US3916002A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Oligomeric steroid esters, process for their production, and therapeutic compositions containing the same
Assignee: TAUBERT HANS DIETER
•
Filing: 1973-12-17
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Granted: 1975-10-28
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Expires: 1993-12-17
Abstract
Abstract Oligomeric steroid esters having the formula
Inventors
- 👤 Hans-Dieter Taubert
- 👤 Herbert Kuhl
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 13:46
CPC Classifications
C; C07; C07J; C07J1/00; C07J1/0051; C07J1/0066; C07J1/007; C07J1/0074; C07J1/0003; C07J1/0018; C07J1/0022; C07J1/0025; C07J1/0081; C07J1/0088; C07J1/0096
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
78 words
AN OLIGOMERIC STERIOD ESTER HAVING THE FORMULA R-O-CH-(CH2)N-CO-O-R IN WHICH N IS AN INTEGER FROM 2 TO 8 AND R IS A STERIOD RADICAL OF THE GROUP CONSISTING OF 4-ESTREN-3-YL, 4-ESTREN-17-YL, 1,3,5(10)-ESTRATRIEN-3-YL, 1,3,5(10)-ESTRARIEN-16-YL, 1,3,5(10)-ESTRATRIEN-17-YL, ANDROSTRAN-3-YL, ANDEROSTAN-16-YL, ADROSTAN-17-YL, 1-ANDROSTEN-3-YL, 1-ANDROSTEN-1M-YL,4ANDROSTEN-3-YL, 4-ANDROSTEN-17-YL, 1,4-ANDROSTRANEDIEN-16-YL 17A-ETHYNYL-17-17B-HYDROXY-4-ESTEREN-3-YL, 3-OXO-4-ESTEREN17B-YL, 17B-ACETOXY-1,3,5(10)-ESTRAIEN-3-YL, 17B-HYDROXYL1,3,5(10)-ESTRAIEN-3YL, 3-ACETOXY-1,3.5(10)-ESSTRAIEN17B-YL, AND 3-OXO-4-ANDEROSTEN-17B-YL RADICALS AND RADICALS HAVING THE FORMULA R-O-CO-(CH2)N-CO-OIN WHICH N AND R HAVE THE SAME SIGNIFICANCE AS HEREINBEFORE, THE SAID STERIOD ESTER CONTAINING AT MOST SIX OF THE SAID R RADICALS.
Claim 2
Dependent Claim
78 words
AN OLIGOMERIC STERIOD ESTER HAVING THE FORMULA R-O-CH-(CH2)N-CO-O-R IN WHICH N IS AN INTEGER FROM 2 TO 8 AND R IS A STERIOD RADICAL OF THE GROUP CONSISTING OF 4-ESTREN-3-YL, 4-ESTREN-17-YL, 1,3,5(10)-ESTRATRIEN-3-YL, 1,3,5(10)-ESTRARIEN-16-YL, 1,3,5(10)-ESTRATRIEN-17-YL, ANDROSTRAN-3-YL, ANDEROSTAN-16-YL, ADROSTAN-17-YL, 1-ANDROSTEN-3-YL, 1-ANDROSTEN-1M-YL,4ANDROSTEN-3-YL, 4-ANDROSTEN-17-YL, 1,4-ANDROSTRANEDIEN-16-YL 17A-ETHYNYL-17-17B-HYDROXY-4-ESTEREN-3-YL, 3-OXO-4-ESTEREN17B-YL, 17B-ACETOXY-1,3,5(10)-ESTRAIEN-3-YL, 17B-HYDROXYL1,3,5(10)-ESTRAIEN-3YL, 3-ACETOXY-1,3.5(10)-ESSTRAIEN17B-YL, AND 3-OXO-4-ANDEROSTEN-17B-YL RADICALS AND RADICALS HAVING THE FORMULA R-O-CO-(CH2)N-CO-OIN WHICH N AND R HAVE THE SAME SIGNIFICANCE AS HEREINBEFORE, THE SAID STERIOD ESTER CONTAINING AT MOST SIX OF THE SAID R RADICALS.
Claim 3
Dependent Claim
18 words
An oligomeric steroid ester as defined in claim 1 which is succinic acid mono(17 Beta -hydroxy-1,3,5(10)-estratrien-3-yl)ester-mono(3-acetoxy-1,3,5(10)-estratrien-17 Beta -yl)ester.
Claim 4
Dependent Claim
20 words
An oligomeric steroid ester as defined in claim 1 which is succinic acid mono(3-acetoxy-1,3,5(10)-estratrien-17 Beta -yl)ester-mono(17 Beta -acetoxy-1,3,5(10)-estratrien-3 Beta -yl)ester.
