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US4115382A Expired / Lapsed US ⏱️ 0.0 years remaining

3,3-Dichloro-2-azetidinone derivatives having basic substituents

Assignee: ER Squibb and Sons LLC
•
Filing: 1977-06-06
•
Granted: 1978-09-19
•
Expires: 1997-06-06
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Abstract

Abstract Compounds having the formula ##STR1## wherein X is oxygen or sulfur; R 1 is alkyl, cycloalkyl or aryl; R 2 is dialkylamino or a nitrogen containing heterocyclic group; A 1 is a saturated bond or an alkylene group having 1 to 4 carbon atoms; and A 2 is an alkylene group having 2 to 5 carbon atoms; have antiinflammatory activity.

Inventors

  • 👤 John Krapcho
  • 👤 Chester F. Turk

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 03:04
CPC Classifications
C; C07; C07D; C07D205/00; C07D205/02; C07D205/06; C07D205/08

Claims Analysis

Total Claims: 9
Claim 1
Independent Claim 103 words
A compound having the formula ##STR7## or a pharmaceutically acceptable acid-addition salt thereof, wherein X is oxygen or sulfur; R 1 is alkyl, cycloalkyl or aryl; R 2 is dialkylamino[, 1-pyrrolidinyl, 1-piperidinyl, 4-morpholinyl, 1-piperazinyl or 4-alkyl-1-piperazinyl]; A 1 is a saturated bond or an alkylene group having 1 to 4 carbon atoms; and A 2 is an alkylene group having 2 to 5 carbon atoms; wherein aryl is phenyl or phenyl substituted with a halogen, alkyl, alkoxy, trifluoromethyl, or nitro group; alkyl and alkoxy are groups having 1 to 6 carbon atoms; and cycloalkyl is a group having 3 to 7 carbon atoms.
Claim 2
Dependent Claim 103 words
A compound having the formula ##STR7## or a pharmaceutically acceptable acid-addition salt thereof, wherein X is oxygen or sulfur; R 1 is alkyl, cycloalkyl or aryl; R 2 is dialkylamino[, 1-pyrrolidinyl, 1-piperidinyl, 4-morpholinyl, 1-piperazinyl or 4-alkyl-1-piperazinyl]; A 1 is a saturated bond or an alkylene group having 1 to 4 carbon atoms; and A 2 is an alkylene group having 2 to 5 carbon atoms; wherein aryl is phenyl or phenyl substituted with a halogen, alkyl, alkoxy, trifluoromethyl, or nitro group; alkyl and alkoxy are groups having 1 to 6 carbon atoms; and cycloalkyl is a group having 3 to 7 carbon atoms.
Claim 3
Dependent Claim 11 words
A compound in accordance with claim 1 wherein X is oxygen.
Claim 4
Dependent Claim 11 words
A compound in accordance with claim 1 wherein X is sulfur.
Claim 5
Dependent Claim 12 words
A compound in accordance with claim 1 wherein R 1 is alkyl.
Claim 6
Dependent Claim 12 words
A compound in accordance with claim 1 wherein R 1 is aryl.
Claim 7
Dependent Claim 12 words
a compound in accordance with claim 2 wherein R 1 is phenyl.
Claim 8
Dependent Claim 10 words
The compound in accordance with claim 1, 3,3-dichloro-1-[2-[3-(dimethylamino)propoxy]phenyl]-4-[3-(trifluoromethyl)phenyl]-2-azetidinone, hydrochloride (1:1).
Claim 9
Dependent Claim 10 words
The compound in accordance with claim 1, 3,3-dichloro-1-[2-[[3-(dimethylamino)propyl]thio]phenyl]-4-phenyl-2-azetidinone, hydrochloride (1:1).

References Cited (Backward Citations)

US3194801A Cited
US3481920A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-09-18 1982-03-20 1982-09-19 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-09-18 1986-03-20 1986-09-19 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-09-18 1990-03-20 1990-09-19 $7700.00 Window Closed / Lapsed

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