CA2668824A1 - 21-substituted progesterone derivatives as new antiprogestational agents - Google Patents
21-substituted progesterone derivatives as new antiprogestational agents Download PDFInfo
- Publication number
- CA2668824A1 CA2668824A1 CA002668824A CA2668824A CA2668824A1 CA 2668824 A1 CA2668824 A1 CA 2668824A1 CA 002668824 A CA002668824 A CA 002668824A CA 2668824 A CA2668824 A CA 2668824A CA 2668824 A1 CA2668824 A1 CA 2668824A1
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- Canada
- Prior art keywords
- compound
- mammal
- mmol
- mixture
- preparation
- 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.)
- Abandoned
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- 230000001911 anti-progestational effect Effects 0.000 title claims description 30
- 239000003795 chemical substances by application Substances 0.000 title description 6
- 150000003145 progesterone derivatives Chemical class 0.000 title 1
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- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 85
- RJKFOVLPORLFTN-LEKSSAKUSA-N Progesterone Chemical compound C1CC2=CC(=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H](C(=O)C)[C@@]1(C)CC2 RJKFOVLPORLFTN-LEKSSAKUSA-N 0.000 claims abstract description 58
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 49
- 239000000186 progesterone Substances 0.000 claims abstract description 34
- 229960003387 progesterone Drugs 0.000 claims abstract description 34
- 238000000034 method Methods 0.000 claims abstract description 30
- 125000004423 acyloxy group Chemical group 0.000 claims abstract description 21
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 16
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Classifications
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- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
- A61P15/04—Drugs for genital or sexual disorders; Contraceptives for inducing labour or abortion; Uterotonics
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
- A61P15/08—Drugs for genital or sexual disorders; Contraceptives for gonadal disorders or for enhancing fertility, e.g. inducers of ovulation or of spermatogenesis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
- A61P5/24—Drugs for disorders of the endocrine system of the sex hormones
-
- 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
- C07J41/00—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J41/00—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
- C07J41/0005—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring the nitrogen atom being directly linked to the cyclopenta(a)hydro phenanthrene skeleton
- C07J41/0016—Oximes
-
- 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
- C07J41/0077—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005 substituted in position 11-beta by a carbon atom, further substituted by a group comprising at least one further carbon atom
- C07J41/0083—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005 substituted in position 11-beta by a carbon atom, further substituted by a group comprising at least one further carbon atom substituted in position 11-beta by an optionally substituted phenyl group not further condensed with other rings
-
- 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
- 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
- C07J51/00—Normal steroids with unmodified cyclopenta(a)hydrophenanthrene skeleton not provided for in groups C07J1/00 - C07J43/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J7/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J7/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms
- C07J7/008—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms substituted in position 21
