EP1435958A1 - Verwendung von phosphodiesterase iv - inhibitoren - Google Patents

Verwendung von phosphodiesterase iv - inhibitoren

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Publication number
EP1435958A1
EP1435958A1 EP02777150A EP02777150A EP1435958A1 EP 1435958 A1 EP1435958 A1 EP 1435958A1 EP 02777150 A EP02777150 A EP 02777150A EP 02777150 A EP02777150 A EP 02777150A EP 1435958 A1 EP1435958 A1 EP 1435958A1
Authority
EP
European Patent Office
Prior art keywords
ethyl
dihydro
benzyl
methoxyphenyl
dimethoxyphenyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP02777150A
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English (en)
French (fr)
Inventor
Hans-Michael Eggenweiler
Michael Wolf
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Merck Patent GmbH
Original Assignee
Merck Patent GmbH
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Application filed by Merck Patent GmbH filed Critical Merck Patent GmbH
Publication of EP1435958A1 publication Critical patent/EP1435958A1/de
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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
    • A61K31/50—Pyridazines; Hydrogenated pyridazines
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
    • A61K31/50—Pyridazines; Hydrogenated pyridazines
    • A61K31/501—Pyridazines; Hydrogenated pyridazines not condensed and containing further heterocyclic rings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/535—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one oxygen as the ring hetero atoms, e.g. 1,2-oxazines
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/54—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P19/00—Drugs for skeletal disorders
    • A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P19/00—Drugs for skeletal disorders
    • A61P19/08—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease
    • A61P19/10—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease for osteoporosis
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
    • A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12—Antivirals
    • A61P31/14—Antivirals for RNA viruses
    • A61P31/18—Antivirals for RNA viruses for HIV
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • A61P35/04—Antineoplastic agents specific for metastasis
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00—Drugs for immunological or allergic disorders
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis

Definitions

  • the invention relates to the use of compounds of the formula I, disclosed in EP 0 738 715 A2,
  • R 1 and R 2 each independently of one another H or A
  • R 3 and R 4 each independently of one another -OH, -OR 10 , -SR 10 ,
  • R 5 is an unsubstituted or mono- or disubstituted by R 6 and / or R 7 substituted phenyl radical
  • Q is absent or alkylene with 1-6 C atoms
  • R 6 and R 7 each independently of one another -NH 2 , -NR 8 R 9 , -NHR 10 ,
  • R 8 and R 9 each independently of one another H, acyl with 1-8 C atoms, which is replaced by 1-5 F and / or Cl atoms can be substituted, -COOA, -SO-A, -S0 2 A, -CONH 2l -CONHA, -CONA 2 , -CO-COOH, -CO-COOA, -CO-CONH 2 , - CO-CONHA or -CO-CONA 2 , A alkyl with 1 to 6 carbon atoms, which by 1-5 F and / or
  • Cl atoms can be substituted, R 10 and R 11 each independently of one another A, cycloalkyl with 3-7 C atoms, methylene cycloalkyl with 4-8 C atoms or alkenyl with 2-8 C atoms and Hal F, Cl, Br or I mean
  • R 1 and R 2 are each independently H or A
  • R 3 and R 4 each independently of one another -OH, -OR 10 , -SR 10 ,
  • R 5 is an unsubstituted or mono- or disubstituted phenyl radical R 6 and / or R 7 , Q is absent or alkylene with 1 -6 C atoms,
  • R 6 and R 7 each independently of one another -NH 2) -NR 8 R 9 , -NHR 10 , -NR 10 R 11 , -N0 2 , shark, -CN, -OA, -COOH or -COOA, R 8 and R 9 each independently of one another H, acyl with 1 -8 C-
  • Atoms which can be substituted by 1-5 F and / or Cl atoms, -COOA, -SO-A, -S0 2 A, -CONH 2) -CONHA, -CONA 2 , -CO-COOH, -CO -COOA, -CO-CONH 2l -CO-CONHA or -CO-CONA 2 ,
  • a alkyl with 1 to 6 carbon atoms which is represented by 1 -5 F and / or
  • Cl atoms can be substituted, R 10 and R 1 each independently of one another A, cycloalkyl with 3-7 C atoms, methylene cycloalkyl with 4-8 C atoms or alkenyl with 2-8 C atoms and
  • B is an aromatic heterocycle with 1 to 4 N, O and / or S atoms, bonded via N or C, which may be unsubstituted or substituted once, twice or three times by shark, A and / or OA, and can also be fused to a benzene or pyridine ring,
  • Q is absent or alkylene with 1 -6 C atoms
  • R 1 and R 2 are each independently H or A
  • R 3 and R 4 each independently of one another -OH, OR 5 , -SR 5 , -SO-R 5 , -S0 2 -R 5 , shark, methylenedioxy, -N0 2l -NH 2 , -NHR 5 or -NR 5 R 6 ,
  • R 5 and R 6 each independently of one another A, cycloalkyl with 3-7 C atoms, methylene cycloalkyl with 4-8 C atoms or alkenyl with 2-8 C atoms,
  • a alkyl having 1 to 10 carbon atoms, which can be substituted by 1 to 5 F and / or Cl atoms and Hal F, Cl, Broder I mean
  • R 1 and R 2 each independently of one another H or A, R 3 H, OA or O-C m H 2m + 1-n X n ,
  • A is alkyl with 1-6 C atoms, m is 1, 2, 3, 4, 5 or 6 and n is 1,2,3,4,5,6,7,8,9, 10, 11, 12 or 13 .
  • R 1 and R 2 are each independently H or A, R 3 and R 4 each independently of one another OH, OA, SA, SOA, S0 2 A, shark, methylenedioxy, cycloalkyloxy with 3-7 C atoms or 0-C m H 2m + 1-k F k ,
  • R 6 and R 7 each independently of one another H or A, Q alkylene with 1 -6 C atoms,
  • R 1 and R 2 are each independently H or A
  • R 3 and R 4 each independently of one another -OH, OA, -SA,
  • Atoms that are substituted by 1 to 5 F and / or Cl atoms can be tuiert, cycloalkyl with 3-7 C-atoms or methylene cycloalkyl with 4-8 C-atoms,
  • Q is absent or alkylene with 1 -4 C atoms
  • Y is absent or alkylene with 1 -10 C atoms
  • NHA NHA
  • NAA an unsubstituted or simply substituted by A or OH saturated 3-8-membered heterocycle with at least one N atom, in which further CH 2 groups have been replaced by NH, NA, S or O.
  • the object of the invention was to find new uses of the compounds of the formulas I, in particular those which can lead to the production of medicaments.
  • the compounds according to the invention can be used for the treatment of asthmatic diseases.
  • the anti-asthmatic effect of the PDE IV inhibitors is e.g. by T.J. Torphy et al. in Thorax, 46, 512-523 (1991) and can e.g. B. by the method of T. Olson, Acta allergologica 26, 438-447 (1971) can be determined.
  • the compounds also show an inhibitory effect on the formation of TNF (tumor necrosis factor) and are therefore suitable for the treatment of allergic and inflammatory diseases, autoimmune diseases and graft rejection reactions.
  • TNF tumor necrosis factor
  • PDE IV inhibitors in the treatment of asthma, inflammatory diseases, diabetes mellitus, atopic dermatitis, psoriasis, AIDS, tumor growth or tumor metastases is e.g. described in EP 779 291.
  • the anti-inflammatory effect of the substances according to the invention and their effectiveness for the treatment of, for example, autoimmune diseases, Multiple sclerosis or rheumatoid arthritis can be analogous to the methods of N. Sommer et al., Nature Medicine, 1, 244-248 (1995) or L. Sekut et al., Clin. Exp. Immunol., 100, 126-132 (1995).
  • the invention furthermore relates to the use of the compounds of the formulas I and their physiologically acceptable salts and / or solvates for the production of a medicament for inhibiting the growth of neoplastic cells.
  • Neoplastic cells are understood to mean cancer cells.
  • the invention relates in particular to the use of the compounds of the formulas I and their physiologically acceptable salts and / or solvates for the production of a medicament for the treatment and / or prophylaxis of cancer.
  • the invention furthermore relates to the use of the compounds of the formulas I and their physiologically acceptable salts and / or solvates for the production of a medicament for the treatment of neoplastic damage.
  • the invention furthermore relates to the use of the compounds of the formulas I and their physiologically acceptable salts and / or solvates for the production of a medicament for the treatment of precancerogenic damage.
  • Precancerogenic damage means, for example, benign growths in the intestine that can lead to colon cancer.
  • Precancerogenic damage includes in particular those in US
  • Irregularities in apoptosis play a role in the formation of precancerogenic damage. Regulation of apoptosis is also known to play an important role in diseases associated with abnormal cell growth, such as e.g. benign prostatic hyperplasia, neurodegenerative diseases, e.g. Parkinson's, autoimmune diseases including multiple sclerosis and rheumatoid arthritis or infectious diseases such as AIDS.
  • diseases associated with abnormal cell growth such as e.g. benign prostatic hyperplasia, neurodegenerative diseases, e.g. Parkinson's, autoimmune diseases including multiple sclerosis and rheumatoid arthritis or infectious diseases such as AIDS.
  • the compounds of the formula I modulate apoptosis and are used in the treatment or prophylaxis of cancer.
  • the invention thus relates to the use of the compounds of the formulas I and their physiologically acceptable salts and / or solvates for the production of a medicament for regulating apoptosis in human cells.
  • the compounds of the formulas I can be used as active pharmaceutical ingredients in human and veterinary medicine. They can also be used as intermediates for the production of further active pharmaceutical ingredients.
  • the compounds of the formulas I can have a chiral center and can therefore occur in several stereoisomeric forms. All of these forms (e.g. R and S forms) and their mixtures (e.g. the R, S-
  • parenteral or topical application and do not react with the new compounds, e.g. water, vegetable oils, benzyl alcohols, alkylene glycols, polyethylene glycols, glycerol triacetate, gelatin, carbohydrates such as lactose or starch, magnesium stearate, talc, petroleum jelly.
  • Tablets, pills, dragees, capsules, powders, granules, syrups, juices or drops are used in particular for oral use, suppositories for rectal use, solutions, preferably oily or aqueous solutions, furthermore suspensions, emulsions or implants for which topical application ointments, creams or powder.
  • the new compounds can also be lyophilized and the resulting lyophilisates e.g. can be used for the production of injectables.
  • the specified preparations can be sterilized and / or contain auxiliaries such as lubricants, preservatives, stabilizers and / or wetting agents, emulsifiers, salts for influencing the osmotic pressure, buffer substances, coloring, flavoring and / or one or more further active ingredients, eg one or more vitamins.
  • the compounds of the formulas I and their physiologically acceptable salts can be used in combating diseases in which an increase in the cAMP (cyclo-adenosine monophosphate) level leads to inhibition or prevention of inflammation and muscle relaxation.
  • cAMP cyclo-adenosine monophosphate
  • Particular use can be made of the invention
  • the substances according to the invention are generally preferably used in doses between about 1 and 500 mg, in particular between see 5 and 100 mg administered per dosage unit.
  • the daily dosage is preferably between about 0.02 and 10 mg / kg body weight.
  • the specific dose for each patient depends on a wide variety of factors, for example on the effectiveness of the particular compound used, on the age, body weight, general health, sex, on the diet, on the time and route of administration, on the rate of excretion and on the combination of drugs and severity of the respective disease to which the therapy applies. Oral application is preferred.
  • Compounds of the formula I can contain one or more centers of asymmetry. In this case, they are usually in racemic form. Racemates obtained can be separated into their enantiomers mechanically or chemically by methods known per se. Diastereomers are preferably formed from the racemic mixture by reaction with an optically active release agent.
  • the invention relates in particular to the use of a) compounds, disclosed in EP 0 738 715 A2, selected from the

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  • Diabetes (AREA)
  • Physical Education & Sports Medicine (AREA)
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  • Orthopedic Medicine & Surgery (AREA)
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  • Obesity (AREA)
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Abstract

Verwendung von Phosphodiesterase IV - Inhibitoren und/oder ihrer physiologisch unbedenklichen Salze zur Herstellung eines Arzneimittels zur Behandlung von Osteoporose, Tumoren, Tumormetastasen, Atherosklerose, rheumatoide Arthritis, multiple Sklerose, Diabetes mellitus, ulzerative Kolitis und AIDS.

