ES8507571A1 - Un procedimiento para preparar un 2-bromo-6 b, 9a-difluoro-11b, 17a, 21-trihidroxi-1, 4-pregnadien-3, 20-diona-17, 21-diester - Google Patents
Un procedimiento para preparar un 2-bromo-6 b, 9a-difluoro-11b, 17a, 21-trihidroxi-1, 4-pregnadien-3, 20-diona-17, 21-diesterInfo
- Publication number
- ES8507571A1 ES8507571A1 ES538191A ES538191A ES8507571A1 ES 8507571 A1 ES8507571 A1 ES 8507571A1 ES 538191 A ES538191 A ES 538191A ES 538191 A ES538191 A ES 538191A ES 8507571 A1 ES8507571 A1 ES 8507571A1
- Authority
- ES
- Spain
- Prior art keywords
- diona
- diester
- formula
- trihidroxi
- pregnadien
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J5/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane and substituted in position 21 by only one singly bound oxygen atom, i.e. only one oxygen bound to position 21 by a single bond
- C07J5/0046—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane and substituted in position 21 by only one singly bound oxygen atom, i.e. only one oxygen bound to position 21 by a single bond substituted in position 17 alfa
- C07J5/0053—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane and substituted in position 21 by only one singly bound oxygen atom, i.e. only one oxygen bound to position 21 by a single bond substituted in position 17 alfa not substituted in position 16
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J21/00—Normal steroids containing carbon, hydrogen, halogen or oxygen having an oxygen-containing hetero ring spiro-condensed with the cyclopenta(a)hydrophenanthrene skeleton
- C07J21/005—Ketals
- C07J21/006—Ketals at position 3
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J71/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton is condensed with a heterocyclic ring
- C07J71/0005—Oxygen-containing hetero ring
- C07J71/001—Oxiranes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J71/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton is condensed with a heterocyclic ring
- C07J71/0005—Oxygen-containing hetero ring
- C07J71/001—Oxiranes
- C07J71/0015—Oxiranes at position 9(11)
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Steroid Compounds (AREA)
Abstract
PROCEDIMIENTO PARA LA OBTENCION DE 2-BROMO-6BBB,9BAB-DIFLUORO-11BBB,17BAB,21-TRIHIDROXI-1,4-PREGNADIEN-3,20-DIONA-17,21-DIESTER, DE FORMULA (I), EN LA QUE OR1 Y OR2 PUEDEN SER UN RESTO ACILOXI O UN RESTO DE ESTER SULFURICO O FOSFORICO.CONSISTE EN LA REACCION DE REDUCCION DE UN 17BAB,21-DIHIDROXI-3,3-ETILENDIOXI-9BAB-FLUORO-5-PRGNEN-11,20-DIONA-17,21-DIESTER, DE FORMULA (II), EN LA QUE OR1 Y OR2 TIENEN LOS MISMOS SIGNIFICADOS QUE EN LA FORMULA (I), POR TRATAMIENTO CON BOROHIDRURO DE SODIO EN UN DISOLVENTE POLAR A TEMPERATURA ENTRE 0JC Y 50JC; REACCION DEL PRODUCTO FORMADO CON UN PERACIDO, SEGUIDA DE TRATAMIENTO CON FLUORURO DE HIDROGENO, REACCION DE BROMACION, Y, FINALMENTE DESHIDROBROMACION Y DESHIDRATACION SIMULTANEAS.ESTOS COMPUESTOS TIENEN APLICACIONES FARMACOLOGICAS POR SU ACTIVIDAD ANTIINFLAMATORIA Y ANTI-REUMATOIDE ARTRITICA.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP10536782A JPS58222100A (ja) | 1982-06-21 | 1982-06-21 | ステロイド化合物の製造方法 |
| JP22707682A JPS58225100A (ja) | 1982-12-27 | 1982-12-27 | ステロイド化合物およびその製造方法 |
| JP22707782A JPS58225099A (ja) | 1982-12-27 | 1982-12-27 | ステロイド化合物およびその製造方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| ES538191A0 ES538191A0 (es) | 1985-09-01 |
| ES8507571A1 true ES8507571A1 (es) | 1985-09-01 |
Family
ID=27310464
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES523430A Granted ES523430A0 (es) | 1982-06-21 | 1983-06-20 | Un procedimiento para preparar un 2-bromo-6b, 9x-difluoro-11n3, 17x, 21-trihidroxi-1, 4-pregnadien-3, 20-diona-17, 21 diester |
| ES538192A Granted ES538192A0 (es) | 1982-06-21 | 1984-11-30 | Un procedimiento para preparar un 2-bromo-6b-9a - difluoro-11b, 17a, 21-trihidroxi-1, 4-pregnadien-3, 20-diona-17, 21-diester |
| ES538191A Expired ES8507571A1 (es) | 1982-06-21 | 1984-11-30 | Un procedimiento para preparar un 2-bromo-6 b, 9a-difluoro-11b, 17a, 21-trihidroxi-1, 4-pregnadien-3, 20-diona-17, 21-diester |