- C07J7/0085—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms substituted in position 21 by an halogen atom
-
- 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
- C07J9/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of more than two carbon atoms, e.g. cholane, cholestane, coprostane
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Reproductive Health (AREA)
- General Chemical & Material Sciences (AREA)
- Endocrinology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Gynecology & Obstetrics (AREA)
- Pregnancy & Childbirth (AREA)
- Toxicology (AREA)
- Diabetes (AREA)
- Steroid Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US1662896P | 1996-05-01 | 1996-05-01 | |
| US60/016,628 | 1996-05-01 | ||
| CA002253673A CA2253673C (en) | 1996-05-01 | 1997-04-30 | 21-substituted progesterone derivatives as new antiprogestational agents |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002253673A Division CA2253673C (en) | 1996-05-01 | 1997-04-30 | 21-substituted progesterone derivatives as new antiprogestational agents |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2668824A1 true CA2668824A1 (en) | 1997-11-06 |
Family
ID=21778122
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002668824A Abandoned CA2668824A1 (en) | 1996-05-01 | 1997-04-30 | 21-substituted progesterone derivatives as new antiprogestational agents |
| CA002253673A Expired - Lifetime CA2253673C (en) | 1996-05-01 | 1997-04-30 | 21-substituted progesterone derivatives as new antiprogestational agents |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002253673A Expired - Lifetime CA2253673C (en) | 1996-05-01 | 1997-04-30 | 21-substituted progesterone derivatives as new antiprogestational agents |
Country Status (13)
| Country | Link |
|---|---|
| US (4) | US6861415B2 (enExample) |
| EP (1) | EP0900234B1 (enExample) |
| JP (1) | JP4260886B2 (enExample) |
| AT (1) | ATE194358T1 (enExample) |
| AU (1) | AU710139B2 (enExample) |
| CA (2) | CA2668824A1 (enExample) |
| DE (1) | DE69702450T2 (enExample) |
| DK (1) | DK0900234T3 (enExample) |
| ES (1) | ES2152671T3 (enExample) |
| GR (1) | GR3034562T3 (enExample) |
| HU (1) | HU230492B1 (enExample) |
| PT (1) | PT900234E (enExample) |
| WO (1) | WO1997041145A1 (enExample) |
Families Citing this family (47)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6900193B1 (en) | 1996-05-01 | 2005-05-31 | The United States Of America As Represented By The Department Of Health And Human Services | Structural modification of 19-norprogesterone I: 17-α-substituted-11-β-substituted-4-aryl and 21-substituted 19-norpregnadienedione as new antiprogestational agents |
| US6020328A (en) * | 1998-03-06 | 2000-02-01 | Research Triangle Institute | 20-keto-11β-arylsteroids and their derivatives having agonist or antagonist hormonal properties |
| US6262042B1 (en) | 1998-05-29 | 2001-07-17 | Research Triangle Institute | 17β-amino and hydroxylamino-11β-arylsteroids and their derivatives having agonist or antagonist hormonal properties |
| US5962444A (en) * | 1998-05-29 | 1999-10-05 | Research Triangle Institute | 17β-nitro-11β-arylsteroids and their derivatives having agonist or antagonist hormonal properties |
| CZ2002704A3 (cs) * | 1999-08-31 | 2003-02-12 | Jenapharm Gmbh & Co. Kg | Použití mesoprogestinů (modulátorů receptoru pro progesteron) pro výrobu léků k léčení a prevenci benigních gynekologických onemocnění závislých na hormonech |
| US6740645B1 (en) * | 1999-09-03 | 2004-05-25 | Research Triangle Institute | 17β-acyl-17α-propynyl-11β-(cyclic amino) aryl steroids and their derivatives having antagonist hormonal properties |
| US6768014B2 (en) | 1999-12-29 | 2004-07-27 | The United States Of America As Represented By The Department Of Health And Human Services | PROCESS FOR PREPARING 17α-ACETOXY-11β-[4-N,N(DIMETHYLAMINO)PHENYL]-21-METHOXY-19-NORPREGNA-4,9-DIENE-3,20-DIONE, INTERMEDIATES USEFUL IN THE PROCESS , AND PROCESSES FOR PREPARING SUCH INTERMEDIATES |
| DK1265911T3 (da) * | 2000-03-17 | 2008-09-29 | Us Gov Health & Human Serv | 17-alfa-substitueret-11-beta-substitueret-4-aryl og 21-substitueret 19-norpregnadiendion som antiprogestationelle midler |
| MXPA02010066A (es) * | 2000-04-12 | 2003-06-04 | Schering Ag | Estratrienos sustituidos en 8beta-hidrocarbilo para uso como estrogenos selectivos. |
| FR2832065B1 (fr) * | 2001-11-13 | 2004-11-05 | Besins Int Belgique | Composition pharmaceutique a base de progesterone micronisee son procede de preparation et ses utilisations |
| US8044223B2 (en) * | 2003-04-04 | 2011-10-25 | Bridge Organics Co. | Crystalline 19-norsteroids |
| DE602005026290D1 (de) * | 2004-07-09 | 2011-03-24 | Population Council Inc | Zusammensetzungen mit verzögerter freisetzung mit progesteron-rezeptormodulatoren |
| US20070010626A1 (en) * | 2005-07-11 | 2007-01-11 | Shankernarayanan Manivakkam J | Polyethylene compositions |
| AU2006294449A1 (en) * | 2005-09-29 | 2007-04-05 | Repros Therapeutics Inc. | Formulations with improved bioavailability, comprising a steroid derivative and a polyglycolysed glyceride |
| EP1862468A1 (de) * | 2006-06-02 | 2007-12-05 | Bayer Schering Pharma Aktiengesellschaft | Kristallines 11beta-(4-Acetylphenyl)-20,20,21,21,21-pentafluor-17-hydroxy-19-nor-17alpha-pregna-4,9-dien-3-on |
| US9517240B2 (en) | 2006-09-26 | 2016-12-13 | The Regents Of The University Of California | Methods and compositions for cancer prevention and treatment |
| WO2008039482A2 (en) * | 2006-09-26 | 2008-04-03 | The Regents Of The University Of California | Methods and compositions for cancer prevention and treatment |
| KR20090067198A (ko) | 2006-10-24 | 2009-06-24 | 레프로스 쎄라피우틱스 아이엔씨. | 자궁내막 증식을 억제하는 조성물과 방법 |
| TWI455716B (zh) * | 2006-10-24 | 2014-10-11 | Repros Therapeutics Inc | 選擇性黃體激素受體調節劑用於製造治療雌激素依賴性病症之藥物的用途 |
| EP2094275A2 (en) * | 2006-12-28 | 2009-09-02 | Repros Therapeutics Inc. | Methods and formulations for improved bioavailability of antiprogestins |
| HUE029397T2 (en) * | 2007-04-20 | 2017-03-28 | Preglem Sa | Selective progesterone modulators for treating uterine bleeding |
| HU228636B1 (en) | 2007-06-27 | 2013-04-29 | Richter Gedeon Nyrt | Industrial method for the synthesis of 17-acetoxy-11betha-4[-(dimethylamino)-phenyl]-21-methoxy-19-norpregna-4,9-dien-3,20-dione and the key intermediates of the process |
| US20090118253A1 (en) * | 2007-11-05 | 2009-05-07 | Repros Therapeutics Inc. | Compositions and methods for treating dysfunctional uterine bleeding |
| US8299050B2 (en) * | 2008-01-29 | 2012-10-30 | Laboratoire Hra-Pharma | Method for treating uterine fibroids |
| TWI477276B (zh) * | 2008-04-28 | 2015-03-21 | Repros Therapeutics Inc | 抗黃體素給藥方案 |
| TWI539953B (zh) * | 2008-04-28 | 2016-07-01 | 瑞波若斯治療學公司 | 用於治療乳癌之組成物和方法 |
| TW201002736A (en) * | 2008-04-28 | 2010-01-16 | Repros Therapeutics Inc | Compositions and methods for treating progesterone-dependent conditions |
| HUP0900171A2 (hu) * | 2009-03-20 | 2010-12-28 | Richter Gedeon Nyrt | 17-acetoxi-11ß-[4-(dimetil-amino)-fenil]-21-metoxi-19-norpregna-4,9-dién-3,20-dion új kristályos módosulata és eljárás elõállítására |
| DE102009034362A1 (de) | 2009-07-20 | 2011-01-27 | Bayer Schering Pharma Aktiengesellschaft | 17-Hydroxy-17-pentafluorethyl-estra-4,9(10)-dien-11-aryl-Derivate, Verfahren zu ihrer Herstellung und ihre Verwendung zur Behandlung von Krankheiten |
| DE102009034367A1 (de) | 2009-07-20 | 2011-01-27 | Bayer Schering Pharma Aktiengesellschaft | 17-Hydroxy-17-pentafluorethyl-estra-4,9(10)-dien-11-benzyliden-Derivate, Verfahren zu deren Herstellung und deren Verwendung zur Behandlung von Krankheiten |
| DE102009034366A1 (de) | 2009-07-20 | 2011-01-27 | Bayer Schering Pharma Aktiengesellschaft | 17-Hydroxy-17-pentafluorethyl-estra-4,9(10)-dien-11-methylenoxyalkylenaryl-Derivate, Verfahren zu ihrer Herstellung und ihre Verwendung zur Behandlung von Krankheiten |
| DE102009034368A1 (de) | 2009-07-20 | 2011-01-27 | Bayer Schering Pharma Aktiengesellschaft | 17-Hydroxy-17-pentafluorethyl-estra-4,9(10)-dien-11-acyloxyalkylenphenyl-Derivate, Verfahren zu ihrer Herstellung und ihre Verwendung zur Behandlung von Krankheiten |
| DE102009034525A1 (de) | 2009-07-21 | 2011-01-27 | Bayer Schering Pharma Aktiengesellschaft | 17-Hydroxy-17-pentafluorethyl-estra-4,9(10)-dien-11-aryl-Derivate, Verfahren zu ihrer Herstellung und ihre Verwendung zur Behandlung von Krankheiten |
| DE102009034526A1 (de) | 2009-07-21 | 2011-02-10 | Bayer Schering Pharma Aktiengesellschaft | 17-Hydroxy-17-pentafluorethyl-estra-4,9(10)-dien-11-ethinylphenyl-Derivate, Verfahren zu deren Herstellung und deren Verwendung zur Behandlung von Krankheiten |
| HUP0900487A2 (hu) * | 2009-08-05 | 2011-03-28 | Richter Gedeon Nyrt | 17-acetoxi-11ß-[4-(dimetil-amino)-fenil]-21-metoxi-19-norpregna-4,9-dién-3,20-dion új kristályos polimorf módosulata és eljárás elõállítására |
| DE102010007722A1 (de) | 2010-02-10 | 2011-08-11 | Bayer Schering Pharma Aktiengesellschaft, 13353 | Progesteronrezeptorantagonisten |
| DE102010007719A1 (de) | 2010-02-10 | 2011-08-11 | Bayer Schering Pharma Aktiengesellschaft, 13353 | Progesteronrezeptorantagonisten |
| WO2011119194A1 (en) * | 2010-03-22 | 2011-09-29 | Repros Therapeutics Inc. | Compositions and methods for non-toxic delivery of antiprogestins |
| UA113283C2 (xx) * | 2010-12-23 | 2017-01-10 | 19-норстероїди і їх застосування для лікування прогестеронзалежних станів | |
| EP2664325A1 (en) * | 2012-05-16 | 2013-11-20 | PregLem S.A. | Methods for preventing or treating androgen mediated diseases |
| MX363640B (es) | 2012-05-31 | 2019-03-28 | Repros Therapeutics Inc | Formulaciones y metodos para la administracion vaginal de antiprogestinas. |
| CN103772468B (zh) * | 2012-10-19 | 2017-04-05 | 华润紫竹药业有限公司 | 醋酸特拉司酮及其中间体的制备方法和用途 |
| ES2688821T3 (es) | 2012-11-02 | 2018-11-07 | Repros Therapeutics Inc. | Métodos y composiciones para tratar afecciones dependientes de la progesterona |
| HU230319B1 (hu) * | 2013-10-01 | 2016-01-28 | Richter Gedeon Nyrt. | Ipari eljárás szteroid hatóanyagok előállítására |
| CN104774233A (zh) * | 2014-01-13 | 2015-07-15 | 上海医药工业研究院 | 3-(亚乙二氧基)-17β-氰基-17α-三甲基硅氧基-雌-5(10),9(11)-二烯的制备工艺 |
| HU230381B1 (hu) | 2014-02-17 | 2016-03-29 | Richter Gedeon Nyrt | Ipari eljárás szteroid intermedier előállítására |
| DE202020102472U1 (de) * | 2020-05-04 | 2020-12-09 | Disphar International Bv | Orale Form von Mifepriston zur Verwendung bei Zervixreifung und Geburtseinleitung |
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| US3381003A (en) * | 1965-06-01 | 1968-04-30 | Merck & Co Inc | 3-keto-13beta-alkyl-17beta-acetyl-gona-4-ene-17alpha-ol compounds and processes of preparing them |
| DE2727368A1 (de) | 1977-06-14 | 1979-01-04 | Schering Ag | Kortikoide, verfahren zu deren herstellung und pharmakoligische praeparate auf deren basis |
| ZA8231B (en) | 1981-01-09 | 1982-11-24 | Roussel Uclaf | New 11 -substituted steroid derivatives, their preparation, their use as medicaments, the compositions containing them and the new intermediates thus obtained |
| FR2639045B2 (fr) | 1982-03-01 | 1994-07-29 | Roussel Uclaf | Nouveaux produits derives de la structure 3-ceto-delta-4,9-19-nor steroides et leur application comme medicaments |
| FR2522328B1 (fr) * | 1982-03-01 | 1986-02-14 | Roussel Uclaf | Nouveaux produits derives de la structure 3-ceto 4,9 19-nor steroides, leur procede de preparation et leur application comme medicaments |
| ES533260A0 (es) | 1983-06-15 | 1985-02-01 | Schering Ag | Procedimiento para la preparacion de 13a-alquilgonanos |
| DE3321826A1 (de) | 1983-06-15 | 1984-12-20 | Schering AG, 1000 Berlin und 4709 Bergkamen | 13(alpha)-alkylgonane, deren herstellung und diese enthaltende pharmazeutische praeparate |
| AU558725B2 (en) | 1983-09-07 | 1987-02-05 | Mitsubishi Kasei Corporation | Corticoid derivatives |
| DE3504421A1 (de) | 1985-02-07 | 1986-08-07 | Schering AG, 1000 Berlin und 4709 Bergkamen | Neue 11ss-phenyl-gonane, deren herstellung und diese enthaltende pharmazeutische praeparate |
| AU580843B2 (en) | 1985-02-07 | 1989-02-02 | Schering Aktiengesellschaft | 11``-phenyl-gonanes, their manufacture and pharmaceutical preparations containing them |
| DE3506785A1 (de) * | 1985-02-22 | 1986-08-28 | Schering AG, Berlin und Bergkamen, 1000 Berlin | 11ss-n,n-dimethylaminophenyl-estradiene, deren herstellung und diese enthaltende pharmazeutische praeparate |
| FR2598421B1 (fr) | 1986-05-06 | 1988-08-19 | Roussel Uclaf | Nouveaux produits 19-nor ou 19-nor d-homo steroides substitues en position 11b par un radical phenyle portant un radical alkynyle, leur procede de preparation, leur application comme medicaments et les compositions les renfermant |
| DE3761308D1 (de) | 1986-07-23 | 1990-02-08 | Akzo Nv | 18-phenylestrane-derivate. |
| DE3625315A1 (de) | 1986-07-25 | 1988-01-28 | Schering Ag | 11ss-(4-isopropenylphenyl)-estra-4,9-diene, deren herstellung und diese enthaltende pharmazeutische praeparate |
| US5272140A (en) | 1987-01-23 | 1993-12-21 | Akzo N.V. | 11-aryl steroid derivatives |
| FR2618783B1 (fr) | 1987-07-30 | 1991-02-01 | Roussel Uclaf | Nouveaux 17-aryle steroides, leurs procedes et des intermediaires de preparation comme medicaments et les compositions pharmaceutiques les renfermant |
| DE3736509A1 (de) * | 1987-10-28 | 1989-05-11 | Hoechst Ag | Vorrichtung zum laminieren und schneiden von fotoresistbahnen |
| EP0321010B1 (en) | 1987-12-12 | 1993-02-03 | Akzo N.V. | New 11-arylsteroid compounds |
| US4954490A (en) * | 1988-06-23 | 1990-09-04 | Research Triangle Institute | 11 β-substituted progesterone analogs |
| DE3822770A1 (de) * | 1988-07-01 | 1990-01-04 | Schering Ag | 13-alkyl-11ss-phenylgonane |
| DE3832303A1 (de) * | 1988-09-20 | 1990-04-12 | Schering Ag | 11ss-phenyl-14ssh-steroide |
| US5364847A (en) | 1989-03-10 | 1994-11-15 | Endorecherche | Inhibitors of sex steroid biosynthesis and methods for their production and use |
| JP3135564B2 (ja) * | 1989-08-04 | 2001-02-19 | シエーリング アクチエンゲゼルシヤフト | １１β―置換１６α，１７α―メチレン―エストラ―４，９―ジエン―３―オン |
| DD289541A5 (de) * | 1989-08-04 | 1991-05-02 | ��@�K@�������������@�K@��������������@��������k�� | Verfahren zur herstellung von 11beta-aryl-16 alpha, 17 alph-cyclohexanoestra-4,9-dienen |
| FR2651435A1 (fr) | 1989-09-07 | 1991-03-08 | Roussel Uclaf | Nouvelle utilisation de composes anti-progestomimetiques. |
| DE4042004A1 (de) | 1990-12-22 | 1992-06-25 | Schering Ag | 14(beta)-h-, 14- u. 15-en-11(beta)-aryl-4-estrene |
| WO1995004536A1 (en) * | 1993-08-04 | 1995-02-16 | Akzo Nobel N.V. | Antiglucocorticoid steroids for the treatment of anxiety disorders |
| US5604822A (en) * | 1993-11-12 | 1997-02-18 | Martin Marietta Corporation | Methods and apparatus for centroid based object segmentation in object recognition-type image processing system |
| US5407955A (en) * | 1994-02-18 | 1995-04-18 | Eli Lilly And Company | Methods for lowering serum cholesterol and inhibiting smooth muscle cell proliferation, restenosis, endometriosis, and uterine fibroid disease |
