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N-benzoyl-N'-pyridazinyloxyphenyl urea compounds, and antitumorous compositions containing them, and process for their preparation

Assignee: Ishihara Sangyo Kaisha Ltd
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Filing: 1985-07-16
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Granted: —
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Expires: 2005-07-16
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Abstract

Abstract An N-benzoyl-N'-pyridazinyloxyphenyl urea compound having the formula: wherein each of X 1 and X 2 is a hydrogen atom, a halogen atom or a nitro group, Y is a hydrogen atom, a halogen atom or a methyl group which may be substituted by fluorine, and Z is a hydrogen atom, a halogen atom or a trifluoromethyl group, provided that when X l is a hydrogen atom and X 2 is a hydrogen atom or a halogen atom, Y is a methyl group which may be substituted by fluorine and/or Z is a hydrogen atom or a trifluoromethyl group. The compound is useful as an active ingredient for an antitumorous composition.

Inventors

  • 👤 Takahiro Haga
  • 👤 Nobutoshi Yamada
  • 👤 Hideo Sugi
  • 👤 Toru Koyanagi
  • 👤 Hiroshi Okada

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-01 15:53
CPC Classifications
C; C07; C07D; C07D237/00; C07D237/02; C07D237/06; C07D237/10; C07D237/14; A; A61; A61K; A61K31/00; A61K31/33; A61K31/395; A61K31/495; A61K31/50; A61P; A61P35/00

