SE8400689D0 - INTERMEDIATES FOR USING THE PREPARATION OF PHARMACOLOGICALLY ACTIVE 2-METHYLTHI-HYDROPYRIDY COMPOUNDS - Google Patents
INTERMEDIATES FOR USING THE PREPARATION OF PHARMACOLOGICALLY ACTIVE 2-METHYLTHI-HYDROPYRIDY COMPOUNDSInfo
- Publication number
- SE8400689D0 SE8400689D0 SE8400689A SE8400689A SE8400689D0 SE 8400689 D0 SE8400689 D0 SE 8400689D0 SE 8400689 A SE8400689 A SE 8400689A SE 8400689 A SE8400689 A SE 8400689A SE 8400689 D0 SE8400689 D0 SE 8400689D0
- Authority
- SE
- Sweden
- Prior art keywords
- compounds
- hydropyridy
- methylthi
- intermediates
- preparation
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title abstract 2
- 239000000543 intermediate Substances 0.000 title 1
- -1 3-nitrophenyl Chemical group 0.000 abstract 8
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 abstract 2
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 2
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 abstract 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 abstract 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 2
- 125000004201 2,4-dichlorophenyl group Chemical group [H]C1=C([H])C(*)=C(Cl)C([H])=C1Cl 0.000 abstract 1
- 125000001340 2-chloroethyl group Chemical group [H]C([H])(Cl)C([H])([H])* 0.000 abstract 1
- 125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 abstract 1
- 125000004204 2-methoxyphenyl group Chemical group [H]C1=C([H])C(*)=C(OC([H])([H])[H])C([H])=C1[H] 0.000 abstract 1
- FFXNQICQXPTWGP-UHFFFAOYSA-N 2-methyl-1,2-dihydropyridine Chemical class CC1NC=CC=C1 FFXNQICQXPTWGP-UHFFFAOYSA-N 0.000 abstract 1
- 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 abstract 1
- 125000004189 3,4-dichlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(Cl)C([H])=C1* 0.000 abstract 1
- 125000003762 3,4-dimethoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C(OC([H])([H])[H])C([H])=C1* 0.000 abstract 1
- 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 abstract 1
- 125000004849 alkoxymethyl group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 230000003276 anti-hypertensive effect Effects 0.000 abstract 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 abstract 1
- 125000003261 o-tolyl group Chemical group [H]C1=C([H])C(*)=C(C([H])=C1[H])C([H])([H])[H] 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 230000000304 vasodilatating effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- 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
- A61P9/08—Vasodilators for multiple indications
-
- 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
-
- 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
- A61P9/12—Antihypertensives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/49—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups
- C07C205/56—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups having nitro groups bound to carbon atoms of six-membered aromatic rings and carboxyl groups bound to acyclic carbon atoms of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/80—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D211/84—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen directly attached to ring carbon atoms
- C07D211/90—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/54—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/55—Acids; Esters
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/24—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Cardiology (AREA)
- Animal Behavior & Ethology (AREA)
- Heart & Thoracic Surgery (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Urology & Nephrology (AREA)
- Vascular Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pyridine Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
Abstract
2-methyl-dihydropyridine compounds having the formula: <IMAGE> wherein R<1> is phenyl, 3-nitrophenyl, 2-chlorophenyl, 2-trifluoromethylphenyl, 2-methoxyphenyl, 2-allyloxyphenyl, 2,4-dichlorophenyl, 3,4- dichlorophenyl, 3,4-dimethoxyphenyl, 2-tolyl, 4-pyridyl or 2- thienyl, R<2> is propyl, isopropyl, 2-chloroethyl, 2-hydroxyethyl, 2-ethoxyethyl, 2-phenoxyethyl, 2-benzyloxyethyl or 2-(N-benzyl-N-methylamino) ethyl, R<3> is lower alkyl, and R<4> is di(lower)alkoxymethyl, formyl, hydroxymethyl or cyano, provided that, when R<1> is 3-nitrophenyl, then R<2> is 2-hydroxyethyl and R<4> is cyano or formyl, or R<2> is propyl or isopropyl, and pharmaceutically acceptable salts thereof. These compounds have vasodilating and anti-hypertensive activities.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB7839978 | 1978-10-10 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| SE8400689L SE8400689L (en) | 1984-02-09 |
| SE8400689D0 true SE8400689D0 (en) | 1984-02-09 |
| SE446096B SE446096B (en) | 1986-08-11 |
Family
ID=10500226
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SE7908367A SE446265B (en) | 1978-10-10 | 1979-10-09 | 2-methyl-1,4-dihydropyridine |
| SE8400689A SE446096B (en) | 1978-10-10 | 1984-02-09 | INTERMEDIATES TO USE FOR PREPARATION OF PHARMACOLOGICALLY ACTIVE 2-METHYL-1,4-DIHYDROPYRIDINE COMPOUNDS |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SE7908367A SE446265B (en) | 1978-10-10 | 1979-10-09 | 2-methyl-1,4-dihydropyridine |
Country Status (10)
| Country | Link |
|---|---|
| JP (2) | JPS5562065A (en) |
| BE (1) | BE879263A (en) |
| CA (1) | CA1117117A (en) |
| CH (1) | CH642353A5 (en) |
| DE (1) | DE2940833A1 (en) |
| FR (1) | FR2438654A1 (en) |
| GB (1) | GB2036722B (en) |
| IT (1) | IT1125469B (en) |
| NL (1) | NL7907482A (en) |
| SE (2) | SE446265B (en) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SE7910521L (en) * | 1979-12-20 | 1981-06-21 | Haessle Ab | NEW 2-METHYL-6-SUBSTITUTED-4- (2,3-DISUBSTITUTED PHENYL) -1,4-DIHYDROPYRIDINE-3,5-DIESTERS WITH HYPOTHESIVE PROPERTIES, AND PROCEDURES FOR THEIR PREPARATION AND PHARMACEUTICAL PREPARATION |
| JPS57175164A (en) * | 1981-04-18 | 1982-10-28 | Banyu Pharmaceut Co Ltd | 1,4-dihydropyridine derivative and its preparation |
| DE3269219D1 (en) * | 1981-11-17 | 1986-03-27 | Fisons Plc | Dihydropyridines, methods for their production and their formulation and use as pharmaceuticals |
| ZA83959B (en) * | 1982-03-10 | 1984-09-26 | Sandoz Ltd | 1,4-dihydropyridine derivatives,their preparation and pharmaceutical compositions containing them |
| CH655110A5 (en) * | 1982-09-03 | 1986-03-27 | Otsuka Pharma Co Ltd | CARBOSTYRILE DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF AND MEDICINAL PRODUCTS CONTAINING THEM. |
| DE3312216A1 (en) * | 1983-04-05 | 1984-10-11 | Bayer Ag, 5090 Leverkusen | METHOD FOR PRODUCING SYMMETRIC 1,4-DIHYDROPYRIDINE CARBONIC ACID ESTERS |
| JPS6038322A (en) * | 1983-08-11 | 1985-02-27 | Fujisawa Pharmaceut Co Ltd | Easily soluble solid preparation containing dihydropyridine-a substance |
| GB8412208D0 (en) * | 1984-05-12 | 1984-06-20 | Pfizer Ltd | Quinolone inotropic agents |
| GB8431119D0 (en) * | 1984-12-10 | 1985-01-16 | Fujisawa Pharmaceutical Co | Anti-arteriosclerotic composition |
| GB8602518D0 (en) * | 1986-02-01 | 1986-03-05 | Wyeth John & Brother Ltd | 1 4-dihydropyridines |
| JPS63115890A (en) * | 1986-10-31 | 1988-05-20 | Nippon Shinyaku Co Ltd | 2-substituted 1,4-dihydropyridine derivative |
| US5114946A (en) * | 1987-06-12 | 1992-05-19 | American Cyanamid Company | Transdermal delivery of pharmaceuticals |
| EP0294601B1 (en) * | 1987-06-12 | 1993-01-20 | American Cyanamid Company | Transdermal delivery of pharmaceuticals |
| US5045553A (en) * | 1987-06-24 | 1991-09-03 | Fujisawa Pharmaceutical Company, Ltd. | Pharmaceutical composition for percutaneous drug absorption and percutaneous drug absorption promoter |
| CA1318596C (en) * | 1987-12-29 | 1993-06-01 | Takaharu Ono | Venous extensibility improving and cardiac hypertrophy suppressant agent containing a dihydropyridine compound |
| EP0322747B1 (en) * | 1987-12-29 | 1994-03-02 | Fujisawa Pharmaceutical Co., Ltd. | A brain neuron protecting agent containing a dihydropyridine compound |
| JP2007230869A (en) * | 2004-04-05 | 2007-09-13 | Takeda Chem Ind Ltd | Aldosterone receptor antagonist |
| CN101987833B (en) * | 2009-08-04 | 2014-07-30 | 北京利乐生制药科技有限公司 | Novel nilvaldipine crystal types and preparation method thereof |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1552911A (en) * | 1975-07-02 | 1979-09-19 | Fujisawa Pharmaceutical Co | 1,4 dihydropyridine derivatives and the preparation thereof |
| GB1591089A (en) * | 1976-12-17 | 1981-06-10 | Fujisawa Pharmaceutical Co | 1,4-dihydropyridine derivatives and process for preparation thereof |
| DE2658183A1 (en) * | 1976-12-22 | 1978-07-06 | Bayer Ag | 2-POSITION SUBSTITUTED 1,4-DIHYDROPYRIDINE DERIVATIVES, PROCESS FOR THEIR PRODUCTION AND THEIR USE AS A MEDICINAL PRODUCT |
-
1979
- 1979-09-21 CA CA000336130A patent/CA1117117A/en not_active Expired
- 1979-10-08 BE BE0/197526A patent/BE879263A/en not_active IP Right Cessation
- 1979-10-08 FR FR7925007A patent/FR2438654A1/en active Granted
- 1979-10-09 DE DE19792940833 patent/DE2940833A1/en active Granted
- 1979-10-09 IT IT26362/79A patent/IT1125469B/en active Protection Beyond IP Right Term
- 1979-10-09 SE SE7908367A patent/SE446265B/en not_active IP Right Cessation
- 1979-10-09 GB GB7935022A patent/GB2036722B/en not_active Expired
- 1979-10-09 NL NL7907482A patent/NL7907482A/en active Search and Examination
- 1979-10-09 JP JP13053079A patent/JPS5562065A/en active Granted
- 1979-10-10 CH CH912879A patent/CH642353A5/en not_active IP Right Cessation
-
1984
- 1984-02-09 SE SE8400689A patent/SE446096B/en not_active IP Right Cessation
-
1985
- 1985-09-26 JP JP60214152A patent/JPS61118366A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| IT7926362A0 (en) | 1979-10-09 |
| JPS61118366A (en) | 1986-06-05 |
| DE2940833A1 (en) | 1980-04-30 |
| NL7907482A (en) | 1980-04-14 |
| FR2438654B1 (en) | 1983-01-14 |
| JPS6143343B2 (en) | 1986-09-26 |
| SE446265B (en) | 1986-08-25 |
| GB2036722A (en) | 1980-07-02 |
| JPS5562065A (en) | 1980-05-10 |
| GB2036722B (en) | 1982-12-01 |
| FR2438654A1 (en) | 1980-05-09 |
| SE446096B (en) | 1986-08-11 |
| CA1117117A (en) | 1982-01-26 |
| BE879263A (en) | 1980-04-08 |
| IT1125469B (en) | 1986-05-14 |
| SE8400689L (en) | 1984-02-09 |
| CH642353A5 (en) | 1984-04-13 |
| DE2940833C2 (en) | 1989-01-26 |
| JPS6125711B2 (en) | 1986-06-17 |
| SE7908367L (en) | 1980-04-11 |
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|---|---|---|---|
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