3α-hydroxy-8-methoxy-3aα-methyl-3,3a,4,5-tetrahydro-2H-benz[b]indeno[5,4-d]thiophene | 203117-62-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 3α-hydroxy-8-methoxy-3aα-methyl-3,3a,4,5-tetrahydro-2H-benz[b]indeno[5,4-d]thiophene
• 英文别名: (3R,3aR)-8-methoxy-3a-methyl-2,3,4,5-tetrahydroindeno[4,5-b][1]benzothiol-3-ol
• CAS: 203117-62-8
• 化学式: C₁₇H₁₈O₂S
• 分子量: 286.395
• InChiKey: BDNRMAVMOUHCTK-NVXWUHKLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  57.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3α-hydroxy-8-methoxy-3aα-methyl-3,3a,4,5-tetrahydro-2H-benz[b]indeno[5,4-d]thiophene 在 palladium on activated charcoal 氢气 、 乙硫醇钠 作用下， 以 四氢呋喃 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 (3R,3aR,10bR)-3a-Methyl-2,3,3a,4,5,10b-hexahydro-1H-10-thia-cyclopenta[a]fluorene-3,8-diol
  参考文献：
  名称：

  B-Ring unsaturated estrogens: biological evaluation of 17α-Dihydroequilein and novel B-Nor-6-thiaequilenins as tissue selective estrogens

  摘要：

  The pharmacology and SAR of representative equine estogens is described. 17alpha-Dihydroequilenin was found to prevent bone loss after 5 weeks of oral administration to ovariectornized rats. The stereochemical significance of the D-ring and the C/D ring juncture was investigated with a series of benzothiophene-based equilenin analogues. (C) 2003 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2003.09.060
• 作为产物：
  描述：

  (R)-4a-Methyl-tetrahydro-1-oxa-cyclopropa[d]indene-2,5-dione 在 sodium hydroxide 、 sodium tetrahydroborate 、 三氯化铝 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 生成 3α-hydroxy-8-methoxy-3aα-methyl-3,3a,4,5-tetrahydro-2H-benz[b]indeno[5,4-d]thiophene
  参考文献：
  名称：

  B-Ring unsaturated estrogens: biological evaluation of 17α-Dihydroequilein and novel B-Nor-6-thiaequilenins as tissue selective estrogens

  摘要：

  The pharmacology and SAR of representative equine estogens is described. 17alpha-Dihydroequilenin was found to prevent bone loss after 5 weeks of oral administration to ovariectornized rats. The stereochemical significance of the D-ring and the C/D ring juncture was investigated with a series of benzothiophene-based equilenin analogues. (C) 2003 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2003.09.060

文献信息

• 8-substituted B-nor-6-Thiaequilenin compounds having activity as selective estrogen receptor modulators
  申请人：Eli Lilly and Company

  公开号：US06218425B1

  公开（公告）日：2001-04-17

  Certain B-nor-6-thiaequilenin compounds substituted at the 3-position with hydroxy and at the 8-position with hydroxy or alkoxy of from one to four carbon atoms are selective estrogen receptor modulators and are useful in the treatment of estrogen-related disorders including such conditions as osteoporosis, hyperlipidemia, estrogen-dependent breast cancer, uterine fibrosis, endometriosis, and restenosis.

  在3位羟基和8位羟基或1到4个碳原子的烷氧基取代的情况下，某些B-非-6-硫基雌烯化合物是选择性雌激素受体调节剂，并可用于治疗与雌激素相关的疾病，包括骨质疏松症，高脂血症，雌激素依赖性乳腺癌，子宫纤维瘤，子宫内膜异位症和再狭窄。
• 8-Substituted B-nor-6-thiaequilenin compounds having activity as selective estrogen receptor modulators
  申请人：ELI LILLY AND COMPANY

  公开号：EP0823437A2

  公开（公告）日：1998-02-11

  Certain B-nor-6-thiaequilenin compounds substituted at the 3-position with hydroxy and at the 8-position with hydroxy or alkoxy of from one to four carbon atoms are selective estrogen receptor modulators and are useful in the treatment of estrogen-related disorders including such conditions as osteoporosis, hyperlipidemia, estrogen-dependent breast cancer, uterine fibrosis, endometriosis, and restenosis.

  某些在 3 位被羟基取代和在 8 位被羟基或 1 至 4 个碳原子的烷氧基取代的 B-去甲-6-噻喹啉化合物是选择性雌激素受体调节剂，可用于治疗雌激素相关疾病，包括骨质疏松症、高脂血症、雌激素依赖性乳腺癌、子宫纤维化、子宫内膜异位症和再狭窄等疾病。
• US6218425B1
  申请人：——

  公开号：US6218425B1

  公开（公告）日：2001-04-17
• B-Ring unsaturated estrogens: biological evaluation of 17α-Dihydroequilein and novel B-Nor-6-thiaequilenins as tissue selective estrogens
  作者：Charles W Lugar、David Magee、Mary D Adrian、Pamela Shetler、Henry U Bryant、Jeffrey A Dodge

  DOI：10.1016/j.bmcl.2003.09.060

  日期：2003.12

  The pharmacology and SAR of representative equine estogens is described. 17alpha-Dihydroequilenin was found to prevent bone loss after 5 weeks of oral administration to ovariectornized rats. The stereochemical significance of the D-ring and the C/D ring juncture was investigated with a series of benzothiophene-based equilenin analogues. (C) 2003 Published by Elsevier Ltd.