CA2726364C - 6-substituted estradiol derivatives and methods of use - Google Patents
6-substituted estradiol derivatives and methods of use Download PDFInfo
- Publication number
- CA2726364C CA2726364C CA2726364A CA2726364A CA2726364C CA 2726364 C CA2726364 C CA 2726364C CA 2726364 A CA2726364 A CA 2726364A CA 2726364 A CA2726364 A CA 2726364A CA 2726364 C CA2726364 C CA 2726364C
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- Canada
- Prior art keywords
- group
- alkyl
- compound
- halogen
- glucoronide
- Prior art date
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- 229910001936 tantalum oxide Inorganic materials 0.000 description 1
- 230000008685 targeting Effects 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 1
- 229960003604 testosterone Drugs 0.000 description 1
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 210000001685 thyroid gland Anatomy 0.000 description 1
- 102000004217 thyroid hormone receptors Human genes 0.000 description 1
- 108090000721 thyroid hormone receptors Proteins 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 230000037317 transdermal delivery Effects 0.000 description 1
- 238000001890 transfection Methods 0.000 description 1
- 239000003558 transferase inhibitor Substances 0.000 description 1
- 238000001665 trituration Methods 0.000 description 1
- 238000011144 upstream manufacturing Methods 0.000 description 1
- 230000002792 vascular Effects 0.000 description 1
- 210000005166 vasculature Anatomy 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 235000019871 vegetable fat Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 102000009310 vitamin D receptors Human genes 0.000 description 1
- 108050000156 vitamin D receptors Proteins 0.000 description 1
- 239000008215 water for injection Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- 235000014692 zinc oxide Nutrition 0.000 description 1
Classifications
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
- A61K31/58—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids containing heterocyclic rings, e.g. danazol, stanozolol, pancuronium or digitogenin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J13/00—Normal steroids containing carbon, hydrogen, halogen or oxygen having a carbon-to-carbon double bond from or to position 17
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N5/00—Undifferentiated human, animal or plant cells, e.g. cell lines; Tissues; Cultivation or maintenance thereof; Culture media therefor
- C12N5/06—Animal cells or tissues; Human cells or tissues
- C12N5/0602—Vertebrate cells
- C12N5/0693—Tumour cells; Cancer cells
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N2501/00—Active agents used in cell culture processes, e.g. differentation
- C12N2501/30—Hormones
- C12N2501/38—Hormones with nuclear receptors
- C12N2501/39—Steroid hormones
- C12N2501/392—Sexual steroids
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biomedical Technology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Genetics & Genomics (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Biotechnology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Microbiology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Oncology (AREA)
- Cell Biology (AREA)
- General Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Steroid Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US12/132,857 | 2008-06-04 | ||
| US12/132,857 US8168621B2 (en) | 2005-09-30 | 2008-06-04 | 6-substituted estradiol derivatives and methods of use |
