US3948973A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Halocyclopropyl substituted phenoxyalkanoic acids
Assignee: STWB Inc
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Filing: 1974-02-19
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Granted: 1976-04-06
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Expires: 1994-02-19
Abstract
Abstract Halocyclopropyl substituted phenoxyalkanoic acids and esters thereof, having hypocholesteremic activity are prepared via several alternative synthetic approaches, involving as the key reactions interaction of a substituted phenylalkene with a carbene source to introduce the halocyclopropyl moiety, and reaction of a substituted phenol with chloroform and a lower-alkanone in the presence of base, or with a lower-alkyl α-bromo-alkanoate, to form the phenoxyalkanoic acid moiety.
Inventors
- 👤 Donald K. Phillips
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 14:35
CPC Classifications
C; C07; C07C; C07C59/00; C07C59/40; C07C59/76; C07C59/90; C07C37/00; C07C37/01; C07C37/055; C07C41/00; C07C41/01; C07C41/18; C07C41/30; C07C51/00; C07C51/09; C07C51/093; C07C59/58; C07C59/72; C07C2601/00; C07C2601/02
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
159 words
A compound of the formula ##SPC19## wherein: R is hydrogen or alkyl of 1-6 carbon atoms; A and A' are alkyl of 1-3 carbon atoms; Q is hydrogen, halogen or alkyl of 1-3 carbon atoms; R 1 is hydrogen, alkyl of 1-3 carbon atoms or phenyl; R 2 is hydrogen or halogen; R 2 ' is hydrogen or halogen, at least one of R 2 and R 2 ' being halogen; R 3 is hydrogen, alkyl of 1-3 carbon atoms or phenyl; R 3 ' is hydrogen or alkyl of 1-3 carbon atoms; n is 0 or 1; a compound of the above formula where Q and R 3 together form an ethylene bridge and (CH 2 ) n is a single bond to the benzene ring ortho to Q, thereby forming the six-membered non-aromatic carbocyclic ring of a 2,3-dihydro-1H-cyclopropa[ a]-naphthalene ring system; or a pharmacologically acceptable salt of a compound of the above formula where R is hydrogen.
Claim 2
Dependent Claim
159 words
A compound of the formula ##SPC19## wherein: R is hydrogen or alkyl of 1-6 carbon atoms; A and A' are alkyl of 1-3 carbon atoms; Q is hydrogen, halogen or alkyl of 1-3 carbon atoms; R 1 is hydrogen, alkyl of 1-3 carbon atoms or phenyl; R 2 is hydrogen or halogen; R 2 ' is hydrogen or halogen, at least one of R 2 and R 2 ' being halogen; R 3 is hydrogen, alkyl of 1-3 carbon atoms or phenyl; R 3 ' is hydrogen or alkyl of 1-3 carbon atoms; n is 0 or 1; a compound of the above formula where Q and R 3 together form an ethylene bridge and (CH 2 ) n is a single bond to the benzene ring ortho to Q, thereby forming the six-membered non-aromatic carbocyclic ring of a 2,3-dihydro-1H-cyclopropa[ a]-naphthalene ring system; or a pharmacologically acceptable salt of a compound of the above formula where R is hydrogen.
Claim 3
Dependent Claim
29 words
A compound according to claim 1 in which R 2 and R 2 ' are both halogen, A and A' are methyl, Q is hydrogen and n is 0.
Claim 4
Dependent Claim
6 words
2-[p-(2,2-Dichlorocyclopropyl)phenoxy]-2-methylpropionic acid, according to claim 2.
Claim 5
Dependent Claim
6 words
2-[p-(2,2-Difluorocyclopropyl)phenoxy]-2-methylpropionic acid, according to claim 2.
Claim 6
Dependent Claim
6 words
2-[p-(2,2-Dichloro-1-methylcyclopropyl)phenoxy]-2-methylpropionic acid, according to claim 2.
Claim 7
Dependent Claim
6 words
2-[p-(2,2-Dibromocyclopropyl)phenoxy]-2-methylpropionic acid, according to claim 2.
Claim 8
Dependent Claim
6 words
2-[p-(2-Chloro-2-fluorocyclopropyl)phenoxy]-2-methylpropionic acid, according to claim 2.
Claim 9
Dependent Claim
6 words
Ethyl 2-[2-chloro-4-(2,2-dichlorocyclopropyl)phenoxy]-2-methylpropionate, according to claim 1.
Claim 10
Dependent Claim
6 words
Ethyl 2-[2-chloro-4-(2,2-difluorocyclopropyl)phenoxy]-2-methylpropionate, according to claim 1.
Claim 11
Dependent Claim
6 words
2-(1,1-Dichloro-2,3-dihydro-1H-cyclopropa[a]-5-naphthyloxy)-2-methylpropionic acid, according to claim 1.
Claim 12
Dependent Claim
6 words
2-[p-(2,2-Dichlorocyclopropylmethyl)phenoxy]-2-methylpropionic acid, according to claim 1.
References Cited (Backward Citations)
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US3363003A
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US3598860A
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US3839431A
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-04-06 | 1979-10-06 | 1980-04-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-04-06 | 1983-10-06 | 1984-04-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-04-06 | 1987-10-06 | 1988-04-06 | $7700.00 | Window Closed / Lapsed |