Description

Verwendung von Phosphodiesterase IV - Inhibitoren
rfindung betrifft die Verwendung von Verbindungen der Formel I, offenbart in EP 0 738 715 A2,
worin
R1 und R2 jeweils unabhängig voneinander H oder A, R3 und R4 jeweils unabhängig voneinander -OH, -OR10, -S-R10,
-SO-R 0, -S02-R1°, Hai, Methylendioxy, -N02l -NH2,
-NHR10 oder -NR10R11, R5 einen unsubstituierten oder ein- oder zweifach durch R6 und/oder R7 substituierten Phenylrest, Q fehlt oder Alkylen mit 1-6 C-Atomen,
R6 und R7 jeweils unabhängig voneinander -NH2, -NR8R9, -NHR10,
-NR10R11, -N02, Hai, -CN, -OA, -COOH oder -COOA, R8 und R9 jeweils unabhängig voneinander H, Acyl mit 1-8 C- Atomen, das durch 1-5 F- und/oder Cl-Atome substituiert sein kann, -COOA, -SO-A, -S02A, -CONH2l -CONHA, -CONA2, -CO-COOH, -CO-COOA, -CO-CONH2, -CO-CONHA oder -CO-CONA2, A Alkyl mit 1 bis 6 C-Atomen, das durch 1-5 F- und/oder
Cl-Atome substituiert sein kann, R10 und R11 jeweils unabhängig voneinander A, Cycloalkyl mit 3-7 C- Atomen, Methylencycloalkyl mit 4-8 C-Atomen oder Alkenyl mit 2-8 C-Atomen und Hal F, Cl, Br oder I bedeuten,
Verbindungen der Formel I, offenbart in EP 0 723 962 B1 ,
worin R1 und R2 jeweils unabhängig voneinander H oder A,
R3 und R4 jeweils unabhängig voneinander -OH, -OR10, -S-R10,
-SO-R10, -S02-R10, Hai, Methylendioxy, -N02, -NH2,
-NHR10 oder -NR10R11,
R5 einen unsubstituierten oder ein- oder zweifach durch R6 und/oder R7 substituierten Phenylrest, Q fehlt oder Alkylen mit 1 -6 C-Atomen,
R6 und R7 jeweils unabhängig voneinander -NH2) -NR8R9, -NHR10, -NR10R11, -N02, Hai, -CN, -OA, -COOH oder -COOA, R8 und R9 jeweils unabhängig voneinander H, Acyl mit 1 -8 C-
Atomen, das durch 1-5 F- und/oder Cl-Atome substituiert sein kann, -COOA, -SO-A, -S02A, -CONH2) -CONHA, -CONA2, -CO-COOH, -CO-COOA, -CO-CONH2l -CO-CONHA oder -CO-CONA2,
A Alkyl mit 1 bis 6 C-Atomen, das durch 1 -5 F- und/oder
Cl-Atome substituiert sein kann, R10 und R1 jeweils unabhängig voneinander A, Cycloalkyl mit 3-7 C- Atomen, Methylencycloalkyl mit 4-8 C-Atomen oder Alkenyl mit 2-8 C-Atomen und
Hai F, Cl, Br oder I bedeuten,
Verbindungen der Formel I, offenbart in EP 0 763 534 A1 ,
worin
B einen aromatischen Heterocyclus mit 1 bis 4 N-, O- und/oder S-Atomen, über N oder C gebunden, der un- substituiert oder ein-, zwei- oder dreifach durch Hai, A und/oder OA substituiert sein kann, und auch an einen Benzol- oder Pyridinring kondensiert sein kann,
Q fehlt oder Alkylen mit 1 -6 C-Atomen,
X CH2, S oder O,
R1 und R2 jeweils unabhängig voneinander H oder A,
R3 und R4 jeweils unabhängig voneinander -OH, OR5, -S-R5, -SO-R5, -S02-R5, Hai, Methylendioxy, -N02l -NH2, -NHR5 oder -NR5R6,
R5 und R6 jeweils unabhängig voneinander A, Cycloalkyl mit 3-7 C-Atomen, Methylencycloalkyl mit 4-8 C-Atomen oder Alkenyl mit 2-8 C-Atomen,
A Alkyl mit 1 bis 10 C-Atomen, das durch 1 bis 5 F- und/oder Cl-Atome substituiert sein kann und Hal F, Cl, Broder I bedeuten,
d) Verbindungen der Formel I, offenbart in EP 0539806 B1 ,
worin
R1 und R2 jeweils unabhängig voneinander H oder A, R3 H,OAoderO-CmH2m+1-nXn,
R -0-CmH2m+i-nXn,
X F oder Cl,
A Alkyl mit 1-6 C-Atomen, m 1, 2, 3, 4, 5 oder 6 und n 1,2,3,4,5,6,7,8,9, 10, 11, 12 oder 13 bedeuten,
e) Verbindungen der Formel I, offenbart in EP 0618201 A1 ,
1 R2
N-N
Q-R5
worin
R1 und R2 jeweils unabhängig voneinander H oder A, R3 und R4 jeweils unabhängig voneinander OH, OA, SA, SOA, S02A, Hai, Methylendioxy, Cycloalkyloxy mit 3-7 C- Atomen oder 0-CmH2m+1-kFk,
R5 -NR6R7 oder -N (CH2)n,
wobei eine CH2-Gruppe auch durch Sauerstoff ersetzt sein kann, R6 und R7 jeweils unabhängig voneinander H oder A, Q Alkylen mit 1 -6 C-Atomen,
A Alkyl mit 1 -6 C-Atomen,
Hai F, Cl, Br oder I, m 1 , 2, 3, 4, 5 oder 6, n 3, 4, 5 oder 6, k 1 , 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 , 12 oder 13 bedeuten,
Verbindungen der Formel I, offenbart in DE 196 04 388 A1 ,
worin
R1 und R2 jeweils unabhängig voneinander H oder A,
R3 und R4 jeweils unabhängig voneinander -OH, OA, -S-A,
-SO-A, -S02-A, Hai, Methylendioxy, -NO2) -NH2, -NHA oder -NAA', A und A' jeweils unabhängig voneinander Alkyl mit 1 bis 10 C-
Atomen, das durch 1 bis 5 F- und/oder Cl-Atome substi- tuiert sein kann, Cycloalkyl mit 3-7 C-Atomen oder Me- thylencycloalkyl mit 4-8 C-Atomen,
B -Y-R5 oder -O-Y-R5,
Q fehlt oder Alkylen mit 1 -4 C-Atomen,
Y fehlt oder Alkylen mit 1 -10 C-Atomen,
X CH2 oder S,
R5 NH2) NHA, NAA' oder einen unsubstituierten oder einfach durch A oder OH substituierten gesättigten 3-8- gliedrigen Heterocyclus mit mindestens einem N-Atom, worin zusätzlich weitere CH2-Gruppen durch NH, NA, S oder O ersetzt sein können, Hai F, Cl, Br oder I bedeuten,
und/oder ihrer physiologisch unbedenklichen Salze zur Herstellung eines Arzneimittels zur Behandlung von Osteoporose, Tumoren, Tumormetastasen, Atherosklerose, rheumatoide Arthritis, multiple Sklerose, Diabetes mellitus, ulzerative Kolitis und AIDS.
Der Erfindung lag die Aufgabe zugrunde, neue Verwendungen der Verbindungen der Formeln I aufzufinden, insbesondere solche, die zur Herstel- lung von Arzneimitteln führen können.
Es wurde gefunden, daß die Verbindungen der Formeln I und ihre Salze bei guter Verträglichkeit sehr wertvolle pharmakologische Eigenschaften besitzen.
Insbesondere zeigen sie eine selektive Phosphodiesterase IV-Hemmung, die mit einer intrazellulären Erhöhung von cAMP verbunden ist (N. Sommer et al., Nature Medicine, 1 , 244-248 (1995)). Die PDE IV-Hemmung kann z.B. analog C.W. Davis in Biochim. biophys. Acta 797, 354-362 (1984) nachgewiesen werden.
Die erfindungsgemäßen Verbindungen können zur Behandlung von asthmatischen Erkrankungen eingesetzt werden. Die antiasthmatische Wirkung der PDE IV-Hemmer ist z.B. von T.J. Torphy et al. in Thorax, 46, 512-523 (1991) beschrieben und kann z. B. nach der Methode von T. Ols- son, Acta allergologica 26, 438-447 (1971 ), bestimmt werden.
Da cAMP knochenabbauende Zellen hemmt und knochenaufbauende Zellen stimuliert (S. Kasugai et al., M681 und K. Miyamoto, M 682, in Abstract der American Society for Bone and Mineral Research 18th annual meeting, 1996), können die erfindungsgemäßen Verbindungen zur Behandlung von Osteoporose eingesetzt werden.
Die Verbindungen zeigen außerdem eine hemmende Wirkung auf die Bildung von TNF (Tumor Nekrose Faktor) und eignen sich daher zur Behandlung von allergischen und entzündlichen Krankheiten, Autoimmunkrankheiten und Transplantatabstoßungsreaktionen.
Sie können zur Behandlung von Gedächtnisstörungen, Tumoren, Tumormetastasen, Atherosklerose, rheumatoide Arthritis, multiple Sklerose, Morbus Crohn, atopische Dermatitis, Diabetes mellitus, Ulzerative Kolitis und AIDS eingesetzt werden.
Die Wirkung von PDE IV-Hemmem bei der Behandlung von Asthma, ent- zündlichen Erkrankungen, Diabetes mellitus, atopischer Dermatitis, Pso- riasis, AIDS, Tumorwachstum oder Tumormetastasen ist z.B. in der EP 779 291 beschrieben.
Die antiinflammatorische Wirkung der erfindungsgemäßen Substanzen und ihre Wirksamkeit zur Behandlung von z.B. Autoimmunerkrankungen, Multiplesklerose oder rheumatoider Arthritis kann analog den Methoden von N. Sommer et al., Nature Medicine, 1 , 244-248 (1995) oder L. Sekut et al., Clin. Exp. Immunol., 100, 126-132 (1995) bestimmt werden.
Die Wirkung von PDE IV-Hemmern bei der Tumorbehandlung ist z.B. in der WO 95 35 281 , WO 95 17 399 oder WO 96 00 215 beschrieben.
Überraschenderweise wurde gefunden, daß die Verbindungen der For- mein I zur Behandlung von Krebs geeignet sind.
Gegenstand der Erfindung ist weiterhin die Verwendung der Verbindungen der Formeln I sowie deren physiologisch unbedenklichen Salze und/oder Solvate zur Herstellung eines Arzneimittels zur Inhibierung des Wachstums neoplastischer Zellen.
Unter neoplastischen Zellen werden Krebszellen verstanden.
Gegenstand der Erfindung ist insbesondere die Verwendung der Verbindungen der Formeln I sowie deren physiologisch unbedenklichen Salze und/oder Solvate zur Herstellung eines Arzneimittels zur Behandlung und/oder Prophylaxe von Krebserkrankungen.
Gegenstand der Erfindung ist weiterhin die Verwendung der Verbindungen der Formeln I sowie deren physiologisch unbedenklichen Salze und/oder Solvate zur Herstellung eines Arzneimittels zur Behandlung neoplastischer Schädigungen.
Gegenstand der Erfindung ist weiterhin die Verwendung der Verbindungen der Formeln I sowie deren physiologisch unbedenklichen Salze und/oder Solvate zur Herstellung eines Arzneimittels zur Behandlung präcanceroge- ner Schädigungen. Unter präcancerogenen Schädigungen versteht man z.B. gutartige Wucherungen im Darm, die zu Darmkrebs führen können.
Unter präcancerogenen Schädigungen werden insbesondere die in US
5,948,911 in Spalte 4, Zeilen 49-60 genannten Läsionen verstanden.
Unregelmäßigkeiten der Apoptose (Zelltod) spielen eine Rolle bei der Bildung präcancerogener Schädigungen. Auch ist bekannt, daß die Regulierung von Apoptose bei Krankheiten eine wichtige Rolle spielt, die im Zusammenhang mit einem abnormalen Zellwachstum stehen, wie z.B. gutartige Prostatahyperplasie, neurodegenera- tive Erkrankungen, wie z.B. Parkinson, Autoimmunkrankheiten einschließ- lieh Multiple Sklerose und rheumatoide Arthrithis oder Infektionskrankheiten wie AIDS.
Die Verbindungen der Formeln I, modulieren Apoptose und finden Verwendung bei der Behandlung oder Prophylaxe von Krebserkrankungen.
Gegenstand der Erfindung ist somit die Verwendung der Verbindungen der Formeln I sowie deren physiologisch unbedenklichen Salze und/oder Solvate zur Herstellung eines Arzneimittels zur Regulierung von Apoptose in menschlichen Zellen.
Die Verbindungen der Formeln I können als Arzneimittelwirkstoffe in der Human- und Veterinärmedizin eingesetzt werden. Ferner können sie als Zwischenprodukte zur Herstellung weiterer Arzneimittelwirkstoffe eingesetzt werden.
Die Verbindungen der Formeln I können ein chirales Zentrum aufweisen und können daher in mehreren stereoisomeren Formen auftreten. Alle die- se Formen (z. B. R- und S-Formen) und deren Gemische (z. B. die R,S-
Formen) sind in den Formeln I eingeschlossen. Diese Verbindungen der Formeln I können als Arzneimittel in der Humanoder Veterinärmedizin verwendet werden. Als Trägerstoffe kommen organische oder anorganische Substanzen in Frage, die sich für die enterale
(z.B. orale), parenterale oder topische Applikation eignen und mit den neuen Verbindungen nicht reagieren, beispielsweise Wasser, pflanzliche Öle, Benzylalkohole, Alkylenglykole, Polyethylenglykole, Glycerintriacetat, Gelatine, Kohlehydrate wie Lactose oder Stärke, Magnesiumstearat, Talk, Vaseline. Zur oralen Anwendung dienen insbesondere Tabletten, Pillen, Dragees, Kapseln, Pulver, Granulate, Sirupe, Säfte oder Tropfen, zur rektalen Anwendung Suppositorien, zur parenteralen Anwendung Lösungen, vorzugsweise ölige oder wässrige Lösungen, ferner Suspensionen, Emul- sionen oder Implantate, für die topische Anwendung Salben, Cremes oder Puder. Die neuen Verbindungen können auch lyophilisiert und die erhaltenen Lyophilisate z.B. zur Herstellung von Injektionspräparaten verwendet werden. Die angegebenen Zubereitungen können sterilisiert sein und/oder Hilfsstoffe wie Gleit-, Konservierungs-, Stabilisierungs- und/oder Netzmittel, Emulgatoren, Salze zur Beeinflussung des osmotischen Druckes, Puffersubstanzen, Färb-, Geschmacks- und /oder ein oder mehrere weitere Wirkstoffe enthalten, z.B. ein oder mehrere Vitamine.
Die Verbindungen der Formeln I und ihre physiologisch unbedenklichen Salze können bei der Bekämpfung von Krankheiten, bei denen eine Erhöhung des cAMP(cyclo-Adenosin-monophosphat)-Spiegels zu Entzündungshemmung oder -Verhinderung und Muskelentspannung führt, einge- setzt werden. Besondere Verwendung können die erfindungsgemäßen
Verbindungen bei der Behandlung von Osteoporose, Tumoren, Tumormetastasen, Asthma, chronischer Bronchitis, atopischer Dermatitis, Psoriasis und anderer Hautkrankheiten und Autoimmunerkrankungen finden.
Dabei werden die erfindungsgemäßen Substanzen in der Regel vorzugsweise in Dosierungen zwischen etwa 1 und 500 mg, insbesondere zwi- sehen 5 und 100 mg pro Dosierungseinheit verabreicht. Die tägliche Dosierung liegt vorzugsweise zwischen etwa 0,02 und 10 mg/kg Körpergewicht. Die spezielle Dosis für jeden Patienten hängt jedoch von den verschiedensten Faktoren ab, beispielsweise von der Wirksamkeit der einge- setzten speziellen Verbindung, vom Alter, Körpergewicht, allgemeinen Gesundheitszustand, Geschlecht, von der Kost, vom Verabreichungszeitpunkt und -weg, von der Ausscheidungsgeschwindigkeit, Arzneistoffkombination und Schwere der jeweiligen Erkrankung, welcher die Therapie gilt. Die orale Applikation ist bevorzugt.
Verbindungen der Formeln I können ein oder mehrere Asymmetriezentren enthalten. In diesem Fall liegen sie gewöhnlich in racemischer Form vor. Erhaltene Racemate können nach an sich bekannten Methoden mechanisch oder chemisch in ihre Enantiomeren getrennt werden. Vorzugsweise werden aus dem racemischen Gemisch durch Umsetzung mit einem optisch-aktiven Trennmittel Diastereomere gebildet.
Gegenstand der Erfindung ist insbesondere die Verwendung von a) Verbindungen, offenbart in EP 0 738 715 A2, ausgewählt aus der
Gruppe
2-(4-Nitrobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydro- pyridazin-3-on, F. 126°;
2-(3-Nitrobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydro- pyridazin-3-on, F. 122°;
2-(2-Nitrobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydro- pyridazin-3-on;
2-(2,3-Dinitrobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydro- pyridazin-3-on;
2-(2,4-Dinitrobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydro- pyridazin-3-on;
2-(2-Methoxybenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydro- pyridazin-3-on; 2-(4-Methoxybenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydro- py dazin-3-on;
2-(2-Chlorbenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydro- pyridazin-3-on;
2-(2,6-Dichlorbenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydro- pyridazin-3-on;
2-(4-Cyanbenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydro- pyridazin-3-on; 2-(4-Carboxybenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydro- pyridazin-3-on;
2-(4-Nitrobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro- pyridazin-3-on; 2-(3-Nitrobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro- pyridazin-3-on;
2-(2-Nitrobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro- pyridazin-3-on;
2-(2,3-Dinitrobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5-tetra- hydro-pyridazin-3-on;
2-(2,4-Dinitrobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5-tetra- hydro-pyridazin-3-on;
2-(2-Methoxybenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5-tetra- hydro-pyridazin-3-on;
2-(4-Methoxybenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5-tetra- hydro-pyridazin-3-on;
2-(2-Chlorbenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro- pyhdazin-3-on;
2-(2,6-Dichlorbenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5-tetra- hydro-pyridazin-3-on;
2-(4-Cyanbenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro- pyridazin-3-on;
2-(4-Carboxybenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5-tetra- hydro-pyridazin-3-on; 2-(4-Nitrobenzyl)-6-(3-methoxy-4-trifluormethoxyphenyl)-5-ethyl-
2,3,4,5-tetrahydro-ρyridazin-3-on;
2-(4-Nitrobenzyl)-6-(3-methoxy-4-difluormethoxyphenyl)-5-ethyl-
2,3,4,5- tetrahydro-pyridazin-3-on;
2-(4-Nitrobenzyl)-6-(3-methoxy-4-fluormethoxyphenyl)-5-ethyl-
2,3,4,5- tetrahydro-pyridazin-3-on;
2-(4-Nitrobenzyl)-6-(3-difluormethoxy-4-methoxyphenyl)-5-ethyl- 2,3,4,5- tetrahydro-pyridazin-3-on; 2-(4-Nitrobenzyl)-6-(3-trifluormethoxy-4-methoxyphenyl)-5-ethyl-
2,3,4,5- tetrahydro-pyridazin-3-on;
2-(4-Nitrobenzyl)-6-(3-Fluormethoxy-4-methoxyphenyl)-5-ethyl- 2,3,4,5- tetrahydro-pyridazin-3-on; 2-(4-Nitrobenzyl)-6-(3-Methoxy-4-ethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(4-Nitrobenzyl)-6-(3-Ethoxy-4-methoxyphenyl)-5-ethyl-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(4-Nitrobenzyl)-6-(3-hydroxy-4-methoxyphenyl)-5-ethyl-2, 3,4,5- tetrahydro-pyridazin-3-on;
2-(4-Nitrobenzyl)-6-(4-methylsulfonylyphenyl)-5-ethyl-2,3,4,5-tetra- hydro-pyridazin-3-on;
2-(4-Nitrobenzyl)-6-(4-methylenoxyphenyl)-5-ethyl-2,3,4,5-tetra- hydro-pyridazin-3-on;
2-(4-Nitrobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5-ethyl- 2,3,4,5- tetrahydro-pyridazin-3-on;
2-(4-Aminobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on, F. 184°;
2-(3-Aminobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydro- pyridazin-3-on, F. 140°;
2-(2-Aminobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydro- pyridazin-3-on;
2-(2,3-Diaminobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydro- pyridazin-3-on; 2-(2,4-Diaminobenzyl)-6-(3,4-dimethoxyphenyi)-2,3,4,5-tetrahydro- pyridazin-3-on;
2-(4-Aminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(3-Aminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydro-pyridazin-3-on, F. 49°;
2-(2-Aminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydro-pyridazin-3-on; 2-(2,3-Diaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5-tetra- hydro-pyridazin-3-on;
2-(2,4-Diaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5-tetra- hydro-pyridazin-3-on; 2-(4-Aminobenzyl)-6-(3-methoxy-4-trifluormethoxyphenyl)-5-ethyl-
2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Aminobenzyl)-6-(3-methoxy-4-difluormethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Aminobenzyl)-6-(3-methoxy-4-fluormethoxyphenyl)-5-ethyl- 2,3,4,5- tetrahydro-pyridazin-3-on;
2-(4-Aminobenzyl)-6-(3-difluormethoxy-4-methoxyphenyl)-5-ethyl- 2,3,4, 5-tetrahydro-pyridazin-3-on;
2-(4-Aminobenzyl)-6-(3-trifluormethoxy-4-methoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Aminobenzyl)-6-(3-Fluormethoxy-4-methoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Aminobenzyl)-6-(3-Methoxy-4-ethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(4-Aminobenzyl)-6-(3-Ethoxy-4-methoxyphenyl)-5-ethyl-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(4-Aminobenzyl)-6-(3-hydroxy-4-methoxyphenyl)-5-ethyl-2, 3,4,5- tetrahydro-pyτidazin-3-on;
2-(4-Aminobenzyl)-6-(4-methylsulfonylphenyl)-5-ethyl-2,3,4,5-tetra- hydro-pyridazin-3-on; 2-(4-Aminobenzyl)-6-(4-methylenoxyphenyl)-5-ethyl-2,3,4,5-tetra- hydro-pyridazin-3-on;
2-(4-Aminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5-ethyl-
2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-Aminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5-ethyl-
2,3,4,5-tetrahydro-pyridazin-3-on, F. 109°;
2-(4-Aminophenethyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydro- pyridazin-3-on; 2-(4-Aminophenethyl)-6-(3,4-dimethoxypheπyl)-5-ethyl-2,3,4,5-tetra- hydro-pyridazin-3-on;
2-(3-Aminobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-2,3,4,5-tetrahydro- pyridazin-3-on, F. 112°; 2-(4-Carboxybenzyl)-6-(3,4-dihydroxyphenyl)-5-ethyl-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(4-Butyrylaminobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydro- pyridazin-3-on, F. 148°;
2-(4-Acetamidobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydro- pyridazin-3-on, F. 183°;
2-(4-Trifluoracetamidobenzyl)-6-(3,4-dimethoxyphenyl)-2, 3,4,5- tetrahydropyridazin-3-on, F. 210°;
2-(4-Methylsulfonamidobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on, F. 138°;
2-(4-Propionylaminobenzyl)-6-(3,4-dimethoxyphenyl)-2, 3,4,5- tetrahydropyridazin-3-on, F. 176°;
2-(4-tert.-Butylcarbonylaminobenzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5- tetrahydropyridazin-3-on, F. 155°;
2-(4-lsobutyrylaminobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Methoxycarbonylaminobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Pivalylaminobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on; 2-(4-Cyclopentylcarbamoylbenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Ethoxycarbonylaminobenzyl)-6-(3,4-dimethoxyphenyl)-2, 3,4,5- tetrahydropyridazin-3-on, F. 147°;
2-(4-Methoxalylaminobenzyl)-6-(3,4-dimethoxyphenyl)-2, 3,4,5- tetrahydropyridazin-3-on;
2-(4-Ureidobenzyl)-6-(3,4-dimethoxyphenyl)-2, 3,4,5- tetrahydropyridazin-3-on; 2-(4-Pentanoylaminobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Hexanoylaminobenzyl)-6-(3,4-dimethoxyphenyl)-2, 3,4,5- tetrahydropyridazin-3-on; 2-(4-Pentafluorpropionylaminobenzyl)-6-(3,4-dimethoxyphenyl)-
2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Acetamidobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Trifluoracetamidobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-
2,3,4,5- tetrahydropyridazin-3-on, F. 133°;
2-(4-Methylsulfonamidobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Propionylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2, 3,4,5- tetrahydropyridazin-3-on, F. 81 °;
2-(4-tert.-Butylcarbonylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Butyrylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydropyridazin-3-on, F. 117°;
2-(4-lsobutyrylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Methoxycarbonylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-
2,3,4,5-tetrahydropyridazin-3-on, F. 144°;
2-(4-Pivalylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydropyridazin-3-on; 2-(4-Cyclopentylcarbamoylbenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-
2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Ethoxycarbonylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-
2,3,4,5-tetrahydropyridazin-3-on, F.154°;
2-(4-Methoxalylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-
2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Ureidobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydropyridazin-3-on; 2-(4-Pentanoylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Hexanoylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2, 3,4,5- tetrahydropyridazin-3-on; 2-(4-Pentafluorpropionylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Acetamidobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-5-ethyl-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Trifluoracetamidobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-5-ethyl-
2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methylsulfonamidobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Propionylaminobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Butyrylaminobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-5-ethyl-
2,3,4,5- tetrahydropyridazin-3-on;
2-(4-lsobutyrylaminobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methoxycarbonylaminobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pivalylaminobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-5-ethyl-
2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Cyclopentylcarbamoylbenzyl)-6-(3-ethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on; 2-(4-Ethoxycarbonylaminobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methoxalylaminobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-5-ethyl-
2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Ureidobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-5-ethyl-2, 3,4,5- tetrahydropyridazin-3-on;
2-(4-Pentanoylaminobenzyl)-6-(3-ethoxy-4-methoxyphenyI)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on; 2-(4-Hexanoylaminobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-5-ethyl-
2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pentafluorpropionylaminobenzyl)-6-(3-ethoxy-4-methoxyphenyl)- 5- ethyl-2,3,4,5-tetrahydropyridazin-3-on; 2-(4-Acetamidobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5-ethyl-
2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Trifluoracetamidobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)- 5- ethyl-2,3,4,5-tetrahydropyridazin-3-on, F. 162°;
2-(4-Methylsulfonamidobenzyl)-6-(3-cyclopentyloxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Propionylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on, F. 69°;
2-(4-tert.-Butylcarbonylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Butyrylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-lsobutyrylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methoxycarbonylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pivalylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-CycIopentylcarbamoylbenzyl)-6-(3-cycIopentyloxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on; 2-(4-Ethoxycarbonylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on, F. 73°;
2-(4-Methoxalylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-
5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Ureidobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5-ethyl-
2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pentanoylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on; 2-(4-Hexanoylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pentafluorpropionylaminobenzyl)-6-(3-cyclopentyloxy-4- methoxy-phenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on; 2-(4-Acetamidophenethyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Trifluoracetamidophenethyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methylsulfonamidophenethyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-
2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Propionylaminophenethyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Butyrylaminophenethyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2, 3,4,5- tetrahydropyridazin-3-on;
2-(4-lsobutyrylaminophenethyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4, 5-tetrahydropyridazin-3-on;
2-(4-Methoxycarbonylaminophenethyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pivalylaminophenethyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Cyclopentylcarbamoylphenethyl)-6-(3,4-dimethoxyphenyl)-5- ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Ethoxycarbonylaminophenethyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on; 2-(4-Methoxalylaminophenethyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Ureidophenethyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2, 3,4,5- tetrahydropyridazin-3-on;
2-(4-Pentanoylaminophenethyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-
2,3,4, 5-tetrahydropyridazin-3-on;
2-(4-Hexanoylaminophenethyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5- tetrahydropyridazin-3-on; 2-(4-Pentafluorpropionylaminophenethyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(3-Acetamidobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydropyridazin-3-on; 2-(3-Trifluoracetamidobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-
2,3,4,5- tetrahydropyridazin-3-on, F. 142°;
2-(3-Methylsulfonamidobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5- tetrahydropyridazin-3-on;
2-(3-Propionylaminobenzyf)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydropyridazιn-3-on, F. 126°;
2-(3-Butyrylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydropyridazin-3-on;
2-(3-lsobutyrylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydropyridazin-3-on;
2-(3-Methoxycarbonylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(3-Pivalylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydropyridazin-3-on;
2-(3-Cyclopentylcarbamoylbenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(3-Ethoxycarbonylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-
2,3,4,5-tetrahydropyridazin-3-on, F. 54°;
2-(3-Methoxalylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-
2,3,4,5- tetrahydropyridazin-3-on; 2-(3-Ureidobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydropyridazin-3-on;
2-(3-Pentanoylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2, 3,4,5- tetrahydropyridazin-3-on;
2-(3-Hexanoylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydropyridazin-3-on;
2-(3-Pentafluorpropionylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on; 2-(4-Acetamidobenzyl)-6-(3-fluormethoxy-4-methoxyphenyl)-5-ethyl-
2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Trifluoracetamidobenzyl)-6-(3-fluormethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on; 2-(4-Methylsulfonamidobenzyl)-6-(3-fluormethoxy-4-methoxyphenyl)-
5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Propionylaminobenzyl)-6-(3-fluormethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Butyrylaminobenzyl)-6-(3-fluormethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-lsobutyrylaminobenzyl)-6-(3-fluormethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methoxycarbonylaminobenzyl)-6-(3-fluormethoxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydropyhdazin-3-on;
2-(4-Pivalylaminobenzyl)-6-(3-fluormethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Cyclopentylcarbamoylbenzyl)-6-(3-fluormethoxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Ethoxycarbonylaminobenzyl)-6-(3-fluormethoxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methoxalylaminobenzyl)-6-(3-fluormethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Ureidobenzyl)-6-(3-fluormethoxy-4-methoxyphenyl)-5-ethyl- 2,3,4,5- tetrahydropyridazin-3-on; 2-(4-Pentanoylaminobenzyl)-6-(3-fluormethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Hexanoylaminobenzyl)-6-(3-fluormethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pentafluorpropionylaminobenzyl)-6-(3-fluormethoxy-4-methoxy- pheny.)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-AcetamidobenzyI)-6-(3-difluormethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on; 2-(4-Trifluoracetamidobenzyl)-6-(3-difluormethoxy-4-methoxyphenyl)-