| PCT/US2009/046120 WO2009149176A1 (en) | 2008-06-04 | 2009-06-03 | 6-substituted estradiol derivatives and methods of use |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2726364A1 CA2726364A1 (en) | 2009-12-10 |
| CA2726364C true CA2726364C (en) | 2016-10-11 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2726364A Expired - Fee Related CA2726364C (en) | 2008-06-04 | 2009-06-03 | 6-substituted estradiol derivatives and methods of use |
Country Status (13)
| Country | Link |
|---|---|
| US (2) | US8168621B2 (enExample) |
| EP (1) | EP2300016B1 (enExample) |
| JP (1) | JP5727370B2 (enExample) |
| KR (1) | KR101769152B1 (enExample) |
| CN (1) | CN102076343B (enExample) |
| AU (1) | AU2009256237B2 (enExample) |
| BR (1) | BRPI0913632A2 (enExample) |
| CA (1) | CA2726364C (enExample) |
| DK (1) | DK2300016T3 (enExample) |
| ES (1) | ES2641779T3 (enExample) |
| MX (1) | MX2010013288A (enExample) |
| NO (1) | NO2300016T3 (enExample) |
| WO (1) | WO2009149176A1 (enExample) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PT1392313E (pt) * | 2001-05-16 | 2007-07-17 | Novartis Ag | Combinação que compreende n - ( 5- [ 4- ( metil-piperazinomrtil ) - benxoilamido ] - 2 -metilfenil ) - 4 -( 3 - piridil ) - 2 - pirimidina-amina e um agente quimioterapêutico |
| US10174070B2 (en) | 2005-09-30 | 2019-01-08 | Endece Llc | 6-substituted estradiol derivatives and methods of use |
| US20090028895A1 (en) * | 2007-07-27 | 2009-01-29 | Smith Walter P | Methods and compositions for reducing facial lines and wrinkles |
| ES2605960T3 (es) * | 2010-09-14 | 2017-03-17 | Endece, Llc | Derivados de desmetil-estradiol 6-sustituido como agonistas del RE-beta |
| SG193380A1 (en) * | 2011-03-21 | 2013-10-30 | Endece Llc | 6-substituted estradiol derivatives for use in remyelination of nerve axons |
| US11624095B2 (en) | 2017-09-27 | 2023-04-11 | Case Western Reserve University | Method of quantifying HIV reservoirs by induced transcription based sequencing |
| US20210024568A1 (en) * | 2019-07-23 | 2021-01-28 | Endece Llc | Methods for modulation of lipoprotein lipase and apolipoprotein c2 expression and/or activity in the treatment of peripheral and central nervous system tissue disease states |
Family Cites Families (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL122154C (enExample) | 1963-10-18 | |||
| GB8517360D0 (en) | 1985-07-09 | 1985-08-14 | Erba Farmitalia | Substituted androsta-1,4-diene-3,17-diones |
| GB8615092D0 (en) * | 1986-06-20 | 1986-07-23 | Erba Farmitalia | Androst-4-ene-317-diones |
| GB8801697D0 (en) | 1988-01-26 | 1988-02-24 | Erba Farmitalia | Improvements in synthesis of 6-methylene derivatives of androsta-1 4-diene-3 17-dione |
| US4904950A (en) | 1988-11-04 | 1990-02-27 | Medical Data Electronics, Inc. | Telemetry digital subcarrier demodulator |
| US5504074A (en) * | 1993-08-06 | 1996-04-02 | Children's Medical Center Corporation | Estrogenic compounds as anti-angiogenic agents |
| JPH07215992A (ja) | 1993-12-07 | 1995-08-15 | Teikoku Hormone Mfg Co Ltd | ６−又は７−置換アンドロスタ−１，４−ジエン誘導体 |
| DE19633349A1 (de) | 1996-08-19 | 1998-02-26 | Sigma Tau Ind Farmaceuti | Neue 6-Hydroxy- und 6-Oxo-androstan-Derivate, die auf das kardiovaskuläre System wirken und pharmazeutische Zusammensetzungen, die diese enthalten |
| AU764266B2 (en) * | 1998-08-11 | 2003-08-14 | Entremed, Inc | Use of estrogenic and anti-estrogenic compounds as anti-fungal compounds |
| WO2001058919A2 (en) * | 2000-02-11 | 2001-08-16 | Sri International | Synthesis of anti-estrogenic and other therapeutic steroids from 21-hydroxy-19-norpregna-4-en-3-one |
