IE36941L - 2, 4, 5-trisubstituted oxazoles. - Google Patents
2, 4, 5-trisubstituted oxazoles.Info
- Publication number
- IE36941L IE36941L IE721667A IE167772A IE36941L IE 36941 L IE36941 L IE 36941L IE 721667 A IE721667 A IE 721667A IE 167772 A IE167772 A IE 167772A IE 36941 L IE36941 L IE 36941L
- Authority
- IE
- Ireland
- Prior art keywords
- alkyl
- methyl
- aryl
- acid chloride
- oxazolecarboxylic acid
- Prior art date
Links
- -1 2, 4, 5-trisubstituted oxazoles Chemical class 0.000 title abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 13
- 150000001875 compounds Chemical class 0.000 abstract 3
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 abstract 2
- 125000003118 aryl group Chemical group 0.000 abstract 2
- 229910052799 carbon Inorganic materials 0.000 abstract 2
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 2
- 150000007978 oxazole derivatives Chemical class 0.000 abstract 2
- PAYAYLJQNMBPBQ-UHFFFAOYSA-N 2-cyclohexyl-5-methyl-1,3-oxazole-4-carbonyl chloride Chemical compound ClC(=O)C1=C(C)OC(C2CCCCC2)=N1 PAYAYLJQNMBPBQ-UHFFFAOYSA-N 0.000 abstract 1
- VSVRJJIHZIAWFZ-UHFFFAOYSA-N 5-methyl-2-(4-methylphenyl)-1,3-oxazole-4-carbonyl chloride Chemical compound ClC(=O)C1=C(C)OC(C=2C=CC(C)=CC=2)=N1 VSVRJJIHZIAWFZ-UHFFFAOYSA-N 0.000 abstract 1
- RWVAPUPMWDZLGV-UHFFFAOYSA-N 5-methyl-2-phenyl-1,3-oxazole-4-carbonyl chloride Chemical compound ClC(=O)C1=C(C)OC(C=2C=CC=CC=2)=N1 RWVAPUPMWDZLGV-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000001299 aldehydes Chemical class 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 230000000202 analgesic effect Effects 0.000 abstract 1
- 230000003110 anti-inflammatory effect Effects 0.000 abstract 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 abstract 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 abstract 1
- 239000003937 drug carrier Substances 0.000 abstract 1
- UNWQYPMVNGJDQG-UHFFFAOYSA-N ethyl 5-methyl-2-thiophen-2-yl-1,3-oxazole-4-carboxylate Chemical compound O1C(C)=C(C(=O)OCC)N=C1C1=CC=CS1 UNWQYPMVNGJDQG-UHFFFAOYSA-N 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 150000002440 hydroxy compounds Chemical class 0.000 abstract 1
- 150000002576 ketones Chemical class 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 1
- 239000008194 pharmaceutical composition 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
- 125000004434 sulfur atom Chemical group 0.000 abstract 1
- 125000001544 thienyl group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
- C07D263/30—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D263/34—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
- C07D263/04—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
-
- 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
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/42—Oxazoles
- A61K31/421—1,3-Oxazoles, e.g. pemoline, trimethadione
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
1374345 Oxazole derivatives GRUPPO LEPETIT SpA 14 Dec 1972 [7 Aug 1972] 53966/72 Heading C2C Novel oxazole derivatives of the formula wherein A is cyclohexyl, thienyl or phenyl optionally substituted by one or more halogen atoms, or C 1-6 alkyl, halo-C 1-6 alkyl, C 1-6 alkoxy, NO 2 , CN, NH 2 , carbamoyl, sulphamoyl or carboxy radicals, and one of the radicals R 1 and R 2 is C 1-6 alkyl and the other is CON(R 3 )R 4 , wherein R 3 is H, C 1-6 alkyl, C 2-6 alkenyl, cycloalkyl, aryl, aryl-C 1-6 alkyl, hydroxy-C 1-6 alkyl, acyloxy-C 1-6 alkyl, OH, NH 2 , C 1-6 alkylideneamino, cycloalkylideneamino, or aralkylideneamino, and R 2 is H, C 1-6 alkyl, C 2-6 alkenyl, cycloalkyl, aryl, aryl-C 1-6 alkyl, hydroxy- C 1-6 alkyl or acyloxy-C 1-6 alkyl, or R 3 and R 4 , together with the N atom to which they are attached form a 5 to 7 membered saturated heterocyclic ring optionally containing further N, O or S atoms, are prepared by reacting the appropriate C 1-6 alkyl 4-(or 5-)-oxazolecarboxylates or 4- (or 5-)-oxazolecarboxylic acid halides with amines of the formula Alternatively compound in which R 3 is C 1-6 alkylideneamino, cycloalkylideneamino or aralkylideneamino may be obtained by reacting compound in which R 3 is NH 2 with the corresponding aldehydes or ketones, and those in which R 3 and/or R 4 is acyloxy-C 1-6 alkyl by acylating the corresponding hydroxy compounds. Ethyl 2 - phenyl - 4 - methyl - 5 - oxasolecarboxylate, 5 - methyl - 2 - phenyl - 4 - oxazolecarboxylic acid chloride, ethyl 5 - methyl - 2 - (2- thienyl) - 4 - oxazolecarboxylate, ethyl 5 - methyl- 2 - (4 - fluorophenyl) 4 - oxazolecarboxylate, 2- (4 - hclorophenyl) - 5 - methyl - 4- oxazolecarboxylic acid chloride, 5 - methyl - 2 - (p - tolyl) - 4- oxazolecarboxylic acid chloride, and 2-cyclohexyl 5 - methyl - 4 - oxazolecarboxylic acid chloride are obtained by known methods. Pharmaceutical compositions, having antiinflammatory and analgesic activities, contain the above novel compounds together with pharmaceutically acceptable carriers.
