des-A,B-8β-triethylsililoxy-23,24-dinor-22-cyanocholane | 300344-37-0

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: des-A,B-8β-triethylsililoxy-23,24-dinor-22-cyanocholane
• 英文别名: (8S,20R)-des-A,B-20-(cyanomethyl)-8β-[(triethylsilyl)oxy]pregnane；(8S,20R)-des-A,B-8-[(triethylsilyl)oxy]-20-(cyanomethyl)pregnane；(3R)-3-[(1R,3aR,4S,7aR)-7a-methyl-4-triethylsilyloxy-1,2,3,3a,4,5,6,7-octahydroinden-1-yl]butanenitrile
• CAS: 300344-37-0
• 化学式: C₂₀H₃₇NOSi
• 分子量: 335.605
• InChiKey: HAHIWTWHPXVQKI-SWBPCFCJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.14
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  33
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  des-A,B-8β-triethylsililoxy-23,24-dinor-22-cyanocholane 在 四丁基氟化铵 作用下， 生成 De-A,B-8β-hydroxy-23,24-dinorcholane-22-carbonitrile
  参考文献：
  名称：

  WO2006/74227

  摘要：

  公开号：
• 作为产物：
  描述：

  (S)-2-((3R,3aR,7S,7aR)-octahydro-7-hydroxy-3a-methyl-1H-inden-3-yl)propyl 4-methylbenzenesulfonate 在 2,6-二甲基吡啶 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 3.25h， 生成 des-A,B-8β-triethylsililoxy-23,24-dinor-22-cyanocholane
  参考文献：
  名称：

  DIASTEREOMERS OF 2-METHYLENE-19-NOR-22-METHYL-1ALPHA,25-DIHYDROXYVITAMIN D3

  摘要：

  提供了公式I的化合物，其中X1、X2和X3分别选自H或羟基保护基团。这些化合物可用于制备药物组合物，并可用于治疗各种生物状况。

  公开号：

  US20110237557A1

文献信息

• (20S)-2-METHYLENE-19-NOR-22-DIMETHYL-1alpha,25-DIHYDROXYVITAMIN D3 AND (20R)-2-METHYLENE-19-NOR-22-DIMETHYL-1alpha,25-HYDROXYVITAMIN D3
  申请人：DeLuca Hector F.

  公开号：US20110237556A1

  公开（公告）日：2011-09-29

  Compounds of formula I are provided where X 1 , X 2 and X 3 are independently selected from H or hydroxy protecting groups. Such compounds may be used in preparing pharmaceutical compositions and are useful in treating a variety of biological conditions.

  提供了具有公式I的化合物，其中X1、X2和X3分别选择自H或羟基保护基团。这些化合物可用于制备药物组合物，并可用于治疗各种生物条件。
• Novel Alkynylphosphonate Analogue of Calcitriol with Potent Antiproliferative Effects in Cancer Cells and Lack of Calcemic Activity
  作者：Débora G. Salomón、Silvina M. Grioli、Maximiliano Buschiazzo、Evangelina Mascaró、Cristian Vitale、Gabriel Radivoy、Manuel Perez、Yagamare Fall、Enrique A. Mesri、Alejandro C. Curino、María M. Facchinetti

  DOI：10.1021/ml200034w

  日期：2011.7.14

  describe the design and synthesis of diethyl [(5Z,7E)-(1S,3R)-1,3-dihydroxy-9,10-secochola-5,7,10(19)-trien-23-in-24-yl] phosphonate (compound 10), which combines the low calcemic properties of phosphonates with the decreased metabolic inactivation due to the presence of a triple bond in C-24 and studied its in vitro effects on several cancer cell lines and its in vivo effects on blood calcium levels

  在这里，我们描述了二乙基 [(5 Z ,7 E )-(1 S ,3 R )-1,3-dihydroxy-9,10-secochola-5,7,10(19)-trien-的设计和合成23-in-24-yl] 膦酸盐（化合物10），结合了膦酸盐的低血钙特性和由于 C-24 中存在三键而减少的代谢失活，并研究了其对几种癌细胞系的体外影响及其对血钙水平的体内影响。我们证明这种化合物是一种有效的抗增殖维生素 D 类似物，在体内显示出缺乏钙血效应。
• [EN] 1-DEOXY ANALOGS OF VITAMIN D-RELATED COMPOUNDS<br/>[FR] ANALOGUES 1-DÉSOXY DE COMPOSÉS APPARENTÉS À LA VITAMINE D
  申请人：CYTOCHROMA INC

  公开号：WO2011088209A3

  公开（公告）日：2015-09-03
• [EN] 25-SO2-SUBSTITUTED ANALOGS OF 1ALPHA, 25-DIHYDROXYVITAMIN D3 (CALCITRIOL)<br/>[FR] ANALOGUES 25-SO2-SUBSITUTES DE LA 1 DOLLAR G(A),25-DIHYDROXYVITAMINE D3
  申请人：UNIV JOHNS HOPKINS

  公开号：WO2004054968A3

  公开（公告）日：2004-10-21
• Synthesis and biological properties of 2-methylene-19-nor-25-dehydro-1α-hydroxyvitamin D3-26,23-lactones—weak agonists
  作者：Grazia Chiellini、Pawel Grzywacz、Lori A. Plum、Rafal Barycki、Margaret Clagett-Dame、Hector. F. DeLuca

  DOI：10.1016/j.bmc.2008.08.011

  日期：2008.9

  In a continuing effort to explore the 2-methylene-1 alpha-hydroxy-19-norvitamin D-3 class of pharmacologically important vitamin D compounds, two novel 2-methylene-19-nor-25-dehydro-1 alpha-hydroxyvitamin D-3-26,23-lactones, GC-3 and HLV, were synthesized and biologically tested. Based on reports of similarly structured molecules, it was hypothesized that these compounds might act as antagonists, at least in vitro. The pathway designed to synthesize these compounds was based on two key steps: first, the Lythgoe-type Wittig-Horner coupling of Windaus-Grundmann-type ketone 18, with phosphine oxide 15, followed, later in the synthesis, by the Zn-mediated Reformasky-type allylation of aldehyde 20 with methylbromomethylacrylate 8. Our biological data show that neither compound has antagonistic activity but acts as weak agonists in vitro and in vivo. (C) 2008 Elsevier Ltd. All rights reserved.