(E)-2-methylhex-2-ene-1-thiol | 104108-73-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醇
• 英文名称: (E)-2-methylhex-2-ene-1-thiol
• CAS: 104108-73-8
• 化学式: C₇H₁₄S
• 分子量: 130.254
• InChiKey: XAVJAPQIORQXGX-FNORWQNLSA-N

物化性质

• 沸点：
  173.7±9.0 °C(Predicted)
• 密度：
  0.859±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (E)-2-methylhex-2-ene-1-thiol 在 lithium hydroxide 、 potassium tert-butylate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 6.0h， 生成 <1S-<1α,2α(Z),3α(E),4α>>-7-<3-<<(2-Methyl-2-hexenyl)thio>methyl>-7-oxabicyclo<2.2.1>hept-2-yl>-5-heptenoic acid
  参考文献：
  名称：

  9,11-Epoxy-9-homo-14-thiaprost-5-enoic acid derivatives: potent thromboxane A2 antagonists

  摘要：

  A novel bicyclic prostaglandin analogue, (1S)-[1 alpha,2 alpha(Z),3 alpha,4 alpha]-7-[3-[(hexylthio)methyl]-7- oxabicyclo [2.2.1]hept-2-yl]-5-heptenoic acid ((-)-10), and its cogeners were found to be potent antagonists at the TxA2 receptor. Compound (-)-10 was the only stereoisomer out of eight possible structures that was active. Thioether (-)-10 was 30-40-fold more potent than another TxA2 antagonist, BM 13.177, in inhibiting arachidonic acid (AA) induced aggregation of human platelet-rich plasma. Compound (-)-10 was effective (I50 = 0.5 +/- 0.4 microM) in inhibiting 9,11-azo-PGH2-induced (0.1 microgram/mL) contraction of guinea pig tracheal spirals. The bronchoconstriction in anesthetized guinea pigs induced by AA was also effectively antagonized by (-)-10 (1 mg/kg, iv); however, in this assay (-)-10 exhibited some direct agonist activity. Radioligand binding studies in washed (human) platelets revealed that (-)-10 is one of the most potent ligands for the PGH2/TxA2 receptor yet described (Kd = 1.6 +/- 0.4 nM).

  DOI：

  10.1021/jm00125a009

文献信息

• 7-Oxabicycloheptane substituted thio prostaglandin analogs
  申请人：E.R. Squibb & Sons, Inc.

  公开号：EP0164075A2

  公开（公告）日：1985-12-11

  7-Oxabicycloheptane substituted thio prostaglandin analogs are provided having the structural formula wherein p is 0 to 4; A is CH=CH, (CH2)2, or a single bond; m is 0 to 8; R is H, lower alkyl, alkali metal or tris(hydroxymethyl)-aminomethane; n is 1 to 4; n' is 0, 1 or 2; q is 1 to 12; X is wherein R2 and R3 may be the same or different and are H or lower alkyl; t is 0 to 5; and R1 is H, lower alkyl, aryl, aralkyl, cycloalkyl or cycloalkylalkyl, and including all stereoisomers thereof. The compounds are cardiovascular agents and antiinflammatory agents useful, for example, in the treatment of thrombolytic disease, inflammation and pain.

  7-氧杂双环庚烷取代的硫代前列腺素类似物的结构式为 其中 p 是 0 至 4；A 是 CH=CH、(CH2)2 或单键；m 是 0 至 8；R 是 H、低级烷基、碱金属或三(羟甲基)氨基甲烷；n 是 1 至 4；n'是 0、1 或 2；q 是 1 至 12；X 是 其中 R2 和 R3 可以相同或不同，并且是 H 或低级烷基；t 是 0 至 5；R1 是 H、低级烷基、芳基、芳烷基、环烷基或环烷基烷基，包括其所有立体异构体。 这些化合物是心血管药剂和抗炎药剂，可用于治疗血栓溶解疾病、炎症和疼痛等。
• US4560698A
  申请人：——

  公开号：US4560698A

  公开（公告）日：1985-12-24
• 9,11-Epoxy-9-homo-14-thiaprost-5-enoic acid derivatives: potent thromboxane A2 antagonists
  作者：Steven E. Hall、Wen Ching Han、Don N. Harris、Anders Hedberg、Martin L. Ogletree

  DOI：10.1021/jm00125a009

  日期：1989.5

  A novel bicyclic prostaglandin analogue, (1S)-[1 alpha,2 alpha(Z),3 alpha,4 alpha]-7-[3-[(hexylthio)methyl]-7- oxabicyclo [2.2.1]hept-2-yl]-5-heptenoic acid ((-)-10), and its cogeners were found to be potent antagonists at the TxA2 receptor. Compound (-)-10 was the only stereoisomer out of eight possible structures that was active. Thioether (-)-10 was 30-40-fold more potent than another TxA2 antagonist, BM 13.177, in inhibiting arachidonic acid (AA) induced aggregation of human platelet-rich plasma. Compound (-)-10 was effective (I50 = 0.5 +/- 0.4 microM) in inhibiting 9,11-azo-PGH2-induced (0.1 microgram/mL) contraction of guinea pig tracheal spirals. The bronchoconstriction in anesthetized guinea pigs induced by AA was also effectively antagonized by (-)-10 (1 mg/kg, iv); however, in this assay (-)-10 exhibited some direct agonist activity. Radioligand binding studies in washed (human) platelets revealed that (-)-10 is one of the most potent ligands for the PGH2/TxA2 receptor yet described (Kd = 1.6 +/- 0.4 nM).