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Dibenz (b,e) oxepin derivative and antiallergic agent

Assignee: KH Neochem Co Ltd
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Filing: 1985-12-23
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Granted: —
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Expires: 2005-12-23
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Abstract

Abstract A dibenz[b,e]oxepin derivative represented by the formula (I): {wherein A 1 is a hydrogen atom, a methyl group, (CH 2 ) m OR 1 [where m is an integer of 1 to 4, and R 1 is a hydrogen atom, CH 2 CH(OH)CH 2 OCH 2 CH 3 , CH 2 CH(OAc)CH 2 OCH 2 CH 3 or CH 2 OCH 2 CH 2 OCH 3 ], CH(CH 3 )CH 2 OR 1 (where R 1 has the same meaning as defined above), CH = CHC0 2 R 2 (where R 2 is a hydrogen atom or a lower alkyl group), (CH 2 ) n CO 2 R 2 (where n is an integer of 1 to 3, and R has the same meaning as defined above), CH(CH 3 )CO 2 R 2 (where R 2 has the same meaning as defined above), CO 2 (CH 2 )NR 3 R 4 (where is an integer of 1 to 6, and R 3 and R 4 are the same or different lower alkyl groups), CONHR 5 (where R 5 is a lower alkyl group). CO 2 CH 2 CH(OR 6 ),CH 2 OCH 2 CH 3 (where R 6 is a hydrogen atom or an acetyl group), C0 2 CH 2 CH 2 0CH 2 CH 2 0H or CO 2 X 1 (where X 1 is a hydrogen atom or a lower alkyl group). A 2 is a 4-lower alkylpiperazino group, a 4-lower alkylhomopiperazino group or Y-(CH 2 ) p NR 7 R 8 (where Y is NH, O or S, p is an integer of 2 to 5, and R 7 and R 8 are the same or different hydrogen atoms or lower alkyl groups). One of A3 and A4 is COR [where R 9 is a hydroxyl group, a lower alkoxy group, an 1-(ethoxycarbony- loxy)ethoxy group or an amino group] or a cyano group, and the other is a hydrogen atom; or A3 is a hydrogen atom or an alkyl group having 1 to 3 carbon atoms and is a substituent at the 4-position, and A4 is a hydrogen atom.} has antiallergic activity such as antiasthmatic activity.

Inventors

  • 👤 Toshiaki Kumazawa
  • 👤 Etsuo Oshima
  • 👤 Hiroyuki Obase
  • 👤 Kanji Ohmori
  • 👤 Hidee Ishii
  • 👤 Katsuichi Shuto

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-03 03:43
CPC Classifications
C; C07; C07D; C07D405/00; C07D405/02; C07D405/04; C07D313/00; C07D313/02; C07D313/06; C07D313/10; C07D313/12