5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methylsulfonamidobenzyl)-6-(3-difluormethoxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on; 2-(4-Propionylaminobenzyl)-6-(3-difluormethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Butyrylaminobenzyl)-6-(3-difluormethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-lsobutyrylaminobenzyl)-6-(3-difluormethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methoxycarbonylaminobenzyl)-6-(3-difluormethoxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pivalylaminobenzyl)-6-(3-difluormethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Cyclopentylcarbamoylbenzyl)-6-(3-difluormethoxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Ethoxycarbonylaminobenzyl)-6-(3-difluormethoxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methoxalylaminobenzyl)-6-(3-difluormethoxy-4-methoxyphenyl)- 5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Ureidobenzyl)-6-(3-difluormethoxy-4-methoxyphenyl)-5-ethyl- 2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Pentanoylaminobenzyl)-6-(3-difluormethoxy-4-methoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydroρyridazin-3-on; 2-(4-Hexanoylaminobenzyl)-6-(3-difluormethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pentafluorpropionylaminobenzyl)-6-(3-difluormethoxy-4- methoxy-phenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Acetamidobenzyl)-6-(3-trifluormethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-T fluoracetamidobenzyl)-6-(3-trifluormethoxy-4-methoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydropyridazin-3-on; 2-(4-Methylsulfonamidobenzyl)-6-(3-trifluormethoxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Propionylaminobenzyl)-6-(3-trifluormethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on; 2-(4-Butyrylaminobenzyl)-6-(3-trifluormethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-lsobutyrylaminobenzyl)-6-(3-trifluormethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methoxycarbonylaminobenzyl)-6-(3-trifluormethoxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pivalylaminobenzyl)-6-(3-t fluormethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Cyclopentylcarbamoylbenzyl)-6-(3-trifluormethoxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Ethoxycarbonylaminobenzyl)-6-(3-trifluormethoxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methoxalylaminobenzyl)-6-(3-trifluormethoxy-4-methoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Ureidobenzyl)-6-(3-trifluormethoxy-4-methoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pentanoylaminobenzyl)-6-(3-trifluormethoxy-4-methoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-HexanoyIaminobenzyl)-6-(3-trifluormethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on; 2-(4-Pentafluorpropionylaminobenzyl)-6-(3-trifluormethoxy-4- methoxy-phenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on.
2-(4-Acetamidobenzyl)-6-(3-methoxy-4-fluormethoxyphenyl)-5-ethyl-
2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Trifluoracetamidobenzyl)-6-(3-methoxy-4-fluormethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methylsulfonamidobenzyl)-6-(3-methoxy-4-fluormethoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydropyridazin-3-on; 2-(4-Propionylaminobenzyl)-6-(3-methoxy-4-fluormethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Butyrylaminobenzyl)-6-(3-methoxy-4-fluormethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on; 2-(4-lsobutyrylaminobenzyl)-6-(3-methoxy-4-fluormethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methoxycarbonylaminobenzyl)-6-(3-methoxy-4-fluormethoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pivalylaminobenzyl)-6-(3-methoxy-4-fluormethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Cyclopentylcarbamoylbenzyl)-6-(3-methoxy-4-fluormethoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Ethoxycarbonylaminobenzyl)-6-(3-methoxy-4-fluormethoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methoxalylaminobenzyl)-6-(3-methoxy-4-fluormethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Ureidobenzyl)-6-(3-methoxy-4-fluormethoxyphenyl)-5-ethyl- 2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Pentanoylaminobenzyl)-6-(3-methoxy-4-fluormethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Hexanoylaminobenzyl)-6-(3-methoxy-4-fluormethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pentafluorpropionylaminobenzyl)-6-(3-methoxy-4-fluormethoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on; 2-(4-Acetamidobenzyl)-6-(3-methoxy-4-difluormethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Trifluoracetamidobenzyl)-6-(3-methoxy-4-difluormethoxyphenyl)-
5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methylsulfonamidobenzyl)-6-(3-methoxy-4-difluormethoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Propionylaminobenzyl)-6-(3-methoxy-4-difluormethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on; 2-(4-Butyrylaminobenzyl)-6-(3-methoxy-4-difluormethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-lsobutyrylaminobenzyl)-6-(3-methoxy-4-difluormethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on; 2-(4-Methoxycarbonylaminobenzyl)-6-(3-methoxy-4-difluormethoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pivalylaminobenzyl)-6-(3-methoxy-4-difluormethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Cyclopentylcarbamoylbenzyl)-6-(3-methoxy-4-difluormethoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Ethoxycarbonylaminobenzyl)-6-(3-methoxy-4-difluormethoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methoxalylaminobenzyl)-6-(3-methoxy-4-difluormethoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Ureidobenzyl)-6-(3-methoxy-4-difluormethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pentanoylaminobenzyl)-6-(3-methoxy-4-difluormethoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Hexanoylaminobenzyl)-6-(3-methoxy-4-difluormethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pentafluorpropionylaminobenzyl)-6-(3-methoxy-4- difluormethoxy-phenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Acetamidobenzyl)-6-(3-methoxy-4-trifluormethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on; 2-(4-Trifluoracetamidobenzyl)-6-(3-methoxy-4-trifluormethoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methylsulfonamidobenzyl)-6-(3-methoxy-4-trifluormethoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Propionylaminobenzyl)-6-(3-methoxy-4-trifluormethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Butyrylaminobenzyl)-6-(3-methoxy-4-trifluormethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on; 2-(4-lsobutyrylaminobenzyl)-6-(3-methoxy-4-trifluormethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methoxycarbonylaminobenzyl)-6-(3-methoxy-4-trifluormethoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on; 2-(4-Pivalylaminobenzyl)-6-(3-methoxy-4-trifluormethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Cyclopentylcarbamoylbenzyl)-6-(3-methoxy-4-trifluormethoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Ethoxycarbonylaminobenzyl)-6-(3-methoxy-4-trifluormethoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methoxalylaminobenzyl)-6-(3-methoxy-4-trifluormethoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Ureidobenzyl)-6-(3-methoxy-4-trifluormethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pentanoylaminobenzyl)-6-(3-methoxy-4-trifluormethoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Hexanoylaminobenzyl)-6-(3-methoxy-4-trifluormethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pentafluorpropionylaminobenzyl)-6-(3-methoxy-4- trifluormethoxy-phenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Acetamidobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-2, 3,4,5- tetrahydropyridazin-3-on, F. 170°;
2-(4-Trifluoracetamidobenzyl)-6-(3-ethoxy-4-methoxyρhenyl)-2,3,4,5- tetrahyd ropyridazin-3-on ; 2-(4-Methylsulfonamidobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-
2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Propionylaminobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Buty rylaminobenzyl)-6-(3-ethoxy-4-methoxyρhenyl)-2, 3,4,5- tetrahydropyridazin-3-on;
2-(4-lsobutyrylaminobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-2, 3,4,5- tetrahydropyridazin-3-on; 2-(4-Methoxycarbonylaminobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-
2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pivalylaminobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on; 2-(4-Cyclopentylcarbamoylbenzyl)-6-(3-ethoxy-4-methoxyphenyl)-
2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Ethoxycarbonylaminobenzyl)-6-(3-ethoxy-4-methoxyphenyl)- 2,3,4,5-tetrahydropyridazin-3-on, F. 128°;
2-(4-Methoxalylaminobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Ureidobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Pentanoylaminobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-2, 3,4,5- tetrahydropyridazin-3-on;
2-(4-Hexanoylaminobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-2, 3,4,5- tetrahydropyridazin-3-on;
2-(4-Pentafluorpropionylaminobenzyl)-6-(3-ethoxy-4-methoxyphenyl)- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Acetamidobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)- 2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Trifluoracetamidobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-
2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methylsulfonamidobenzyl)-6-(3-cyclopentyloxy-4-methoxy- phenyl)-2,3,4,5-tetrahydropyridazin-3-on; 2-(4-Propionylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-tert.-Butylcarbonylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxy- phenyl)-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Butyrylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-
2,3,4,5-tetrahydropyridazin-3-on;
2-(4-lsobutyrylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)- 2,3,4,5-tetrahydropyridazin-3-on; 2-(4-Methoxycarbonylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxy- phenyl)-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-P.valylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxypheny.)- 2,3,4,5-tetrahydropyridazin-3-on; 2-(4-Cyclopentylcarbamoylbenzyl)-6-(3-cyclopentyloxy-4-methoxy- phenyl)-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Ethoxycarbonylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxy- phenyl)-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Methoxalylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-
2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Ureidobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-2, 3,4,5- tetrahydropyridazin-3-on;
2-(4-Pentanoylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)- 2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Hexanoylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-
2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Pentafluorpropionylaminobenzyl)-6-(3-cyclopentyloxy-4- methoxy-phenyl)-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Acetamidophenethyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Trifluoracetamidophenethyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Methylsulfonamidophenethyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on; 2-(4-Propionylaminophenethyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Butyrylaminophenethyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-lsobutyrylaminophenethyl)-6-(3,4-dimethoxyphenyl)-2, 3,4,5- tetrahydropyridazin-3-on;
2-(4-Methoxycarbonylaminophenethyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydropyridazin-3-on; 2-(4-Pivalylaminophenethyl)-6-(3,4-dimethoxyphenyl)-2, 3,4,5- tetrahydropyridazin-3-on;
2-(4-Cyclopentylcarbamoylphenethyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5- tetrahydropyridazin-3-on; 2-(4-Ethoxycarbonylaminophenethyl)-6-(3,4-dimethoxyphenyl)-
2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Methoxalylaminophenethyl)-6-(3,4-dimethoxyphenyl)-2, 3,4,5- tetrahydropyridazin-3-on;
2-(4-Ureidophenethyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Pentanoylaminophenethyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Hexanoylaminophenethyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(4-Pentafluorpropionylaminophenethyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydropyridazin-3-on;
2-(3-Acetamidobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydro- pyridazin-3-on, F. 105°;
2-(3-Trifluoracetamidobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on, F. 136°;
2-(3-Methylsulfonamidobenzyl)-6-(3,4-dimethoxyphenyl)-2, 3,4,5- tetrahydropyhdazin-3-on, F. 177°;
2-(3-Propionylaminobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on, F. 152°; 2-(3-tert.-Butylcarbonylaminobenzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5- tetrahydropyridazin-3-on;
2-(3-Butyrylaminobenzyl)-6-(3,4-dimethoxyphenyl)-2, 3,4,5- tetrahydropyridazin-3-on;
2-(3-lsobutyrylaminobenzyl)-6-(3,4-dimethoxyphenyl)-2, 3,4,5- tetrahydropyridazin-3-on;
2-(3-Methoxycarbonylaminobenzyl)-6-(3,4-dimethoxyphenyl)-2, 3,4,5- tetrahydropyridazin-3-on; 2-(3-Pivalylaminobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(3-Cyclopentylcarbamoylbenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on; 2-(3-Ethoxycarbonylaminobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on, F. 179°;
2-(3-Methoxalylaminobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(3-Ureidobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(3-Pentanoylaminobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on;
2-(3-Hexanoylaminobenzyl)-6-(3,4-dimethoxyphenyl)-2, 3,4,5- tetrahydropyridazin-3-on;
2-(3-Pentafluorpropionylaminobenzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5- tetrahydropyridazin-3-on;
2-(3-Acetamidobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(3-Thfluoracetamidobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydropyridazin-3-on, F. 70°;
2-(3-Methylsulfonamidobenzyl)-6-(3-cyclopentyloxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(3-Propionylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on, F. 113°; 2-(3-tert.-Butylcarbonylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(3-Butyrylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(3-lsobutyrylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(3-Methoxycarbonylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on; 2-(3-Pivalylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(3-Cyclopentylcarbamoylbenzyl)-6-(3-cyclopentyloxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on; 2-(3-Ethoxycarbonylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on, F. 153°;
2-(3-Methoxalylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(3-Ureidobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydropyridazin-3-on;
2-(3-Pentanoylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(3-Hexanoylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(3-Pentafluorpropionylaminobenzyl)-6-(3-cyclopentyloxy-4- methoxy-phenyl)-5-ethyl-2,3,4,5-tetrahydropyridazin-3-on;
2-(4-Nitrobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydro- pyridazin-3-on, F. 126°;
2-(4-Nitrophenyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydro- pyridazin-3-on;
b) Verbindungen, offenbart in EP 0 763 534, ausgewählt aus der
Gruppe 2-(4-Nicotinoylamino-benzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(3-Nicotinoylamino-benzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(2-Nicotinoylamino-benzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(4-Nicotinoylamino-benzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2, 3,4,5- tetrahydro-pyridazin-3-on; 2-(3-Nicotinoylamino-benzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(2-Nicotinoylamino-benzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2, 3,4,5- tetrahyd ro-pyridazin-3-on ; 2-(4-Nicotinoylamino-benzyl)-6-(3-methoxy-4-trifluormethoxyphenyl)-
5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Nicotinoylamino-benzyl)-6-(3-methoxy-4-difluormethoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Nicotinoylaino-benzyl)-6-(3-methoxy-4-fluormethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Nicotinoylamino-benzyl)-6-(3-difluormethoxy-4-methoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Nicotinoylamino-benzyl)-6-(3-trifluormethoxy-4-methoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Nicotinoylamino-benzyl)-6-(3-fluormethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Nicotinoylamino-benzyl)-6-(3-methoxy-4-ethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Nicotinoylamino-benzyl)-6-(3-Ethoxy-4-methoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Nicotinoylamino-benzyl)-6-(3-hydroxy-4-methoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Nicotinoylamino-benzyl)-6-(4-methylsulfonylphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on; 2-(4-Nicotinoylamino-benzyl)-6-(4-methylenoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Nicotinoylamino-benzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-
5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-Nicotinoylamino-benzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)-
5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Nicotinoylamino-phenethyl)-6-(3,4-dimethoxyphenyl)-2, 3,4,5- tetra-hydro-pyridazin-3-on; 2-(4-Nicotinoylamino-phenethyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-
2,3,4,5-tetrahydro-pyridazin-3-on;
3-(4-Nicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro- 1 ,3,4-thiadiazin-2-on; 3-(3-Nicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro-
1 ,3,4-thiadiazin-2-on;
3-(2-Nicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro- 1 ,3,4-thiadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1 ,3,4-thiadiazin-2-on;
3-(3-Nicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1 ,3,4-thiadiazin-2-on;
3-(2-Nicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3-methoxy-4-trifluormethoxyphenyl)- 6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on
3-(4-Nicotinoylamino-benzyl)-5-(3-methoxy-4-difluormethoxyphenyl)- 6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on
3-(4-Nicotinoylamino-benzyl)-5-(3-methoxy-4-fluormethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3-difluormethoxy-4-methoxyphenyl)- 6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3-trifluormethoxy-4-methoxyphenyl)- 6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(4-Nicotinoylamino-benzyl)-5-(3-fluormethoxy-4-methoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3-methoxy-4-ethoxyphenyl)-6-ethyl-
3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-
3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3-hydroxy-4-methoxyphenyl)-6-ethyl- 3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(4-Nicotinoylamino-benzyl)-5-(4-methylsulfonylphenyl)-6-ethyl-3,6- dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(4-methylenoxyphenyl)-6-ethyl-3,6- dihydro-1 ,3,4-thiadiazin-2-on; 3-(4-Nicotinoylamino-benzyl)-5-(3-cyclopentyloxy-4-methoxyphenyl)-
6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(3-Nicotinoylamino-benzyl)-5-(3-cyclopentyloxy-4-methoxyphenyl)- 6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-Nicotinoylamino-phenethyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-Nicotinoylamino-phenethyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro- 1 ,3,4-oxadiazin-2-on;
3-(3-Nicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro- 1 ,3,4-oxadiazin-2-on;
3-(2-Nicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro- 1 ,3,4-oxadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1 ,3,4-oxadiazin-2-on;
3-(3-Nicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1 ,3,4-oxadiazin-2-on;
3-(2-Nicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1 ,3,4-oxadiazin-2-on; 3-(4-Nicotinoylamino-benzyl)-5-(3-methoxy-4-trifluormethoxyphenyl)- 6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3-methoxy-4-difluormethoxyphenyl)-
6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3-methoxy-4-fluormethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3-difluormethoxy-4-methoxyphenyl)- 6ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(4-Nicotinoylamino-benzyl)-5-(3-trifluormethoxy-4-methoxyphenyl)-
6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3-fluormethoxy-4-methoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(4-Nicotinoylamino-benzyl)-5-(3-methoxy-4-ethoxyphenyl)-6-ethyl-
3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3-ethoxy-4-methoxyphenyl)-6-ethyl- 3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3-hydroxy-4-methoxyphenyl)-6-ethyl- 3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(4-methylsulfonylphenyl)-6-ethyl-3,6- dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(4-methylenoxyphenyl)-6-ethyl-3,6- dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3-cyclopentyloxy-4-methoxyphenyl)- 6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(3-Nicotinoylamino-benzyl)-5-(3-cyclopentyloxy-4-methoxyphenyl)- 6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-Nicotinoylamino-phenethyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-Nicotinoylamino-phenethyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1 ,3,4-oxadiazin-2-on;
2-(4-lsonicotinoylamino-benzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydro-pyridazin-3-on; 2-(3-lsonicotinoylamino-benzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(2-lsonicotinoylamino-benzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(4-lsonicotinoylamino-benzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-
2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-lsonicotinoylamino-benzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4, 5-tetrahydro-pyridazin-3-on; 2-(2-lsonicotinoylamino-benzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-
2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-lsonicotinoylamino-benzyl)-6-(3-methoxy-4-t fluor- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on; 2-(4-lsonicotinoylamino-benzyl)-6-(3-methoxy-4-difluor- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-lsonicotinoylamino-benzyl)-6-(3-methoxy-4-fluormethoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-lsonicotinoylamino-benzyl)-6-(3-difluormethoxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-lsonicotinoylamino-benzyl)-6-(3-t fluormethoxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-lsonicotinoylamino-benzyl)-6-(3-fluormethoxy-4-methoxyphenyl)- 5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-lsonicotinoylamino-benzyl)-6-(3-Methoxy-4-ethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-lsonicotinoylamino-benzyl)-6-(3-ethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-lsonicotinoylamino-benzyl)-6-(3-hydroxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-lsonicotinoylamino-benzyl)-6-(4-methylsulfonylphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-lsonicotinoylamino-benzyl)-6-(4-methylenoxyphenyl)-5-ethyl- 2,3,4, 5-tetrahydro-pyhdazin-3-on; 2-(4-lsonicotinoylamino-benzyl)-6-(3-cyclopentyloxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-lsonicotinoylamino-benzyl)-6-(3-cyclopentyloxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-lsonicotinoylamino-phenethyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(4-lsonicotinoylamino-phenethyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on; 3-(4-lsonicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro-
1 ,3,4-thiadiazin-2-on;
3-(3-lsonicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro- 1 ,3,4-thiadiazin-2-on; 3-(2-lsonicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro-
1 ,3,4-thiadiazin-2-on;
3-(4-lsonicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1 ,3,4-thiadiazin-2-on;
3-(3-lsonicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1 ,3,4-thiadiazin-2-on;
3-(2-lsonicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-lsonicotinoylamino-benzyl)-5-(3-methoxy-4-trifluor- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-lsonicotinoylamino-benzyl)-5-(3-methoxy-4-difluor- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-lsonicotinoylamino-benzyl)-5-(3-methoxy-4-fluormethoxyphenyl)- 6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-lsonicotinoylamino-benzyl)-5-(3-difluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-lsonicotinoylamino-benzyl)-5-(3-trifluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3-fluormethoxy-4-methoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(4-lsonicotinoylamino-benzyl)-5-(3-methoxy-4-ethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-lsonicotinoylamino-benzyl)-5-(3-ethoxy-4-methoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-lsonicotinoylamino-benzyl)-5-(3-hydroxy-4-methoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-lsonicotinoylamino-benzyl)-5-(4-methylsulfonylphenyl)-6-ethyl- 3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(4-lsonicotinoylamino-benzyl)-5-(4-methylenoxyphenyl)-6-ethyl-3,6- dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-lsonicotinoylamino-benzyl)-5-(3-cyclopentyloxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(3-lsonicotinoylamino-benzyl)-5-(3-cyclopentyioxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-lsonicotinoylamino-phenethyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-lsonicotinoylamino-phenethyl)-5-(3,4-dimethoxyphenyl)-6-ethyl- 3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-lsonicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro- 1 ,3,4-oxadiazin-2-on;
3-(3-lsonicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro- 1 ,3,4-oxadiazin-2-on;
3-(2-lsonicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro- 1 ,3,4-oxadiazin-2-on;
3-(4-lsonicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1 ,3,4-oxadiazin-2-on;
3-(3-lsonicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1 ,3,4-oxadiazin-2-on;
3-(2-lsonicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-lsonicotinoylamino-benzyl)-5-(3-methoxy-4-trifluor- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(4-lsonicotinoylamino-benzyl)-5-(3-methoxy-4-difluor- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-lsonicotinoylamino-benzyl)-5-(3-methoxy-4-fluormethoxyphenyl)-
6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-lsonicotinoylamino-benzyl)-5-(3-difluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-lsonicotinoylamino-benzyl)-5-(3-trifluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(4-lsonicotinoylamino-benzyl)-5-(3-fluormethoxy-4-methoxyphenyl)-
6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-lsonicotinoylamino-benzyl)-5-(3-methoxy-4-ethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(4-lsonicotinoylamino-benzyl)-5-(3-ethoxy-4-methoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-lsonicotinoylamino-benzyl)-5-(3-hydroxy-4-methoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-lsonicotinoylamino-benzyl)-5-(4-methylsulfonylphenyl)-6-ethyl- 3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-lsonicotinoylamino-benzyl)-5-(4-methylenoxyphenyl)-6-ethyl-3,6- dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-lsonicotinoylamino-benzyl)-5-(3-cyclopentyloxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(3-lsonicotinoylamino-benzyl)-5-(3-cyclopentyloxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-lsonicotinoylamino-phenethyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-lsonicotinoylamino-phenethyl)-5-(3,4-dimethoxyphenyl)-6-ethyl- 3,6-dihydro-1 ,3,4-oxadiazin-2-on;
2-(4-Picolinoylamino-benzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(3-Picolinoylamino-benzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydro-pyridazin-3-on; 2-(2-Picolinoylamino-benzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(4-Picolinoylamino-benzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(3-Picolinoylamino-benzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2, 3,4,5- tetrahydro-pyridazin-3-on;
2-(2-Picolinoylamino-benzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydro-pyridazin-3-on; 2-(4-Picolinoylamino-benzyl)-6-(3-methoxy-4-trifluormethoxyphenyl)-
5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Picolinoylamino-benzyl)-6-(3-methoxy-4-difluormethoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on; 2-(4-Picolinoylamino-benzyl)-6-(3-methoxy-4-fluormethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Picolinoylamino-benzyl)-6-(3-difluormethoxy-4-methoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Picolinoylamino-benzyl)-6-(3-thfluormethoxy-4-methoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Picolinoylamino-benzyl)-6-(3-fluormethoxy-4-methoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Picolinoylamino-benzyl)-6-(3-methoxy-4-ethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Picolinoylamino-benzyl)-6-(3-ethoxy-4-methoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Picolinoylamino-benzyl)-6-(3-hydroxy-4-methoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Picolinoylamino-benzyl)-6-(4-methylsulfonylphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Picolinoylamino-benzyl)-6-(4-methylenoxyphenyl)-5-ethyl- 2,3,4,5- tetrahydro-pyridazin-3-on;
2-(4-Picolinoylamino-benzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on; 2-(3-Picolinoylamino-benzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Picolinoylamino-phenethyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(4-Picolinoylamino-phenethyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-
2,3,4,5-tetrahydro-pyridazin-3-on;
3-(4-Picolinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro- 1 ,3,4-thiadiazin-2-on; 3-(3-Picolinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro-
