GB1374345A - 2,4,5-trisubstituted oxazoles - Google Patents
2,4,5-trisubstituted oxazolesInfo
- Publication number
- GB1374345A GB1374345A GB5396672A GB5396672A GB1374345A GB 1374345 A GB1374345 A GB 1374345A GB 5396672 A GB5396672 A GB 5396672A GB 5396672 A GB5396672 A GB 5396672A GB 1374345 A GB1374345 A GB 1374345A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkyl
- methyl
- aryl
- acid chloride
- oxazolecarboxylic acid
- 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
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)
- 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)
- 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.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT2795872 | 1972-08-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1374345A true GB1374345A (en) | 1974-11-20 |
Family
ID=11222675
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5396672A Expired GB1374345A (en) | 1972-08-07 | 1972-12-14 | 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) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8378095B2 (en) | 2007-05-10 | 2013-02-19 | Saruem Limited | Oxazole tyrosine kinase inhibitors |
| US9133180B2 (en) | 2012-02-06 | 2015-09-15 | Sareum Limited | Aurora and FLT3 kinases modulators |
| US10882829B2 (en) | 2012-03-02 | 2021-01-05 | Sareum Limited | Pharmaceutical compounds |
| US11154539B2 (en) | 2016-10-21 | 2021-10-26 | Sareum Limited | Pharmaceutical compounds |
Families Citing this family (7)
| 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 |
| JPS59125900U (en) * | 1983-02-10 | 1984-08-24 | マルヤス機械株式会社 | assembly line equipment |
| 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 |
| DE69132006T2 (en) * | 1990-11-30 | 2000-08-03 | Otsuka Pharma Co Ltd | THIAZOLE DERIVATIVES AS INHIBITORS OF ACTIVE OXYGEN |
| WO2010111059A1 (en) | 2009-03-23 | 2010-09-30 | Merck Sharp & Dohme Corp. | P2x3 receptor antagonists for treatment of pain |
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 ZA ZA728259A patent/ZA728259B/en unknown
- 1972-11-22 IL IL40904A patent/IL40904A/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 active
- 1973-08-07 ES ES417638A patent/ES417638A1/en not_active Expired
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8378095B2 (en) | 2007-05-10 | 2013-02-19 | Saruem Limited | Oxazole tyrosine kinase inhibitors |
| US8921544B2 (en) | 2007-05-10 | 2014-12-30 | Sareum Limited | Oxazole tyrosine kinase inhibitors |
| US9187465B2 (en) | 2007-05-10 | 2015-11-17 | Sareum Limited | Oxazole tyrosine kinase inhibitors |
| US9133180B2 (en) | 2012-02-06 | 2015-09-15 | Sareum Limited | Aurora and FLT3 kinases modulators |
| US10882829B2 (en) | 2012-03-02 | 2021-01-05 | Sareum Limited | Pharmaceutical compounds |
| US11673870B2 (en) | 2012-03-02 | 2023-06-13 | Sareum Limited | Pharmaceutical compounds |
| US11154539B2 (en) | 2016-10-21 | 2021-10-26 | Sareum Limited | Pharmaceutical compounds |
Also Published As
| Publication number | Publication date |
|---|---|
| KR780000069B1 (en) | 1978-03-30 |
| CS177127B2 (en) | 1977-07-29 |
| AT322551B (en) | 1975-05-26 |
| SU511003A3 (en) | 1976-04-15 |
| IL40904A (en) | 1975-12-31 |
| DD106387A5 (en) | 1974-06-12 |
| IE36941L (en) | 1974-02-07 |
| JPS4945067A (en) | 1974-04-27 |
| ES417638A1 (en) | 1976-02-01 |
| JPS5030619B2 (en) | 1975-10-02 |
| SE376236B (en) | 1975-05-12 |
| AU477231B2 (en) | 1976-10-21 |
| NO137550C (en) | 1978-03-15 |
| FR2195430A1 (en) | 1974-03-08 |
| AR200007A1 (en) | 1974-10-15 |
| NL7300326A (en) | 1974-02-11 |
| DE2301030A1 (en) | 1974-02-28 |
| BE794096A (en) | 1973-05-16 |
| LU66643A1 (en) | 1973-02-14 |
| HU164781B (en) | 1974-04-11 |
| RO63442A (en) | 1978-07-15 |
| NL149797B (en) | 1976-06-15 |
| CH544105A (en) | 1973-11-15 |
| FR2195430B1 (en) | 1976-04-09 |
| ZA728259B (en) | 1973-07-25 |
| AU5698273A (en) | 1974-12-19 |
| NO137550B (en) | 1977-12-05 |
| IL40904A0 (en) | 1973-01-30 |
| IE36941B1 (en) | 1977-03-30 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |