US4013708A
Expired / Lapsed
US
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Arylchalcogeno-substituted aliphatic acids and esters
Assignee: Novartis Corp
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Filing: 1974-09-11
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Granted: 1977-03-22
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Expires: 1994-09-11
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 02:37
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)
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 |