JP2014520101A5 - - Google Patents
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- JP2014520101A5 JP2014520101A5 JP2014513702A JP2014513702A JP2014520101A5 JP 2014520101 A5 JP2014520101 A5 JP 2014520101A5 JP 2014513702 A JP2014513702 A JP 2014513702A JP 2014513702 A JP2014513702 A JP 2014513702A JP 2014520101 A5 JP2014520101 A5 JP 2014520101A5
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- Prior art keywords
- compound
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- 150000001875 compounds Chemical class 0.000 claims description 61
- 239000008194 pharmaceutical composition Substances 0.000 claims description 23
- 239000000203 mixture Substances 0.000 claims description 13
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 8
- 125000006239 protecting group Chemical group 0.000 claims description 8
- 208000022559 Inflammatory bowel disease Diseases 0.000 claims description 4
- 239000000443 aerosol Substances 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 230000002401 inhibitory effect Effects 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 4
- 239000003937 drug carrier Substances 0.000 claims description 3
- 102000009310 vitamin D receptors Human genes 0.000 claims description 3
- 108050000156 vitamin D receptors Proteins 0.000 claims description 3
- 101000856746 Bos taurus Cytochrome c oxidase subunit 7A1, mitochondrial Proteins 0.000 claims description 2
- 208000015943 Coeliac disease Diseases 0.000 claims description 2
- 206010009900 Colitis ulcerative Diseases 0.000 claims description 2
- 206010009944 Colon cancer Diseases 0.000 claims description 2
- 208000011231 Crohn disease Diseases 0.000 claims description 2
- 208000037147 Hypercalcaemia Diseases 0.000 claims description 2
- 201000002980 Hyperparathyroidism Diseases 0.000 claims description 2
- 208000008589 Obesity Diseases 0.000 claims description 2
- 208000001132 Osteoporosis Diseases 0.000 claims description 2
- 206010060862 Prostate cancer Diseases 0.000 claims description 2
- 208000000236 Prostatic Neoplasms Diseases 0.000 claims description 2
- 201000004681 Psoriasis Diseases 0.000 claims description 2
- 201000006704 Ulcerative Colitis Diseases 0.000 claims description 2
- AEDMQUAPBVOJNN-UHFFFAOYSA-N [3-[2-[4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl]-1,3-thiazol-5-yl]-1,2,4-oxadiazol-5-yl]methanol Chemical compound O1C(CO)=NC(C=2SC(=NC=2)N2CCC(CC2)OC=2C(=CC=CC=2)C(F)(F)F)=N1 AEDMQUAPBVOJNN-UHFFFAOYSA-N 0.000 claims description 2
- 210000001789 adipocyte Anatomy 0.000 claims description 2
- 210000000577 adipose tissue Anatomy 0.000 claims description 2
- 208000006673 asthma Diseases 0.000 claims description 2
- 208000029742 colonic neoplasm Diseases 0.000 claims description 2
- 206010012601 diabetes mellitus Diseases 0.000 claims description 2
- 230000004069 differentiation Effects 0.000 claims description 2
- 230000000148 hypercalcaemia Effects 0.000 claims description 2
- 208000030915 hypercalcemia disease Diseases 0.000 claims description 2
- 208000027866 inflammatory disease Diseases 0.000 claims description 2
- 208000032839 leukemia Diseases 0.000 claims description 2
- 206010025135 lupus erythematosus Diseases 0.000 claims description 2
- 201000006417 multiple sclerosis Diseases 0.000 claims description 2
- 235000020824 obesity Nutrition 0.000 claims description 2
- 210000000056 organ Anatomy 0.000 claims description 2
- 108090000623 proteins and genes Proteins 0.000 claims description 2
- 206010039073 rheumatoid arthritis Diseases 0.000 claims description 2
- 201000000306 sarcoidosis Diseases 0.000 claims description 2
- 210000002374 sebum Anatomy 0.000 claims description 2
- 230000028327 secretion Effects 0.000 claims description 2
- 230000037067 skin hydration Effects 0.000 claims description 2
- 238000013518 transcription Methods 0.000 claims description 2
- 230000035897 transcription Effects 0.000 claims description 2
- 230000037303 wrinkles Effects 0.000 claims description 2
- 239000000178 monomer Substances 0.000 claims 2
- 206010061218 Inflammation Diseases 0.000 claims 1
- 230000005856 abnormality Effects 0.000 claims 1
- 210000000481 breast Anatomy 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 1
- 230000004054 inflammatory process Effects 0.000 claims 1
- 230000035987 intoxication Effects 0.000 claims 1
- 231100000566 intoxication Toxicity 0.000 claims 1
- 230000011164 ossification Effects 0.000 claims 1
- 238000011200 topical administration Methods 0.000 claims 1
- 229930003231 vitamin Natural products 0.000 claims 1
- 239000011782 vitamin Substances 0.000 claims 1
- 229940088594 vitamin Drugs 0.000 claims 1
- 235000013343 vitamin Nutrition 0.000 claims 1
- 150000003722 vitamin derivatives Chemical class 0.000 claims 1
- 238000000034 method Methods 0.000 description 11
- 230000003042 antagnostic effect Effects 0.000 description 2
- 206010006187 Breast cancer Diseases 0.000 description 1
- 208000026310 Breast neoplasm Diseases 0.000 description 1
- 0 C[C@@](CCC1)([C@@](CC=CC(*)(*)C2(CC2)C(*)=O)CC2)[C@@]2C1=CC=C(CC1)C[C@](*)C1=C Chemical compound C[C@@](CCC1)([C@@](CC=CC(*)(*)C2(CC2)C(*)=O)CC2)[C@@]2C1=CC=C(CC1)C[C@](*)C1=C 0.000 description 1
- 206010012335 Dependence Diseases 0.000 description 1
- 208000013558 Developmental Bone disease Diseases 0.000 description 1
- 206010072610 Skeletal dysplasia Diseases 0.000 description 1
- 206010050637 Skin tightness Diseases 0.000 description 1
- 229930003316 Vitamin D Natural products 0.000 description 1
- QYSXJUFSXHHAJI-XFEUOLMDSA-N Vitamin D3 Natural products C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@H](C)CCCC(C)C)=C/C=C1\C[C@@H](O)CCC1=C QYSXJUFSXHHAJI-XFEUOLMDSA-N 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 235000019166 vitamin D Nutrition 0.000 description 1
- 239000011710 vitamin D Substances 0.000 description 1
- 150000003710 vitamin D derivatives Chemical class 0.000 description 1
- 229940046008 vitamin d Drugs 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201161493079P | 2011-06-03 | 2011-06-03 | |
| US61/493,079 | 2011-06-03 | ||
| PCT/US2012/040235 WO2012166938A2 (en) | 2011-06-03 | 2012-05-31 | (22e)-2-methylene-26,27-cyclo-22-dehydro-1alpha-hydroxy-19-norvitamin d3 derivatives |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2014520101A JP2014520101A (ja) | 2014-08-21 |
| JP2014520101A5 true JP2014520101A5 (cg-RX-API-DMAC7.html) | 2014-10-09 |
| JP6059716B2 JP6059716B2 (ja) | 2017-01-11 |
Family
ID=46246236
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014513702A Expired - Fee Related JP6059716B2 (ja) | 2011-06-03 | 2012-05-31 | （２２Ｅ）−２−メチレン−２６，２７−シクロ−２２−デヒドロ−１α−ヒドロキシ−１９−ノルビタミンＤ３誘導体 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US9834512B2 (cg-RX-API-DMAC7.html) |
| EP (1) | EP2714656B1 (cg-RX-API-DMAC7.html) |
| JP (1) | JP6059716B2 (cg-RX-API-DMAC7.html) |
| AU (1) | AU2012262174B2 (cg-RX-API-DMAC7.html) |
| CA (1) | CA2837882C (cg-RX-API-DMAC7.html) |
| WO (1) | WO2012166938A2 (cg-RX-API-DMAC7.html) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2013003307A1 (en) | 2011-06-28 | 2013-01-03 | Wisconsin Alumni Research Foundation | 2-methylene-(22e)-25-hexanoyl-24-oxo-26,27-cyclo-22-dehydro-19-nor-vitamin d analogs |
| KR102631796B1 (ko) * | 2021-07-20 | 2024-01-30 | 라이어 케이컬 씨오., 엘티디. | 글루포시네이트의 제조 방법 |
| CN115160116B (zh) * | 2022-06-14 | 2024-01-26 | 北京航天试验技术研究所 | 一种环丙基甲基酮的制备方法 |
| CN115124440B (zh) * | 2022-06-27 | 2024-05-31 | 江苏七洲绿色科技研究院有限公司 | 一种丙硫菌唑中间体的制备方法 |
Family Cites Families (25)
| 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 |
| CA1333616C (en) | 1989-03-09 | 1994-12-20 | Hector F. Deluca | 19-nor-vitamin d compounds |
| US5246925A (en) | 1989-03-09 | 1993-09-21 | Wisconsin Alumni Research Foundation | 19-nor-vitamin D compounds for use in treating hyperparathyroidism |
| GB2229921B (en) | 1989-04-05 | 1992-12-16 | Chugai Pharmaceutical Co Ltd | Treatment for hyperparathyroidism with use of vitamin d derivatives |
| US5086191A (en) | 1991-05-28 | 1992-02-04 | Wisconsin Alumni Research Foundation | Intermediates for the synthesis of 19-nor vitamin D compounds |
| GB9214202D0 (en) | 1992-07-03 | 1992-08-12 | Leo Pharm Prod Ltd | Chemical compounds |
| DE69400495T2 (de) | 1993-04-05 | 1997-04-30 | Wisconsin Alumni Res Found | 19-Nor-vitamin-D3-Verbindung mit einem Substituent an die 2. Stelle |
| US5552392A (en) | 1993-11-03 | 1996-09-03 | Wisconsin Alumni Research Foundation | Method of treating hypoparathyroidism with (20S) vitamin D compounds |
| EP0717034B1 (en) | 1994-12-14 | 1999-04-07 | Duphar International Research B.V | Vitamin D compounds and method of preparing these compounds |
| DK0832063T3 (da) | 1995-06-14 | 2000-06-13 | Schering Ag | Vitamin D-derivater med substituenter på C-25, fremgangsmåde til deres fremstilling, mellemprodukter samt deres anvendelse |
| US6392071B1 (en) | 1997-03-17 | 2002-05-21 | Wisconsin Alumni: Research Foundation | 26,27-homologated-20-EPI-2-alkylidene-19-nor-vitamin D compounds |
| US5945410A (en) | 1997-03-17 | 1999-08-31 | Wisconsin Alumni Research Foundation | 2-alkyl-19-nor-vitamin D compounds |
| US5843928A (en) | 1997-03-17 | 1998-12-01 | Wisconsin Alumni Research Foundation | 2-alkylidene-19-nor-vitamin D compounds |
| DE19744127B4 (de) * | 1997-10-01 | 2006-10-05 | Schering Ag | Neue Vitamin D-Derivate mit Cyclopropylringen in den Seitenketten, Verfahren und Zwischenprodukte zu ihrer Herstellung sowie ihre Verwendung zur Herstellung von Arzneimitteln |
| GB9721156D0 (en) | 1997-10-06 | 1997-12-03 | Leo Pharm Prod Ltd | Novel vitamin d analogues |
| US6703380B2 (en) | 1999-09-29 | 2004-03-09 | Colotech A/S | Prevention of cancer |
| BR0113703A (pt) | 2000-09-08 | 2003-07-22 | Wisconsin Alumni Researcg Foun | Compostos e métodos de tratamento de psorìase, leucemia, câncer do cólon, do seio ou da próstata, osteodistrofia renal, de doenças auto-imune, inflamatória e de condição de pele |
| US6627622B2 (en) | 2002-02-18 | 2003-09-30 | Wisconsin Alumni Research Foundation | (20S)-1α-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 |
| DE60310050T2 (de) | 2002-03-29 | 2007-07-05 | Wisconsin Alumni Research Foundation, Madison | Ein verfahren zur herstellung von 1-alpha-hydroxy-2-methylen-19-nor-homopregnacalciferol |
| EP1656157B1 (en) | 2003-08-20 | 2011-12-21 | Wisconsin Alumni Research Foundation | 2-methylene-19-nor-vitamin d2 compounds |
| US7704980B2 (en) | 2003-10-08 | 2010-04-27 | Wisconsin Alumni Research Foundation | Treatment of inflammatory bowel disease with 2-methylene-19-nor-vitamin D compounds |
| US8404667B2 (en) | 2006-12-29 | 2013-03-26 | Wisconsin Alumni Research Foundation | Compounds, compositions, kits and methods of use to orally and topically treat acne and other skin conditions by 19-Nor vitamin D analog |
| WO2005079464A2 (en) * | 2004-02-17 | 2005-09-01 | Wisconsin Alumni Research Foundation | Vitamin d receptor antagonists and their use in treating asthma |
| US7713953B2 (en) | 2008-07-10 | 2010-05-11 | Wisconsin Alumni Research Foundation | 2-methylene-(22E)-25-(1-methylene-hexyl)-26,27-cyclo-22-dehydro-19-nor-vitamin D analogs |
-
2012
- 2012-05-31 US US13/485,343 patent/US9834512B2/en active Active
- 2012-05-31 AU AU2012262174A patent/AU2012262174B2/en not_active Ceased
- 2012-05-31 WO PCT/US2012/040235 patent/WO2012166938A2/en not_active Ceased
- 2012-05-31 JP JP2014513702A patent/JP6059716B2/ja not_active Expired - Fee Related
- 2012-05-31 EP EP12726999.1A patent/EP2714656B1/en not_active Not-in-force
- 2012-05-31 CA CA2837882A patent/CA2837882C/en not_active Expired - Fee Related