Patent EP0189142A2 successfully refreshed from Google Patents.
← Back to Patent Explorer
EP0189142A2 Expired / Lapsed EP ⏱️ 0.0 years remaining

Arylalkoxyphenyl-allylic alcohols as agents for the treatment of hypersensitive ailments

Assignee: USV Pharmaceutical Corp
•
Filing: 1986-01-17
•
Granted: —
•
Expires: 2006-01-17
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract The present invention is concerned with the therapeutic composition comprising as an active ingredient a compound of the formula: and salts thereof, wherein a = 1, 2 or 3; each b = 1 or 2 and is the same value as the other; Ar is phenyl or naphthyl containing one or two substituents selected from the group consisting of hydrogen, alkoxy, aryloxy, hydroxy, hydroxyalkyl, alkyl, aryl, halo, CF 3 , carboxy, carbalkoxy, carboxyalkoxy, carbalkoxyalkoxy, lower acyl, nitrilo, amino, nitro, mercapto or alkylthio; Ar 1 is phenyl, naphthyl, or a nitrogen, oxygen or sulfur heterocyclic ring; each R 1 is independently hydrogen, alkyl, carboxy, carbalkoxy, alkylenecarboxy, arylenecarboxy, alkylenecarbalkoxy, alkanoyl, formyl, nitrilo, amino, aminoalkylene, alkylamino, carboxamide, halo, trihalomethyl, hydroxy, alkoxy, aralkyloxy, aryloxy, nitro, sulfamyl, mercapto or alkylthio; each R is H or alkyl; Z is an alkylene chain containing up to 10 carbon atoms in the principal chain and up to a total of 12 carbon atoms and from 0 to 2 double bonds and Z when taken together with the carbon atom of (CR=CR) to which it is attached forms a cycloalkylidene ring; each R 2 is a substituent attached to one of the carbon atoms of Z selected from the group consisting of OR 4 , SR 4 , NiH 4 ) 2 , CHO and COR 5 ; each R 3 is H, cycloalkyl, aralkyl, aryl, lower dialkylamino, morpholino, piperazino, piperidino or CF 3 ; each R 4 is H, alkyl, benzoyl, lower alkanoyl, aryl or aralkyl; R 5 is OR 6 or N(R 4 ) 2 ; R 6 is H, alkyl, aryl, or aralkyl; n = 1 or 2; n' = 1 or 2; n" = 1 or 2; n"' = 1 or 2; alkylene of up to 2 carbon atoms in the principal chain and up to a total of 4 carbon atoms, -C(R 7 ) = C(R 7 )-, -C≡C-, m = 0 or 1; m' = 0, 1, or 2; and R 7 is H, CH 3 or phenyl; wherein the group(s) designated [(R 1 ) n -Ar 1 -(X) b l a is (are) attached directly to Ar. In addition, the present invention relates to the method of using these compounds as lipoxygenase inhibitors possessing anti-inflammatory and anti-allergic responses.

Inventors

  • 👤 Thomas Daw-Yuan Lee

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-07 02:04
CPC Classifications
C; C07; C07C; C07C49/00; C07C49/587; C07C49/753; A; A61; A61P; A61P29/00; A61P37/00; A61P37/08; A61P43/00; C07C43/00; C07C43/02; C07C43/20; C07C43/23; C07C45/00; C07C45/61; C07C45/67; C07C45/68; C07C45/70; C07C45/71; C07C45/72; C07C45/74; C07C47/00; C07C47/20; C07C47/277; C07C49/20; C07C49/255

Claims Analysis

Total Claims: 10
Claim 1
Independent Claim 303 words
A therapeutic composition comprising as an active ingredient a compound of the formula: and salts thereof, wherein a = 1, 2 or 3; each b = 1 or 2 and is the same value as the other; Ar is phenyl or naphthyl containing one or two substituents selected from the group consisting of hydrogen, alkoxy, aryloxy, hydroxy, hydroxyalkyl, alkyl, aryl, halo, CF 3 , carboxy, carbalkoxy, carboxyalkoxy, carbalkoxyalkoxy, lower acyl, nitrilo, amino, nitro, mercapto, or alkylthio; Ar 1 is phenyl, naphthyl, or a nitrogen, oxygen or sulfur heterocyclic ring; each R 1 is independently hydrogen, alkyl, carboxy, carbalkoxy, alkylenecarboxy, arylenecarboxy, alkylenecarbalkoxy, alkanoyl, formyl, nitrilo, amino, aminoalkylene, alkylamino, carboxamide, halo, trihalomethyl, hydroxy, alkoxy, aralkyloxy, aryloxy, nitro, sulfamyl, mercapto or alkylthio; each R is H or alkyl; Z is an alkylene chain containing up to 10 carbon atoms in the principal chain and up to a total of 12 carbon atoms and from 0 to 2 double bonds and Z when taken together with the carbon atom of (CR=CR) to which it is attached forms a cycloalkylidene ring; each R 2 is OR 4 attached to one of the carbon atoms of Z; each R 3 is H, cycloalkyl, aralkyl or aryl, dialkylamino, morpholino, piperazino, piperidino, or CF 3 ; each R 4 is H, alkyl, benzoyl, lower alkanoyl, aryl or aralkyl; n = 1 or 2; n' = 1 or 2; n" = 1 or 2; n"' =1 or 2; alkylene of up to 2 carbon atoms in the principal chain and up to a total of 4 carbon atoms, -C(R 7 )=C(R 7 )-, -C≡C-, m = 0 or 1; m' = 0, 1 or 2; and R 7 is H, CH 3 or phenyl wherein the group(s) designated ((R 1 ) n ,-Ar-(X) b ] a is (are) attached directly to Ar.
Claim 2
Dependent Claim 303 words
A therapeutic composition comprising as an active ingredient a compound of the formula: and salts thereof, wherein a = 1, 2 or 3; each b = 1 or 2 and is the same value as the other; Ar is phenyl or naphthyl containing one or two substituents selected from the group consisting of hydrogen, alkoxy, aryloxy, hydroxy, hydroxyalkyl, alkyl, aryl, halo, CF 3 , carboxy, carbalkoxy, carboxyalkoxy, carbalkoxyalkoxy, lower acyl, nitrilo, amino, nitro, mercapto, or alkylthio; Ar 1 is phenyl, naphthyl, or a nitrogen, oxygen or sulfur heterocyclic ring; each R 1 is independently hydrogen, alkyl, carboxy, carbalkoxy, alkylenecarboxy, arylenecarboxy, alkylenecarbalkoxy, alkanoyl, formyl, nitrilo, amino, aminoalkylene, alkylamino, carboxamide, halo, trihalomethyl, hydroxy, alkoxy, aralkyloxy, aryloxy, nitro, sulfamyl, mercapto or alkylthio; each R is H or alkyl; Z is an alkylene chain containing up to 10 carbon atoms in the principal chain and up to a total of 12 carbon atoms and from 0 to 2 double bonds and Z when taken together with the carbon atom of (CR=CR) to which it is attached forms a cycloalkylidene ring; each R 2 is OR 4 attached to one of the carbon atoms of Z; each R 3 is H, cycloalkyl, aralkyl or aryl, dialkylamino, morpholino, piperazino, piperidino, or CF 3 ; each R 4 is H, alkyl, benzoyl, lower alkanoyl, aryl or aralkyl; n = 1 or 2; n' = 1 or 2; n" = 1 or 2; n"' =1 or 2; alkylene of up to 2 carbon atoms in the principal chain and up to a total of 4 carbon atoms, -C(R 7 )=C(R 7 )-, -C≡C-, m = 0 or 1; m' = 0, 1 or 2; and R 7 is H, CH 3 or phenyl wherein the group(s) designated ((R 1 ) n ,-Ar-(X) b ] a is (are) attached directly to Ar.
Claim 3
Dependent Claim 19 words
The therapeutic composition according to Claim 1 wherein Ar is phenyl and Ar 1 is phenyl, quinolyl or indolyl.
Claim 4
Dependent Claim 14 words
The therapeutic composition according to Claims 1-2, wherein X is -O (CHR 7 )-.
Claim 5
Dependent Claim 11 words
The therapeutic composition according to Claims 1-3 wherein "n" is 1.
Claim 6
Dependent Claim 12 words
5, The therapeutic composition according to Claims 1-4 wherein "b" is 1,
Claim 7
Dependent Claim 11 words
The therapeutic composition according to Claims 1-5 wherein "a" is 1,
Claim 8
Independent Claim 26 words
A method for the treatment of hypersensitive, inflammatory or allergic conditions comprising the administration of a therapeutically effective amount of a compound according to Claims 1-6.
Claim 9
Dependent Claim 11 words
4-p-Benzyloxyphenyl-3-buten-2-ol; 4-(2,4-Dibenzyloxyphenyl)-3-buten-2-ol; 1-(2,4-Dibenzyloxyphenyl)-1-octen-3-ol; 1-f2,4-Dibenzyloxyphenyl)-4,4-dimethyl-l-penten-3-ol; 1-(p-Benzyloxyphenyl)-5-N,N-dimethylamino-1-penten-3-one; 2',4'-Dibenzyloxycinnamyl alcohol; 4-(3,4-Dibenzyloxyphenyl)-3-but-en-2-ol; 4(Dipheny)methoxyphenyl)-3-buten-2-ol; or 4-(2,5-Dibenzyloxyphenyl)-3-buten-2-ol.
Claim 10
Dependent Claim 11 words
4-p-Benzyloxyphenyl-3-buten-2-ol; 4-(2,4-Dibenzyloxyphenyl)-3-buten-2-ol; 1-(2,4-Dibenzyloxyphenyl)-1-octen-3-ol; 1-f2,4-Dibenzyloxyphenyl)-4,4-dimethyl-l-penten-3-ol; 1-(p-Benzyloxyphenyl)-5-N,N-dimethylamino-1-penten-3-one; 2',4'-Dibenzyloxycinnamyl alcohol; 4-(3,4-Dibenzyloxyphenyl)-3-but-en-2-ol; 4(Dipheny)methoxyphenyl)-3-buten-2-ol; or 4-(2,5-Dibenzyloxyphenyl)-3-buten-2-ol.

References Cited (Backward Citations)

No citation records indexed.

USPTO Annuity & Maintenance Windows

Maintenance schedule is calculated for granted US utility patents.

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag