AU2006211907B2 - Nandrolone 17beta-carbonates - Google Patents
Nandrolone 17beta-carbonates Download PDFInfo
- Publication number
- AU2006211907B2 AU2006211907B2 AU2006211907A AU2006211907A AU2006211907B2 AU 2006211907 B2 AU2006211907 B2 AU 2006211907B2 AU 2006211907 A AU2006211907 A AU 2006211907A AU 2006211907 A AU2006211907 A AU 2006211907A AU 2006211907 B2 AU2006211907 B2 AU 2006211907B2
- Authority
- AU
- Australia
- Prior art keywords
- nortestosterone
- compound
- methyl
- decylcarbonate
- ethyl
- 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.)
- Ceased
Links
- 229960004719 nandrolone Drugs 0.000 title claims description 20
- NPAGDVCDWIYMMC-IZPLOLCNSA-N nandrolone Chemical compound O=C1CC[C@@H]2[C@H]3CC[C@](C)([C@H](CC4)O)[C@@H]4[C@@H]3CCC2=C1 NPAGDVCDWIYMMC-IZPLOLCNSA-N 0.000 title description 3
- 150000001875 compounds Chemical class 0.000 claims abstract description 85
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 39
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- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 7
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- 229940124325 anabolic agent Drugs 0.000 claims abstract description 6
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- 125000001475 halogen functional group Chemical group 0.000 claims abstract 2
- 239000000203 mixture Substances 0.000 claims description 58
- -1 butylcyclohexyl Chemical group 0.000 claims description 35
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 18
- ZGHRRYLZTARYBL-UHFFFAOYSA-N CCCCCCC(CCC)OC(O)=O Chemical compound CCCCCCC(CCC)OC(O)=O ZGHRRYLZTARYBL-UHFFFAOYSA-N 0.000 claims description 13
- 239000003937 drug carrier Substances 0.000 claims description 11
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 10
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- GCKMFJBGXUYNAG-HLXURNFRSA-N Methyltestosterone Chemical compound C1CC2=CC(=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@](C)(O)[C@@]1(C)CC2 GCKMFJBGXUYNAG-HLXURNFRSA-N 0.000 description 11
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- GCKMFJBGXUYNAG-UHFFFAOYSA-N 17alpha-methyltestosterone Natural products C1CC2=CC(=O)CCC2(C)C2C1C1CCC(C)(O)C1(C)CC2 GCKMFJBGXUYNAG-UHFFFAOYSA-N 0.000 description 10
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- QAPTWHXHEYAIKG-RCOXNQKVSA-N n-[(1r,2s,5r)-5-(tert-butylamino)-2-[(3s)-2-oxo-3-[[6-(trifluoromethyl)quinazolin-4-yl]amino]pyrrolidin-1-yl]cyclohexyl]acetamide Chemical compound CC(=O)N[C@@H]1C[C@H](NC(C)(C)C)CC[C@@H]1N1C(=O)[C@@H](NC=2C3=CC(=CC=C3N=CN=2)C(F)(F)F)CC1 QAPTWHXHEYAIKG-RCOXNQKVSA-N 0.000 description 1
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- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
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- 125000002958 pentadecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- SHUZOJHMOBOZST-UHFFFAOYSA-N phylloquinone Natural products CC(C)CCCCC(C)CCC(C)CCCC(=CCC1=C(C)C(=O)c2ccccc2C1=O)C SHUZOJHMOBOZST-UHFFFAOYSA-N 0.000 description 1
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- RNVYQYLELCKWAN-UHFFFAOYSA-N solketal Chemical compound CC1(C)OCC(CO)O1 RNVYQYLELCKWAN-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- 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
- C07J1/0066—Estrane derivatives substituted in position 17 beta not substituted in position 17 alfa
- C07J1/007—Estrane derivatives substituted in position 17 beta not substituted in position 17 alfa the substituent being an OH group free esterified or etherified
- C07J1/0074—Esters
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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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
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A61P15/10—Drugs for genital or sexual disorders; Contraceptives for impotence
