NO314149B1 - Fremgangsmåter for fremstilling av 9,11-epoksysteroider og mellomproduktertil bruk ved fremgangsmåtene - Google Patents

Fremgangsmåter for fremstilling av 9,11-epoksysteroider og mellomproduktertil bruk ved fremgangsmåtene Download PDF

Info

Publication number: NO314149B1
Authority: NO; Norway
Prior art keywords: formula; group; chr; hydrogen; compound
Prior art date: 1996-12-11

Application number

NO19992825A

Other languages

English (en)

Norwegian (no)

Other versions

NO992825L (no

NO992825D0 (no

Inventor

John S Ng

Chin Liu

Dennis K Anderson

Jon P Lawson

Joseph Wieczorek

Sastry A Kunda

Leo J Letendre

Mark J Pozzo

Yuen-Lung L Sing

Ping T Wang

Edward E Yonan

Richard M Weier

Thomas R Kowar

Julio A Baez

Bernhard Erb

Original Assignee

Searle & Co

Priority date (The priority date 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 date listed.)

1996-12-11

Filing date

1999-06-10

Publication date

2003-02-03

Family has litigation

First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=26709541&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=NO314149(B1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.

1999-06-10 Application filed by Searle & Co filed Critical Searle & Co

1999-06-10 Publication of NO992825D0 publication Critical patent/NO992825D0/no

1999-07-29 Publication of NO992825L publication Critical patent/NO992825L/no

2003-02-03 Publication of NO314149B1 publication Critical patent/NO314149B1/no

Links

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HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
230000006340 racemization Effects 0.000 description 1
150000003254 radicals Chemical class 0.000 description 1
238000001953 recrystallisation Methods 0.000 description 1
230000001105 regulatory effect Effects 0.000 description 1
238000011160 research Methods 0.000 description 1
230000004044 response Effects 0.000 description 1
230000000717 retained effect Effects 0.000 description 1
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239000012488 sample solution Substances 0.000 description 1
238000005070 sampling Methods 0.000 description 1
238000013341 scale-up Methods 0.000 description 1
230000007017 scission Effects 0.000 description 1
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
230000035040 seed growth Effects 0.000 description 1
238000010956 selective crystallization Methods 0.000 description 1
238000010898 silica gel chromatography Methods 0.000 description 1
229950005143 sitosterol Drugs 0.000 description 1
MNWBNISUBARLIT-UHFFFAOYSA-N sodium cyanide Chemical compound [Na+].N#[C-] MNWBNISUBARLIT-UHFFFAOYSA-N 0.000 description 1
HLBBKKJFGFRGMU-UHFFFAOYSA-M sodium formate Chemical compound [Na+].[O-]C=O HLBBKKJFGFRGMU-UHFFFAOYSA-M 0.000 description 1
235000019254 sodium formate Nutrition 0.000 description 1
159000000000 sodium salts Chemical class 0.000 description 1
235000010265 sodium sulphite Nutrition 0.000 description 1
238000001179 sorption measurement Methods 0.000 description 1
238000001228 spectrum Methods 0.000 description 1
235000019698 starch Nutrition 0.000 description 1
239000008107 starch Substances 0.000 description 1
230000000707 stereoselective effect Effects 0.000 description 1
HCXVJBMSMIARIN-PHZDYDNGSA-N stigmasterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)/C=C/[C@@H](CC)C(C)C)[C@@]1(C)CC2 HCXVJBMSMIARIN-PHZDYDNGSA-N 0.000 description 1
229940032091 stigmasterol Drugs 0.000 description 1
BFDNMXAIBMJLBB-UHFFFAOYSA-N stigmasterol Natural products CCC(C=CC(C)C1CCCC2C3CC=C4CC(O)CCC4(C)C3CCC12C)C(C)C BFDNMXAIBMJLBB-UHFFFAOYSA-N 0.000 description 1
235000016831 stigmasterol Nutrition 0.000 description 1
238000006277 sulfonation reaction Methods 0.000 description 1
BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 description 1
239000013589 supplement Substances 0.000 description 1
230000000153 supplemental effect Effects 0.000 description 1
239000006188 syrup Substances 0.000 description 1
235000020357 syrup Nutrition 0.000 description 1
230000008685 targeting Effects 0.000 description 1
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229960002180 tetracycline Drugs 0.000 description 1
229930101283 tetracycline Natural products 0.000 description 1
235000019364 tetracycline Nutrition 0.000 description 1
150000003522 tetracyclines Chemical class 0.000 description 1
230000001225 therapeutic effect Effects 0.000 description 1
238000002560 therapeutic procedure Methods 0.000 description 1
HFRXJVQOXRXOPP-UHFFFAOYSA-N thionyl bromide Chemical compound BrS(Br)=O HFRXJVQOXRXOPP-UHFFFAOYSA-N 0.000 description 1
239000011573 trace mineral Substances 0.000 description 1
235000013619 trace mineral Nutrition 0.000 description 1
230000001052 transient effect Effects 0.000 description 1
229910052723 transition metal Inorganic materials 0.000 description 1
150000003624 transition metals Chemical class 0.000 description 1
