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13-Sulfa-prostaglandins

Assignee: Merck Patent GmbH
•
Filing: 1973-11-15
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Granted: 1976-01-13
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Expires: 1993-11-15
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Abstract

Abstract Sulfides of the general formula ##SPC1## Wherein R 1 is H or alkyl, R 2 is =O, (H,OH), or (H,lower-acyloxy), R 3 is H, OH or lower-acyloxy, R 4 is alkyl or alkyl substituted by F, OH, lower-acyloxy, phenyl or p-tolyl, and A is alkylene which can be mono- or polysubstituted by F, and the physiologically acceptable salts thereof, possess, in addition to a blood-pressure-lowering activity, prostaglandin-type and antiprostaglandin-type effects.

Inventors

  • 👤 Josef Kramer
  • 👤 Hans Radunz
  • 👤 Dieter Orth
  • 👤 Manfred Baumgarth
  • 👤 Jurgen Harting

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 12:36
CPC Classifications
C; C07; C07D; C07D303/00; C07D303/02; C07D303/04; A; A61; A61K; A61K31/00; A61K31/095; A61K31/10; A61P; A61P13/00; A61P13/02; A61P15/00; C07C; C07C323/00; C07C405/00; C07C405/0008; C07C405/0033; C07C2601/00; C07C2601/06; C07C2601/08

Claims Analysis

Total Claims: 20
Claim 1
Independent Claim 103 words
Compounds of the formula ##SPC5## wherein R 1 is H or alkyl of up to 12 carbon atoms; R 2 is =O, (H,OH) or (H,acyloxy) wherein acyloxy is alkanoyloxy or alkanesulfonyloxy each of up to 4 carbon atoms; R 3 is H, OH or acyloxy as defined above; R 4 is alkyl, fluoroalkyl, 2-hydroxyalkyl or 2-acyloxyalkyl wherein acyloxy is as defined above, each alkyl being of 2 of 12 carbon atoms which is unsubstituted or substituted by phenyl of p-tolyl; and A is alkylene of 4 to 8 carbon atoms which is unsubstituted or substituted by F, and the physiologically acceptable salts thereof.
Claim 2
Dependent Claim 103 words
Compounds of the formula ##SPC5## wherein R 1 is H or alkyl of up to 12 carbon atoms; R 2 is =O, (H,OH) or (H,acyloxy) wherein acyloxy is alkanoyloxy or alkanesulfonyloxy each of up to 4 carbon atoms; R 3 is H, OH or acyloxy as defined above; R 4 is alkyl, fluoroalkyl, 2-hydroxyalkyl or 2-acyloxyalkyl wherein acyloxy is as defined above, each alkyl being of 2 of 12 carbon atoms which is unsubstituted or substituted by phenyl of p-tolyl; and A is alkylene of 4 to 8 carbon atoms which is unsubstituted or substituted by F, and the physiologically acceptable salts thereof.
Claim 3
Dependent Claim 10 words
A compound of claim 1 wherein R 3 is H.
Claim 4
Dependent Claim 10 words
A compound of claim 1 wherein R 3 is OH.
Claim 5
Dependent Claim 9 words
A compound of claim 1 wherein A is hexamethylene.
Claim 6
Dependent Claim 16 words
A compound of claim 1 wherein R 1 is H or alkyl of 1-6 carbon atoms.
Claim 7
Dependent Claim 12 words
A compound of claim 1 wherein R 2 is =O or H,OH.
Claim 8
Dependent Claim 55 words
A compound of claim 1 wherein A is hexamethylene; R 1 is H or straight chain alkyl of 1 to 6 carbon atoms, R 2 is=O or H,OH; R 3 is H or OH; and R 4 is 2-hydroxyalkyl of 2 to 12 carbon atoms or a corresponding group substituted by p-tolyl in the ω-position.
Claim 9
Dependent Claim 10 words
A compound of claim 7 wherein R 3 is OH.
Claim 10
Dependent Claim 6 words
A compound of claim 1, 2-(6-carboxyhexyl)-3-heptylthio-cyclopentanone.
Claim 11
Dependent Claim 6 words
A compound of claim 1, 2-(6-carbethoxyhexyl)-3-heptylthio-cyclopentanone.
Claim 12
Dependent Claim 6 words
A compound of claim 1, 2-(6-carboxyhexyl)-3-(2-hydroxyheptylthio)-cyclopentanone.
Claim 13
Dependent Claim 6 words
A compound of claim 1, 2-(6-carboxyhexyl)-3-heptylthio-cyclopentanol-(1β).
Claim 14
Dependent Claim 6 words
A compound of claim 1, 2-(6-carboxyhexyl)-3-(2-hydroxy-2-methylheptylthio)-cyclopentanone.
Claim 15
Dependent Claim 6 words
A compound of claim 1, 2-(6-carboxyhexyl)-3-(2-hydroxy-2-p-tolylethylthio)-cyclopentanone.
Claim 16
Dependent Claim 6 words
A compound of claim 1, 2-(6-carboxyhexyl)-3-(2-hydroxy-2-methyl-2-p-tolylethylthio)-cyclopentanone
Claim 17
Dependent Claim 6 words
A compound of claim 1, 2-(6-carboxyhexyl)-3-(2-hydroxy-2-methylheptylthio)-4-hydroxy-cyclopentanone.
Claim 18
Dependent Claim 6 words
A compound of claim 1, 2-(6-carboxyhexyl)-3-(2-hydroxy-2-methyl-2-p-tolylethylthio)-4-hydroxy-cyclopentanone.
Claim 19
Dependent Claim 7 words
A compound of claim 1, 2-(6-carboxyhexyl)-3-(2-hydroxy-2-methyl-3-phenylpropylthio-4-hydroxy-cyclo pentanone.
Claim 20
Dependent Claim 6 words
A compound of claim 1, 2-(6-carboxyhexyl)-3-(2-hydroxy-2-methyl-2-p-tolylethylthio)-1,4-cyclopentanediol.

References Cited (Backward Citations)

US3776940A Cited
US3749741A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-01-12 1979-07-14 1980-01-13 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-01-12 1983-07-14 1984-01-13 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-01-12 1987-07-14 1988-01-13 $7700.00 Window Closed / Lapsed

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