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US4072754A
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Hydratropic acid derivatives and process for the production thereof
Assignee: Merck Patent GmbH
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Filing: 1974-11-25
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Granted: 1978-02-07
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Expires: 1994-11-25
Abstract
Abstract Hydratropic acid derivatives of the formula ##STR1## wherein R 1 is H, alkyl of 1-4 carbon atoms, 2-acetamidoethyl, 1-methyl-4-piperidyl, or 2,3-dihydroxypropyl, and R 2 is Hal, phenyl, 4-Hal-phenyl, 4-Hal-phenoxy, 4-Hal-phenoxymethyl, 1,2,3,4-tetrahydro-1-naphthyl, 1-pyrryl, piperidino, isoindolino, 1,2,3,4-tetrahydroquinolino, 1,2,3,4-tetrahydro-4-quinolyl or 1-methyl-1,2,3,4-tetrahydro-4-quinolyl, Hal being F, Cl, or Br, and the physiologically acceptable salts thereof, which possess cholesterol and triglyceride serum-level-lowering activity, can be prepared by reacting a phenol of the formula ##STR2## with a compound of the formula X--C(CH 3 )(C.sub. 6 H 5 )--COOR 1 wherein X represents Cl, Br, I, OH, or esterified OH.
Inventors
- 👤 Erich Schacht
- 👤 Werner Mehrhof
- 👤 Zdenek Simane
- 👤 Herbert Nowak
- 👤 Detlev Kayser
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 18:06
CPC Classifications
C; C07; C07D; C07D207/00; C07D207/02; C07D207/30; C07D207/32; C07D207/325; A; A61; A61K; A61K31/00; A61K31/185; A61K31/19; A61K31/21; A61K31/215; A61K31/33; A61K31/395; A61K31/40; A61K31/435; A61K31/44; A61K31/445; A61K31/47; A61K31/475; C07C; C07C59/00; C07C59/40; C07C59/58; C07C59/64; C07C59/66; C07C59/68; C07C59/72; C07D209/00; C07D209/02; C07D209/44; C07D211/00; C07D211/04; C07D211/06; C07D211/36; C07D211/40; C07D211/44; C07D211/46; C07D215/00; C07D215/02; C07D215/04; C07D215/06; C07D215/12; C07D215/14; C07D295/00; C07D295/04; C07D295/08; C07D295/096; C07D295/14
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
48 words
A hydratropic acid derivative of the formula ##STR8## wherein R 1 is H, alkyl of 1-4 carbon atoms, 2-acetamidoethyl, or 2,3-dihydroxypropyl, and R 2 is Hal, phenyl, 4-Hal-phenyl, 4-Hal-phenoxy, 4-Hal-phenoxymethyl, 1,2,3,4-tetrahydro-1-naphthyl, Hal being F, Cl, or Br, or a physiologically acceptable salt thereof with an acid or base.
Claim 2
Dependent Claim
48 words
A hydratropic acid derivative of the formula ##STR8## wherein R 1 is H, alkyl of 1-4 carbon atoms, 2-acetamidoethyl, or 2,3-dihydroxypropyl, and R 2 is Hal, phenyl, 4-Hal-phenyl, 4-Hal-phenoxy, 4-Hal-phenoxymethyl, 1,2,3,4-tetrahydro-1-naphthyl, Hal being F, Cl, or Br, or a physiologically acceptable salt thereof with an acid or base.
Claim 3
Dependent Claim
18 words
A compound of claim 1, wherein R 1 is H, alkyl of 1-4 carbon atoms, 2-acetamidoethyl, or 2,3-dihydroxypropyl.
Claim 4
Dependent Claim
16 words
A compound of claim 2 wherein R 2 is Hal, phenyl, 4-Hal-phenyl, 4-Hal-phenoxy, 4-Hal-phenoxymethyl or 1,2,3,4-tetrahydro-1-naphthyl.
Claim 5
Dependent Claim
10 words
A compound of claim 1, wherein R 2 is 4-chlorophenyl.
Claim 6
Dependent Claim
10 words
A compound of claim 1, wherein R 2 is 4-chlorophenoxy.
Claim 7
Dependent Claim
10 words
A compound of claim 1, wherein R 2 is Cl.
Claim 8
Dependent Claim
10 words
A compound of claim 1, wherein R 2 is phenyl.
Claim 9
Dependent Claim
10 words
A compound of claim 1, wherein R 1 is H.
Claim 10
Dependent Claim
43 words
A compound of claim 1, selected from the group consisting of 2-phenyl-2-(4-chlorophenoxy)-propionic acid, 2-phenyl-2-(4-phenylphenoxy)-propionic acid, 2-phenyl-2-(4-phenylphenoxy)-propionic acid ethyl ester, 2-phenyl-2-[4-(4-chlorophenyl)-phenoxy]-propionic acid, 2-phenyl-2-[4-(4-chlorophenoxy)-phenoxy]-propionic acid, 2-phenyl-2-[4-(4-chlorophenoxy)-phenoxy]-propionic acid (2-acetamidoethyl) ester, 2-phenyl-2-[4-(4-chlorophenoxymethyl)-phenoxy]-propionic acid, 2-phenyl-2-[4-(1,2,3,4-tetrahydro-1-naphthyl)-phenoxy]-propionic acid, and the physiologically acceptable salts thereof with an acid or a base.
Claim 11
Dependent Claim
10 words
A compound of claim 1 wherein R 2 is 4-chlorophenoxymethyl.
Claim 12
Dependent Claim
7 words
A compound of claim 1, 2-phenyl-2-(4-chlorophenoxy)propionic acid.
Claim 13
Dependent Claim
7 words
A compound of claim 1, 2-phenyl-2-[4-(4-chlorophenyl)-phenoxy]-propionic acid.
Claim 14
Dependent Claim
7 words
A compound of claim 1, 2-phenyl-2-(4-phenylphenoxy)-propionic acid.
Claim 15
Dependent Claim
44 words
A method of lowering from an abnormally high level at least one of cholesterol and triglyceride serum levels which comprises administering systemically to a patient with such abnormally high level an amount of a compound of claim 1 effective to lower substantially said level.
Claim 16
Dependent Claim
50 words
A pharmaceutical composition effective for lowering from an abnormally high level at least one of cholesterol and triglyceride serum levels comprising an amount of a compound of claim 1 per unit dosage effective to lower an abnormally high cholesterol or triglyceride serum level, in admixture with a pharmaceutically acceptable carrier.
References Cited (Backward Citations)
CA755105A
Cited
US3517051A
Cited
FR1552793A
Cited
US3707549A
Cited
US3641110A
Cited
US3755603A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-02-06 | 1981-08-08 | 1982-02-07 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-02-06 | 1985-08-08 | 1986-02-07 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-02-06 | 1989-08-08 | 1990-02-07 | $7700.00 | Window Closed / Lapsed |