ODLHGICHYURWBS-LKONHMLTSA-N trappsol cyclo Chemical compound CC(O)COC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](COCC(C)O)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](COCC(C)O)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](COCC(C)O)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](COCC(C)O)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)COCC(O)C)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1COCC(C)O ODLHGICHYURWBS-LKONHMLTSA-N 0.000 description 1
125000005270 trialkylamine group Chemical group 0.000 description 1
GKASDNZWUGIAMG-UHFFFAOYSA-N triethyl orthoformate Chemical compound CCOC(OCC)OCC GKASDNZWUGIAMG-UHFFFAOYSA-N 0.000 description 1
125000004953 trihalomethyl group Chemical group 0.000 description 1
238000001665 trituration Methods 0.000 description 1
238000000870 ultraviolet spectroscopy Methods 0.000 description 1
235000015112 vegetable and seed oil Nutrition 0.000 description 1
239000008158 vegetable oil Substances 0.000 description 1
229940088594 vitamin Drugs 0.000 description 1
235000013343 vitamin Nutrition 0.000 description 1
239000011782 vitamin Substances 0.000 description 1
229930003231 vitamin Natural products 0.000 description 1
239000003643 water by type Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P33/00—Preparation of steroids
- C12P33/06—Hydroxylating
- C12P33/08—Hydroxylating at 11 position
- C12P33/10—Hydroxylating at 11 position at 11 alpha-position
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J75/00—Processes for the preparation of steroids in general
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/02—Synthesis of the oxirane ring
- C07D301/03—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds
- C07D301/12—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with hydrogen peroxide or inorganic peroxides or peracids
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J1/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 17 beta by a carbon atom, e.g. estrane, androstane
- C07J1/0051—Estrane derivatives
- C07J1/0059—Estrane derivatives substituted in position 17 by a keto group
- 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
- 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
- C07J21/001—Lactones
- C07J21/003—Lactones at position 17
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J31/00—Normal steroids containing one or more sulfur atoms not belonging to a hetero ring
- C07J31/006—Normal steroids containing one or more sulfur atoms not belonging to a hetero ring not covered by C07J31/003
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J41/00—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
- C07J41/0033—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005
- C07J41/0094—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005 containing nitrile radicals, including thiocyanide radicals
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J53/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton has been modified by condensation with a carbocyclic rings or by formation of an additional ring by means of a direct link between two ring carbon atoms, including carboxyclic rings fused to the cyclopenta(a)hydrophenanthrene skeleton are included in this class
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J53/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton has been modified by condensation with a carbocyclic rings or by formation of an additional ring by means of a direct link between two ring carbon atoms, including carboxyclic rings fused to the cyclopenta(a)hydrophenanthrene skeleton are included in this class
- C07J53/002—Carbocyclic rings fused
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J71/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton is condensed with a heterocyclic ring
- 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
- 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)
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P33/00—Preparation of steroids
- C12P33/005—Degradation of the lateral chains at position 17

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
General Health & Medical Sciences (AREA)
Wood Science & Technology (AREA)
Life Sciences & Earth Sciences (AREA)
Engineering & Computer Science (AREA)
Zoology (AREA)
Bioinformatics & Cheminformatics (AREA)
Genetics & Genomics (AREA)
Microbiology (AREA)
Chemical Kinetics & Catalysis (AREA)
Biotechnology (AREA)
Biochemistry (AREA)
General Chemical & Material Sciences (AREA)
General Engineering & Computer Science (AREA)
Inorganic Chemistry (AREA)
Toxicology (AREA)
Steroid Compounds (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Saccharide Compounds (AREA)
Plural Heterocyclic Compounds (AREA)
Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Epoxy Compounds (AREA)
Catalysts (AREA)
Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
Preparation Of Compounds By Using Micro-Organisms (AREA)

NO19992825A 1996-12-11 1999-06-10 Fremgangsmåter for fremstilling av 9,11-epoksysteroider og mellomproduktertil bruk ved fremgangsmåtene NO314149B1 (no)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
US3331596P	1996-12-11	1996-12-11
US4938897P	1997-06-11	1997-06-11
PCT/US1997/023090 WO1998025948A2 (en)	1996-12-11	1997-12-11	Processes for preparation of 9,11-epoxy steroids and intermediates useful therein

Publications (3)

