AU2012271759B2 - 3-desoxy-2-methylene-19-nor-vitamin D analogs and their uses - Google Patents
3-desoxy-2-methylene-19-nor-vitamin D analogs and their uses Download PDFInfo
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- AU2012271759B2 AU2012271759B2 AU2012271759A AU2012271759A AU2012271759B2 AU 2012271759 B2 AU2012271759 B2 AU 2012271759B2 AU 2012271759 A AU2012271759 A AU 2012271759A AU 2012271759 A AU2012271759 A AU 2012271759A AU 2012271759 B2 AU2012271759 B2 AU 2012271759B2
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- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 description 1
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- XYJRXVWERLGGKC-UHFFFAOYSA-D pentacalcium;hydroxide;triphosphate Chemical compound [OH-].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O XYJRXVWERLGGKC-UHFFFAOYSA-D 0.000 description 1
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- 125000001997 phenyl group Chemical class [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
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- 125000005931 tert-butyloxycarbonyl group Chemical group [H]C([H])([H])C(OC(*)=O)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 description 1
- 125000001412 tetrahydropyranyl group Chemical group 0.000 description 1
- CZDYPVPMEAXLPK-UHFFFAOYSA-N tetramethylsilane Chemical compound C[Si](C)(C)C CZDYPVPMEAXLPK-UHFFFAOYSA-N 0.000 description 1
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- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- 238000011200 topical administration Methods 0.000 description 1
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- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/50—Organo-phosphines
- C07F9/53—Organo-phosphine oxides; Organo-phosphine thioxides
- C07F9/5325—Aromatic phosphine oxides or thioxides (P-C aromatic linkage)
-
- 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
-
- 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
-
- 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
- A61P35/00—Antineoplastic agents
- A61P35/02—Antineoplastic agents specific for leukemia
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C401/00—Irradiation products of cholesterol or its derivatives; Vitamin D derivatives, 9,10-seco cyclopenta[a]phenanthrene or analogues obtained by chemical preparation without irradiation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/50—Organo-phosphines
- C07F9/53—Organo-phosphine oxides; Organo-phosphine thioxides
-
- 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
- A61K31/59—Compounds containing 9, 10- seco- cyclopenta[a]hydrophenanthrene ring systems
- A61K31/593—9,10-Secocholestane derivatives, e.g. cholecalciferol, i.e. vitamin D3
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2602/00—Systems containing two condensed rings
- C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
- C07C2602/14—All rings being cycloaliphatic
- C07C2602/24—All rings being cycloaliphatic the ring system containing nine carbon atoms, e.g. perhydroindane
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Physical Education & Sports Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- General Chemical & Material Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Molecular Biology (AREA)
- Biochemistry (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Rheumatology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Oncology (AREA)
- Hematology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201161496777P | 2011-06-14 | 2011-06-14 | |
| US61/496,777 | 2011-06-14 | ||
| US201161550099P | 2011-10-21 | 2011-10-21 | |
| US61/550,099 | 2011-10-21 | ||
| PCT/US2012/042225 WO2012174095A1 (en) | 2011-06-14 | 2012-06-13 | 3-desoxy-2-methylene-19-nor-vitamin d analogs and their uses |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU2012271759A1 AU2012271759A1 (en) | 2013-08-01 |
| AU2012271759B2 true AU2012271759B2 (en) | 2017-02-02 |
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|---|---|---|---|
| AU2012271759A Ceased AU2012271759B2 (en) | 2011-06-14 | 2012-06-13 | 3-desoxy-2-methylene-19-nor-vitamin D analogs and their uses |
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|---|---|
| US (1) | US8993547B2 (enExample) |
| EP (1) | EP2721004B1 (enExample) |
| JP (1) | JP6035331B2 (enExample) |
| AU (1) | AU2012271759B2 (enExample) |
| CA (1) | CA2824870C (enExample) |
| WO (1) | WO2012174095A1 (enExample) |
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| CN105143463A (zh) | 2013-02-25 | 2015-12-09 | 诺华股份有限公司 | 新的雄激素受体突变 |
| US9688596B2 (en) | 2015-08-05 | 2017-06-27 | Wisconsin Alumni Research Foundation | Synthesis and biological activity of 2-methylene analogs of calcitriol and related compounds |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5843928A (en) * | 1997-03-17 | 1998-12-01 | Wisconsin Alumni Research Foundation | 2-alkylidene-19-nor-vitamin D compounds |
| WO2011041590A2 (en) * | 2009-10-02 | 2011-04-07 | Wisconsin Alumni Research Foundation | 1-desoxy-2-methylene-19-nor-vitamin d analogs and their uses |
Family Cites Families (37)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4666634A (en) | 1984-12-05 | 1987-05-19 | Chugai Seiyaku Kabushiki Kaisha | vitamin D3 derivatives having a substituent at 2-position |
| US5086191A (en) * | 1991-05-28 | 1992-02-04 | Wisconsin Alumni Research Foundation | Intermediates for the synthesis of 19-nor vitamin D compounds |
| JP2898882B2 (ja) | 1993-04-05 | 1999-06-02 | ウイスコンシン アラムナイ リサーチ フオンデーシヨン | ２−位に置換基を有する１９−ノル−ビタミンｄ３ 化合物 |
| US5945410A (en) | 1997-03-17 | 1999-08-31 | Wisconsin Alumni Research Foundation | 2-alkyl-19-nor-vitamin D compounds |
| US6392071B1 (en) | 1997-03-17 | 2002-05-21 | Wisconsin Alumni: Research Foundation | 26,27-homologated-20-EPI-2-alkylidene-19-nor-vitamin D compounds |
| US6382071B1 (en) | 2000-08-07 | 2002-05-07 | Gilbert A. Bertani | Bola capturing apparatus |
| AU7544501A (en) | 2000-09-08 | 2002-03-22 | Wisconsin Alumni Res Found | 1alpha-hydroxy-2-methylene-19-nor-homopregnacalciferol and its therapeutic applications |
| US6627622B2 (en) | 2002-02-18 | 2003-09-30 | Wisconsin Alumni Research Foundation | (20S)-1α-hydroxy-2-methylene-19-nor-bishomopregnacalciferol and its uses |
| WO2003051828A2 (en) * | 2001-12-13 | 2003-06-26 | Wisconsin Alumni Research Foundation | (20s)-1alpha-hydroxy-2-methylene-19-nor-bishomopregnacalciferol and its uses |
| US6566352B1 (en) * | 2002-02-18 | 2003-05-20 | Wisconsin Alumni Research Foudation | 1 α-hydroxy-2-methylene-19-nor-pregnacalciferol and its uses |
| ATE346839T1 (de) * | 2002-03-29 | 2006-12-15 | Wisconsin Alumni Res Found | Ein verfahren zur herstellung von 1-alpha-hydroxy-2-methylen-19-nor-homopregnacal iferol |
| ATE350043T1 (de) * | 2003-07-03 | 2007-01-15 | Wisconsin Alumni Res Found | 2-methylen-19-nor-20(s)-25-methyl-1alpha- hydroxycalciferol und seine verwendungen |
| US20050009792A1 (en) * | 2003-07-08 | 2005-01-13 | Deluca Hector F. | (20S)-1alpha-hydroxy-2-methylene-19-nor-vitamin D3 and its uses |
| NZ545862A (en) * | 2003-08-20 | 2010-01-29 | Wisconsin Alumni Res Found | 2-Methylene-19-nor-vitamin D2 compounds |
