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US4303660A Expired / Lapsed US ⏱️ 0.0 years remaining

Pyrazolo[1,5-c]quinazoline derivatives and analgesic compositions containing them

Assignee: Egyt Gyogyszervegyeszeti Gyar
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Filing: 1980-05-16
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Granted: 1981-12-01
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Expires: 2000-05-16
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Abstract

Abstract The invention relates to novel pyrazolo[1,5-c]quinazoline derivatives of the general formula I ##STR1## wherein R represents a hydrogen atom, a C 1-4 alkyl group or an acyl group, R 1 represents a hydrogen atom, a C 1-12 alkyl group, a C 3-8 cycloalkyl group, a C 2-4 alkenyl group, an aralkyl group, wherein the alkyl group has 1 to 4 carbon atoms, a phenylalkenyl group, wherein the alkenyl group has 2 to 4 carbon atoms, furthermore a carboxy group or a phenyl group optionally substituted by one or more substituents selected from the group consisting of halogen, hydroxy, C 1-4 alkoxy, nitro or di(C 1-4 alkyl)amino groups, or R and R 1 may form together a valence bond, R 2 represents a hydrogen atom, a C 1-4 alkyl or a phenyl group, or R 1 and R 2 may form together a C 2-7 alkylene group, R 3 represents a nitro group, an amino group, an alkylamino group, a dialkylamino group, wherein the alkyl groups have 1 to 4 carbon atoms, an alkylideneimino group, wherein the alkylidene group has 1 to 4 carbon atoms, a benzylideneimino group or an acylamino group, and pharmaceutically acceptable acid addition salts thereof. The novel compounds of the general formula I can be employed primarily as analgesic agents.

Inventors

  • 👤 Edit Berenyi nee Poldermann
  • 👤 Eniko Szirt nee Kiszelly
  • 👤 Peter Gorog
  • 👤 Lujza Petocz
  • 👤 Ibolya Kosoczky
  • 👤 Agnes Kovacs nee Palotai
  • 👤 Gabriella rmos nee Lassu

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-02 10:51
CPC Classifications
C; C07; C07D; C07D487/00; C07D487/02; C07D487/04; A; A61; A61P; A61P1/00; A61P1/04; A61P25/00; A61P25/04; A61P29/00; C07D231/00; C07D231/02; C07D231/10; C07D231/14; C07D231/16

Claims Analysis

Total Claims: 31
Claim 1
Independent Claim 173 words
A pyrazolo quinazoline of the formula ##STR14## wherein R represents a hydrogen atom, a C 1-4 alkyl group or a C 1-4 alkanoyl group, R 1 is a hydrogen atom, a C 1-12 alkyl group, a C 3-8 cycloalkyl group, a C 2-4 alkenyl group, a phenylalkenyl group, wherein the alkenyl group has 2 to 4 carbon atoms, a carboxy group or a phenyl group optionally substituted by a halogen atom, a nitro group, a hydroxy group, a C 1-4 alkoxy group or a di(C 1-4 alkyl)amino group, or R and R 1 may form together a valence bond, R 2 represents a hydrogen atom, a C 1-4 alkyl or a phenyl group, or R 1 and R 2 may form together a C 2-7 alkylene group, R 3 represents a nitro group, an amino group, an alkanoylamino group, wherein the alkanoyl group has 1 to 4 carbon atoms, a benzylideneimino group or an alkylideneimino group, wherein the alkylidene group has 1 to 4 carbon atoms, and pharmaceutically acceptable acid addition salts thereof.
Claim 2
Dependent Claim 173 words
A pyrazolo quinazoline of the formula ##STR14## wherein R represents a hydrogen atom, a C 1-4 alkyl group or a C 1-4 alkanoyl group, R 1 is a hydrogen atom, a C 1-12 alkyl group, a C 3-8 cycloalkyl group, a C 2-4 alkenyl group, a phenylalkenyl group, wherein the alkenyl group has 2 to 4 carbon atoms, a carboxy group or a phenyl group optionally substituted by a halogen atom, a nitro group, a hydroxy group, a C 1-4 alkoxy group or a di(C 1-4 alkyl)amino group, or R and R 1 may form together a valence bond, R 2 represents a hydrogen atom, a C 1-4 alkyl or a phenyl group, or R 1 and R 2 may form together a C 2-7 alkylene group, R 3 represents a nitro group, an amino group, an alkanoylamino group, wherein the alkanoyl group has 1 to 4 carbon atoms, a benzylideneimino group or an alkylideneimino group, wherein the alkylidene group has 1 to 4 carbon atoms, and pharmaceutically acceptable acid addition salts thereof.
Claim 3
Dependent Claim 26 words
A nitropyrazolo[1,5-c]quinazoline of the formula ##STR15## wherein R 2 represents a hydrogen atom or a C 1-4 alkyl group, and pharmaceutically acceptable acid addition salts thereof.
Claim 4
Dependent Claim 26 words
A nitropyrazolo[1,5-c]quinazoline of the formula ##STR15## wherein R 2 represents a hydrogen atom or a C 1-4 alkyl group, and pharmaceutically acceptable acid addition salts thereof.
Claim 5
Dependent Claim 42 words
An aminopyrazolo[1,5-c]quinazoline of the formula ##STR16## wherein R 2 represents a hydrogen atom or a C 1-4 alkyl group, R 4 stands for a C 1-4 alkanoyl group and R 5 is a hydrogen atom and pharmaceutically acceptable acid addition salts thereof.
Claim 6
Dependent Claim 42 words
An aminopyrazolo[1,5-c]quinazoline of the formula ##STR16## wherein R 2 represents a hydrogen atom or a C 1-4 alkyl group, R 4 stands for a C 1-4 alkanoyl group and R 5 is a hydrogen atom and pharmaceutically acceptable acid addition salts thereof.
Claim 7
Dependent Claim 21 words
A nitropyrazolo[1,5-c]quinazoline of the formula ##STR17## wherein R 1 and R 2 represent hydrogen, and pharmaceutically acceptable acid addition salts thereof.
Claim 8
Dependent Claim 21 words
A nitropyrazolo[1,5-c]quinazoline of the formula ##STR17## wherein R 1 and R 2 represent hydrogen, and pharmaceutically acceptable acid addition salts thereof.
Claim 9
Dependent Claim 42 words
A nitropyrazolo[1,5-c]quinazoline of the formula ##STR18## wherein R 1 represents a C 1-4 alkyl group, R 2 represents a hydrogen atom or a C 1-4 alkyl group, R 6 represents a C 1-4 alkanoyl group, and pharmaceutically acceptable acid addition salts thereof.
Claim 10
Dependent Claim 42 words
A nitropyrazolo[1,5-c]quinazoline of the formula ##STR18## wherein R 1 represents a C 1-4 alkyl group, R 2 represents a hydrogen atom or a C 1-4 alkyl group, R 6 represents a C 1-4 alkanoyl group, and pharmaceutically acceptable acid addition salts thereof.
Claim 11
Dependent Claim 52 words
An aminopyrazolo[1,5-c]quinazoline of the formula ##STR19## wherein R represents a hydrogen atom or a C 1-4 alkanoyl group, R 1 and R 2 each represents a C 1-4 alkyl group, R 4 stands for a C 1-4 alkanoyl group, R 5 is a hydrogen atom, and pharmaceutically acceptable acid addition salts thereof.
Claim 12
Dependent Claim 52 words
An aminopyrazolo[1,5-c]quinazoline of the formula ##STR19## wherein R represents a hydrogen atom or a C 1-4 alkanoyl group, R 1 and R 2 each represents a C 1-4 alkyl group, R 4 stands for a C 1-4 alkanoyl group, R 5 is a hydrogen atom, and pharmaceutically acceptable acid addition salts thereof.
Claim 13
Dependent Claim 1 words
1-Nitropyrazolo[1,5-c]quinazoline.
Claim 14
Dependent Claim 1 words
1-Nitropyrazolo[1,5-c]quinazoline.
Claim 15
Dependent Claim 1 words
1-Nitro-5-methylpyrazolo[1,5-c]quinazoline.
Claim 16
Dependent Claim 1 words
1-Nitro-5-methylpyrazolo[1,5-c]quinazoline.
Claim 17
Dependent Claim 1 words
1-Acetaminopyrazolo[1,5-c]quinazoline.
Claim 18
Dependent Claim 1 words
1-Acetaminopyrazolo[1,5-c]quinazoline.
Claim 19
Dependent Claim 1 words
1-Nitro-5-methyl-6-acetyl-5,6-dihydropyrazolo[1,5-c]quinazoline.
Claim 20
Dependent Claim 1 words
1-Nitro-5-methyl-6-acetyl-5,6-dihydropyrazolo[1,5-c]quinazoline.
Claim 21
Dependent Claim 1 words
1-Nitro-5,5-dimethyl-6-acetyl-5,6-dihydropyrazolo[1,5-c]quinazoline.
Claim 22
Dependent Claim 1 words
1-Nitro-5,5-dimethyl-6-acetyl-5,6-dihydropyrazolo[1,5-c]quinazoline.
Claim 23
Dependent Claim 1 words
1-Acetamino-5,5-dimethyl-5,6-dihydropyrazolo[1,5-c]quinazoline.
Claim 24
Dependent Claim 1 words
1-Acetamino-5,5-dimethyl-5,6-dihydropyrazolo[1,5-c]quinazoline.
Claim 25
Dependent Claim 1 words
1-Acetamino-5,5-dimethyl-6-acetyl-5,6-dihydropyrazolo[1,5-c]quinazoline.
Claim 26
Dependent Claim 1 words
1-Acetamino-5,5-dimethyl-6-acetyl-5,6-dihydropyrazolo[1,5-c]quinazoline.
Claim 27
Dependent Claim 1 words
1-Acetamino-5-methyl-6-acetyl-5,6-dihydropyrazolo[1,5-c]quinazoline.
Claim 28
Dependent Claim 1 words
1-Acetamino-5-methyl-6-acetyl-5,6-dihydropyrazolo[1,5-c]quinazoline.
Claim 29
Dependent Claim 1 words
1-Acetamino-5-methylpyrazolo[1,5-c]quinazoline.
Claim 30
Dependent Claim 1 words
1-Acetamino-5-methylpyrazolo[1,5-c]quinazoline.
Claim 31
Dependent Claim 18 words
An analgesic composition comprising an analgesically effective amount of a compound of claim 1 and a pharmaceutical carrier.

References Cited (Backward Citations)

US3313815A Cited
US3531482A Cited
US4110452A Cited
US4112098A Cited
US4198412A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-11-30 1985-06-01 1985-12-01 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-11-30 1989-06-01 1989-12-01 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-11-30 1993-06-01 1993-12-01 $7700.00 Window Closed / Lapsed

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