Claim 5
Dependent Claim
14 words
An oligomeric steroid ester as defined in claim 1 which is succinic acid di(3-acetoxy-1,3,5(10)-estratrien-17-yl)ester.
Claim 6
Dependent Claim
17 words
An oligomeric steroid ester as defined in claim 1 which is 3, 17 Beta -bis(3-(3-acetoxy-1,3,5(10)-estratrien-17 Beta -yl-oxycarbonyl)propionyloxy)-1,3,5(10)-estratriene.
Claim 7
Dependent Claim
18 words
An oligomeric steroid ester as defined in claim 1 which is succinic acid di(3-(3-(3-acetoxy1,3,5(10)-estratrien-17 Beta -yl)-oxycarbonyl-propionyloxy)-1,3,5(10)-estratrien-17 Beta -yl)ester.
Claim 8
Dependent Claim
20 words
An oligmeric steroid ester as defined in claim 1 which is succinic acid di(17 Alpha -ethynyl-17 Beta -hydroxy-4-estren-3 Beta -yl)ester.
Claim 9
Dependent Claim
16 words
An oligomeric steroid ester as defined in claim 1 which is succinic acid di(3-oxo-4-estren-17 Beta -yl)-ester.
Claim 10
Dependent Claim
16 words
An oligomeric steroid ester as defined in claim 1 which is succinic acid di(3-oxo-4-androsten-17 Beta -yl)ester.
Claim 11
Dependent Claim
18 words
An oligomeric steroid ester as defined in claim 1 which is adipic acid mono(3-oxo-4-androsten-17 Beta -yl)ester-mono(3-oxo-4-estren-17 Beta -yl)ester.
Claim 12
Dependent Claim
23 words
An oligomeric steroid ester as defined in claim 1 which is succinic acid mono(3-acetoxy-1,3,5(10)-estratrien-17 Beta -yl)ester-mono(17 Alpha -ethynyl-17 Beta -hydroxy-4-estren-3 Beta -yl) ester.
Claim 13
Dependent Claim
94 words
A process for the production of an oligomeric steroid ester as defined in claim 1 which comprises esterifying a monoester of a dicarboxylic acid having the formula R-O-CO-(CH2)n-COOH in which n and R have the same significance as in claim 1 with a steroid alcohol having the formula R-OH in Which R has the same significance as in claim 1, by mixing the said monoester of a dicarboxylic acid or a reactive functional derivative thereof with the said steroid alcohol or a reactive functional derivative thereof and subsequently recovering the resulting oligomeric steroid ester.
Claim 14
Dependent Claim
28 words
A process as defined in claim 12 in which the esterification is conducted in the presence of an esterification catalyst at a temperature sufficient to produce gentle reflux.
Claim 15
Dependent Claim
109 words
A process as defined in claim 12 in which the esterification is effected by first mixing the monoester of a dicarboxylic acid in an inert anhydrous organic solvent therefor with an amount of N,N''-carbonyldiimidazole that is at least stoichiometrically sufficient to convert the monoester to an imidazolide and allowing the solution to stand until substantially all of the monoester is converted to the imidazolide, subsequently adding the steroid alcohol to the said solution and allowing the mixture to stand until substantially all of the imidazolide is converted to the oligomeric steroid ester and subsequently pouring the reaction mixture into water and recovering the oligomeric ester from the resulting mixture.
Claim 16
Dependent Claim
36 words
A process as defined in claim 12 in which the solution after the addition of the steroid alcohol and standing is heated at a temperature sufficient to produce a gentle reflux before being poured into water.
Claim 17
Dependent Claim
30 words
A process as defined in claim 14 in which the oligomeric steroid ester is recovered by extraction of the mixture with a water-immiscible organic solvent for the oligomeric steroid ester.
Claim 18
Dependent Claim
23 words
A process as defined in claim 15 in which the water-immiscible organic solvent for the oligomeric steroid ester is ethyl acetate or chloroform.
Claim 19
Dependent Claim
19 words
A therapeutic composition comprising an oligomeric steroid ester as defined in claim 1 and a pharmaceutically acceptable carrier therefor.
References Cited (Backward Citations)
US3147183A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1978-10-27 | 1979-04-28 | 1979-10-28 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-10-27 | 1983-04-28 | 1983-10-28 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-10-27 | 1987-04-28 | 1987-10-28 | $7700.00 | Window Closed / Lapsed |