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US4112096A Expired / Lapsed US ⏱️ 0.0 years remaining

Pyrazolo(1,5-c)quinazoline derivatives and related compounds

Assignee: ER Squibb and Sons LLC
•
Filing: 1977-03-17
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Granted: 1978-09-05
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Expires: 1997-03-17
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Abstract

Abstract Compounds are provided having the structure ##STR1## wherein R 1 and R 2 may be the same or different and R 1 is hydrogen, alkyl of 1-3 carbons, phenyl optionally substituted by R 4 or ##STR2## R 2 is ##STR3## hydrogen, lower alkyl or phenyl optionally substituted by R 4 with the proviso that at lest one of R 1 and R 2 is ##STR4## R 3 is hydrogen, lower alkyl, benzyl or phenyl optionally substituted by R 4 ; and R 4 and R 5 are the same or different and represent hydrogen, lower alkyl, lower alkoxy, alkanoyloxy, benzyloxy, hydroxy, halogen (C1, Br and F), nitro, and trifluoromethyl; R 6 is hydrogen, lower alkyl, alkanoyl, aroyl, aralkanoyl, aralkyl or phenyl; and R 7 , R 8 , m and n are as defined hereinafter. These compounds are useful as anti-allergics.

Inventors

  • 👤 B. Richard Vogt

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-30 10:09
CPC Classifications
C; C07; C07D; C07D487/00; C07D487/02; C07D487/04; A; A61; A61P; A61P29/00; A61P3/00; A61P37/00; A61P37/08; C07C; C07C45/00; C07C45/27; C07C45/29; C07C45/292; C07C49/00; C07C49/76; C07C49/794; C07D209/00; C07D209/02; C07D209/04; C07D209/30; C07D209/40

Claims Analysis

Total Claims: 10
Claim 1
Independent Claim 379 words
A compound of the structure ##STR541## wherein R 1 and R 2 are the same or different, and R 1 is selected from the group consisting of hydrogen, lower alkyl, phenyl, phenyl having a single substituent selected from the group consisting of halogen, lower alkyl, lower alkoxy, and trifluoromethyl, or ##STR542## R 2 is selected from the group consisting of ##STR543## hydrogen, lower alkyl, phenyl or phenyl having a single substituent selected from the group consisting of halogen, lower alkyl, lower alkoxy and trifluoromethyl, with the proviso that at least one of R 1 and R 2 is ##STR544## R 6 is selected from the group consisting of hydrogen, alkyl of 1 to 4 carbons, mono-halophenyl, mono-lower alkoxyphenyl, phenylalkyl having 1 to 8 carbons in the alkyl group, phenyl, or phenyl having a mono-lower alkoxy substituent; R 3 is selected from the group consisting of hydrogen, lower alkyl, benzyl, phenyl, phenyl having a single substituent selected from the group consisting of lower alkoxy, trifluoromethyl, benzyl, or benzyl having a single substituent selected from the group consisting of lower alkoxy, halogen or trifluoromethyl; R 4 and R 5 are the same or different and are selected from the group consisting of hydrogen, alkyl of 1 to 4 carbons, alkoxy of 1 to 4 carbons, lower alkanoyloxy of 1 to 4 carbons, nitro, benzyloxy, benzyloxy having a mono-lower alkoxy substituent, halogen, hydroxy, and trifluoromethyl; R 7 and R 8 may be the same or different and are selected from the group consisting of hydrogen, alkyl having 1 to 3 carbons, phenyl, phenyl having a lower alkoxy substituent, benzyl, or benzyl having a mono-lower alkoxy substituent, or R 7 and R 8 taken together is a single cycloalkyl ring of 3 to 7 carbons; (CH 2 ) m and (CH 2 ) n represent straight chain alkylene radicals, or mono- or di-alkyl substituted alkylene radicals wherein the alkyl group has 1 to 2 carbons, m and n are integers which may be the same or different and are 0 to 10, with the proviso that m + n is ≦ 10, and where m is 0, (CH 2 ) m represents a single bond or where n is 0, (CH 2 ) n represents a single bond, and physiologically acceptable salts thereof.
Claim 2
Dependent Claim 379 words
A compound of the structure ##STR541## wherein R 1 and R 2 are the same or different, and R 1 is selected from the group consisting of hydrogen, lower alkyl, phenyl, phenyl having a single substituent selected from the group consisting of halogen, lower alkyl, lower alkoxy, and trifluoromethyl, or ##STR542## R 2 is selected from the group consisting of ##STR543## hydrogen, lower alkyl, phenyl or phenyl having a single substituent selected from the group consisting of halogen, lower alkyl, lower alkoxy and trifluoromethyl, with the proviso that at least one of R 1 and R 2 is ##STR544## R 6 is selected from the group consisting of hydrogen, alkyl of 1 to 4 carbons, mono-halophenyl, mono-lower alkoxyphenyl, phenylalkyl having 1 to 8 carbons in the alkyl group, phenyl, or phenyl having a mono-lower alkoxy substituent; R 3 is selected from the group consisting of hydrogen, lower alkyl, benzyl, phenyl, phenyl having a single substituent selected from the group consisting of lower alkoxy, trifluoromethyl, benzyl, or benzyl having a single substituent selected from the group consisting of lower alkoxy, halogen or trifluoromethyl; R 4 and R 5 are the same or different and are selected from the group consisting of hydrogen, alkyl of 1 to 4 carbons, alkoxy of 1 to 4 carbons, lower alkanoyloxy of 1 to 4 carbons, nitro, benzyloxy, benzyloxy having a mono-lower alkoxy substituent, halogen, hydroxy, and trifluoromethyl; R 7 and R 8 may be the same or different and are selected from the group consisting of hydrogen, alkyl having 1 to 3 carbons, phenyl, phenyl having a lower alkoxy substituent, benzyl, or benzyl having a mono-lower alkoxy substituent, or R 7 and R 8 taken together is a single cycloalkyl ring of 3 to 7 carbons; (CH 2 ) m and (CH 2 ) n represent straight chain alkylene radicals, or mono- or di-alkyl substituted alkylene radicals wherein the alkyl group has 1 to 2 carbons, m and n are integers which may be the same or different and are 0 to 10, with the proviso that m + n is ≦ 10, and where m is 0, (CH 2 ) m represents a single bond or where n is 0, (CH 2 ) n represents a single bond, and physiologically acceptable salts thereof.
Claim 3
Dependent Claim 27 words
The compound of claim 1 wherein R 1 is hydrogen or ##STR545## wherein R 6 is hydrogen and R 2 is ##STR546## wherein R 6 is hydrogen.
Claim 4
Dependent Claim 33 words
The compound of claim 2 wherein R 3 is hydrogen or lower alkyl, R 4 and R 5 are hydrogen, or one of R 4 and R 5 is halogen or lower alkoxy.
Claim 5
Dependent Claim 45 words
The compound of claim 2 wherein R 1 is hydrogen of CH 2 OH and R 2 is selected from the group consisting of ##STR547## (in which case R 1 is -CH 2 OH), -CH 2 CH 2 OH, or -CH 2 OCH 3 .
Claim 6
Dependent Claim 43 words
The compound of claim 4 wherein R 3 is hydrogen, R 2 is CH 2 OH, and R 5 is 7-, 8-, 9- or 10-Cl, 7-, 8-, 9- or 10-OCH 3 , or 8- or 9-CH 3 , 9-F, or 7-CF 3 .
Claim 7
Dependent Claim 18 words
The compound as defined in claim 5 wherein R 5 is 7-OCH 3 and R 4 is 10-Cl.
Claim 8
Dependent Claim 11 words
The compound as defined in claim 4 having the name 2-(hydroxymethyl)pyrazolo[1,5-c]quinazolin-5-one.
Claim 9
Dependent Claim 23 words
A pharmaceutical composition for use in treating allergic conditions comprising a compound as defined in claim 1 and a pharmaceutically acceptable carrier therefor.
Claim 10
Dependent Claim 26 words
A method for treating allergic conditions in mammals, which comprises administering to the mammalian host a therapeutic amount of a compound as defined in claim 1.

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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-09-04 1982-03-06 1982-09-05 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-09-04 1986-03-06 1986-09-05 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-09-04 1990-03-06 1990-09-05 $7700.00 Window Closed / Lapsed

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