Family Applications Before (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES523430A Granted ES523430A0 (es) | 1982-06-21 | 1983-06-20 | Un procedimiento para preparar un 2-bromo-6b, 9x-difluoro-11n3, 17x, 21-trihidroxi-1, 4-pregnadien-3, 20-diona-17, 21 diester |
| ES538192A Granted ES538192A0 (es) | 1982-06-21 | 1984-11-30 | Un procedimiento para preparar un 2-bromo-6b-9a - difluoro-11b, 17a, 21-trihidroxi-1, 4-pregnadien-3, 20-diona-17, 21-diester |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US4525303A (es) |
| EP (1) | EP0097328B1 (es) |
| DE (1) | DE3373189D1 (es) |
| ES (3) | ES523430A0 (es) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5319115A (en) * | 1987-08-25 | 1994-06-07 | Cocensys Inc. | Method for making 3α-hydroxy, 3β-substituted-pregnanes |
| US4874855A (en) * | 1987-11-04 | 1989-10-17 | Dainippon Ink And Chemicals, Inc. | Steroid compounds and process of preparing the same |
| FR2691968B1 (fr) * | 1992-06-04 | 1994-07-29 | Roussel Uclaf | Nouveau procede de preparation d'un derive sterouide 11-ceto. |
| US5670676A (en) * | 1995-03-16 | 1997-09-23 | Schering Corporation | Process for preparation of 9α -chloro-11β formyloxypregna-3.20-diones |
| US5602248A (en) * | 1995-03-16 | 1997-02-11 | Schering Corporation | Process for preparation of 9α-chloro-11β-formyloxypregna-3,20-diones |
| HUE027463T2 (en) | 2008-05-28 | 2016-09-28 | Reveragen Biopharma Inc | Non-hormonal steroid modulators of nf-kb for treatment of disease |
| CN103509075A (zh) * | 2012-06-29 | 2014-01-15 | 中国药科大学 | 一种制备二氟泼尼酯的方法 |
| US10799514B2 (en) | 2015-06-29 | 2020-10-13 | Reveragen Biopharma, Inc. | Non-hormonal steroid modulators of NF-kappa beta for treatment of disease |
| CN108373492B (zh) * | 2018-04-20 | 2021-12-21 | 江苏远大仙乐药业有限公司 | 一种醋酸可的松的制备方法 |
| US11382922B2 (en) | 2019-03-07 | 2022-07-12 | Reveragen Biopharma, Inc. | Aqueous oral pharmaceutical suspension compositions |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2779775A (en) * | 1954-09-30 | 1957-01-29 | Merck & Co Inc | Phosphate derivatives of 9alpha-fluorosteroids |
| US2951840A (en) * | 1957-07-20 | 1960-09-06 | Syntex Sa | 6-fluoro pregnanes and intermediates therefor |
| US3022295A (en) * | 1959-11-02 | 1962-02-20 | Pfizer & Co C | 16beta-difluorinated corticosteroids and intermediates |
| NL7502252A (nl) * | 1974-02-27 | 1975-08-29 | Pierrel Spa | Werkwijze voor het bereiden van een geneesmid- del met anti-inflammatoire werking, gevormd ge- neesmiddel verkregen volgens deze werkwijze alsmede werkwijze voor het bereiden van in het geneesmiddel gebruikte nieuwe steroiden. |
| US4272446A (en) * | 1974-02-27 | 1981-06-09 | Pierrel S.P.A. | Steroids and process for preparing the same |
| US4189440A (en) * | 1974-03-08 | 1980-02-19 | Gaetano Palladino | 2-Bromo-6β-fluoro-3-keto-Δ1,4 -steroids of the pregnane series |
| US4221786A (en) * | 1978-06-20 | 1980-09-09 | Ciba-Geigy Corporation | Novel halogenopregnadienes and process for the manufacture thereof |
| IT1193853B (it) * | 1979-11-07 | 1988-08-31 | Gaetano Palladino | Procedimento per la preparazione di derivati di steroidi e prodotti ottenuti |
| US4340538A (en) * | 1980-07-21 | 1982-07-20 | The Upjohn Company | Process for producing 6α-fluoro-Δ1,4 -3-keto steroids |
-
1983
- 1983-06-15 DE DE8383105883T patent/DE3373189D1/de not_active Expired
- 1983-06-15 EP EP83105883A patent/EP0097328B1/en not_active Expired
- 1983-06-17 US US06/505,292 patent/US4525303A/en not_active Expired - Fee Related
- 1983-06-20 ES ES523430A patent/ES523430A0/es active Granted
-
1984
- 1984-11-30 ES ES538192A patent/ES538192A0/es active Granted
- 1984-11-30 ES ES538191A patent/ES8507571A1/es not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| ES538191A0 (es) | 1985-09-01 |
| ES8507572A1 (es) | 1985-09-01 |
| EP0097328A2 (en) | 1984-01-04 |
| US4525303A (en) | 1985-06-25 |
| DE3373189D1 (en) | 1987-10-01 |
| ES538192A0 (es) | 1985-09-01 |
| EP0097328A3 (en) | 1984-05-30 |
| ES8504842A1 (es) | 1985-04-16 |
| ES523430A0 (es) | 1985-04-16 |
| EP0097328B1 (en) | 1987-08-26 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FD1A | Patent lapsed |
Effective date: 19970203 |