) Cl 1,2-second two bases
2, the 6-thebaine is for C(=O) Cl 1,2-second two bases
Piperidino-(1-position only) C(=O) Cl 1,2-second two bases
C(=O) N(Me)
2Cl 1, the 3-glyceryl
1-pyrrolidyl C(=O) Cl 1, the 3-glyceryl
Piperidino-(1-position only) C(=O) Cl 1, the 3-glyceryl
C(=O) NH-t-Bu Cl 1, the 3-glyceryl
High-piperidine sub-base C(=O) Cl 1, the 3-glyceryl
C(=O) N(Me)
2Cl 1,4-fourth two bases
1-pyrrolidyl C(=O) Cl 1,4-fourth two bases
Piperidino-(1-position only) C(=O) Cl 1,4-fourth two bases
C(=O) NH-t-Bu Cl 1,4-fourth two bases
High-piperidine sub-base C(=O) Cl 1,4-fourth two bases
C(=O) N(Me)
2Cl 1,5-penta 2 bases
1-pyrrolidyl C(=O) Cl 1,5-penta 2 bases
Piperidino-(1-position only) C(=O) Cl 1,5-penta 2 bases
C(=O) NH-t-Bu Cl 1,5-penta 2 bases
High-piperidine sub-base C(=O) Cl 1,5-penta 2 bases
G.G
1X.X
1O
C(=O) N(Me)
2Cl 1, the 6-dihexyl
Piperidino-(1-position only) C(=O) Cl 1, the 6-dihexyl
C(=O) N(Me)
2Cl 1-methyl isophthalic acid, 2-second two bases
C(=O) OEt Cl 1-methyl isophthalic acid, 2-second two bases
C(=O) N(Me)
2Cl 1-methyl isophthalic acid, the 3-glyceryl
Piperidino-(1-position only) C(=O) Cl 2-methyl isophthalic acid, the 3-glyceryl
C(=O) N(Me)
2Cl 2-methyl isophthalic acid, 4-fourth two bases
C(=O) N(Me)
2Cl 1-methyl isophthalic acid, 4-fourth two bases
C(=O) N(Me)
2Cl 1-methyl isophthalic acid, 5-penta 2 bases
CN Cl 2-methyl isophthalic acid, 5-penta 2 bases
C(=O) CH
3Cl 3-methyl isophthalic acid, 5-penta 2 bases
C(=O) N(Me)
2Cl 1-methyl isophthalic acid, the 6-dihexyl
C(=O) OPr Cl 2-methyl isophthalic acid, the 6-dihexyl
SO
2CH
3SO
2Ph 3-methyl isophthalic acid, the 6-dihexyl
C(=O) N(Me)
2Cl 1,2-ring fourth two bases
C(=O) N(Me)
2Cl 1, and 3-encircles dihexyl
1-pyrrolidyl C(=O) Cl 1,3-encircles dihexyl
Piperidino-(1-position only) C(=O) Cl 1, and 3-encircles dihexyl
High-piperidine sub-base C(=O) Cl 1, and 3-encircles dihexyl
C(=O) N(Me), n-Bu Cl 1,3-encircles dihexyl
1-azetidinyl C(=O) Cl 1,3-encircles dihexyl
CN Cl 1,3-encircles dihexyl
SO
2N(Me)
2Cl 1, and 3-encircles dihexyl
G.G
1X，X
1O
SO
2(4-Cl) Ph Cl 1, and 3-encircles dihexyl
C(=O) N(Me)
2SO
2(2-CO
2Me) Ph 1, and 3-encircles dihexyl
Morpholino C(=O) SO
2(4-Cl) ph 1, and 3-encircles dihexyl
C(=O) N(Me)
2Cl 1, and 4-encircles dihexyl
1-pyrrolidyl C(=O) Cl 1,4-encircles dihexyl
Piperidino-(1-position only) C(=O) Cl 1, and 4-encircles dihexyl
C(=O) OEt Cl 1, and 4-encircles dihexyl
C(=O) N(Me)
2Cl 1, and 2-encircles dihexyl
Piperidino-(1-position only) C(=O) Cl 1, and 2-encircles dihexyl
C(=O) N(Me)
2SO
2Ph 1, and 2-encircles dihexyl
C(=O) N(Me)
2Cl 1, and 1-encircles dihexyl
C(=O) N(Me)
2Cl 1, and 3-encircles penta 2 bases
C(=O) i-Pr Cl 1, and 3-encircles penta 2 bases
3,5-lupetidine subbase
C(=O) Cl 1, and 3-encircles penta 2 bases
C(=O) N(Me)
2Cl 1, and 2-encircles penta 2 bases
C(=O) N(Me)
2Cl 1, and 2-encircles glyceryl
C(=O) N(Me)
2Cl 1, and 1-encircles glyceryl
C(=O) NH-t-Bu Cl 1, and 1-encircles glyceryl
C(=O) N(Me)
2Cl 1,1-ring fourth two bases
C(=O) N(Me)
2Cl 1, and 1-encircles penta 2 bases
C(=O) N(Me)
2Cl 5-methyl isophthalic acid, 3-encircles dihexyl
G.G
1X，X
1O
Piperidino-(1-position only) C(=O) Cl 5-methyl isophthalic acid, 3-encircles dihexyl
C(=O) N(Me)
2Cl 4-methyl isophthalic acid, 3-encircles dihexyl
Piperidino-(1-position only) (C=O) Cl 1,3-ring fourth two bases
C(=O) N(Me)
2The Cl methylene radical
1-pyrrolidyl (C=O) Cl methylene radical
C(=O) N(Me)
2SO
2The Ph methylene radical
Piperidino-(1-position only) (C=O) Cl methylene radical
Piperidino-(1-position only) (C=O) Br methylene radical
C(=O) N(Me)
2The Cl methylene radical
C(=O) OEt Cl methylene radical
C(=O) NMe, n-Bu SO
3(4-Cl) Ph methylene radical
C(=O) N(Me)
2Cl 1,3-butadiene-1,
4-two bases
1-pyrrolidyl C(=O) Cl 1,3-butadiene-1,
4-two bases
Piperidino-(1-position only) C(=O) Cl 1,3-butadiene-1,
4-two bases
C(=O) N(Me)
2Cl 1,2-ethene two bases
1-azetidinyl C(=O) Cl 1-methyl isophthalic acid, 2-
Ethene two bases
C(=O) N(Me)
2Cl 1,2-dimethyl-1,
2-ethene two bases
G.G
1X，X
1O
C(=O) N(Me)
2Cl 2,4-furans two bases
1-pyrrolidyl C(=O) Cl 2,4-furans two bases
Piperidino-(1-position only) C(=O) Cl 2,4-furans two bases
1-azetidinyl C(=O) Cl 2,4-furans two bases
High-piperidine sub-base C(=O) Cl 2,4-furans two bases
C(=O) OCH
2CF
3Cl 2,4-furans two bases
C(=O) N(Me)
2Cl 2,5-furans two bases
Piperidino-(1-position only) C(=O) Cl 2,5-furans two bases
C(=O) NHCH
3Cl 2,5-furans two bases
C(=O) OEt Cl 2,5-furans two bases
1-pyrrolidyl C(=O) SO
2(4-Me) Ph 2,5-furans two bases
CN Cl 2,5-furans two bases
C(=O) N(Me)
2Cl 2,3-furans two bases
C(=O) N(CH
2CF
3)
2Cl 2,3-furans two bases
Piperidino-(1-position only) C(=O) Cl 2,3-furans two bases
C(=O) N(Me)
2Cl 4,5-oxazole two bases
High-piperidine sub-base C(=O) Cl 4,5-oxazole two bases
C(=O) (4-CN) Ph Cl 4,5-oxazole two bases
C(=O) N(Me)
2Cl 2,5-oxazole two bases
Piperidino-(1-position only) C(=O) Cl 2,5-oxazole two bases
C(=O) N(Me)
2Cl 3,4-isoxazole two bases
1-pyrrolidyl C(=O) Cl 3,4-isoxazole two bases
Piperidino-(1-position only) C(=O) Cl 3,4-isoxazole two bases
G，G
1X，X
1O
3-methyl piperidine subbase
C(=O) Cl 3,4-isoxazole two bases
C(=O) Ph Cl 3,4-isoxazole two bases
SO
2N(Me)
2Cl 3,4-isoxazole two bases
C(=O) N(Me)
2Cl 3-methyl-4,5-
Isoxazole two bases
C(=O) N(Me)
2SO
2(3-CF
3) Ph 4,5-oxazole two bases
1-pyrrolidyl C(=O) Cl 4,5-oxazole two bases
Piperidino-(1-position only) C(=O) Cl 4,5-oxazole two bases
C(=O) N(CH
2CH
2OCH
3)
2Cl 4,5-oxazole two bases
C(=O) N(Et)
2Cl 4,5-oxazole two bases
C(=O) N(Me)
2Cl 2,5-pyrazine two bases
C(=S) N(Me)
2Cl 2,5-pyrazine two bases
Piperidino-(1-position only) C(=O) Cl 2,5-pyrazine two bases
C(=O) N(Me)
2Cl 2,6-pyrazine two bases
1-pyrrolidyl C(=O) Cl 2,6-pyrazine two bases
Piperidino-(1-position only) C(=O) Cl 2,6-pyrazine two bases
C(=O) N(Me)
2Cl 2,3-pyrazine two bases
Piperidino-(1-position only) C(=O) Cl 2,3-pyrazine two bases
C(=O) OCH
2CH
2OCH
3Cl 2,3-pyrazine two bases
C(=O) N(Me)
2Cl 4,6-pyrimidine two bases
C(=O) N(Me)
2SO
2Ph 4,6-pyrimidine two bases
C(=O) N(Me)
2SO
2Et 4,6-pyrimidine two bases
G，G
1X，X
1O
1-pyrrolidyl C(=O) Cl-1H-pyrroles-2,
3-two bases
C(=O) Et Cl-1H-pyrroles-2 N(Me),
3-two bases
C(=O) N(Pr)
2Cl-1H-pyrroles-2,
3-two bases
C(=O) N(i-Pr)
2Cl-1H-pyrroles-2,
3-two bases
High-piperidine sub-base C(=O) Cl-1H-pyrroles-2,
3-two bases
C(=O) N(Me)
2Cl-1H-pyrroles-2,
3-two bases
Piperidino-(1-position only) C(=O) Cl-1H-pyrroles-2,
3-two bases
C(=S) n-Bu Cl-1H-pyrroles-2 N(Me),
3-two bases
C(=S) n-Bu SO N(Me)
2(4-Br) Ph-1H-pyrroles-2,
3-two bases
Piperidino-(1-position only) C(=O) Cl-1H-pyrroles-3,
4-two bases
Piperidino-(1-position only) C(=O) SO
2(4-OMe) Ph-1H-pyrroles-3,
4-two bases
C(=O) N(Me)
2Cl-1H-pyrroles-3,
4-two bases
G，G
1X，X
1O
C(=O) N(Et)
2Cl-1H-pyrroles-3,4-
Two bases
C(=O) N(Me)
2Cl-1-methyl isophthalic acid H-pyrroles
-3,4-two bases
1-pyrrolidyl C(=O) Cl-1-methyl isophthalic acid H-pyrroles
-3,4-two bases
C(=S) N(Me)
2Cl-1-methyl isophthalic acid H-pyrroles
-3,4-two bases
Piperidino-(1-position only) C(=O) Cl-1-methyl isophthalic acid H-pyrroles
-3,4-two bases
High-piperidine sub-base C(=O) Cl-1-methyl isophthalic acid H-pyrroles
-3,4-two bases
C(=O) N(Et)
2Cl-1-methyl isophthalic acid H-pyrroles
-3,4-two bases
C(=O) N(Me)
2SO
2N-Bu-1-methyl isophthalic acid H-pyrroles
3,4-two bases
C(=O) N(Me)
2Cl-1-methyl isophthalic acid H-pyrroles
-2,5-two bases
C(=O) N(CH
2CF
3)
2Cl-1-methyl isophthalic acid H-pyrroles
-2,5-two bases
C(=O) NHCH
2CF
3Cl-1-methyl isophthalic acid H-pyrroles
-2,5-two bases
G，G
1X，X
1O
3, the sub-Cl of 5-lupetidine-1-methyl isophthalic acid H-pyrroles
Base C(=O)-2,5-two bases
C(=O) N(Me)
2Cl-1-methyl isophthalic acid H-imidazoles
-4,5-two bases
Piperidino-(1-position only) C(=O) Cl-1-methyl isophthalic acid H-imidazoles
-4,5-two bases
C(=O) O-n-Bu Cl-1-methyl isophthalic acid H-imidazoles
-4,5-two bases
C(=O) (2,4-Me) Ph Cl-1-methyl isophthalic acid H-imidazoles-4,5-two bases
High-piperidine sub-base C(=O) Cl-1-methyl isophthalic acid H-imidazoles
-4,5-two bases
SO
2Ph Cl-1-methyl isophthalic acid H-imidazoles
-4,5-two bases
SO
2N-Bu SO
2N-Bu-1-methyl isophthalic acid H-imidazoles
-4,5-two bases
C(=O) N(Me)
2Cl-1H-imidazoles-1,5-
Two bases
Piperidino-(1-position only) C(=O) Cl-1H-imidazoles-1,5-
Two bases
C(=O) N(Me)
2Cl-1H-imidazoles-1,4-two bases
The sub-Cl of 3-methyl piperidine-1H-imidazoles-1,4-
Base C(=O) two bases
G，G
1X，X
1O
C(=O) N(Me)
2Cl-1H-1,2, the 3-triazole
-4,5-two bases
1-pyrrolidyl C(=O) Cl-1H-1,2, the 3-triazole
-4,5-two bases
C(=O) N(Me)
2Cl-1H-1,2, the 3-triazole
-1,5-two bases
Piperidino-(1-position only) C(=O) Cl-1H-1,2, the 3-triazole
-1,5-two bases
Piperidino-(1-position only) C(=O) Cl-1H-1,2,3-triazole-1,4-two bases
C(=O) N(Me)
2Cl-1-methyl isophthalic acid H-1,
2,3-triazole-4,5-
Two bases
C(=S) N(Me)
2Cl-1-methyl isophthalic acid H, 1,
2,3-triazole-4,5-
Two bases
High-piperidine sub-base C(=O) Cl-1-methyl isophthalic acid H-1,
2,3-triazole-4,5-
Two bases
Piperidino-(1-position only) C(=O Cl-1-methyl isophthalic acid H-1,
2,3-triazole-4,5-
Two bases
C(=O) N(Me)
2Cl 2,6-naphthalene two bases
G，G
1X，X
1O
C(=O) N(Et)
2Cl 2,6-naphthalene two bases
C(=O) N(Me)
2Cl 2,3-dihydro-1H-indenes-2,
6-two bases
C(=O) OEt Cl 2,3-dihydro-1H-indenes-2,
6-two bases
C(=O) N(Me)
2SO
2Ph 2,3-dihydro-1H-indenes-2,
6-two bases
C(=O) N(Me)
2Cl 2,3-dihydro-1H-indenes-1,
6-two bases
C(=O) N(Me)
2Cl 2,3-dihydro-1H-indenes-1,
7-two bases
C(=O) N(Me)
2Cl-1,2,3,4-tetrahydrochysene-1,
8-naphthalene two bases
C(=S) N(Me)
2Cl-1,2,3,4-tetrahydrochysene-1,
8-naphthalene two bases
1-pyrrolidyl C(=O) Cl-1,2,3,4-tetrahydrochysene-1,
8-naphthalene two bases
Piperidino-(1-position only) C(=O) Cl-1,2,3,4-tetrahydrochysene-1,
8-naphthalene two bases
C(=O) N(Me)
2Cl-5,6,7,8-tetrahydrochysene-1,
7-naphthalene two bases
C(=O) N(Et)
2Cl-5,6,7,8-tetrahydrochysene-1,
7-naphthalene two bases
G，G
1X，X
1O
C(=O) N(Me)
2Cl-1,2,3, the 4-tetrahydrochysene
-1,5-naphthalene two bases
C(=O) N(Me)
2SO
2(2-Cl) Ph-1,2,3, the 4-tetrahydrochysene
-1,5-naphthalene two bases
C(=O) N(Me)
2Cl-1,2,3, the 4-tetrahydrochysene
-1,7-naphthalene two bases
1-azetidine Cl-1,2,3,4-tetrahydrochysene-1,5-naphthalene two bases
C(=O)-1,2,3,4-tetrahydrochysene-1,7-naphthalene two bases
C(=O) N(Me)
2Cl-1,2,3, the 4-tetrahydrochysene
-2,7-naphthalene two bases
C(=O) OEt Cl-1,2,3,4-tetrahydrochysene-2,7-naphthalene two bases
C(=O) N(Me)
2Cl-benzo (b) thiophene-
2,6-two bases
1-pyrrolidyl C(=O) Cl-benzo (b) thiophene-
2,6-two bases
Piperidino-(1-position only) C(=O) Cl-benzo (b) thiophene-2,6-two bases
C(=O) N(Et)
2SO
2(4-Cl) Ph-benzo (b) thiophene-
2,6-two bases
C(=O) N(Me)
2Cl-2,5-cumarone-two base-
1-pyrrolidyl C(=O) Cl-2,5-cumarone two bases-
G，G
1X，X
1O
Piperidino-(1-position only) C(=O) Cl-2, the 5-cumarone
Two bases-
Piperidino-(1-position only) C(=S) Cl-2, the 5-cumarone
Two bases-
C(=O) N(Me)
2SO
2(4-Cl) Ph-2, the 5-cumarone
Two bases-
C(=O) N(Me)
2Cl-2, the 7-cumarone
Two bases-
Piperidino-(1-position only) C(=O) Cl-2, the 7-cumarone
Two bases-
SO
2Me Cl-2, the 7-cumarone
Two bases-
SO
2(4-Cl) Ph Cl-2, the 7-cumarone
Two bases
SO
2N(Et)
2Cl-2, the 7-cumarone
Two bases
C(=O) N(Me)
2Cl-2, the 6-cumarone
Two bases
C(=O) N(CH
2CH
2OCH
3)
2Cl-2, the 6-cumarone
Two bases
C(=O) N(CH
2CH
2OCH
3)
2SO
2Ph-2, the 6-cumarone
Two bases
Piperidino-(1-position only) C(=O) Cl 2,3-quinoline two bases
G，G
1X，X
1O
High-piperidine sub-base C(=O) Cl 2,3-quinoline two bases
3,5-lupetidine
Base C(=O) Cl 2,3-quinoline two bases
C(=O) N(Me)
2Cl 2,3-quinoline two bases
C(=O) N(Me)
2Cl 3,6-quinoline two bases
Piperidino-(1-position only) C(=O) Cl 3,6-quinoline two bases
C(=O) N(Me)
2Cl 3,7-quinoline two bases
Piperidino-(1-position only) C(=O) Cl 3,7-quinoline two bases
C(=O) N(Me)
2Cl 2,4-isoquinoline 99.9 two bases
Piperidino-(1-position only) C(=O) Cl 2,4-isoquinoline 99.9 two bases
1-pyrrolidyl C(=O) Cl 2-chloro-3,7-quinoline two bases
1-pyrrolidyl C(=O) SO
2Ph 2-chloro-3,7-quinoline two bases
C(=O) N(Me)
2Cl 6-fluoro-3,7-quinoline two bases
Piperidino-(1-position only) C(=O) Cl 6-fluoro-3,7-quinoline two bases
C(=O) N(Me)
2Cl-2-methoxyl group-3, the 7-quinoline
Quinoline two bases
High-piperidine sub-base C(=O) Cl-2-methoxyl group-3, the 7-quinoline
Quinoline two bases
Piperidino-(1-position only) C(=O) Cl-2-methoxyl group-3, the 7-quinoline
Quinoline two bases
C(=O) N(Me)
2SO
2(4-t-2-methoxyl group-3,7-quinoline
-Bu) Ph quinoline two bases
C(=O) N(Me)
2Cl-1H-pyrazoles-1,5-two bases
G，G
1X，X
1O
Piperidino-(1-position only) C(=O) Cl-1H-pyrazoles-1,5-two bases
C(=O) N(Me)
2Cl-3-methyl isophthalic acid H-pyrazoles-1,
4-two bases
Piperidino-(1-position only) C(=O) Cl-3-methyl isophthalic acid H-pyrazoles-1,4-two bases
C(=O) N(Me)
2Cl-1H-pyrazoles-3,5-two bases
C(=S) N(Me)
2Cl-1H-pyrazoles-3,5-two bases
1-pyridine alkyl C(=O) Cl-1H-pyrazoles-3,5-two bases
Piperidino-(1-position only) C(=O) Cl-1H-pyrazoles-3,5-two bases
High-piperidine sub-base C(=O) Cl-1H-pyrazoles-3,5-two bases
C(=O) N(Me)
2Cl 4-chloro-1H-pyrazoles-3,5
-two bases
Piperidino-(1-position only) C(=O) Cl 4-chloro-1H-pyrazoles-3,5
-two bases
C(=O) N(Me)
2SO
2Ph 4-chloro-1H-pyrazoles-3,5-two bases
C(=O) N(Me)
2Cl 1-methyl isophthalic acid H-pyrazoles-3,
5-two bases
Piperidino-(1-position only) C(=O) Cl 1-methyl isophthalic acid H-pyrazoles-3,
5-two bases
2,6-thebaine Cl 1-methyl isophthalic acid H-pyrazoles-3,
For C(=O) 5-two bases
C(=O) N(Me)
2Cl 1-Methyl-1H-indole-3,
5-two bases
G，G
1X，X
1O
Piperidino-(1-position only) C(=O) Cl 1-Methyl-1H-indole-3,
5-two bases
High-piperidine sub-base C(=O) Cl 1-Methyl-1H-indole-3,5-two bases
C(=O) N(Me)
2Cl-1H-indoles-1,2-two bases
1-pyridine alkyl C(=O) Cl-1H-indoles-1,2-two bases
Piperazine is coughed up subbase C(=O) Cl-1H-indoles-1,2-two bases
C(=O) N(CH
2CF
3)
2Cl-1H-indoles-1,2-two bases
C（＝S）N（Me）
2SO
2（4-t
Bu) Ph-1H-indoles-1,2-two bases
C(=O) N(Me)
2Cl-1H-indoles-2,6-two bases
Piperidino-(1-position only) C(=O) Cl-1H-indoles-2,6-two bases
C(=O) N(Me)
2Cl 5-methoxyl group-1-methyl isophthalic acid H
-indoles-2,3-two bases
C(=O) OEt Cl 5-methoxyl group-1-methyl isophthalic acid H
-indoles-2,3-two bases
C(=O) N(Me)
2Cl 1H-indazole-1,7-two bases
Piperidino-(1-position only) C(=O) Cl 1H-indazole-1,7-two bases
SCH
3Cl 1H-indazole-1,7-two bases
C(=O) N(Me)
2Cl 1H-indazole-1,3-two bases
Piperidino-(1-position only) C(=O) Cl 1H-indazole-1,3-two bases
High-piperidine sub-base C(=O) SO
2Ph 1H-indazole-1,3-two bases
C(=O) N(Me)
2Cl 1H-indazole-1,5-two bases
G，G
1X，X
1O
Piperidino-(1-position only) C(=O) Cl 1H-indazole-1,5-two bases
C(=O) N(Me)
2Cl 1H-indazole-3,5-two bases
Morpholino C(=O) Cl 1H-indazole-3,5-two bases
C(=O) N(Me)
2Cl 1H-benzene different imidazoles-1,2-
Two bases
Piperidino-(1-position only) C(=O) Cl 1H-benzene different imidazoles-1,2-
Two bases
Piperidino-(1-position only) C(=O) SO
2Ph 1H-benzene different imidazoles-1,2-
Two bases
C(=O) N(Me)
2Cl 1H-benzene different imidazoles-1,5-
Two bases
C(=O) n-Bu Cl 1H-benzene different imidazoles-1 N(Me), 5-
Two bases
Piperidino-(1-position only) C(=O) Cl 1H-benzene different imidazoles-1,5-
Two bases
C(=O) N(Me)
2Cl 1H-benzene different imidazoles-1,6-
Two bases
Piperidino-(1-position only) C(=O) Cl 1H-benzene different imidazoles-1,6-
Two bases
CN Cl 1H-benzene different imidazoles-1,6-
Two bases
C(=O) N(Me)
2Cl 2-amino-1H-benzoglyoxaline-
1,2-two bases
G，G
1X，X
1O
Piperidino-(1-position only) C(=O) Cl 2-amino-1H-benzoglyoxaline-1,
2-two bases
C(=O) N(Me)
2Cl 1H-benzimidazolyl-2 radicals, 5-two bases
Piperidino-(1-position only) C(=O) Cl 1H-benzimidazolyl-2 radicals, 5-two bases
C(=O) N(Me)
2Cl 1H-benzimidazolyl-2 radicals, 4-two bases
3-methyl piperidine subbase C(=O) Cl 1H-benzimidazolyl-2 radicals, 4-two bases
C(=O) N(Me)
2Cl-1-methyl isophthalic acid H-benzoglyoxaline-
2,5-two bases
C(=S) N(Me)
2Cl-1-methyl isophthalic acid H-benzoglyoxaline-
2,5-two bases
1-pyrrolidyl C(=O) Cl-1-methyl isophthalic acid H-benzoglyoxaline-
2,5-two bases
Piperidino-(1-position only) C(=O) Cl-1-methyl isophthalic acid H-benzoglyoxaline-
2,5-two bases
C(=O) N(Me) n-Bu Cl methylene radical two-4, the 1-phenylene
C(=O) N(Et)
2Cl methylene radical two-4, the 1-phenylene
Morpholino C(=O) Cl methylene radical two-4, the 1-phenylene
High-piperidine sub-base C(=O) Cl methylene radical two-4, the 1-phenylene
C(=O) NHCH
3Cl methylene radical two-4, the 1-phenylene
C(=O) N(Me)
2Cl 1,2-second two base two (4, the 1-Asia
Phenyl)-
1-azetidine Cl 1,2-second two base two (4, the 1-Asia
Base C(=O) phenyl)-
G，G
1X，X
1O
Piperidino-(1-position only) C(=O) Cl 1,2-second two base two (4, the 1-Asia
Phenyl)-
SCH
3Cl 1,2-second two base two (4, the 1-Asia
Phenyl)-
SO
2Ph Cl 1,2-second two base two (4, the 1-Asia
Phenyl)-
C(=O) N(Me)
2Cl 1,2-second two base two (4, the 1-Asia
Phenyl)-
1-pyrrolidyl C(=O) Cl 1,2-second two base two (4, the 1-Asia
Phenyl)-
Piperidino-(1-position only) C(=O) Cl 1,2-second two base two (4, the 1-Asia
Phenyl)-
C(=O) N(Me)
2Cl acetylene two base two (4, the inferior benzene of 1-
Base)-
Piperidino-(1-position only) C(=O) Cl acetylene two base two (4, the inferior benzene of 1-
Base)-
High-piperidine sub-base C(=O) Cl acetylene two base two (4, the inferior benzene of 1-
Base)-
C(=O) N(Me)
2Cl-carbonyl diurethane-4, the 1-phenylene-
C(=O) N(Et)
2Cl-carbonyl diurethane-4, the 1-phenylene
C(=O) Et Cl-carbonyl diurethane-4 N(Me), the 1-phenylene-
C(=O) N(Me)
2The Cl methyl-imino is two-(4, the inferior benzene of 1-
Base)-
G，G
1X，X
1O
Piperidino-(1-position only) C(=O) the Cl methyl-imino two-(4, the 1-Asia
Phenyl)-
C(=O) N(Me)
2Cl-imino-is two-4, the 1-phenylene
C(=O) OCH
3Cl-imino-is two-4, the 1-phenylene
Piperidino-(1-position only) C(=O) Cl-imino-is two-4, the 1-phenylene
C（＝O）N（Me）
2SO
2（4-
NO
2) Ph-oxygen is two-4, the 1-phenylene
C(=O) N(Me)
2Cl-oxygen is two-4, the 1-phenylene
High-piperidine sub-base C(=O) Cl-oxygen is two-4, the 1-phenylene
C(=O) N(Me)
2Cl oxygen list-(3, the 1-phenylene) are single
-(4, the 1-phenylene)-
1-pyrrolidyl C(=O) Cl oxygen list-(3, the 1-phenylene) are single
-(4, the 1-phenylene)-
Piperidino-(1-position only) C(=O) Cl oxygen list-(3, the 1-phenylene) are single
-(4, the 1-phenylene)-
C(=O) N(Me)
2SO
2Ph oxygen list-(3, the 1-phenylene) are single
-(4, the 1-phenylene)-
C(=O) N(Me)
2Cl-oxygen is two-3, the 1-phenylene
1-pyrrolidyl C(=O) Cl-oxygen is two-3, the 1-phenylene