| IT1317031B1 (it) | 2000-05-17 | 2003-05-26 | Sigma Tau Ind Farmaceuti | Procedimento migliorato per la preparazione di (e,z)3-(2-amminoetossimmino)-androstano-6, 17-dione e di suoi analoghi. |
| WO2002022645A2 (en) | 2000-09-14 | 2002-03-21 | Accelerated Pharmaceuticals, Inc. | Method of making 7alpha-methyl-11beta-methoxy estradiol and related compounds with estrogenic activity |
| AU2004275693A1 (en) | 2003-05-28 | 2005-04-07 | Entremed, Inc. | Antiangiogenic agents |
| US8088758B2 (en) * | 2003-11-12 | 2012-01-03 | Abbott Products Gmbh | 17β-hydroxysteroid dehydrogenase type I inhibitors |
| ATE548375T1 (de) | 2004-01-16 | 2012-03-15 | Cedarburg Pharmaceuticals Inc | Exemestan und zwischenprodukte davon und verfahren zu dessen herstellung |
| US7419972B2 (en) * | 2004-07-02 | 2008-09-02 | Schering Ag | 2-substituted estra-1,3,5(10)-trien-17-ones as inhibitors of 17β-hydroxy steroid dehydrogenase type 1 |
| US20080119447A1 (en) * | 2005-09-30 | 2008-05-22 | James Yarger | 6-alkoxyalkyl estradiol derivatives and methods of use |
| JP5255444B2 (ja) | 2005-09-30 | 2013-08-07 | エンディース エルエルシー | （ｓ）−６−メチルオキサアルキルエキセメスタン化合物および関連する使用方法 |
| TWI392682B (zh) | 2006-04-13 | 2013-04-11 | Sigma Tau Ind Farmaceuti | 作為心血管疾病的治療藥物之雄甾烷和雄甾烯的胺基衍生物 |
-
2008
- 2008-06-04 US US12/132,857 patent/US8168621B2/en not_active Expired - Fee Related
-
2009
- 2009-06-03 EP EP09759335.4A patent/EP2300016B1/en not_active Not-in-force
- 2009-06-03 CA CA2726364A patent/CA2726364C/en not_active Expired - Fee Related
- 2009-06-03 WO PCT/US2009/046120 patent/WO2009149176A1/en not_active Ceased
- 2009-06-03 ES ES09759335.4T patent/ES2641779T3/es active Active
- 2009-06-03 JP JP2011512613A patent/JP5727370B2/ja active Active
- 2009-06-03 MX MX2010013288A patent/MX2010013288A/es active IP Right Grant
- 2009-06-03 CN CN200980124997.9A patent/CN102076343B/zh not_active Expired - Fee Related
- 2009-06-03 KR KR1020107029911A patent/KR101769152B1/ko not_active Expired - Fee Related
- 2009-06-03 NO NO09759335A patent/NO2300016T3/no unknown
- 2009-06-03 BR BRPI0913632A patent/BRPI0913632A2/pt not_active Application Discontinuation
- 2009-06-03 AU AU2009256237A patent/AU2009256237B2/en not_active Ceased
- 2009-06-03 DK DK09759335.4T patent/DK2300016T3/en active
-
2012
- 2012-04-30 US US13/459,665 patent/US8629130B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| NO2300016T3 (enExample) | 2018-01-06 |
| AU2009256237A1 (en) | 2009-12-10 |
| US20120270817A1 (en) | 2012-10-25 |
| EP2300016A1 (en) | 2011-03-30 |
| MX2010013288A (es) | 2010-12-21 |
| US20080312202A1 (en) | 2008-12-18 |
| US8629130B2 (en) | 2014-01-14 |
| US8168621B2 (en) | 2012-05-01 |
| AU2009256237B2 (en) | 2015-11-26 |
| ES2641779T3 (es) | 2017-11-13 |
| JP2011522825A (ja) | 2011-08-04 |
| JP5727370B2 (ja) | 2015-06-03 |
| WO2009149176A1 (en) | 2009-12-10 |
| CA2726364A1 (en) | 2009-12-10 |
| KR101769152B1 (ko) | 2017-08-17 |
| BRPI0913632A2 (pt) | 2017-01-24 |
| DK2300016T3 (en) | 2017-09-18 |
| KR20110019767A (ko) | 2011-02-28 |
| EP2300016A4 (en) | 2012-01-18 |
| CN102076343A (zh) | 2011-05-25 |
| EP2300016B1 (en) | 2017-08-09 |
| CN102076343B (zh) | 2015-04-01 |
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| CA2809639C (en) | 6-substituted demethyl-estradiol derivatives as selective er-beta agonists | |
| US20080119447A1 (en) | 6-alkoxyalkyl estradiol derivatives and methods of use | |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKLA | Lapsed |
Effective date: 20210603 |