US4863924A
Expired / Lapsed
US
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N-benzoyl urea compounds, antitumorous compositions containing them
Assignee: Ishihara Sangyo Kaisha Ltd
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Filing: 1986-12-08
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Granted: 1989-09-05
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Expires: 2006-12-08
Abstract
Abstract An N-benzoyl urea compound having the formula: ##STR1## wherein X is a hydrogen atom, a halogen atom or a nitro group, n is an integer of from 1 to 3, and Q is ##STR2## wherein Y 1 is an unsubstituted or substituted alkyl group, or an alkoxy or alkoxycarbonyl group with its alkyl moiety unsubstituted or substituted, Y 2 is a hydrogen atom, a halogen atom, a nitro group, an unsubstituted or substituted alkyl group, or an alkoxy or alkoxycarbonyl group with its alkyl moiety unsubstituted or substituted, Z is a hydrogen atom, a halogen atom, a trifluoromethyl group or a nitro group, and each of A and B is ═CH-- or a nitrogen atom, provided that one of A and B is ═CH-- and the other is a nitrogen atom, with the provisos (1) that when Q is ##STR3## where when X is a hydrogen atom and Y 1 is an alkyl group, Z is not a hydrogen atom, a halogen atom nor a trifluoromethyl group, and (2) that when Q is ##STR4## wherein A is a nitrogen atom and Y 1 is a trifluoromethyl group, Y 2 is other than a hydrogen atom.
Inventors
- 👤 Takahiro Haga
- 👤 Nobutoshi Yamada
- 👤 Hideo Sugi
- 👤 Toru Koyanagi
- 👤 Hiroshi Okada
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 05:43
CPC Classifications
C; C07; C07D; C07D239/00; C07D239/02; C07D239/24; C07D239/28; C07D239/32; C07D213/00; C07D213/02; C07D213/04; C07D213/60; C07D213/62; C07D213/63; C07D213/64; C07D213/643; A; A61; A61P; A61P35/00; C07D237/00; C07D237/02; C07D237/06; C07D237/10; C07D237/14; C07D239/34
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
206 words
An N-benzoyl urea compound having the formula: ##STR30## wherein X is a hydrogen atom, a halogen atom or a nitro group, n is an integer of from 1 to 3, and Q is ##STR31## wherein Y 1 is alkyl, alkoxy or alkoxycarbonyl or said alkyl, said alkoxy or said alkoxycarbonyl substituted by at least one group selected from the group consisting of halogen, alkoxy, alkylthio, cyano and thiocyanate; Y 2 is hydrogen, halogen, nitro, alkyl, alkoxy or alkoxycarbonyl, or said alkyl, said alkoxy or said alkoxycarbonyl substituted by at least one group selected from the group consisting of halogen, alkoxy, alkylthio, cyano and thiocyanate; Z is hydrogen, halogen, trifluoromethyl or nitro, and each of A and B is ═CH-- or nitrogen, provided that one of A and B is ═C-- and the other is nitrogen, with the provisos (1) that when Q is ##STR32## where (ii) when X is hydrogen and Y l is alkyl, Z is not hydrogen, halogen or trifluoromethyl; and (2) that when Q is ##STR33## wherein A is nitrogen and Y l is trifluoromethyl, Y 2 is other than hydrogen and wherein the alkyl groups and the alkyl portions of said alkoxy and alkoxycarbonyl groups have from 1 to 6 carbon atoms.
Claim 2
Dependent Claim
206 words
An N-benzoyl urea compound having the formula: ##STR30## wherein X is a hydrogen atom, a halogen atom or a nitro group, n is an integer of from 1 to 3, and Q is ##STR31## wherein Y 1 is alkyl, alkoxy or alkoxycarbonyl or said alkyl, said alkoxy or said alkoxycarbonyl substituted by at least one group selected from the group consisting of halogen, alkoxy, alkylthio, cyano and thiocyanate; Y 2 is hydrogen, halogen, nitro, alkyl, alkoxy or alkoxycarbonyl, or said alkyl, said alkoxy or said alkoxycarbonyl substituted by at least one group selected from the group consisting of halogen, alkoxy, alkylthio, cyano and thiocyanate; Z is hydrogen, halogen, trifluoromethyl or nitro, and each of A and B is ═CH-- or nitrogen, provided that one of A and B is ═C-- and the other is nitrogen, with the provisos (1) that when Q is ##STR32## where (ii) when X is hydrogen and Y l is alkyl, Z is not hydrogen, halogen or trifluoromethyl; and (2) that when Q is ##STR33## wherein A is nitrogen and Y l is trifluoromethyl, Y 2 is other than hydrogen and wherein the alkyl groups and the alkyl portions of said alkoxy and alkoxycarbonyl groups have from 1 to 6 carbon atoms.
Claim 3
Dependent Claim
21 words
The N-benzoyl urea compound according to claim 1, wherein said C 1-6 group is methyl, ethyl, propyl, butyl, pentyl or hexyl.
Claim 4
Dependent Claim
12 words
The N-benzoyl urea compound according to claim 1, wherein Q is ##STR34##
Claim 5
Dependent Claim
31 words
The N-benzoyl urea compound according to claim 2, wherein X is nitro or halogen, Y 1 is alkyl or alkyl substituted by halogen, Y 2 is hydrogen, and Z is halogen.
Claim 6
Dependent Claim
12 words
The N-benzoyl urea compound according to claim 1, wherein Q is ##STR35##
Claim 7
Dependent Claim
28 words
The N-benzoyl urea compound according to claim 5, wherein Y 2 is alkyl or alkyl substituted by halogen, A is nitrogen, B is ═CH--, and Z is halogen.
Claim 8
Dependent Claim
9 words
The compound according to claim 3, which is N-(2-nitrobenzoyl)-N,-[4-(5-chloro-2-pyrimidinyloxy)-3-methylphenyl]urea.
Claim 9
Dependent Claim
9 words
The compound according to claim 3, which is N-(2-nitrobenzoyl)-N'-[4-(5-bromo-2-pyrimidinyloxy)-3-methylphenyl]urea.
Claim 10
Dependent Claim
9 words
The compound according to claim 5, which is N-(2-nitrobenzoyl)-N'-[4-(5-chloro-2-pyrimidinyloxy)-4-methylphenyl]urea.
Claim 11
Dependent Claim
39 words
An antitumorous composition which is effective against p-388 leukemia, L-1210 leukemia, B-16 melanoma, or M-5076 sarcoma in a mouse, comprising: a therapeutically effective amount of an N-benzoyl urea compound as defined in claim 1 and a pharmaceutically acceptable adjuvant.
Claim 12
Dependent Claim
38 words
A method for treating p-388 leukemia, L- 1210 leukemia, B-16 melanoma, or M-5076 sarcoma in a mouse, which comprises: administering a therapeutically effective amount of an N-benzoyl urea compound as defined in claim 1 to a diseased subject.
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EP0115210A1
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EP0164694A2
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US4677110A
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EP0169484A2
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| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1992-09-04 | 1993-03-06 | 1993-09-05 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1996-09-04 | 1997-03-06 | 1997-09-05 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2000-09-04 | 2001-03-06 | 2001-09-05 | $7700.00 | Window Closed / Lapsed |