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Arylchalcogeno-substituted aliphatic acids and esters

Assignee: Novartis Corp
•
Filing: 1974-09-11
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Granted: 1977-03-22
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Expires: 1994-09-11
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Abstract

Abstract New compounds of the general formula I r.sub.1 -- ph -- X -- CR.sub.2 R.sub.4 -- alk -- R.sub.3 (I) wherein R 1 denotes a cycloalkenyl radical or a monocyclic cycloalkyl radical, Ph denotes an optionally substituted phenylene radical, X denotes the oxy or thio group, R 2 denotes hydrogen or alkyl, R 3 denotes an optionally functionally modified carboxyl group, a sulpho group or a sulphamido group, alk denotes an alkylene or alkenylene radical which separates the groups R 1 --Ph--X--CR 2 R 4 and R 3 by at least 2 carbon atoms and R 4 is hydrogen or, if alk separates the groups R 1 --Ph--X--CR 2 R 4 and R 3 by at least 3 carbon atoms or R 1 denotes a cycloalkenyl radical, R 4 can also denote alkyl, in the free form or in the form of salts are useful as antiallergics.

Inventors

  • 👤 Georges Haas
  • 👤 Pier Giorgio Ferrini
  • 👤 Alberto Rossi

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 13:04
CPC Classifications
C; C07; C07C; C07C323/00; C07C323/64; C07C323/66; C07C309/00; C07C309/01; C07C309/02; C07C309/03; C07C309/07; C07C309/09; C07C309/11; C07C51/00; C07C51/09; C07C69/00; C07C69/66; C07C69/67; C07C69/708; C07C69/712; C07C2601/00; C07C2601/12; C07C2601/14; C07C2601/16; C07C2601/18

Claims Analysis

Total Claims: 15
Claim 1
Independent Claim 138 words
A compound of the general formula I r.sub.1 --ph--X--CR.sub.2 R.sub.4 --alk--R.sub.3 (I), wherein R 1 denotes cycloalkyl or 1-cycloalkenyl with 5 to 8 ring members, Ph denotes o- m- or p-phenylene, unsubstituted or monosubstituted by lower alkyl, lower alkoxy or halogen, X denotes the oxy or thio group, R 2 denotes hydrogen or alkyl with 1 to 4 C atoms, R 4 is hydrogen or, if R 1 is 1-cycloalkenyl, it is also alkyl with 1 to 4 C atoms, R 3 denotes carboxyl or carboxyl esterified by a lower alkanol, cycloalkanol or phenylalkanol, and CR 2 R 4 -alk denotes alkylene with 4 to 11 C atoms, straight or branched in the α-position to the group X, which separates the groups X and R 3 by 4 to 11 carbon atoms, or a therapeutically acceptable salt thereof.
Claim 2
Dependent Claim 138 words
A compound of the general formula I r.sub.1 --ph--X--CR.sub.2 R.sub.4 --alk--R.sub.3 (I), wherein R 1 denotes cycloalkyl or 1-cycloalkenyl with 5 to 8 ring members, Ph denotes o- m- or p-phenylene, unsubstituted or monosubstituted by lower alkyl, lower alkoxy or halogen, X denotes the oxy or thio group, R 2 denotes hydrogen or alkyl with 1 to 4 C atoms, R 4 is hydrogen or, if R 1 is 1-cycloalkenyl, it is also alkyl with 1 to 4 C atoms, R 3 denotes carboxyl or carboxyl esterified by a lower alkanol, cycloalkanol or phenylalkanol, and CR 2 R 4 -alk denotes alkylene with 4 to 11 C atoms, straight or branched in the α-position to the group X, which separates the groups X and R 3 by 4 to 11 carbon atoms, or a therapeutically acceptable salt thereof.
Claim 3
Dependent Claim 62 words
A compound as claimed in claim 1, of the formula I, wherein R 1 , R 2 , R 3 , R 4 , Ph, X and alk have the meaning given in claim 1, but the moiety CR 2 R 4 -alk separates the groups X and R 3 by 4 to 7 C atoms, or a therapeutically acceptable salt thereof.
Claim 4
Dependent Claim 103 words
A compound as claimed in claim 1 of the formula I, wherein R 1 denotes cyclooctyl, cycloheptyl, cyclohexyl, cyclopentyl, 1-cyclooctenyl, 1-cycloheptenyl, 1-cyclohexenyl or 1-cyclopentenyl, Ph denotes o-, m- or p-phenylene unsubstituted or monosubstituted by methoxy, methyl or chlorine, X denotes the oxy or thio group, CR 2 R 4 -alk separates the groups X and R 3 by 4 to 7 carbon atoms and denotes alkylene with 4 to 7 C atoms which is optionally branched once in the α-position to the group X and R 3 denotes free carboxyl or carboxyl esterified with a lower alkanol, or a therapeutically acceptable salt thereof.
Claim 5
Dependent Claim 59 words
A compound as claimed in claim 1 of the formula I, wherein R 1 denotes 1-cyclooctenyl, 1-cycloheptenyl, cycloheptyl, 1-cyclohexenyl or cyclohexyl, Ph denotes unsubstituted m- or p-phenylene, X denotes the oxy group or thio group, R 2 and R 4 denote hydrogen, alk denotes ethylene and R 3 denotes the free carboxyl group, or a therapeutically acceptable salt thereof.
Claim 6
Dependent Claim 76 words
A compound as claimed in claim 1 of the formula 1, wherein R 1 denotes cyclooctyl, 1-cyclooctenyl, cycloheptyl, 1-cycloheptenyl, cyclohexyl or 1-cyclohexenyl, Ph denotes p-phenylene, X denotes the oxy group, CR 2 R 4 -alk denotes unbranched alkylene which separates the group X and R 3 by 4 to 7 C atoms, and R 3 denotes carboxyl or carboxyl esterified with a lower alkanol with 1 to 4 C atoms, or a therapeutically acceptable salt thereof.
Claim 7
Dependent Claim 16 words
A compound as claimed in claim 1 being 4-[p-(1-Cyclohexenyl)-phenoxy]-butyric acid or a therapeutically acceptable salt thereof.
Claim 8
Dependent Claim 16 words
A compound as claimed in claim 1 being 4-[p-(1-Cyclooctenyl)-phenoxy]-butyric acid or a therapeutically acceptable salt thereof.
Claim 9
Dependent Claim 16 words
A compound as claimed in claim 1 being 4-(m-Cyclohexylphenoxy)-butyric acid or a therapeutically acceptable salt thereof.
Claim 10
Dependent Claim 16 words
A compound as claimed in claim 1 being 5-[p-(1-Cyclooctenyl)-phenoxy]-n-pentanoic acid or a therapeutically acceptable salt thereof.
Claim 11
Dependent Claim 16 words
A compound as claimed in claim 1 being 5-(p-Cyclooctenylphenoxy)-n-pentanoic acid or a therapeutically acceptable salt thereof.
Claim 12
Dependent Claim 16 words
A compound as claimed in claim 1 being 4-[p-(1-Cyclooctenyl)-phenoxy]-butyric acid or a therapeutically acceptable salt thereof.
Claim 13
Dependent Claim 16 words
A compound as claimed in claim 1 being 4-(p-Cyclooctylphenoxy)-butyric acid or a therapeutically acceptable salt thereof.
Claim 14
Dependent Claim 18 words
A compound as claimed in claim 1 being 4-[p-(1-Cycloheptenyl)-phenoxy]-butyric acid ethyl ester or a therapeutically acceptable salt thereof.
Claim 15
Dependent Claim 16 words
A compound as claimed in claim 1 being 4-[p-(1-Cycloheptenyl)-phenoxy]-butyric acid or a therapeutically acceptable salt thereof.

References Cited (Backward Citations)

US3452081A Cited
US3679800A Cited
US3646122A Cited
US3658829A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-03-21 1980-09-20 1981-03-22 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-03-21 1984-09-20 1985-03-22 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-03-21 1988-09-20 1989-03-22 $7700.00 Window Closed / Lapsed

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