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US3859237A Expired / Lapsed US ⏱️ 0.0 years remaining

Quinazoline derivatives

Assignee: Sumitomo Chemical Co Ltd
•
Filing: 1972-11-07
•
Granted: 1975-01-07
•
Expires: 1992-11-07
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Abstract

Abstract Quinazoline derivatives represented by the formula WHEREIN R1 and R2 are individually a hydrogen atom, a halogen atom, a lower alkyl group, a lower alkoxy group, a nitro group, a lower alkylthio group or a lower alkylsulfonyl group; R3 is a hydrogen atom, a lower alkyl group, a lower cycloalkyl group, a naphthyl group, a furyl group or a thienyl group; R4 is a lower cycloalkyl group or a trihalomethyl group; and n is an integer of 1 to 3, are novel compounds and have excellent pharmacological properties, particularly as anti-inflammatory and analgesic effects with low toxicity. They can be prepared by treating with ammonia a trihaloacetamidophenylketone derivative of the formula WHEREIN R1, R2 and R3 are as defined above: R is a hydrogen atom or a group of the formula -CnH2n-R4; and X is a halogen atom.

Inventors

  • 👤 Shigeho Inaba
  • 👤 Michihiro Yamamoto
  • 👤 Kikuo Ishizumi
  • 👤 Kazuo Mori
  • 👤 Masao Koshiba
  • 👤 Hisao Yamamoto

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 16:04
CPC Classifications
C; C07; C07D; C07D401/00; C07D401/02; C07D401/04; C07D239/00; C07D239/70; C07D239/72; C07D239/78; C07D239/80; C07D239/82; C07D409/00; C07D409/02; C07D409/04

Claims Analysis

Total Claims: 65
Claim 1
Independent Claim 7 words
A QUINAZOLINE DERIATIVE REPRESENTED BY THE FORMULA
Claim 2
Dependent Claim 7 words
A QUINAZOLINE DERIATIVE REPRESENTED BY THE FORMULA
Claim 3
Dependent Claim 27 words
The quinazoline derivative according to claim 1, wherein R1, R2, R3 and n are as defined in claim 1; and R4 is a C3 6 cycloalkyl group.
Claim 4
Dependent Claim 31 words
The quinazoline derivative according to claim 2, wherein R1 and R2 are as defined in claim 1; R3 is a thienyl group; R4 is a cyclopropyl group; and n is 1.
Claim 5
Dependent Claim 32 words
The quinazoline derivative according to claim 1, wherein R4 is a trihalomethyl group; R3 is a thienyl or lower cycloalkyl group; and R1, R2 and n are as defined in claim 1.
Claim 6
Dependent Claim 1 words
1-Cyclopropylmethyl-4-(2''-thienyl)-2(1H)-quinazolinone.
Claim 7
Dependent Claim 1 words
1-Cyclopropylmethyl-4-(2''-thienyl)-2(1H)-quinazolinone.
Claim 8
Dependent Claim 1 words
1-Cyclopropylmethyl-4-(2''-thienyl)-6-chloro-2(1H)-qUinazolinone.
Claim 9
Dependent Claim 1 words
1-Cyclopropylmethyl-4-(2''-thienyl)-6-chloro-2(1H)-qUinazolinone.
Claim 10
Dependent Claim 1 words
1-Cyclopropylmethyl-4-(2''-thienyl)-6-methyl-2(1H)-quinazolinone.
Claim 11
Dependent Claim 1 words
1-Cyclopropylmethyl-4-(2''-thienyl)-6-methyl-2(1H)-quinazolinone.
Claim 12
Dependent Claim 1 words
1-Cyclopropylmethyl-4-(2''-thienyl)-7-methyl-2(1H)-quinazolinone.
Claim 13
Dependent Claim 1 words
1-Cyclopropylmethyl-4-(2''-thienyl)-7-methyl-2(1H)-quinazolinone.
Claim 14
Dependent Claim 1 words
1-Cyclopropylmethyl-4-(2''-thienyl)-6,7-dimethyl-2(1H)-quinazolinone.
Claim 15
Dependent Claim 1 words
1-Cyclopropylmethyl-4-(2''-thienyl)-6,7-dimethyl-2(1H)-quinazolinone.
Claim 16
Dependent Claim 1 words
1-Cyclopropylmethyl-4-(2''-thienyl)-6-methoxy-2(1H)-quinazolinone.
Claim 17
Dependent Claim 1 words
1-Cyclopropylmethyl-4-(2''-thienyl)-6-methoxy-2(1H)-quinazolinone.
Claim 18
Dependent Claim 1 words
1-Cyclopropylmethyl-4-(2''-thienyl)-8-methoxy-2(1H)-quinazolinone.
Claim 19
Dependent Claim 1 words
1-Cyclopropylmethyl-4-(2''-thienyl)-8-methoxy-2(1H)-quinazolinone.
Claim 20
Dependent Claim 1 words
1-Cyclopropylmethyl-4-(2''-thienyl)-6-methoxy-8-methyl-2(1H)-quinazolinone.
Claim 21
Dependent Claim 1 words
1-Cyclopropylmethyl-4-(2''-thienyl)-6-methoxy-8-methyl-2(1H)-quinazolinone.
Claim 22
Dependent Claim 1 words
1-Cyclopropylmethyl-4-(2''-thienyl)-6-nitro-2(1H)-quinazolinone.
Claim 23
Dependent Claim 1 words
1-Cyclopropylmethyl-4-(2''-thienyl)-6-nitro-2(1H)-quinazolinone.
Claim 24
Dependent Claim 1 words
1-Cyclopropylmethyl-4-(2''-thienyl)-6-methylthio-2(1H)-quinazolinone.
Claim 25
Dependent Claim 1 words
1-Cyclopropylmethyl-4-(2''-thienyl)-6-methylthio-2(1H)-quinazolinone.
Claim 26
Dependent Claim 1 words
1-Cyclopropylmethyl-4-(2''-thienyl)-6-methyl-sulfonyl-2(1H)-quinazolinone.
Claim 27
Dependent Claim 1 words
1-Cyclopropylmethyl-4-(2''-thienyl)-6-methyl-sulfonyl-2(1H)-quinazolinone.
Claim 28
Dependent Claim 1 words
1-(2''-Cyclopropylethyl)-4-(2''-thienyl)-6-nitro-2(1H)-quinazolinone.
Claim 29
Dependent Claim 1 words
1-(2''-Cyclopropylethyl)-4-(2''-thienyl)-6-nitro-2(1H)-quinazolinone.
Claim 30
Dependent Claim 1 words
1-Cyclohexylmethyl-4-(2''-thienyl)-6-nitro-2(1H)-quinazolinone.
Claim 31
Dependent Claim 1 words
1-Cyclohexylmethyl-4-(2''-thienyl)-6-nitro-2(1H)-quinazolinone.
Claim 32
Dependent Claim 3 words
1-(2'' ,2'' ,2''-Trifluoroethyl)-4-cyclohexyl-2(1H)-quinazolinone.
Claim 33
Dependent Claim 3 words
1-(2'' ,2'' ,2''-Trifluoroethyl)-4-cyclohexyl-2(1H)-quinazolinone.
Claim 34
Dependent Claim 1 words
1-(2'',2'',2''-Trifluoroethyl)-4-cyclohexyl-6-methoxy-2(1H)-quinazolinone.
Claim 35
Dependent Claim 1 words