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A61P15/16—Masculine contraceptives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/08—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease
- A61P19/10—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease for osteoporosis
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P21/00—Drugs for disorders of the muscular or neuromuscular system
- A61P21/04—Drugs for disorders of the muscular or neuromuscular system for myasthenia gravis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
- A61P31/18—Antivirals for RNA viruses for HIV
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
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- A—HUMAN NECESSITIES
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- 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
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- 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
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- A—HUMAN NECESSITIES
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- 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
- A61P5/26—Androgens
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- 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
- A61P5/28—Antiandrogens
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- A—HUMAN NECESSITIES
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- 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
- A61P5/36—Antigestagens
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/06—Antianaemics
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Endocrinology (AREA)
- Diabetes (AREA)
- Physical Education & Sports Medicine (AREA)
- Reproductive Health (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Gynecology & Obstetrics (AREA)
- Rheumatology (AREA)
- Neurology (AREA)
- Virology (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Molecular Biology (AREA)
- Tropical Medicine & Parasitology (AREA)
- AIDS & HIV (AREA)
- Hematology (AREA)
- Pregnancy & Childbirth (AREA)
- Steroid Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US65037605P | 2005-02-04 | 2005-02-04 | |
| US60/650,376 | 2005-02-04 | ||
| PCT/US2006/002436 WO2006083618A1 (en) | 2005-02-04 | 2006-01-24 | NANDROLONE 17ß-CARBONATES |
Publications (2)
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| AU2006211907A1 AU2006211907A1 (en) | 2006-08-10 |
| AU2006211907B2 true AU2006211907B2 (en) | 2011-09-08 |
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|---|---|---|---|
| AU2006211907A Ceased AU2006211907B2 (en) | 2005-02-04 | 2006-01-24 | Nandrolone 17beta-carbonates |
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| Country | Link |
|---|---|
| US (1) | US7820642B2 (enExample) |
| EP (1) | EP1846434B1 (enExample) |
| JP (1) | JP5227593B2 (enExample) |
| AT (1) | ATE426610T1 (enExample) |
| AU (1) | AU2006211907B2 (enExample) |
| CA (1) | CA2596884C (enExample) |
| DE (1) | DE602006005901D1 (enExample) |
| WO (1) | WO2006083618A1 (enExample) |
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|---|---|---|---|---|
| CN109575098B (zh) * | 2019-01-18 | 2021-01-01 | 湖南成大生物科技有限公司 | 诺孕美特的合成方法 |
| CN110128529B (zh) * | 2019-04-11 | 2023-07-07 | 中国农业科学院兰州畜牧与兽药研究所 | 一种去甲睾酮人工抗原的合成方法 |
| WO2021252761A2 (en) * | 2020-06-11 | 2021-12-16 | The United States Of America, As Represented By The Secretary, Department Of Health And Human Services | Monomeric and oligomeric compound embodiments as contraceptives and therapies and methods of making and using the same |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1291293A (en) * | 1970-05-29 | 1972-10-04 | Du Pont | Steroid carbonates and their preparation |