| US5759577A (en) * | 1995-01-17 | 1998-06-02 | American Home Products Corporation | Controlled release of steroids from sugar coatings |
| US5929262A (en) * | 1995-03-30 | 1999-07-27 | The United States Of America As Represented By The Department Of Health And Human Services | Method for preparing 17α-acetoxy-11β-(4-N, N-dimethylaminophyl)-19-Norpregna-4,9-diene-3, 20-dione, intermediates useful in the method, and methods for the preparation of such intermediates |
| US6900193B1 (en) * | 1996-05-01 | 2005-05-31 | The United States Of America As Represented By The Department Of Health And Human Services | Structural modification of 19-norprogesterone I: 17-α-substituted-11-β-substituted-4-aryl and 21-substituted 19-norpregnadienedione as new antiprogestational agents |
| US6020328A (en) | 1998-03-06 | 2000-02-01 | Research Triangle Institute | 20-keto-11β-arylsteroids and their derivatives having agonist or antagonist hormonal properties |
| US6172052B1 (en) | 1998-12-04 | 2001-01-09 | Research Triangle Institute | 17β-acyl-17α-propynyl-11β-arylsteroids and their derivatives having agonist or antagonist hormonal properties |
| US6740645B1 (en) | 1999-09-03 | 2004-05-25 | Research Triangle Institute | 17β-acyl-17α-propynyl-11β-(cyclic amino) aryl steroids and their derivatives having antagonist hormonal properties |
| ES2212912B1 (es) | 2003-01-22 | 2005-10-01 | Crystal Pharma, S.A. | Procedimiento para la obtencion de 17alfa-acetoxi-11beta-(4-n,n-dimetilaminofenil)-19-norpregna-4,9-dien-3,20-diona. |
-
1997
- 1997-04-30 WO PCT/US1997/007373 patent/WO1997041145A1/en not_active Ceased
- 1997-04-30 EP EP97923523A patent/EP0900234B1/en not_active Expired - Lifetime
- 1997-04-30 DK DK97923523T patent/DK0900234T3/da active
- 1997-04-30 AT AT97923523T patent/ATE194358T1/de active
- 1997-04-30 DE DE69702450T patent/DE69702450T2/de not_active Expired - Lifetime
- 1997-04-30 HU HU9903515A patent/HU230492B1/hu unknown
- 1997-04-30 US US09/180,132 patent/US6861415B2/en not_active Expired - Lifetime
- 1997-04-30 JP JP53923297A patent/JP4260886B2/ja not_active Expired - Lifetime
- 1997-04-30 ES ES97923523T patent/ES2152671T3/es not_active Expired - Lifetime
- 1997-04-30 CA CA002668824A patent/CA2668824A1/en not_active Abandoned
- 1997-04-30 CA CA002253673A patent/CA2253673C/en not_active Expired - Lifetime
- 1997-04-30 AU AU29304/97A patent/AU710139B2/en not_active Expired
- 1997-04-30 PT PT97923523T patent/PT900234E/pt unknown
-
2000
- 2000-10-04 GR GR20000402252T patent/GR3034562T3/el unknown
-
2005
- 2005-02-23 US US11/065,632 patent/US7087591B2/en not_active Expired - Fee Related
-
2006
- 2006-08-07 US US11/500,627 patent/US7759330B2/en not_active Expired - Fee Related
-
2009
- 2009-12-17 US US12/641,172 patent/US8003629B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| US20100113408A1 (en) | 2010-05-06 |
| WO1997041145A1 (en) | 1997-11-06 |
| US6861415B2 (en) | 2005-03-01 |
| EP0900234B1 (en) | 2000-07-05 |
| DE69702450T2 (de) | 2001-03-08 |
| ES2152671T3 (es) | 2001-02-01 |
| US8003629B2 (en) | 2011-08-23 |
| PT900234E (pt) | 2000-12-29 |
| US20050143364A1 (en) | 2005-06-30 |
| EP0900234A1 (en) | 1999-03-10 |
| CA2253673A1 (en) | 1997-11-06 |
| AU2930497A (en) | 1997-11-19 |
| US7087591B2 (en) | 2006-08-08 |
| HUP9903515A3 (en) | 2000-04-28 |
| HUP9903515A2 (hu) | 2000-03-28 |
| CA2253673C (en) | 2009-09-08 |
| ATE194358T1 (de) | 2000-07-15 |
| JP2000509396A (ja) | 2000-07-25 |
| JP4260886B2 (ja) | 2009-04-30 |
| DK0900234T3 (da) | 2000-11-06 |
| US20020025951A1 (en) | 2002-02-28 |
| US20060276443A1 (en) | 2006-12-07 |
| DE69702450D1 (de) | 2000-08-10 |
| AU710139B2 (en) | 1999-09-16 |
| HU230492B1 (hu) | 2016-08-29 |
| US7759330B2 (en) | 2010-07-20 |
| GR3034562T3 (en) | 2001-01-31 |
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