WO2006074227A3 - HIGHLY ANTIPROLIFERATIVE, LOW-CALCEMIC, ANALOGS OF THE HORMONE 1α, 25-DIHYDROXYVITAMIN D3 WITH CARBONYL SIDE CHAINS - Google Patents
HIGHLY ANTIPROLIFERATIVE, LOW-CALCEMIC, ANALOGS OF THE HORMONE 1α, 25-DIHYDROXYVITAMIN D3 WITH CARBONYL SIDE CHAINS Download PDFInfo
- Publication number
- WO2006074227A3 WO2006074227A3 PCT/US2006/000183 US2006000183W WO2006074227A3 WO 2006074227 A3 WO2006074227 A3 WO 2006074227A3 US 2006000183 W US2006000183 W US 2006000183W WO 2006074227 A3 WO2006074227 A3 WO 2006074227A3
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- antiproliferative
- hormone
- calcitriol
- calcemic
- analogs
- Prior art date
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Classifications
-
- 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
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The present invention discloses a series of new carbonyl side chain anlogs of calcitriol (I). Unexpectedly, several of these ketone analogs, such as the 24- and 25-tert-butyl ketones, amides, hydroxymate esters and a hetero atom ketones even though lacking the classical side-chain tertiary hydroxyl group, are considerably more antiproliferative in vitro than the hormone calcitriol (I) even at physiologically relevant low nanomolar concentrations and are less calcemic than calcitriol (I) in vivo.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US64134005P | 2005-01-04 | 2005-01-04 | |
US60/641,340 | 2005-01-04 |
Publications (2)
Publication Number | Publication Date |
---|---|
WO2006074227A2 WO2006074227A2 (en) | 2006-07-13 |
WO2006074227A3 true WO2006074227A3 (en) | 2006-09-28 |
Family
ID=36648141
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US2006/000183 WO2006074227A2 (en) | 2005-01-04 | 2006-01-03 | HIGHLY ANTIPROLIFERATIVE, LOW-CALCEMIC, ANALOGS OF THE HORMONE 1α, 25-DIHYDROXYVITAMIN D3 WITH CARBONYL SIDE CHAINS |
Country Status (1)
Country | Link |
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WO (1) | WO2006074227A2 (en) |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2008131267A2 (en) * | 2007-04-18 | 2008-10-30 | Johns Hopkins University | Low calcemic, highly antiproliferative, analogs of calcitriol |
ES2396524B2 (en) * | 2012-12-11 | 2013-08-01 | Universidade De Santiago De Compostela | Versatile and functionalized intermediates in the synthesis of vitamin D and new vitamin D derivatives |
WO2022059684A1 (en) * | 2020-09-15 | 2022-03-24 | 帝人ファーマ株式会社 | Vitamin d derivative having cyclic amine in side chain |
PT117825A (en) * | 2022-02-28 | 2023-09-20 | Univ Santiago Compostela | SILA-ANALOGS OF VITAMIN D, METHOD OF PRODUCTION OF SAID COMPOUNDS, USES THEREOF AND PHARMACEUTICAL COMPOSITION COMPRISING THE COMPOUNDS |
WO2023171736A1 (en) * | 2022-03-11 | 2023-09-14 | 帝人ファーマ株式会社 | Medicine containing vitamin d derivative or pharmaceutically acceptable salt or solvate thereof, used in combination with immunomodulatory substance |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5403832A (en) * | 1992-03-12 | 1995-04-04 | The Johns Hopkins University | Vitamin D3 analogues |
US5830885A (en) * | 1992-03-12 | 1998-11-03 | The Johns Hopkins University | Antiproliferative vitamin D3 hybrids |
US6380408B1 (en) * | 1999-04-01 | 2002-04-30 | The Johns Hopkins University | Non-calcemic, antiproliferative, transcriptionally active sulfur-containing analogs of 1α, 25-dihydroxy vitamin D3 |
US6982258B2 (en) * | 2001-10-12 | 2006-01-03 | Cytochroma Inc. | Low-calcemic oxime analogs of 1α,25-dihydroxy vitamin D3 |
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2006
- 2006-01-03 WO PCT/US2006/000183 patent/WO2006074227A2/en active Application Filing
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5403832A (en) * | 1992-03-12 | 1995-04-04 | The Johns Hopkins University | Vitamin D3 analogues |
US5830885A (en) * | 1992-03-12 | 1998-11-03 | The Johns Hopkins University | Antiproliferative vitamin D3 hybrids |
US6380408B1 (en) * | 1999-04-01 | 2002-04-30 | The Johns Hopkins University | Non-calcemic, antiproliferative, transcriptionally active sulfur-containing analogs of 1α, 25-dihydroxy vitamin D3 |
US6982258B2 (en) * | 2001-10-12 | 2006-01-03 | Cytochroma Inc. | Low-calcemic oxime analogs of 1α,25-dihydroxy vitamin D3 |
Also Published As
Publication number | Publication date |
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WO2006074227A2 (en) | 2006-07-13 |
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