Piperidino-(1-position only) C(=O) Cl-oxygen is two-3, the 1-phenylene
High-piperidine sub-base C(=O) Cl-oxygen is two-3, the 1-phenylene
C(=O) N(Me)
2Cl oxygen list-(2, the 1-phenylene) are single
-(4, the 1-phenylene)-
G，G
1X，X
1O
C(=O) OCH
2CF
3Cl oxygen list-(2, the 1-phenylene) are single
-(4, the 1-phenylene)-
C(=O) NHEt Cl oxygen list-(2, the 1-phenylene) are single
-(4, the 1-phenylene)-
C(=O) NHPr Cl oxygen list-(2, the 1-phenylene) are single
-(4, the 1-phenylene)-
C(=O) N(Me)
2Cl-sulphur is two-4, the 1-phenylene
Piperidino-(1-position only) C(=O)-sulphur is two-4, the 1-phenylene
C(=O) CH
3SO
2Ph-sulphur is two-4, the 1-phenylene
C(=O) N(Me)
2Cl-sulphur list (3, the 1-phenylene) is single
(4, the 1-phenylene)-
C(=O) N(Me) n-Bu Cl-sulphur list (3, the 1-phenylene) is single
(4, the 1-phenylene)-
1-pyrrolidyl C(=O) Cl-sulphur list (3, the 1-phenylene) is single
(4, the 1-phenylene)-
C(=O) N(Me)
2Cl sulphur is two-3, the 1-phenylene
1-pyrrolidyl C(=O) Cl sulphur is two-3, the 1-phenylene
Piperidino-(1-position only) C(=O) Cl sulphur is two-3, the 1-phenylene
C(=O) N(Me)
2Cl-sulfinyl is two-4, the inferior benzene of 1-
Base
Piperidino-(1-position only) C(=O) Cl-sulfinyl is two-4, the 1-phenylene
G，G
1X，X
1O
C(=O) N(Me)
2Cl sulfinyl list (3, the 1-phenylene)
Single (4, the 1-phenylene)
C(=O) N(Et)
2Cl sulfinyl list (3, the 1-phenylene)
Single (4, the 1-phenylene)
C(=O) N(Me)
2The Cl alkylsulfonyl is two-4, the 1-phenylene
1-pyrrolidyl C(=O) the Cl alkylsulfonyl is two-4, the 1-phenylene
Piperidino-(1-position only) C(=O) the Cl alkylsulfonyl is two-4, the 1-phenylene
3,5-lupetidine
Base C(=O) the Cl alkylsulfonyl is two-4, the 1-phenylene
C(=O) N(Me)
2Cl alkylsulfonyl list (3, the 1-phenylene) is single
(4, the 1-phenylene)
C(=O) NHCH
2CF
3Cl alkylsulfonyl list (3, the 1-phenylene) is single
(4, the 1-phenylene)
C(=O) NHCH
3Cl alkylsulfonyl list (3, the 1-phenylene) is single
4, the 1-phenylene)
C(=O) N(Me)
2Cl-4,5-thiazole two bases
Piperidino-(1-position only) C(=O) Cl-4,5-thiazole two bases
C(=O) N(Me)
2Cl-3,4-cinnolines two bases
Piperidino-(1-position only) C(=O) Cl-3,4-cinnolines two bases
High-piperidine sub-base C(=O) Cl-3,4-cinnolines two bases
C(=O) N(Me)
2Cl-2,3-quinoxaline two bases
Piperidino-(1-position only) C(=O) Cl-2,3-quinoxaline two bases
C(=O) N(Me)
2Cl-6-chloro-2,3-quinoxaline two bases
G，G
1X，X
1O
Piperidino-(1-position only) C(=O) Cl-6-chloro-2,3-quinoxaline two bases
C(=O) N(Me)
2Cl-1-methyl isophthalic acid H-1,2,
4-triazole-3,5-two bases
Piperidino-(1-position only) C(=O) Cl-1-methyl isophthalic acid H-1,2,
4-triazole-3,5-two bases
C(=O) N(Me)
2Cl 3-chlorobenzene is (b) thiophene-2 also,
5-two bases
C(=O) NH-i-Pr Cl 3-chlorobenzene (b) thiophene-2 also,
5-two bases
1-pyrrolidyl C(=O) Cl 3-chlorobenzene (b) thiophene-2 also,
5-two bases
C(=O) N(Me)
2Cl-(1,1 ': 4 ', 1 " three
Biphenyl)-4,4 two bases "
1-pyrrolidyl C(=O) Cl-(1,1 ': 4 ', 1 " three
Biphenyl)-4,4 two bases "
Piperidino-(1-position only) C(=O) Cl-(1,1 ': 4 ', 1 " three
Biphenyl)-4,4 two bases "
C(=O) N(Me)
2SO
2Ph-(1,1 ': 4 ', 1 " three
Biphenyl)-4,4 two bases "
C(=O) N(Me)
2Cl-(1,1 ': 2 ', 1 " three
Biphenyl)-3,3 two bases "
Piperidino-(1-position only) C(=O) Cl-(1,1 ': 2 ', 1 " three
Biphenyl)-3,3 two bases "
G，G
1X，X
1O
C(=O) N(Me)
2SO
2The Ph imino-
C(=O) N(Et)
2The Cl imino-
1-pyrrolidyl C(=O) Cl imino-
Piperidino-(1-position only) C(=O) Cl imino-
1-azelidinyl C(=O) Cl imino-
High-piperidine sub-base C(=O) Cl imino-
C(=O) OCH
3The Cl imino-
C(=O) N(Me)
2SO
2(2,4-(1,1 '-biphenyl)-4,
-Cl) Ph 4 '-two bases
C(=O) N(Me)
2Cl-(1,1 '-biphenyl)-3,
3 '-two bases
C(=S) N(Me)
2Cl-(1,1 '-biphenyl)-3,
3 '-two bases
1-pyrrolidyl C(=O) Cl-(1,1 '-biphenyl)-3,
3 '-two bases
Piperidino-(1-position only) C(=O) Cl-(1,1 '-biphenyl)-3,
3 '-two bases
C(=O) N(Me)
2Cl benzo (b) thiophene-2,3-
Two bases
C(=O) n-Bu Cl benzo (b) thiophene-2 N(H), 3-
Two bases
C(=O) n-Bu Cl benzo (b) thiophene-2 N(Me), 3-
Two bases
G，G
1X，X
1O
1-pyrrolidyl C(=O) Cl benzo (b) thiophene-2,3-two
Base
Piperidino-(1-position only) C(=O) Cl benzo (b) thiophene-2,3-two
Base
C(=O) N(Me)
2Cl acetylene-1,2-two bases
Piperidino-(1-position only) C(=O) Cl acetylene-1,2-two bases
C(=O) N(Me)
2Cl 2-butyne-1,4-two bases
Piperidino-(1-position only) C(=O) Cl 2-butyne-1,4-two bases
C(=O) N(Me)
2Cl-1, two (the methylene oxygen of 3-phenylene
Base)-
1-azelidinyl C(=O) Cl-1, two (the methylene oxygen of 3-phenylene
Base)-
1-pyrrolidyl C(=O) Cl-1, two (the methylene oxygen of 3-phenylene
Base)-
Piperidino-(1-position only) C(=O) Cl-1, two (the methylene oxygen of 3-phenylene
Base)-
C(=O) N(Me)
2Cl 3,4-furans two bases
1-azelidinyl C(=O) Cl 3,4-furans two bases
1-pyrrolidyl C(=O) Cl 3,4-furans two bases
Piperidino-(1-position only) C(=O) Cl 3,4-furans two bases
High-piperidine sub-base C(=O) Cl 3,4-furans two bases
C(=O) NH-t-Bu Cl 3,4-furans two bases
C(=O) N(Me)
2SO
2Ph 3,4-furans two bases
G，G
1X，X
1O
C(=O) N(Me)
2Cl-2, two (the methylene oxygen of 6-naphthalene two bases
Base)
Piperidino-(1-position only) C(=O) Cl-2, two (the methylene oxygen of 6-naphthalene two bases
Base)
Table 2
G.G
1X，X
1O
1-pyrrolidyl C(=O) Cl 1,2-second two bases
2, the 6-thebaine is for C(=O) Cl 1,2-second two bases
Piperidino-(1-position only) C(=O) Cl 1,2-second two bases
C(=O) N(Me)
2Cl 1, the 3-glyceryl
1-pyrrolidyl C(=O) Cl 1, the 3-glyceryl
Piperidino-(1-position only) C(=O) Cl 1, the 3-glyceryl
C(=O) NH-t-Bu Cl 1, the 3-glyceryl
High-piperidine sub-base C(=O) Cl 1, the 3-glyceryl
C(=O) N(Me)
2Cl 1,4-fourth two bases
1-pyrrolidyl C(=O) Cl 1,4-fourth two bases
Piperidino-(1-position only) C(=O) Cl 1,4-fourth two bases
C(=O) NH-t-Bu Cl 1,4-fourth two bases
High-piperidine sub-base C(=O) Cl 1,4-fourth two bases
C(=O) N(Me)
2Cl 1,5-penta 2 bases
1-pyrrolidyl C(=O) Cl 1,5-penta 2 bases
Piperidino-(1-position only) C(=O) Cl 1,5-penta 2 bases
C(=O) NH-t-Bu Cl 1,5-penta 2 bases
High-piperidine sub-base C(=O) Cl 1,5-penta 2 bases
G.G
1X.X
1O
C(=O) N(Me)
2Cl 1, the 6-dihexyl
Piperidino-(1-position only) C(=O) Cl 1, the 6-dihexyl
C(=O) N(Me)
2Cl 1-methyl isophthalic acid, 2-second two
Base
C(=O) OEt Cl 1-methyl isophthalic acid, 2-second two
Base
C(=O) N(Me)
2Cl 1-methyl isophthalic acid, 3-the third two
Base
Piperidino-(1-position only) C(=O) Cl 2-methyl isophthalic acid, 3-the third two
Base
C(=O) N(Me)
2Cl 2-methyl isophthalic acid, 4-fourth two
Base
C(=O) N(Me)
2Cl 1-methyl isophthalic acid, 4-fourth two
Base
C(=O) N(Me)
2Cl 1-methyl isophthalic acid, 5-penta 2
Base
CN Cl 2-methyl isophthalic acid, 5-penta 2
Base
C(=O) CH
3Cl 3-methyl isophthalic acid, 5-penta 2
Base
C(=O) N(Me)
2Cl 1-methyl isophthalic acid, 6-oneself two
Base
OPr Cl 2-methyl isophthalic acid, 6-oneself two
Base
G，G
1X.X
1O
SO
2CH
3SO
2Ph 3-methyl isophthalic acid, 6
-second two bases
C(=O) N(Me)
2Cl 1,2-ring fourth two bases
C(=O) N(Me)
2Cl 1, and 3-encircles dihexyl
1-pyrrolidyl C(=O) Cl 1,3-encircles dihexyl
Piperidino-(1-position only) C(=O) Cl 1, and 3-encircles dihexyl
High-piperidine sub-base C(=O) Cl 1, and 3-encircles dihexyl
C(=O) Me, n-Bu Cl 1,3-encircles dihexyl
1-azelidinyl C(=O) Cl 1,3-encircles dihexyl
CN Cl 1,3-encircles dihexyl
SO
2N(Me)
2Cl 1, and 3-encircles dihexyl
SO
2(4-Cl) Ph Cl 1, and 3-encircles dihexyl
C(=O) N(Me)
2SO
2(2-CO
2Me) Ph 1, and 3-encircles dihexyl
Morpholino C(=O) SO
2(4-Cl) Ph 1, and 3-encircles dihexyl
C(=O) N(Me)
2Cl 1, and 4-encircles dihexyl
1-pyrrolidyl C(=O) Cl 1,4-encircles dihexyl
Piperidino-(1-position only) C(=O) Cl 1, and 4-encircles dihexyl
C(=O) OEt Cl 1, and 4-encircles dihexyl
C(=O) N(Me)
2Cl 1, and 2-encircles dihexyl
Piperidino-(1-position only) C(=O) Cl 1, and 2-encircles dihexyl
C(=O) N(Me)
2SO
2Ph 1, and 2-encircles dihexyl
C(=O) N(Me)
2Cl 1, and 1-encircles dihexyl
C(=O) N(Me)
2Cl 1, and 3-encircles penta 2 bases
G.G
1X，X
1O
C(=O) i-Pr Cl 1, and 3-encircles penta 2 bases
3,5-lupetidine subbase C(=O) Cl 1,3 ring penta 2 base bases
C(=O) N(Me)
2Cl 1, and 2-encircles penta 2 bases
C(=O) N(Me)
2Cl 1, and 2-encircles glyceryl
C(=O) N(Me)
2Cl 1, and 1-encircles glyceryl
C(=O) NH-t-Bu Cl 1, and 1-encircles glyceryl
C(=O) N(Me)
2Cl 1,1-ring fourth two bases
C(=O) N(Me)
2Cl 1, and 1-encircles penta 2 bases
C(=O) N(Me)
2Cl 5-methyl isophthalic acid, 3
-ring dihexyl
Piperidino-(1-position only) C(=O) Cl 5-methyl isophthalic acid, 3
-ring dihexyl
C(=O) N(Me)
2Cl 4-methyl isophthalic acid, 3
-ring dihexyl
Piperidino-(1-position only) C(=O) Cl 1,3-ring fourth two bases
C(=O) N(Me)
2Cl-methylene radical
1-pyrrolidyl C(=O) Cl-methylene radical
C(=O) N(Me)
2SO
2Ph-methylene radical
Piperidino-(1-position only) C(=O) Cl-methylene radical
Piperidino-(1-position only) C(=O) Br-methylene radical
C(=O) N(Me)
2Cl-methylene radical
C(=O) OEt Cl-methylene radical
C(=O) NMe, n-Bu SO
2(4-Cl) Ph-methylene radical
G.G
1X.X
1O
C(=O) N(Me)
2The Cl 1,3-butadiene-
1,4-two bases
1-pyrrolidyl C(=O) the Cl 1,3-butadiene-
1,4-two bases
Piperidino-(1-position only) C(=O) the Cl 1,3-butadiene-
1,4-two bases
C(=O) N(Me)
2Cl 2,4-furans two bases
1-pyrrolidyl C(=O) Cl 2,4-furans two bases
Piperidino-(1-position only) C(=O) Cl 2,4-furans two bases
1-azelidinyl C(=O) Cl 2,4-furans two bases
High-piperidine sub-base C(=O) Cl 2,4-furans two bases
C(=O) OCH
2CF
3Cl 2,4-furans two bases
C(=O) N(Me)
2Cl 2,5-furans two bases
Piperidino-(1-position only) C(=O) Cl 2,5-furans two bases
C(=O) NHCH
3Cl 2,5-furans two bases
C(=O) OEt Cl 2,5-furans two bases
1-pyrrolidyl C(=O) SO
2(4-Me) Ph 2,5-furans two bases
CN Cl 2,5-furans two bases
C(=O) N(Me)
2Cl 2,3-furans two bases
C(=O) N(CH
2CF
3)
2Cl 2,3-furans two bases
Piperidino-(1-position only) C(=O) Cl 2,3-furans two bases
C(=O) N(Me)
2Cl 4,5-oxazole two bases
High-piperidine sub-base C(=O) Cl 4,5-oxazole two bases
G.G
1X.X
1O
C(=O) Ph Cl 4 4-CN), 5-oxazole two bases
C(=O) N(Me)
2Cl 2,5-oxazole two bases
Piperidino-(1-position only) C(=O) Cl 2,5-oxazole two bases
C(=O) N(Me)
2Cl 3,4-isoxazole two
Base
1-pyrrolidyl C(=O) Cl 3,4-isoxazole two
Base
Piperidino-(1-position only) C(=O) Cl 3,4-isoxazole two
Base
3-methyl piperidine subbase C(=O) Cl 3,4-isoxazole two bases
C(=O) Ph Cl 3,4-isoxazole two bases
SO
2N(Me)
2Cl 3, the 4-isoxazolyl
Base
C(=O) N(Me)
2Cl 3-methyl-4,5
-isoxazoles, two bases
C(=O) N(Me)
2Cl 3,5-oxazole two bases
C(=O) N(Me)
2SO
2(3-CF
3) Ph 3,5-oxazole two bases
1-pyrrolidyl C(=O) Cl 3,5-oxazole two bases
Piperidino-(1-position only) C(=O) Cl 3,5-oxazole two bases
C(=O) N(CH
2CH
2OCH
3)
2Cl 3,5-oxazole two bases
C(=O) N(Et)
2Cl 3,5-oxazole two bases
G，G
1X，X
1O
C(=O) N(Me)
2Cl 2,5-pyrazine two bases
C(=S) N(Me)
2Cl 2,5-pyrazine two bases
Piperidino-(1-position only) C(=O) Cl 2,5-pyrazine two bases
C(=O) N(Me)
2Cl 2,6-pyrazine two bases
1-pyrrolidyl C(=O) Cl 2,6-pyrazine two bases
Piperidino-(1-position only) C(=O) Cl 2,6-pyrazine two bases
C(=O) N(Me)
2Cl 2,3-pyrazine two bases
Piperidino-(1-position only) C(=O) Cl 2,3-pyrazine two bases
C(=O) OCH
2CH
2OCH
3Cl 2,3-pyrazine two bases
C(=O) N(Me)
2Cl 4,6-pyrimidine two bases
C(=O) N(Me)
2SO
2Ph 4,6-pyrimidine two bases
C(=O) N(Me)
2SO
2Et 4,6-pyrimidine two bases
Piperidino-(1-position only) C(=O) Cl-1H-pyrroles-3,
4-two bases
Piperidino-(1-position only) C(=O) SO
2(4-OMe) Ph-1H-pyrroles-3,4-two bases
C(=O) N(Me)
2Cl-1H-pyrroles-3,
4-two bases
C(=O) N(Et)
2Cl-1H-pyrroles-3,
4-two bases
C(=O) N(Me)
2Cl-1-methyl isophthalic acid H
-pyrroles-3,4-
Two bases
G.G
1X.X
1O
1-pyrrolidyl C(=O) Cl-1-methyl isophthalic acid H
-pyrroles-3,4-
Two bases
C(=S) N(Me)
2Cl-1-methyl isophthalic acid H
-pyrroles-3,4-
Two bases
Piperidino-(1-position only) C(=O) Cl-1-methyl isophthalic acid H
-pyrroles-3,4-
Two bases
High-piperidine sub-base C(=O) Cl-1-methyl isophthalic acid H
-pyrroles-3,4-
Two bases
C(=O) N(Et)
2Cl-1-methyl isophthalic acid H
-pyrroles-3,4-
Two bases
C(=O) N(Me)
2SO
2N-Bu-1-methyl isophthalic acid H-pyrroles-3,4-two bases
C(=O) N(Me)
2Cl-1-methyl isophthalic acid H
-pyrroles-2,5-
Two bases
C(=O) N(CH
2CF
3)
2Cl-1-methyl isophthalic acid H
-pyrroles-2,5-two bases
G.G
1X.X
1O
C(=O) NHCH
2CF
3Cl-1-methyl isophthalic acid H-pyrrole
Cough up-2,5-two bases
3,5-lupetidine subbase C(=O) Cl-1-methyl isophthalic acid H-pyrrole
Cough up-2,5-two bases
C(=O) N(Me)
2Cl-1-methyl isophthalic acid H-miaow
Azoles-4,5-two bases
Piperidino-(1-position only) C(=O) Cl-1-methyl isophthalic acid H-miaow
Azoles-4,5-two bases
C(=O) O-n-Bu Cl-1-methyl isophthalic acid H-miaow
Azoles-4,5-two bases
C(=O) (2,4-Me) Ph Cl-1-methyl isophthalic acid H-miaow
Azoles-4,5-two bases
High-piperidine sub-base C(=O) Cl-1-methyl isophthalic acid H-miaow
Azoles-4,5-two bases
SO
2Ph Cl-1-methyl isophthalic acid H-miaow
Azoles-4,5-two bases
SO
2N-Bu SO
2N-Bu-1-methyl isophthalic acid H-miaow
Azoles-4,5-two bases
C（＝O）N（Me）
2Cl -1H-1，2，3-
Triazole-4,5-two bases
1-pyrrolidyl C(=O) Cl-1H-1,2,3-
Triazole-4,5-two bases
G.G
1X.X
1O
C(=O) N(Me)
2Cl-1-methyl isophthalic acid H-1,
2,3-triazole-4,5
-two bases
C(=S) N(Me)
2Cl-1-methyl isophthalic acid H-1,
2,3-triazole-4,5
-two bases
High-piperidine sub-base C(=O) Cl-1-methyl isophthalic acid H-1,
2,3-triazole-4,5
-two bases
Piperidino-(1-position only) C(=O) Cl-1-methyl isophthalic acid H-1,
2,3-triazole-4,5
-two bases
C(=O) N(Me)
2Cl 2,6-naphthalene two bases
C(=O) N(Et)
2Cl 2,6-naphthalene two bases
C(=O) N(Me)
2Cl 2,3-dihydro-1H-
Indenes-2,6-two bases
C(=O) OEt Cl 2,3-dihydro-1H-
Indenes-2,6-two bases
C(=O) N(Me)
2SO
2Ph 2,3-dihydro-1H-
Indenes-2,6-two bases
C(=O) N(Me)
2Cl 2,3-dihydro-1H-indenes-1,5-two bases
G.G
1X.X
1O
C(=O) N(Me)
2Cl 2,3-dihydro-1H-indenes
1,7-two bases
C(=O) N(Me)
2Cl-1,2,3,4-four
Hydrogen-1,8-naphthalene two bases
C(=S) N(Me)
2Cl-1,2,3,4-four
Hydrogen-1,8-naphthalene two bases
1-pyrrolidyl C(=O) Cl-1,2,3,4-four
Hydrogen-1,8-naphthalene two bases
Piperidino-(1-position only) C(=O) Cl-1,2,3,4-four
Hydrogen-1,8-naphthalene two bases
C(=O) N(Me)
2Cl-5,6,7,8-four
Hydrogen-1,7-naphthalene two bases
C(=O) N(Et)
2Cl-5,6,7,8-four
Hydrogen-1,7-naphthalene two bases
C(=O) N(Me)
2Cl-1,2,3,4-four
Hydrogen-1,5-naphthalene two bases
C(=O) N(Me)
2SO
2(2-Cl) Ph-1,2,3,4-four
Hydrogen-1,5-naphthalene two bases
C(=O) N(Me)
2Cl-1,2,3,4-four
Hydrogen-1,7-naphthalene two bases
1-azelidinyl C(=O) Cl-1,2,3,4-four
Hydrogen-1,7-naphthalene two bases
G.G
1X.X
1O
C(=O) N(Me)
2Cl-1,2,3,4-four
Hydrogen-2,7-naphthalene two bases
C(=O) OEt Cl-1,2,3,4-four
Hydrogen-2,7-naphthalene two bases
C(=O) N(Me)
2Cl-benzo (b) thiophene-2,6-two bases
1-pyrrolidyl C(=O) Cl-benzo (b) thiophene-2,
6-two bases
Piperidino-(1-position only) C(=O) Cl-benzo (b) thiophene-2,
6-two bases
C(=O) N(Et)
2SO
2(4-Cl) Ph-benzo (b) thiophene-2,
6-two bases
C(=O) N(Me)
2Cl-2,5-cumarone two
Base
1-pyrrolidyl C(=O) Cl-2,5-cumarone two
Base
Piperidino-(1-position only) C(=O) Cl-2,5-cumarone two
Base
Piperidino-(1-position only) C(=S) Cl-2,5-cumarone two
Base
C(=O) N(Me)
2SO
2(4-Cl) Ph-2,5-cumarone two
Base
C(=O) N(Me)
2Cl-2,7-cumarone two
Base
G.G
1X.X
1O
Piperidino-(1-position only) C(=O) Cl-2,7-cumarone two
Base
SO
2Me Cl-2,7-cumarone two
Base
SO
2(4-Cl) Ph Cl-2,7-cumarone two
Base
SO
2N(Et)
2Cl-2,7-cumarone two
Base
C(=O) N(Me)
2Cl-2,6-cumarone two
Base
C(=O) N(CH
2CH
2OCH
3)
2Cl-2,6-cumarone two
Base
C(=O) N(CH
2CH
2OCH
3)
2SO
2Ph-2,6-cumarone two
Base
Piperidino-(1-position only) C(=O) Cl 2,3-quinoline two bases
High-piperidine sub-base C(=O) Cl 2,3-quinoline two bases
3,5-lupetidine subbase C(=O) Cl 2,3-quinoline two bases
C(=O) N(Me)
2Cl 2,3-quinoline two bases
C(=O) N(Me)
2Cl 3,6-quinoline two bases
Piperidino-(1-position only) C(=O) Cl 3,6-quinoline two bases
C(=O) N(Me)
2Cl 3,7-quinoline two bases
Piperidino-(1-position only) C(=O) Cl 3,7-quinoline two bases
C(=O) N(Me)
2Cl 2,4-isoquinoline 99.9 two bases
G.G
1X.X
1O
Piperidino-(1-position only) C(=O) Cl 2,4-isoquinoline 99.9 two
Base
1-pyrrolidyl C(=O) Cl 2-chloro-3,7-
Quinoline two bases
1-pyrrolidyl C(=O) SO
2Ph 2-chloro-3,7-
Quinoline two bases
C(=O) N(Me)
2Cl 6-fluoro-3,7-
Quinoline two bases
Piperidino-(1-position only) C(=O) Cl 6-fluoro-3,7-
Quinoline two bases
C(=O) N(Me)
2Cl-2-methoxyl group-3,
7-quinoline two bases
High-piperidine sub-base C(=O) Cl-2-methoxyl group-3,
7-quinoline two bases
Piperidino-(1-position only) C(=O) Cl-2-methoxyl group-3,
7-quinoline two bases
C(=O) N(Me)
2SO
2(4-t-Bu) Ph-2-methoxyl group-3,7-quinoline two bases
C(=O) N(Me)
2Cl-1H-pyrazoles-3,
5-two bases
C(=S) N(Me)
2Cl-1H-pyrazoles-3,
5-two bases
G.G
1X.X
1O
1-pyrrolidyl C(=O) Cl-1H-pyrazoles-3,5
-two bases
Piperidino-(1-position only) C(=O) Cl-1H-pyrazoles-3,5
-two bases
High-piperidine sub-base C(=O) Cl-1H-pyrazoles-3,5
-two bases
C(=O) N(Me)
2Cl 4-chloro-1H-pyrazoles-
3,5-two bases
Piperidino-(1-position only) C(=O) Cl 4-chloro-1H-pyrazoles-
3,5-two bases
C(=O) N(Me)
2SO
2Ph 4-chloro-1H-pyrazoles-
3,5-two bases
C(=O) N(Me)
2Cl 1-methyl isophthalic acid H-pyrazoles
-3,5-two bases
Piperidino-(1-position only) C(=O) Cl 1-methyl isophthalic acid H-pyrazoles
-3,5-two bases
2, the 6-thebaine is for C(=O) Cl 1-methyl isophthalic acid H-pyrazoles
-3,5-two bases
C(=O) N(Me)
2Cl 1-Methyl-1H-indole
-3,5-two bases
Piperidino-(1-position only) C(=O) Cl 1-Methyl-1H-indole
-3,5-two bases
G.G
1X.X
1O
High-piperidine sub-base C(=O) Cl 1-Methyl-1H-indole
-3,5-two bases
C(=O) N(Me)
2Cl-1H-indoles-2,6
-two bases
Piperidino-(1-position only) C(=O) Cl-1H-indoles-2,6
-two bases
C(=O) N(Me)
2Cl 5-methoxyl group-1-methyl
-1H-indoles-2,3
-two bases
C(=O) OEt Cl 6-methoxyl group-1-methyl
-1H-indoles-2,3-two bases
C(=O) N(Me)
2Cl-1H-indazole-3,5
-two bases
Morpholino C(=O) Cl-1H-indazole-3,5
-two bases
C(=O) N(Me)
2Cl 1H-benzimidazolyl-2 radicals,
5-two bases
Piperidino-(1-position only) C(=O) Cl 1H-benzimidazolyl-2 radicals,
5-two bases
C(=O) N(Me)
2Cl 1H-benzimidazolyl-2 radicals,
4-two bases
G.G
1X.X
1O
3-methyl piperidine subbase C(=O) Cl 1H-benzimidazolyl-2 radicals,
4-two bases
C(=O) N(Me)
2Cl-1-methyl isophthalic acid H-benzene
And imidazoles-2,5-two bases
C(=S) N(Me)
2Cl-1-methyl isophthalic acid H-benzene
And imidazoles-2,5-two bases
1-pyrrolidyl C(=O) Cl-1-methyl isophthalic acid H-benzene
And imidazoles-2,5-two bases
Piperidino-(1-position only) C(=O) Cl-1-methyl isophthalic acid H-benzene
And imidazoles-2,5-two bases
C(=O) N(Me) n-Bu Cl methylene radical two-4, the 1-Asia
Phenyl
C(=O) N(Et)
2Cl methylene radical two-4, the 1-Asia
Phenyl
Morpholino C(=O) Cl methylene radical two-4, the 1-Asia
Phenyl
High-piperidine sub-base C(=O) Cl methylene radical two-4, the 1-Asia
Phenyl
C(=O) NHCH
3Cl methylene radical two-4, the 1-Asia
Phenyl
C(=O) N(Me)
2Cl 1,2-second two base two (4,
The 1-phenylene)-
G.G
1X.X
1O
1-azelidinyl C(=O) Cl 1,2-second two base two (4,
The 1-phenylene)-
Piperidino-(1-position only) C(=O) Cl 1,2-second two bases two (4, the 1-phenylene)-
SCH
3Cl 1,2-second two base two (4,
The 1-phenylene)-
SO
2Ph Cl 1,2-second two base two (4,
The 1-phenylene)-
C(=O) N(Me)
2Cl 1, and 2-ethene two bases are two
(4, the 1-phenylene)-
1-pyrrolidyl C(=O) Cl 1,2-ethene two bases are two
(4, the 1-phenylene)-
Piperidino-(1-position only) C(=O) Cl 1, and 2-ethene two bases are two
(4, the 1-phenylene)-
C(=O) N(Me)
2Cl acetylene two bases two (4, the 1-phenylene)-
Piperidino-(1-position only) C(=O) Cl acetylene two base two (4,1-
Phenylene)-
High-piperidine sub-base C(=O) Cl acetylene two base two (4,1-
Phenylene)-
C(=O) N(Me)
2Cl-carbonyl diurethane-4, the 1-Asia
Phenyl-
G.G
1X.X
1O
C(=O) N(Et)
2Cl-carbonyl diurethane-4,1
-phenylene-
C(=O) Et Cl-carbonyl diurethane-4,1 N(Me)
-phenylene-
C(=O) N(Me)
2The Cl methyl-imino is two-
(4, the inferior benzene of 1-
Base)-
Piperidino-(1-position only) C(=O) the Cl methyl-imino two-
(4, the inferior benzene of 1-
Base)-
C(=O) N(Me)
2Cl-imino-diacetic-4,
The 1-phenylene
C(=O) OCH
3Cl-imino-diacetic-4,
The 1-phenylene
Piperidino-(1-position only) C(=O) Cl-imino-diacetic-4,
The 1-phenylene
C(=O) N(Me)
2SO
2(4-NO
2) Ph-oxygen two-4,1-
Phenylene
C(=S) N(Me)
2Cl-oxygen two-4,1-
Phenylene
High-piperidine sub-base C(=O) Cl-oxygen two-4,1-
Phenylene
G.G
1X.X
1O
C(=O) N(Me)
2Cl oxygen list (3, the 1-phenylene)
Single (4, the 1-phenylene)-
1-pyrrolidyl C(=O) Cl oxygen list (3, the 1-phenylene)
Single (4, the 1-phenylene)-
Piperidino-(1-position only) C(=O) Cl oxygen list (3, the 1-phenylene)
Single (4, the 1-phenylene)
C(=O) N(Me)
2SO
2Ph oxygen list (3, the 1-phenylene)
Single (4, the 1-phenylene)-
C(=O) N(Me)
2-oxygen two-3, the inferior benzene of 1-
Base
1-pyrrolidyl C(=O) Cl-oxygen two-3, the inferior benzene of 1-
Base
Piperidino-(1-position only) C(=O) Cl-oxygen two-3, the inferior benzene of 1-
Base
High-piperidine sub-base C(=O) Cl-oxygen two-3, the 1-phenylene
C(=O) N(Me)
2Cl oxygen list (2, the 1-phenylene)
Single (4, the 1-phenylene)-
C(=O) OCH
2CF
3Cl oxygen list (2, the 1-phenylene)
Single (4, the 1-phenylene)-
C(=O) NHEt Cl oxygen list (2, the 1-phenylene)
Single (4, the 1-phenylene)-
G.G
1X.X
1O
C(=O) NHPr Cl oxygen list (2, the 1-phenylene)
Single (4, the 1-phenylene)-
C(=O) N(Me)
2Cl-sulphur two-4, the inferior benzene of 1-
Base
Piperidino-(1-position only) C(=O) Cl-sulphur two-4, the inferior benzene of 1-
Base
C(=O) CH
3SO
2Ph-sulphur two-4, the inferior benzene of 1-
Base
C(=O) N(Me)
2Cl-sulphur list (3, the inferior benzene of 1-
Basic) single (4, the inferior benzene of 1-
Base)-
C(=O) N(Me) n-Bu Cl-sulphur list (3, the inferior benzene of 1-
Basic) single (4, the inferior benzene of 1-
Base)-
1-pyrrolidyl C(=O) Cl-sulphur list (3, the inferior benzene of 1-
Basic) single (4, the inferior benzene of 1-
Base)
C(=O) N(Me)
2Cl sulphur two-3, the 1-phenylene
1-pyrrolidyl C(=O) Cl sulphur two-3, the 1-phenylene
Piperidino-(1-position only) C(=O) Cl sulphur two-3, the 1-phenylene
C(=O) N(Me)
2Cl-sulfinyl two-4,1
-phenylene
G.G
1X.X
1O
Piperidino-(1-position only) C(=O) Cl-sulfinyl-4,1
-phenylene
C(=O) N(Me)
2Cl sulfinyl list (3,1-
Phenylene) singly (4,1-
Phenylene)
C(=O) N(Et)
2Cl sulfinyl list (3,1-
Phenylene) singly (4,1-
Phenylene)
C(=O) N(Me)
2Cl alkylsulfonyl two-4, the 1-Asia
Phenyl
1-pyrrolidyl C(=O) Cl alkylsulfonyl two-4, the 1-Asia
Phenyl
Piperidino-(1-position only) C(=O) Cl alkylsulfonyl two-4, the 1-Asia
Phenyl
3,5-lupetidine subbase C(=O) Cl alkylsulfonyl two-4, the 1-Asia
Phenyl
C(=O) N(Me)
2Cl alkylsulfonyl list (3, the 1-Asia
Phenyl) singly (4, the 1-Asia
Phenyl)
C(=O) NHCH
2CF
3Cl alkylsulfonyl list (3, the 1-Asia
Phenyl) singly (4, the 1-Asia
Phenyl)
G.G
1X.X
1O
C(=O) NHCH
3Cl alkylsulfonyl list (3, the 1-Asia
Phenyl) singly (4, the 1-Asia
Phenyl
C(=O) N(Me)
2Cl-4,5-thiazole two bases
Piperidino-(1-position only) C(=O) Cl-4,5-thiazole two bases
C(=O) N(Me)
2Cl-3,4-cinnolines two bases
Piperidino-(1-position only) C(=O) Cl-3,4-cinnolines two bases
High-piperidine sub-base C(=O) Cl-3,4-cinnolines two bases
C(=O) N(Me)
2Cl-2,3-quinoxaline two bases
Piperidino-(1-position only) C(=O) Cl-2,3-quinoxaline two bases
C(=O) N(Me)
2Cl-6-chloro-2,3-quinoxaline two bases
Piperidino-(1-position only) C(=O) Cl-6-chloro-2,3-quinoxaline two bases
C(=O) N(Me)
2Cl-1-methyl isophthalic acid H-1,
2,4-triazole-3,5
-two bases
Piperidino-(1-position only) C(=O) Cl-1-methyl isophthalic acid H-1,
2,4-triazole-3,5
-two bases
C(=O) N(Me)
2Cl 3-chlorobenzene is (b) thiophene also
-2,5-two bases
G.G
1X.X
1O
C(=O) NH-i-Pr Cl 3-chlorobenzene (b) thiophene also
-2,5-two bases
1-pyrrolidyl C(=O) Cl 3-chlorobenzene (b) thiophene also
-2,5-two bases
C(=O) N(Me)
2Cl-(1,1 ': 4 ', 1 " terphenyl)-4,
4 " two bases
1-pyrrolidyl C(=O) Cl-(1,1 ': 4 ',
1 " terphenyl)-4,
4 " two bases
Piperidino-(1-position only) C(=O) Cl-(1,1 ': 4 ',
1 " terphenyl)-4,
4 " two bases
C（＝O）N（Me）
2SO
2Ph -〔1，1′：4′，
1 " terphenyl)-4,
4 " two bases
C（＝O）N（Me）
2Cl -〔1，1′：2′，
1 "-3,3 " two bases terphenyl)
Piperidino-(1-position only) C(=O) Cl-(1,1 ': 2 ',
1 "-3,3 " two bases terphenyl)
C(=O) N(Me)
2SO
2The Ph imino-
G.G
1X.X
1O
C(=O) N(Et)
2The Cl imino-
1-pyrrolidyl C(=O) Cl imino-
Piperidino-(1-position only) C(=O) Cl imino-
1-azelidinyl C(=O) Cl imino-
High-piperidine sub-base C(=O) Cl imino-
C(=O) OCH
3The Cl imino-
C(=O) N(Me)
2SO
2(2,4-Cl) Ph-(1,1 '-Lian
Benzene)-4,4 '-
Two bases
C(=O) N(Me)
2Cl-(1,1 '-Lian
Benzene)-3,3 '-
Two bases
C(=S) N(Me)
2Cl-(1,1 '-Lian
Benzene)-3,3 '-
Two bases
1-pyrrolidyl C(=O) Cl-(1,1 '-Lian
Benzene)-3,3 base '-two
Piperidino-(1-position only) C(=O) Cl-(1,1 '-Lian
Benzene)-3,3 '-
Two bases
C(=O) N(Me)
2Cl benzo (b) thiophene-
2,3-two bases
G.G
1X.X
1O
C(=O) NHn-Bu Cl benzo (b) thiophene-2,
3-two bases
C(=O) n-Bu Cl benzo (b) thiophene-2 N(Me),
3-two bases
1-pyrrolidyl C(=O) Cl benzo (b) thiophene-2,
3-two bases
Piperidino-(1-position only) C(=O) Cl benzo (b) thiophene-2,
3-two bases
C(=O) N(Me)
2Cl acetylene-1,2-two bases
Piperidino-(1-position only) C(=O) Cl acetylene-1,2-two bases
C(=O) N(Me)
2Cl 2-butyne-1,4-two
Base
Piperidino-(1-position only) C(=O) Cl 2-butyne-1,4-two
Base
C(=O) N(Me)
2Cl 3,4-furans two bases
1-azelidinyl C(=O) Cl 3,4-furans two bases
1-pyrrolidyl C(=O) Cl 3,4-furans two bases
Piperidino-(1-position only) C(=O) Cl 3,4-furans two bases
High-piperidine sub-base C(=O) Cl 3,4-furans two bases
C(=O) NH-t-Bu Cl 3,4-furans two bases
C(=O) N(Me)
2SO
2Ph 3,4-furans two bases
Table 3
G.G
1X.X
1O
1-pyrrolidyl C(=O) Cl 1,2-second two bases
2, the 6-thebaine is for C(=O) Cl 1,2-second two bases
Piperidino-(1-position only) C(=O) Cl 1,2-second two bases
C(=O) N(Me)
2Cl 1, the 3-glyceryl
1-pyrrolidyl C(=O) Cl 1, the 3-glyceryl
Piperidino-(1-position only) C(=O) Cl 1, the 3-glyceryl
C(=O) NH-t-Bu Cl 1, the 3-glyceryl
High-piperidine sub-base C(=O) Cl 1, the 3-glyceryl
C(=O) N(Me)
2Cl 1,4-fourth two bases
1-pyrrolidyl C(=O) Cl 1,4-fourth two bases
Piperidino-(1-position only) C(=O) Cl 1,4-fourth two bases
C(=O) NH-t-Bu Cl 1,4-fourth two bases
High-piperidine sub-base C(=O) Cl 1,4-fourth two bases
C(=O) N(Me)
2Cl 1,5-penta 2 bases
1-pyrrolidyl C(=O) Cl 1,5-penta 2 bases
Piperidino-(1-position only) C(=O) Cl 1,5-penta 2 bases
C(=O) NH-t-Bu Cl 1,5-penta 2 bases
G.G
1X.X
1O
High-piperidine sub-base C(=O) Cl 1,5-penta 2 bases
C(=O) N(Me)
2Cl 1, the 6-dihexyl
Piperidino-(1-position only) C(=O) Cl 1, the 6-dihexyl
C(=O) N(Me)
2Cl 1-methyl isophthalic acid, 2-second
Two bases
C(=O) OEt Cl 1-methyl isophthalic acid, 2-second two bases
C(=O) N(Me)
2Cl 1-methyl isophthalic acid, the 3-glyceryl
Piperidino-(1-position only) C(=O) Cl 2-methyl isophthalic acid, the 3-glyceryl
C(=O) N(Me)
2Cl 2-methyl isophthalic acid, the 4-fourth
Two bases
C(=O) N(Me)
2Cl 1-methyl isophthalic acid, the 4-fourth
Two bases
C(=O) N(Me)
2Cl 1-methyl isophthalic acid, 5-penta
Two bases
CN Cl 2-methyl isophthalic acid, 5-penta
Two bases
C(=O) CH
3Cl 3-methyl isophthalic acid, 5-penta
Two bases
C(=O) N(Me)
2Cl 1-methyl isophthalic acid, 6-is own
Two bases
G.G
1X.X
1O
OPr Cl 2-methyl isophthalic acid, 6-
Dihexyl
SO
2CH
3SO
2Ph 3-methyl isophthalic acid, the 6-dihexyl
C(=O) N(Me)
2Cl 1,2-ring fourth two bases
C(=O) N(Me)
2Cl 1, and 3-encircles dihexyl
1-pyrrolidyl C(=O) Cl 1,3-encircles dihexyl
Piperidino-(1-position only) C(=O) Cl 1, and 3-encircles dihexyl
High-piperidine sub-base C(=O) Cl 1, and 3-encircles dihexyl
C(=O) Me, n-Bu Cl 1,3-encircles dihexyl
1-azelidinyl C(=O) Cl 1,3-encircles dihexyl
CN Cl 1,3-encircles dihexyl
SO
2N(Me)
2Cl 1, and 3-encircles dihexyl
SO
2(4-Cl) Ph Cl 1, and 3-encircles dihexyl
C(=O) N(Me)
2SO
2(2-CO
2Me) Ph 1, and 3-encircles dihexyl
Morpholino C(=O) SO
2(4-Cl) Ph 1, and 3-encircles dihexyl
C(=O) N(Me)
2Cl 1, and 4-encircles dihexyl
1-pyrrolidyl C(=O) Cl 1,4-encircles dihexyl
Piperidino-(1-position only) C(=O) Cl 1, and 4-encircles dihexyl
C(=O) OEt Cl 1, and 4-encircles dihexyl
C(=O) N(Me)
2Cl 1, and 2-encircles dihexyl
Piperidino-(1-position only) C(=O) Cl 1, and 2-encircles dihexyl
C(=O) N(Me)
2SO
2Ph 1, and 2-encircles dihexyl
G.G
1X.X
1O
C(=O) N(Me)
2Cl 1, and 1-encircles dihexyl
C(=O) N(Me)
2Cl 1, and 3-encircles penta 2 bases
C(=O) i-Pr Cl 1, and 3-encircles penta 2 bases
3,5-lupetidine subbase C(=O) Cl 1,3-encircles penta 2 bases
C(=O) N(Me)
2Cl 1, and 2-encircles penta 2 bases
C(=O) N(Me)
2Cl 1, and 2-encircles glyceryl
C(=O) N(Me)
2Cl 1, and 1-encircles glyceryl
C(=O) NH-t-Bu Cl 1, and 1-encircles glyceryl
C(=O) N(Me)
2Cl 1,1-ring fourth two bases
C(=O) N(Me)
2Cl 1, and 1-encircles penta 2 bases
C(=O) N(Me)
2Cl 5-methyl isophthalic acid, 3
-ring dihexyl
Piperidino-(1-position only) C(=O) Cl 5-methyl isophthalic acid, 3
-ring dihexyl
C(=O) N(Me)
2Cl 4-methyl isophthalic acid, 3-encircles dihexyl
Piperidino-(1-position only) C(=O) Cl 1,3-ring fourth two bases
C(=O) N(Me)
2The Cl methylene radical
1-pyrrolidyl C(=O) Cl methylene radical
C(=O) N(Me)
2The Cl methylene radical
Piperidino-(1-position only) C(=O) Cl methylene radical
Piperidino-(1-position only) C(=O) Br methylene radical
C(=O) N(Me)
2The Cl methylene radical
G.G
1X.X
1O
C(=O) OEt Cl methylene radical
C(=O) NMe, n-Bu SO
2(4-Cl) Ph methylene radical
C(=O) N(Me)
2The Cl 1,3-butadiene-
1,4-two bases
1-pyrrolidyl C(=O) the Cl 1,3-butadiene-
1,4-two bases
Piperidino-(1-position only) C(=O) the Cl 1,3-butadiene-
1,4-two bases
C(=O) N(Me)
2Cl 1,2-ethene two
Base
1-azelidinyl C(=O) Cl 1-methyl isophthalic acid, 2
-ethene two bases
C(=O) N(Me)
2Cl 1, the 2-dimethyl-
1,2-ethene two bases
C(=O) N(Me)
2Cl 2,4-furans two bases
1-pyrrolidyl C(=O) Cl 2,4-furans two bases
Piperidino-(1-position only) C(=O) Cl 2,4-furans two bases
1-azelidinyl C(=O) Cl 2,4-furans two bases
High-piperidine sub-base C(=O) Cl 2,4-furans two bases
C(=O) OCH
2CF
3Cl 2,4-furans two bases
C(=O) N(Me)
2Cl 2,5-furans two bases
Piperidino-(1-position only) C(=O) Cl 2,5-furans two bases
C(=O) NHCH
3Cl 2,5-furans two bases
G.G
1X.X
1O
C(=O) OEt Cl 2,5-furans two bases
1-pyrrolidyl C(=O) SO
2(4-Me) Ph 2,5-furans two bases
CN Cl 2,5-furans two bases
C(=O) N(Me)
2Cl 2,3-furans two bases
C(=O) N(CH
2CF
3)
2Cl 2,3-furans two bases
Piperidino-(1-position only) C(=O) Cl 2,3-furans two bases
C(=O) N(Me)
2Cl 4,5-oxazole two bases
High-piperidine sub-base C(=O) Cl 4,5-oxazole two bases
C(=O) (4-CN) Ph Cl 4,5-oxazole two bases
C(=O) N(Me)
2Cl 2,5-oxazole two bases
Piperidino-(1-position only) C(=O) Cl 2,5-oxazole two bases
C(=O) N(Me)
2Cl 3,4-isoxazole two
Base
1-pyrrolidyl C(=O) Cl 3,4-isoxazole two
Base
Piperidino-(1-position only) C(=O) Cl 3,4-isoxazole two
Base
3-methyl piperidine subbase C(=O) Cl 3,4-isoxazole two
Base
C(=O) Ph Cl 3,4-isoxazole two
Base
SO
2N(Me)
2Cl 3,4-isoxazole two
Base
G.G
1X.X
1O
C(=O) N(Me)
2Cl 3-methyl-4,5
-isoxazoles, two bases
C(=O) N(Me)
2Cl 3,5-oxazole two bases
C(=O) N(Me)
2SO
2(3-CF
3) Ph 3,5-oxazole two bases
1-pyrrolidyl C(=O) Cl 3,5-oxazole two bases
Piperidino-(1-position only) C(=O) Cl 3,5-oxazole two bases
C(=O) N(CH
2CH
2OCH
3)
2Cl 3,5-oxazole two bases
C(=O) N(Et)
2Cl 3,5-oxazole two bases
C(=O) N(Me)
2Cl 2,5-pyrazine two bases
C(=S) N(Me)
2Cl 2,5-pyrazine two bases
Piperidino-(1-position only) C(=O) Cl 2,6-pyrazine two bases
C(=O) N(Me)
2Cl 2,6-pyrazine two bases
1-pyrrolidyl C(=O) Cl 2,6-pyrazine two bases
Piperidino-(1-position only) C(=O) Cl 2,6-pyrazine two bases
C(=O) N(Me)
2Cl 2,3-pyrazine two bases
Piperidino-(1-position only) C(=O) Cl 2,3-pyrazine two bases
C(=O) OCH
2CH
2OCH
3Cl 2,3-pyrazine two bases
C(=O) N(Me)
2Cl 4,6-pyrimidine two bases
C(=O) N(Me)
2SO
2Ph 4,6-pyrimidine two bases
C(=O) N(Me)
2SO
2Et 4,6-pyrimidine two bases
C(=O) N(Me)
2Cl-1H-pyrroles-1,
3-two bases
1-pyrrolidyl C(=O) Cl-1H-pyrroles-1,3-two bases
G.G
1X.X
1O
C(=O) Et Cl-1H-pyrroles-1 N(Me),
3-two bases
C(=O) N(Pr)
2Cl-1H-pyrroles-1,
3-two bases
C(=O) N(i-Pr)
2Cl-1H-pyrroles-1,
3-two bases
High-piperidine sub-base C(=O) Cl-1H-pyrroles-1,
3-two bases
C(=O) N(Me)
2Cl-1H-pyrroles-1,
2-two bases
Piperidino-(1-position only) C(=S) Cl-1H-pyrroles-1,
2-two bases
C(=S) n-Bu Cl-1H-pyrroles-1 N(Me),
2-two bases
C(=S) n-Bu SO N(Me)
2(4-Br) Ph-1H-pyrroles-1,2-two bases
Piperidino-(1-position only) C(=O) Cl-1H-pyrroles-3,
4-two bases
Piperidino-(1-position only) C(=O) SO
2(4-OMe) Ph-1H-pyrroles-3,
4-two bases
C(=O) N(Me)
2Cl-1H-pyrroles-3,
4-two bases
G.G
1X.X
1O
C(=O) N(Et)
2Cl-1H-pyrroles-3,
4-two bases
C(=O) N(Me)
2Cl-1-methyl isophthalic acid H
-pyrroles-3,4-
Two bases
1-pyrrolidyl C(=O) Cl-1-methyl isophthalic acid H
-pyrroles-3,4-
Two bases
C(=S) N(Me)
2Cl-1-methyl isophthalic acid H
-pyrroles-3,4-
Two bases
Piperidino-(1-position only) C(=O) Cl-1-methyl isophthalic acid H-pyrroles-3,4-two bases
High-piperidine sub-base C(=O) Cl-1-methyl isophthalic acid H
-pyrroles-3,4-
Two bases
C(=O) N(Et)
2Cl-1-methyl isophthalic acid H
-pyrroles-3,4-
Two bases
C(=O) N(Me)
2SO
2N-Bu-1-methyl isophthalic acid H
-pyrroles-3,4-
Two bases
G.G
1X.X
1O
C(=O) N(Me)
2Cl-1-methyl isophthalic acid H-pyrroles-2,5-
Two bases
C(=O) N(CH
2CF
3)
2Cl-1-methyl isophthalic acid H
-pyrroles-2,5-
Two bases
C(=O) NHCH
2CF
3Cl-1-methyl isophthalic acid H
-pyrroles-2,5-
Two bases
3,5-lupetidine subbase C(=O) Cl-1-methyl isophthalic acid H
-pyrroles-2,5-
Two bases
C(=O) N(Me)
2Cl-1-methyl isophthalic acid H
-imidazoles-4,5-two bases
Piperidino-(1-position only) C(=O) Cl-1-methyl isophthalic acid H-imidazoles-4,5-two bases
C(=O) O-n-Bu Cl-1-methyl isophthalic acid H
-imidazoles-4,5-
Two bases
C(=O) (2,4-Me) Ph Cl-1-methyl isophthalic acid H
-imidazoles-4,5-
Two bases
G.G
1X.X
1O
High-piperidine sub-base C(=O) Cl-1-methyl isophthalic acid H
-imidazoles-4,5-
Two bases
SO
2Ph Cl-1-methyl isophthalic acid H
-imidazoles-4,5-
Two bases
SO
2N-Bu SO
2N-Bu-1-methyl isophthalic acid H
-imidazoles-4,5-
Two bases
C(=O) N(Me)
2Cl-1H-imidazoles-1,
5-two bases
Piperidino-(1-position only) C(=O) Cl-1H-imidazoles-1,
5-two bases
C(=O) N(Me)
2Cl-1H-imidazoles-1,4-two bases
3-methyl piperidine subbase C(=O) Cl-1H-imidazoles-1,
4-two bases
C（＝O）N（Me）
2Cl -1H-1，2，3
-triazole-4,5-
Two bases
1-pyrrolidyl C(=O) Cl-1H-1,2,3
-triazole-4,5-
Two bases
G.G
1X.X
1O
C（＝O）N（Me）
2Cl -1H-1，2，3
-triazole-1,5-two bases
Piperidino-(1-position only) C(=O) Cl-1H-1,2,3
-triazole-1,5-
Two bases
Piperidino-(1-position only) C(=O) Cl-1H-1,2,3
-triazole-1,4-
Two bases
C(=O) N(Me)
2Cl-1-methyl isophthalic acid H
-1,2,3-three
Azoles-4,5-two bases
C(=S) N(Me)
2Cl-1-methyl isophthalic acid H
-1,2,3-three
Azoles-4,5-two bases
High-piperidine sub-base C(=O) Cl-1-methyl isophthalic acid H
-1,2,3-three
Azoles-4,5-two bases
Piperidino-(1-position only) C(=O) Cl-1-methyl isophthalic acid H
-1,2,3-triazoles-4,5-two bases
C(=O) N(Me)
2Cl 2,6-naphthalene two bases
C(=O) N(Et)
2Cl 2,6-naphthalene two bases
G.G
1X.X
1O
C(=O) N(Me)
2Cl 2,3-dihydro-1
H-indenes-2,6-
Two bases
C(=O) OEt Cl 2,3-dihydro-1
H-indenes-2,6-
Two bases
C(=O) N(Me)
2SO
2Ph 2,3-dihydro-1
H-indenes-2,6-
Two bases
C(=O) N(Me)
2Cl 2,3-dihydro-1
H-indenes-1,5-
Two bases
C(=O) N(Me)
2Cl 2,3-dihydro-1H-indenes-1,7-two bases
C（＝O）N（Me）
2Cl -1，2，3，4
-tetrahydrochysene-1,8-
Naphthalene two bases
C（＝S）N（Me）
2Cl -1，2，3，4
-tetrahydrochysene-1,8-
Naphthalene two bases
1-pyrrolidyl C(=O) Cl-1,2,3,4
-tetrahydrochysene-1,8-
Naphthalene two bases
G.G
1X.X
1O
Piperidino-(1-position only) C(=O) Cl-1,2,3,4
-tetrahydrochysene-1,8-
Naphthalene two bases
C（＝O）N（Me）
2Cl -5，6，7，8
-tetrahydrochysene-1,7-
Naphthalene two bases
C（＝O）N（Et）
2Cl -5，6，7，8
-tetrahydrochysene-1,7-
Naphthalene two bases
C（＝O）N（Me）
2Cl -1，2，3，4
-tetrahydrochysene-1,5-
Naphthalene two bases
C（＝O）N（Me）
2SO
2（2-Cl）Ph -1，2，3，4
-tetrahydrochysene-1,5-
Naphthalene two bases
C(=O) N(Me)
2Cl-1,2,3,4-tetrahydrochysene-1,7-naphthalene two bases
1-azelidinyl C(=O) Cl-1,2,3,4
-tetrahydrochysene-1,7-
Naphthalene two bases
C（＝O）N（Me）
2Cl -1，2，3，4
-tetrahydrochysene-2,7-
Naphthalene two bases
G.G
1X.X
1O
C（＝O）OEt Cl -1，2，3，4-
Tetrahydrochysene-2, the 7-naphthalene
Two bases
C(=O) N(Me)
2Cl-benzo (b) thiophene
-2,6-two bases
1-pyrrolidyl C(=O) Cl-benzo (b) thiophene
-2,6-two bases
Piperidino-(1-position only) C(=O) Cl-benzo (b) thiophene
-2,6-two bases
C(=O) N(Et)
2SO
2(4-Cl) Ph-benzo (b) thiophene
-2,6-two bases
C(=O) N(Me)
2Cl-2,5-benzo furan
Mutter two bases-
1-pyrrolidyl C(=O) Cl-2,5-cumarone two bases-
Piperidino-(1-position only) C(=O) Cl-2,5-cumarone two bases-
Piperidino-(1-position only) C(=O) Cl-2,5-cumarone two bases-
C(=O) N(Me)
2SO
2(4-Cl) Ph-2,5-benzo furan
Mutter two bases-
C(=O) N(Me)
2Cl-2,7-benzo furan
Mutter two bases-
G.G
1X.X
1O
Piperidino-(1-position only) C(=O) Cl-2,7-cumarone two
Base
SO
2Me Cl-2,7-cumarone two bases
SO
2(4-Cl) Ph Cl-2,7-cumarone two
Base
SO
2N(Et)
2Cl-2,7-cumarone two
Base
C(=O) N(Me)
2Cl-2,6-cumarone two
Base
C(=O) N(CH
2CH
2OCH
3)
2Cl-2,6-cumarone two
Base
C(=O) N(CH
2CH
2OCH
3) SO
2Ph-2,6-cumarone two
Base
Piperidino-(1-position only) C(=O) Cl 2,3-quinoline two bases
High-piperidine sub-base C(=O) Cl 2,3-quinoline two bases
3,5-lupetidine subbase C(=O) Cl 2,3-quinoline two bases
C(=O) N(Me)
2Cl 2,3-quinoline two bases
C(=O) N(Me)
2Cl 3,6-quinoline two bases
Piperidino-(1-position only) C(=O) Cl 3,6-quinoline two bases
C(=O) N(Me)
2Cl 3,7-quinoline two bases
Piperidino-(1-position only) C(=O) Cl 3,7-quinoline two bases
C(=O) N(Me)
2Cl 2,4-isoquinoline 99.9 two bases
G.G
1X.X
1O
Piperidino-(1-position only) C(=O) Cl 2,4-isoquinoline 99.9 two bases
1-pyrrolidyl C(=O) Cl 2-chloro-3,7-
Quinoline two bases
1-pyrrolidyl C(=O) SO
2Ph 2-chloro-3,7-
Quinoline two bases
C(=O) N(Me)
2Cl 6-fluoro-3,7-
Quinoline two bases
Piperidino-(1-position only) C(=O) Cl 6-fluoro-3,7-
Quinoline two bases
C(=O) N(Me)
2Cl-2-methoxyl group-3,
7-quinoline two bases
High-piperidine sub-base C(=O) Cl-2-methoxyl group-3,
7-quinoline two bases
Piperidino-(1-position only) C(=O) Cl-2-methoxyl group-3,
7-quinoline two bases
C(=O) N(Me)
2SO
2(4-t-Bu) Ph-2-methoxyl group-3,
7-quinoline two bases
C(=O) N(Me)
2Cl-1H-pyrazoles-1,
5-two bases
Piperidino-(1-position only) C(=O) Cl-1H-pyrazoles-1,
5-two bases
G.G
1X.X
1O
C(=O) N(Me)
2Cl-3-methyl isophthalic acid H-
Pyrazoles-1,4-two bases
Piperidino-(1-position only) C(=O) Cl-3-methyl isophthalic acid H-
Pyrazoles-1,4-two bases
C(=O) N(Me)
2Cl-1H-pyrazoles-3,
5-two bases
C(=S) N(Me)
2Cl-1H-pyrazoles-3,
5-two bases
1-pyrrolidyl C(=O) Cl-1H-pyrazoles-3,
5-two bases
Piperidino-(1-position only) C(=O) Cl-1H-pyrazoles-3,
5-two bases
High-piperidine sub-base C(=O) Cl-1H-pyrazoles-3,
5-two bases
C(=O) N(Me)
2Cl 4-chloro-1H-pyrazoles
-3,5-two bases
Piperidino-(1-position only) C(=O) Cl 4-chloro-1H-pyrazoles
-3,5-two bases
C(=O) N(Me)
2SO
2Ph 4-chloro-1H-pyrazoles
-3,5-two bases
C(=O) N(Me)
2Cl 1-methyl isophthalic acid H-pyrrole
Azoles-3,5-two bases
Piperidino-(1-position only) C(=O) Cl 1-methyl isophthalic acid H-pyrrole
Azoles-3,5-two bases
G.G
1X.X
1O
2, the 6-thebaine is for C(=O) Cl 1-methyl isophthalic acid H-
Pyrazoles-3,5-two bases
C(=O) N(Me)
2Cl 1-methyl isophthalic acid H-
Indoles-3,5-two bases
Piperidino-(1-position only) C(=O) Cl 1-methyl isophthalic acid H-
Indoles-3,5-two bases
High-piperidine sub-base C(=O) Cl 1-methyl isophthalic acid H-
Indoles-3,5-two bases
C(=O) N(Me)
2Cl-1H-indoles-1,
2-two bases
1-pyrrolidyl C(=O) Cl-1H-indoles-1,
2-two bases
Piperidino-(1-position only) C(=O) Cl-1H-indoles-1,
2-two bases
C(=O) N(CH
2CF
3)
2Cl-1H-indoles-1,2-two bases
C(=S) N(Me)
2SO
2(4-t-Bu) Ph-1H-indoles-1,
2-two bases
C(=O) N(Me)
2Cl-1H-indoles-2,
6-two bases
Piperidino-(1-position only) C(=O) Cl-1H-indoles-2,
6-two bases
G.G
1X.X
1O
C(=O) N(Me)
2Cl 5-methoxyl group-1-first
Base-1H-indoles-2,
3-two bases
C(=O) OEt Cl 6-methoxyl group-1-first
Base-1H-indoles-2,
3-two bases
C(=O) N(Me)
2Cl 1H-indazole-1,7
-two bases
Piperidino-(1-position only) C(=O) Cl 1H-indazole-1,7
-two bases
SCH
3Cl 1H-indazole-1,7
-two bases
C(=O) N(Me)
2Cl 1H-indazole-1,3-two bases
Piperidino-(1-position only) C(=O) Cl 1H-indazole-1,3
-two bases
High-piperidine sub-base C(=O) SO
2Ph 1H-indazole-1,3
-two bases
C(=O) N(Me)
2Cl 1H-indazole-1,5
-two bases
Piperidino-(1-position only) C(=O) Cl 1H-indazole-1,5
-two bases
C(=O) N(Me)
2Cl 1H-indazole-3,5
-two bases
G.G
1X.X
1O
Morpholino C(=O) Cl 1H-indazole-3,5
-two bases
C(=O) N(Me)
2Cl 1H-benzoglyoxaline-1,
2-two bases
Piperidino-(1-position only) C(=O) Cl 1H-benzoglyoxaline-1,
2-two bases
Piperidino-(1-position only) C(=O) SO
2Ph 1H-benzoglyoxaline-1,
2-two bases
C(=O) N(Me)
2Cl 1H-benzoglyoxaline-1,
5-two bases
Piperidino-(1-position only) C(=O) Cl 1H-benzoglyoxaline-1,
5-two bases
C(=O) N(Me)
2Cl 1H-benzoglyoxaline-1,
6-two bases
Piperidino-(1-position only) C(=O) Cl 1H-benzoglyoxaline-1,
6-two bases
CN Cl 1H-benzoglyoxaline-1,
6-two bases
C(=O) N(Me)
2Cl 2-amino-1H-benzene
And imidazoles-1,2-two
Base
Piperidino-(1-position only) C(=O) Cl 2-amino-1H-benzene
And imidazoles-1,2-two
Base
G.G
1X.X
1O
C(=O) N(Me)
2Cl 1H-benzimidazolyl-2 radicals,
5-two bases
Piperidino-(1-position only) C(=O) Cl 1H-benzimidazolyl-2 radicals,
5-two bases
C(=O) N(Me)
2Cl 1H-benzimidazolyl-2 radicals,
4-two bases
3-methyl piperidine subbase C(=O) Cl 1H-benzimidazolyl-2 radicals,
4-two bases
C(=O) N(Me)
2Cl-1-methyl isophthalic acid H-benzene
And imidazoles-2,5-two bases
C(=S) N(Me)
2Cl-1-methyl isophthalic acid H-benzene
And imidazoles-2,5-two bases
1-pyrrolidyl C(=O) Cl-1-methyl isophthalic acid H-benzene
And imidazoles-2,5-two bases
Piperidino-(1-position only) C(=O) Cl-1-methyl isophthalic acid H-benzene
And imidazoles-2,5-two bases
C(=O) N(Me) n-Bu Cl methylene radical two-4, the 1-Asia
Phenyl
C(=O) N(Et)
2Cl methylene radical two-4, the 1-Asia
Phenyl
Morpholino C(=O) Cl methylene radical two-4, the 1-Asia
Phenyl
High-piperidine sub-base C(=O) Cl methylene radical two-4, the 1-Asia
Phenyl
G.G
1X.X
1O
C(=O) NHCH
3Cl methylene radical two-4, the 1-Asia
Phenyl
C(=O) N(Me)
2Cl 1,2-second two base two (4,
The 1-phenylene)-
1-azelidinyl C(=O) Cl 1,2-second two base two (4,
The 1-phenylene)-
Piperidino-(1-position only) C(=O) Cl 1,2-second two base two (4,
The 1-phenylene)-
SCH
3Cl 1,2-second two base two (4,
The 1-phenylene)-
SO
2Ph Cl 1,2-second two base two (4,
The 1-phenylene)-
C(=O) N(Me)
2Cl 1, and 2-ethene two bases are two
(4, the 1-phenylene)-
1-pyrrolidyl C(=O) Cl 1,2-ethene two bases are two
(4, the 1-phenylene)-
Piperidino-(1-position only) C(=O) Cl 1, and 2-ethene two bases are two
(4, the 1-phenylene)-
C(=O) N(Me)
2Cl acetylene two base two (4,1-
Phenylene)-
Piperidino-(1-position only) C(=O) Cl acetylene two base two (4,1-
Phenylene)-
High-piperidine sub-base C(=O) Cl acetylene two base two (4,1-
Phenylene)-
G.G
1X.X
1O
C(=O) N(Me)
2Cl-carbonyl diurethane-4,1
-phenylene-
C(=O) N(Et)
2Cl-carbonyl diurethane-4,1
-phenylene-
C(=O) Et Cl-carbonyl diurethane-4,1 N(Me)
-phenylene-
C(=O) N(Me)
2The Cl methyl-imino is two-
(4, the inferior benzene of 1-
Base)-
Piperidino-(1-position only) C(=O) the Cl methyl-imino two-
(4, the inferior benzene of 1-
Base)-
C(=O) N(Me)
2Cl-imino-diacetic-4,
The 1-phenylene
C(=O) OCH
3Cl-imino-diacetic-4,
The 1-phenylene
Piperidino-(1-position only) C(=O) Cl-imino-diacetic-4,
The 1-phenylene
C(=O) N(Me)
2SO
2(4-NO
2) Ph-oxygen two-4,1-
Phenylene
C(=S) N(Me)
2Cl-oxygen two-4,1-
Phenylene
High-piperidine sub-base C(=O) Cl-oxygen two-4,1-
Phenylene
G.G
1X.X
1O
C(=O) N(Me)
2Cl oxygen list (3, the 1-phenylene)
Single (4, the 1-phenylene)-
1-pyrrolidyl C(=O) Cl oxygen list (3, the 1-phenylene)
Single (4, the 1-phenylene)-
Piperidino-(1-position only) C(=O) Cl oxygen list (3, the 1-phenylene)
Single (4, the 1-phenylene)-
C(=O) N(Me)
2SO
2Ph oxygen list (3, the 1-phenylene)
Single (4, the 1-phenylene)-
C(=O) N(Me)
2Cl-oxygen two-3, the inferior benzene of 1-
Base
1-pyrrolidyl C(=O) Cl-oxygen two-3, the inferior benzene of 1-
Base
Piperidino-(1-position only) C(=O) Cl-oxygen two-3, the 1-phenylene
High-piperidine sub-base C(=O) Cl-oxygen two-3, the inferior benzene of 1-
Base
C(=O) N(Me)
2Cl oxygen list (2, the 1-phenylene)
Single (4, the 1-phenylene)-
C(=O) OCH
2CF
3Cl oxygen list (2, the 1-phenylene)
Single (4, the 1-phenylene)-
C(=O) NHEt Cl oxygen list (2, the 1-phenylene)
Single (4, the 1-phenylene)-
C(=O) NHPr Cl oxygen list (2, the 1-phenylene)
Single (4, the 1-phenylene)-
G.G
1X.X
1O
C(=O) N(Me)
2Cl-sulphur two-4, the inferior benzene of 1-
Base
Piperidino-(1-position only) C(=O) Cl-sulphur two-4, the inferior benzene of 1-
Base
C(=O) CH
3SO
2Ph-sulphur two-4, the inferior benzene of 1-
Base
C(=O) N(Me)
2Cl-sulphur list (3, the inferior benzene of 1-
Basic) single (4, the inferior benzene of 1-
Base)-
C(=O) N(Me) n-Bu Cl-sulphur list (3, the inferior benzene of 1-
Basic) single (4, the inferior benzene of 1-
Base)-
1-pyrrolidyl C(=O) Cl-sulphur list (3, the inferior benzene of 1-
Basic) single (4, the inferior benzene of 1-
Base)-
C(=O) N(Me)
2Cl sulphur two-3, the 1-phenylene
1-pyrrolidyl C(=O) Cl sulphur two-3, the 1-phenylene
Piperidino-(1-position only) C(=O) Cl sulphur two-3, the 1-phenylene
C(=O) N(Me)
2Cl-sulfinyl two-4,1
-phenylene
Piperidino-(1-position only) C(=O) Cl-sulfinyl two-4, and 1
-phenylene
G.G
1X.X
1O
C(=O) N(Me)
2Cl sulfinyl list (3,1-
Phenylene) singly (4,1-
Phenylene)
C(=O) N(Et)
2Cl sulfinyl list (3,1-
Phenylene) singly (4,1-
Phenylene
C(=O) N(Me)
2Cl alkylsulfonyl two-4, the 1-Asia
Phenyl
1-pyrrolidyl C(=O) Cl alkylsulfonyl two-4, the 1-Asia
Phenyl
Piperidino-(1-position only) C(=O) Cl alkylsulfonyl two-4, the 1-Asia
Phenyl
3,5-lupetidine subbase C(=O) Cl alkylsulfonyl two-4, the 1-Asia
Phenyl
C(=O) N(Me)
2Cl alkylsulfonyl list (3, the 1-Asia
Phenyl) singly (4, the 1-Asia
Phenyl)
C(=O) NHCH
2CF
3Cl alkylsulfonyl list (3, the 1-Asia
Phenyl) singly (4, the 1-Asia
Phenyl)
C(=O) NHCH
3Cl alkylsulfonyl list (3, the 1-Asia
The phenyl list (4, the 1-Asia
Phenyl)
G.G
1X.X
1O
C(=O) N(Me)
2Cl-4.5-thiazole two bases
Piperidino-(1-position only) C(=O) Cl-4.5-thiazole two bases
C(=O) N(Me)
2Cl-3,4-cinnolines two bases
Piperidino-(1-position only) C(C=O) Cl-3,4-cinnolines two bases
High-piperidine sub-base C(=O) Cl-3,4-cinnolines two bases
C(=O) N(Me)
2Cl-2,3-quinoxaline two bases
Piperidino-(1-position only) C(=O) Cl-2,3-quinoxaline two bases
C(=O) N(Me)
2Cl-6-chloro-2,3-quinoxaline two bases
Piperidino-(1-position only) C(=O) Cl-6-chloro-2, the 3-quinoline
Quinoline two bases
C(=O) N(Me)
2Cl-1-methyl isophthalic acid H-1,
2,4-triazole-3,5
-two bases
Piperidino-(1-position only) C(=O) Cl-1-methyl isophthalic acid H-1,
2,4-triazole-3,5
-two bases
C(-O) N(Me)
2Cl 3-chlorobenzene is (b) thiophene also
-2,5-two bases
C(-O) NH-i-Pr Cl 3-chlorobenzene (b) thiophene also
-2,5-two bases
1-pyrrolidyl C(=O) Cl 3-chlorobenzene (b) thiophene also
-2,5-two bases
G.G
1X.X
1O
C（＝O）N（Me）
2Cl -〔1，1′：4′，
1 " terphenyl)-4,
4 " two bases
1-pyrrolidyl C(=O) Cl-(1,1 ': 4 ',
1 " terphenyl)-4,
4 " two bases
Piperidino-(1-position only) C(=O) Cl-(1,1 ': 4 ',
1 " terphenyl)-4,
4 " two bases
C（＝O）N（Me）
2SO
2Ph -〔1，1′：4′，
1 " terphenyl)-4,
4 " two bases
C（＝O）N（Me）
2Cl -〔1，1′：2′，
1 " terphenyl)-3,
3 " two bases
Piperidino-(1-position only) C(=O) Cl-(1,1 ': 2 ',
1 " terphenyl)-3,
3 " two bases
C(=O) N(Me)
2SO
2The Ph imino-
C(=O) N(Et)
2The Cl imino-
1-pyrrolidyl C(=O) Cl imino-
Piperidino-(1-position only) C(=O) Cl imino-
1-azelidinyl C(=O) Cl imino-
G.G
1X.X
1O
High-piperidine sub-base C(=O) Cl imino-
C(=O) OCH
3The Cl imino-
C(=O) N(Me)
2SO
2(2,4-Cl) Ph-(1,1 '-Lian
Benzene)-4,4 '-
Two bases
C(=O) N(Me)
2Cl-(1,1 '-Lian
Benzene)-3,3 '-
Two bases
C(=S) N(Me)
2Cl-(1,1 '-biphenyl)-3,3 '-
Two bases
1-pyrrolidyl C(=O) Cl-(1,1 '-Lian
Benzene)-3,3 '-
Two bases
Piperidino-(1-position only) C(=O) Cl-(1,1 '-Lian
Benzene)-3,3 '-
Two bases
C(=O) N(Me)
2Cl benzo (b) thiophene-
2,3-two bases
C(=O) NHn-Bu Cl benzo (b) thiophene-
2,3-two bases
C(=O) N(Me) n-Bu Cl benzo (b) thiophene-
2,3-two bases
G.G
1X.X
1O
1-pyrrolidyl C(=O) Cl benzo (b) thiophene-2,
3-two bases
Piperidino-(1-position only) C(=O) Cl benzo (b) thiophene-2,3-two bases
C(=O) N(Me)
2Cl acetylene-1,2-two bases
Piperidino-(1-position only) C(=O) Cl acetylene-1,2-two bases
C(=O) N(Me)
2Cl 2-butyne-1,4-two
Base
Piperidino-(1-position only) C(=O) Cl 2-butyne-1,4-two
Base
C(=O) N(Me)
2Cl 3,4-furans two bases
1-azelidinyl C(=O) Cl 3,4-furans two bases
1-pyrrolidyl C(=O) Cl 3,4-furans two bases
Piperidino-(1-position only) C(=O) Cl 3,4-furans two bases
High-piperidine sub-base C(=O) Cl 3,4-furans two bases
C(=O) NH-t-Bu Cl 3,4-furans two bases
C(=O) N(Me)
2SO
2Ph 3,4-furans two bases
Table 4
Table 5
J E X J
1E
1X
1
（Me）
2-N C＝O Cl （Me）2-N C＝O Cl
1-pyrrolidyl C=O Cl 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=O Cl piperidino-(1-position only) C=O Cl
2,6-dimethyl 3,3 '-dimethyl
Quinoline is for C=O Cl piperidino-(1-position only) C=O Cl
3-methyl piperidine subbase C=O Cl 3-methyl piperidine subbase C=O Cl
3,3 '-dimethyl 3,3 '-dimethyl
Piperidino-(1-position only) C=O Cl piperidino-(1-position only) C=O Cl
Me-NH C＝O Cl Me-NH C＝O Cl
（Et）
2-N C＝O Cl （Et）
2-N C＝O Cl
Me，i-Pr-N C＝O Cl Me，i-Pr-N C＝O Cl
（MeOCH
2CH
2）
2- （MeOCH
2CH
2）
2-
N C＝O Cl N C＝O Cl
（Me）
2-N C＝S Cl （Me）
2-N C＝S Cl
1-pyrrolidyl C=S Cl 1-pyrrolidyl C=S Cl
Piperidino-(1-position only) C=S Cl piperidino-(1-position only) C=S Cl
3,3 '-dimethyl 3,3 '-dimethyl
Piperidino-(1-position only) C=S Cl piperidino-(1-position only) C=S Cl
J E X J
1E
1X
1
t-Bu-NH C＝O Cl t-Bu-NH C＝O Cl
CF
3CH
2-NH C＝O Cl CF
3CH
2-NH C＝O Cl
（Me）
2-N C＝O Br （Me）
2-N C＝O Br
1-pyrrolidyl C=O Br 1-pyrrolidyl C=O Br
Piperidino-(1-position only) C=O Br piperidino-(1-position only) C=O Cl
H
2N C＝O Cl H
2N C＝O Cl
H
2N C＝S Cl H
2N C＝S Cl
H
2N C＝S Cl H
2N C＝O Cl
（Me）
2-N C＝S Cl （Me）
2-N C＝O Cl
1-pyrrolidyl C=S Cl 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=S Cl piperidino-(1-position only) C=O Cl
（Me）
2-N C＝S Br （Me）
2-N C＝O Cl
（Me）
2-N C＝O Br （Me）
2-N C＝O Cl
1-pyrrolidyl C=O Br 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=O Br piperidino-(1-position only) C=O Cl
OEt C＝O Cl OEt C＝O Cl
O-i-Pr C＝O Cl O-i-Pr C＝O Cl
OEt C＝O Cl （Me）
2-N C＝O Cl
OEt C＝O Br OEt C＝O Br
CH
3C＝O Cl CH
3C＝O Cl
BrCH
2- C＝O Cl BrCH
2- C＝O Cl
CH
3OCH
2CH
2O C＝O Cl CH
3OCH
2CH
2O C＝O Cl
CF
3CH
2O C＝O Cl CF
3CH
2O C＝O Cl
J E X J
1E
1X
1
CH
3OCH
2- C＝O Cl CH
3OCH
2C＝O Cl
Ph C＝O Cl Ph C＝O Cl
Ph C＝O Br Ph C＝O Br
Ph C＝O Br Ph C＝O Cl
4-Cl-Ph C＝O Cl 4-Cl-Ph C＝O Cl
4-Cl-Ph C＝O Br 4-Cl-Ph C＝O Cl
2，4-F-Ph C＝O Cl 2，4-F-Ph C＝O Cl
4-Me-Ph C＝O Cl 4-Me-Ph C＝O Cl
4-CH
3O-Ph C＝O Cl 4-CH
3O-Ph C＝O Cl
4-CN-Ph C＝O Cl 4-CN-Ph C＝O Cl
2，4-F-Ph C＝O Cl 4-CN-Ph C＝O Cl
Ph C＝O Br 4-Cl-Ph C＝O Cl
4-NO
2-Ph C＝O Cl 4-NO
2-Ph C＝O Cl
- CN Cl CN Cl
(Me)
2N C=O Cl piperidino-(1-position only) C=O Cl
(Me)
2N C=O Cl 1-pyrrolidyl C=O Cl
（Me）
2-N C＝O SO
2ph （Me）
2-N C＝O SO
2Ph
Table 6
J E X J
1E
1X
1
（Me）
2-N C＝O Cl （Me）
2-N C＝O Cl
1-pyrrolidyl C=O Cl 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=O Cl piperidino-(1-position only) C=O Cl
2,6-thebaine 3,3 '-the dimethyl piperazine
For C=O Cl pyridine subbase C=O Cl
3-methyl piperidine subbase C=O Cl 3-methyl piperidine subbase C=O Cl
3,3 '-dimethyl piperazine 3,3 '-the dimethyl piperazine
Pyridine subbase C=O Cl pyridine subbase C=O Cl
Me-NH C＝O Cl Me-NH C＝O Cl
（Et）
2-N C＝O Cl （Et）
2-N C＝O Cl
Me，i-Pr-N C＝O Cl Me，i-Pr-N C＝O Cl
（MeOCH
2CH
2）
2-N C＝O Cl （MeOCH
2CH
2）
2-N C＝S Cl
（Me）
2-N C＝S Cl （Me）
2-N C＝S Cl
1-pyrrolidyl C=S Cl 1-pyrrolidyl C=S Cl
Piperidino-(1-position only) C=S Cl piperidino-(1-position only) C=S Cl
3,3 '-dimethyl piperazine 3,3 '-the dimethyl piperazine
Pyridine subbase C=S Cl pyridine subbase C=S Cl
J E X J
1E
1X
1
t-Bu-NH C＝O Cl t-Bu-NH C＝O Cl
CF
3CH
2-NH C＝O Cl CF
3CH
2-NH C＝O Cl
（Me）
2-N C＝O Br （Me）
2-N C＝O Br
1-pyrrolidyl C=O Br 1-pyrrolidyl C=O Br
Piperidino-(1-position only) C=O Br piperidino-(1-position only) C=O Cl
H
2N C＝O Cl H
2N C＝O Cl
H
2N C＝S Cl H
2N C＝S Cl
H
2N C＝S Cl H
2N C＝O Cl
（Me）
2-N C＝S Cl （Me）
2-N C＝O Cl
1-pyrrolidyl C=S Cl 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=S Cl piperidino-(1-position only) C=O Cl
（Me）
2-N C＝S Br （Me）
2-N C＝O Cl
（Me）
2-N C＝O Br （Me）
2-N C＝O Cl
1-pyrrolidyl C=O Br 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=O Br piperidino-(1-position only) C=O Cl
OEt C＝O Cl OEt C＝O Cl
O-i-Pr C＝O Cl O-i-Pr C＝O Cl
O-t-Bu C＝O Cl O-t-Bu C＝O Cl
OEt C＝O Cl （Me）
2-N C＝O Cl
OEt C＝O Br OEt C＝O Br
CH
3C＝O Cl CH
3C＝O Cl
BrCH
2- C＝O Cl BrCH
2- C＝O Cl
CH
3OCH
2CH
2O C＝O Cl CH
3OCH
2CH
2O C＝O Cl
J E X J
1E
1X
1
CF
3CH
2O C＝O Cl CF
3CH
2O C＝O Cl
CH
3OCH
2- C＝O Cl CH
3OCH
2C＝O Cl
Ph C＝O Cl Ph C＝O Cl
Ph C＝O Br Ph C＝O Br
Ph C＝O Br Ph C＝O Cl
4-Cl-Ph C＝O Cl 4-Cl-Ph C＝O Cl
4-Cl-Ph C＝O Br 4-Cl-Ph C＝O Cl
2，4-F-Ph C＝O Cl 2，4-F-Ph C＝O Cl
4-Me-Ph C＝O Cl 4-Me-Ph C＝O Cl
4-CH
3O-Ph C＝O Cl 4-CH
3O-Ph C＝O Cl
4-CN-Ph C＝O Cl 4-CN-Ph C＝O Cl
2，4-F-Ph C＝O Cl 4-CN-Ph C＝O Cl
Ph C＝O Br 4-Cl-Ph C＝O Cl
4-NO
2-Ph C＝O Cl 4-NO
2-Ph C＝O Cl
- CN Cl - CN Cl
- CN Cl （Me）
2-N C＝O Cl
- CH
3SO
2Cl - CH
3SO
2Cl
- PhSO
2Cl - PhSO
2Cl
- CN Cl （Me）
2-N C＝O Cl
- CN Cl OEt C＝O Cl
Table 7
J E X J
1E
1X
1
（Me）
2-N C＝O Cl （Me）
2-N C＝O Cl
1-pyrrolidyl C=O Cl 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=O Cl piperidino-(1-position only) C=O Cl
2,6-thebaine 3,3 '-the dimethyl piperazine
For C=O Cl pyridine subbase C=O Cl
3-methyl piperidine subbase C=O Cl 3-methyl piperidine subbase C=O Cl
3,3 '-dimethyl piperazine 3,3 '-the dimethyl piperazine
Pyridine subbase C=O Cl pyridine subbase C=O Cl
Me-NH C＝O Cl Me-NH C＝O Cl
（Et）
2-N C＝O Cl （Et）
2-N C＝O Cl
Me，i-Pr-N C＝O Cl Me，i-Pr-N C＝O Cl
（MeOCH
2CH
2）
2-N C＝O Cl （MeOCH
2CH
2）
2-N C＝O Cl
（Me）
2-N C＝S Cl （Me）
2-N C＝S Cl
1-pyrrolidyl C=S Cl 1-pyrrolidyl C=S Cl
Piperidino-(1-position only) C=S Cl piperidino-(1-position only) C=S Cl
3,3 '-dimethyl piperazine 3,3 '-the dimethyl piperazine
Pyridine subbase C=S Cl pyridine subbase C=S Cl
J E X J
1E
1X
1
t-Bu-NH C＝O Cl t-Bu-NH C＝O Cl
CF
3CH
2-NH C＝O Cl CF
3CH
2-NH C＝O Cl
（Me）
2-N C＝O Br （Me）
2-N C＝O Br
1-pyrrolidyl C=O Br 1-pyrrolidyl C=O Br
Piperidino-(1-position only) C=O Br piperidino-(1-position only) C=O Cl
H
2N C＝O Cl H
2N C＝O Cl
H
2N C＝S Cl H
2N C＝S Cl
H
2N C＝S Cl H
2N C＝O Cl
（Me）
2-N C＝S Cl （Me）
2-N C＝O Cl
1-pyrrolidyl C=S Cl 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=S Cl piperidino-(1-position only) C=O Cl
（Me）
2-N C＝S Br （Me）
2-N C＝O Cl
（Me）
2-N C＝O Br （Me）
2-N C＝O Cl
1-pyrrolidyl C=O Br 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=O Br piperidino-(1-position only) C=O Cl
OEt C＝O Cl OEt C＝O Cl
O-i-Pr C＝O Cl O-i-Pr C＝O Cl
O-t-Bu C＝O Cl O-t-Bu C＝O Cl
OEt C＝O Cl （Me）
2-N C＝O Cl
OEt C＝O Br OEt C＝O Br
CH
3C＝O Cl CH
3C＝O Cl
BrCH
2- C＝O Cl BrCH
2- C＝O Cl
CH
3OCH
2CH
2O C＝O Cl CH
3OCH
2CH
2O C＝O Cl
J E X J
1E
1X
1
CF
3CH
2O C＝O Cl CF
3CH
2O C＝O Cl
CH
3OCH
2- C＝O Cl CH
3OCH
2C＝O Cl
Ph C＝O Cl Ph C＝O Cl
Ph C＝O Br Ph C＝O Br
Ph C＝O Br Ph C＝O Cl
4-Cl-Ph C＝O Cl 4-Cl-Ph C＝O Cl
4-Cl-Ph C＝O Br 4-Cl-Ph C＝O Cl
2，4-F-Ph C＝O Cl 2，4-F-Ph C＝O Cl
4-Me-Ph C＝O Cl 4-Me-Ph C＝O Cl
4-CH
3O-Ph C＝O Cl 4-CH
3O-Ph C＝O Cl
4-CN-Ph C＝O Cl 4-CN-Ph C＝O Cl
2，4-F-Ph C＝O Cl 4-CN-Ph C＝O Cl
Ph C＝O Br 4-Cl-Ph C＝O Cl
4-NO
2-Ph C＝O Cl 4-NO
2-Ph C＝O Cl
- CN Cl - CN Cl
- CN Cl （Me）
2-N C＝O Cl
- CH
3SO
2Cl - CH
3SO
2Cl
- PhSO
2Cl - Ph SO
2Cl
- CN Cl （Me）
2-N C＝O Cl
- CN Cl OEt C＝O Cl
Table 8
J E X J
1E
1X
1
（Me）
2-N C＝O Cl （Me）
2-N C＝O Cl
1-pyrrolidyl C=O Cl 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=O Cl piperidino-(1-position only) C=O Cl
2,6-dimethyl 3,3 '-lupetidine
