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US4053613A Expired / Lapsed US ⏱️ 0.0 years remaining

1,3,thiazolinyl and 1,3 thiazinyl substituted indolinones

Assignee: ER Squibb and Sons LLC
•
Filing: 1975-09-17
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Granted: 1977-10-11
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Expires: 1995-09-17
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Abstract

Abstract Indolinone compounds which exhibit anti-inflammatory activity have the following formula ##STR1## wherein R 1 , R 3 , R 4 , R 5 , and n are as defined herein.

Inventors

  • 👤 George C. Rovnyak
  • 👤 Venkatachala Lakshmi Narayanan
  • 👤 Rudiger D. Haugwitz

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-31 17:15
CPC Classifications
C; C07; C07D; C07D495/00; C07D495/02; C07D495/10

Claims Analysis

Total Claims: 18
Claim 1
Independent Claim 36 words
A compound having the formula ##STR59## wherein R 2 is hydrogen, and the radical ##STR60## represents a 5- or 6-membered ring containing three or four carbons and one double bond; and pharmaceutically acceptable acid-addition salts thereof.
Claim 2
Dependent Claim 36 words
A compound having the formula ##STR59## wherein R 2 is hydrogen, and the radical ##STR60## represents a 5- or 6-membered ring containing three or four carbons and one double bond; and pharmaceutically acceptable acid-addition salts thereof.
Claim 3
Dependent Claim 11 words
A compound as defined in claim 1 having the name 1-(2-thiazolin-2-yl)-2-indolinone.
Claim 4
Dependent Claim 17 words
A pharmaceutical composition comprising a compound as defined in claim 1 and a pharmaceutically acceptable carrier therefor.
Claim 5
Dependent Claim 27 words
A method of treating inflammation in mammalian species, which comprises orally administering to a mammalian host a therapeutic amount of a composition as defined in claim 3.
Claim 6
Dependent Claim 154 words
A compound having the formula ##STR61## wherein R 2 is selected from the group consisting of hydrogen, lower alkyl, phenyl or lower alkylphenyl; R 3 is selected from the group consisting of hydrogen, lower alkyl, trifluoromethyl, halo, lower alkoxy, nitro, cyano, amino, di-lower alkylamino or ##STR62## wherein R contains less than 11 carbons and is selected from the group consisting of lower alkyl, lower alkenyl, phenyl, phenyl-lower alkyl, cycloakyl, cycloalkenyl, cycloalkyl-lower alkyl, and cyclo-lower alkenyl, however where n is 2, and adjacent R 3 groups are present, at least one of the R 3 groups is other than t-butyl, trifluoromethyl or nitro; aryl is phenyl or phenyl mono-substituted with a member selected from the group consisting of halogen, lower alkyl, nitro, trifluoromethyl, and lower alkoxy; n is 1 or 2; the radical ##STR63## represents a 5- or 6-membered ring having three or four carbons and one double bond; and pharmaceutically acceptable acid-addition salts thereof.
Claim 7
Dependent Claim 154 words
A compound having the formula ##STR61## wherein R 2 is selected from the group consisting of hydrogen, lower alkyl, phenyl or lower alkylphenyl; R 3 is selected from the group consisting of hydrogen, lower alkyl, trifluoromethyl, halo, lower alkoxy, nitro, cyano, amino, di-lower alkylamino or ##STR62## wherein R contains less than 11 carbons and is selected from the group consisting of lower alkyl, lower alkenyl, phenyl, phenyl-lower alkyl, cycloakyl, cycloalkenyl, cycloalkyl-lower alkyl, and cyclo-lower alkenyl, however where n is 2, and adjacent R 3 groups are present, at least one of the R 3 groups is other than t-butyl, trifluoromethyl or nitro; aryl is phenyl or phenyl mono-substituted with a member selected from the group consisting of halogen, lower alkyl, nitro, trifluoromethyl, and lower alkoxy; n is 1 or 2; the radical ##STR63## represents a 5- or 6-membered ring having three or four carbons and one double bond; and pharmaceutically acceptable acid-addition salts thereof.
Claim 8
Dependent Claim 11 words
A compound as defined in claim 5 having the formula ##STR64##
Claim 9
Dependent Claim 11 words
A compound as defined in claim 5 having the formula ##STR65##
Claim 10
Dependent Claim 11 words
A compound as defined in claim 5 wherein n is 1.
Claim 11
Dependent Claim 11 words
A compound as defined in claim 5 wherein n is 2.
Claim 12
Dependent Claim 24 words
A compound as defined in claim 7 wherein R 3 is H, --CH 2 aryl is --CH 2 C 6 H 5 and ##STR66##
Claim 13
Dependent Claim 14 words
A compound as defined in claim 6 wherein R 3 is H, and ##STR67##
Claim 14
Dependent Claim 62 words
A compound as defined in claim 1 wherein R 1 is selected from the group consisting of ##STR68## R 3 is selected from the group consisting of H, halo, and lower alkyl, R 4 is selected from the group consisting of H, ##STR69## and R 5 is selected from the group consisting of H and --CH 2 C 6 H 5 .
Claim 15
Dependent Claim 11 words
A compound as defined in claim 5 having the name 1,3-bis(2-thiazolin-2-yl)-2-indolinone.
Claim 16
Dependent Claim 12 words
A compound as defined in claim 5 having the name 1,3-bis(4,5-dihydro-2-thiazolyl)-1,3-dihydro-3- (phenylmethyl)-2H-indol-2-one.
Claim 17
Dependent Claim 17 words
A pharmaceutical composition comprising a compound as defined in claim 5 and a pharmaceutically acceptable carrier therefor.
Claim 18
Dependent Claim 27 words
A method of treating inflammation in mammalian species, which comprises orally administering to a mammalian host a therapeutic amount of a composition as defined in claim 15.

References Cited (Backward Citations)

US3755316A Cited
US3873559A Cited
US4002749A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-10-10 1981-04-11 1981-10-11 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-10-10 1985-04-11 1985-10-11 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-10-10 1989-04-11 1989-10-11 $7700.00 Window Closed / Lapsed

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