JPS5562065A - 2-methyldihydropyridine derivative - Google Patents
2-methyldihydropyridine derivativeInfo
- Publication number
- JPS5562065A JPS5562065A JP13053079A JP13053079A JPS5562065A JP S5562065 A JPS5562065 A JP S5562065A JP 13053079 A JP13053079 A JP 13053079A JP 13053079 A JP13053079 A JP 13053079A JP S5562065 A JPS5562065 A JP S5562065A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- nitrophenyl
- hydroxymethyl
- methyldihydropyridine
- derivative
- 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.)
- Granted
Links
- FFXNQICQXPTWGP-UHFFFAOYSA-N 2-methyl-1,2-dihydropyridine Chemical class CC1NC=CC=C1 FFXNQICQXPTWGP-UHFFFAOYSA-N 0.000 title 1
- -1 3-nitrophenyl Chemical group 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 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
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 abstract 1
- YOOPIVVLEWQZQV-UHFFFAOYSA-N 3-O-methyl 5-O-propan-2-yl 2-(hydroxymethyl)-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate Chemical compound COC(=O)C1=C(CO)NC(C)=C(C(=O)OC(C)C)C1C1=CC=CC([N+]([O-])=O)=C1 YOOPIVVLEWQZQV-UHFFFAOYSA-N 0.000 abstract 1
- 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 abstract 1
- 206010020772 Hypertension Diseases 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 abstract 1
- 208000019622 heart disease Diseases 0.000 abstract 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 1
- 229940124549 vasodilator Drugs 0.000 abstract 1
- 239000003071 vasodilator agent Substances 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
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Heart & Thoracic Surgery (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Cardiology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Urology & Nephrology (AREA)
- Vascular Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Pyridine Compounds (AREA)
Abstract
NEW MATERIAL:Compounds of formula I (R1 is phenyl, 3-nitrophenyl, 2-chlorophenyl, 4-pyridyl, etc.; R2 is propyl, 2-chloroethyl, 2-phenoxyethyl, etc; R3 is lower alkyl; R4 is dialkoxymethyl, formyl, hydroxymethyl, cyano) or their medical salts.
EXAMPLE: 6-Hydroxymethyl-5-methoxycarbonyl-2-methyl-4-( 3-nitrophenyl )-1,4- dihydropyridine-3-carboxylic isopropyl ester.
USE: Vasodilator; they are effective on cardiac diseases and hyperpiesia.
PREPARATION: The reaction of a compound of formula II (Ra 2 is R2 other than 2-hydroxyethyl) gives the corresponding compound of formula I.
COPYRIGHT: (C)1980,JPO&Japio
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB7839978 | 1978-10-10 |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP60214152A Division JPS61118366A (en) | 1978-10-10 | 1985-09-26 | Intermediate of 2-methyldihydropyridine derivative |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5562065A true JPS5562065A (en) | 1980-05-10 |
| JPS6125711B2 JPS6125711B2 (en) | 1986-06-17 |
Family
ID=10500226
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP13053079A Granted JPS5562065A (en) | 1978-10-10 | 1979-10-09 | 2-methyldihydropyridine derivative |
| JP60214152A Granted JPS61118366A (en) | 1978-10-10 | 1985-09-26 | Intermediate of 2-methyldihydropyridine derivative |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP60214152A Granted JPS61118366A (en) | 1978-10-10 | 1985-09-26 | Intermediate of 2-methyldihydropyridine derivative |
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) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS59190968A (en) * | 1983-04-05 | 1984-10-29 | バイエル・アクチエンゲゼルシヤフト | Manufacture of symmetric 1,4-dihydropyridine dicarboxylic acid ester |
| JPS6038322A (en) * | 1983-08-11 | 1985-02-27 | Fujisawa Pharmaceut Co Ltd | Easily soluble solid preparation containing dihydropyridine-a substance |
| WO2005097118A1 (en) * | 2004-04-05 | 2005-10-20 | Takeda Pharmaceutical Company Limited | Aldosterone receptor antagonists |
Families Citing this family (15)
| 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 |
| EP0080220B1 (en) * | 1981-11-17 | 1986-02-19 | 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. |
| 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 |
| DE3877630T2 (en) * | 1987-06-12 | 1993-06-03 | American Cyanamid Co | TRANSCUTANEOUS ADMINISTRATION 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 |
