NZ561571A - Novel C-17-heteroaryl steroidal CYP17 inhibitors/antiandrogens: synthesis, in vitro biological activities, pharmacokinetics and antitumor activity - Google Patents
Novel C-17-heteroaryl steroidal CYP17 inhibitors/antiandrogens: synthesis, in vitro biological activities, pharmacokinetics and antitumor activityInfo
- Publication number
- NZ561571A NZ561571A NZ561571A NZ56157106A NZ561571A NZ 561571 A NZ561571 A NZ 561571A NZ 561571 A NZ561571 A NZ 561571A NZ 56157106 A NZ56157106 A NZ 56157106A NZ 561571 A NZ561571 A NZ 561571A
- Authority
- NZ
- New Zealand
- Prior art keywords
- benzimidazol
- androsta
- compound
- diene
- heteroaryl
- Prior art date
Links
- 230000015572 biosynthetic process Effects 0.000 title abstract description 25
- 238000003786 synthesis reaction Methods 0.000 title abstract description 22
- 230000003637 steroidlike Effects 0.000 title abstract description 9
- 229940124766 Cyp17 inhibitor Drugs 0.000 title description 22
- 239000000051 antiandrogen Substances 0.000 title description 18
- 230000002280 anti-androgenic effect Effects 0.000 title description 17
- 238000000338 in vitro Methods 0.000 title description 13
- 229940030495 antiandrogen sex hormone and modulator of the genital system Drugs 0.000 title description 7
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- 150000003431 steroids Chemical group 0.000 claims description 27
- -1 heteroaryl steroid compound Chemical class 0.000 claims description 26
- 239000012964 benzotriazole Chemical class 0.000 claims description 24
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- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 claims description 18
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Classifications
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- 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
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J43/00—Normal steroids having a nitrogen-containing hetero ring spiro-condensed or not condensed with the cyclopenta(a)hydrophenanthrene skeleton
- C07J43/003—Normal steroids having a nitrogen-containing hetero ring spiro-condensed or not condensed with the cyclopenta(a)hydrophenanthrene skeleton not condensed
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/08—Drugs for disorders of the urinary system of the prostate
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J43/00—Normal steroids having a nitrogen-containing hetero ring spiro-condensed or not condensed with the cyclopenta(a)hydrophenanthrene skeleton
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
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- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Urology & Nephrology (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Steroid Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
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| US65739005P | 2005-03-02 | 2005-03-02 | |
| PCT/US2006/007143 WO2006093993A1 (en) | 2005-03-02 | 2006-03-02 | Novel c-17-heteroaryl steroidal cyp17 inhibitors/antiandrogens: synthesis, in vitro biological activities, pharmacokinetics and antitumor activity |
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| NZ561571A true NZ561571A (en) | 2009-09-25 |
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| US8569275B2 (en) | 2002-08-28 | 2013-10-29 | Harbor Therapeutics, Inc. | Steroids having 7-oxgen and 17-heteroaryl substitution |
| ATE482969T1 (de) * | 2005-03-02 | 2010-10-15 | Univ Maryland | 3-beta-hydroxy-17-(1h-benzimidazol-1-yl)androst - 5,16-dien zur anwendung in der behandlung von prostata-erkrankungen |
| GB2454118B (en) | 2007-06-06 | 2010-06-02 | Univ Maryland | Hdac inhibitors and hormone targeted drugs for the treatment of cancer |