| WO2001074839A2 (en) * | 2000-03-31 | 2001-10-11 | The Government Of The United States Of America, Represented By The Secretary, Department Of Health And Human Services | Methods of making the 4-n-butylcyclohexanoic and the undecanoic acid esters of (7 alpha, 11 beta)-dimethyl-17 beta-hydroxy-4-estren-3-one and their medical use |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3056727A (en) * | 1960-10-27 | 1962-10-02 | Roussel Uclaf | Cyclohexylcarbonates of steroids |
| FR1215M (fr) * | 1961-03-28 | 1962-04-02 | Roussel Uclaf S A Soc | Nouveau médicament, notamment pour le traitement des troubles dus a une hyperestrogénie ou a une hypoandrogénie. |
| FR6576M (enExample) * | 1965-10-11 | 1968-12-30 | ||
| FR5913M (enExample) * | 1965-12-02 | 1968-04-01 | ||
| US3629244A (en) * | 1966-01-21 | 1971-12-21 | Roussel Uclaf | 17beta-ethers of delta 4 9 11-gonatrienes and compositions containing them |
| US3523126A (en) * | 1967-12-13 | 1970-08-04 | Du Pont | Testosterone and 19-nortestosterone(4'-methylbicyclo(2,2,2)octane - 1' - methyl)carbonate and selected derivatives |
| GB1355663A (en) * | 1970-06-17 | 1974-06-05 | Theramex | 19-nortestosterone 17- -p-substituted phenoxy-acetates |
| DE4025342A1 (de) * | 1990-08-10 | 1992-02-13 | Hoechst Ag | In 17-stellung substituierte corticoid-17-alkylcarbonate, verfahren zu deren herstellung und diese enthaltende arzneimittel |
| WO1993025197A1 (en) * | 1992-06-12 | 1993-12-23 | Affymax Technologies N.V. | Compositions and methods for enhanced drug delivery |
| US5622944A (en) * | 1992-06-12 | 1997-04-22 | Affymax Technologies N.V. | Testosterone prodrugs for improved drug delivery |
| US5952319A (en) * | 1997-11-26 | 1999-09-14 | Research Triangle Institute | Androgenic steroid compounds and a method of making and using the same |
| US20030069215A1 (en) * | 2001-03-30 | 2003-04-10 | The Government Of The United States Of America, | Methods of making and using 7a,11b-dimethyl-17b-hydroxy-4-estren-3-one 17b-trans-4-n-butylcyclohexane carboxylate and 7a,11b-dimethyl-17b-hydroxyestr-4-en-3-one 17-undecanoate |
| US6740646B2 (en) * | 2002-01-16 | 2004-05-25 | Biotest Laboratories, Llc | Bioavailable prodrugs of androgenic steroids and related method |
| US20030134828A1 (en) * | 2002-01-16 | 2003-07-17 | Roberts William J. | Composition and method for increasing in vivo androgen concentration |
| US20030134831A1 (en) * | 2002-01-16 | 2003-07-17 | Roberts William J | Bioavailable prodrugs of androgenic steroids and related method |
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2006
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- 2006-01-24 DE DE602006005901T patent/DE602006005901D1/de active Active
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- 2006-01-24 WO PCT/US2006/002436 patent/WO2006083618A1/en not_active Ceased
- 2006-01-24 JP JP2007554134A patent/JP5227593B2/ja not_active Expired - Fee Related
- 2006-01-24 EP EP06719336A patent/EP1846434B1/en not_active Not-in-force
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1291293A (en) * | 1970-05-29 | 1972-10-04 | Du Pont | Steroid carbonates and their preparation |
| WO2001074839A2 (en) * | 2000-03-31 | 2001-10-11 | The Government Of The United States Of America, Represented By The Secretary, Department Of Health And Human Services | Methods of making the 4-n-butylcyclohexanoic and the undecanoic acid esters of (7 alpha, 11 beta)-dimethyl-17 beta-hydroxy-4-estren-3-one and their medical use |
Also Published As
| Publication number | Publication date |
|---|---|
| EP1846434A1 (en) | 2007-10-24 |
| US7820642B2 (en) | 2010-10-26 |
| AU2006211907A1 (en) | 2006-08-10 |
| CA2596884A1 (en) | 2006-08-10 |
| US20080167283A1 (en) | 2008-07-10 |
| JP5227593B2 (ja) | 2013-07-03 |
| DE602006005901D1 (de) | 2009-05-07 |
| WO2006083618A1 (en) | 2006-08-10 |
| CA2596884C (en) | 2013-11-12 |
| EP1846434B1 (en) | 2009-03-25 |
| ATE426610T1 (de) | 2009-04-15 |
| JP2008530007A (ja) | 2008-08-07 |
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