1 ,3,4-thiadiazin-2-on;
3-(2-Picolinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro- 1 ,3,4-thiadiazin-2-on; 3-(4-Picolinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1 ,3,4-thiadiazin-2-on;
3-(3-Picolinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1 ,3,4-thiadiazin-2-on;
3-(2-Picolinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(3-methoxy-4-thfluormethoxyphenyl)- 6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(3-methoxy-4-difluormethoxyphenyl)- 6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(3-methoxy-4-fluormethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(3-difluormethoxy-4-methoxyphenyl)- 6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(3-trifluormethoxy-4-methoxyphenyl)- 6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(3-fluormethoxy-4-methoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(3-methoxy-4-ethoxyphenyl)-6-ethyl- 3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(4-Picolinoylamino-benzyl)-5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-
3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(3-hydroxy-4-methoxyphenyl)-6-ethyl-
3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(4-methylsulfonylphenyl)-6-ethyl-3,6- dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(4-methylenoxyphenyl)-6-ethyl-3,6- dihydro-1 ,3,4-thiadiazin-2-on; 3-(4-Picolinoylamino-benzyl)-5-(3-cyclopentyloxy-4-methoxyphenyl)-
6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(3-Picolinoylamino-benzyl)-5-(3-cyclopentyloxy-4-methoxyphenyl)- 6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(4-Picolinoylamino-phenethyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro-
1 ,3,4-thiadiazin-2-on;
3-(4-Picolinoylamino-phenethyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro- 1 ,3,4-oxadiazin-2-on;
3-(3-Picolinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro- 1 ,3,4-oxadiazin-2-on;
3-(2-Picolinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro- 1 ,3,4-oxadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1 ,3,4-oxadiazin-2-on;
3-(3-Picolinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1 ,3,4-oxadiazin-2-on;
3-(2-Picolinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(3-methoxy-4-trifluormethoxyphenyl)- 6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(3-methoxy-4-difluormethoxyphenyl)- 6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(4-Picolinoylamino-benzyl)-5-(3-methoxy-4-fluormethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(3-difluormethoxy-4-methoxyphenyl)-
6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(3-trifluormethoxy-4-methoxyphenyl)-
6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(3-fluormethoxy-4-methoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(4-Picolinoylamino-benzyl)-5-(3-methoxy-4-ethoxyphenyl)-6-ethyl-
3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(3-ethoxy-4-methoxyphenyl)-6-ethyl- 3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(4-Picolinoylamino-benzyl)-5-(3-hydroxy-4-methoxyphenyl)-6-ethyl-
3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(4-methylsulfonylphenyl)-6-ethyl-3,6- dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(4-methylenoxyphenyl)-6-ethyl-3,6- dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(3-cyclopentyloxy-4-methoxyphenyl)- 6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(3-Picolinoylamino-benzyl)-5-(3-cyclopentyloxy-4-methoxyphenyl)- 6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-Picolinoylamino-phenethyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro- 1 ,3,4-oxadiazin-2-on;
3-(4-Picolinoylamino-phenethyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1 ,3,4-oxadiazin-2-on;
2-(4-(Furan-2-carbonylamino)-benzyl)-6-(3,4-dimethoxypheny_)- 2,3,4,5- tetrahydro-pyridazin-3-on;
2-(3-(Furan-2-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5- tetrahydro-pyridazin-3-on;
2-(2-(Furan-2-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5- tetrahydro-pyridazin-3-on; 2-(4-(Furan-2-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(Furan-2-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(2-(Furan-2-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Furan-2-carbonylamino)-benzyl)-6-(3-methoxy-4-trifluor- methoxy-phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on; 2-(4-(Furan-2-carbonylamino)-benzyl)-6-(3-methoxy-4-difluor-- methoxy-phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Furan-2-carbonylamino)-benzyl)-6-(3-methoxy-4-fluor-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on; 2-(4-(Furan-2-carbonylamino)-benzyl)-6-(3-difluormethoxy-4- methoxy-phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Furan-2-carbonylamino)-benzyl)-6-(3-trifluormethoxy-4- methoxy-phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Furan-2-carbonylamino)-benzyl)-6-(3-Fluormethoxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Furan-2-carbonylamino)-benzyl)-6-(3-methoxy-4-ethoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Furan-2-carbonylamino)-benzyl)-6-(3-ethoxy-4-methoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Furan-2-carbonylamino)-benzyl)-6-(3-hydroxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Furan-2-carbonylamino)-benzyl)-6-(4-methylsulfonylphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Furan-2-carbonylamino)-benzyl)-6-(4-methylenoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Furan-2-carbonylamino)-benzyl)-6-(3-cyclopentyloxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(Furan-2-carbonylamino)-benzyl)-6-(3-cyclopentyloxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on; 2-(4-(Furan-2-carbonylamino)-phenethyl)-6-(3,4-dimethoxyphenyl)-
2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Furan-2-carbonylamino)-phenethyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1 ,3,4-thiadiazin-2-on;
3-(3-(Furan-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1 ,3,4-thiadiazin-2-on; 3-(2-(Furan-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(3-(Furan-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(2-(Furan-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3-methoxy-4-trifluor- methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3-methoxy-4-difluor- methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3-methoxy-4-fluor-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3-difluormethoxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3-trifluormethoxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3-fluormethoxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3-methoxy-4-ethoxyphenyl)- 6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3-ethoxy-4-methoxyphenyl)- 6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3-hydroxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(4-methylsulfonylphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(4-methylenoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(3-(Furan-2-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)- 3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(4-(Furan-2-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1 ,3,4-oxadiazin-2-on;
3-(3-(Furan-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1 ,3,4-oxadiazin-2-on;
3-(2-(Furan-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(3-(Furan-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(2-(Furan-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3-methoxy-4-trifluor- methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3-methoxy-4-difluor- methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3-methoxy-4-fluor-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3-difluormethoxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3-trifluormethoxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3-fluormethoxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3-methoxy-4-ethoxyphenyl)- 6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3-ethoxy-4-methoxyphenyl)-
6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3-hydroxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(4-(Furan-2-carbonylamino)-benzyl)-5-(4-methylsulfonylphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(4-methylenoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(3-(Furan-2-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)- 3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Furan-2-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
2-(4-(Pyrrol-2-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(Pyrrol-2-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5- tetrahydro-pyridazin-3-on;
2-(2-(Pyrrol-2-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5- tetrahydro-pyridazin-3-on;
2-(4-(Pyrrol-2-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on; 2-(3-(Pyrrol-2-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(2-(Pyrrol-2-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrrol-2-carbonylamino)-benzyl)-6-(3-methoxy-4-trifluor- methoxy-phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrrol-2-carbonylamino)-benzyl)-6-(3-methoxy-4-difluor- methoxy-phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on; 2-(4-(Pyrrol-2-carbonylamino)-benzyl)-6-(3-methoxy-4-fluor-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrrol-2-carbonylamino)-benzyl)-6-(3-difluormethoxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on; 2-(4-(Pyrrol-2-carbonylamino)-benzyl)-6-(3-trifluormethoxy-4- methoxy-phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrrol-2-carbonylamino)-benzyl)-6-(3-Fluormethoxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrrol-2-carbonylamino)-benzyl)-6-(3-methoxy-4-ethoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrrol-2-carbonylamino)-benzyl)-6-(3-ethoxy-4-methoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrrol-2-carbonylamino)-benzyl)-6-(3-hydroxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrrol-2-carbonylamino)-benzyl)-6-(4-methylsulfonylphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrrol-2-carbonylamino)-benzyl)-6-(4-methylenoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrrol-2-carbonylamino)-benzyl)-6-(3-cyclopentyloxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(Pyrrol-2-carbonylamino)-benzyl)-6-(3-cyclopentyloxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyhdazin-3-on;
2-(4-(Pyrrol-2-carbonylamino)-phenethyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on; 2-(4-(Pyrrol-2-carbonylamino)-phenethyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1 ,3,4-thiadiazin-2-on;
3-(3-(Pyrrol-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1 ,3,4-thiadiazin-2-on;
3-(2-(Pyrrol-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1 ,3,4-thiadiazin-2-on; 3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(3-(Pyrrol-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(2-(Pyrrol-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3-methoxy-4-trifluor- methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3-methoxy-4-difluor- methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3-methoxy-4-fluor-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3-difluormethoxy-4-methoxy- phenyl)-6-ethyi-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3-trifluormethoxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3-fluormethoxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3-Methoxy-4-ethoxyphenyl)-
6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3-ethoxy-4-methoxyphenyl)-
6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3-hydroxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(4-methylsuIfonylphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(4-methylenoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(3-(Pyrrol-2-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(4-(Pyrrol-2-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)-
3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1 ,3,4-oxadiazin-2-on;
3-(3-(Pyrrol-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1 ,3,4-oxadiazin-2-on;
3-(2-(Pyrrol-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(3-(Pyrrol-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(2-(Pyrrol-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3-methoxy-4-trifluor- methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3-methoxy-4-difluor- methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3-methoxy-4-fluor-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3-difluormethoxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3-trifluormethoxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3-fluormethoxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3-methoxy-4-ethoxyphenyl)-
6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3-ethoxy-4-methoxyphenyl)- 6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3-hydroxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(4-methylsulfonylphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(4-methylenoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(3-(Pyrrol-2-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)- 3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Pyrrol-2-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
2-(4-(Thiophen-2-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4, 5-tetrahydro-pyridazin-3-on;
2-(3-(Thiophen-2-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(2-(Thiophen-2-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Thiophen-2-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(Thiophen-2-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on; 2-(2-(Thiophen-2-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Thiophen-2-carbonylamino)-benzyl)-6-(3-methoxy-4-trifluor- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Thiophen-2-carbonylamino)-benzyl)-6-(3-methoxy-4-difluor- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Thiophen-2-carbonylamino)-benzyl)-6-(3-methoxy-4-fluor- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on; 2-(4-(Thiophen-2-carbonylamino)-benzyl)-6-(3-difluormethoxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Thiophen-2-carbonylamino)-benzyl)-6-(3-trifluormethoxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on; 2-(4-(Thiophen-2-carbonylamino)-benzyl)-6-(3-fluormethoxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Thiophen-2-carbonylamino)-benzyl)-6-(3-Methoxy-4-ethoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Thiophen-2-carbonylamino)-benzyl)-6-(3-ethoxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Thiophen-2-carbonylamino)-benzyl)-6-(3-hydroxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Thiophen-2-carbonylamino)-benzyl)-6-(4-methylsulfonylphenyl)- 5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Thiophen-2-carbonylamino)-benzyl)-6-(4-methylenoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Thiophen-2-carbonylamino)-benzyl)-6-(3-cyclopentyloxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(Thiophen-2-carbonylamino)-benzyl)-6-(3-cyclopentyloxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyhdazin-3-on;
2-(4-(Thiophen-2-carbonylamino)-phenethyl)-6-(3,4- dimethoxyphenyl)-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Thiophen-2-carbonylamino)-phenethyl)-6-(3,4- dimethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on; 3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-
3,6-dihydro-1 ,3,4-thiadiazin-2-on, F. 186°;
3-(3-(Thiophen-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-
3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(2-(Thiophen-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-
3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(3-(Thiophen-2-carbonylamino)-benzyl)-5-(3,4-dimethoxypheny.)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(2-(Thiophen-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3-methoxy-4-trifluor- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3-methoxy-4-difluor- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3-methoxy-4-fluor- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3-difluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3-trifluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3-fluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3-methoxy-4-ethoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3-ethoxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3-hydroxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(4-methylsulfonylphenyl)- 6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(4-methylenoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(3-(Thiophen-2-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-phenethyl)-5-(3,4- dimethoxyphenyl)-3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(4-(Thiophen-2-carbonylamino)-phenethyl)-5-(3,4- dimethoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)- 3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(3-(Thiophen-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-
3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(2-(Thiophen-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)- 3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(3-(Thiophen-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(2-(Thiophen-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3-methoxy-4-trifluor- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3-methoxy-4-difluor- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3-methoxy-4-fluor- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3-difluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3-trifluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3-fluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3-Methoxy-4-ethoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3-ethoxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3-hydroxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(4-methylsulfonylphenyl)-
6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(4-methylenoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(4-(Thiophen-2-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(3-(Thiophen-2-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-phenethyl)-5-(3,4- dimethoxyphenyl)-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Thiophen-2-carbonylamino)-phenethyl)-5-(3,4- dimethoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
2-(4-Pyrazincarbonylamino-benzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydro-pyridazin-3-on, F. 197°;
2-(3-Pyrazincarbonylamino-benzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(2-Pyrazincarbonylamino-benzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(4-Pyrazincarbonylamino-benzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-Pyrazincarbonylamino-benzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(2-Pyrazincarbonylamino-benzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on; 2-(4-Pyrazincarbonylamino-benzyl)-6-(3-methoxy-4-trifluor-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Pyrazincarbonylamino-benzyl)-6-(3-methoxy-4-difluor-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Pyrazincarbonylamino-benzyl)-6-(3-methoxy-4-fluor-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Pyrazincarbonylamino-benzyl)-6-(3-difluormethoxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on; 2-(4-Pyrazincarbonylamino-benzyl)-6-(3-trifluormethoxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Pyrazincarbonylamino-benzyl)-6-(3-fluormethoxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on; 2-(4-Pyrazincarbonylamino-benzyl)-6-(3-methoxy-4-ethoxy-phenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Pyrazincarbonylamino-benzyl)-6-(3-ethoxy-4-methoxy-phenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Pyrazincarbonylamino-benzyl)-6-(3-hydroxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Pyrazincarbonylamino-benzyl)-6-(4-methylsulfonylphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Pyrazincarbonylamino-benzyl)-6-(4-methylenoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Pyrazincarbonylamino-benzyl)-6-(3-cyclopentyloxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-Pyrazincarbonylamino-benzyl)-6-(3-cyclopentyloxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Pyrazincarbonylamino-phenethyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Pyrazincarbonylamino-phenethyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1 ,3,4-thiadiazin-2-on, F. 202°; 3-(3-Pyrazincarbonylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1 ,3,4-thiadiazin-2-on;
3-(2-Pyrazincarbonylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-
3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(3-Pyrazincarbonylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl- 3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(2-Pyrazincarbonylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-
3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(3-methoxy-4-trifluor-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(4-Pyrazincarbonylamino-benzyl)-5-(3-methoxy-4-difluor-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(3-methoxy-4-fluor-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(3-difluormethoxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(3-trifluormethoxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(3-fluormethoxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(3-methoxy-4-ethoxy-phenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(3-ethoxy-4-methoxy-phenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(3-hydroxy-4-methoxy-phenyl)- 6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(4-methylsulfonylphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(4-methylenoxyphenyl)-6-ethyl- 3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(4-Pyrazincarbonylamino-benzyl)-5-(3-cyclopentyloxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(3-Pyrazincarbonylamino-benzyl)-5-(3-cyclopentyloxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-Pyrazincarbonylamino-phenethyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-Pyrazincarbonylamino-phenethyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(4-Pyrazincarbonylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1 ,3,4-oxadiazin-2-on;
3-(3-Pyrazincarbonylamino-benzy.)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1 ,3,4-oxadiazin-2-on; 3-(2-Pyrazincarbonylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl- 3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(3-Pyrazincarbonylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl- 3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(2-Pyrazincarbonylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl- 3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(3-methoxy-4-trifluor-methoxy- pheηyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(3-methoxy-4-difluor-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(3-methoxy-4-fluor-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(3-difluormethoxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(3-trifluormethoxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(3-fluormethoxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(4-Pyrazincarbonylamino-benzyl)-5-(3-Methoxy-4-ethoxy-phenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(3-ethoxy-4-methoxy-phenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(3-hydroxy-4-methoxy-phenyl)-
6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(4-methylsulfonylphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(4-Pyrazincarbonylamino-benzyl)-5-(4-methylenoxyphenyl)-6-ethyl-
3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-Pyrazincarbonylamino-benzyl)-5-(3-cyclopentyloxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(3-Pyrazincarbonylamino-benzyl)-5-(3-cyclopentyloxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-Pyrazincarbonylamino-phenethyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-Pyrazincarbonylamino-phenethyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
2-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-6-(3,4-dimethoxy- phenyl)-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-6-(3,4-dimethoxy- phenyl)-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(2-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-6-(3,4-dimethoxy- phenyl)-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-6-(3,4-dimethoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-6-(3,4-dimethoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(2-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-6-(3,4-dimethoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-6-(3-methoxy-4- trifluor-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on; 2-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-6-(3-methoxy-4- difluor-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-6-(3-methoxy-4- fluor-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-6-(3-difluormethoxy-
4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-6-(3- trifluormethoxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3- on;
2-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-6-(3-fluormethoxy- 4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-6-(3-methoxy-4- ethoxy-phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-6-(3-ethoxy-4- methoxy-phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-6-(3-hydroxy-4- methoxy-phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-6-(4- methylsulfonylphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-6-(4-methylenoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on; 2-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-6-(3-cyclopentyloxy-
4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-6-(3-cyclopentyloxy- 4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on; 2-(4-(6-Chlor-pyridazin-3-carbonylamino)-phenethyl)-6-(3,4- dimethoxyphenyl)-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(6-Chlor-pyridazin-3-carbonylamino)-phenethyl)-6-(3,4- dimethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3,4-dimethoxy- phenyl)-3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(3-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3,4-dimethoxy- phenyl)-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(2-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3,4-dimethoxy- phenyl)-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3,4-dimethoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(3-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3,4-dimethoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(2-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3,4-dimethoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(6-ChIor-pyridazin-3-carbonylamino)-benzyl)-5-(3-methoxy-4- trifluor-methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3-methoxy-4- difluor-methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3-methoxy-4- fluor-methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3-difluormethoxy- 4-methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3- trifluormethoxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3-fluormethoxy- 4-methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3-methoxy-4- ethoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3-ethoxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3-hydroxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(4- methylsulfonylphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(4-methylenoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-
4-methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(3-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-
4-methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-phenethyl)-5-(3,4- dimethoxyphenyl)-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-phenethyl)-5-(3,4- dimethoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3,4-dimethoxy- phenyl)-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(3-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3,4-dimethoxy- phenyl)-3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(2-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3,4-dimethoxy- phenyl)-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3,4- dimethoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(3-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3,4- dimethoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(2-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3,4- dimethoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3-methoxy-4- trifluor-methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3-methoxy-4- difluor-methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3-methoxy-4- fluor-methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3-difluormethoxy- 4-methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3- trifluormethoxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3-fluormethoxy- 4-methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3-methoxy-4- ethoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3-ethoxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3-hydroxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(4- methylsulfonylphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(4- methylenoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3-cyclopentyloxy- 4-methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(3-(6-Chlor-pyridazin-3-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-
4-methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-phenethyl)-5-(3,4- dimethoxyphenyl)-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(6-Chlor-pyridazin-3-carbonylamino)-phenethyl)-5-(3,4- dimethoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
2-(4-(lmidazol-4-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(lmidazol-4-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(2-(lmidazol-4-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(lmidazol-4-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(lmidazol-4-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(2-(lmidazol-4-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(lmidazol-4-carbonylamino)-benzyl)-6-(3-methoxy-4-thfluor- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on; 2-(4-(lmidazol-4-carbonylamino)-benzyl)-6-(3-methoxy-4-difluor- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(lmidazol-4-carbonylamino)-benzyl)-6-(3-methoxy-4-fluor- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(lmidazol-4-carbonylamino)-benzyl)-6-(3-difluormethoxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(lmidazol-4-carbonylamino)-benzyl)-6-(3-trifluormethoxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on; 2-(4-(lmidazol-4-carbonylamino)-benzyl)-6-(3-fluormethoxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(lmidazol-4-carbonylamino)-benzyl)-6-(3-methoxy-4-ethoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on; 2-(4-(lmidazol-4-carbonylamino)-benzyl)-6-(3-ethoxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(lmidazol-4-carbonylamino)-benzyl)-6-(3-hydroxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(lmidazol-4-carbonylamino)-benzyl)-6-(4-methylsulfonylphenyl)- 5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(lmidazol-4-carbonylamino)-benzyl)-6-(4-methylenoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(lmidazol-4-carbonylamino)-benzyl)-6-(3-cyclopentyloxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyhdazin-3-on;
2-(3-(lmidazol-4-carbonylamino)-benzyl)-6-(3-cyclopentyloxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(lmidazol-4-carbonylamino)-phenethyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(lmidazol-4-carbonylamino)-phenethyl)-6-(3,4-dimethoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
3-(4-(lmidazol-4-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)- 3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(3-(lmidazol-4-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)- 3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(2-(lmidazol-4-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-
3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(lmidazol-4-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(3-(lmidazol-4-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(2-(lmidazol-4-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(4-(lmidazol-4-carbonylamino)-benzyl)-5-(3-methoxy-4-trifluor- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(lmidazol-4-carbonylamino)-benzyl)-5-(3-methoxy-4-difluor- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(4-(lmidazol-4-carbonylamino)-benzyl)-5-(3-methoxy-4-fluor- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(lmidazol-4-carbonylamino)-benzyl)-5-(3-difluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(lmidazol-4-carbonylamino)-benzyl)-5-(3-trifluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(lmidazol-4-carbonylamino)-benzyl)-5-(3-fluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(lmidazol-4-carbonylamino)-benzyl)-5-(3-methoxy-4-ethoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(lmidazol-4-carbonylamino)-benzyl)-5-(3-ethoxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(lmidazol-4-carbonylamino)-benzyl)-5-(3-hydroxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(lmidazol-4-carbonylamino)-benzyl)-5-(4-methylsulfonylphenyl)- 6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(lmidazol-4-carbonylamino)-benzyl)-5-(4-methylenoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(lmidazol-4-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(3-(lmidazol-4-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(lmidazol-4-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)-
3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(lmidazol-4-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)-
6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(lmidazol-4-carbonylamino)-benzyl)-5-(3,4-dimethoxypheny.)- 3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(3-(lmidazol-4-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-
3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(2-(lmidazol-4-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)- 3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(4-(lmidazol-4-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(3-(lmidazol-4-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(2-(lmidazol-4-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(lmidazol-4-carbonylamino)-benzyl)-5-(3-methoxy-4-trifluor- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(lmidazol-4-carbonylamino)-benzyl)-5-(3-methoxy-4-difluor- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(lmidazol-4-carbonylamino)-benzyl)-5-(3-methoxy-4-fluor- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(lmidazol-4-carbonylamino)-benzyl)-5-(3-difluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(lmidazol-4-carbonylamino)-benzyl)-5-(3-trifluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(lmidazol-4-carbonylamino)-benzyl)-5-(3-fluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(lmidazol-4-carbonylamino)-benzyl)-5-(3-methoxy-4-ethoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(4-(lmidazol-4-carbonylamino)-benzyl)-5-(3-ethoxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(lmidazol-4-carbonylamino)-benzyl)-5-(3-hydroxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(lmidazol-4-carbonylamino)-benzyl)-5-(4-methylsulfonylphenyl)-
6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(lmidazol-4-carbonylamino)-benzyl)-5-(4-methylenoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(4-(lmidazol-4-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(3-(lmidazol-4-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(4-(lmidazol-4-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)-
3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(lmidazol-4-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)- 6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
2-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-6-(3,4- dimethoxyphenyl)-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-6-(3,4- dimethoxyphenyl)-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(2-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-6-(3,4- dimethoxyphenyl)-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-6-(3,4- dimethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-6-(3,4- dimethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(2-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-6-(3,4- dimethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-6-(3-methoxy-4- trifluor-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-6-(3-methoxy-4- difluor-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on; 2-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-6-(3-methoxy-4- fluor-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-6-(3-difluor- methoxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-6-(3- trifluormethoxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3- on;
2-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-6-(3- fluormethoxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-6-(3-methoxy-4- ethoxy-phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-6-(3-ethoxy-4- methoxy-phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-6-(3-hydroxy-4- methoxy-phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-6-(4- methylsulfonylphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-6-(4- methylenoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-6-(3-cyclopentyl- oxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyhdazin-3-on; 2-(3-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-6-(3-cyclopentyl- oxy-4-methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-phenethyl)-6-(3,4- dimethoxyphenyl)-2,3,4,5-tetrahydro-pyridazin-3-on; 2-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-phenethyl)-6-(3,4- dimethoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3,4- dimethoxyphenyl)-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(3-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3,4- dimethoxyphenyl)-3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(2-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3,4- dimethoxyphenyl)-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3,4- dimethoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(3-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3,4- dimethoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(2-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3,4- dimethoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3-methoxy-4- trifluor-methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3-methoxy-4- difluor-methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(4-(2,4-Dimethyl-thiazol-5-carbonyIamino)-benzyl)-5-(3-methoxy-4- fluor-methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3-difluor- methoxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3-trifluor- methoxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3- fluormethoxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3-methoxy-4- ethoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3-ethoxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3-hydroxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(4- methylsulfonylphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(4- methylenoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3-cyclopentyl- oxy-4-methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(3-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3-cyclopentyl- oxy-4-methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-phenethyl)-5-(3,4- dimethoxyphenyl)-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-phenethyl)-5-(3,4- dimethoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3,4- dimethoxyphenyl)-3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(3-(lmidazol-4-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-
3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(2-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3,4- dimethoxyphenyl)-3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3,4- dimethoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(3-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3,4- dimethoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(2-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3,4- dimethoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3-methoxy-4- trifluor-methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3-methoxy-4- difluor-methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3-methoxy-4- fluor-methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3-difluor- methoxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3-trifluor- methoxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3- fluormethoxy-4-methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3-methoxy-4- ethoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3-ethoxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3-hydroxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(4- methylsulfonylphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(4- methylenoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3-cyclopentyl- oxy-4-methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(3-(2,4-Dimethyl-thiazol-5-carbonylamino)-benzyl)-5-(3-cyclopentyl- oxy-4-methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(4-(2,4-Dimethyl-thiazoI-5-carbonylamino)-phenethyl)-5-(3,4- dimethoxyphenyl)-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(2,4-Dimethyl-thiazol-5-carbonylamino)-phenethyl)-5-(3,4- dimethoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
2-(4-(lsoxazol-5-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on, F. 217°;
2-(3-(lsoxazol-5-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(2-(lsoxazol-5-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(lsoxazol-5-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(lsoxazol-5-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(2-(lsoxazol-5-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(lsoxazol-5-carbonylamino)-benzyl)-6-(3-methoxy-4-trifluor- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(lsoxazol-5-carbonylamino)-benzyl)-6-(3-methoxy-4-difluor- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on; 2-(4-(lsoxazol-5-carbonylamino)-benzyl)-6-(3-methoxy-4-fluor- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(lsoxazol-5-carbonylamino)-benzyl)-6-(3-difluormethoxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(lsoxazol-5-carbonylamino)-benzyl)-6-(3-trifluormethoxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(lsoxazol-5-carbonylamino)-benzyl)-6-(3-fluormethoxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on; 2-(4-(lsoxazol-5-carbonylamino)-benzyl)-6-(3-methoxy-4-ethoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(lsoxazol-5-carbonylamino)-benzyl)-6-(3-ethoxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on; 2-(4-(lsoxazol-5-carbonylamino)-benzyl)-6-(3-hydroxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(lsoxazol-5-carbonylamino)-benzyl)-6-(4-methylsulfonylphenyl)- 5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(lsoxazol-5-carbonylamino)-benzyl)-6-(4-methylenoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(lsoxazol-5-carbonylamino)-benzyl)-6-(3-cyclopentyloxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(lsoxazol-5-carbonylamino)-benzyl)-6-(3-cyclopentyloxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(lsoxazol-5-carbonylamino)-phenethyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(lsoxazol-5-carbonylamino)-phenethyl)-6-(3,4-dimethoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydro-ρyridazin-3-on;
3-(4-(lsoxazol-5-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1 ,3,4-thiadiazin-2-on, F. 196°;
3-(3-(lsoxazol-5-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1 ,3,4-thiadiazin-2-on;
3-(2-(lsoxazol-5-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1 ,3,4-thiadiazin-2-on; 3-(4-(lsoxazol-5-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(3-(lsoxazol-5-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(2-(lsoxazol-5-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(lsoxazol-5-carbonylamino)-benzyl)-5-(3-methoxy-4-trifluor- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(4-(lsoxazol-5-carbonylamino)-benzyl)-5-(3-methoxy-4-difluor- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(lsoxazol-5-carbonylamino)-benzyl)-5-(3-methoxy-4-fluor- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(4-(lsoxazol-5-carbonylamino)-benzyl)-5-(3-difluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(lsoxazol-5-carbonylamino)-benzyl)-5-(3-trifluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(lsoxazol-5-carbonylamino)-benzyl)-5-(3-fluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(lsoxazol-5-carbonylamino)-benzyl)-5-(3-methoxy-4-ethoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(lsoxazol-5-carbonylamino)-benzyl)-5-(3-ethoxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(lsoxazol-5-carbonylamino)-benzyl)-5-(3-hydroxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(lsoxazol-5-carbonylamino)-benzyl)-5-(4-methylsulfonylphenyl)- 6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(lsoxazol-5-carbonylamino)-benzyl)-5-(4-methylenoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(lsoxazol-5-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(3-(lsoxazol-5-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(4-(lsoxazol-5-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)-
3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(lsoxazol-5-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)-
6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(lsoxazol-5-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1 ,3,4-oxadiazin-2-on;
3-(3-( lsoxazol-5-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)- 3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(2-(lsoxazol-5-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(lsoxazol-5-carbonyIamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(3-(lsoxazol-5-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(2-(lsoxazol-5-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(lsoxazol-5-carbonylamino)-benzyl)-5-(3-methoxy-4-trifluor- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(lsoxazol-5-carbonylamino)-benzyl)-5-(3-methoxy-4-difluor- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(lsoxazol-5-carbonylamino)-benzyl)-5-(3-methoxy-4-fluor- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(lsoxazol-5-carbonylamino)-benzyl)-5-(3-difluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(lsoxazol-5-carbonylamino)-benzyl)-5-(3-trifluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(lsoxazol-5-carbonylamino)-benzyl)-5-(3-fluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(lsoxazol-5-carbonylamino)-benzyl)-5-(3-methoxy-4-ethoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(lsoxazol-5-carbonylamino)-benzyl)-5-(3-ethoxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(4-(lsoxazol-5-carbonylamino)-benzyl)-5-(3-hydroxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(lsoxazol-5-carbonylamino)-benzyl)-5-(4-methylsulfonylphenyl)-
6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(lsoxazol-5-carbonylamino)-benzyl)-5-(4-methylenoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(lsoxazol-5-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(3-(lsoxazol-5-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(lsoxazoI-5-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)- 3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(4-(lsoxazol-5-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)-
6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
2-(4-(Oxazol-5-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(Oxazol-5-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(2-(Oxazol-5-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4, 5-tetrahydro-pyridazin-3-on;
2-(4-(Oxazol-5-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(Oxazol-5-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(2-(Oxazol-5-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Oxazol-5-carbonylamino)-benzyl)-6-(3-methoxy-4-thfluor- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Oxazol-5-carbonylamino)-benzyl)-6-(3-methoxy-4-difluor- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Oxazol-5-carbonylamino)-benzyl)-6-(3-methoxy-4-fluor- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on; 2-(4-(Oxazol-5-carbonylamino)-benzyl)-6-(3-difluormethoxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Oxazol-5-carbonylamino)-benzyl)-6-(3-trifluormethoxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Oxazol-5-carbonylamino)-benzyl)-6-(3-fluormethoxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Oxazol-5-carbonylamino)-benzyl)-6-(3-methoxy-4-ethoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyhdazin-3-on; 2-(4-(Oxazol-5-carbonylamino)-benzyl)-6-(3-ethoxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Oxazol-5-carbonylamino)-benzyl)-6-(3-hydroxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on; 2-(4-(Oxazol-5-carbonylamino)-benzyl)-6-(4-methylsulfonylphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Oxazol-5-carbonylamino)-benzyl)-6-(4-methylenoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Oxazol-5-carbonylamino)-benzyl)-6-(3-cyclopentyloxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(Oxazol-5-carbonylamino)-benzyl)-6-(3-cyclopentyloxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Oxazol-5-carbonylamino)-phenethyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Oxazol-5-carbonylamino)-phenethyl)-6-(3,4-dimethoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1 ,3,4-thiadiazin-2-on;
3-(3-(Oxazol-5-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1 ,3,4-thiadiazin-2-on;
3-(2-(Oxazol-5-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(3-(Oxazol-5-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(2-(Oxazol-5-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(3-methoxy-4-trifluor- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(3-methoxy-4-difluor- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(3-methoxy-4-fluor- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(3-difluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(3-trifluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(3-fluormethoxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(3-methoxy-4-ethoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(3-ethoxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(3-hydroxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(4-methylsulfonylphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(4-methylenoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(3-(Oxazol-5-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)- 3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(4-(Oxazol-5-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)-
6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1 ,3,4-oxadiazin-2-on;
3-(3-(Oxazol-5-carbonylamino )-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1 ,3,4-oxadiazin-2-on;
3-(2-(Oxazol-5-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1 ,3,4-oxadiazin-2-on; 3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(3-(Oxazol-5-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(2-(Oxazoi-5-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(3-methoxy-4-trifluor- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(3-methoxy-4-difluor- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Oxazoi-5-carbonylamino)-benzyl)-5-(3-methoxy-4-fiuor- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(3-difluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(3-trifluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(3-fluormethoxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(3-methoxy-4-ethoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(3-ethoxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(3-hydroxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(4-methylsulfonylphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(4-methylenoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(3-(Oxazol-5-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(4-(Oxazol-5-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)-
3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Oxazol-5-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)- 6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on; 2-(4-(Pyrimidin-2-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-
2,3,4, 5-tetrahydro-pyridazin-3-on;
2-(3-(Pyrimidin-2-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4, 5-tetrahydro-pyridazin-3-on;
2-(2-(Pyrimidin-2-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrimidin-2-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(Pyrimidin-2-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(2-(Pyrimidin-2-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrimidin-2-carbonylamino)-benzyl)-6-(3-methoxy-4-trifluor- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrimidin-2-carbonylamino)-benzyl)-6-(3-methoxy-4-difluor- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrimidin-2-carbonylamino)-benzyl)-6-(3-methoxy-4-fluor- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrimidin-2-carbonylamino)-benzyl)-6-(3-difluormethoxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on; 2-(4-(Pyrimidin-2-carbonylamino)-benzyl)-6-(3-trifluormethoxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyhdazin-3-on;
2-(4-(Pyrimidin-2-carbonylamino)-benzyl)-6-(3-fluormethoxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrimidin-2-carbonylamino)-benzyl)-6-(3-methoxy-4-ethoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrimidin-2-carbonylamino)-benzyl)-6-(3-ethoxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on; 2-(4-(Pyrimidin-2-carbonylamino)-benzyl)-6-(3-hydroxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrimidin-2-carbonylamino)-benzyl)-6-(4-methylsulfonylphenyl)- 5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on; 2-(4-(Pyrimidin-2-carbonylamino)-benzyl)-6-(4-methylenoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrimidin-2-carbonylamino)-benzyl)-6-(3-cyclopentyloxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(Pyrimidin-2-carbonylamino)-benzyl)-6-(3-cyclopentyloxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrimidin-2-carbonylamino)-phenethyl)-6-(3,4-dimethoxy- phenyl)-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrimidin-2-carbonylamino)-phenethyl)-6-(3,4-dimethoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)- 3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(3-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)- 3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(2-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)- 3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(3-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(2-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3-methoxy-4-trifluor- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3-methoxy-4-difluor- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3-methoxy-4-fluor- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(4-(Pyrimidin-2-carbonylamino)-benzyi)-5-(3-difluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3-trifluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3-fluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3-methoxy-4-ethoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3-ethoxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3-hydroxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(4-methylsulfonylphenyl)- 6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(4-methylenoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(3-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-phenethyl)-5-(3,4-dimethoxy- phenyl)-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-phenethyl)-5-(3,4-dimethoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-
3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(3-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-
3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(2-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-
3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(3-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(2-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3-methoxy-4-trifluor- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3-methoxy-4-difluor- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3-methoxy-4-fluor- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3-difluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3-trifluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3-fluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3-methoxy-4-ethoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3-ethoxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3-hydroxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(4-methylsulfonylphenyl)- 6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(4-methylenoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3-cyclopentyIoxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(3-(Pyrimidin-2-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Pyrimidin-2-carbonylamino)-phenethyl)-5-(3,4-dimethoxy- phenyl)-3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(4-(Pyrimidin-2-carbonylamino)-phenethyl)-5-(3,4-dimethoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
2-(4-(Pyrazol-3-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-py dazin-3-on; 2-(3-(Pyrazol-3-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-
2,3,4,5-tetrahydro-pyridazin-3-on;
2-(2-(Pyrazol-3-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrazol-3-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(Pyrazol-3-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(2-(Pyrazol-3-carbonylamino)-benzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrazol-3-carbonylamino)-benzyl)-6-(3-methoxy-4-trifluor- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrazol-3-carbonylamino)-benzyl)-6-(3-methoxy-4-difluor- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrazol-3-carbonylamino)-benzyl)-6-(3-methoxy-4-fluor- methoxypheny -δ-ethyl^^^.δ-tetrahydro-pyridazin-S-on;
2-(4-(Pyrazol-3-carbonylamino)-benzyl)-6-(3-difluormethoxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrazol-3-carbonylamino)-benzyl)-6-(3-trifluormethoxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on; 2-(4-(Pyrazol-3-carbonylamino)-benzyl)-6-(3-fluormethoxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrazol-3-carbonylamino)-benzyl)-6-(3-methoxy-4-ethoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrazol-3-carbonylamino)-benzy.)-6-(3-ethoxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrazol-3-carbonylamino)-benzyl)-6-(3-hydroxy-4-methoxy- phenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on; 2-(4-(Pyrazol-3-carbonylamino)-benzyl)-6-(4-methylsulfonylphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrazol-3-carbonyIamino)-benzyl)-6-(4-methylenoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on; 2-(4-(Pyrazol-3-carbonylamino)-benzyl)-6-(3-cyclopentyloxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-(Pyrazol-3-carbonylamino)-benzyl)-6-(3-cyclopentyloxy-4- methoxyphenyl)-5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrazol-3-carbonylamino)-phenethyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-(Pyrazol-3-carbonylamino)-phenethyl)-6-(3,4-dimethoxyphenyl)- 5-ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1 ,3,4-thiadiazin-2-on;
3-(3-(Pyrazol-3-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1 ,3,4-thiadiazin-2-on;
3-(2-(Pyrazol-3-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(3-(Pyrazol-3-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(2-(Pyrazol-3-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3-methoxy-4-trifluor- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3-methoxy-4-difluor- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3-methoxy-4-fluor- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3-difluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3-trifIuormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3-fluormethoxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on; 3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3-methoxy-4-ethoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3-ethoxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3-hydroxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(4-methylsulfonylphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(4-methylenoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(3-(Pyrazol-3-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)- 3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)- 6-ethyl-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1 ,3,4-oxadiazin-2-on; 3-(3-(Pyrazol-3-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1 ,3,4-oxadiazin-2-on;
3-(2-(Pyrazol-3-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(3-(Pyrazol-3-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(2-(Pyrazol-3-carbonylamino)-benzyl)-5-(3,4-dimethoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3-methoxy-4-trifluor- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3-methoxy-4-difluor- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3-methoxy-4-fluor- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3-difluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3-trifluormethoxy-4- methoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3-fluormethoxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3-methoxy-4-ethoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3-ethoxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3-hydroxy-4-methoxy- phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(4-methylsulfonylphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(4-methylenoxyphenyl)-6- ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on; 3-(4-(Pyrazol-3-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(3-(Pyrazol-3-carbonylamino)-benzyl)-5-(3-cyclopentyloxy-4- methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)-
3,6-dihydro-1 ,3,4-oxadiazin-2-on;
3-(4-(Pyrazol-3-carbonylamino)-phenethyl)-5-(3,4-dimethoxyphenyl)- 6-ethyl-3,6-dihydro-1 ,3,4-oxadiazin-2-on; 2-(3-Nicotinoylaminobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-2,3,4,5- tetrahydropyridazin-3-on, F. 204°;
2-(4-lsonicotinoylaminobenzyl)-6-(3-ethoxy-4-methoxyphenyl)- 2,3,4,5-tetrahydropyridazin-3-on, Hydrochlorid F. 252°; 2-(4-Pyrazincarbonylaminobenzyl)-6-(3-ethoxy-4-methoxyphenyl)-
2,3,4,5-tetrahydropyridazin-3-on, F. 202°;
2-(4-(lsoxazol-5-carbonylamino)-benzyl)-6-(3-ethoxy-4-methoxy- phenyl)-2,3,4,5-tetrahydropyridazin-3-on, F. 192°;
2-(4-Nicotinoylaminobenzyl)-6-(3-cyclopentyloxy-4-methoxyphenyl)- 2,3,4,5-tetrahydropyridazin-3-on, F. 205°
2-(4-Nicotinoylaminobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetra- hydropyridazin-3-on, Hydrochlorid F. 212°;
d) Verbindungen, offenbart in EP 0 539 806 B1 , ausgewählt aus der
Gruppe
5-(3-Methoxy-4-difluormethoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4- thiadiazin-2-on, F. 97°; 5-(3-Methoxy-4-trifluormethoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4- thiadiazin-2-on;
5-(3-Methoxy-4-trifluormethoxyphenyl)-6-methyl-3,6-dihydro-1 ,3,4- thiadiazin-2-on;
5-(3-Methoxy-4-difluormethoxyphenyl)-6-methyl-3,6-dihydro-1 ,3,4- 4. . .. . n thιadιazιn-2-on; 5-[3-Methoxy-4-(1 , 1 ,2,2-tetraf luorethoxy)-phenyl]-6-ethyl-3,6-dihydro-
1 ,3,4-thiadiazin-2-on;
5-(3-Methoxy-4-chlormethoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4- thiadiazin-2-on;
5-(3-Methoxy-4-chlormethoxyphenyl)-6-methyl-3,6-dihydro-1 ,3,4- thiadiazin-2-on;
5-(3-Methoxy-4-pentachlorethoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4- thiadiazin-2-on; 5-(3-Methoxy-4-trifluormethoxyphenyl)-6-propyl-3,6-dihydro-1 ,3,4- thiadiazin-2-on;
5-(3-Methoxy-4-difluormethoxyphenyl)-6-propyl-3,6-dihydro-1 ,3,4- thiadiazin-2-on; 5-[3-Methoxy-4-(1 ,1 ,2,-trifluorethoxy)-phenyl]-6-ethyl-3,6-dihydro-
1 ,3,4-thiadiazin-2-on;
5-[3-Methoxy-4-(1 , 1 ,2,-trif luorethoxy)-phenyl]-6-methyl-3,6-dihydro- 1 ,3,4-thiadiazin-2-on;
5-(3-Methoxy-4-difluormethoxyphenyl)-3,6-dihydro-1 ,3,4-thiadiazin-2- on, F. 120°;
5-(3-Methoxy-4-trifluormethoxyphenyl)-3,6-dihydro-1 ,3,4-thiadiazin-2- on;
5-(4-Trifluormethoxyphenyl)-3,6-dihydro-1 ,3,4-thiadiazin-2-on; 5-[3-Methoxy-4-(1 ,1 ,2,2-tetraf luorethoxy)-phenyl]-3,6-dihydro-1 ,3,4- thiadiazin-2-on;
5-(3-Methoxy-4-chlormethoxyphenyl)-3,6-dihydro-1 ,3,4-thiadiazin-2- on; 5-(3-Methoxy-4-trichlormethoxyphenyl)-3,6-dihydro-1 ,3,4-thiadiazin-2- on;
5-(3-Methoxy-4-pentachlorethoxyphenyl)-3,6-dihydro-1 ,3,4-thiadiazin- 2-on;
5-(4-DifIuormethoxyphenyl)-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
5-[3-Methoxy-4-(1 ,1 ,2,2,3-pentafluorpropoxy)-phenyl]-6-ethyl-3,6- dihydro-1 ,3,4-thiadiazin-2-on; 5-[Bis-3,4-(difluormethoxy)-phenyl]-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
5-[Bis-3,4-(dichlormethoxy)-phenyl]-3,6-dihydro-1 ,3,4-thiadiazin-2-on;
5-[Bis-3,4-(1 ,2-difluorethoxy)-phenyl]-3,6-dihydro-1 ,3,4-thiadiazin-2- on;
5-[3-Ethoxy-4-(1 ,1 ,2,2,-tetrafluorethoxy)-phenyl]-3,6-dihydro-1 ,3,4- thiadiazin-2-on;
5-[3-Methoxy-4-(1 ,2,2,-trichlorethoxy)-phenyl]-3,6-dihydro-1 ,3,4- thiadiazin-2-on; 5-[4-(2,2,2-Trifluorethoxy)-phenyl]-6-ethyl-3,6-dihydro-1 ,3,4- thiadiazin-2-on, F. 102°;
5-[3-Methoxy-4-(2,2,2-trifluorethoxy)-phenyl]-6-ethyl-3,6-dihydro- 1 ,3,4-thiadiazin-2-on, F. 123-125°; 5-[3-Methoxy-4-(2,2,2-trifluorethoxy)-phenyl]-3,6-dihydro-1 ,3,4- thiadiazin-2-on, F. 120°;
5-[3-(2,2,2-Trifluorethoxy)-4-methoxy-phenyl]-6-ethyl-3,6-dihydro- 1 ,3,4-thiadiazin-2-on, F. 120-121 °;
5-(3-Difluormethoxy-4-methoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4- thiadiazin-2-on, F. 105°;
e) Verbindungen, offenbart in EP 0 618 201 A1 , ausgewählt aus der Gruppe 3-Dimethylaminopropyl-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6-dihydro-
1 ,3,4-thiadiazinon-2-on, F. 175°;
3-Dimethylaminopropyl-5-(3-methoxy-4-trifluormethoxy-phenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazinon-2-on; 3-Dimethylaminopropyl-5-(3-methoxy-4-difluormethoxy-phenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazinon-2-on;
3-Dimethylaminopropyl-5-(3-methoxy-4-fluormethoxy-phenyl)-6-ethyl- 3,6-dihydro-1 ,3,4-thiadiazinon-2-on;
3-Dimethylaminopropyl-5-(4-methoxy-3-difluormethoxy-phenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazinon-2-on; 3-Dimethylaminopropyl-5-[4-methoxy-3-(2,2,2-trifluorethoxy)-phenyl]-
6-ethyl-3,6-dihydro-1 ,3,4-thiadiazinon-2-on;
3-Dimethylaminopropyl-5-(4-methoxy-3-fluormethoxy-phenyl)-6-ethyl-
3,6-dihydro-1 ,3,4-thiadiazinon-2-on;
3-Dimethylaminopropyl-5-(3-methoxy-4-ethoxy-phenyl)-6-ethyl-3,6- dihydro-1 ,3,4-thiadiazinon-2-on;
3-Dimethylaminopropyl-5-(4-methoxy-3-ethoxy-phenyl)-6-ethyl-3,6- dihydro-1 ,3,4-thiadiazinon-2-on; 3-Dimethylaminopropyl-5-(3-methoxy-4-hydroxy-phenyl)-6-ethyl-3,6- dihydro-1 ,3,4-thiadiazinon-2-on;
3-Dimethylaminopropyl-5-(3,4-dimethoxy-phenyl)-3,6-dihydro-1 ,3,4- thiadiazinon-2-on; 2-Dimethylaminoethyl-5-(3,4-dimethoxy-phenyl)-6-ethyl-3,6-dihydro-
1 ,3,4-thiadiazinon-2-on;
2-Dimethylaminoethyl-5-(3-methoxy-4-trifluormethoxy-phenyl)-6-ethyl- 3,6-dihydro-1 ,3,4-thiadiazinon-2-on;
2-Dimethylaminoethyl-5-(3-methoxy-4-difluormethoxy-phenyl)-6-ethyl-
3,6-dihydro-1 ,3,4-thiadiazinon-2-on;
2-Dimethylaminoethyl-5-(3-methoxy-4-fluormethoxy-phenyl)-6-ethyl- 3,6-dihydro-1 ,3,4-thiadiazinon-2-on;
2-Dimethylaminoethyl-5-(4-methoxy-3-difluormethoxy-phenyl)-6-ethyl- 3,6-dihydro-1 ,3,4-thiadiazinon-2-on;
2-Dimethylaminoethyl-5-(4-methoxy-3-fluormethoxy-phenyl)-6-ethyl- 3,6-dihydro-1 ,3,4-thiadiazinon-2-on;
2-Dimethylaminoethyl-5-(3-methoxy-4-ethoxy-phenyl)-6-ethyl-3,6- dihydro-1 ,3,4-thiadiazinon-2-on;
2-Dimethylaminoethyl-5-(4-methoxy-3-ethoxy-phenyl)-6-ethyl-3,6- dihydro-1 ,3,4-thiadiazinon-2-on;
2-Dimethylaminoethyl-5-(4-methoxy-3-hydroxy-phenyl)-6-ethyl-3,6- dihydro-1 ,3,4-thiadiazinon-2-on;
3-Morpholinopropyl-5-[3-methoxy-4-(1 ,1 ,2,2,3-pentafluorpropoxy)- phenyl]-6-ethyl-3,6-dihydro-1 ,3,4-thiadiazinon-2-on; 3-Dimethylaminopropyl-5-[3,4-bis-(difluormethoxy)-phenyl]-3,6- dihydro-1 ,3,4-thiadiazinon-2-on;
3-Dimethylaminopropyl-5-[3-methoxy-4-(1 ,1 ,2-trifluorethoxy)-phenyl]-
3,6-dihydro-1 ,3,4-thiadiazinon-2-on;
3-Dimethylamιnopropyl-5-[3,4-bis-(chlormethoxy)-phenyl]-3,6-dihydro-
1 ,3,4-thiadiazinon-2-on;
3-Morpholinopropyl-5-(3-methoxy-4-fluormethoxyphenyl)-6-ethyl-3,6- dihydro-1 ,3,4-thiadiazinon-2-on; 3-Morpholinopropyl-5-(3-methoxy-4-trifluormethoxyphenyl)-6-ethyl-
3,6-dihydro-1 ,3,4-thiadiazinon-2-on;
3-Piperidinopropyl-5-(3-methoxy-4-difluormethoxyphenyl)-6-ethyl-3,6- dihydro-1 ,3,4-thiadiazinon-2-on; 3-Morpholinopropyl-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6-dihydro-
1 ,3,4-thiadiazinon-2-on;
3-Piperidinopropyl-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4- thiadiazinon-2-on;
3-Pyrrolidinopropyl-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6-dihydro- 1 ,3,4-thiadiazinon-2-on;
3-Morpholinopropyl-5-(3-methoxy-4-ethoxyphenyl)-6-ethyl-3,6- dihydro-1 ,3,4-thiadiazinon-2-on;
3-Piperidinopropyl-5-(3-methoxy-4-ethoxyphenyl)-6-ethyl-3,6-dihydro- 1 ,3,4-thiadiazinon-2-on;
3-Pyrrolidinopropyl-5-(3-methoxy-4-ethoxyphenyl)-6-ethyl-3,6- dihydro-1 ,3,4-thiadiazinon-2-on;
3-Morpholinopropyl-5-(4-methoxy-3-ethoxyphenyl)-6-ethyl-3,6- dihydro-1 ,3,4-thiadiazinon-2-on;
3-Piperidinopropyl-5-(4-methoxy-3-ethoxyphenyl)-6-ethyl-3,6-dihydro- 1 ,3,4-thiadiazinon-2-on;
3-Morpholinopropyl-5-(3-methoxy-4-difluormethoxyphenyl)-6-ethyl- 3,6-dihydro-1 ,3,4-thiadiazinon-2-on;
3-Piperidinopropyl-5-(4-methoxy-3-difluormethoxyphenyl)-6-ethyl-3,6- dihydro-1 ,3,4-thiadiazinon-2-on; 3-Piperidinopropyl-5-[3-(2,2,2-trifluorethoxy)-4-methoxyphenyl]-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazinon-2-on;
3-Morpholinopropyl-5-[3-(2,2,2-trifluorethoxy)-4-methoxyphenyl]-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazinon-2-on;
2-Morpholinoethyl-5-(3-methoxy-4-fluormethoxyphenyl)-6-ethyl-3,6- dihydro-1 ,3,4-thiadiazinon-2-on;
2-Morpholinoethyl-5-(3-methoxy-4-trifluormethoxyphenyl)-6-ethyl-3,6- dihydro-1 ,3,4-thiadiazinon-2-on;
f) Verbindungen, offenbart in DE 196 04 388 A1 , ausgewählt aus der Gruppe
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin- 3-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethylamino)-propylester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin- 3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diethylamino)-ethylester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin- 3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diisopropylamino)-ethylester, Hydrochlorid, F. 218°;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin- 3-ylmethyl)-phenyl]-carbaminsäure-6-(N,N-dimethylamino)-hexylester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin- 3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-dimethylamino)-1 -methyl- ethylester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin- 3-ylmethyl)-phenyl]-carbaminsäure-(1 -methyl-4-piperidyl)-ester, F. 183°; N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin-
3-ylmethyl)-phenyl]-carbaminsäure-(4-hydroxy-1-piperidyl)-ethylester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadi- azin-3-ylmethyl)-phenyl]-carbaminsäure-2-morpholino-ethylester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin- 3-ylmethyl)-phenyl]-carbaminsäure-3-morpholino-propylester; N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin- 3-ylmethyl)-phenyl]-carbaminsäure-2-thiomorpholino-ethylester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin-
3-ylmethyl)-phenyl]-carbaminsäure-3-thiomorpholino-propylester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadi- azin-3-ylmethyl)-phenyl]-carbaminsäure-2-piperazino-ethylester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin- 3-ylmethyl)-phenyl]-carbaminsäure-3-piperazino-propylester; N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin-
3-ylmethyl)-phenyl]-carbaminsäure-2-pyrrolidino-ethylester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin- 3-ylmethyl)-phenyl]-carbaminsäure-3-pyrrolidino-propylester; N-[3-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin-
3-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethylamino)-propylester, Hydrochlorid, F. 161 °;
N-[3-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin- 3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diethylamino)-ethylester;
N-[3-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin- 3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diisopropylamino)-ethylester;
N-[3-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin- 3-ylmethyl)-phenyl]-carbaminsäure-6-(N,N-dimethylamino)-hexylester; N-[3-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin-
3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-dimethylamino)-1-methyl- ethylester;
N-[3-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin- 3-ylmethyl)-phenyl]-carbaminsäure-(1 -methyl-4-piperidyl)-ester;
N-[3-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thia- diazin-3-ylmethyl)-phenyl]-carbaminsäure-2-morpholino-ethylester;
N-[3-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin- 3-ylmethyl)-phenyl]-carbaminsäure-3-morpholino-propylester;
N-[3-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin- 3-ylmethyl)-phenyl]-carbaminsäure-2-thiomorpholino-ethylester; N-[3-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin-
3-ylmethyl)-phenyl]-carbaminsäure-3-thiomorpholino-propylester;
N-[3-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin-
3-ylmethyl)-phenyl]-carbaminsäure-2-piperazino-ethylester;
N-[3-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin-
3-ylmethyl)-phenyl]-carbaminsäure-3-piperazino-propylester;
N-[3-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin- 3-ylmethyl)-phenyl]-carbaminsäure-2-pyrrolidino-ethylester; N-[3-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadi- azin-3-ylmethyl)-phenyl]-carbaminsäure-3-pyrrolidino-propylester;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4-thia- diazin-3-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethylamino)- propylester;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4-thia- diazin-3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diethylamino)-ethylester;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4-thia- diazin-3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diisopropylamino)- ethylester;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4-thia- diazin-3-ylmethyl)-phenyl]-carbaminsäure-6-(N,N-dimethylamino)- hexylester; N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4-thia- diazin-3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-dimethylamino)-1-methyl- ethylester;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4-thia- diazin-3-ylmethyl)-phenyl]-carbaminsäure-(1 -methyl-4-piperidyl)-ester, F. 153;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4-thia- diazin-3-ylmethyl)-phenyl]-carbaminsäure-2-morpholino-ethylester;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4-thia- diazin-3-ylmethyl)-phenyl]-carbaminsäure-3-morpholino-propylester; N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4-thia- diazin-3-ylmethyl)-phenyl]-carbaminsäure-2-thiomorpholino-ethylester;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4-thia- diazin-3-ylmethyl)-phenyl]-carbaminsäure-3-thiomorpholino-propylester;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4-thia- diazin-3-ylmethyl)-phenyl]-carbaminsäure-2-piperazino-ethylester;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4-thia- diazin-3-ylmethyl)-phenyl]-carbaminsäure-3-piperazino-propylester; N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4-thia- diazin-3-ylmethyl)-phenyl]-carbaminsäure-2-pyrrolidino-ethylester;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-pyrrolidino-propylester; N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethylamino)- propylester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diethylamino)- ethylester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diisopropylamino)- ethylester; N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-6-(N,N-dimethylamino)- hexylester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-dimethylamino)-1 - methyl-ethylester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-(1-methyl-4-piperidyl)-ester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-2H-1 ,3,4- thia-diazin-3-ylmethyl)-phenyl]-carbaminsäure-2-morpholino-ethylester; N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-morpholino-propylester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-thiomorpholino-ethylester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-thiomorpholino-propyl- ester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-piperazino-ethylester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-piperazino-propylester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-pyrrolidino-ethylester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-6-ethyl-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-pyrrolidino-propylester;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-2-oxo-2H- 1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethylamino)- propylester;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-2-oxo-2H- 1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diethylamino)- ethylester; N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-2-oxo-2H-
1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N- diisopropylamino)-ethylester;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-2-oxo-2H- 1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-6-(N,N-dimethylamino)- hexylester;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-2-oxo-2H-
1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-dimethylamino)-
1 -methyl-ethylester; N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-2-oxo-2H-
1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-(1 -methyl-4-piperidyl)- ester;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-2-oxo-2H-
1 ,3,4-thia-diazin-3-ylmethyl)-phenyl]-carbaminsäure-2-morpholino- ethylester;
-2-oxo-2H-1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3- morpholino-propylester; N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-2-oxo-2H-
1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-thiomorpholino-ethyl- ester;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-2-oxo-2H- 1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-thiomorpholino- propylester;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-2-oxo-2H- 1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-piperazino- ethylester;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-2-oxo-2H- 1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-piperazino- propylester;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-2-oxo-2H- 1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-pyrrolidino- ethylester;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-6-ethyl-2-oxo-2H- 1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-pyrrolidino- propylester;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H- 1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethylamino)- propylester;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H- 1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diethylamino)- ethylester; N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H-
1 ,3,4-thiadiazin-3-ylmethyl)-ρhenyl]-carbaminsäure-2-(N,N- diisopropylamino)-ethylester;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H-
1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-6-(N,N-dimethylamino)- hexylester;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H- 1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-dimethylamino)- 1 -methyl-ethylester;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H- 1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-(1 -methyl-4-piperidyl)- ester; N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H-
1 ,3,4-thia-diazin-3-ylmethyl)-phenyl]-carbaminsäure-2-morpholino- ethylester;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H- 1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-morpholino- propylester;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H- 1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-thiomorpholino-ethyl- ester; N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H-
1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-thiomorpholino- propylester;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H- 1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-piperazino- ethylester;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H-
1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-piperazino- propylester; N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H-
1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-pyrrolidino- ethylester;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H-
1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-pyrrolidino- propylester.
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethylamino)- propylester;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diethylamino)- ethylester; N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diisopropylamino)- ethylester;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-6-(N,N-dimethylamino)- hexylester;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-dimethylamino)-1 - methyl-ethylester;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-(1 -methyl-4-piperidyl)-ester;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-morpholino-ethylester;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-morpholino-propylester;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-thiomorpholino-ethylester; N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-thiomorpholino-propyl- ester;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-piperazino-ethylester;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-piperazino-propylester;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-pyrrolidino-ethylester;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-pyrrolidino-propylester;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethylamino)- propylester;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diethylamino)- ethylester;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diisopropylamino)- ethylester;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-6-(N,N-dimethylamino)- hexylester;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-dimethylamino)-1 - methyl-ethylester;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-(1 -methyl-4-piperidyl)-ester;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-morpholino-ethylester;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-morpholino-propylester; N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-thiomorpholino-ethylester;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-thiomorpholino-propyl- ester;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-piperazino-ethylester;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-piperazino-propylester;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-pyrrolidino-ethylester;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-pyrrolidino-propylester;
N-[4-(3,6-Dihydro-5-(3-fluormethoxy-4-methoxyphenyl)-2-oxo-2H- 1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethylamino)- propylester;
N-[4-(3,6-Dihydro-5-(3-fluormethoxy-4-methoxyphenyl)-2-oxo-2H- 1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diethylamino)- ethylester;
N-[4-(3,6-Dihydro-5-(3-fluormethoxy-4-methoxyphenyl)-2-oxo-2H- 1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diisopropyl- amino)-ethylester;
N-[4-(3,6-Dihydro-5-(3-fluormethoxy-4-methoxyphenyl)-2-oxo-2H- 1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-6-(N,N-dimethylamino)- hexylester; N-[4-(3,6-Dihydro-5-(3-fluormethoxy-4-methoxyphenyl)-2-oxo-2H-
1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-dimethylamino)- 1-methyl-ethylester;
N-[4-(3,6-Dihydro-5-(3-fluormethoxy-4-methoxyphenyl)-2-oxo-2H- 1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-(1 -methyl-4-piperidyl)- ester; N-[4-(3,6-Dihydro-5-(3-fluormethoxy-4-methoxyphenyl)-2-oxo-2H-
1 ,3,4-thia-diazin-3-ylmethyl)-phenyl]-carbaminsäure-2-morpholino- ethylester;
N-[4-(3,6-Dihydro-5-(3-fluormethoxy-4-methoxyphenyl)-2-oxo-2H-
1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-morpholino- propylester;
N-[4-(3,6-Dihydro-5-(3-fluormethoxy-4-methoxyphenyl)-2-oxo-2H- 1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-thiomorpholino-ethyl- ester;
N-[4-(3,6-Dihydro-5-(3-fluormethoxy-4-methoxyphenyl)-2-oxo-2H- 1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-thiomorpholino- propylester; N-[4-(3,6-Dihydro-5-(3-fluormethoxy-4-methoxyphenyl)-2-oxo-2H-
1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-piperazino- ethylester;
N-[4-(3,6-Dihydro-5-(3-fluormethoxy-4-methoxyphenyl)-2-oxo-2H- 1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-piperazino- propylester;
N-[4-(3,6-Dihydro-5-(3-fluormethoxy-4-methoxyphenyl)-2-oxo-2H- 1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-pyrrolidino- ethylester; N-[4-(3,6-Dihydro-5-(3-fluormethoxy-4-methoxyphenyl)-2-oxo-2H-
1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-pyrrolidino- propylester;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin- 3-ylmethyl)-phenyl]-2-morpholino-acetamid;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin- 3-ylmethyl)-phenyl]-2-(N,N-diethylamino)-acetamid;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin- 3-ylmethyl)-phenyl]-2-(N,N-diisopropylamino)-acetamid;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-thiomorpholino-acetamid; N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin-
3-ylmethyl)-phenyl]-2-piperidino-acetamid;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin-
3-ylmethyl)-phenyl]-2-(4-hydroxy-piperidino)-acetamid;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin-
3-ylmethyl)-phenyl]-2-piperazino-acetamid;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin- 3-ylmethyl)-phenyl]-2-(4-methyl-piperazino)-acetamid; N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin-
3-ylmethyl)-phenyl]-2-pyrrolidino-acetamid;
N-[3-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin- 3-ylmethyl)-phenyl]-2-(4-morpholinyl)-acetamid; N-[3-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin-
3-ylmethyl)-phenyl]-2-(N,N-diethylamino)-acetamid;
N-[3-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin- 3-ylmethyl)-phenyl]-2-(N,N-diisopropylamino)-acetamid;
N-[3-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-thiomorpholino-acetamid;
N-[3-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin- 3-ylmethyl)-phenyl]-2-piperidino-acetamid;
N-[3-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin- 3-ylmethyl)-phenyl]-2-(4-hydroxy-piperidino)-acetamid;
N-[3-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin- 3-ylmethyl)-phenyl]-2-piperazino-acetamid;
N-[3-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin- 3-ylmethyl)-phenyl]-2-(4-methyl-piperazino)-acetamid;
N-[3-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin- 3-ylmethyl)-phenyl]-2-pyrrolidino-acetamid;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin- 3-ylmethyl)-phenyl]-3-(4-morpholinyl)-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin- 3-ylmethyl)-phenyl]-3-(N,N-diethylamino)-propionsäureamid; N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin-
3-ylmethyl)-phenyl]-3-(N,N-diisopropylamino)-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin-
3-ylmethyl)-phenyl]-3-thiomorpholino-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin-
3-ylmethyl)-phenyl]-3-piperidino-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin- 3-ylmethyl)-phenyl]-3-(4-hydroxy-piperidino)-propionsäureamid; N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin-
