HUP0301108A2 - Oxidációs eljárás a 6alfa, 9alfa-difluor-11béta, 17alfa-dihidroxi-16alfa-metil-androszt-1,4-dien-3-on-17béta-karbonsav intermedier előállítására - Google Patents
Oxidációs eljárás a 6alfa, 9alfa-difluor-11béta, 17alfa-dihidroxi-16alfa-metil-androszt-1,4-dien-3-on-17béta-karbonsav intermedier előállításáraInfo
- Publication number
- HUP0301108A2 HUP0301108A2 HU0301108A HUP0301108A HUP0301108A2 HU P0301108 A2 HUP0301108 A2 HU P0301108A2 HU 0301108 A HU0301108 A HU 0301108A HU P0301108 A HUP0301108 A HU P0301108A HU P0301108 A2 HUP0301108 A2 HU P0301108A2
- Authority
- HU
- Hungary
- Prior art keywords
- oxidation process
- 9alpha
- 6alpha
- 16alpha
- 11beta
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title abstract 3
- 230000003647 oxidation Effects 0.000 title abstract 2
- 238000007254 oxidation reaction Methods 0.000 title abstract 2
- FTMIKAPBXCGILZ-FKOWOAMKSA-N F[C@H]1C[C@H]2[C@@H]3C[C@H]([C@H]([C@@]3(C)C[C@@H]([C@@]2([C@]2(C=CC(C=C12)=O)C)F)O)O)C Chemical compound F[C@H]1C[C@H]2[C@@H]3C[C@H]([C@H]([C@@]3(C)C[C@@H]([C@@]2([C@]2(C=CC(C=C12)=O)C)F)O)O)C FTMIKAPBXCGILZ-FKOWOAMKSA-N 0.000 title 1
- 238000000034 method Methods 0.000 abstract 2
- 230000003110 anti-inflammatory effect Effects 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 229960000289 fluticasone propionate Drugs 0.000 abstract 1
- WMWTYOKRWGGJOA-CENSZEJFSA-N fluticasone propionate Chemical compound C1([C@@H](F)C2)=CC(=O)C=C[C@]1(C)[C@]1(F)[C@@H]2[C@@H]2C[C@@H](C)[C@@](C(=O)SCF)(OC(=O)CC)[C@@]2(C)C[C@@H]1O WMWTYOKRWGGJOA-CENSZEJFSA-N 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 230000001590 oxidative effect Effects 0.000 abstract 1
- 150000003431 steroids Chemical class 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J3/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by one carbon atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J31/00—Normal steroids containing one or more sulfur atoms not belonging to a hetero ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Steroid Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
Abstract
A találmány tárgyát képezi új oxidációs eljárás egy ismert, agyulladásellenes szteroidok (pl. flutikazonpropionát) előállításábanalkalmazott (I) általános képletű intermedier előállítására. Atalálmány szerinti eljárást úgy végzik, hogy az (a) lépésben oxidálnakegy (II) általános képletű vegyületet tartalmazó oldatot, ahol azoldatot víz és THF elegyeként képezik. Ó
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GBGB0017988.7A GB0017988D0 (en) | 2000-07-21 | 2000-07-21 | Novel process |
PCT/GB2001/003289 WO2002008243A1 (en) | 2000-07-21 | 2001-07-20 | Oxidation process for preparing the intermediate 6.alpha.,9.alpha.-difluoro-11.beta.,17.alpha.-dihydroxy-16.alpha.-methyl-androst-1,4-dien-3-one 17.beta.-carboxylic acid |
Publications (2)
Publication Number | Publication Date |
---|---|
HUP0301108A2 true HUP0301108A2 (hu) | 2003-08-28 |
HUP0301108A3 HUP0301108A3 (en) | 2008-04-28 |
Family
ID=9896132
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HU0301108A HUP0301108A3 (en) | 2000-07-21 | 2001-07-20 | Oxidation process for preparing the intermediate 6alpha, 9alpha |
Country Status (26)
Country | Link |
---|---|
US (1) | US20040043974A1 (hu) |
EP (1) | EP1301526B1 (hu) |
JP (1) | JP2004504403A (hu) |
KR (1) | KR100787293B1 (hu) |
CN (1) | CN1315864C (hu) |
AT (1) | ATE398628T1 (hu) |
AU (2) | AU2001270906B2 (hu) |
BR (1) | BR0110430A (hu) |
CA (1) | CA2406963A1 (hu) |
CY (1) | CY1108553T1 (hu) |
CZ (1) | CZ302592B6 (hu) |
DE (1) | DE60134472D1 (hu) |
DK (1) | DK1301526T3 (hu) |
ES (1) | ES2307628T3 (hu) |
GB (1) | GB0017988D0 (hu) |
HK (1) | HK1056179B (hu) |
HU (1) | HUP0301108A3 (hu) |
IL (2) | IL152348A0 (hu) |
MX (1) | MXPA02010967A (hu) |
NO (1) | NO324836B1 (hu) |
NZ (1) | NZ522083A (hu) |
PL (1) | PL206652B1 (hu) |
PT (1) | PT1301526E (hu) |
SI (1) | SI1301526T1 (hu) |
WO (1) | WO2002008243A1 (hu) |
ZA (1) | ZA200208372B (hu) |
Families Citing this family (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6858593B2 (en) | 2000-08-05 | 2005-02-22 | Smithkline Beecham Corporation | Anti-inflammatory androstane derivative compositions |
US6750210B2 (en) | 2000-08-05 | 2004-06-15 | Smithkline Beecham Corporation | Formulation containing novel anti-inflammatory androstane derivative |
US6777399B2 (en) | 2000-08-05 | 2004-08-17 | Smithkline Beecham Corporation | Anti-inflammatory androstane derivative compositions |
US6858596B2 (en) | 2000-08-05 | 2005-02-22 | Smithkline Beecham Corporation | Formulation containing anti-inflammatory androstane derivative |
US6759398B2 (en) | 2000-08-05 | 2004-07-06 | Smithkline Beecham Corporation | Anti-inflammatory androstane derivative |
US6787532B2 (en) | 2000-08-05 | 2004-09-07 | Smithkline Beecham Corporation | Formulation containing anti-inflammatory androstane derivatives |
US6777400B2 (en) | 2000-08-05 | 2004-08-17 | Smithkline Beecham Corporation | Anti-inflammatory androstane derivative compositions |
UA77656C2 (en) | 2001-04-07 | 2007-01-15 | Glaxo Group Ltd | S-fluoromethyl ester of 6-alpha, 9-alpha-difluoro-17-alpha-[(2-furanylcarbonyl)oxy]-11-beta-hydroxy-16- alpha-methyl-3-oxoandrosta-1,4-dien-17-beta-carbothioacid as anti-inflammatory agent |
GB2389530B (en) | 2002-06-14 | 2007-01-10 | Cipla Ltd | Pharmaceutical compositions |
IL150654A (en) | 2002-07-09 | 2006-12-10 | Ori Lerman | Method for acid isolation 6α, 9α - difluoro - ß, 17α11 - dihydroxy - 16α - methylfargana - 3 - oxo - 1, 4 - diene - 17ß - carboxylate |
EP1611149A1 (en) * | 2003-04-04 | 2006-01-04 | Alpharma APS | Process for the preparation of steroidal carbothioic acid derivatives and intermediates |
EP1466920A1 (en) * | 2003-04-04 | 2004-10-13 | Alpharma APS | Process for the preparation of steroidal 17 beta-carbothioates |
EP1526139A1 (en) * | 2003-10-24 | 2005-04-27 | S.N.I.F.F. Italia S.P.A. | A process for preparing highly pure androstane 17-beta-carboxylic acids and androstane 17-beta-carbothioic acid fluoromethyl esters |
GB0612027D0 (en) | 2006-06-16 | 2006-07-26 | Glaxo Group Ltd | Novel process |
NO331891B1 (no) * | 2007-03-20 | 2012-04-30 | Clavis Pharma Asa | Kjemiske forbindelser, et farmasoytisk preparat inneholdende slike forbindelser, samt anvendelse derav for behandling av kreft, inflammasjon og KOLS |
PT105139B (pt) * | 2010-06-01 | 2013-01-29 | Hovione Farmaciencia S A | Método para a monofluorometilação de substratos orgânicos para preparação de compostos orgânicos biologicamente activos |
US8841442B2 (en) | 2010-09-01 | 2014-09-23 | Cadila Healthcare Limited | Process for preparing fluticasone propionate/furoate |
Family Cites Families (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3636010A (en) * | 1968-12-23 | 1972-01-18 | Ciba Geigy Corp | Esters of steroid-17-carboxylic acids |
US4188385A (en) * | 1978-04-05 | 1980-02-12 | Syntex (U.S.A.) Inc. | Thioetianic acid derivatives |
US4198336A (en) * | 1978-04-05 | 1980-04-15 | Syntex (U.S.A.) Inc. | Chemical process for preparing androsta-4-ene 17α-carboxylic acids |
NL187577C (nl) * | 1978-04-05 | 1991-11-18 | Sibla Srl | 3-acetoxy-9beta,11beta-epoxy-pregna-1,3,5-trienen, werkwijze voor de bereiding daarvan en werkwijze voor de bereiding van 6alfa-halogeen-pregna-1,4-dieen-3-onen. |
US4263289A (en) * | 1978-04-05 | 1981-04-21 | Syntex (U.S.A.) Inc. | Thio etianic acid derivatives |
GB2088877B (en) * | 1980-02-15 | 1984-07-04 | Glaxo Group Ltd | Androstane 17 carbothioates |
US5646136A (en) * | 1994-01-04 | 1997-07-08 | Duke University | Methods of inhibiting angiogenesis and tumor growth, and treating ophthalmologic conditions with angiostatic and therapeutic steroids |
CA2241728A1 (en) * | 1995-12-29 | 1997-07-10 | Panayiotis Alexandrou Procopiou | Lactone derivatives of 17.beta.-carboxy, carbothio and amide androstane derivatives |
US20020133032A1 (en) * | 2000-02-25 | 2002-09-19 | Jufang Barkalow | Method for the preparation of fluticasone and related 17beta-carbothioic esters using a novel carbothioic acid synthesis and novel purification methods |
DE60028618T2 (de) * | 2000-04-04 | 2007-06-06 | Celanese International Corp., Dallas | Tintenaufnehmende zusammensetzung, die polyvinylalkohol mit gepfropften amingruppen enthaelt |
US6777400B2 (en) * | 2000-08-05 | 2004-08-17 | Smithkline Beecham Corporation | Anti-inflammatory androstane derivative compositions |
-
2000
- 2000-07-21 GB GBGB0017988.7A patent/GB0017988D0/en not_active Ceased
-
2001
- 2001-07-20 CZ CZ20023472A patent/CZ302592B6/cs not_active IP Right Cessation
- 2001-07-20 AU AU2001270906A patent/AU2001270906B2/en not_active Ceased
- 2001-07-20 IL IL15234801A patent/IL152348A0/xx active IP Right Grant
- 2001-07-20 AT AT01949791T patent/ATE398628T1/de active
- 2001-07-20 WO PCT/GB2001/003289 patent/WO2002008243A1/en active IP Right Grant
- 2001-07-20 HU HU0301108A patent/HUP0301108A3/hu unknown
- 2001-07-20 NZ NZ522083A patent/NZ522083A/en not_active IP Right Cessation
- 2001-07-20 BR BR0110430-6A patent/BR0110430A/pt not_active Application Discontinuation
- 2001-07-20 SI SI200130851T patent/SI1301526T1/sl unknown
- 2001-07-20 KR KR1020027014367A patent/KR100787293B1/ko not_active IP Right Cessation
- 2001-07-20 DE DE60134472T patent/DE60134472D1/de not_active Expired - Lifetime
- 2001-07-20 CN CNB018114407A patent/CN1315864C/zh not_active Expired - Fee Related
- 2001-07-20 ES ES01949791T patent/ES2307628T3/es not_active Expired - Lifetime
- 2001-07-20 US US10/333,537 patent/US20040043974A1/en not_active Abandoned
- 2001-07-20 PT PT01949791T patent/PT1301526E/pt unknown
- 2001-07-20 CA CA002406963A patent/CA2406963A1/en not_active Abandoned
- 2001-07-20 MX MXPA02010967A patent/MXPA02010967A/es active IP Right Grant
- 2001-07-20 DK DK01949791T patent/DK1301526T3/da active
- 2001-07-20 AU AU7090601A patent/AU7090601A/xx active Pending
- 2001-07-20 PL PL359462A patent/PL206652B1/pl not_active IP Right Cessation
- 2001-07-20 EP EP01949791A patent/EP1301526B1/en not_active Expired - Lifetime
- 2001-07-20 JP JP2002514148A patent/JP2004504403A/ja active Pending
-
2002
- 2002-10-17 ZA ZA200208372A patent/ZA200208372B/en unknown
- 2002-10-17 IL IL152348A patent/IL152348A/en not_active IP Right Cessation
- 2002-10-21 NO NO20025054A patent/NO324836B1/no not_active IP Right Cessation
-
2003
- 2003-09-17 HK HK03106680.9A patent/HK1056179B/zh not_active IP Right Cessation
-
2008
- 2008-09-03 CY CY20081100942T patent/CY1108553T1/el unknown
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Legal Events
Date | Code | Title | Description |
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FA9A | Lapse of provisional patent protection due to relinquishment or protection considered relinquished |