[GB1374345A]
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT2795872 | 1972-08-07 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE36941L true IE36941L (en) | 1974-02-07 |
| IE36941B1 IE36941B1 (en) | 1977-03-30 |
Family
ID=11222675
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE1677/72A IE36941B1 (en) | 1972-08-07 | 1972-12-04 | New 2,4,5-trisubstituted oxazoles |
Country Status (23)
| Country | Link |
|---|---|
| JP (1) | JPS5030619B2 (en) |
| KR (1) | KR780000069B1 (en) |
| AR (1) | AR200007A1 (en) |
| AT (1) | AT322551B (en) |
| AU (1) | AU477231B2 (en) |
| BE (1) | BE794096A (en) |
| CH (1) | CH544105A (en) |
| CS (1) | CS177127B2 (en) |
| DD (1) | DD106387A5 (en) |
| DE (1) | DE2301030A1 (en) |
| ES (1) | ES417638A1 (en) |
| FR (1) | FR2195430B1 (en) |
| GB (1) | GB1374345A (en) |
| HU (1) | HU164781B (en) |
| IE (1) | IE36941B1 (en) |
| IL (1) | IL40904A (en) |
| LU (1) | LU66643A1 (en) |
| NL (1) | NL149797B (en) |
| NO (1) | NO137550C (en) |
| RO (1) | RO63442A (en) |
| SE (1) | SE376236B (en) |
| SU (1) | SU511003A3 (en) |
| ZA (1) | ZA728259B (en) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DD112905A5 (en) * | 1971-09-02 | 1975-05-12 | Snam Progetti | |
| US4110256A (en) * | 1976-06-22 | 1978-08-29 | Nippon Soken, Inc. | Catalyst for reforming fuel and method for producing same |
| DE3425118A1 (en) * | 1984-07-07 | 1986-01-16 | Boehringer Mannheim Gmbh, 6800 Mannheim | NEW REDOX INDICATORS |
| JPS6133499U (en) * | 1984-07-30 | 1986-02-28 | 中西金属工業株式会社 | Pallets for manufacturing electrical products |
| DK1130017T3 (en) * | 1990-11-30 | 2005-10-10 | Otsuka Pharma Co Ltd | Azole derivatives and their use as superoxide radical inhibitors |
| GB0709031D0 (en) | 2007-05-10 | 2007-06-20 | Sareum Ltd | Pharmaceutical compounds |
| US8946231B2 (en) | 2009-03-23 | 2015-02-03 | Merck Sharp & Dohme Corp. | P2X3, receptor antagonists for treatment of pain |
| GB201202027D0 (en) | 2012-02-06 | 2012-03-21 | Sareum Ltd | Pharmaceutical compounds |
| DK3040336T3 (en) | 2012-03-02 | 2020-06-22 | Sareum Ltd | Compounds for use in the treatment of TYK2 Kinase-mediated conditions |
| GB201617871D0 (en) | 2016-10-21 | 2016-12-07 | Sareum Limited | Pharmaceutical compounds |
| GB201816369D0 (en) | 2018-10-08 | 2018-11-28 | Sareum Ltd | Pharmaceutical compounds |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1226548A (en) * | 1967-06-14 | 1971-03-31 | Wyeth John & Brother Ltd |
-
0
- BE BE794096D patent/BE794096A/en unknown
-
1972
- 1972-05-29 RO RO7200074945A patent/RO63442A/en unknown
- 1972-11-09 NO NO4068/72A patent/NO137550C/en unknown
- 1972-11-14 SE SE7214772A patent/SE376236B/xx unknown
- 1972-11-22 IL IL40904A patent/IL40904A/en unknown
- 1972-11-22 ZA ZA728259A patent/ZA728259B/en unknown
- 1972-11-27 CH CH1723972A patent/CH544105A/en not_active IP Right Cessation
- 1972-12-04 IE IE1677/72A patent/IE36941B1/en unknown
- 1972-12-13 LU LU66643A patent/LU66643A1/xx unknown
- 1972-12-14 GB GB5396672A patent/GB1374345A/en not_active Expired
- 1972-12-29 HU HULE673A patent/HU164781B/hu unknown
-
1973
- 1973-01-02 AT AT3673A patent/AT322551B/en not_active IP Right Cessation
- 1973-01-10 NL NL737300326A patent/NL149797B/en unknown
- 1973-01-10 DE DE2301030A patent/DE2301030A1/en active Pending
- 1973-01-18 AR AR246173A patent/AR200007A1/en active
- 1973-01-19 FR FR7301948A patent/FR2195430B1/fr not_active Expired
- 1973-01-25 JP JP48010642A patent/JPS5030619B2/ja not_active Expired