| GB2470873A (en) * | 2008-03-12 | 2010-12-08 | Univ Maryland | Androgen receptor inactivation contributes to antitumor efficacy of CYP17 inhibitors in prostrate cancer |
| US20100048913A1 (en) * | 2008-03-14 | 2010-02-25 | Angela Brodie | Novel C-17-Heteroaryl Steroidal CYP17 Inhibitors/Antiandrogens;Synthesis In Vitro Biological Activities, Pharmacokinetics and Antitumor Activity |
| GB2470700B (en) * | 2008-03-25 | 2012-08-08 | Univ Maryland | C-17 heteroaryl steroidal CYP17 inhibitors |
| US8785423B2 (en) * | 2008-04-14 | 2014-07-22 | University Of Maryland, Baltimore | Compositions and methods of inducing endoplasmic reticulum stress response for the treatment of cell proliferative diseases |
| US20110190323A1 (en) | 2008-08-28 | 2011-08-04 | President And Fellows Of Harvard College | Cortistatin analogues and syntheses thereof |
| CN102282133A (zh) * | 2008-10-28 | 2011-12-14 | 生物马林药物股份有限公司 | 十氢-1h-茚并喹啉酮和十氢-3h-环戊并菲啶酮cyp17抑制剂 |
| GB2479337A (en) * | 2009-02-05 | 2011-10-05 | Tokai Pharmaceuticals Inc | Combination of a 17 alpha-hydroxylase/c17, 20-lyase inhibitor with an additional therapeutic agent |
| US8791095B2 (en) | 2009-02-05 | 2014-07-29 | Tokai Pharmaceuticals, Inc. | Steroidal CYP17 inhibitors/antiandrogens |
| US20110312916A1 (en) * | 2009-02-05 | 2011-12-22 | Tokai Pharmaceuticals, Inc. | Novel prodrugs of steroidal cyp17 inhibitors/antiandrogens |
| SG176105A1 (en) | 2009-06-26 | 2011-12-29 | Novartis Ag | 1, 3-disubstituted imidazolidin-2-one derivatives as inhibitors of cyp 17 |
| US8791094B2 (en) * | 2009-08-07 | 2014-07-29 | Tokai Pharmaceuticals, Inc. | Treatment of prostate cancer |
| BR112012012167A2 (pt) * | 2009-11-13 | 2017-10-03 | Tokai Pharmaceuticals Inc | Metabólitos mamíferos de esteróides |
| US20110129423A1 (en) * | 2009-11-30 | 2011-06-02 | Frincke James M | Anticancer compounds and screening method |
| CN103108871B (zh) | 2010-09-16 | 2014-09-10 | 诺华股份有限公司 | 17α-羟化酶/C17,20-裂合酶抑制剂 |
| RU2013132766A (ru) * | 2010-12-16 | 2015-01-27 | Байомарин Фармасьютикал Инк. | Ингибиторы cyp11b, cyp17 и/или cyp21 |
| US9029399B2 (en) | 2011-04-28 | 2015-05-12 | Novartis Ag | 17α-hydroxylase/C17,20-lyase inhibitors |
| JP2014523445A (ja) * | 2011-07-18 | 2014-09-11 | トーカイ ファーマシューティカルズ，インク． | 前立腺癌を処置するための新規な組成物及び方法 |
| WO2013096907A1 (en) * | 2011-12-22 | 2013-06-27 | Tokai Pharmaceuticals, Inc. | Methods and compositions for combination therapy using p13k/mtor inhibitors |
| KR20150127720A (ko) | 2013-03-14 | 2015-11-17 | 유니버시티 오브 매릴랜드, 발티모어 | 안드로겐 수용체 하향 조절제 및 그의 용도 |
| EP3514147B1 (en) * | 2013-04-04 | 2022-08-03 | University of Maryland, Baltimore | Steroidal compounds with potent androgen receptor down-regulation and anti prostate cancer activity |
| EP3033088A4 (en) | 2013-08-12 | 2017-03-08 | Tokai Pharmaceuticals, Inc. | Biomarkers for treatment of neoplastic disorders using androgen-targeted therapies |
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| CA27440A (en) | 1887-08-16 | James T. Walsh | Art of making sheet metal cans, for packing meats, fruits, vegetables, etc. | |
| CH621803A5 (enExample) * | 1974-08-08 | 1981-02-27 | Siphar Sa | |
| US5604213A (en) * | 1992-03-31 | 1997-02-18 | British Technology Group Limited | 17-substituted steroids useful in cancer treatment |
| US5994335A (en) | 1997-10-17 | 1999-11-30 | The University Of Maryland, Baltimore | 17-azolyl steroids useful as androgen synthesis inhibitors |
| WO2005014023A1 (en) | 2003-07-29 | 2005-02-17 | Dompe' Pha.R.Ma S.P.A. | Pharmaceutical combination of g-csf and plgf useful for blood stem cell |
| ATE482969T1 (de) * | 2005-03-02 | 2010-10-15 | Univ Maryland | 3-beta-hydroxy-17-(1h-benzimidazol-1-yl)androst - 5,16-dien zur anwendung in der behandlung von prostata-erkrankungen |
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