Publication Number	Publication Date
NO992825D0 NO992825D0 (no)	1999-06-10
NO992825L NO992825L (no)	1999-07-29
NO314149B1 true NO314149B1 (no)	2003-02-03

Family

ID=26709541

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NO19992825A NO314149B1 (no)	1996-12-11	1999-06-10	Fremgangsmåter for fremstilling av 9,11-epoksysteroider og mellomproduktertil bruk ved fremgangsmåtene

Country Status (21)

Country	Link
US (1)	US6610844B2 (pl)
EP (1)	EP0944644B1 (pl)
JP (1)	JP2001509792A (pl)
KR (1)	KR100523409B1 (pl)
CN (1)	CN100369927C (pl)
AT (2)	ATE375992T1 (pl)
AU (1)	AU733559B2 (pl)
BR (1)	BR9714510A (pl)
CA (1)	CA2273343C (pl)
DE (2)	DE69716116T2 (pl)
DK (1)	DK0944644T3 (pl)
ES (2)	ES2293944T3 (pl)
HK (1)	HK1043370B (pl)
IL (1)	IL130182A0 (pl)
NO (1)	NO314149B1 (pl)
NZ (1)	NZ336004A (pl)
PL (1)	PL189459B1 (pl)
PT (1)	PT944644E (pl)
RO (1)	RO120710B1 (pl)
RU (1)	RU2005121439A (pl)
WO (1)	WO1998025948A2 (pl)

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US8222237B2 (en) *	2008-11-25	2012-07-17	Evestra, Inc.	Progestational 3-(6,6-ethylene-17B-hydroxy-3-oxo-17A-pregna-4-ene-17A-yl)propionic acid G-lactones
EP2568986B1 (en)	2010-05-10	2016-01-13	INSERM (Institut National de la Santé et de la Recherche Médicale)	Methods and compositions for the treatment of fluid accumulation in and/ or under the retina
EP2582365B1 (en)	2010-06-16	2019-03-20	INSERM (Institut National de la Santé et de la Recherche Médicale)	Compositions for stimulating reepithelialisation during wound healing
CN104844681B (zh) *	2014-02-13	2016-06-01	合肥久诺医药科技有限公司	一种l晶型依普利酮的精制方法
ES2699923T3 (es)	2014-10-17	2019-02-13	Ind Chimica Srl	Proceso para la preparación de 7alfa-(metoxicarbonil)-3-oxo-17alfa-pregn-4,9(11)-dien-21,17-carbolactona, un intermedio útil para la síntesis de moléculas con actividad farmacológica
WO2017055248A1 (en)	2015-09-28	2017-04-06	INSERM (Institut National de la Santé et de la Recherche Médicale)	Methods and pharmaceutical compositions for the treatment of heart failure
US20180280414A1 (en)	2015-10-13	2018-10-04	Inserm (Institut National De La Sante Et De La Recherche Medicale)	Methods and pharmaceutical compositions for the treatment of choroidal neovascularisation
CN105541960A (zh) *	2016-02-22	2016-05-04	浙江仙琚制药股份有限公司	17α-羟基-3-氧代-γ-内酯-孕甾-4-烯-（7α，9α）-二羧酸内酯的制备方法
EP3490606B8 (en)	2016-07-26	2024-04-10	INSERM (Institut National de la Santé et de la Recherche Médicale)	Antagonist of mineralocorticoid receptor for the treatment of osteoarthritis
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1997
- 1997-12-11 NZ NZ336004A patent/NZ336004A/en unknown
- 1997-12-11 KR KR10-2004-7021389A patent/KR100523409B1/ko not_active Expired - Fee Related
- 1997-12-11 AU AU57983/98A patent/AU733559B2/en not_active Ceased
- 1997-12-11 RO RO99-00668A patent/RO120710B1/ro unknown
- 1997-12-11 PT PT97954126T patent/PT944644E/pt unknown
- 1997-12-11 CA CA002273343A patent/CA2273343C/en not_active Expired - Fee Related
- 1997-12-11 JP JP52703298A patent/JP2001509792A/ja not_active Ceased
- 1997-12-11 IL IL13018297A patent/IL130182A0/xx not_active IP Right Cessation
- 1997-12-11 BR BR9714510-6A patent/BR9714510A/pt not_active Application Discontinuation
- 1997-12-11 DE DE69716116T patent/DE69716116T2/de not_active Expired - Fee Related
- 1997-12-11 AT AT01111209T patent/ATE375992T1/de not_active IP Right Cessation
- 1997-12-11 WO PCT/US1997/023090 patent/WO1998025948A2/en not_active Ceased
- 1997-12-11 ES ES01111209T patent/ES2293944T3/es not_active Expired - Lifetime
- 1997-12-11 DE DE69738225T patent/DE69738225T2/de not_active Expired - Fee Related
- 1997-12-11 CN CNB971817375A patent/CN100369927C/zh not_active Expired - Fee Related
- 1997-12-11 AT AT97954126T patent/ATE225367T1/de not_active IP Right Cessation
- 1997-12-11 DK DK97954126T patent/DK0944644T3/da active
- 1997-12-11 EP EP97954126A patent/EP0944644B1/en not_active Expired - Lifetime
- 1997-12-11 ES ES97954126T patent/ES2186017T3/es not_active Expired - Lifetime
- 1997-12-11 PL PL97334084A patent/PL189459B1/pl not_active IP Right Cessation
1999
- 1999-06-10 NO NO19992825A patent/NO314149B1/no not_active IP Right Cessation
2002
- 2002-03-29 US US10/112,355 patent/US6610844B2/en not_active Expired - Fee Related
- 2002-04-24 HK HK02103077.8A patent/HK1043370B/en not_active IP Right Cessation
2005
- 2005-07-07 RU RU2005121439/04A patent/RU2005121439A/ru not_active Application Discontinuation

