Patent US3928326A successfully refreshed from Google Patents.
US3928326A
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US
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Process for the separation of stereoisomeric mixtures into their components and components obtained hereby
Assignee: Saab Bofors AB
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Filing: 1973-05-14
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Granted: 1975-12-23
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Expires: 1993-05-14
Abstract
Abstract A process for the resolution of stereoisomeric mixtures of certain steroids obtained by synthesis into its components, comprising subjecting the stereoisomeric mixture to gel filtration, the components in view of different retention volumes being separated and being separately recoverable; and stereoisomeric components A and B thereby obtained, pharmaceutical compositions thereof; and method of treating inflammation therewith.
Inventors
- 👤 Ralph Lennart Brattsand
- 👤 Bo Thuresson Af Ekenstam
- 👤 Karl Goran Claeson
- 👤 Bror Arne Thalen
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 23:24
CPC Classifications
C; C07; C07J; C07J71/00; C07J71/0005; C07J71/0026; C07J71/0031; A; A61; A61K; A61K31/00; A61K31/56; A61K31/57; A61P; A61P29/00
Claims Analysis
Total Claims: 25
Claim 1
Independent Claim
16 words
A process for the resolution of stereoisomeric mixtures (isomer pairs) of steroids having the general formula:
Claim 2
Dependent Claim
16 words
A process for the resolution of stereoisomeric mixtures (isomer pairs) of steroids having the general formula:
Claim 3
Dependent Claim
18 words
A process according to claim 1, characterized by carrying out the gel filtration on a cross-linked dextran gel.
Claim 4
Dependent Claim
17 words
A process according to claim 2, characterized in carrying out the gel filtration on Sephadex LH 20.
Claim 5
Dependent Claim
19 words
A process according to claim 1, characterized by carrying out the gel filtration on a copolymer of vinyl acetate.
Claim 6
Dependent Claim
16 words
A process according to claim 4, characterized by carrying out the gel filtration on Merckogel OR-PVA.
Claim 7
Dependent Claim
28 words
A process according to any of claim 1, characterized by carrying out the gel filtration by means of an eluating agent selected from halogenated hydrocarbons, ethers and esters.
Claim 8
Dependent Claim
26 words
A process according to claim 6, characterized by carrying out the gel filtration with an eluating agent selected from ethyl acetate, acetonitrile, methylene chloride and chloroform.
Claim 9
Dependent Claim
16 words
STEROISMERIC COMPONENT B OF A STEROISOMERIC MIXTURE ISOMERIC PAIR) OF A STEROID HAVING THE GENERAL FORMULA:
Claim 10
Dependent Claim
16 words
STEROISMERIC COMPONENT B OF A STEROISOMERIC MIXTURE ISOMERIC PAIR) OF A STEROID HAVING THE GENERAL FORMULA:
Claim 11
Dependent Claim
18 words
Stereoisomeric component according to claim 8 characterized in that R is an alkyl group having 1-6 carbon atoms.
Claim 12
Dependent Claim
37 words
Stereoisomeric component according to claim 9, wherein Z is hydroxyl esterified with an acid selected from acetic acid, propionic acid, butyric acid, valeric acid, isovaleric acid, trimethyl acetic acid, hexanoic acid, tert. butylacetic acid and octanoic acid.
Claim 13
Dependent Claim
23 words
Stereoisomeric component according to clAim 9, wherein Z is hydroxyl esterified with an acid selected from pyridine-3-, pyridine-4-, benzofurane-2-carboxylic acid and methoxymethylcarboxylic acids.
Claim 14
Dependent Claim
25 words
Stereoisomeric component according to claim 9, wherein Z is hydroxyl esterified with an acid selected from dicarboxylic acids, preferably such acids having 2-12 carbon atoms.
Claim 15
Dependent Claim
20 words
Stereoisomeric component according to claim 9, wherein Z is hydroxyl esterified with an acid selected from phosphoric and sulphuric acids.
Claim 16
Dependent Claim
16 words
Stereoisomeric component B according to claim 8, which is 16 Alpha ,17 Alpha -(2''-hydrogen-2''-methyl)methylenedioxy-9-fluoropregna-1,4-diene-11 Beta ,21-diol-3,20-dione.
Claim 17
Dependent Claim
16 words
Stereoisomeric component B according to claim 8, which is 16 Alpha ,17 Alpha -(2''-hydrogen-2''-n-propyl)methylenedioxy-9-fluoropregna-1,4-diene-11 Beta ,21-diol-3,20-dione.
Claim 18
Dependent Claim
18 words
Stereoisomeric component B according to claim 8, which is 16 Alpha ,17 Alpha -(2''-hydrogen-2''-methyl)methylenedioxy-6 Alpha ,9-difluoropregna-1,4-diene-11 Beta ,21-diol-3,20-dione.
Claim 19
Dependent Claim
18 words
Stereoisomeric component B according to claim 8, which is 16 Alpha ,17 Alpha -(2''-hydrogen-2''-n-propyl)methylenedioxy-6 Alpha ,9-difluoropregna-1,4-diene-11 Beta ,21-diol-3,20-dione.
Claim 20
Dependent Claim
16 words
Stereoisomeric component B according to claim 8, which is 16 Alpha ,17 Alpha -(2''-hydrogen-2''-n-propyl)methylenedioxypregna-1,4-diene-11 Beta ,21-diol-3,20-dione.
Claim 21
Dependent Claim
17 words
A process according to claim 1, wherein the steroid is 16 Alpha ,17 Alpha -(2''-hydrogen-2''-methyl)methylenedioxy-9-fluoropregna-1,4-diene-11 Beta ,21-diol-3,20-dione.
Claim 22
Dependent Claim
17 words
A process according to claim 1, wherein the steroid is 16 Alpha ,17 Alpha -(2''-hydrogen-2''-n-propyl)methylenedioxy-9-fluoropregna-1,4-diene-11 Beta ,21-diol-3,20-dione.
Claim 23
Dependent Claim
20 words
A process according to claim 1, wherein the steroid is 16 Alpha ,17 Alpha -(2''-hydrogen-2''-methyl)methylenedioxy-6 Alpha , 9-difluoropregna-1,4-diene-11 Beta ,21-diol-3,20-dione.
Claim 24
Dependent Claim
19 words
A process according to claim 1, wherein the steroid is 16 Alpha ,17 Alpha -(2''-hydrogen-2''-n-propyl)methylenedioxy-6 Alpha ,9-difluoropregna-1,4-diene-11 Beta ,21-diol-3,20-dione.
Claim 25
Dependent Claim
18 words
A process according to claim 1, wherein the steroid is 16 Alpha ,17 Alpha -(2''-hydrogen-2''-n-propyl)methylenedioxypregna-1, 4-diene-11 Beta ,21-diol-3,20-dione.
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) | 1978-12-22 | 1979-06-23 | 1979-12-23 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-12-22 | 1983-06-23 | 1983-12-23 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-12-22 | 1987-06-23 | 1987-12-23 | $7700.00 | Window Closed / Lapsed |