Patent US3684057A successfully refreshed from Google Patents.
Patent USRE29608E successfully refreshed from Google Patents.
USRE29608E
Expired / Lapsed
US
⏱️ 0.0 years remaining
Benzoxazole derivatives
Assignee: Lilly Industries Ltd
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Filing: 1977-02-01
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Granted: 1978-04-11
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Expires: 1997-02-01
Abstract
Abstract The invention provides novel 5- and 6-benzoxazolyl alkanoic acids, optionally substituted in the 2-position, and derivatives thereof which possess anti-inflammatory, anti-pyretic and analgesic activity. Also provided is a process for preparing such compounds by cyclizing an appropriately substituted o-aminophenol and, if necessary, converting the resultant benzoxazole to the desired compound.
Inventors
- 👤 Delme Evans
- 👤 David William Dunwell
- 👤 Terence Alan Hicks
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 12:02
CPC Classifications
A; A61; A61K; A61K9/00; A61K9/0012; A61K9/0019; A61K9/02; A61K9/20; A61K9/48; C; C07; C07C; C07C255/00; C07D; C07D263/00; C07D263/52; C07D263/54; C07D263/56; C07D263/57; C07D263/58
Claims Analysis
Total Claims: 8
Claim 1
Independent Claim
159 words
Compound of the formula: ##STR6## wherein the group --CR 1 R 2 R 3 is in the 5- or 6-position of the benzoxazole nucleus, wherein R 4 is cyclohexyl, furyl, thienyl, pyridyl, phenyl or phenyl substituted in any available position by one or two substituents selected from halogen, nitro, amino, .[.hydroxy,.]. C 1-4 alkyl, C 1-4 alkoxy, C 1-3 alkyl-CO, C 1-4 alkyl sulphonyl or substituted in two adjacent positions by methylene- or ethylene-dioxy, R 1 and R 2 are independently hydrogen, methyl or ethyl and R 3 is: ii. the group --COOR 5 , where R 5 is C 1-4 alkyl; or the group --CO--R 6 where R 6 is --NHOH or --NR 7 R 8 where R 7 and R 8 are hydrogen; or iii. the group --CH 2 OR 9 where R 9 is hydrogen or C 1-4 alkyl; or iv. the group --COOH or an alkali or alkaline earth metal, aluminum or ammonium salt thereof.
Claim 2
Dependent Claim
159 words
Compound of the formula: ##STR6## wherein the group --CR 1 R 2 R 3 is in the 5- or 6-position of the benzoxazole nucleus, wherein R 4 is cyclohexyl, furyl, thienyl, pyridyl, phenyl or phenyl substituted in any available position by one or two substituents selected from halogen, nitro, amino, .[.hydroxy,.]. C 1-4 alkyl, C 1-4 alkoxy, C 1-3 alkyl-CO, C 1-4 alkyl sulphonyl or substituted in two adjacent positions by methylene- or ethylene-dioxy, R 1 and R 2 are independently hydrogen, methyl or ethyl and R 3 is: ii. the group --COOR 5 , where R 5 is C 1-4 alkyl; or the group --CO--R 6 where R 6 is --NHOH or --NR 7 R 8 where R 7 and R 8 are hydrogen; or iii. the group --CH 2 OR 9 where R 9 is hydrogen or C 1-4 alkyl; or iv. the group --COOH or an alkali or alkaline earth metal, aluminum or ammonium salt thereof.
Claim 3
Dependent Claim
49 words
Compound according to claim 1, wherein R 1 is hydrogen, R 2 is methyl, R 3 is --COOR 5 , where R 5 is C 1-4 alkyl; or --COOH or an alkali or alkaline earth metal, aluminum or ammonium salt thereof, and R 4 is phenyl, monohalogenophenyl or dihalogenophenyl.
Claim 4
Dependent Claim
70 words
A compound according to claim 1 in which R 1 is H, R 2 is H or CH 3 , R 3 is COOH or CONH 2 , the group CR 1 R 2 R 3 is in the 5 position of the benzoxazole nucleus and R 4 is pyridyl phenyl or phenyl substituted by one or two groups selected from halogen, methyl, methoxy, acetyl, methylsulphonyl, .Iadd.or .Iaddend.nitro .[.or hydroxy.]..
Claim 5
Dependent Claim
35 words
Compound according to claim 1, wherein R 1 is hydrogen, R 2 is methyl and R 4 is phenyl optionally substituted by one or two substituents selected from halogen, methyl, methoxy, .Iadd.or .Iaddend.nitro .[.or hydroxy.]..
Claim 6
Dependent Claim
13 words
Compound according to claim 2 wherein said compound is 2-(2-p-chlorophenyl-5- or 6-benzoxazolyl)propionic acid.
Claim 7
Dependent Claim
13 words
Compound according to claim 2, wherein said compound is 2-(2-p-fluorophenyl-5- or 6-benzoxazolyl)propionic acid.
Claim 8
Dependent Claim
13 words
Compound according to claim 2, wherein said compound is 2-[2-(2,4-dichlorophenyl)-5- or 6-benzoxazolyl]propionic acid.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-04-10 | 1981-10-10 | 1982-04-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-04-10 | 1985-10-10 | 1986-04-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-04-10 | 1989-10-10 | 1990-04-11 | $7700.00 | Window Closed / Lapsed |