Quinoline is for C=O Cl subbase C=O Cl
3-methyl piperidine subbase C=O Cl 3-methyl piperidine subbase C=O Cl
3,3 '-dimethyl piperazine 3,3 '-lupetidine
Pyridine subbase C=O Cl subbase C=O Cl
Me-NH C＝O Cl Me-NH C＝O Cl
（Et）
2-N C＝O Cl （Et）
2-N C＝S Cl
Me，i-Pr-N C＝O Cl Me，i-Pr-N C＝O Cl
（MeOCH
2CH
2）
2-N C＝O Cl （MeOCH
2CH
2）
2-N C＝O Cl
（Me）
2-N C＝S Cl （Me）
2-N C＝S Cl
1-pyrrolidyl C=S Cl 1-pyrrolidyl C=S Cl
Piperidino-(1-position only) C=S Cl piperidino-(1-position only) C=S Cl
3,3 '-dimethyl piperazine 3,3 '-lupetidine
Pyridine subbase C=S Cl subbase C=S Cl
t-Bu-NH C＝O Cl t-Bu-NH C＝O Cl
J E X J
1E
1X
1
CF
3CH
2-NH C＝O Cl CF
3CH
2-NH C＝O Cl
（Me）
2-N C＝O Br （Me）
2-N C＝O Br
1-pyrrolidyl C=O Br 1-pyrrolidyl C=O Br
Piperidino-(1-position only) C=O Br piperidino-(1-position only) C=O Cl
H
2N C＝O Cl H
2N C＝O Cl
H
2N C＝S Cl H
2N C＝S Cl
H
2N C＝S Cl H
2N C＝O Cl
（Me）
2-N C＝S Cl （Me）
2-N C＝O Cl
1-pyrrolidyl C=S Cl 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=S Cl piperidino-(1-position only) C=O Cl
（Me）
2-N C＝S Br （Me）
2-N C＝O Cl
（Me）
2-N C＝O Br （Me）
2-N C＝O Cl
1-pyrrolidyl C=O Br 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=O Br piperidino-(1-position only) C=O Cl
OEt C＝O Cl OEt C＝O Cl
O-i-Pr C＝O Cl O-i-Pr C＝O Cl
O-t-Bu C＝O Cl O-t-Bu C＝O Cl
OEt C＝O Cl （Me）
2-N C＝O Cl
OEt C＝O Br OEt C＝O Br
CH
3C＝O Cl CH
3C＝O Cl
BrCH
2- C＝O Cl BrCH
2- C＝O Cl
CH
3OCH
2CH
2O C＝O Cl CH
3OCH
2CH
2O C＝O Cl
CF
3CH
2O C＝O Cl CF
3CH
2O C＝O Cl
J E X J
1E
1X
1
CH
3OCH
2- C＝O Cl CH
3OCH
2C＝O Cl
Ph C＝O Cl Ph C＝O Cl
Ph C＝O Br Ph C＝O Br
Ph C＝O Br Ph C＝O Cl
4-Cl-Ph C＝O Cl 4-Cl-Ph C＝O Cl
4-Cl-Ph C＝O Br 4-Cl-Ph C＝O Cl
2，4-F-Ph C＝O Cl 2，4-F-Ph C＝O Cl
4-Me-Ph C＝O Cl 4-Me-Ph C＝O Cl
4-CH
3O-Ph C＝O Cl 4-CH
3O-Ph C＝O Cl
4-CN-Ph C＝O Cl 4-CN-Ph C＝O Cl
2，4-F-Ph C＝O Cl 4-CN-Ph C＝O Cl
Ph C＝O Br 4-Cl-Ph C＝O Cl
4-NO
2-Ph C＝O Cl 4-NO
2-Ph C＝O Cl
- CN Cl - CN Cl
- CN Cl （Me）
2-N C＝O Cl
- CH
3SO
2Cl - CH
3SO
2Cl
- PhSO
2Cl - PhSO
2Cl
- CN Cl （Me）
2-N C＝O Cl
- CN Cl OEt C＝O Cl
Table 9
G X R G
1X
N（CH
3）
2Cl CH
3N（CH
3）
2Cl
N（CH
3）
2Cl CH
3N（CH
3）
2Br
NH
2Cl CH
3CH
2Cl
1-pyrrolidyl Cl CH
31-pyrrolidyl Cl
Piperidino-(1-position only) Cl CH
3N(CH
3)
2Cl
2,6-dimethyl 2,6-dimethyl
Quinoline is for Cl CH
3Quinoline is for Cl
NHCH
3Cl CH
3NHCH
3Cl
3, the 5-dimethyl
Quinoline is for Cl CH
3N(CH
3)
2Cl
N（CH
3）
2Br CH
3N（CH
3）
2Br
3-methyl piperidine subbase Cl CH
33-methyl piperidine subbase Cl
NH
2Cl CH
3N（CH
3）
2Cl
N（Et）
2Cl CH
3N（Et）
2Cl
NHCH
2CF
3Cl CH
3NHCH
2CF
3Cl
C（＝O）OEt Cl CH
3C（＝O）OEt Cl
C（＝O）OEt Cl CH
3N（CH
3）
2Cl
G X R G
1X
1
C（＝O）O-n-C
4H
9Cl CH
3C（＝O）O-n-C
4H
9Cl
C（＝O）O-t-C
4H
9Cl CH
3C（＝O）O-t-C
4H
9Cl
N（CH
3）
2Cl NO
2N（CH
3）
2Cl
N（CH
3）
2Cl NO
2N（CH
3）
2Br
1-pyrrolidyl Cl NO
21-pyrrolidyl Cl
NH
2Cl NO
2NH
2Cl
N（Et）
2Cl NO
2N（Et）
2Cl
N（CH
3）
2Cl NO
2NH
2Cl
N（CH
3）
2Cl NO
2C（＝O）OEt Cl
C（＝O）OEt Cl NO
2C（＝O）OEt Cl
C（＝O）O-n-C
4H
9Cl NO
2C（＝O）OEt Cl
CN Cl CH
3CN Cl
CN Cl CH
3N（Me）
2Cl
SO
2CH
3Cl CH
3SO
2CH
3Cl
SO
2CH
3Cl CH
3N（Me）
2Cl
SO
2C
3H
7Cl CH
3SO
2C
3H
7Cl
G X R G
1X
1
SO
2CH
3Cl NO
2SO
2CH
3Cl
Ph Cl CH
3Ph Cl
Ph Cl CH
3N（Me）
2Cl
4-Cl-Ph Cl CH
34-Cl-Ph Cl
4-Cl-Ph Cl NO
24-Cl-Ph Cl
4-Cl-Ph Cl CH
3N（Me）
2Cl
4-Cl-Ph Cl NO
24-Cl-Ph Cl
SO
2CH
3Cl CH
3C（＝O）OEt Cl
4-Cl-Ph Cl CH
3C（＝O）OEt Cl
Table 10
J E X J
1E
1X
1
（Me）
2-N C＝O Cl （Me）
2-N C＝O Cl
1-pyrrolidyl C=O Cl 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=O Cl piperidino-(1-position only) C=O Cl
2,6-two-Me-3,3 '-two-Me
Morpholino C=O Cl-piperidino-(1-position only) C=O Cl
3-Me-piperidino-(1-position only) C=O Cl 3-Me-piperidino-(1-position only) C=O Cl
3,3 '-two-Me 3,3 '-two-Me
-piperidino-(1-position only) C=O Cl-piperidino-(1-position only) C=O Cl
Me-NH C＝O Cl Me-NH C＝O Cl
（Et）
2-N C＝O Cl （Et）
2-N C＝O Cl
Me，i-Pr-N C＝O Cl Me，i-Pr-N C＝O Cl
（MeOCH
2CH
2）
2-N C＝O Cl （MeOCH
2CH
2）
2-N C＝O Cl
（Me）
2-N C＝S Cl （Me）
2-N C＝S Cl
1-pyrrolidyl C=S Cl 1-pyrrolidyl C=S Cl
Piperidino-(1-position only) C=S Cl piperidino-(1-position only) C=S Cl
3,3 '-two-Me 3,3 '-two-Me
-piperidino-(1-position only) C=S Cl-piperidino-(1-position only) C=S Cl
t-Bu-NH C＝O Cl t-Bu-NH C＝O Cl
J E X J
1E
1X
1
CF
3CH
2-NH C＝O Cl CF
3CH
2-NH C＝O Cl
（Me）
2-N C＝O Br （Me）
2-N C＝O Br
1-pyrrolidyl C=O Br 1-pyrrolidyl C=O Br
Piperidino-(1-position only) C=O Br piperidino-(1-position only) C=O Cl
H
2N C＝O Cl H
2N C＝O Cl
H
2N C＝S Cl H
2N C＝S Cl
H
2N C＝S Cl H
2N C＝O Cl
（Me）
2-N C＝S Cl （Me）
2-N C＝O Cl
1-pyrrolidyl C=S Cl 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=S Cl piperidino-(1-position only) C=O Cl
（Me）
2-N C＝S Br （Me）
2-N C＝O Cl
（Me）
2-N C＝O Br （Me）
2-N C＝O Cl
1-pyrrolidyl C=O Br 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=O Br piperidino-(1-position only) C=O Cl
OEt C＝O Cl OEt C＝O Cl
O-i-Pr C＝O Cl O-i-Pr C＝O Cl
O-t-Bu C＝O Cl O-t-Bu C＝O Cl
OEt C＝O Cl （Me）
2-N C＝O Cl
OEt C＝O Br OEt C＝O Br
CH
3C＝O Cl CH
3C＝O Cl
BrCH
2- C＝O Cl BrCH
2- C＝O Cl
CH
3OCH
2CH
2O C＝O Cl CH
3OCH
2CH
2O C＝O Cl
CF
3CH
2O C＝O Cl CF
3CH
2O C＝O Cl
J E X J
1E
1X
1
CH
3OCH
2- C＝O Cl CH
3OCH
2C＝O Cl
Ph C＝O Cl Ph C＝O Cl
Ph C＝O Br Ph C＝O Br
Ph C＝O Br Ph C＝O Cl
4-Cl-Ph C＝O Cl 4-Cl-Ph C＝O Cl
4-Cl-Ph C＝O Br 4-Cl-Ph C＝O Cl
2，4-F-Ph C＝O Cl 2，4-F-Ph C＝O Cl
4-Me-Ph C＝O Cl 4-Me-Ph C＝O Cl
4-CH
3O-Ph C＝O Cl 4-CH
3O-Ph C＝O Cl
4-CN-Ph C＝O Cl 4-CN-Ph C＝O Cl
2，4-F-Ph C＝O Cl 4-CN-Ph C＝O Cl
Ph C＝O Br 4-Cl-Ph C＝O Cl
4-NO
2-Ph C＝O Cl 4-NO
2-Ph C＝O Cl
- CN Cl - CN Cl
（Me）
2-N C＝O SO
2（2-（Me）
2-N C＝O SO
2（2-
Cl Ph） Cl Ph）
Table 11
J E X J
1E
1X
1
（Me）
2-N C＝O Cl （Me）
2-N C＝O Cl
1-pyrrolidyl C=O Cl 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=O Cl piperidino-(1-position only) C=O Cl
2,6-two-Me-3,3 '-two-Me
Morpholino C=O Cl-piperidino-(1-position only) C=O Cl
3-Me-piperidino-(1-position only) C=O Cl 3-Me-piperidino-(1-position only) C=O Cl
3,3 '-two-Me 3,3 '-two-Me
-piperidino-(1-position only) C=O Cl-piperidino-(1-position only) C=O Cl
Me-NH C＝O Cl Me-NH C＝O Cl
（Et）
2-N C＝O Cl （Et）
2-N C＝O Cl
Me，i-Pr-N C＝O Cl Me，i-Pr-N C＝O Cl
（MeOCH
2CH
2）
2-N C＝O Cl （MeOCH
2CH
2）
2-N C＝O Cl
（Me）
2-N C＝S Cl （Me）
2-N C＝S Cl
1-pyrrolidyl C=S Cl 1-pyrrolidyl C=S Cl
Piperidino-(1-position only) C=S Cl piperidino-(1-position only) C=S Cl
J E X J
1E
1X
1
3,3 '-two-3,3 '-two-
Me-piperidino-(1-position only) C=S Cl Me-piperidino-(1-position only) C=S Cl
t-Bu-NH C＝O Cl t-Bu-NH C＝O Cl
CF
3CH
2-NH C＝O Cl CF
3CH
2-NH C＝O Cl
（Me）
2-N C＝O Br （Me）
2-N C＝O Br
1-pyrrolidyl C=O Br 1-pyrrolidyl C=O Br
Piperidino-(1-position only) C=O Br piperidino-(1-position only) C=O Cl
H
2N C＝O Cl H
2N C＝O Cl
H
2N C＝S Cl H
2N C＝S Cl
H
2N C＝S Cl H
2N C＝O Cl
（Me）
2-N C＝S Cl （Me）
2-N C＝O Cl
1-pyrrolidyl C=S Cl 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=S Cl piperidino-(1-position only) C=O Cl
（Me）
2-N C＝S Br （Me）
2-N C＝O Cl
（Me）
2-N C＝O Br （Me）
2-N C＝O Cl
1-pyrrolidyl C=O Br 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=O Br piperidino-(1-position only) C=O Cl
OEt C＝O Cl OEt C＝O Cl
O-i-Pr C＝O Cl O-i-Pr C＝O Cl
O-t-Bu C＝O Cl O-t-Bu C＝O Cl
OEt C＝O Cl （Me）
2-N C＝O Cl
OEt C＝O Br OEt C＝O Br
CH
3C＝O Cl CH
3C＝O Cl
J E X J
1E
1X
1
BrCH
2- C＝O Cl BrCH
2- C＝O Cl
CH
3OCH
2CH
2O C＝O Cl CH
3OCH
2CH
2O C＝O Cl
CF
3CH
2O C＝O Cl CF
3CH
2O C＝O Cl
CH
3OCH
2- C＝O Cl CH
3OCH
2C＝O Cl
Ph C＝O Cl Ph C＝O Cl
Ph C＝O Br Ph C＝O Br
Ph C＝O Br Ph C＝O Cl
4-Cl-Ph C＝O Cl 4-Cl-Ph C＝O Cl
4-Cl-Ph C＝O Br 4-Cl-Ph C＝O Cl
2，4-F-Ph C＝O Cl 2，4-F-Ph C＝O Cl
4-Me-Ph C＝O Cl 4-Me-Ph C＝O Cl
4-CH
3O-Ph C＝O Cl 4-CH
3O-Ph C＝O Cl
4-CN-Ph C＝O Cl 4-CN-Ph C＝O Cl
2，4-F-Ph C＝O Cl 4-CN-Ph C＝O Cl
Ph C＝O Br 4-Cl-Ph C＝O Cl
4-NO
2-Ph C＝O Cl 4-NO
2-Ph C＝O Cl
- CN Cl - CN Cl
（Me）
2-N C＝O SO
2（2- （Me）
2-N C＝O SO
2（2
Cl Ph） -Cl Ph）
Table 12
J E X J
1E
1X
1
（Me）
2-N C＝O Cl （Me）
2-N C＝O Cl
1-pyrrolidyl C=O Cl 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=O Cl piperidino-(1-position only) C=O Cl
2,6-two-Me-3,3 '-two-Me
Morpholino C=O Cl-piperidino-(1-position only) C=O Cl
3-Me-piperidino-(1-position only) C=O Cl 3-Me-piperidino-(1-position only) C=O Cl
3,3 '-two-Me 3,3 '-two-Me
-piperidino-(1-position only) C=O Cl-piperidino-(1-position only) C=O Cl
Me-NH C＝O Cl Me-NH C＝O Cl
（Et）
2-N C＝O Cl （Et）
2-N C＝O Cl
Me，i-Pr-N C＝O Cl Me，i-Pr-N C＝O Cl
（MeOCH
2CH
2）
2-N C＝O Cl （MeOCH
2CH
2）
2-N C＝O Cl
（Me）
2-N C＝S Cl （Me）
2-N C＝S Cl
1-pyrrolidyl C=S Cl 1-pyrrolidyl C=S Cl
Piperidino-(1-position only) C=S Cl piperidino-(1-position only) C=S Cl
3,3 '-two-Me 3,3 '-two-Me
-piperidino-(1-position only) C=S Cl-piperidino-(1-position only) C=S Cl
t-Bu-NH C＝O Cl t-Bu-NH C＝O Cl
J E X J
1E
1X
1
CF
3CH
2-NH C＝O Cl CF
3CH
2-NH C＝O Cl
（Me）
2-N C＝O Br （Me）
2-N C＝O Br
1-pyrrolidyl C=O Br 1-pyrrolidyl C=O Br
Piperidino-(1-position only) C=O Br piperidino-(1-position only) C=O Cl
H
2N C＝O Cl H
2N C＝O Cl
H
2N C＝S Cl H
2N C＝S Cl
H
2N C＝S Cl H
2N C＝O Cl
（Me）
2-N C＝S Cl （Me）
2-N C＝O Cl
1-pyrrolidyl C=S Cl 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=S Cl piperidino-(1-position only) C=O Cl
（Me）
2-N C＝S Br （Me）
2-N C＝O Cl
（Me）
2-N C＝O Br （Me）
2-N C＝O Cl
1-pyrrolidyl C=O Br 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=O Br piperidino-(1-position only) C=O Cl
OEt C＝O Cl OEt C＝O Cl
O-i-Pr C＝O Cl O-i-Pr C＝O Cl
O-t-Bu C＝O Cl O-t-Bu C＝O Cl
OEt C＝O Cl （Me）
2-N C＝O Cl
OEt C＝O Br OEt C＝O Br
CH
3C＝O Cl CH
3C＝O Cl
BrCH
2- C＝O Cl BrCH
2- C＝O Cl
CH
3OCH
2CH
2O C＝O Cl CH
3OCH
2CH
2O C＝O Cl
CF
3CH
2O C＝O Cl CF
3CH
2O C＝O Cl
J E X J
1E
1X
1
CH
3OCH
2- C＝O Cl CH
3OCH
2C＝O Cl
Ph C＝O Cl Ph C＝O Cl
Ph C＝O Br Ph C＝O Br
Ph C＝O Br Ph C＝O Cl
4-Cl-Ph C＝O Cl 4-Cl-Ph C＝O Cl
4-Cl-Ph C＝O Br 4-Cl-Ph C＝O Cl
2，4-F-Ph C＝O Cl 2，4-F-Ph C＝O Cl
4-Me-Ph C＝O Cl 4-Me-Ph C＝O Cl
4-CH
3O-Ph C＝O Cl 4-CH
3O-Ph C＝O Cl
4-CN-Ph C＝O Cl 4-CN-Ph C＝O Cl
2，4-F-Ph C＝O Cl 4-CN-Ph C＝O Cl
Ph C＝O Br 4-Cl-Ph C＝O Cl
4-NO
2-Ph C＝O Cl 4-NO
2-Ph C＝O Cl
- CN Cl - CN Cl
Table 13
3,5-two-Me-piperidines 3,5-two-Me-piperidines
Subbase Cl H subbase Cl
CH
3NH-CO Cl H CH
3NH-CO Cl
（Et）
2-N-CO Cl H （Et）
2-N-CO Cl
3-Me-piperidino-(1-position only) Cl H 3-Me-piperidino-(1-position only) Cl
1-pyrrolidyl-CO Cl H (Me)
2-N-CO Cl
Ph Cl H Ph Cl
Ph Cl H （Me）
2-N-CO Cl
4-Me-Ph Cl H 4-Me-Ph Cl
4-CN-Ph Cl H 4-CN-Ph Cl
2，4-Cl-Ph Cl H 2，4-Cl-Ph Cl
Ph Br H Ph Br
PhSO
2- Cl PhSO
2- Cl
（Me）
2-N-CO Cl Cl （Me）
2-N-CO Cl
Piperidino-(1-position only)-CO Cl Cl piperidino-(1-position only)-CO Cl
1-pyrrolidyl-CO Cl CN 1-pyrrolidyl-CO Cl
Table 14
G X R G
1X
1
（Me）
2N-CO Cl H （Me）
2N-CO Cl
1-pyrrolidyl-CO Cl H 1-pyrrolidyl-CO Cl
Piperidino-(1-position only)-CO Cl H piperidino-(1-position only)-CO Cl
Ph-CO Cl H Ph-CO Cl
4-OCH
3-Ph-CO Cl H 4-OCH
3-Ph-CO Cl
Ph-CO Br H Ph-CO Br
PhSO
2- Cl H PhSO
2- Cl
（Me）
2-N-CO Cl Cl （Me）
2-N-CO Cl
1-pyrrolidyl-CO Cl Cl piperidino-(1-position only)-CO Cl
3,5-two-Me-3,5-two-Me-
Quinoline generation-CO Cl Cl quinoline generation-CO Cl
3,5-two-Me-piperazine 3,5-two-Me-piperazine
Pyridine subbase-CO Cl Cl pyridine subbase-CO Cl
CO
2-i-Pr Cl Cl CO
2-i-Pr Cl
Ph-CO Cl Cl Ph-CO Cl
（Et）
2-N-CO Cl Cl （Me）
2-N-CO Cl
Table 14(is continuous)
G X R G
1X
1
（Me）
2-N-CO Cl H （Me）
2-N-CO Cl
CO
2-Et Cl H CO
2-Et Cl
CO
2-Bu Cl H CO
2-Bu Cl
CO
2-CH
2CF
3Cl H CO
2-CH
2CF
3Cl
CH
3-CO Cl H CH
3-CO Cl
Br-CH
2-CO Cl H Br-CH
2-CO Cl
Table 15
J E X J
1E
1X
1
（Me）
2-N C＝O Cl （Me）
2-N C＝O Cl
1-pyrrolidyl C=O Cl 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=O Cl piperidino-(1-position only) C=O Cl
2,6-two-Me-3,3 '-two-Me
Morpholino C=O Cl-piperidino-(1-position only) C=O Cl
3-Me-piperidino-(1-position only) C=O Cl 3-Me-piperidino-(1-position only) C=O Cl
3,3 '-two-Me 3,3 '-two-Me
-piperidino-(1-position only) C=O Cl-piperidino-(1-position only) C=O Cl
Me-NH C＝O Cl Me-NH C＝O Cl
（Et）
2-N C＝O Cl （Et）
2-N C＝O Cl
Me，i-Pr-N C＝O Cl Me，i-Pr-N C＝O Cl
（MeOCH
2CH
2）
2-N C＝O Cl （MeOCH
2CH
2）
2-N C＝O Cl
（Me）
2-N C＝S Cl （Me）
2-N C＝S Cl
1-pyrrolidyl C=S Cl 1-pyrrolidyl C=S Cl
Piperidino-(1-position only) C=S Cl piperidino-(1-position only) C=S Cl
3,3 '-two-Me 3,3 '-two-Me
-piperidino-(1-position only) C=S Cl-piperidino-(1-position only) C=S Cl
t-Bu-NH C＝O Cl t-Bu-NH C＝O Cl
CF
3CH
2-NH C＝O Cl CF
3CH
2-NH C＝O Cl
J E X J
1E
1X
1
（Me）
2-N C＝O Br （Me）
2-N C＝O Br
1-pyrrolidyl C=O Br 1-pyrrolidyl C=O Br
Piperidino-(1-position only) C=O Br piperidino-(1-position only) C=O Br
H
2N C＝O Cl H
2N C＝O Cl
H
2N C＝S Cl H
2N C＝S Cl
H
2N C＝S Cl H
2N C＝O Cl
（Me）
2-N C＝S Cl （Me）
2-N C＝O Cl
1-pyrrolidyl C=S Cl 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=S Cl piperidino-(1-position only) C=O Cl
（Me）
2-N C＝S Br （Me）
2-N C＝O Cl
（Me）
2-N C＝O Br （Me）
2-N C＝O Cl
1-pyrrolidyl C=O Br 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=O Br piperidino-(1-position only) C=O Cl
OEt C＝O Cl OEt C＝O Cl
O-i-Pr C＝O Cl O-i-Pr C＝O Cl
O-t-Bu C＝O Cl O-t-Bu C＝O Cl
OEt C＝O Cl （Me）
2-N C＝O Cl
OEt C＝O Br OEt C＝O Br
CH
3C＝O Cl CH
3C＝O Cl
BrCH
2- C＝O Cl BrCH
2- C＝O Cl
CH
3OCH
2CH
2O C＝O Cl CH
3OCH
2CH
2O C＝O Cl
CF
3CH
2O C＝O Cl CF
3CH
2O C＝O Cl
CH
3OCH
2- C＝O Cl CH
3OCH
2C＝O Cl
J E X J
1E
1X
1
Ph C＝O Cl Ph C＝O Cl
Ph C＝O Br Ph C＝O Br
Ph C＝O Br Ph C＝O Cl
4-Cl-Ph C＝O Cl 4-Cl-Ph C＝O Cl
4-Cl-Ph C＝O Br 4-Cl-Ph C＝O Cl
2，4-F-Ph C＝O Cl 2，4-F-Ph C＝O Cl
4-Me-Ph C＝O Cl 4-Me-Ph C＝O Cl
4-CH
3O-Ph C＝O Cl 4-CH
3O-Ph C＝O Cl
4-CN-Ph C＝O Cl 4-CN-Ph C＝O Cl
2，4-F-Ph C＝O Cl 4-CN-Ph C＝O Cl
Ph C＝O Br 4-Cl-Ph C＝O Cl
4-NO
2-Ph C＝O Cl 4-NO
2-Ph C＝O Cl
- CN Cl - CN Cl
- CN Cl （Me）
2-N C＝O Cl
- CH
3SO
2Cl - CH
3SO
2Cl
- PhSO
2Cl - PhSO
2Cl
- CN Cl （Me）
2-N C＝O Cl
- CN Cl OEt C＝O Cl
Table 16
3-CN-Ph-CO Br H 3-CN-Ph-CO Br
Ph-S Cl H Ph-S- Cl
1-pyrrolidyl-CO Cl CH
31-pyrrolidyl-CO Cl
1-pyrrolidyl-CO Cl CH
3(Me)
2-N-CO Cl
Piperidino-(1-position only)-CO Cl CH
3Piperidino-(1-position only)-CO Cl
1-pyrrolidyl-CO Cl CH
31-pyrrolidyl-CS Cl
1-pyrrolidyl-CS Cl CH
31-pyrrolidyl-CS Cl
Ph-SO
2- Cl CH
3Ph-SO
2- Cl
G X R G
1X
1
（Et）
2-N-CO Cl CH
3（Et）
2-N-CO Cl
（Et）
2-N-CO Cl CH
3（Me）
2-N-CO Cl
（Et）
2-N-CO Cl F （Et）
2-N-CO Cl
Table 17
J E X J
1E
1X
1
（Me）
2-N C＝O Cl （Me）
2-N C＝O Cl
1-pyrrolidyl C=O Cl 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=O Cl piperidino-(1-position only) C=O Cl
2,6-two-Me-3,3 '-two-Me
Morpholino C=O Cl-piperidino-(1-position only) C=O Cl
3-Me-piperidino-(1-position only) C=O Cl 3-Me-piperidino-(1-position only) C=O Cl
3,3 '-two-Me 3,3 '-two-Me
-piperidino-(1-position only) C=O Cl-piperidino-(1-position only) C=O Cl
Me-NH C＝O Cl Me-NH C＝O Cl
（Et）
2-N C＝O Cl （Et）
2-N C＝O Cl
Me，i-Pr-N C＝O Cl Me，i-Pr-N C＝O Cl
（MeOCH
2CH
2）
2-N C＝O Cl （MeOCH
2CH
2）
2-N C＝O Cl
（Me）
2-N C＝S Cl （Me）
2-N C-S Cl
1-pyrrolidyl C=S Cl 1-pyrrolidyl C=S Cl
Piperidino-(1-position only) C=S Cl piperidino-(1-position only) C=S Cl
3,3 '-two-Me 3,3 '-two-Me
-piperidino-(1-position only) C=S Cl-piperidino-(1-position only) C=S Cl
t-Bu-NH C＝O Cl t-Bu-NH C＝O Cl
CF
3CH
2-NH C＝O Cl CF
3CH
2-NH C＝O Cl
J E X J
1E
1X
1
（Me）
2-N C＝O Br （Me）
2-N C＝O Br
1-pyrrolidyl C=O Br 1-pyrrolidyl C=O Br
Piperidino-(1-position only) C=O Br piperidino-(1-position only) C=O Br
H
2N C＝O Cl H
2N C＝O Cl
H
2N C＝S Cl H
2N C＝S Cl
H
2N C＝S Cl H
2N C＝O Cl
（Me）
2-N C＝S Cl （Me）
2-N C＝O Cl
1-pyrrolidyl C=S Cl 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=S Cl piperidino-(1-position only) C=O Cl
（Me）
2-N C＝S Br （Me）
2-N C＝O Cl
（Me）
2-N C＝O Br （Me）
2-N C＝O Cl
1-pyrrolidyl C=O Br 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=O Br piperidino-(1-position only) C=O Cl
OEt C＝O Cl OEt C＝O Cl
O-i-Pr C＝O Cl O-i-Pr C＝O Cl
O-t-Bu C＝O Cl O-t-Bu C＝O Cl
OEt C＝O Cl （Me）
2-N C＝O Cl
OEt C＝O Br OEt C＝O Br
CH
3C＝O Cl CH
3C＝O Cl
BrCH
2- C＝O Cl BrCH
2- C＝O Cl
CH
3OCH
2CH
2O C＝O Cl CH
3OCH
2CH
2O C＝O Cl
CF
3CH
2O C＝O Cl CF
3CH
2O C＝O Cl
CH
3OCH
2- C＝O Cl CH
3OCH
2C＝O Cl
J E X J
1E
1X
1
Ph C＝O Cl Ph C＝O Cl
Ph C＝O Br Ph C＝O Br
Ph C＝O Br Ph C＝O Cl
4-Cl-Ph C＝O Cl 4-Cl-Ph C＝O Cl
4-Cl-Ph C＝O Br 4-Cl-Ph C＝O Cl
2，4-F-Ph C＝O Cl 2，4-F-Ph C＝O Cl
4-Me-Ph C＝O Cl 4-Me-Ph C＝O Cl
4-CH
3O-Ph C＝O Cl 4-CH
3O-Ph C＝O Cl
4-CN-Ph C＝O Cl 4-CN-Ph C＝O Cl
2，4-F-Ph C＝O Cl 4-CN-Ph C＝O Cl
Ph C＝O Br 4-Cl-Ph C＝O Cl
4-NO
2-Ph C＝O Cl 4-NO
2-Ph C＝O Cl
- CN Cl - CN Cl
Table 18
J E X J
1E
1X
1
（Me）
2-N C＝O Cl （Me）
2-N C＝O Cl
1-pyrrolidyl C=O Cl 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=O Cl piperidino-(1-position only) C=O Cl
2,6-two-3,3 '-two-
Me-morpholino C=O Cl Me-
Pyridine subbase C=O Cl
3-me- 3-Me-
Piperidino-(1-position only) C=O Cl piperidino-(1-position only) C=O Cl
3,3 '-two-3,3 '-two-
Me-piperidino-(1-position only) C=O Cl Me-piperidino-(1-position only) C=O Cl
Me-NH C＝O Cl Me-NH C＝O Cl
（Et）
2-N C＝O Cl （Et）
2-N C＝O Cl
Me，i-pr-N C＝O Cl Me，i-pr-N C＝O Cl
（MeOCH
2CH
2）
2-N C＝O Cl （MeOCH
2CH
2）
2-N C＝O Cl
（Me）
2-N C＝S Cl （Me）
2-N C＝S Cl
1-pyrrolidyl C=S Cl 1-pyrrolidyl C=S Cl
Piperidino-(1-position only) C=S Cl piperidino-(1-position only) C=S Cl
J E X J
1E
1X
1
3,3 '-two-3,3 '-two-
Me-piperidino-(1-position only) C=S Cl me-piperidino-(1-position only) C=S Cl
t-Bu-NH C＝O Cl t-Bu-NH C＝O Cl
CF
3CH
2-NH C＝O Cl CF
3CH
2-NH C＝O Cl
（Me）
2-N C＝O Br（Me）
2-N C＝O Br
1-pyrrolidyl C=O Br 1-pyrrolidyl C=O Br
Piperidino-(1-position only) C=O Br piperidino-(1-position only) C=O Br
H
2N C＝O Cl H
2N C＝O Cl
H
2N C＝S Cl H
2N C＝S Cl
H
2N C＝S Cl H
2N C＝O Cl
（Me）
2-N C＝S Cl （Me）
2-N C＝O Cl
1-pyrrolidyl C=S Cl 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=S Cl piperidino-(1-position only) C=O Cl
（Me）
2-N C＝S Br （Me）
2-N C＝O Cl
（Me）
2-N C＝O Br （Me）
2-N C＝O Cl
1-pyrrolidyl C=O Br 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=O Br piperidino-(1-position only) C=O Cl
OEt C＝O Cl OEt C＝O Cl
O-i-pr C＝O Cl O-i-pr C＝O Cl
O-t-Bu C＝O Cl O-t-Bu C＝O Cl
OEt C＝O Cl （Me）
2-N C＝O Cl
OEt C＝O Br OEt C＝O Br
CH
3C＝O Cl CH
3C＝O Cl
J E X J
1E
1X
1
BrCH
2- C＝O Cl BrCH
2- C＝O Cl
CH
3OCH
2CH
2O C＝O Cl CH
3OCH
2CH
2O C＝O Cl
CF
3CH
2O C＝O Cl CF
3CH
2O C＝O Cl
CH
3OCH
2- C＝O Cl CH
3OCH
2C＝O Cl
ph C＝O Cl ph C＝O Cl
ph C＝O Br ph C＝O Br
ph C＝O Br ph C＝O Cl
4-Cl-ph C＝O Cl 4-Cl-ph C＝O Cl
4-Cl-ph C＝O Br 4-Cl-ph C＝O Cl
2，4-F-ph C＝O Cl 2，4-F-ph C＝O Cl
4-Me-ph C＝O Cl 4-Me-ph C＝O Cl
4-CH
3O-ph C＝O Cl 4-CH
3O-ph C＝O Cl
4-CN-ph C＝O Cl 4-CN-ph C＝O Cl
2，4-F-ph C＝O Cl 4-CN-ph C＝O Cl
ph C＝O Br 4-Cl-ph C＝O Cl
4-NO
2-ph C＝O Cl 4-NO
2-ph C＝O Cl
- CN Cl - CN Cl
Table 19
J E X J
1E
1X
1
（Me）
2-N C＝O Cl （Me）
2-N C＝O Cl
1-pyrrolidyl C=O Cl 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=O Cl piperidino-(1-position only) C=O Cl 2,6-two-Cl 3,3 '-two-
Me-morpholino C=O Cl Me-piperidino-(1-position only) C=O Cl
3-Me- Cl 3-Me-
Piperidino-(1-position only) C=O Cl piperidino-(1-position only) C=O Cl
3,3 '-two-3,3 '-two-
Me-piperidino-(1-position only) C=O Cl Me-piperidino-(1-position only) C=O Cl
Me-NH C＝O Cl Me-NH C＝O Cl
（Et）
2-N C＝O Cl （Et）
2-N C＝O Cl
Me，i-pr-N C＝O Cl Me，i-pr-N C＝O Cl
（MeOCH
2CH
2）
2-N C＝O Cl （MeOCH
2CH
2）
2-N C＝O Cl
（Me）
2-N C＝S Cl （Me）
2-N C＝S Cl
1-pyrrolidyl C=S Cl 1-pyrrolidyl C=S Cl
Piperidino-(1-position only) C=S Cl piperidino-(1-position only) C=S Cl
3,3 '-two-3,3 '-two-
Me-piperidino-(1-position only) C=S Cl Me-piperidino-(1-position only) C=S Cl
J E X
1J
1E
1
t-Bu-NH C＝O Cl t-Bu-NH C＝O Cl
CF
3CH
2-NH C＝O Cl CF
3CH
2-NH C＝O Cl
（Me）
2-N C＝O Br （Me）
2-N C＝O Br
1-pyrrolidyl C=O Br 1-pyrrolidyl C=O Br
Piperidino-(1-position only) C=O Br piperidino-(1-position only) C=O Br
H
2N C＝O Cl H
2N C＝O Cl
H
2N C＝S Cl H
2N C＝S Cl
H
2N C＝S Cl H
2N C＝O Cl
（Me）
2-N C＝S Cl （Me）
2-N C＝O Cl
1-pyrrolidyl C=S Cl 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=S Cl piperidino-(1-position only) C=O Cl
（Me）
2-N C＝S Br （Me）
2-N C＝O Cl
（Me）
2-N C＝O Br （Me）
2-N C＝O Cl
1-pyrrolidyl C=O Br 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=O Br piperidino-(1-position only) C=O Cl
OEt C＝O Cl OEt C＝O Cl
O-i-pr C＝O Cl O-i-pr C＝O Cl
O-t-Bu C＝O Cl O-t-Bu C＝O Cl
OEt C＝O Cl （Me）
2-N C＝O Cl
OEt C＝O Br OEt C＝O Br
CH
3C＝O Cl CH
3C＝O Cl
BrCH
2C＝O Cl BrCH
2- C＝O Cl
J E X J
1E
1X
1
CH
3OCH
2CH
2O C＝O Cl CH
3OCH
2CH
2O C＝O Cl
CF
3CH
2O C＝O Cl CF
3CH
2O C＝O Cl
CH
3OCH
2- C＝O Cl CH
3OCH
2C＝O Cl
ph C＝O Cl ph C＝O Cl
ph C＝O Br ph C＝O Br
ph C＝O Br ph C＝O Cl
4-Cl-ph C＝O Cl 4-Cl-ph C＝O Cl
4-Cl-ph C＝O Br 4-Cl-ph C＝O Cl
2，4-F-ph C＝O Cl 2，4-F-ph C＝O Cl
4-Me-ph C＝O Cl 4-Me-ph C＝O Cl
4-CH
3O-ph C＝O Cl 4-CH
3O-ph C＝O Cl
4-CN-ph C＝O Cl 4-CN-ph C＝O Cl
2，4-F-ph C＝O Cl 4-CN-ph C＝O Cl
ph C＝O Br 4-Cl-ph C＝O Cl
4-NO
2-ph C＝O Cl 4-NO
2-ph C＝O Cl
- CN Cl - CN Cl
- CN Cl （Me）
2-N C＝O Cl
- CH
3SO
2Cl - CH
3SO
2Cl
- PhSO
3Cl - phSO
2Cl
- CN Cl （Me）
2-N C＝O Cl
- CN Cl OEt C＝O Cl
Table 20
G X R G
1X
1
1-pyrrolidyl-CO Cl H 1-pyrrolidyl-CO Cl
Piperidino-(1-position only)-CO Cl H piperidino-(1-position only)-CO Cl
ph Cl H ph Cl
4-OCH
3-ph Cl H 4-OCH
3-ph Cl
ph Br H ph Br
phSO
2- Cl H PhSO
2- Cl
（Me）
2-N-CO Cl Cl （Me）
2-N-CO Cl
1-pyrrolidyl-CO Cl Cl piperidino-(1-position only)-CO Cl
2,6-two-me 2,6-two-Me
-morpholino-CO Cl Cl-morpholino-CO Cl
3,5-two-Me 3,5-two-Me
Piperidino-(1-position only)-CO Cl Cl-piperidino-(1-position only)-CO Cl
CO
2-i-pr Cl Cl CO
2-i-pr Cl
ph Cl Cl ph Cl
（Et）
2-N-CO Cl Cl （Me）
2-N-CO Cl
（Me）
2-N-CO Cl H （Me）
2-N-CO Cl
CO
2-Et Cl H CO
2-Et Cl
CO
2-Bu Cl H CO
2-Bu Cl
CO
2-CH
2CF
3Cl H CO
2-CH
2CF
3Cl
CH
3-CO Cl H CH
3-CO Cl
Br-CH
2-CO Cl H Br-CH
2-CO Cl
Table 21
J E X J
1E
1X
1
（Me）
2-N C＝O Cl （Me）
2-N C＝O Cl
1-pyrrolidyl C=O Cl 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=O Cl piperidino-(1-position only) C=O Cl
2,6-two-3,3 '-two-
Me-morpholino C=O Cl Me-piperidino-(1-position only) C=O Cl
3-Me- 3-Me-
Piperidino-(1-position only) C=O Cl piperidino-(1-position only) C=O Cl
3,3 '-two-3,3 '-two-
Me-piperidino-(1-position only) C=O Cl Me-piperidino-(1-position only) C=O Cl
Me-NH C＝O Cl Me-NH C＝O Cl
（Et）
2-N C＝O Cl （Et）
2-N C＝O Cl
Me，i-pr-N C＝O Cl Me，i-pr-N C＝O Cl
（MeOCH
2CH
2）
2-N C＝O Cl （MeOCH
2CH
2）
2-N C＝O Cl
（Me）
2-N C＝S Cl （Me）
2-N C＝S Cl
1-pyrrolidyl C=S Cl 1-pyrrolidyl C=S Cl
Piperidino-(1-position only) C=S Cl piperidino-(1-position only) C=S Cl
J E X J
1E
1X
1
3,3 '-two-3,3 '-two-
Me-piperidino-(1-position only) C=S Cl Me-piperidino-(1-position only) C=S Cl
t-Bu-NH C＝O Cl t-Bu-NH C＝O Cl
CF
3CH
2-NH C＝O Cl CF
3CH
2-NH C＝O Cl
（Me）
2-N C＝O Br （Me）
2-N C＝O Br
1-pyrrolidyl C=O Br 1-pyrrolidyl C=O Br
Piperidino-(1-position only) C=O Br piperidino-(1-position only) C=O Br
H
2N C＝O Cl H
2N C＝O Cl
H
2N C＝S Cl H
2N C＝S Cl
H
2N C＝S Cl H
2N C＝O Cl
（Me）
2-N C＝S Cl （Me）
2-N C＝O Cl
1-pyrrolidyl C=S Cl 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=S Cl piperidino-(1-position only) C=O Cl
（Me）
2-N C＝S Br （Me）
2-N C＝O Cl
（Me）
2-N C＝O Br （Me）
2-N C＝O Cl
1-pyrrolidyl C=O Br 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=O Br piperidino-(1-position only) C=O Cl
OEt C＝O Cl OEt C＝O Cl
O-i-pr C＝O Cl O-i-pr C＝O Cl
O-t-Bu C＝O Cl O-t-Bu C＝O Cl
OEt C＝O Cl （Me）
2-N C＝O Cl
OEt C＝O Br OEt C＝O Br
CH
3C＝O Cl CH
3C＝O Cl
J E X J
1E
1X
1
BrCH
2- C＝O Cl BrCH
2- C＝O Cl
CH
3OCH
2CH
2O C＝O Cl CH
3OCH
2CH
2O C＝O Cl
CH
3OCH
2O C＝O Cl CF
3CH
2O C＝O Cl
CH
3OCH
2- C＝O Cl CH
3OCH
2C＝O Cl
ph C＝O Cl ph C＝O Cl
ph C＝O Br ph C＝O Br
ph C＝O Br ph C＝O Cl
4-Cl-ph C＝O Cl 4-Cl-Ph C＝O Cl
4-Cl-ph C＝O Br 4-Cl-ph C＝O Cl
2，4-F-ph C＝O Cl 2，4-F-ph C＝O Cl
4-Me-ph C＝O Cl 4-Me-ph C＝O Cl
4-CH
3O-ph C＝O Cl 4-CH
3O-ph C＝O Cl
4-CN-ph C＝O Cl 4-CN-ph C＝O Cl
2，4-F-ph C＝O Cl 4-CN-ph C＝O Cl
ph C＝O Br 4-Cl-ph C＝O Cl
4-NO
2-Ph C＝O Cl 4-NO
2-Ph C＝O Cl
- CN Cl - CN Cl
Table 22
J E X J
1E
1X
1
（Me）
2-N C＝O Cl （Me）
2-N C＝O Cl
1-pyrrolidyl C=O Cl 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=O Cl piperidino-(1-position only) C=O Cl
2,6-two-Me-3,3 '-two-Me
Morpholino C=O Cl-piperidino-(1-position only) C=O Cl
3-Me-piperidino-(1-position only) C=O Cl 3-Me-piperidino-(1-position only) C=O Cl
3,3 '-two-Me 3,3 '-two-Me
-piperidino-(1-position only) C=O Cl-piperidino-(1-position only) C=O Cl
Me-NH C＝O Cl Me-NH C＝O Cl
（Et）
2-N C＝O Cl （Et）
2-N C＝O Cl
Me，i-Pr-N C＝O Cl Me，i-Pr-N C＝O Cl
（MeOCH
2CH
2）
2-N C＝O Cl （MeOCH
2CH
2）
2-N C＝O Cl
（Me）
2-N C＝S Cl （Me）
2-N C＝S Cl
1-pyrrolidyl C=S Cl 1-pyrrolidyl C=S Cl
Piperidino-(1-position only) C=S Cl piperidino-(1-position only) C=S Cl
J E X J
1E
1X
1
3,3 '-two-3,3 '-two-
Me-piperidino-(1-position only) C=S Cl Me-piperidino-(1-position only) C=S Cl
t-Bu-NH C＝O Cl t-Bu-NH C＝O Cl
CF
3CH
2-NH C＝O Cl CF
3CH
2-NH C＝O Cl
（Me）
2-N C＝O Br （Me）
2-N C＝O Br
1-pyrrolidyl C=O Br 1-pyrrolidyl C=O Br
Piperidino-(1-position only) C=O Br piperidino-(1-position only) C=O Br
H
2N C＝O Cl H
2N C＝O Cl
H
2N C＝S Cl H
2N C＝S Cl
H
2N C＝S Cl H
2N C＝O Cl
（Me）
2-N C＝S Cl （Me）
2-N C＝O Cl
1-pyrrolidyl C=S Cl 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=S Cl piperidino-(1-position only) C=O Cl
（Me）
2-N C＝S Br （Me）
2-N C＝O Cl
（Me）
2-N C＝O Br （Me）
2-N C＝O Cl
1-pyrrolidyl C=O Br 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=O Br piperidino-(1-position only) C=O Cl
OEt C＝O Cl OEt C＝O Cl
O-i-Pr C＝O Cl O-i-Pr C＝O Cl
O-t-Bu C＝O Cl O-t-Bu C＝O Cl
OEt C＝O Cl （Me）
2-N C＝O Cl
OEt C＝O Br OEt C＝O Br
CH
3C＝O Cl CH
3C＝O Cl
J E X J
1E
1X
1
BrCH
2- C＝O Cl BrCH
2- C＝O Cl
CH
3OCH
2CH
2O C＝O Cl CH
3OCH
2CH
2O C＝O Cl
CF
3CH
2O C＝O Cl CF
3CH
2O C＝O Cl
CH
3OCH
2- C＝O Cl CH
3OCH
2C＝O Cl
Ph C＝O Cl Ph C＝O Cl
Ph C＝O Br Ph C＝O Br
Ph C＝O Br Ph C＝O Cl
4-Cl-Ph C＝O Cl 4-Cl-Ph C＝O Cl
4-Cl-Ph C＝O Br 4-Cl-Ph C＝O Cl
2，4-F-Ph C＝O Cl 2，4-F-Ph C＝O Cl
4-Me-Ph C＝O Cl 4-Me-Ph C＝O Cl
4-CH
3O-Ph C＝O Cl 4-CH
3O-Ph C＝O Cl
4-CN-Ph C＝O Cl 4-CN-Ph C＝O Cl
2，4-F-Ph C＝O Cl 4-CN-Ph C＝O Cl
Ph C＝O Br 4-Cl-Ph C＝O Cl
4-NO
2-Ph C＝O Cl 4-NO
2-Ph C＝O Cl
- CN Cl - CN Cl
Table 23
J E X J
1E
1X
1
（Me）
2-N C＝O Cl （Me）
2-N C＝O Cl
1-pyrrolidyl C=O Cl 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=O Cl piperidino-(1-position only) C=O Cl
2,6-two-Me-3,3 '-two-Me
Morpholino C=O Cl-piperidino-(1-position only) C=O Cl
3-Me-piperidino-(1-position only) C=O Cl 3-Me-piperidino-(1-position only) C=O Cl
3,3 '-two-Me 3,3 '-two-Me
-piperidino-(1-position only) C=O Cl-piperidino-(1-position only) C=O Cl
Me-NH C＝O Cl Me-NH C＝O Cl
（Et）
2-N C＝O Cl （Et）
2-N C＝O Cl
Me，i-Pr-N C＝O Cl Me，i-Pr-N C＝O Cl
（MeOCH
2CH
2）
2-N C＝O Cl （MeOCH
2CH
2）
2-N C＝O Cl
（Me）
2-N C＝S Cl （Me）
2-N C＝S Cl
1-pyrrolidyl C=S Cl 1-pyrrolidyl C=S Cl
Piperidino-(1-position only) C=S Cl piperidino-(1-position only) C=S Cl
3,3 '-two-Me 3,3 '-two-Me
-piperidino-(1-position only) C=S Cl-piperidino-(1-position only) C=S Cl
J E X J
1E
1X
1
t-Bu-NH C＝O Cl t-Bu-NH C＝O Cl
CF
3CH
2-NH C＝O Cl CF
3CH
2-NH C＝O Cl
（Me）
2-N C＝O Br （Me）
2-N C＝O Br
1-pyrrolidyl C=O Br 1-pyrrolidyl C=O Br
Piperidino-(1-position only) C=O Br piperidino-(1-position only) C=O Cl
H
2N C＝O Cl H
2N C＝O Cl
H
2N C＝S Cl H
2N C＝S Cl
H
2N C＝S Cl H
2N C＝O Cl
（Me）
2-N C＝S Cl （Me）
2-N C＝O Cl
1-pyrrolidyl C=S Cl 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=S Cl piperidino-(1-position only) C=O Cl
（Me）
2-N C＝S Br （Me）
2-N C＝O Cl
（Me）
2-N C＝O Br （Me）
2-N C＝O Cl
1-pyrrolidyl C=O Br 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=O Br piperidino-(1-position only) C=O Cl
OEt C＝O Cl OEt C＝O Cl
O-i-Pr C＝O Cl O-i-Pr C＝O Cl
OEt C＝O Cl （Me）
2-N C＝O Cl
OEt C＝O Br OEt C＝O Br
CH
3C＝O Cl CH
3C＝O Cl
BrCH
2- C＝O Cl BrCH
2- C＝O Cl
CH
3OCH
2CH
2O C＝O Cl CH
3OCH
2CH
2O C＝O Cl
CF
3CH
2O C＝O Cl CF
3CH
2O C＝O Cl
J E X J
1E X
1
CH
3OCH
2- C＝O Cl CH
3OCH
2C＝O Cl
Ph C＝O Cl Ph C＝O Cl
Ph C＝O Br Ph C＝O Br
Ph C＝O Br Ph C＝O Cl
4-Cl-Ph C＝O Cl 4-Cl-Ph C＝O Cl
4-Cl-Ph C＝O Br 4-Cl-Ph C＝O Cl
2，4-F-Ph C＝O Cl 2，4-F-Ph C＝O Cl
4-Me-Ph C＝O Cl 4-Me-Ph C＝O Cl
4-CH
3O-Ph C＝O Cl 4-CH
3O-Ph C＝O Cl
4-CN-Ph C＝O Cl 4-CN-Ph C＝O Cl
2，4-F-Ph C＝O Cl 4-CN-Ph C＝O Cl
Ph C＝O Br 4-Cl-Ph C＝O Cl
4-NO
2-Ph C＝O Cl 4-NO
2-Ph C＝O Cl
- CN Cl CN Cl
(Me)
2N C=O Cl piperidino-(1-position only) C=O Cl
(Me)
2N C=O Cl 1-pyrrolidyl C=O Cl
Table 24
J E X J
1E
1X
1
（Me）
2-N C＝O Cl （Me）
2-N C＝O Cl
1-pyrrolidyl C=O Cl 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=O Cl piperidino-(1-position only) C=O Cl
2,6-two-Me-C=O Cl 3,3 '-two-Me C=O Cl
The morpholino piperidino-(1-position only)
3-Me-piperidino-(1-position only) C=O Cl 3-Me-piperidino-(1-position only) C=O Cl
3,3 '-two-Me C=O, 3,3 '-two-Me C=O Cl
-piperidino-(1-position only)-piperidino-(1-position only)
Me-NH C＝O Cl Me-NH C＝O Cl
（Et）
2-N C＝O Cl （Et）
2-N C＝O Cl
Me，i-Pr-N C＝O Cl Me，i-Pr-N C＝O Cl
（MeOCH
2CH
2）
2-N C＝O Cl （MeOCH
2CH
2）
2-N C＝O Cl
（Me）
2-N C＝S Cl （Me）
2-N C＝S Cl
1-pyrrolidyl C=S Cl 1-pyrrolidyl C=S Cl
Piperidino-(1-position only) C=S Cl piperidino-(1-position only) C=S Cl
J E X J
1E
1X
1
3,3 '-two-Me C=S Cl, 3,3 '-two-Me C=S Cl
-piperidino-(1-position only)-piperidino-(1-position only)
t-Bu-NH C＝O Cl t-Bu-NH C＝O Cl
CF
3CH
2-NH C＝O Cl CF
3CH
2-NH C＝O Cl
（Me）
2-N C＝O Br （Me）
2-N C＝O Br
1-pyrrolidyl C=O Br 1-pyrrolidyl C=O Br
Piperidino-(1-position only) C=O Br piperidino-(1-position only) C=O Cl
H
2N C＝O Cl H
2N C＝O Cl
H
2N C＝S Cl H
2N C＝S Cl
H
2N C＝S Cl H
2N C＝O Cl
（Me）
2-N C＝S Cl （Me）
2-N C＝O Cl
1-pyrrolidyl C=S Cl 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=S Cl piperidino-(1-position only) C=O Cl
（Me）
2-N C＝S Br （Me）
2-N C＝O Cl
（Me）
2-N C＝O Br （Me）
2-N C＝O Cl
1-pyrrolidyl C=O Br 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=O Br piperidino-(1-position only) C=O Cl
OEt C＝O Cl OEt C＝O Cl
O-i-Pr C＝O Cl O-i-Pr C＝O Cl
OEt C＝O Cl （Me）
2-N C＝O Cl
OEt C＝O Br OEt C＝O Br
CH
3C＝O Cl CH
3C＝O Cl
BrCH
2- C＝O Cl BrCH
2- C＝O Cl
J E X J
1E
1X
1
CH
3OCH
2CH
2O C＝O Cl CH
3OCH
2CH
2O C＝O Cl
CF
3CH
2O C＝O Cl CF
3CH
2O C＝O Cl
CH
3OCH
2- C＝O Cl CH
3OCH
2C＝O Cl
Ph C＝O Cl Ph C＝O Cl
Ph C＝O Br Ph C＝O Br
Ph C＝O Br Ph C＝O Cl
4-Cl-Ph C＝O Cl 4-Cl-Ph C＝O Cl
4-Cl-Ph C＝O Br 4-Cl-Ph C＝O Cl
2，4-F-Ph C＝O Cl 2，4-F-Ph C＝O Cl
4-Me-Ph C＝O Cl 4-Me-Ph C＝O Cl
4-CH
3O-Ph C＝O Cl 4-CH
3O-Ph C＝O Cl
4-CN-Ph C＝O Cl 4-CN-Ph C＝O Cl
2，4-F-Ph C＝O Cl 4-CN-Ph C＝O Cl
Ph C＝O Br 4-Cl-Ph C＝O Cl
4-NO
2-Ph C＝O Cl 4-NO
2-Ph C＝O Cl
- CN Cl - CN Cl
(Me)
2N C=O Cl piperidino-(1-position only) C=O Cl
(Me)
2N C=O Cl 1-pyrrolidyl C=O Cl
Table 25
J E X J
1E
1X
1
（Me）
2-N C＝O Cl （Me）
2-N C＝O Cl
1-pyrrolidyl C=O Cl 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=O Cl piperidino-(1-position only) C=O Cl
2,6-two-Me C=O Cl 3,3 '-two-Me C=O Cl
-morpholino-piperidino-(1-position only)
3-Me-piperidino-(1-position only) C=O Cl 3-Me-piperidino-(1-position only) C=O Cl
3,3 '-two-Me C=O Cl, 3,3 '-two-Me C=O Cl
-piperidino-(1-position only)-piperidino-(1-position only)
Me-NH C＝O Cl Me-NH C＝O Cl
（Et）
2-N C＝O Cl （Et）
2-N C＝O Cl
Me，i-Pr-N C＝O Cl Me，i-Pr-N C＝O Cl
J E X J
1E
1X
1
（MeOCH
2CH
2）
2-N C＝O Cl （Me）CH
2CH
2）
2-N C＝O Cl
（Me）
2-N C＝S Cl （Me）
2-N C＝S Cl
1-pyrrolidyl C=S Cl 1-pyrrolidyl C=S Cl
Piperidino-(1-position only) C=S Cl piperidino-(1-position only) C=S Cl
3,3 '-two-Me C=S Cl, 3,3 '-two-Me C=S Cl
-piperidino-(1-position only)-piperidino-(1-position only)
t-Bu-NH C＝O Cl t-Bu-NH C＝O Cl
CF
3CH
2-NH C＝O Cl CF
3CH
2-NH C＝O Cl
（Me）
2-N C＝O Br （Me）
2-N C＝O Br
1-pyrrolidyl C=O Br 1-pyrrolidyl C=O Br
Piperidino-(1-position only) C=O Br piperidino-(1-position only) C=O Cl
H
2N C＝O Cl H
2N C＝O Cl
H
2N C＝S Cl H
2N C＝S Cl
H
2N C＝S Cl H
2N C＝O Cl
（Me）
2-N C＝S Cl （Me）
2-N C＝O Cl
1-pyrrolidyl C=S Cl 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=S Cl piperidino-(1-position only) C=O Cl
（Me）
2-N C＝S Br （Me）
2-N C＝O Cl
（Me）
2-N C＝O Br （Me）
2-N C＝O Cl
1-pyrrolidyl C=O Br 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=O Br piperidino-(1-position only) C=O Cl
OEt C＝O Cl OEt C＝O Cl
O-i-Pr C＝O Cl O-i-Pr C＝O Cl
J E X J
1E
1X
1
O-t-Bu C＝O Cl O-t-Bu C＝O Cl
OEt C＝O Cl （Me）
2-N C＝O Cl
OEt C＝O Br OEt C＝O Br
CH
3C＝O Cl CH
3C＝O Cl
BrCH
2- C＝O Cl BrCH
2- C＝O Cl
CH
3OCH
2CH
2O C＝O Cl CH
3OCH
2CH
2O C＝O Cl
CF
3CH
2O C＝O Cl CF
3CH
2O C＝O Cl
CH
3OCH
2- C＝O Cl CH
3OCH
2C＝O Cl
Ph C＝O Cl Ph C＝O Cl
Ph C＝O Br Ph C＝O Br
Ph C＝O Br Ph C＝O Cl
4-Cl-Ph C＝O Cl 4-Cl-Br C＝O Cl
4-Cl-Ph C＝O Br 4-Cl-Ph C＝O Cl
2，4-F-Ph C＝O Cl 2，4-F-Ph C＝O Cl
4-Me-Ph C＝O Cl 4-Me-Ph C＝O Cl
4-CH
3O-Ph C＝O Cl 4-CH
3O-Ph C＝O Cl
4-CN-Ph C＝O Cl 4-CN-Ph C＝O Cl
2，4-F-Ph C＝O Cl 4-CN-Ph C＝O Cl
Ph C＝O Br 4-Cl-Ph C＝O Cl
4-NO
2-Ph C＝O Cl 4-NO
2-Ph C＝O Cl
- CN Cl - CN Cl
Table 26
J E X J
1E
1X
1
（Me）
2-N C＝O Cl （Me）
2-N C＝O Cl
1-pyrrolidyl C=O Cl 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=O Cl piperidino-(1-position only) C=O Cl
2,6-two-Me C=O Cl 3,3 '-two-Me C=O Cl
-morpholino-piperidino-(1-position only)
3-Me-piperidino-(1-position only) C=O Cl 3-Me-piperidino-(1-position only) C=O Cl
3,3 '-two-Me C=O Cl, 3,3 '-two-Me C=O Cl
-piperidino-(1-position only)-piperidino-(1-position only)
Me-NH C＝O Cl Me-NH C＝O Cl
J E X J
1E
1X
1
（Et）2-N C＝O Cl （Et）
2-N C＝O Cl
Me，i-Pr-N C＝O Cl Me，i-Pr-N C＝O Cl
（MeOCH
2CH
2）
2-N C＝O Cl （MeOCH
2CH
2）
2-N C＝O Cl
（Me）
2-N C＝S Cl （Me）
2-N C＝S Cl
1-pyrrolidyl C=S Cl 1-pyrrolidyl C=S Cl
Piperidino-(1-position only) C=S Cl piperidino-(1-position only) C=S Cl
3,3 '-two-Me C=S Cl, 3,3 '-two-Me C=S Cl
Piperazine stator phenylpiperidines subbase
t-Bu-NH C＝O Cl t-Bu-NH C＝O Cl
CF
3CH
2-NH C＝O Cl CF
3CH
2-NH C＝O Cl
（Me）
2-N C＝O Br （Me）
2-N C＝O Br
1-pyrrolidyl C=O Br 1-pyrrolidyl C=O Br
Piperidino-(1-position only) C=O Br piperidino-(1-position only) C=O Cl
H
2N C＝O Cl H
2N C＝O Cl
H
2N C＝S Cl H
2M C＝S Cl
H
2N C＝S Cl H
2N C＝O Cl
（Me）
2-N C＝S Cl （Me）
2-N C＝O Cl
1-pyrrolidyl C=S Cl 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=S Cl piperidino-(1-position only) C=O Cl
（Me）
2-N C＝S Br （Me）
2-N C＝O Cl
（Me）
2-N C＝O Br （Me）
2-N C＝O Cl
1-pyrrolidyl C=O Br 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=O Br piperidino-(1-position only) C=O Cl
OEt C＝O Cl OEt C＝O Cl
J E X J
1E
1X
1
O-i-Pr C＝O Cl O-i-Pr C＝O Cl
O-t-Bu C＝O Cl O-t-Bu C＝O Cl
OEt C＝O Cl （Me）
2-N C＝O Cl
OEt C＝O Br OEt C＝O Br
CH
3C＝O Cl CH
3C＝O Cl
BrCH
2- C＝O Cl BrCH
2- C＝O Cl
CH
3OCH
2CH
2O C＝O Cl CH
3OCH
2CH
2O C＝O Cl
CF
3CH
2O- C＝O Cl CF
3CH
2O C＝O Cl
CH
3OCH
2- C＝O Cl CH
3OCH
2C＝O Cl
Ph C＝O Cl Ph C＝O Cl
Ph C＝O Br Ph C＝O Br
Ph C＝O Br Ph C＝O Cl
4-Cl-Ph C＝O Cl 4-Cl-Ph C＝O Cl
4-Cl-Ph C＝O Br 4-Cl-Ph C＝O Cl
2，4-F-Ph C＝O Cl 2，4-F-Ph C＝O Cl
4-Me-Ph C＝O Cl 4-Me-Ph C＝O Cl
4-CH
3O-Ph C＝O Cl 4-CH
3O-Ph C＝O Cl
4-CN-Ph C＝O Cl 4-CN-Ph C＝O Cl
2，4-F-Ph C＝O Cl 4-CN-Ph C＝O Cl
Ph C＝O Br 4-Cl-Ph C＝O Cl
4-NO
2-Ph C＝O Cl 4-NO
2-Ph C＝O Cl
- CN Cl - CN Cl
Table 27
J E X J
1E
1X
1
（Me）
2-N C＝O Cl （Me）
2-N C＝O Cl
1-pyrrolidyl C=O Cl 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=O Cl piperidino-(1-position only) C=O Cl
2,6-two-Me C=O Cl 3,3 '-two-Me C=O Cl
-morpholino-piperidino-(1-position only)
3-Me-piperidino-(1-position only) C=O Cl 3-Me-piperidino-(1-position only) C=O Cl
3,3 '-two-Me C=O Cl, 3,3 '-two-Me C=O Cl
-piperidino-(1-position only)-piperidino-(1-position only)
Me-NH C＝O Cl Me-NH C＝O Cl
J E X J
1X
1
（Et）
2-N C＝O Cl （Et）
2-N C＝O Cl
Me，i-Pr-N C＝O Cl Me，i-Pr-N C＝O Cl
（MeOCH
2CH
2）
2-N C＝O Cl （MeOCH
2CH
2）
2-N C＝O Cl
（Me）
2-N C＝S Cl （Me）
2-N C＝S Cl
1-pyrrolidyl C=S Cl 1-pyrrolidyl C=S Cl
Piperidino-(1-position only) C=S Cl piperidino-(1-position only) C=S Cl
3,3 '-two-Me C=S Cl, 3,3 '-two-Me C=S Cl
-piperidino-(1-position only)-piperidino-(1-position only)
t-Bu-NH C＝O Cl t-Bu-NH C＝O Cl
CF
3CH
2-NH C＝O Cl CF
3CH
2-NH C＝O Cl
（Me）
2-N C＝O Br （Me）
2-N C＝O Br
1-pyrrolidyl C=O Br 1-pyrrolidyl C=O Br
Piperidino-(1-position only) C=O Br piperidino-(1-position only) C=O Cl
H
2N C＝O Cl H
2N C＝O Cl
H
2N C＝S Cl H
2N C＝S Cl
H
2N C＝S Cl H
2N C＝O Cl
（Me）
2-N C＝S Cl （Me）
2-N C＝O Cl
1-pyrrolidyl C=S Cl 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=S Cl piperidino-(1-position only) C=O Cl
（Me）
2-N C＝S Br （Me）
2-N C＝O Cl
（Me）
2-N C＝O Br （Me）
2-N C＝O Cl
1-pyrrolidyl C=O Br 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=O Br piperidino-(1-position only) C=O Cl
J E X J
1E
1X
1
OEt C＝O Cl OEt C＝O Cl
O-i-Pr C＝O Cl O-i-Pr C＝O Cl
O-t-Bu C＝O Cl O-t-Bu C＝O Cl
OEt C＝O Cl （Me）
2-N C＝O Cl
OEt C＝O Br OEt C＝O Br
CH
3C＝O Cl CH
3C＝O Cl
BrCH
3- C＝O Cl BrCH
2- C＝O Cl
CH
3OCH
2CH
2O C＝O Cl CH
3OCH
2CH
2O C＝O Cl
CF
3CH
2O C＝O Cl CF
3CH
2O C＝O Cl
CH
3OCH
2- C＝O Cl CH
3OCH
2C＝O Cl
Ph C＝O Cl Ph C＝O Cl
Ph C＝O Br Ph C＝O Br
Ph C＝O Br Ph C＝O Cl
4-Cl-Ph C＝O Cl 4-Cl-Ph C＝O Cl
4-Cl-Ph C＝O Br 4-Cl-Ph C＝O Cl
2，4-F-Ph C＝O Cl 2，4-F-Ph C＝O Cl
4-Me-Ph C＝O Cl 4-Me-Ph C＝O Cl
4-CH
3O-Ph C＝O Cl 4-CH
3O-Ph C＝O Cl
4-CN-Ph C＝O Cl 4-CN-Ph C＝O Cl
2，4-F-Ph C＝O Cl 4-CN-Ph C＝O Cl
Ph C＝O Br 4-Cl-Ph C＝O Cl
4-NO
2-Ph C＝O Cl 4-NO
2-Ph C＝O Cl
- CN Cl - CN Cl
Table 28
J E X J
1E
1X
1
（Me）
2-N C＝O Cl （Me）
2-N C＝O Cl
1-pyrrolidyl C=O Cl 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=O Cl piperidino-(1-position only) C=O Cl
2,6-two-Me C=O Cl 3,3 '-two-Me C=O Cl
-morpholino-piperidino-(1-position only)
3-Me-piperidino-(1-position only) C=O Cl 3-Me-piperidino-(1-position only) C=O Cl
3,3 '-two-Me C=O Cl, 3,3 '-two-Me C=O Cl
-piperidino-(1-position only)-piperidino-(1-position only)
Me-NH C＝O Cl Me-NH C＝O Cl
（Et）
2-N C＝O Cl （Et）
2-N C＝O Cl
J E X J
1E
1X
1
Me，i-Pr-N C＝O Cl Me，-i-Pr-N C＝O Cl
（MeOCH
2CH
2）
2-N C＝O Cl （MeOCH
2CH
2）
2-N C＝O Cl
（Me）
2-N C＝S Cl （Me）
2-N C＝S Cl
1-pyrrolidyl C=S Cl 1-pyrrolidyl C=S Cl
Piperidino-(1-position only) C=S Cl piperidino-(1-position only) C=S Cl
3,3 '-two-Me C=S Cl, 3,3 '-two-Me C=S Cl
-piperidino-(1-position only)-piperidino-(1-position only)
t-Bu-NH C＝O Cl t-Bu-NH C＝O Cl
CF
3CH
2-NH C＝O Cl CF
3CH
2-Nh C＝O Cl
（Me）
2-N C＝O Br （Me）
2-N C＝O Br
1-pyrrolidyl C=O Br 1-pyrrolidyl C=O Br
Piperidino-(1-position only) C=O Br piperidino-(1-position only) C=O Cl
H
2N C＝O Cl H
2N C＝O Cl
H
2N C＝S Cl H
2N C＝S Cl
H
2N C＝S Cl H
2N C＝O Cl
（Me）
2-N C＝S Cl （Me）
2-N C＝O Cl
1-pyrrolidyl C=S Cl 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=S Cl piperidino-(1-position only) C=O Cl
（Me）
2-N C＝S Br （Me）
2-N C＝O Cl
（Me）
2-N C＝O Br （Me）
2-N C＝O Cl
1-pyrrolidyl C=O Br 1-pyrrolidyl C=O Cl
Piperidino-(1-position only) C=O Br piperidino-(1-position only) C=O Cl
OEt C＝O Cl OEt C＝O Cl
J E X J
1E
1X
1
O-i-Pr C＝O Cl O-i-Pr C＝O Cl
O-t-Bu C＝O Cl O-t-Bu C＝O Cl
OEt C＝O Cl （Me）
2-N C＝O Cl
OEt C＝O Br OEt C＝O Br
CH
3C＝O Cl CH
3C＝O Cl
BrCH
2- C＝O Cl BrCH
2- C＝O Cl
CH
3OCH
2CH
2O C＝O Cl CH
3OCH
2CH
2O C＝O Cl
CF
3CH
2O C＝O Cl CF
3CH
2O C＝O Cl
CH
3OCH
2- C＝O Cl CH
3OCH
2C＝O Cl
Ph C＝O Cl Ph C＝O Cl
Ph C＝O Br Ph C＝O Br
Ph C＝O Br Ph C＝O Cl
4-Cl-Ph C＝O Cl 4-Cl-Ph C＝O Cl
4-Cl-Ph C＝O Br 4-Cl-Ph C＝O Cl
2，4-F-Ph C＝O Cl 2，4-F-Ph C＝O Cl
4-Me-Ph C＝O Cl 4-Me-Ph C＝O Cl
4-CH
3OPh C＝O Cl 4-CN-Ph C＝O Cl
4-CN-Ph C＝O Cl 4-CN-Ph C＝O Cl
2，4-F-Ph C＝O Cl 4-CN-Ph C＝O Cl
Ph C＝O Br 4-Cl-Ph C＝O Cl
4-NO
2-Ph C＝O Cl 4-NO
2-Ph C＝O Cl
- CN Cl - CN Cl
Preparation
Compound of the present invention is generally used for containing the liquid or solid thinner or contains in the preparation of organic solvent.Effective preparation of the compound of structural formula I can prepare with ordinary method.These preparations comprise pulvis, small-particle, ball, solution, emulsion, but wet powder, emulsifiable concentrate etc.Many can directly application the in these preparations.The preparation that can spray can be dispersed in the suitable medium, and used sprinkling amount is that per hectare about 1 is to several hectolitres.The composition of high density mainly is as work in-process, so that further preparation.Said preparation generally contains 1% to the 99%(weight of having an appointment) active ingredient and at least a a) about 0.1% to 20% tensio-active agent and b) about 5% to 99% solid or liquid inert diluent.Or rather, preparation contains these components with following approximate ratio:
Weight percentage
Active ingredient thinner tensio-active agent
But wet powder and water can divide
Small-particle 20-90 0-74 1-10 looses
Oil suspension, emulsion,
Solution, (comprising can breast
Change enriched material) 5-50 40-95 0-15
Aq suspension 10-50 40-84 1-20
Pulvis 1-25 70-99 0-5
Small-particle and ball 1-95 5-99 0-15
High concentration composition 90-99 0-10 0-2
Certainly, can contain the active ingredient of lower or higher amount, this will depend on the application of expectation and the physical properties of compound.Sometimes need the ratio of tensio-active agent and active ingredient higher, this can reach by adding preparation or mixing by container.
The typical solid thinner is described in " Handbook of Insecticide Dust Diluents and Carriers " (second edition of people such as Watkins, Dorland Books, Caldwell, New Jersey) in, but other solids also can use as the solid of mineral solids or manufacturing.But the thinner of more attractive is wet powder and fine and close powder preferably.Typical liquid diluent and solvent are described in " Solvents Guide " (second edition, Interscience, New York, 1985) of Marsden.Concerning suspension-concentrates, solubleness is preferably below 0.1%; It is stable that the solution concentration thing is preferably under 0 ℃, and is not separated." Mc Cutcheon ' s Detergents and Emulsifiers Annual " (MC publishing company, Ridgewood, New Jersey) and " Encyclopedia of Surface Active Agents " (chemical publishing company of Sisely and Wood, Inc., New York, 1964) list tensio-active agent and introduced purposes.All preparations can contain a small amount of additive, bubble caking, corrosion, microorganism growth etc. to reduce.Preferred ingredients should be the component that U.S. environment protection mechanism is approved specified application.
It is known preparing these method for compositions.Solution is to make by simple blending ingredients.The fine solid composition is to make by mixing and normally grinding on hammer mill or fluid energy formula shredder.Water can disperse small-particle can prepare by coalescent fine powder composition (referring to, for example, B.Cross and H.Scher, " formulation of insecticides ", ACS collection of thesis 371, American Chemical Society, Washington, D.C., 1988, PP.251-259).Suspension be by wet-milling make (referring to, for example, Littler, United States Patent (USP) 3,060,084).Small-particle and ball are to make by active substance is sprayed on the ready-formed bead-type substrate or by agglomeration method.Referring to J.E.Browning, " agglomeration ", Chemical Engineering, on December 4th, 1967, PP, 147ff and " Perry ' s Chemical Engineering ' s Handbook " the 5th edition, Mc Graw-Hill, New York, 1973, PP.8-57ff.
The more data of relevant preparation technique as seen, for example:
H.M.Loux, United States Patent (USP) 3,235, on February 15th, 361,1966, the 6th hurdle the 16th walks to the 7th hurdle the 19th row and embodiment 10 to 41;
R.W.Luckenbaugh, United States Patent (USP) 3,309, on March 14th, 192,1967, the 5th hurdle the 43rd walks to the 7th hurdle the 62nd row and embodiment 8,12,15,39,41,52,53,58,132,138-140,162-164,166,167 and 169-182;
H.Gysin and E.Knusli, United States Patent (USP) 2,891,855, on June 23 nineteen fifty-nine, the 3rd hurdle the 66th walks to the 5th hurdle the 17th row and embodiment 1-4;
G.C.Klingman, " Weed Control as a Science ", John Wiley and Sons, Inc., New York, 1961, PP81-96; With
J.D.Fryer and S.A.Evans, " Weed Control Handbook " the 5th edition, Blackwell Scientific Publications, Oxford, 1968, PP.101-103.
The embodiment of effective preparation of The compounds of this invention is as follows.
Embodiment A
But wet powder
N, N '-(1, the 3-phenylene is two-(carbonyl oxygen base)) two
-(2-(dimethylamino)-2-oxo second imino-chlorine) 80%
Sodium alkyl naphthalene sulfonate 4%
Sodium lignosulfonate 2%
Synthetic amorphous silicon oxide 1%
Kaolin 13%
Said components is mixed sledge mill, remix and packing.
Embodiment B
The high density enriched material
N, N '-(1, the 3-phenylene is two-(carbonyl oxygen base)) two
-(2-(dimethylamino)-2-oxo second imino-chlorine) 98.5%
White carbon black 0.5%
Synthetic amorphous silicon oxide 1.0%
Mixed being incorporated in the hammer mill of said components ground, obtain all basically high density enriched materials that can pass through U.S.S.NO.50 sieve (0.3mm sieve aperture).This enriched material can be mixed with various forms then.
Embodiment C
Solution
N, N '-(1, the 3-phenylene is two-(carbonyl oxygen base)) two
-(2-(dimethylamino)-2-oxo second imino-chlorine) 30%
N-N-methyl-2-2-pyrrolidone N-70%
These components mixing and stirring are obtained solution, and this solution can be used under lower volume.
Use
Compound of the present invention can be effective as the control agent of plant disease.These compounds provide by Basidiomycetes (Basidiomycete), the control of the disease that various fungal plant pathogen of Ascomycetes (Ascomycete) and oomycetes subclass (Oomycete) class causes.These compounds can be prevented and treated various plant diseases, particularly ornamental plant effectively, vegetables, field, the lobate pathogenic agent of cereal and fruit crop.These pathogenic agent comprise oenin mould (Plasmopara Viticola), potato epidemic disease mould (Phytophthora infestans), tobacco downy mildew (Peronospora tabacina), cucumber cream mold (Pseudoperonospora cubensis), cucumber samping off corruption mould (Pythium aphanidermatum), black spot of cabbage interlinkage spore (Alternaria brassicae), wheat class grain husk spot blight septoria musiva mould (Septoria nodorum), cercospora black spot of peanut tail spore mould (Cercosporidium Personatum), Arachis tail spore bacterium (Cercospora arachidicola), Pseudocercosporella herpotrichoides, sugar beet leaf spot bacteria (Cercospora beticola), the stiff rotten germ (Botrytis Cinerea) of sweet potato grey mold, kola nut candidiasis (Monilinia fructicola), Pyricularia oryzae (Pyricularia Oryzae), white filopodium ball mould (Podosphaera Leucotricha), apple black star bacteria (Venturia inaequalis), wheat leaf rust bacterium (Puccinia recondita), wheat class Stalk rest fungus (Puccinia gramminis), Vastatrix camel spore rest fungus (Hemileia), puccinia striiformis (Puccinina striiformis), Puccinia arachidis and other and these closely-related germ of pathogenic agent.
For with the minimum time, render a service and the consumption of material reaches desired result, compound of the present invention can with mycocide, sterilant, miticide, nematocides, sterilant or the mixing of other biological active compound.The suitable medicament of the type is known to these professional those of skill in the art.Some medicament is listed as follows:
Mycocide
Methyl 2-benzimidazolecarbamate (derosal)
Tetramethyl-thiuram disulfide (thiuram)
Just-dodecyl guanidine acetate (dodine)
Ethylidene dithiocarbamate manganese (maneb)
1,4-two chloro-2,5-dimethoxy benzene (chloroneb)
1-(butyl formamyl)-methyl 2-benzimidazolecarbamate (F-1991)
2-cyano group-N-ethylamino formyl radical-2-methoxyimino acetic amide (Cymoxanil)
N-trichloromethylthio tetrahydrochysene phthalamide (Vancide 89)
N-trichloromethylthio phthalic imidine (Phaltan)
4,4 '-(neighbour-phenylene) two (3-sulfo-allophanic acid) dimethyl ester (thiophanate)
2-(thiazole-4-yl) benzoglyoxaline (Apl-Luster)
Three (0-ethyl phosphonic acid) aluminium (fosetyl)
The different phthalonitrile of tetrachloro (m-tetrachlorophthalodinitrile)
2,6-two chloro-4-N-methyl-p-nitroanilines (dicloran)
N-(2, the 6-3,5-dimethylphenyl)-N-(methoxyl group ethanoyl) alanine methyl ester (metalaxyl)
Suitable-N-(1,1,2,2-tetrachloro ethyl) sulfo-) hexamethylene-4-alkene-1,2-dicarboximide (Difolatan)
3-(3, the 5-dichlorophenyl)-the N-(1-methylethyl)-2,4-dioxo-1-imidazolidine carboxylic acid amides (different third is fixed)
3-(3, the 5-dichlorophenyl)-5-vinyl-5-methyl-2,4-oxazolidinedione (vinclozolin)
Kasugamycin
0-ethyl-S, S-phenylbenzene phosphorodithioate (Hinosan)
4-(3-(4-(1,1-dimethyl-ethyl) phenyl)-the 2-methyl) propyl group-2,6-thebaine (fenpropimorph)
4-(3-4(1,1-dimethyl-ethyl) phenyl)-the 2-methyl) propyl group piperidines (fenpropidine)
The 1-(4-chlorophenoxy)-3,3-dimethyl-1-1H-1,2,4-triazol-1-yl) butanone (cycloheximide triazole)
The 2-(4-chloro-phenyl-)-and 2-(1H-1,2,4-triazol-1-yl methyl)-own nitrile (myclobutanil)
A-(2-(4-chloro-phenyl-) ethyl)-and α-(1, the 1-dimethyl ethyl)-1H-1,2,4-triazole-1-ethanol (tebuconazol)
3-chloro-4-(4-methyl-2-(1H-1,2,4-triazole)-1-ylmethyl)-1,3-dioxolane-2-yl) phenyl-4-chloro-phenyl-ether (difenoconazole)
1-(2-(2,4-dichlorophenyl) amyl group) 1H-1,2,4-triazole (Penconazole)
(+a-(2-fluorophenyl-V-(4-fluorophenyl)-1H-1,2,4-triazole-1-ethanol (flutriafol)
1-((two (4-fluorophenyl) methyl-silicane base) methyl)-1H-1,2,4-triazole (flusilazol)
1-N-propyl group-N-(2(2,4,6-Trichlorophenoxy) ethyl) formamyl imidazoles (Prochloraz)
1-((2-(2,4-dichlorophenyl)-4-propyl group-1,3-dioxolane-2-yl) methyl)-and 1H-1,2,4-triazole (Propiconazole)
The a-(2-chloro-phenyl-)-a-(4-chloro-phenyl-)-5-piconol (fenarimol)
Oxychlorination ketone
N-(2, the 6-xylyl)-the N-(2-furyl carbonyl)-DL-alanine methyl esters (Furalaxyl)
Sterilant
Three alkali blue vitriol
Streptomycin sulfate
Terramycin
Miticide
Senecioic acid, with 2-sec-butyl-4, the ester of 6-dinitrobenzene-phenol (Niagara 9044)
The 6-methyl isophthalic acid, 3-thiophene penta ring is (2,3-b) ， quinoxaline-2-ketone (chinomethionate) also
2,2,2-three chloro-1, two (4-chloro-phenyl-) ethanol (Mitigan) two (pentachloro--2,4-cyclopentadiene-1-yl) (Hooker HRS 16) (cyhexatin) hydroxide three cyhexatin of 1-
Six (2-methyl-2-phenyl propyl), two tin oxyethane (fenbutatin oxide)
Nematocides
2-(diethoxy phosphinyl imino-)-1,3-diethietane(fosthietan)
S-methyl isophthalic acid-(formyl-dimethylamino)-N-(methylamino methanoyl)-sulfo-first imido-ester (oxamyl)
S-methyl isophthalic acid-formamyl-N-(methylamino methanoyl) sulfo-first imido-ester
N-sec.-propyl phosphoramidic acid, 0-ethyl-0 '-(4-(methyl sulfo-)--tolyl) diester (Nemacur)
Sterilant
3-hydroxy-n-tiglyl amine (dimethyl phosphoric acid ester) ester (monocrotophos)
Methyl carbamic acid, with 2,3-dihydro-2, the ester (carbofuran) of 2-dimethyl-7-cumarone alcohol
0-(2,4,5-three chloro-a-(chloromethyls) benzyl) phosphoric acid, 0 ', 0-dimethyl ester (tetrachlorvinphos)
The 2-mercaptosuccinic acid, diethyl ester, with the S-ester of thiocarbonyl group phosphoric acid, dimethyl ester (Phosphothion)
Thiophosphoric acid, 0, the 0-dimethyl, 0-is right-nitrophenyl ester (methyl-6 0 5)
Methyl carbamic acid is with the ester (SevinCarbaryl) of a-naphthols
N-(((methylamino) carbonyl) oxygen) sulfo-second imido acid methyl esters (methomyl)
N '-(4-chloro-neighbour-tolyl)-N, N-dimethyl carbonamidine (chlordimeform)
0,0-diethyl-0-(2-sec.-propyl-4-methyl-6-pyrimidyl)-thiophosphatephosphorothioate (diazinon)
Toxaphene (toxaphene)
0-ethyl-10-right-nitrophenyl phenylphosphonothioic acid ester EPN (EPN) cyano group (3-Phenoxyphenyl)-methyl 4-chloro-a-(1-methylethyl) phenylacetate (pressing from both sides the chrysanthemum ester extremely)
(3-Phenoxyphenyl) methyl (+)-suitable, anti--3-(2, the 2-dichloroethylene)-2,2-dimethyl cyclopropane carboxylic acid ester (permethrin)
N, N '-(thiobis (N-methyl-imino) carbonyl oxygen base)) two (sulfo-second imido acid dimethyl esters) (thiodicarb)
Sulfo-sulphur phosphoric acid, 0-ethyl-0-(4-(methyl sulfo-) phenyl)-S-just-propyl ester (second Toyodan)
A-cyano group-3-phenoxy benzyl 3-(2, the 2-dichloroethylene)-2,2-dimethyl cyclopropane carboxylic acid ester (Cypermethrin)
The 4-(difluoro-methoxy)-and the a-(methylethyl) toluylic acid cyano group (3-Phenoxyphenyl) methyl esters (flucythrinate)
0,0-diethyl-0-(3,5,6-trichloro-2-pyridyl) thiophosphatephosphorothioate (Chlorpyrifos 94)
0,0-dimethyl-S-((4-oxo-1,2,3 benzos, three azines-3-(4H)-yl)-and methyl) phosphorodithioate (R-1582)
5,6-dimethyl-2-dimethylamino-4-pyrimidyl dimethylcarbamate (Aphox)
S-(N-formyl-N-methylamino formyl radical methyl)-0,0-Methyl disulfide substituted phosphate (peace fruit)
S-2-(ethylenebis dithiocarbamate ethyl)-0,0-dimethyl sulphide substituted phosphate (methyl) 1)
Suitable-3-(2, the 2-dibromo vinyl)-2,2-dimethyl cyclopropane carboxylic acid a-cyano group-3-phenoxy benzyl ester (deltamethrin)
N-(2-chloro-4-trifluoromethyl) cyano group (3-Phenoxyphenyl) methyl esters (fluvalinate) of L-Ala
Use
The control of disease normally is used for the compound of significant quantity the part that needs protection of plant before infection, as root, and stem, leaf, fruit, seed, stem tuber or bulb part.This compound also can be used for seed, with protection seed and seedling.
The consumption of these compounds can be subjected to the influence of many factors of environment, and this consumption should be determined according to the practical application condition.Usually, when being less than 10 gram/hectares to the amount of 10,000 gram/hectare active ingredients and handling, leaf just can be protected.Amount with per kilogram seed 0.1 to 10 gram is handled kind of a period of the day from 11 p.m. to 1 a.m, and seed and seedling can be protected usually.
Test A
3% the amount of test compound with final volume is dissolved in the acetone, is suspended in the concentration of 200ppm then and contains 250ppm tensio-active agent Trem 014(polyol ester) purified water in.This suspension is sprayed onto apple seedling experimental field.Second day spore suspension inoculation apple seedling with apple black star bacteria (pathogenic agent of apple scab) cultivated 24 hours down at 20 ℃ in saturated atmosphere, moved into then in the growth room under 22 ℃, after 11 days, carried out the disease evaluation.
Test B
3% the amount of test compound with final volume is dissolved in the acetone, is suspended in the concentration of 200ppm then and contains 250ppm tensio-active agent Trem 014(polyol ester) purified water in.This suspension is sprayed onto the peanut seedling experimental field.Second day spore suspension inoculation peanut seedling with cercospora black spot of peanut tail spore mould (pathogenic agent of peanut leaf spot in late period), in saturated atmosphere, cultivated 24 hours down at 22 ℃, in high humidity atmosphere, cultivated 5 days down at 22 ℃ to 30 ℃, move into then in the growth room under 29 ℃, carry out the disease evaluation after 6 days.
Test C
3% the amount of test compound with final volume is dissolved in the acetone, is suspended in the concentration of 200ppm then and contains 250ppm tensio-active agent Trem 014(polyol ester) purified water in.This suspension is sprayed onto stem and leaf of Wheat experimental field.Second day spore suspension inoculation stem and leaf of Wheat with wheat leaf rust bacterium (pathogenic agent of wheat leaf rust), and in saturated atmosphere, cultivated 24 hours down at 20 ℃, move into then in the growth room under 20 ℃, carry out the disease evaluation after 6 days.
Test D
3% the amount of test compound with final volume is dissolved in the acetone, is suspended in the concentration of 200ppm then and contains 250ppm tensio-active agent Trem 014(polyol ester) purified water in.This suspension is sprayed onto rice seedling experimental field.Second day spore suspension inoculation rice seedling with Pyricularia oryzae (pathogenic agent of rice blast), and in saturated atmosphere, cultivated 24 hours down at 27 ℃, move into then in the growth room under 30 ℃, carry out the disease evaluation after 5 days.
Test E
3% the amount of test compound with final volume is dissolved in the acetone, is suspended in the concentration of 200ppm then and contains 250ppm tensio-active agent Trem 014(polyol ester) purified water in.This suspension is sprayed onto the tomato seedling experimental field.Second day spore suspension inoculation tomato seedling with potato phytophthora (pathogenic agent of potato and tomato withered spot disease), and in saturated atmosphere, cultivated 24 hours down at 20 ℃, move into the growth room under 20 ℃ then, carry out the disease evaluation after 5 days.