Claims Analysis

Total Claims: 23
Claim 1
Independent Claim 97 words
An N-benzoyl-N'-pyridazinyloxyphenylurea compound having the formula: wherein each of X 1 and X 2 is a hydrogen atom, a halogen atom or a nitro group, Y is a hydrogen atom, a halogen atom or a methyl group which may be substituted by fluorine, and Z is a hydrogen atom, a halogen atom or a trifluoromethyl group, provided that when X 1 is a hydrogen atom and X 2 is a hydrogen atom or a halogen atom, Y is a methyl group which may be substituted by fluorine and/or Z is a hydrogen atom or a trifluoromethyl group.
Claim 2
Dependent Claim 97 words
An N-benzoyl-N'-pyridazinyloxyphenylurea compound having the formula: wherein each of X 1 and X 2 is a hydrogen atom, a halogen atom or a nitro group, Y is a hydrogen atom, a halogen atom or a methyl group which may be substituted by fluorine, and Z is a hydrogen atom, a halogen atom or a trifluoromethyl group, provided that when X 1 is a hydrogen atom and X 2 is a hydrogen atom or a halogen atom, Y is a methyl group which may be substituted by fluorine and/or Z is a hydrogen atom or a trifluoromethyl group.
Claim 3
Dependent Claim 13 words
The compound according to Claim 1, wherein X 2 is a nitro group.
Claim 4
Dependent Claim 26 words
The compound according to Claim 1, wherein X 2 is a nitro group, and Y is a hydrogen atom, a halogen atom or a trifluoromethyl group.
Claim 5
Dependent Claim 20 words
The compound according to Claim 1, wherein X 1 is a hydrogen atom, and X 2 is a nitro group.
Claim 6
Dependent Claim 24 words
The compound according to Claim 1, wherein X, is a hydrogen atom, X 2 is a nitro group, and Z is a halogen atom.
Claim 7
Dependent Claim 40 words
The compound according to Claim 1, wherein X 1 is a hydrogen atom, X 2 is a nitro group, Y is a halogen atom or a methyl group which may be substituted by fluorine, and Z is a halogen atom.
Claim 8
Dependent Claim 34 words
The compound according to Claim 1, wherein X 1 is a hydrogen atom, X 2 is a nitro group, Y is a halogen atom or a trifluoromethyl group, and Z is a halogen atom.
Claim 9
Dependent Claim 13 words
The compounds according to Claim 1, namely N-(2-nitrobenzoyl)-N'-[4-(6-bromo-3-pyridazinyloxy)-3-chlorophenyllurea, N-(2-nitrobenzoyl)-N'-[3-chloro-4-(6-chloro-3-pyridazinyloxy)phenyllurea, N-(2-nitrobenzoyl)-N'-[4-(6-bromo-3-pyridazinyloxy)-3-fluorophenyl]urea, N-(2-nitrobenzoyl)-N'-[4-(6-chloro-3-pyridazinyloxy)-3-trifluoromethylphenyl]urea , N-(2-nitrobenzoyl)-N'-[4-(6-chloro-3-pyridazinyloxy)-3-methylphenyllurea.
Claim 10
Dependent Claim 164 words
A process for producing an N-benzoyl-N'- pyridazinyloxyphenyl urea compound having the formula: wherein each of X 1 and X 2 is a hydrogen atom, a halogen atom or a nitro group, Y is a hydrogen atom, a halogen atom or a methyl group which may be substituted by fluorine, and Z is a hydrogen atom, a halogen atom cr a trifluoromethyl group, provided that when X 1 is a hydrogen atom and X 2 is a hydrogen atom or a halogen atom, Y is a methyl group which may be substituted by fluorine and/or Z is a hydrogen atom or a trifluoromethyl group, which comprises reacting a compound of the formula: wherein X 1 and X 2 are as defined above, and R 1 is an isocyanate group or an amino group, with a compound of . the formula: wherein Y and Z are as defined above, and R 2 is an amino group or an isocyanate group which differs from R 1 .
Claim 11
Dependent Claim 164 words
A process for producing an N-benzoyl-N'- pyridazinyloxyphenyl urea compound having the formula: wherein each of X 1 and X 2 is a hydrogen atom, a halogen atom or a nitro group, Y is a hydrogen atom, a halogen atom or a methyl group which may be substituted by fluorine, and Z is a hydrogen atom, a halogen atom cr a trifluoromethyl group, provided that when X 1 is a hydrogen atom and X 2 is a hydrogen atom or a halogen atom, Y is a methyl group which may be substituted by fluorine and/or Z is a hydrogen atom or a trifluoromethyl group, which comprises reacting a compound of the formula: wherein X 1 and X 2 are as defined above, and R 1 is an isocyanate group or an amino group, with a compound of . the formula: wherein Y and Z are as defined above, and R 2 is an amino group or an isocyanate group which differs from R 1 .
Claim 12
Dependent Claim 20 words
The process according to Claim 9, wherein R 1 is an isocyanate group, and R 2 is an amino group.
Claim 13
Dependent Claim 17 words
The process according to Claim 10, wherein the reaction is ccnducted in the presence of a solvent.
Claim 14
Dependent Claim 19 words
The process according to Claim 10, wherein the reaction is conducted at a temperature of from 0 to 120°C.
Claim 15
Dependent Claim 20 words
The process according to Claim 9, wherein R 1 is an amino group, and R 2 is an isocyanate group.
Claim 16
Dependent Claim 17 words
The process according to Claim 13, wherein the reaction is conducted in the presence of a solvent.
Claim 17
Dependent Claim 21 words
The process according to Claim 13, wherein the reaction is conducted at a temperature of from 50°C to the refluxing temperature.
Claim 18
Dependent Claim 18 words
An antitumorous composition comprising an N-benzoyl-N'-pyridazinyloxyphenyl urea compound as defined in Claim 1 and a pharmacologically acceptable adjuvant.
Claim 19
Dependent Claim 19 words
A method for therapy of cancer which comprises administering an N-benzoyl-N'- pyridazinyloxyphenyl urea compound as defined in Claim 1.
Claim 20
Dependent Claim 36 words
An intermediate compound having the formula: wherein Y 1 is a methyl group which may be substituted by fluorine, Z 1 is a halogen atom, and R 2 is an isocyanate group or an amino group.
Claim 21
Dependent Claim 36 words
An intermediate compound having the formula: wherein Y 1 is a methyl group which may be substituted by fluorine, Z 1 is a halogen atom, and R 2 is an isocyanate group or an amino group.
Claim 22
Dependent Claim 24 words
The compound according to Claim 18, wherein R 2 is an amino group, and Y 1 is a methyl group or a trifluoromethyl group.
Claim 23
Dependent Claim 23 words
20 . The compound according to Claim 18 , wherein R 2 is an amino group, and Y 1 is a trifluoromethyl group.

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