3-ylmethyl)-phenyl]-3-piperazino-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin- 3-ylmethyl)-phenyl]-3-pyrrolidino-propionsäureamid; N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-(4-morpholinyl)-acetamid;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-(N,N-diethylamino)-acetamid;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-(N,N-diisopropylamino)-acetamid;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-thiomorpholino-acetamid;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-piperidino-acetamid;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-(4-hydroxy-piperidino)-acetamid;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-piperazino-acetamid;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-pyrrolidino-acetamid;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-(4-morpholinyl)-acetamid;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-(N,N-diethylamino)-acetamid; N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-(N,N-diisopropylamino)-acetamid;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-thiomorpholino-acetamid;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-piperidino-acetamid;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-(4-hydroxy-piperidino)-acetamid; N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-piperazino-acetamid;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-pyrrolidino-acetamid; N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-(4-morpholinyl)-acetamid;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-(N,N-diethylamino)-acetamid;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-(N,N-diisopropylamino)-acetamid;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-thiomorpholino-acetamid;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-piperidino-acetamid;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-(4-hydroxy-piperidino)-acetamid;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-piperazino-acetamid;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-2-pyrrolidino-acetamid;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H- 1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-2-(4-morpholinyl)-acetamid;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H- 1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-2-(N,N-diethylamino)-acetamid; N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H-
1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-2-(N,N-diisopropylamino)-acetamid;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H-
1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-2-thiomorpholino-acetamid;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H-
1 ,3,4-thiadiazin-3-yImethyl)-phenyl]-2-piperidino-acetamid;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H- 1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-2-(4-hydroxy-piperidino)-acetamid; N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H-
1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-2-pyrrolidino-acetamid;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-3-(4-morpholinyl)-propionsäureamid; N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-3-(N,N-diethylamino)-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-3-(N,N-diisopropylamino)-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-3-thiomorpholino-propionsäure-amid;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-3-piperidino-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-3-(4-hydroxy-piperidino)-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-3-piperazino-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-3-pyrrolidino-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-3-(4-morpholinyl)-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-3-(N,N-diethylamino)-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-3-(N,N-diisopropylamino)-propionsäureamid; N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-3-thiomorpholino-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-3-piperidino-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-3-(4-hydroxy-piperidino)-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-3-piperazino-propionsäureamid; N-[4-(3,6-Dihydro-5-(3-propoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-3-pyrrolidino-propionsäureamid.
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-3-(4-morpholinyl)-propionsäureamid; N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-3-(N,N-diethylamino)-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1 l3,4- thiadiazin-3-ylmethyl)-phenyl]-3-(N,N-diisopropylamino)-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-3-thiomorpholino-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-3-piperidino-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-3-(4-hydroxy-piperidino)-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-3-piperazino-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3-isopropoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-3-pyrrolidino-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H- 1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-3-(4-morpholinyI)-propionsäure-amid;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H- 1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-3-(N,N-diethylamino)-propionsäure- amid; N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H-
1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-3-(N,N-diisopropylamino)-propion- säureamid;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H-
1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-3-thiomorpholino-propionsäureamid;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H- 1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-3-piperidino-propionsäure-amid;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H- 1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-3-(4-hydroxy-piperidino)-propionsäure- amid;
N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H- 1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-3-piperazino-propionsäure-amid; N-[4-(3,6-Dihydro-5-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-2H-
1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-3-pyrrolidino-propionsäureamid;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethylamino)-propylester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diethylamino)-ethylester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diisopropylamino)-ethylester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-carbaminsäure-6-(N,N-dimethylamino)-hexylester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-carbaminsäure-2-(N,N-dimethylamino)-1-methyl- ethylester; N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-carbaminsäure-(1-methyl-4-piperidyl)-ester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-carbaminsäure-(4-hydroxy-1-piperidyl)-ethylester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin- 2- ylmethyl)-phenyl]-carbaminsäure-2-morpholino-ethylester; N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-carbaminsäure-3-morpholino-propylester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-carbaminsäure-2-thiomorpholino-ethylester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-carbaminsäure-3-thiomorpholino-propylester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-carbaminsäure-2-piperazino-ethylester; N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-carbaminsäure-3-piperazino-propylester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-carbaminsäure-2-pyrrolidino-ethylester; N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-carbaminsäure-3-pyrrolidino-propylester.
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethylamino)- propylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diethylamino)- ethylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diisopropylamino)- ethylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-6-(N,N-dimethylamino)- hexylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-dimethylamino)-1- methyl-ethylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-(1-methyl-4-piperidyl)-ester; N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-morpholino-ethylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-morpholino-propylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-thiomorpholino-ethylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-thiomorpholino-propylester; N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-piperazino-ethylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-piperazino-propylester; N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-pyrrolidino-ethylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-pyrrolidino-propylester.
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethylamino)- propylester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diethylamino)- ethylester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diisopropylamino)- ethylester; N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-6-(N,N-dimethylamino)- hexylester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-dimethylamino)-1 - methyl-ethylester; N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-(1-methyl-4-piperidyl)-ester; N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-morpholino-ethyl- es- ter;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-morpholino-propylester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-thiomorpholino-ethylester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-thiomorpholino-propylester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-piperazino-ethylester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-piperazino-propylester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-pyrrolidino-ethylester;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-pyrrolidino-propylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethylamino)- propylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diethylamino)- ethylester; N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diisopropylamino)- ethylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-6-(N,N-dimethylamino)- hexylester; N-[4-(6-(3-Ethoxy-4-methoxyρhenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-dimethylamino)-1 - methyl-ethylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-(1 -methyl-4-piperidyl)-ester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-morpholino-ethylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-morpholino-propylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-thiomorpholino-ethylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-thiomorpholino-propylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-piperazino-ethylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-piperazino-propylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-pyrrolidino-ethylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-5-ethyl-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-pyrrolidino-propylester; N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5- tetrahydro-pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethyl- amino)-propylester;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2, 3,4,5- tetrahydro-pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diethyl- amino)-ethylester;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5- tetrahydro-pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-(N,N- diisopropylamino)-ethylester; N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5- tetrahydro-pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-6-(N,N- dimethylamino)-hexylester;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5- 5 tetrahydro-pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-(N,N- dimethylamino)-1 -methyl-ethylester;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5- tetrahydro-pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-(1 -methyl-4- 10 piperidyl)-ester;
N-[4-(6-(3-Cyc.opentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5- tetrahydro-pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-morpholino- ethylester; __, 5 N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5- tetrahydro-pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-morpholino- propylester;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5- tetrahydro-pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-thiomorpholino-
20 ethylester;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5- tetrahydro-pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-thiomorpholino- propylester; 5 N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5- tetrahydro-pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-piperazino- ethylester;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5- 0 tetrahydro-pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-piperazino- propylester;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2, 3,4,5- tetrahydro-pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-pyrrolidino- ethylester; 5 N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyr)-3-oxo-2,3,4,5- tetrahydro-pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-pyrrolidino- propylester;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethylamino)- propylester;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diethylamino)- ethylester;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diisopropylamino)- ethylester; N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-6-(N,N-dimethylamino)- hexylester;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-dimethylamino)-1 - methyl-ethylester;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-(1-methyl-4-piperidyl)-ester; N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-morpholino-ethylester;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-morpholino-propylester;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-thiomorpholino-ethylester;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-thiomorpholino-propylester;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-piperazino-ethylester;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-piperazino-propylester; N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-pyrrolidino-ethylester;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-pyrrolidino-propylester;
N-[4-(6-(3-lsopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethylamino)- propylester;
N-[4-(6-(3-lsopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diethylamino)- ethylester;
N-[4-(6-(3-lsopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-diisopropylamino)- ethylester;
N-[4-(6-(3-lsopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-6-(N,N-dimethylamino)- hexylester;
N-[4-(6-(3-lsopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-(N,N-dimethylamino)-1- methyl-ethylester;
N-[4-(6-(3-lsopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-(1-methyl-4-piperidyl)-ester; N-[4-(6-(3-lsopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-morpholino-ethylester;
N-[4-(6-(3-lsopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-morpholino-propylester; N-[4-(6-(3-lsopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-thiomorpholino-ethylester;
N-[4-(6-(3-lsopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-thiomorpholino-propylester;
N-[4-(6-(3-lsopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-piperazino-ethylester; N-[4-(6-(3-lsopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-piperazino-propylester;
N-[4-(6-(3-lsopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-pyrrolidino-ethylester;
N-[4-(6-(3-lsopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-pyrrolidino-propylester;
N-[4-(6-(3-Fluormethoxy-4-methoxyphenyl 3-0X0-2, 3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3- N,N-diethylamino)- propylester;
N-[4-(6-(3-Fluormethoxy-4-methoxyphenyl -3-0X0-2, 3,4, 5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2- N,N-diethylamino)- ethylester;
N-[4-(6-(3-Fluormethoxy-4-methoxyphenyl 3-0X0-2, 3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2 N,N-diisopropylamino)- ethylester;
N-[4-(6-(3-Fluormethoxy-4-methoxyphenyl -3-0X0-2, 3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyI]-carbaminsäure-6- N,N-dimethylamino)- hexylester;
N-[4-(6-(3-Fluormethoxy-4-methoxyphenyl -3-0X0-2, 3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2- N,N-dimethylamino)-1- methyl-ethylester;
N-[4-(6-(3-Fluormethoxy-4-methoxyphenyl -3-0X0-2, 3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-(1 - methyl-4-piperidyl)-ester;
N-[4-(6-(3-Fluormethoxy-4-methoxyphenyl 3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-morpholino-ethylester;
N-[4-(6-(3-Fluormethoxy-4-methoxyphenyl -3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-morpholino-propylester;
N-[4-(6-(3-Fluormethoxy-4-methoxyphenyl -3-0X0-2, 3, 4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-thiomorpholino-ethylester
N-[4-(6-(3-Fluormethoxy-4-methoxyphenyl 3-0x0-2, 3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-thiomorpholino-propylester; N-[4-(6-(3-Fluormethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-piperazino-ethylester;
N-[4-(6-(3-Fluormethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-piperazino-propylester;
N-[4-(6-(3-Fluormethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-2-pyrrolidino-ethylester;
N-[4-(6-(3-Fluormethoxy-4-methoxyphenyl)-3-oxo-2, 3,4,5- tetrahydro-pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-pyrrolidino- propylester.
N-[4-(6-(3-ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-2-(4-morpholinyl)-acetamid, F. 150°;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-2-(N,N-diethylamino)-acetamid;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-2-(N,N-diisopropylamino)-acetamid;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-2-thiomorpholino-acetamid;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-2-piperidino-acetamid;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-2-(4-hydroxy-piperidino)-acetamid; N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-2-piperazino-acetamid;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-2-pyrrolidino-acetamid; N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-2-(4-morpholinyl)-acetamid;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-2-(N,N-diethylamino)-acetamid;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-2-(N,N-diisopropylamino)-acetamid; N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-
2-ylmethyl)-phenyl]-2-thiomorpholino-acetamid;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-2-piperidino-acetamid;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-2-(4-hydroxy-piperidino)-acetamid;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-2-piperazino-acetamid; N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-2-pyrrolidino-acetamid;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-3-(4-morpholinyl)-propionsäureamid; N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-3-(N,N-diethylamino)-propionsäureamid;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-3-(N,N-diisopropylamino)-propionsäureamid;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-
2-ylmethyl)-phenyl]-3-thiomorpholino-propionsäureamid;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-3-piperidino-propionsäureamid;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-3-(4-hydroxy-piperidino)-propionsäureamid;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-3-piperazino-propionsäureamid;
N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-3-pyrrolidino-propionsäureamid;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-2-(4-morpholinyl)-acetamid;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-2-(N,N-diethylamino)-acetamid;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-2-(N,N-diisopropylamino)-acetamid; N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-2-thiomorpholino-acetamid;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-2-piperidino-acetamid;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-2-(4-hydroxy-piperidino)-acetamid;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-2-piperazino-acetamid; N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-2-pyrrolidino-acetamid;
N-[4-(6-(3-lsopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-2-(4-morpholinyl)-acetamid; N-[4-(6-(3-lsopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-2-(N,N-diethylamino)-acetamid;
N-[4-(6-(3-lsopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-2-(N,N-diisopropylamino)-acetamid;
N-[4-(6-(3-lsopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-2-thiomorpholino-acetamid;
N-[4-(6-(3-lsopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-2-piperidino-acetamid;
N-[4-(6-(3-lsopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-2-(4-hydroxy-piperidino)-acetamid;
N-[4-(6-(3-lsopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-2-piperazino-acetamid;
N-[4-(6-(3-lsopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-2-pyrrolidino-acetamid;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetra- hydro-pyridazin-2-ylmethyl)-phenyl]-2-(4-morpholinyl)-acetamid;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2, 3,4,5- tetrahydro-pyridazin-2-ylmethyl)-phenyl]-2-(N,N-diethylamino)-acetamid; N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5- tetrahydro-pyridazin-2-ylmethyl)-phenyl]-2-(N,N-diisopropylamino)- acetamid;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetra- hydro-pyridazin-2-ylmethyl)-phenyl]-2-thiomorpholino-acetamid;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetra- hydro-pyridazin-2-ylmethyl)-phenyl]-2-piperidino-acetamid;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetra- hydro-pyridazin-2-ylmethyl)-phenyl]-2-(4-hydroxy-piperidino)-acetamid;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetra- hydro-pyridazin-2-ylmethyl)-2-piperazino-acetamid;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetra- hydro-pyridazin-2-ylmethyl)-phenyl]-2-pyrrolidino-acetamid;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-3-(4-morpholinyl)-propionsäureamid;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-3-(N,N-diethylamino)-propionsäureamid;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-3-(N,N-diisopropylamino)-propionsäureamid;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyhdazin-2-ylmethyl)-phenyl]-3-thiomorpholino-propionsäure amid; N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyhdazin-2-ylmethyl)-phenyl]-3-piperidino-propionsäureamid;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-3-(4-hydroxy-piperidino)-propion-säureamid; N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyhdazin-2-ylmethyl)-phenyl]-3-piperazino-propionsäureamid;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyhdazin-2-ylmethyl)-phenyl]-3-pyrrolidino-propionsäureamid;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-3-(4-morpholinyl)-propionsäureamid; N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-3-(N,N-diethylamino)-propionsäureamid;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-3-(N,N-diisopropylamino)-propionsäureamid;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-3-thiomorpholino-propionsäure amid;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-3-piperidino-propionsäureamid; N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- py dazin-2-ylmethyl)-phenyl]-3-(4-hydroxy-piperidino)-propion-säureamid;
N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-3-piperazino-propionsäureamid; N-[4-(6-(3-Propoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-3-pyrroiidino-propionsäureamid;
N-[4-(6-(3-lsopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-3-(4-morpholinyl)-propionsäureamid;
N-[4-(6-(3-lsopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-3-(N,N-diethylamino)-propionsäureamid;
N-[4-(6-(3-lsopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-3-(N,N-diisopropylamino)-propionsäureamid;
N-[4-(6-(3-lsopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-3-thiomorpholino-propionsäureamid;
N-[4-(6-(3-lsopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-3-piperidino-propionsäureamid;
N-[4-(6-(3-lsopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-3-(4-hydroxy-piperidino)-propionsäureamid;
N-[4-(6-(3-lsopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-3-piperazino-propionsäureamid;
N-[4-(6-(3-lsopropoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-3-pyrrolidino-propionsäureamid;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetra- hydro-pyridazin-2-ylmethyl)-phenyl]-3-(4-morpholinyl)-propionsäureamid; N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5- tetrahydro-pyridazin-2-ylmethyl)-phenyl]-3-(N,N-diethylamino)- propionsäureamid;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5- tetrahydro-pyridazin-2-ylmethyl)-phenyl]-3-(N,N-diisopropylamino)-propion- säureamid;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetra- hydro-pyridazin-2-ylmethyl)-phenyl]-3-thiomorpholino-propionsäureamid; N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetra- hydro-pyridazin-2-ylmethyl)-phenyl]-3-piperidino-propionsäureamid;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetra- hydro-pyridazin-2-ylmethyl)-phenyl]-3-(4-hydroxy-piperidino)-propionsäure- amid;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetra- hydro-pyridazin-2-ylmethyl)-phenyl]-3-piperazino-propionsäureamid;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetra- hydro-pyridazin-2-ylmethyl)-phenyl]-3-pyrrolidino-propionsäure-amid;
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin- 3-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethylamino)-propylester;
und/oder ihrer physiologisch unbedenklichen Salze zur Herstellung eines Arzneimittels zur Behandlung von Osteoporose, Tumoren, Tumormetastasen, Atherosklerose, rheumatoide Arthritis, multiple Sklerose, Diabetes mellitus, ulzerative Kolitis und AIDS.
Gegenstand der Erfindung ist insbesondere die Verwendung von a) Verbindungen, offenbart in EP 0 738 715 A2, ausgewählt aus der Gruppe
2-(4-Ethoxycarbonylaminobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahyd ro-pyridazin-3-on ;
2-(3-Methylsulfonamidobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydro-pyridazin-3-on; 2-(3-Acetamidobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydro- pyridazin-3-on;
2-(4-Trifluoracetamidobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-
2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Ethoxycarbonylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-
2,3,4, 5-tetrahydro-pyridazin-3-on;
2-(4-Methoxycarbonylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-
2,3,4,5-tetrahydro-pyridazin-3-on; 2-(4-Butyrylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahydro-pyridazin-3-on; b) Verbindungen, offenbart in EP 0 723 962 B1 , ausgewählt aus der Gruppe 3-(4-Nitrobenzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4- thiadiazin-2-on;
3-(4-Aminobenzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6-dihydro-1 ,3,4- thiadiazin-2-on;
3-(4-Trifluoroacetamidobenzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-Acetamidobenzyl)-5-(3,4-dimethoxy-phenyl)-3,6-dihydro-1 ,3,4- thiadiazin-2-on;
3-(4-Methoxybenzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6-dihydro- 1 ,3,4-thiadiazin-2-one;
3-(2,6-Dichlorobenzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6-dihydro- 1 ,3,4-thiadiazin-2-on; c) Verbindungen, offenbart in EP 0 763 534 A1 , ausgewählt aus der Gruppe
3-(4-Picolinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro- 1 ,3,4-thiadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro- 1 ,3,4-thiadiazin-2-on; 3-(4-lsonicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6-dihydro-
1 ,3,4-thiadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1 ,3,4-oxadiazin-2-on;
2-(4-Nicotinoylamino-benzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-2,3,4,5- tetrahyd ro-pyridazin-3-on ; d) Verbindungen, offenbart in EP 0 539 806 B1 , ausgewählt aus der
Gruppe 5-(3-Methoxy-4-difluormethoxy-phenyl)-6-ethyl-3,6-dihydro-1 ,3,4- thiadiazin-2-on;
5-(3-Methoxy-4-difluormethoxy-phenyl)-3,6-dihydro-1 ,3,4-thiadiazin-2- on; e) Verbindungen, offenbart in EP 0 618 201 A1 , ausgewählt aus der Gruppe
3-Dimethylaminopropyl-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6-dihydro- 1 ,3,4-thiadiazinon-2-on;
3-Dimethylaminopropyl-5-(3,4-dimethoxyphenyl)-3,6-dihydro-1 ,3,4- thiadiazinon-2-on;
3-Dimethylaminoethyl-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6-dihydro- 1 ,3,4-thiadiazinon-2-on;
3-Piperidinopropyl-5-(3-methoxy-4-difluormethoxy-phenyl)-6-ethyl- 3,6-dihydro-1 ,3,4-thiadiazinon-2-on;
3-Morpholinopropyl-5-(3-methoxy-4-difluormethoxy-phenyl)-6-ethyl- 3,6-dihydro-1 ,3,4-thiadiazinon-2-on; f) Verbindungen, offenbart in DE 196 04 388 A1 , ausgewählt aus der Gruppe
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4-thiadiazin- 3-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethylamino)-propylester;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethylamino)- propylester; N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro-pyridazin-2- ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethyl-amino)-propylester; N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethylamino)- propylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-2-(4-methylpiperazino)-acetamid;
N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetra- hydro-pyridazin-2-ylmethyl)-phenyl]-2-(4-methylpiperazino)-acetamid;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-(4-methyl-piperazino)- acetamid;
und/oder ihrer physiologisch unbedenklichen Salze zur Herstellung eines Arzneimittels zur Behandlung von Osteoporose, Tumoren, Tumormetastasen, Atherosklerose, rheumatoide Arthritis, multiple Sklerose, Diabetes mellitus, ulzerative Kolitis und AIDS.