1-(2'',2'',2''-Trifluoroethyl)-4-cyclohexyl-6-methoxy-2(1H)-quinazolinone.
Claim 36
Dependent Claim 2 words
1-(2'',2'' ,2''-Trifluoroethyl)-4-cyclohexyl-6-nitro-2(1H)-quinazolinone.
Claim 37
Dependent Claim 2 words
1-(2'',2'' ,2''-Trifluoroethyl)-4-cyclohexyl-6-nitro-2(1H)-quinazolinone.
Claim 38
Dependent Claim 2 words
1-(2'',2'' ,2''-Trifluoroethyl)-4-(2''-thienyl)-2(1H)-quinazolinone.
Claim 39
Dependent Claim 2 words
1-(2'',2'' ,2''-Trifluoroethyl)-4-(2''-thienyl)-2(1H)-quinazolinone.
Claim 40
Dependent Claim 3 words
1-(2'' ,2'' ,2''-Trifluoroethyl)-4-(2''-thienyl)-6-chloro-2(1H)-quinazolinone.
Claim 41
Dependent Claim 3 words
1-(2'' ,2'' ,2''-Trifluoroethyl)-4-(2''-thienyl)-6-chloro-2(1H)-quinazolinone.
Claim 42
Dependent Claim 3 words
1-(2'' ,2'' ,2''-Trifluoroethyl)-4-(2''-thienyl)-6-methyl-2(1H)-quinazolinone.
Claim 43
Dependent Claim 3 words
1-(2'' ,2'' ,2''-Trifluoroethyl)-4-(2''-thienyl)-6-methyl-2(1H)-quinazolinone.
Claim 44
Dependent Claim 3 words
1-(2'' ,2'' ,2''-Trifluoroethyl)-4-(2''-thienyl)-7-methyl-2(1H)-quinazolinone.
Claim 45
Dependent Claim 3 words
1-(2'' ,2'' ,2''-Trifluoroethyl)-4-(2''-thienyl)-7-methyl-2(1H)-quinazolinone.
Claim 46
Dependent Claim 1 words
1(2'',2'',2''-Trifluoroethyl)-4-(2''-thienyl)-8-methyl-2(1H)-quinazolinone.
Claim 47
Dependent Claim 1 words
1(2'',2'',2''-Trifluoroethyl)-4-(2''-thienyl)-8-methyl-2(1H)-quinazolinone.
Claim 48
Dependent Claim 1 words
1-(2'',2'',2''-Trifluoroethyl)-4-(2''-thienyl)-6-methoxy-2(1H)-quinazolinone.
Claim 49
Dependent Claim 1 words
1-(2'',2'',2''-Trifluoroethyl)-4-(2''-thienyl)-6-methoxy-2(1H)-quinazolinone.
Claim 50
Dependent Claim 2 words
1-(2'',2'',2''-Trifluoroethyl)-4-(2''-thienyl)-6,7-dimethoxy-2(1H) -quinazolinone.
Claim 51
Dependent Claim 2 words
1-(2'',2'',2''-Trifluoroethyl)-4-(2''-thienyl)-6,7-dimethoxy-2(1H) -quinazolinone.
Claim 52
Dependent Claim 1 words
1-(2'',2'',2''-Trifluoroethyl)-4-(2''-thienyl)-6-nitro-2(1H)-quinazolinone.
Claim 53
Dependent Claim 1 words
1-(2'',2'',2''-Trifluoroethyl)-4-(2''-thienyl)-6-nitro-2(1H)-quinazolinone.
Claim 54
Dependent Claim 1 words
1-(2'',2'',2''-Trifluoroethyl)-4-(2''-thienyl)-6-methylthio-2(1H)-quinazolinone.
Claim 55
Dependent Claim 1 words
1-(2'',2'',2''-Trifluoroethyl)-4-(2''-thienyl)-6-methylthio-2(1H)-quinazolinone.
Claim 56
Dependent Claim 2 words
1-(2'',2'',2''-Trifluoroethyl)-4-(2''-thienyl)-6-methylsulfonyl-2(1H) -quinazolinone.
Claim 57
Dependent Claim 2 words
1-(2'',2'',2''-Trifluoroethyl)-4-(2''-thienyl)-6-methylsulfonyl-2(1H) -quinazolinone.
Claim 58
Dependent Claim 1 words
1-(2'',2'',2''-Trichloroethyl)-4-(2''-thienyl)-2(1H)-quinazolinone.
Claim 59
Dependent Claim 1 words
1-(2'',2'',2''-Trichloroethyl)-4-(2''-thienyl)-2(1H)-quinazolinone.
Claim 60
Dependent Claim 2 words
1-(2'' ,2'',2''-Trichloroethyl)-4-(2''-thienyl)-6-methoxy-2(1H)-quinazolinone.
Claim 61
Dependent Claim 2 words
1-(2'' ,2'',2''-Trichloroethyl)-4-(2''-thienyl)-6-methoxy-2(1H)-quinazolinone.
Claim 62
Dependent Claim 1 words
1-(2'',2'',2''-Trichloroethyl)-4-(2''-thienyl)-6-nitro-2(1H)-quinazolinone.
Claim 63
Dependent Claim 1 words
1-(2'',2'',2''-Trichloroethyl)-4-(2''-thienyl)-6-nitro-2(1H)-quinazolinone.
Claim 64
Dependent Claim 1 words
1-(2''-Chloro-2'',2''-difluoroethyl)-4-(2''-thienyl)-2(1H)-quinazolinone.
Claim 65
Dependent Claim 1 words
1-(2''-Chloro-2'',2''-difluoroethyl)-4-(2''-thienyl)-2(1H)-quinazolinone.

References Cited (Backward Citations)

US3549635A Cited
US3551427A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1978-01-06 1978-07-08 1979-01-07 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1982-01-06 1982-07-08 1983-01-07 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1986-01-06 1986-07-08 1987-01-07 $7700.00 Window Closed / Lapsed

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