| EP0322747B1 (en) * | 1987-12-29 | 1994-03-02 | Fujisawa Pharmaceutical Co., Ltd. | A brain neuron protecting agent containing a dihydropyridine compound |
| DE3889532T2 (en) * | 1987-12-29 | 1994-08-25 | Fujisawa Pharmaceutical Co | Dihydropyridine compound to improve vein expansion and inhibition of cardiac hypertrophy. |
| CN101987833B (en) * | 2009-08-04 | 2014-07-30 | 北京利乐生制药科技有限公司 | Nilvadipine crystal form 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 GB GB7935022A patent/GB2036722B/en not_active Expired
- 1979-10-09 SE SE7908367A patent/SE446265B/en not_active IP Right Cessation
- 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
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS59190968A (en) * | 1983-04-05 | 1984-10-29 | バイエル・アクチエンゲゼルシヤフト | Manufacture of symmetric 1,4-dihydropyridine dicarboxylic acid ester |
| JPS6038322A (en) * | 1983-08-11 | 1985-02-27 | Fujisawa Pharmaceut Co Ltd | Easily soluble solid preparation containing dihydropyridine-a substance |
| WO2005097118A1 (en) * | 2004-04-05 | 2005-10-20 | Takeda Pharmaceutical Company Limited | Aldosterone receptor antagonists |
Also Published As
| Publication number | Publication date |
|---|---|
| SE8400689D0 (en) | 1984-02-09 |
| FR2438654A1 (en) | 1980-05-09 |
| GB2036722A (en) | 1980-07-02 |
| DE2940833C2 (en) | 1989-01-26 |
| SE446096B (en) | 1986-08-11 |
| SE446265B (en) | 1986-08-25 |
| BE879263A (en) | 1980-04-08 |
| IT7926362A0 (en) | 1979-10-09 |
| JPS6143343B2 (en) | 1986-09-26 |
| SE8400689L (en) | 1984-02-09 |
| SE7908367L (en) | 1980-04-11 |
| JPS61118366A (en) | 1986-06-05 |
| FR2438654B1 (en) | 1983-01-14 |
| IT1125469B (en) | 1986-05-14 |
| JPS6125711B2 (en) | 1986-06-17 |
| CA1117117A (en) | 1982-01-26 |
| DE2940833A1 (en) | 1980-04-30 |
| GB2036722B (en) | 1982-12-01 |
| CH642353A5 (en) | 1984-04-13 |
| NL7907482A (en) | 1980-04-14 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JPS55301A (en) | 1,4-dihydropyridine-3,5-dicarboxylic ester derivative and its preparation | |
| JPS5540678A (en) | Dihydropyridine derivative | |
| IE831889L (en) | Triazole antifungal agents | |
| SE7908367L (en) | 2-METHYLTHI-HYDROPYRIDIC SOCIETIES, PROCEDURES FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITION CONTAINING SUDANIC SOCIETIES | |
| IE840451L (en) | Triazolylpropanols. | |
| PL253666A1 (en) | Method of obtaining novel triazole derivatives | |
| JPS57200386A (en) | Novel 1,4-dihydropyridine-3,5-dicarboxylic ester derivative and its salts | |
| JPS5547656A (en) | 2-(2-substituted aminoethyl)-1,4-dihydropyridine derivative and its derivative | |
| JPS5251020A (en) | Compositions for combatting pests and mehod of making the same | |
| ES549298A0 (en) | A PROCEDURE FOR THE PREPARATION OF TRIAZOLE DERIVATIVES | |
| KR860006442A (en) | Method for preparing dihydropyridine derivative | |
| JPS52111528A (en) | Phenoxyphenoxyalkane carboxylic acid derivatives and herbicidal compos ition containing the same | |
| JPS56140989A (en) | 1,4-dihydrophyridine-3,5-dicarboxylic ester derivative or its salt | |
| NO793989L (en) | PROCEDURE FOR THE PREPARATION OF A CRYSTALLINE SALT OF A CEPHALOSPORINE DERIVATIVE | |
| DE69221897D1 (en) | PREPARATION OF 2- (PYRIDYL) ETHYL SUBSTITUTED PHOSPHORUS COMPOUNDS | |
| JPS5677263A (en) | Preparation of n-substituted imidazole | |
| JPS52113970A (en) | Thiadiazoline-type organic phosphates, their preparation, and insectic ide or miticide containing the same | |
| IT1102427B (en) | PROCEDURE FOR THE PREPARATION OF A FUNGICIDE COMPOUND BY ALCHILATION REACTION | |
| JPS5233627A (en) | Preparation of novel o,o-dialkyl-o-(n-alkoxy-halogeno-acycimidoyl) pho sphates or thionophosphates | |
| JPS56166167A (en) | 2-hydroxypropane derivative, its preparation, and its use | |
| JPS5278896A (en) | Synthesis of 2-substituted thioadenosines | |
| JPS51123823A (en) | A barbituric acid insecticide and tickicide | |
| JPS5750972A (en) | Pyridazone derivative, and agricultural and gardening fungicide comprising it as active ingredient | |
| JPS51151333A (en) | Compounds using as insecticide and miticide | |
| JPS5479203A (en) | Triene compounds and preparation thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| LAPS | Cancellation because of no payment of annual fees |