| EP1828115A4 (en) * | 2004-11-22 | 2010-05-05 | Wisconsin Alumni Res Found | 2-METHYLENE-19-NOR (20S) -1ALPHA-HYDROXYTRISHOMOPREGNACALCIFEROL |
| AU2005309820B2 (en) * | 2004-11-22 | 2011-06-23 | Wisconsin Alumni Research Foundation | 2-methylene-19,21-dinor-1alpha-hydroxy-bishomopregnacalciferol |
| DE602005021245D1 (de) * | 2004-11-22 | 2010-06-24 | Wisconsin Alumni Res Found | 2-methylen-19,26,27-trinor-(20s)-1-alpha-hydroxyvitamin d3 and dessen verwendungen |
| US7511030B2 (en) * | 2005-02-11 | 2009-03-31 | Wisconsin Alumni Research Foundation | 2-methylene-19-nor-(20S-24epi)-1α,25-dihydroxyvitamin D2 |
| CA2597624C (en) * | 2005-02-11 | 2012-08-14 | Wisconsin Alumni Research Foundation | 2-methylene-19-nor-(20s-24s)-1.alpha.,25-dihydroxyvitamin-d2 |
| AU2006242184A1 (en) * | 2005-05-03 | 2006-11-09 | Wisconsin Alumni Research Foundation | 19,26,27-trinor-1alpha,25-dihydroxyvitamin D3 compounds |
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| JP2009532460A (ja) * | 2006-04-06 | 2009-09-10 | ウイスコンシン アラムニ リサーチ ファンデーション | ２−置換−１α，２５−ジヒドロキシ−１９，２６，２７−トリノルビタミンＤ類縁体およびその使用 |
| NZ570814A (en) * | 2006-04-06 | 2011-11-25 | Wisconsin Alumni Res Found | 2-methylene-1alpha-hydroxy-19,21-dinorvitamin D3 analogs and uses thereof |
| ATE523487T1 (de) * | 2006-04-06 | 2011-09-15 | Wisconsin Alumni Res Found | 2-methylen-1-alpha-dihydroxy-19,21-dinor-vitami - d3-analoga und ihre anwendung |
| JP5176956B2 (ja) * | 2006-06-02 | 2013-04-03 | 日本新薬株式会社 | ９，１０−セコプレグナン誘導体及び医薬 |
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| JP2010504994A (ja) * | 2006-09-28 | 2010-02-18 | ウイスコンシン アラムニ リサーチ ファンデーション | ２−メチレン−（２０ｓ，２５ｓ）−１９，２７−ジノル−（２２ｅ）−ビタミンｄ類縁体 |
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| EP2240440A2 (en) * | 2007-12-28 | 2010-10-20 | Wisconsin Alumni Research Foundation | 2-methylene-(20s,25s)-19,26-dinor-vitamin d analogs |
| US8399439B2 (en) * | 2008-07-10 | 2013-03-19 | Wisconsin Alumni Research Foundation | 2-methylene-19,26-dinor-(20S,22E,25R)-vitamin D analogs |
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| EP2525799B1 (en) * | 2009-10-02 | 2014-09-03 | Wisconsin Alumni Research Foundation | (20s,22e)-2-methylene-19-nor-22-ene-1alpha,25-dihydroxyvitamin d3 analogs |
| MX2012005936A (es) * | 2009-11-30 | 2012-09-07 | Wisconsin Alumni Res Found | 2-metilen-19,26-nor-(20s)-1a-hidroxivitamina d3. |
-
2012
- 2012-06-13 CA CA2824870A patent/CA2824870C/en not_active Expired - Fee Related
- 2012-06-13 WO PCT/US2012/042225 patent/WO2012174095A1/en not_active Ceased
- 2012-06-13 EP EP12729302.5A patent/EP2721004B1/en not_active Not-in-force
- 2012-06-13 US US13/495,548 patent/US8993547B2/en active Active
- 2012-06-13 AU AU2012271759A patent/AU2012271759B2/en not_active Ceased
- 2012-06-13 JP JP2014515955A patent/JP6035331B2/ja not_active Expired - Fee Related
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5843928A (en) * | 1997-03-17 | 1998-12-01 | Wisconsin Alumni Research Foundation | 2-alkylidene-19-nor-vitamin D compounds |
| WO2011041590A2 (en) * | 2009-10-02 | 2011-04-07 | Wisconsin Alumni Research Foundation | 1-desoxy-2-methylene-19-nor-vitamin d analogs and their uses |
Also Published As
| Publication number | Publication date |
|---|---|
| JP6035331B2 (ja) | 2016-11-30 |
| AU2012271759A1 (en) | 2013-08-01 |
| EP2721004A1 (en) | 2014-04-23 |
| JP2014523419A (ja) | 2014-09-11 |
| CA2824870C (en) | 2018-08-14 |
| EP2721004B1 (en) | 2017-07-26 |
| WO2012174095A1 (en) | 2012-12-20 |
| US20120322775A1 (en) | 2012-12-20 |
| US8993547B2 (en) | 2015-03-31 |
| CA2824870A1 (en) | 2012-12-20 |
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