ES269967A1 - Pyrazolones and processes for their preparation - Google Patents
Pyrazolones and processes for their preparationInfo
- Publication number
- ES269967A1 ES269967A1 ES0269967A ES269967A ES269967A1 ES 269967 A1 ES269967 A1 ES 269967A1 ES 0269967 A ES0269967 A ES 0269967A ES 269967 A ES269967 A ES 269967A ES 269967 A1 ES269967 A1 ES 269967A1
- Authority
- ES
- Spain
- Prior art keywords
- carbon atoms
- group
- alkyl group
- hydrazine
- preparation
- 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.)
- Expired
Links
- 229940051880 analgesics and antipyretics pyrazolones Drugs 0.000 title 1
- JEXVQSWXXUJEMA-UHFFFAOYSA-N pyrazol-3-one Chemical class O=C1C=CN=N1 JEXVQSWXXUJEMA-UHFFFAOYSA-N 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- 125000004432 carbon atom Chemical group C* 0.000 abstract 4
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- NWZSZGALRFJKBT-KNIFDHDWSA-N (2s)-2,6-diaminohexanoic acid;(2s)-2-hydroxybutanedioic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O.NCCCC[C@H](N)C(O)=O NWZSZGALRFJKBT-KNIFDHDWSA-N 0.000 abstract 1
- JJFOBACUIRKUPN-UHFFFAOYSA-N 2-bromoethoxybenzene Chemical compound BrCCOC1=CC=CC=C1 JJFOBACUIRKUPN-UHFFFAOYSA-N 0.000 abstract 1
- JVQBFZMPFQQOMQ-UHFFFAOYSA-N 2-phenoxyethylhydrazine Chemical compound NNCCOC1=CC=CC=C1 JVQBFZMPFQQOMQ-UHFFFAOYSA-N 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 1
- 229930194542 Keto Natural products 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical group [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 125000005530 alkylenedioxy group Chemical group 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine monohydrate Substances O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/54—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings condensed with carbocyclic rings or ring systems
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
The invention comprises compounds of the formula: <FORM:0961037/C1/1> (wherein R1 is a hydrogen atom or an alkyl group of at most 3 carbon atoms, X is an oxygen or sulphur atom or an NH group, R2 is a phenyl radical optionally substituted by alkyl, alkenyl, alkoxy, alkythio or alkylenedioxy groups each containing at most 4 carbon atoms, hydroxyl or benzyl groups or halogen atoms or a naphthyl radical, R3 is an alkyl group of at most 4 carbon atoms or an aralkyl or aryl group and R4 is a hydrogen atom, or R3 and R4 together represent an alkylene group) and their preparation by condensing the appropriate hydrazine R2XCH2CHR1NHNH2 or an acid-addition salt thereof with a b - keto - carboxylic ester R5OCOCHR4COR3 (wherein R5 is an alkyl group of at most 4 carbon atoms). Examples are given. 2-Phenoxyethyl-hydrazine is prepared from 2-phenoxyethyl bromide and hydrazine hydrate, and is converted to the hydrochloride. Specification 945,474 is referred to.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB29076/60A GB961037A (en) | 1960-08-23 | 1960-08-23 | Pyrazolones and processes for their preparation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES269967A1 true ES269967A1 (en) | 1961-12-16 |
Family
ID=10285783
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES0269967A Expired ES269967A1 (en) | 1960-08-23 | 1961-08-17 | Pyrazolones and processes for their preparation |
Country Status (5)
| Country | Link |
|---|---|
| BE (1) | BE607398A (en) |
| ES (1) | ES269967A1 (en) |
| FR (1) | FR1612M (en) |
| GB (1) | GB961037A (en) |
| LU (1) | LU40523A1 (en) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4061653A (en) | 1972-06-23 | 1977-12-06 | Bayer Aktiengesellschaft | 1-Substituted-3-amino-pyrazol-5-ones |
| DE2319278C2 (en) * | 1973-04-17 | 1986-02-20 | Bayer Ag, 5090 Leverkusen | Pharmaceutical agent |
| USRE30420E (en) * | 1973-04-17 | 1980-10-21 | Bayer Aktiengesellschaft | Pyrazol-5-ones |
| DE2319281A1 (en) * | 1973-04-17 | 1974-11-07 | Bayer Ag | DIURETIC AND ANTIHYPERTENSIVE AGENT |
| US4056533A (en) | 1973-04-17 | 1977-11-01 | Bayer Aktiengesellschaft | Pyrazol-5-ones |
| US4081596A (en) | 1973-04-17 | 1978-03-28 | Bayer Aktiengesellschaft | Pyrazol-5-ones |
| US4005215A (en) | 1973-04-17 | 1977-01-25 | Bayer Aktiengesellschaft | Pyrazol-5-ones |
| US4000294A (en) | 1973-04-17 | 1976-12-28 | Bayer Aktiengesellschaft | Pyrazol-5-ones |
| US4045571A (en) | 1973-04-17 | 1977-08-30 | Bayer Aktiengesellschaft | Pyrazol-5-ones |
| DE2363511A1 (en) | 1973-12-20 | 1975-07-10 | Bayer Ag | PYRAZOLE DERIVATIVES, THE PROCESS FOR THEIR MANUFACTURING AND THEIR USE AS A MEDICINAL PRODUCT |
| US4122280A (en) | 1973-12-20 | 1978-10-24 | Bayer Aktiengesellschaft | Pyrazole derivatives |
| DE2427272C3 (en) | 1974-06-06 | 1981-10-01 | Bayer Ag, 5090 Leverkusen | 1- (2- (β-Naphthyloxy) ethyl) -3-methyl-pyrazolone- (5), method and use as an antithrombotic |
| US4117145A (en) * | 1975-06-13 | 1978-09-26 | Bayer Aktiengesellschaft | 1-substituted pyrazoles |
| DE2526469A1 (en) * | 1975-06-13 | 1976-12-30 | Bayer Ag | 1-SUBSTITUTED PYRAZOLE DERIVATIVES, THE PROCESS FOR THEIR MANUFACTURING AND THEIR USE AS A MEDICINAL PRODUCT |
| US4169952A (en) * | 1977-03-14 | 1979-10-02 | E. I. Du Pont De Nemours And Company | Process for the preparation of cyclohexanone-2-carboxamide |
| US4139710A (en) * | 1977-03-11 | 1979-02-13 | E. I. Du Pont De Nemours And Company | Preparation of hexahydroindazolones |
-
1960
- 1960-08-23 GB GB29076/60A patent/GB961037A/en not_active Expired
-
1961
- 1961-08-17 ES ES0269967A patent/ES269967A1/en not_active Expired
- 1961-08-19 LU LU40523D patent/LU40523A1/xx unknown
- 1961-08-22 BE BE607398A patent/BE607398A/en unknown
- 1961-11-21 FR FR879553A patent/FR1612M/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR1612M (en) | 1962-12-17 |
| LU40523A1 (en) | 1961-10-19 |
| GB961037A (en) | 1964-06-17 |
| BE607398A (en) | 1961-12-18 |
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