2,3,3a,4,5,6,7,7a-octahydro-7a-hydroxy-7-[(3-methoxyphenyl)thio]-3aβ-methyl-1H-indene-3,6-dione | 203117-74-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2,3,3a,4,5,6,7,7a-octahydro-7a-hydroxy-7-[(3-methoxyphenyl)thio]-3aβ-methyl-1H-indene-3,6-dione
• 英文别名: 2,3,3a,4,5,6,7,7a-octahydro-7a-hydroxy-7-[(3-methoxyphenyl)thio]-3aα-methyl-1H-indene-3,6-dione；(7aS)-3a-hydroxy-4-(3-methoxyphenyl)sulfanyl-7a-methyl-3,4,6,7-tetrahydro-2H-indene-1,5-dione
• CAS: 203117-74-2
• 化学式: C₁₇H₂₀O₄S
• 分子量: 320.409
• InChiKey: YCLFWGOCFJMSAQ-AQFXKWCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  88.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,3,3a,4,5,6,7,7a-octahydro-7a-hydroxy-7-[(3-methoxyphenyl)thio]-3aβ-methyl-1H-indene-3,6-dione 在 palladium on activated charcoal sodium tetrahydroborate 、 三氯化铝 、 氢气 、 potassium carbonate 、 三苯基膦 、 偶氮二甲酸二乙酯 、 乙硫醇钠 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 (3R,3aS,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：

  (7S)-7-methyl-2-oxatricyclo[5.3.0.01,3]decane-4,8-dione 、 3-甲氧基苯硫酚 在 sodium hydroxide 作用下， 以31%的产率得到2,3,3a,4,5,6,7,7a-octahydro-7a-hydroxy-7-[(3-methoxyphenyl)thio]-3aβ-methyl-1H-indene-3,6-dione
  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：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