Claims

Patentansprüche
1. Verwendung von
a) Verbindungen der Formel I, offenbart in EP 0 738 715 A2,
worin
R1 und R2 jeweils unabhängig voneinander H oder A,
R3 und R4 jeweils unabhängig voneinander -OH, -OR10, -S-R10, -SO-R10, -S02-R10, Hai, Methylendioxy, -N02, -NH2, -NHR10 oder -NR10R11,
R5 einen unsubstituierten oder ein- oder zweifach durch R6 und/oder R7 substituierten Phenylrest,
Q fehlt oder Alkylen mit 1-6 C-Atomen,
R6 und R7 jeweils unabhängig voneinander -NH2, -NR8R9, -NHR10, -NR10R11, -NO2. Hai, -CN, -OA, -COOH oder -COOA,
R8 und R9 jeweils unabhängig voneinander H, Acyl mit 1-8 C- Atomen, das durch 1 -5 F- und/oder Cl-Atome substituiert sein kann, -COOA, -SO-A, -S02A, -CONH2) -CONHA, -CONA2, -CO-COOH, -CO-COOA,
-CO-CONH2, -CO-CONHA oder -CO-CONA2,
A Alkyl mit 1 bis 6 C-Atomen, das durch 1 -5 F- und/oder
Cl-Atome substituiert sein kann, R10 und R1 jeweils unabhängig voneinander A, Cycloalkyl mit 3-7 C- Atomen, Methylencycloalkyl mit 4-8 C-Atomen oder Al- kenyl mit 2-8 C-Atomen und
Hai F. CI, Br oder I bedeuten,
b) Verbindungen der Formel I, offenbart in EP 0 723 962 B1 ,
worin
R1 und R2 jeweils unabhängig voneinander H oder A,
R3 und R4 jeweils unabhängig voneinander -OH, -OR10, -S-R10,
-SO-R10, -SO2-R10, Hai, Methylendioxy, -N02, -NH2l
-NHR10 oder -NR10R11, R5 einen unsubstituierten oder ein- oder zweifach durch R6 7 und/oder R substituierten Phenylrest,
Q fehlt oder Alkylen mit 1 -6 C-Atomen,
R6 und R7 jeweils unabhängig voneinander -NH2, -NR8R9, -NHR10, -NR10R11, -N02) Hai, -CN, -OA, -COOH oder -COOA, R8 und R9 jeweils unabhängig voneinander H, Acyl mit 1 -8 C-
Atomen, das durch 1-5 F- und/oder Cl-Atome substituiert sein kann, -COOA, -SO-A, -S02A, -CONH2, -CONHA, -CONA2, -CO-COOH, -CO-COOA,
-CO-CONH2, -CO-CONHA oder -CO-CONA2, A Alkyl mit 1 bis 6 C-Atomen, das durch 1-5 F- und/oder
Cl-Atome substituiert sein kann, R10 und R11 jeweils unabhängig voneinander A, Cycloalkyl mit 3-7 C-
Atomen, Methylencycloalkyl mit 4-8 C-Atomen oder
Alkenyl mit 2-8 C-Atomen und
Hai F, Cl, Br oder I bedeuten,
Verbindungen der Formel I, offenbart in EP 0 763 534 A1 ,
worin
B einen aromatischen Heterocyclus mit 1 bis 4 N-, O- und/oder S-Atomen, über N oder C gebunden, der un- substituiert oder ein-, zwei- oder dreifach durch Hai, A und/oder OA substituiert sein kann, und auch an einen Benzol- oder Pyridinring kondensiert sein kann,
Q fehlt oder Alkylen mit 1 -6 C-Atomen, X CH2, S oder O,
R1 und R2 jeweils unabhängig voneinander H oder A,
R3 und R4 jeweils unabhängig voneinander -OH, OR5, -S-R5, -SO-R5, -S02-R5, Hai, Methylendioxy, -N02, -NH2, -NHR5 oder -NR5R6,
R5 und R6 jeweils unabhängig voneinander A, Cycloalkyl mit 3-7 C-Atomen, Methylencycloalkyl mit 4-8 C-Atomen oder
Alkenyl mit 2-8 C-Atomen, A Alkyl mit 1 bis 10 C-Atomen, das durch 1 bis 5 F- und/oder Cl-Atome substituiert sein kann und Hai F,CI, Broder I bedeuten,
d) Verbindungen der Formel I, offenbart in EP 0539806 B1 ,
worin
R1 und R2 jeweils unabhängig voneinander H oder A,
R3 H, OA oder 0-CmH2m+ι-nXn.
R -0-CmH2m-(-1-nXn.
X F oder Cl,
A Alkyl mit 1 -6 C-Atomen, m 1,2, 3, 4, 5 oder 6 und n 1,2,3,4,5,6,7,8,9, 10, 11, 12 oder 13 bedeuten,
e) Verbindungen der Formel I, offenbart in EP 0618201 A1 ,
worin
R1 und R2 jeweils unabhängig voneinander H oder A,
R3 und R4 jeweils unabhängig voneinander OH, OA, SA, SOA,
S02A, Hai, Methylendioxy, Cycloalkyloxy mit 3-7 C-
Atomen oder 0-CmH2m+ι-kFk,
Rs -NR _.6bRn7' oder -N (CH2)n,
wobei eine CH2-Gruppe auch durch Sauerstoff ersetzt sein kann,
R6 und R7 jeweils unabhängig voneinander H oder A,
Q Alkylen mit 1-6 C-Atomen, A Alkyl mit 1 -6 C-Atomen,
Hai F, Cl, Br oder I, m 1 , 2, 3, 4, 5 oder 6, n 3, 4, 5 oder 6, k 1 , 2, 3, 4, 5, 6, 7, 8, 9, 10, 1 1 , 12 oder 13 bedeuten,
Verbindungen der Formel I, offenbart in DE 196 04 388 A1 ,
worin
R1 und R2 jeweils unabhängig voneinander H oder A, R3 und R4 jeweils unabhängig voneinander -OH, OA, -S-A,
-SO-A, -S02-A, Hai, Methylendioxy, -N02, -NH2, -NHA oder -NAA', A und A' jeweils unabhängig voneinander Alkyl mit 1 bis 10 C-
Atomen, das durch 1 bis 5 F- und/oder Cl-Atome substituiert sein kann, Cycloalkyl mit 3-7 C-Atomen oder Me- thylencycloalkyl mit 4-8 C-Atomen,
B -Y-R5 oder -O-Y-R5,
Q fehlt oder Alkylen mit 1 -4 C-Atomen,
Y fehlt oder Alkylen mit 1 -10 C-Atomen, X CH2 oder S,
R5 NH2, NHA, NAA1 oder einen unsubstituierten oder einfach durch A oder OH substituierten gesättigten 3-8- gliedrigen Heterocyclus mit mindestens einem N-Atom, worin zusätzlich weitere CH2-Gruppen durch NH, NA, S oder O ersetzt sein können, Hai F, Cl, Br oder I bedeuten,
und/oder ihrer physiologisch unbedenklichen Salze zur Herstellung eines Arzneimittels zur Behandlung von Osteoporose, Tumoren, Tumormetastasen, Atherosklerose, rheumatoide Arthritis, multiple Sklerose, Diabetes mellitus, ulzerative Kolitis und AIDS.
2. Verwendung nach Anspruch 1 von
a) Verbindungen, offenbart in EP 0 738 715 A2, ausgewählt aus der Gruppe
2-(4-Ethoxycarbonylaminobenzyl)-6-(3,4-dimethoxyphenyl)- 2,3,4,5-tetrahydro-pyridazin-3-on;
2-(3-Methylsulfonamidobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydro-pyridazin-3-on;
2-(3-Acetamidobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5- tetrahydro-pyridazin-3-on; 2-(4-Trifluoracetamidobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-
2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Ethoxycarbonylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Methoxycarbonylaminobenzy.)-6-(3,4-dimethoxyphenyl)-5- ethyl-2,3,4,5-tetrahydro-pyridazin-3-on;
2-(4-Butyrylaminobenzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl- 2,3,4,5-tetrahydro-pyridazin-3-on; b) Verbindungen, offenbart in EP 0 723 962 B1 , ausgewählt aus der Gruppe
3-(4-Nitrobenzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6-dihydro- 1 ,3,4-thiadiazin-2-on; 3-(4-Aminobenzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6-dihydro-
1 ,3,4-thiadiazin-2-on;
3-(4-Trifluoroacetamidobenzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl- 3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-Acetamidobenzyl)-5-(3,4-dimethoxy-phenyl)-3,6-dihydro-
1 ,3,4-thiadiazin-2-on;
3-(4-Methoxybenzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1 ,3,4-thiadiazin-2-one;
3-(2,6-Dichlorobenzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1 ,3,4-thiadiazin-2-on; c) Verbindungen, offenbart in EP 0763 534 A1 , ausgewählt aus der
Gruppe
3-(4-Picolinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl- 3,6-dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-Picolinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-Nicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1 ,3,4-thiadiazin-2-on;
3-(4-lsonicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-3,6- dihydro-1 ,3,4-thiadiazin-2-on; 3-(4-Nicotinoylamino-benzyl)-5-(3,4-dimethoxyphenyl)-6-ethyl-
3,6-dihydro-1 ,3,4-oxadiazin-2-on;
2-(4-Nicotinoylamino-benzyl)-6-(3,4-dimethoxyphenyl)-5-ethyl-
2,3,4,5-tetrahydro-pyridazin-3-on; d) Verbindungen, offenbart in EP 0 539 806 B1 , ausgewählt aus der
Gruppe
5-(3-Methoxy-4-difluormethoxy-phenyl)-6-ethyl-3,6-dihydro- 1 ,3,4-thiadiazin-2-on; 5-(3-Methoxy-4-difluormethoxy-phenyl)-3,6-dihydro-1 ,3,4- thiadiazin-2-on; e) Verbindungen, offenbart in EP 0 618 201 A1 , ausgewählt aus der Gruppe 3-Dimethylaminopropyl-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1 ,3,4-thiadiazinon-2-on;
3-Dimethylaminopropyl-5-(3,4-dimethoxyphenyl)-3,6-dihydro- 1 ,3,4-thiadiazinon-2-on;
3-Dimethylaminoethyl-5-(3,4-dimethoxyphenyl)-6-ethyl-3,6- dihydro-1 ,3,4-thiadiazinon-2-on;
3-Piperidinopropyl-5-(3-methoxy-4-difluormethoxy-phenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazinon-2-on;
3-Morpholinopropyl-5-(3-methoxy-4-difluormethoxy-phenyl)-6- ethyl-3,6-dihydro-1 ,3,4-thiadiazinon-2-on; f) Verbindungen, offenbart in DE 196 04388 A1 , ausgewählt aus der Gruppe
N-[4-(3,6-Dihydro-5-(3,4-dimethoxyphenyl)-2-oxo-2H-1 ,3,4- thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethylamino)- propylester;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-
1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethyl- amino)-propylester; N-[4-(6-(3,4-Dimethoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethyl-amino)- propylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-carbaminsäure-3-(N,N-diethylamino)- propylester;
N-[4-(6-(3-Ethoxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetrahydro- pyridazin-2-ylmethyl)-phenyl]-2-(4-methylpiperazino)-acetamid; N-[4-(6-(3-Cyclopentyloxy-4-methoxyphenyl)-3-oxo-2,3,4,5-tetra- hydro-pyridazin-2-ylmethyl)-phenyl]-2-(4-methylpiperazino)-acetamid;
N-[4-(3,6-Dihydro-5-(3-ethoxy-4-methoxyphenyl)-2-oxo-2H-
1 ,3,4-thiadiazin-3-ylmethyl)-phenyl]-carbaminsäure-2-(4-methyl- piperazino)-acetamid;
und/oder ihrer physiologisch unbedenklichen Salze zur Herstellung eines Arzneimittels zur Behandlung von Osteoporose, Tumoren, Tumormetastasen, Atherosklerose, rheumatoide Arthritis, multiple Skle- rose, Diabetes mellitus, ulzerative Kolitis und AIDS.
Verwendung nach Anspruch 1 oder 2 zur Herstellung eines Arzneimittels zur Behandlung neoplastischer Schädigungen.
Verwendung nach Anspruch 1 oder 2 zur Herstellung eines Arzneimittels zur Behandlung präcancerogener Schädigungen.
Verwendung nach Anspruch 1 oder 2 zur Herstellung eines Arzneimittels zur Regulierung von Apoptose in menschlichen Zellen.
EP02777150A 2001-10-12 2002-09-19 Verwendung von phosphodiesterase iv - inhibitoren Withdrawn EP1435958A1 (de)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE10150517 2001-10-12
DE10150517A DE10150517A1 (de) 2001-10-12 2001-10-12 Verwendung von Phosphodiesterase IV-Inhibitoren
PCT/EP2002/010507 WO2003032993A1 (de) 2001-10-12 2002-09-19 Verwendung von phosphodiesterase iv - inhibitoren

Publications (1)

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EP1435958A1 true EP1435958A1 (de) 2004-07-14

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EP02777150A Withdrawn EP1435958A1 (de) 2001-10-12 2002-09-19 Verwendung von phosphodiesterase iv - inhibitoren

Country Status (15)

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US (1) US20040235845A1 (de)
EP (1) EP1435958A1 (de)
JP (1) JP2005505604A (de)
KR (1) KR20050028900A (de)
CN (1) CN1564687A (de)
AR (1) AR037741A1 (de)
AU (1) AU2002338734B2 (de)
CA (1) CA2460135C (de)
CZ (1) CZ2004457A3 (de)
DE (1) DE10150517A1 (de)
HU (1) HUP0401641A3 (de)
MX (1) MXPA04002639A (de)
NO (1) NO20041938L (de)
SK (1) SK1652004A3 (de)
WO (1) WO2003032993A1 (de)

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EP1716123A1 (de) * 2004-02-04 2006-11-02 Altana Pharma AG Pyridazinonderivate und deren verwendung als pde4-inhibitoren
JP4778449B2 (ja) 2004-02-04 2011-09-21 ニコメッド ゲゼルシャフト ミット ベシュレンクテル ハフツング Ｐｄｅ４インヒビターとしての２−（ピペリジン−４−イル）−４，５−ジヒドロ−２ｈ−ピリダジン−３−オン誘導体
EA015382B1 (ru) 2005-03-08 2011-08-30 Никомед Гмбх Применение рофлумиласта для лечения сахарного диабета типа 2
DE102005055354A1 (de) * 2005-11-21 2007-10-31 Merck Patent Gmbh Substituierte 5-Phenyl-3,6-dihydro-2-oxo-6H-[1,3,4]thiadiazine
DE102005055355A1 (de) * 2005-11-21 2007-10-31 Merck Patent Gmbh 3,6-Dihydro-2-oxo-6H-[1,3,4]thiadiazinderivate
BRPI0716134A2 (pt) 2006-09-07 2013-09-17 Nycomed Gmbh tratamento de combinaÇço para diabetes mellitus
MX2015010714A (es) 2013-02-19 2016-06-14 Pfizer Compuestos de azabencimidazol.
EP3172210B1 (de) 2014-07-24 2020-01-15 Pfizer Inc Pyrazolopyrimidin verbindungen
KR102061952B1 (ko) 2014-08-06 2020-01-02 화이자 인코포레이티드 이미다조피리다진 화합물
RU2626677C1 (ru) * 2016-03-09 2017-07-31 Федеральное государственное автономное образовательное учреждение высшего образования "Уральский федеральный университет имени первого Президента России Б.Н. Ельцина" Применение фармацевтической композиции 2-морфолино-5-фенил-6н-1,3,4-тиадиазина с аскорбиновой кислотой в качестве средства коррекции аллоксанового сахарного диабета

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MXPA04002639A (es) 2004-06-07
CA2460135C (en) 2010-08-24
SK1652004A3 (sk) 2005-05-05
HUP0401641A3 (en) 2007-02-28
CA2460135A1 (en) 2003-04-24
AR037741A1 (es) 2004-12-01
WO2003032993A1 (de) 2003-04-24
DE10150517A1 (de) 2003-04-17
NO20041938L (no) 2004-05-11
KR20050028900A (ko) 2005-03-23
CN1564687A (zh) 2005-01-12
JP2005505604A (ja) 2005-02-24
AU2002338734B2 (en) 2007-11-08
CZ2004457A3 (cs) 2005-04-13
US20040235845A1 (en) 2004-11-25
HUP0401641A2 (hu) 2004-11-29

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