Also Published As

Publication number	Publication date
EP0944644A2 (en)	1999-09-29
DK0944644T3 (da)	2003-02-03
EP0944644B1 (en)	2002-10-02
WO1998025948A2 (en)	1998-06-18
ATE375992T1 (de)	2007-11-15
NO992825L (no)	1999-07-29
DE69738225D1 (de)	2007-11-29
CA2273343A1 (en)	1998-06-18
PT944644E (pt)	2003-02-28
AU733559B2 (en)	2001-05-17
HK1043370A1 (en)	2002-09-13
NO992825D0 (no)	1999-06-10
BR9714510A (pt)	2000-11-28
RU2005121439A (ru)	2007-01-20
ATE225367T1 (de)	2002-10-15
ES2186017T3 (es)	2003-05-01
PL189459B1 (pl)	2005-08-31
JP2001509792A (ja)	2001-07-24
HK1043370B (en)	2008-08-01
DE69716116D1 (de)	2002-11-07
IL130182A0 (en)	2000-06-01
CA2273343C (en)	2006-10-10
DE69738225T2 (de)	2008-07-17
PL334084A1 (en)	2000-01-31
WO1998025948A3 (en)	1998-10-15
US20030055274A1 (en)	2003-03-20
ES2293944T3 (es)	2008-04-01
AU5798398A (en)	1998-07-03
RO120710B1 (ro)	2006-06-30
KR100523409B1 (ko)	2005-10-24
CN100369927C (zh)	2008-02-20
KR20050009765A (ko)	2005-01-25
DE69716116T2 (de)	2003-09-04
NZ336004A (en)	2001-04-27
CN1253564A (zh)	2000-05-17
US6610844B2 (en)	2003-08-26

Legal Events

Date	Code	Title	Description
2010-07-19	MM1K	Lapsed by not paying the annual fees

Publication	Publication Date	Title
AU733559B2 (en)	2001-05-17	Processes for preparation of 9,11-epoxy steroids and intermediates useful therein
US6331622B1 (en)	2001-12-18	Processes for preparation of 9, 11-epoxy steroids and intermediates useful therein
WO1998025948A9 (en)	1998-11-19	Processes for preparation of 9,11-epoxy steroids and intermediates useful therein
US6887991B1 (en)	2005-05-03	Processes for preparation of 9, 11-epoxy steroids and intermediates useful therein
EP1148061A2 (en)	2001-10-24	Process for preparation of 9, 11- epoxy steroids and intermediates useful therein
EP1170299A2 (en)	2002-01-09	Processes for preparation of 9,11-epoxy steroids and intermediates useful therein
RU2261865C2 (ru)	2005-10-10	СПОСОБ ПОЛУЧЕНИЯ 3-КЕТО-7α-АЛКОКСИКАРБОНИЛЗАМЕЩЕННОГО Δ4,5-СТЕРОИДА, СПОСОБЫ ПОЛУЧЕНИЯ ПРОМЕЖУТОЧНЫХ СОЕДИНЕНИЙ, ПРОМЕЖУТОЧНЫЕ СОЕДИНЕНИЯ
AU1355197A (en)	1997-07-03	Process for preparation of 7 alpha-carboxyl 9, 11-epoxy steroids and intermediates useful therein
KR100506007B1 (ko)	2005-08-04	9,11-에폭시 스테로이드의 제조방법 및 이 제조방법에 유용한 중간체
AU744223B2 (en)	2002-02-21	Process for the epoxidation of olefinic double bonds
AU747959B2 (en)	2002-05-30	Processes and intermediates for the preparation of 9, 11-epoxy steroids
CA2550659A1 (en)	1998-06-18	Processes for preparation of 9,11-epoxy steroids and intermediates useful therein