Claims Analysis

Total Claims: 10
Claim 1
Independent Claim 373 words
A dibenz[b,e]oxepin derivative represented by the formula (I): {wherein A 1 is a hydrogen atom, a methyl group, (CH 2 ) m OR 1 [where m is an integer of 1 to 4, and R 1 is a hydrogen atom, CH 2 CH(OH)CH 2 OCH 2 CH 3 , CH 2 CH(OAc)CH 2 OCH 2 CH 3 or CH 2 OCH 2 CH 2 OCH 3 ], CH(CH 3 )CH 2 OR 1 (where R l has the same meaning as defined above), CH = CHCO 2 R 2 (where R 2 is a hydrogen atom or a lower alkyl group), (CH 2 ) n CO 2 R 2 (where n is an integer of 1 to 3, and R 2 has the same meaning as defined above), CH(CH 3 )CO 2 R 2 (where R 2 has the same meaning as defined above), CO 2 (CH 2 ) ℓ NR 3 R 4 (where ℓ is an integer of 1 to 6,. and R 3 and R 4 are the same or different lower alkyl groups), CONHR 5 (where R 5 is a lower alkyl group), CO 2 CH 2 CH(OR 6 )CH 2 OCH 2 CH 3 (where R 6 is a hydrogen atom or an acetyl group), CO 2 CH 2 CH 2 OCH 2 CH 2 OH or CO 2 X 1 (where X 1 is a hydrogen atom or a lower alkyl group). A 2 is a 4-lower alkylpiperazino group, a 4-lower alkylhomopiperazino group or Y-(CH 2 ) p NR 7 R 8 (where Y is NH, O or S, p is an integer of 2 to 5, and R 7 and R 8 are the same or different hydrogen atoms or lower alkyl groups). One of A3 and A4 is COR 9 [where R 9 is a hydroxyl group, a lower alkoxy group, an 1-(ethoxycarbonyloxy)ethoxy group or an amino group] or a cyano group, and the other is a hydrogen atom; or A3 is a hydrogen atom or an alkyl group having 1 to 3 carbon atoms and is a substituent at the 4-position, and A4 is a hydrogen atom.} [hereinafter referred to as Compound (I)], and a pharmacologically acceptable acid addition salt or metal salt thereof.
Claim 2
Dependent Claim 373 words
A dibenz[b,e]oxepin derivative represented by the formula (I): {wherein A 1 is a hydrogen atom, a methyl group, (CH 2 ) m OR 1 [where m is an integer of 1 to 4, and R 1 is a hydrogen atom, CH 2 CH(OH)CH 2 OCH 2 CH 3 , CH 2 CH(OAc)CH 2 OCH 2 CH 3 or CH 2 OCH 2 CH 2 OCH 3 ], CH(CH 3 )CH 2 OR 1 (where R l has the same meaning as defined above), CH = CHCO 2 R 2 (where R 2 is a hydrogen atom or a lower alkyl group), (CH 2 ) n CO 2 R 2 (where n is an integer of 1 to 3, and R 2 has the same meaning as defined above), CH(CH 3 )CO 2 R 2 (where R 2 has the same meaning as defined above), CO 2 (CH 2 ) ℓ NR 3 R 4 (where ℓ is an integer of 1 to 6,. and R 3 and R 4 are the same or different lower alkyl groups), CONHR 5 (where R 5 is a lower alkyl group), CO 2 CH 2 CH(OR 6 )CH 2 OCH 2 CH 3 (where R 6 is a hydrogen atom or an acetyl group), CO 2 CH 2 CH 2 OCH 2 CH 2 OH or CO 2 X 1 (where X 1 is a hydrogen atom or a lower alkyl group). A 2 is a 4-lower alkylpiperazino group, a 4-lower alkylhomopiperazino group or Y-(CH 2 ) p NR 7 R 8 (where Y is NH, O or S, p is an integer of 2 to 5, and R 7 and R 8 are the same or different hydrogen atoms or lower alkyl groups). One of A3 and A4 is COR 9 [where R 9 is a hydroxyl group, a lower alkoxy group, an 1-(ethoxycarbonyloxy)ethoxy group or an amino group] or a cyano group, and the other is a hydrogen atom; or A3 is a hydrogen atom or an alkyl group having 1 to 3 carbon atoms and is a substituent at the 4-position, and A4 is a hydrogen atom.} [hereinafter referred to as Compound (I)], and a pharmacologically acceptable acid addition salt or metal salt thereof.
Claim 3
Dependent Claim 173 words
A dibenz[b,e]oxepin derivative according to claim 1 represented by the formula (I-1): [wherein A la is (CH 2 ) m OR 1 (where m and R 1 have the same meanings as defined in claim 1), CH(CH 3 )CH 2 OR 1 (where R 1 has the same meaning as defined in claim 1), CH = CHCO 2 R 2 (where R 2 has the same meaning as defined in claim 1), (CH 2 ) n CO 2 R 2 (where n and R 2 have the same meanings as defined in claim 1 ) or CH(CH 3 )CO 2 R 2 (where R 2 has the same meaning as defined in claim 1); and A 2a is a 4-lower alkylpiperazino group, a 4-lower alkylhomopiperazino group or Y-(CH 2 ) p NR 7a R 8a (where Y and p have the same meanings as defined in claim 1, and R 7a and R 8a are the same or different lower alkyl groups)], and a pharmacologically acceptable acid addition salt or metal salt thereof.
Claim 4
Dependent Claim 120 words
A dibenz[b,e]oxepin derivative according to claim 1 represented by the formula (I-2): [wherein A lb is CO 2 -(CH 2 ) ℓ NR 3 R 4 (where ℓ, R 3 and R 4 have the same meanings as defined in claim 1), CONHR 5 (where R 5 has the same meaning as defined in claim 1), C02CH2CH2(OR6)CH2OCH2CH3 (where R 6 has the same meaning as defined in claim 1) or CO 2 CH 2 CH 2 OCH 2 CH 2 OH; and A 2b is S/\/NR 7a R 8a (where R 7a and R 8a have the same meanings as defined in claim 1) or a 4-lower alkylpiperazino group], and a pharmacologically acceptable acid addition salt or metal salt thereof.
Claim 5
Dependent Claim 124 words
A dibenz[b,e]oxepin derivative according to claim 1 represented by the formula (I-3): [wherein A lc is CO 2 X 1 (where X 1 is a hydrogen atom or a lower alkyl group); and A 3a is a hydrogen atom or an alkyl group having 1 to 3 carbon atoms. A2c is S/\/NHR 8b (where R 8b is a hydrogen atom or a lower alkyl group), when A 3a is a hydrogen atom, or A 2c is S/\/NR 7a R 8a (where R 7a and R 8a have the same meanings as defined in claim 2) or a 4-lower alkylpiperazino group, when A 3a is an alkyl group having 1 to 3 carbon atoms], and a pharmacologically acceptable acid addition salt or metal salt thereof.
Claim 6
Dependent Claim 106 words
A dibenz[b,e]oxepin derivative according to claim 1 represented by the formula (I-4): [wherein A ld is a hydrogen atom or a methyl group; A 2d is a 4-methylpiperazino group or Y-(CH 2 ) q NR 7 R 8 (where Y, R 7 and R 8 have the same meanings as defined in claim 1, and q is 2, 3 or 4); and one of A 3b and A 4a is COR 9 (where R 9 has the same meaning as defined in claim 1) or a cyano group, and the other is a hydrogen atom], and a pharmacologically acceptable acid addition salt or metal salt thereof.
Claim 7
Dependent Claim 29 words
A pharmaceutical composition containing a Compound (I) or a pharmacologically acceptable acid addition salt or metal salt thereof as an active component and at least one pharmacologically acceptable carrier.
Claim 8
Dependent Claim 29 words
A pharmaceutical composition containing a Compound (I) or a pharmacologically acceptable acid addition salt or metal salt thereof as an active component and at least one pharmacologically acceptable carrier.
Claim 9
Dependent Claim 11 words
A pharmaceutical composition according to claim 6 used as antiallergic agent.
Claim 10
Dependent Claim 11 words
A pharmaceutical composition according to claim 7 used as antiasthma agent.

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