- 1973-04-16 CS CS2724A patent/CS177127B2/cs unknown
- 1973-06-15 AU AU56982/73A patent/AU477231B2/en not_active Expired
- 1973-07-20 DD DD172403A patent/DD106387A5/xx unknown
- 1973-08-06 SU SU1942243A patent/SU511003A3/en active
- 1973-08-07 KR KR7301283A patent/KR780000069B1/en not_active Expired
- 1973-08-07 ES ES417638A patent/ES417638A1/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| KR780000069B1 (en) | 1978-03-30 |
| JPS5030619B2 (en) | 1975-10-02 |
| NL149797B (en) | 1976-06-15 |
| FR2195430A1 (en) | 1974-03-08 |
| IE36941B1 (en) | 1977-03-30 |
| ES417638A1 (en) | 1976-02-01 |
| AU5698273A (en) | 1974-12-19 |
| CH544105A (en) | 1973-11-15 |
| AU477231B2 (en) | 1976-10-21 |
| DD106387A5 (en) | 1974-06-12 |
| LU66643A1 (en) | 1973-02-14 |
| NL7300326A (en) | 1974-02-11 |
| SU511003A3 (en) | 1976-04-15 |
| FR2195430B1 (en) | 1976-04-09 |
| SE376236B (en) | 1975-05-12 |
| IL40904A0 (en) | 1973-01-30 |
| ZA728259B (en) | 1973-07-25 |
| GB1374345A (en) | 1974-11-20 |
| DE2301030A1 (en) | 1974-02-28 |
| BE794096A (en) | 1973-05-16 |
| HU164781B (en) | 1974-04-11 |
| AR200007A1 (en) | 1974-10-15 |
| JPS4945067A (en) | 1974-04-27 |
| NO137550B (en) | 1977-12-05 |
| RO63442A (en) | 1978-07-15 |
| IL40904A (en) | 1975-12-31 |
| AT322551B (en) | 1975-05-26 |
| NO137550C (en) | 1978-03-15 |
| CS177127B2 (en) | 1977-07-29 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| HK5684A (en) | Penicillin derivatives | |
| IE36941L (en) | 2, 4, 5-trisubstituted oxazoles. | |
| ATE94065T1 (en) | PHARMACEUTICAL COMPOSITIONS CONTAINING DIAZEPINS WITH PLATELET ACTIVATING FACTOR (PAF) ANTAGONIST ACTION. | |
| NZ332340A (en) | 4-(aryl or heteroaryl) substituted benzofurancarboxamide derivatives and medicaments | |
| BG94282A (en) | 2,9-DISUBSTITUTED-4H-PYRIDO/1,2,-A/PYRIMIDIN-4-ONES | |
| IE40511L (en) | Pyridyl piperidine derivatives | |
| ATE144897T1 (en) | COMPOSITION CONTAINING RHODACYANINE DYES FOR THE TREATMENT OF CANCER | |
| DK0615549T3 (en) | Process for the preparation of pharmaceutically active thiazolidine or oxazolidine compounds with a yeast reductase | |
| ES8506629A1 (en) | Pyridine derivatives. | |
| GB1424450A (en) | Isoindoline intermediates | |
| ES8207526A1 (en) | 2-(4-Piperidyl)-1-(4-quinolyl)-ethanone derivatives, intermediates in and process for their preparation, and their use as medicines. | |
| IE40335L (en) | Pyrazole derivatives | |
| ES371709A1 (en) | Synthetic penicillins | |
| CA2409842A1 (en) | 1,4-diazepan-2,5-dione derivatives and their use as nk-1 receptor antagonists | |
| GB1268708A (en) | Acylation process | |
| ATE18221T1 (en) | (1-ARYLCYCLOBUTYL)(HETEROCYCLYL)METHYLAMINE DERIVATIVES, THEIR PRODUCTION AND USE AS MEDICINAL PRODUCTS. | |
| ES8203867A1 (en) | Benzothiazole derivatives, pharmaceutical compositions containing them and process for their preparation. | |
| GB1367743A (en) | 2,4,5-trisubstituted oxazoles and pharmaceutical uses thereof | |
| BG100551A (en) | 2- / Pyrazol-3-yl / carbapenem derivatives | |
| GB1421279A (en) | 3-heterocyclicthiomethylcephalosporins | |
| ES8200687A1 (en) | N-(6-((acylaminoacylamino or aminoacylamino)phenyl) 1,2-dihydro-2-oxonicotinyl)penicillin compounds, processes for their production and compositions containing them. | |
| HUP0303185A2 (en) | Glyt-1 inhibitors | |
| NZ535476A (en) | 4-(diarylmethyl)-1-piperazinyl derivatives | |
| GB1035918A (en) | 1,4-benzodiazepin-2-ones | |
| IE38064B1 (en) | New 2-amino-4h-pyrane compounds their production and their medicinal use |