Test F
3% the amount of test compound with final volume is dissolved in the acetone, is suspended in the concentration of 200ppm then and contains 250ppm tensio-active agent Trem 014(polyol ester) purified water in.This suspension is sprayed onto grape seedlings experimental field.Second day spore suspension inoculation grape seedlings with oenin mould (pathogenic agent of grape downy mildew knurl), and in saturated atmosphere, cultivated 24 hours down at 20 ℃, move into then in the growth room under 20 ℃, in saturated atmosphere, cultivated 24 hours down again after 6 days, carry out the disease evaluation then at 20 ℃.
Test G
3% the amount of test compound with final volume is dissolved in the acetone, is suspended in the concentration of 200ppm then and contains 250ppm tensio-active agent Trem 014(polyol ester) purified water in.This suspension is sprayed onto cucumber seedling experimental field.Second day spore suspension inoculation cucumber seedling with the stiff rotten germ of sweet potato grey mold (pathogenic agent that the grey of many cereals is mould), and in saturated atmosphere, cultivated 48 hours down at 20 ℃, move into then in the growth room under 20 ℃, carry out the disease evaluation after 5 days.
Test A to G the results are shown in the Table A, in Table A, and numerical value 100% diseases prevention and treatment, the no diseases prevention and treatment of numerical value 0 representative (spraying controlled trial) with respect to carrier.The NT representative is tested.
Concordance list A
Chemical combination
Thing
Sequence number G, G
1X, X
1The O fusing point (℃)
1 C(=O) N(Me)
2Cl-1,2-second two 148-150
Base-
3 piperidino-(1-position only) C(=O) Cl-1,3-benzene two 187-190
Base-
4 1-pyrrolidyl Cl-1,3-benzene two 145-147
C(=O) base-
5 C(=O) N(Me)
2Cl-1,3-benzene two 122-124
Base-
10 C(=O) N(Me)
2Cl-1,3-fourth two 180-183
Alkene-1,4-two
Base
11 piperidino-(1-position only) C(=O)-1,4-benzene two 177-178
Base-
12 1-pyrrolidyl Cl-1,4-benzene two 164-166
C(=O) base one
Chemical combination
Thing
Sequence number G, G
1X, X
1The O fusing point (℃)
14 C（＝O）N（Me）
2Cl -〔1，1′- 233-235
Xenyl)-4,
4 '-two bases-
15 piperidino-(1-position only) C(=O) Cl-(1,1 '-199-200
Xenyl)-4,4 '-two base-
16 C(=O) N(Me)
2Cl-2,6-naphthalene two 242-243
Base-
17 1-pyrrolidyl Cl-2,6-naphthalene two 222-223
C(=O) base-
18 piperidino-(1-position only) C(=O) Cl-2,6-naphthalene two 217-218(decompose)
Base-
19 C(=O) N(Me)
2Cl-2,6-pyridine 163-165
Two bases-
20 piperidino-(1-position only) C(=O) Cl-2,6-pyridine 148-150
Two bases-
21 1-pyrrolidyl Cl-1,2-ethene 160-164
C(=O) two bases
22 C(=O) NH
2Cl-1,3-benzene two 253-254(decompose)
Base-
23 C(=O) NH
2Cl-1,4-benzene two 273-274(decompose)
Base one
Chemical combination
Thing
Sequence number G, G
1X, X
1The O fusing point (℃)
24 C(=O) NH
2Cl-methylene radical two-4,230-240
1-phenylene-(decomposition)
25 C(=O) N(Me)
2Cl-methylene radical two-4,156-160
The 1-phenylene-
26 1-pyrrolidyl Cl-methylene radical two-4,176-178
C(=O) the 1-phenylene-
27 piperidino-(1-position only) C(=O) Cl-methylene radical two-4,106-108
The 1-phenylene-
28 2,6-two-methyl Cl-methylene radical two-4,234-236
Morpholino C(=O) the 1-phenylene-
29 C(=O) NH
2Cl-(1,1 '-Lian 253-258
Phenyl)-4,4 '
-two bases-
30 C(=O) N(Me)
2Cl-oxygen two-4,1-128-131
Phenylene-
31 1-pyrrolidyl Cl-oxygen two-4,1-128-133
C(=O) phenylene-
32 piperidino-(1-position only) C(=O) Cl-oxygen two-4,1-120-121
Phenylene-
35 C(=O) N(Me)
2Cl-1,2-benzene two bases-113-115
36 C(=O) NHMe Cl-1,3-benzene two bases-211-214
Chemical combination
Thing
Sequence number G, G
1X, X
1The O fusing point (℃)
37 C(=O) Cl-1,3-benzene 165-169
NHCH
2CF
3Two bases-
38 C(=O) Et Cl-1,3-benzene 124-126.5
Two bases-
39 C(=O) N(Me)
2Cl-1,4-benzene 157-159
Two bases-
40 1-pyrrolidyl Cl-1,2-benzene oil
C(=O) two bases-
41 piperidino-(1-position only) C(=O) Cl-1,2-benzene oil
Two bases-
42 C（＝O）N（Me）
2Cl -2，5- 157-159
Thiophene two bases
43 piperidino-(1-position only) C(=O) Cl-2,5-143-144
Thiophene two bases
44 C(=O) N(Me)
2Cl-3,5-pyrrole 134-135
Pyridine two bases-
45 1-piperidino-(1-position only) Cl-3,5-pyrrole 215-217
C(=O) pyridine two bases-
55 high-piperidine sub-base Cl-2,6-pyrroles 116-119
C(=O) pyridine two bases-
56 C(=O) N(Me)
2SO
2Me-1,3-benzene 186-187
Two bases-
Chemical combination
Thing
Sequence number G, G
1X, X
1The O fusing point (℃)
60 2,6-diformazan SO
2(4-Cl-Ph)-1,3-benzene 95-97
Base-morpholino two bases-
C（＝O）
61 C(=O) N(Me)
2Cl-2,3-pyrrole 122-124
Pyridine two bases-
62 C(=O) N(Me)
2Cl-1, the inferior 85-90 of 2-
Two (the methylenes of phenyl
The oxygen base)-
63 C(=O) N(Me)
2Cl-1, the inferior 87-91 of 3-
Two (the methylenes of phenyl
The oxygen base)-
64 piperidino-(1-position only) Cl-1, the inferior 68-72 of 3-
C(=O) two (methylenes of phenyl
The oxygen base)-
66 piperidino-(1-position only) Cl-3,4-pyrrole oil
C(=O) pyridine two bases-
67 C(=O) N(Me)
2Cl-4-tertiary butyl 169-171
-1,3-benzene
Two bases-
68 piperidino-(1-position only)s Cl-4-tertiary butyl 123-126
C(=O)-1,3-benzene
Two bases-
Chemical combination
Thing
Sequence number G, G
1X, X
1The O fusing point (℃)
69 piperidino-(1-position only) C(=O) Cl-imino--oil
70 C(=O) OEt Cl-1,3-benzene two bases-124-126.5
71 C(=O) N(Me)
2Cl-3,4-furans two basic 103-106
-
72 piperidino-(1-position only) C(=O) Cl-3,4-furans two basic 148-149
-
73 C(=O) N(Me)
2Cl-3-fluoro-1,2-158-160
Benzene two bases-
74 C(=O) N(Me)
2Cl-2-fluoro-1,3-130-132
Benzene two bases-
75 piperidino-(1-position only) C(=O) Cl 2-fluoro-1,3-benzene 174-177
Two bases-
76 C(=O) N(Me)
2Cl-2, the two 152-156 of 6-naphthalene two bases
(inferior methoxyl group)-
77 piperidino-(1-position only) C(=O) Cl-2, the two 148-151 of 6-naphthalene two bases
(inferior methoxyl group)-
78 C（＝O）N（Me）
2Cl -2，4，5，6- 152-155
Tetrafluoro-1,3-benzene two
Base-
79 piperidino-(1-position only) C(=O) Cl-2,4,5,6-136-139
Tetrafluoro-1,3-benzene two
Base-
Chemical combination
Thing
Sequence number G, G
1X, X
1The O fusing point (℃)
80 C（＝O）N（Me）
2Cl -3，4，5，6- 84-88
Tetrafluoro-1,2-benzene two
Base-
81 piperidino-(1-position only) C(=O) Cl-3,4,5,6-115-119
Tetrafluoro-1,2-benzene two
Base-
82 1-pyrrolidyl Cl-3,4-furans two bases-148-150
C（＝O）
83 high-piperidine sub-base C(=O) Cl-3,4-furans two bases-132-136
84 1-pyrrolidyl Cl-2,6-pyridine two bases-154-156
C（＝O）
85 C(=O) N(Me)
2Cl-4,5-two chloro-1,167-169
2-benzene two bases-
86 piperidino-(1-position only) C(=O) Cl-4,5-two chloro-1,97-99
2-benzene two bases-
87 piperidino-(1-position only) C(=O) Cl-3-fluoro-1,2-oil
Benzene two bases-
88 C(=O) N(Me)
2Cl-benzo (b) thiophene-100-103
2,3-two bases-
90 piperidino-(1-position only) C(=O) Cl-benzo (b) thiophene-oil
2,3-two bases-
Chemical combination
Thing
Sequence number G, G
1X, X
1The O fusing point (℃)
93 C（＝O）N（Me）
2SO
2（2-Cl-Ph） -1，2- 184-185
Benzene two bases-
94 C（＝O）N（Me）
2SO
2（2-Cl-Ph） -1，4- 175-179
Benzene two bases-
95 C（＝O）N（Me）
2SO
2Ph -1，3- 85-90
Benzene two bases-
Concordance list B
Melting point compound
Sequence number G, G
1X, X
1O (℃)
2 1-pyrrolidyls-1,3-benzene two
C(=O) Cl base-115-120
6 C(=O) N(Me)
2Cl-1,3-benzene two
Base-176-180
7 1-pyrrolidyl-methylene radical-two-
C(=O) Cl 4,1-phenylene-natural gum
8 piperidino-(1-position only)s-methylene radical-two-
C(=O) Cl 4,1-phenylene-82-83
9 C(=O) N(Me)
2Cl-methylene radical-two-
4,1-phenylene-169(decomposes)
13 C(=O) N(Me)
2Cl-1,4-benzene two
Base-214-215
46 C(=O) N(Me)
2Cl-4-methyl isophthalic acid,
3-benzene two bases-171-178
47 piperidino-(1-position only)s-4-methyl isophthalic acid,
C(=O) Cl 3-benzene two bases-103-106
Concordance list B(is continuous)
Melting point compound
Sequence number G, G
1X, X
1O (℃)
48 1-pyrrolidyls-1,4-benzene two
C(=O) Cl base-225-226
49 piperidino-(1-position only)s-1,4-benzene two
C(=O) Cl base-173-179
57 C(=O) N(Me)
2Cl-1,4-hexamethylene two
Base-186-188
58 1-pyrrolidyl-oxygen two-4,1-
C(=O) Cl phenylene-175-177
59 piperidino-(1-position only)s-oxygen two-4,1-
C(=O) Cl phenylene-178-179
65 piperidino-(1-position only)s-2-methyl isophthalic acid,
C(=O) Cl 3-benzene two bases-176-178
89 piperidino-(1-position only)s-oxygen diphenylene-
C(=O) Cl (list 4, the single 188-193 of 1-
3，1-）-
Concordance list C
Melting point compound
Sequence number G G
1X, X
1O (℃)
33 C(=O) N(Me)
2Piperidino-(1-position only)-1,3-
C(=O) Cl benzene two bases-131-136
34 C(=O) N(Me)
21-pyrroles
Alkyl-1,3-
C(=O) Cl benzene two bases-115-118
Concordance list D
Melting point compound
Sequence number G, G
1X, X
1O (℃)
50 C(=O) N(Me)
2Cl-1,3-benzene two bases-98-100
51 piperidino-(1-position only)s
C(=O) Cl-1,3-benzene two bases-82-83
Following table has comprised the physical property data of those non-crystallizable compounds, and each compound that does not have fusing point has been provided spectroscopic data.Characteristic infrared absorbs with wave number (centimetre inverse) and provides.
Compound
Sequence number IR
7 3229、3200、1787、1636;
40 1778，1661;
41 1774、1656;
66 1779、1711、1665;
69 3194、1847、1762、1640;
87 1808、1651;
90 1766、1666。
Table A
Compound test test test test test test test
Sequence number A B C D E F G
1 100 96 96 74 100 100 99
2 100 99 99 29 100 100 97
3 25 0 18 0 44 59 0
4 100 67 89 0 100 98 82
5 100 98 100 85 100 100 99
6 100 98 99 96 97 100！ 99
7 100 86 44 0 98 78！ 11
8 96 100 43 0 99 90！ 2
9 100 100 94 68 100 100！ 2
10 100 97 37 0 100 96！ 8
11 99 62 25 0 91 38！ 0
12 100 29 37 0 93 90！ 0
13 79 54 20 0 97 96！ 3
14 19 0 NT 0 22 NT 0
15 64 0 NT 0 22 68 0
16 88＃ 23 NT 0 0 NY 0
17 82 28 NT 0 63 90 0
18 93！ 61 42 0 93 79！ 0
19 92 0 NT 0 62 64 0
20 100！ 96 83 88 100 100！ 99
21 100 0 70 0 100 100！ 0
Table A (continuing)
Compound test test test test test test test
Sequence number A B C D E F G
22 60 59 97＃ 0 45＃ 100＃ 0
23 9 59 99＃ 0 24 100＃ 0
24 0 0 21＃ 0 0 59＃ 0
25 76！ 73 66 25 89 73！ 0
26 45 29 NT 0 47 88！ 0
27 83！ 92 85 68 92 97！ 0
28 45 29 0＃ 0 25 0＃ 94＃
29 7 12 NT NT NT NT NT
30 90！ 76 28 0 93 68！ 0
31 90！ 60 28 0 85 78！ 0
32 60 27 NT 0 96 46！ 0
33 100！ 91 59 93 100 100！ 0
34 100！ 97 93 95 100 100！ 10
35 100！ 100 93 99 100 92！ 10
36 NT NT NT 0 100 98！ 0
37 17 0 NT 17 94 97！ 0
38 NT NT 97 98 97 97！ 0
39 96！ 100 66 92 98 95！ 10
40 100！ 96 74 67 99 98！ 0
41 92！ 65 80 0 100 100！ 0
42 100！ 100 98 99 100 100！ 68
Table A (continuing)
Compound test test test test test test test
Sequence number A B C D E F G
43 90！ 50 7 0 94 74！ 0
44 0！ NT 29 0 98 70！ 0
45 68 NT NT 0 93 85！ 0
46 100！ NT 95 98 100 100！ 0
47 100！ NT 99 99 100 100！ 11
48 9 0 NT 0 45 81！ 11
49 99！ 74 28 28 100 100！ 0
50 100！ NT 100 100 100 100！ 97
51 100！ NT 97 98 100 100！ 0
55 100！ 99 95 93 100 100！ 78
56 69！ 75 7 79 92 66！ 0
57 99！ 100 96 98 100 97！ 0
58 97！ 53 41 31 99 100！ 0
59 100！ 53 7 0 92 69！ 0
60 90！ NT 65 0 98 99！ 0
61 67 NT NT 0 92 53！ 0
62 100！ NT 95 100 100 99！ 11
63 100！ NT 100 100 100 100！ 0
64 100！ NT 92 96 100 100！ 0
65 NT NT 80 76 100 100！ 10
66 NT NT 80 7 83 91！ 0
Table A (continuing)
Compound test test test test test test test
Sequence number A B C D E F G
67 NT NT 72 0 99 94！ 0
68 NT NT NT 0 96 73！ 7
69 97！ 42 66 79 100 100！ 8
70 67！ 0 97 98 97 97！ 10
71 NT NT 100 98 100 100！ 11
72 NT NT 84 56 100 100！ 0
73 NT NT 92 98 100 100！ 35
74 NT NT 98 97 100 100！ 99
75 NT NT 36 0 93 100 0
76 NT NT 36 0 100 100！ 0
77 NT NT 62 0 100 100 0
78 NT NT 88 90 98！ 100！ 0
79 NT NT 88 23 100！ 100！ 0
80 NT NT 55 0 99 70！ 0
81 NT NT 88 54 100！ 100！ 41
82 NT NT 91 80 99 100！ 97
83 NT NT 16 82 99 100！ 0
84 NT NT 0 64 92 44！ 0
85 NT NT 16 85 97 100！ 0
86 NT NT 49 77 99 100！ 0
87 NT NT 98 53 99 100！ 10
Table A (continuing)
Compound test test test test test test test
Sequence number A B C D E F G
88 NT NT 100 90 100！ 100！ 0
89 NT NT NT 0 92 74！ 0
90 NT NT 92 74 99 100！ 0
93 NT NT 0 0 0 0 0
94 NT NT NT 62 100 100！ NT
95 NT NT NT 92 NT 99！ 0
=control percentage ratio under 40ppm, the maximum test.
#=tests under 500ppm.
Claims (13)
1, the compound of structural formula I comprises geometry and steric isomer that they are all
Wherein:
A and A
1Be O independently, NH ,-CH
2O-,-CH
2CH
2O-or a direct key;
G and G
1Be C (=O) NR independently
1R
2, C (=O) OR
3, C (=O) R
4, S (O) nR
5, SO
2NR
1R
2Or CN;
X and X
1Be SO independently
2R
6, Cl or Br;
R
1And R
2Be H independently; C
1-4Alkyl; C
2-4Alkoxyalkyl;
Or R
1And R
2Link together and form the 1-azetidinyl with coupled nitrogen-atoms, the 1-pyrrolidyl, piperidino-(1-position only), high-piperidine sub-base or morpholino group, each group can be arbitrarily by 1-2 methyl substituted;
R
3Be C
1-4Alkyl; C
1-4Haloalkyl or C
2-4Alkoxyalkyl;
R
4Be C
1-C
4Alkyl; C
1-C
4Haloalkyl; C
2-C
4Alkoxyalkyl; Or be selected from halogen by 1-2 arbitrarily, methyl, methoxyl group, the phenyl that the substituting group of cyano group and nitro replaces;
R
5Be C
1-C
4Alkyl; C
1-C
4Haloalkyl; C
2-C
4Alkoxyalkyl, or be selected from halogen by 1-2 arbitrarily, methyl, methoxyl group, the phenyl that the substituting group of cyano group and nitro replaces;
R
6Be C
1-C
6Alkyl; C
1-C
6Haloalkyl; C
2-C
6Alkoxyalkyl; Or phenyl or benzyl, this phenyl or benzyl can be arbitrarily by methyl, trifluoromethyl, and methoxyl group, cyano group, nitro or 1-3 halogen replaces;
Q is for arbitrarily by 1-2 methyl substituted C
1-C
6Alkylidene group; C
2-C
6Alkenylene; C
2-C
6Alkynylene; Arbitrarily by R
7The phenylene that replaces is arbitrarily by R
7The naphthylidene that replaces; Arbitrarily by 1-2 methyl substituted C
3-C
6Cycloalkylidene; Arbitrarily by R
9The 1-methylpyrrole base that replaces; Arbitrarily by R
8The 1-methylimidazolyl that replaces, 5-to 10-membered aromatic heterocycle system or condense the aromatic heterocycle system, wherein heteroatoms consists of:
ⅰ) 1-4 nitrogen-atoms,
ⅱ) 1-2 nitrogen-atoms and 1 Sauerstoffatom or 1 sulphur atom, or
ⅲ) 1-2 Sauerstoffatom or sulphur atom,
Described aromatic heterocycle or condense aromatic heterocycle can be by R
9NH; Or
At random replace;
Z is O, CH
2, S (O) n, C (=O), NR
10, HC=CH, CH
2CH
2, C ≡ C, phenylene or a direct key;
R
7Be selected from halogen, methyl, methoxyl group, the substituting group of cyano group and nitro for 1-4 is individual;
R
8Be H, halogen, methyl or methoxy;
R
9Be selected from 1-2 halogen, cyano group, methyl or methoxy;
R
10Be H or C
1-C
4Alkyl; And
N is 0,1 or 2; But must:
ⅰ) as A or A
1For-CH
2O-or-CH
2CH
2During 0-, the carbon atom of these groups is connected on the Q;
ⅱ) as A or A
1During for NH, Q is not for arbitrarily by 1-2 methyl substituted cyclopropylidene;
ⅲ) when Q be C
2-C
6Alkenylene or C
2-C
6During alkynylene, A and A
1For-CH
2O-,-CH
2CH
2O-or a direct key;
ⅳ) when Q is NH, A and A
1It is a direct key.
2, the compound of claim 1, wherein A and A
1Be NH independently ,-CH
2O-, or a direct key; Q is for arbitrarily by 1-2 methyl substituted C
1-C
6Alkylidene group; C
2-C
6Alkenylene; C
2-C
6Alkynylene; NH; Or Q is selected from following group
3, the compound of claim 2, wherein A and A
1Be identical; G and G
1All be C(=O) NR
1R
2; X and X
1All be SO
2R
6Or Cl; Q or arbitrarily by 1-2 methyl substituted alkylidene group, C
2-C
6Alkenylene, C
2-C
6Alkynylene, or be selected from following group
R
6For arbitrarily by methyl, trifluoromethyl, methoxyl group, cyano group, the phenyl that nitro or 1-3 halogen replaces.
4, the compound of claim 3, wherein A and A
1All be NH or a direct key.
5, the compound of claim 4, wherein Q is selected from group:
6, the compound of claim 1, wherein said compound is selected from N, N '-(1,3-phenylene two (carbonyl oxygen base)) two (2-(dimethylamino)-2-oxo second imino-chlorine); N, N '-(1,3-phenylene two (imino-carbonyl oxygen base)) two (2-(dimethylamino)-2-oxo second imino-chlorine; And N, N '-(2,5-thiophene two bases two (carbonyl oxygen base)) two (2-dimethylamino)-2-oxo second imino-chlorine).
7, a kind of composition, it contains any compound of the claim 1-6 of fungicidal significant quantity.
8, a kind of method of preventing and treating fungal growth in the plant, comprise with comprise its all how much and steric isomer the structural formula I compound administration in the plant that will protect vegetatively
Wherein:
A and A
1Be O independently, NH ,-CH
2O-,-CH
2CH
2O-or a direct key;
G and G
1Be C(=O independently) NR
1R
2, C(=O) OR
3, C(=O) R
4, S(O) nR
5, SO
2NR
1R
2Or CN;
X and X
1Be SO independently
2R
6, Cl or Br;
R
1And R
2Be H independently; C
1-C
4Alkyl; C
2-C
4Alkoxyalkyl; Or R
1And R
2Link together and form the 1-azelidinyl with coupled nitrogen-atoms, the 1-pyrrolidyl, piperidino-(1-position only), high-piperidine sub-base or morpholino group, each group can be arbitrarily by 1-2 methyl substituted;
R
3Be C
1-C
4Alkyl; C
1-C
4Haloalkyl; C
2-C
4Alkoxyalkyl;
R
4Be C
1-C
4Alkyl; C
1-C
4Haloalkyl or C
2-C
4Alkoxyalkyl; Be selected from halogen by 1-2 arbitrarily, methyl, methoxyl group, the phenyl that the substituting group of cyano group and nitro replaces;
R
5Be C
1-C
4Alkyl; C
1-C
4Haloalkyl; C
2-C
4Alkoxyalkyl; Or be selected from halogen by 1-2 arbitrarily, methyl, methoxyl group, the phenyl that the substituting group of cyano group and nitro replaces;
R
6Be C
1-C
6Alkyl; C
1-C
6Haloalkyl; C
2-C
6Alkoxyalkyl; Or phenyl or benzyl, this phenyl or benzyl can be arbitrarily by methyl, trifluoromethyl, and methoxyl group, cyano group, nitro or 1-3 halogen replaces;
Q is for arbitrarily by 1-2 methyl substituted C
1-C
6Alkylidene group; C
2-C
6Alkenylene; C
2-C
6Alkynylene; Arbitrarily by R
7The phenylene that replaces is arbitrarily by R
7The naphthylidene in generation; Arbitrarily by 1-2 methyl substituted C
3-C
6Cycloalkylidene; Arbitrarily by R
9The 1-methylpyrrole base that replaces; Arbitrarily by R
8The 1-methylimidazolyl that replaces, the aromatic heterocycle system of 5-to 10-or condense the aromatic heterocycle system, wherein heteroatoms consists of:
ⅰ) 1-4 nitrogen-atoms,
ⅱ) 1-2 nitrogen-atoms and 1 Sauerstoffatom or 1 sulphur atom, or
ⅲ) 1-2 oxygen or sulphur atom,
Described aromatic heterocycle or condense aromatic heterocycle can be by R
9; NH or
At random replace;
Z is O, CH
2, S(O) n, C(=O), NR
10, HC=CH, CH
2CH
2, C ≡ C, or phenylene;
R
7Be selected from halogen, methyl, methoxyl group, the substituting group of cyano group and nitro for 1-4 is individual;
R
8Be H, halogen, methyl or methoxy;
R
9Be selected from 1-2 halogen, cyano group, methyl or methoxy;
R
10Be H or C
1-C
4Alkyl; With
N is 0,1 or 2;
But must:
ⅰ) as A or A
1For-CH
2O-or CH
2CH
2During O-, the carbon atom of these groups is attached on the Q;
ⅱ) as A or A
1During for NH, the cyclopropylidene that Q is not replaced arbitrarily by 1-2 methyl;
ⅲ) when Q be C
2-C
6Alkenylene or C
2-C
6During alkynylene, A and A
1For-CH
2O-,-CH
2CH
2O-or a direct key;
ⅳ) when Q is NH, A and A
1It is a direct key.
9, the method for claim 8, wherein A and A
1Be NH independently ,-CH
2O-, or a direct key; Q or for arbitrarily by 1-2 methyl substituted C
1-C
6Alkylidene group, C
2-C
6Alkenylene, C
2-C
6Alkynylene, NH or be selected from following group
10, the method for claim 9, wherein A and A
1Be identical; G and G
1All be C(=O) NR
1R
2; X and X
1All be SO
2R
6Or Cl; Q or for arbitrarily by 1-2 methyl substituted C
1-C
6Alkylidene group, C
2-C
6Alkenylene, C
2-C
6Alkynylene, or be selected from following group
11, the method for claim 10, wherein A and A
1All be NH or a direct key.
12, the method for claim 11, wherein Q is selected from:
13, the method for claim 8, wherein said compound is selected from N, N '-(1,3-phenylene two (carbonyl oxygen base)) two (2-(dimethylamino)-2-oxo second imino-chlorine); N, N '-(1,3-phenylene two (imino-carbonyl oxygen base)) two (2-(dimethylamino)-2-oxo second imino-chlorine; And N, N '-(2,5-thiophene two bases two (carbonyl oxygen base)) two (2-dimethylamino)-2-oxo second imino-chlorine).
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US56383990A | 1990-08-06 | 1990-08-06 | |
| US563,839 | 1990-08-06 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN1059713A true CN1059713A (en) | 1992-03-25 |
Family
ID=24252099
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN91108854.7A Pending CN1059713A (en) | 1990-08-06 | 1991-08-06 | Novel two (oximino chlorine) derivatives as agricultural fungicides |
Country Status (4)
| Country | Link |
|---|---|
| CN (1) | CN1059713A (en) |
| AU (1) | AU8326391A (en) |
| IL (1) | IL99078A0 (en) |
| WO (1) | WO1992002491A1 (en) |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH484604A (en) * | 1966-11-10 | 1970-01-31 | Ciba Geigy | Pesticides |
| US3819700A (en) * | 1970-04-23 | 1974-06-25 | R Bellina | 2-(hydrocarbylthio)-2-(hydroxyimino)-acetamide s-oxides and derivatives |
| US3954992A (en) * | 1973-07-02 | 1976-05-04 | E. I. Du Pont De Nemours And Company | 2-Cyano-2-hydroxyiminoacetamides as plant disease control agents |
| DE2967524D1 (en) * | 1978-08-24 | 1985-11-07 | Shell Int Research | Pesticidal compositions containing a carbamic acid-n,n'-sulphide, combined with a synthetic pyrethroid insecticide and their use |
| BR8001185A (en) * | 1979-03-06 | 1980-11-04 | Du Pont | CARBAMOILE SULPHIDE COMPOUND, AGRICULTURAL COMPOSITION PROCESS FOR THE CONTROL OF INSECTS OR NEMATOIDS AND PROCESS FOR PREPARING A CARBAMOILE SULFIDE COMPOUND |
| US4475945A (en) * | 1980-01-14 | 1984-10-09 | Ciba-Geigy Corporation | Aminoglyoxyloitrile oximino carboxylic acid esters and thio esters for the protection of crops against injury by herbicides |
| PH22191A (en) * | 1985-04-12 | 1988-06-28 | Rohm & Haas | Alpha-polyhaloketoximes |
| CA1305050C (en) * | 1985-04-18 | 1992-07-14 | David Lucas Miles | Thermally stabilized bis alkylthio-alkylamino-n-alkyl carbamates |
-
1991
- 1991-08-05 IL IL99078A patent/IL99078A0/en unknown
- 1991-08-06 WO PCT/US1991/005579 patent/WO1992002491A1/en unknown
- 1991-08-06 CN CN91108854.7A patent/CN1059713A/en active Pending
- 1991-08-06 AU AU83263/91A patent/AU8326391A/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| AU8326391A (en) | 1992-03-02 |
| IL99078A0 (en) | 1992-07-15 |
| WO1992002491A1 (en) | 1992-02-20 |
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| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C03 | Withdrawal of patent application (patent law 1993) | ||
| WD01 | Invention patent application deemed withdrawn after publication |