9-p-Chlorobenzyl-6-methylsulfonyl-1,2,3,4-tetrahydrocarbazol-1-yl-acetic acid | 121083-40-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 9-p-Chlorobenzyl-6-methylsulfonyl-1,2,3,4-tetrahydrocarbazol-1-yl-acetic acid
• 英文别名: 2-(9-(4-chlorobenzyl)-6-(methylsulfonyl)-2,3,4,9-tetrahydro-1H-carbazol-1-yl)acetic acid；2-[9-[(4-chlorophenyl)methyl]-6-methylsulfonyl-1,2,3,4-tetrahydrocarbazol-1-yl]acetic acid
• CAS: 121083-40-7
• 化学式: C₂₂H₂₂ClNO₄S
• 分子量: 431.94
• InChiKey: OKONXEMKRUEWBR-UHFFFAOYSA-N

物化性质

• 沸点：
  719.6±60.0 °C(Predicted)
• 密度：
  1.40±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  84.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  Ethyl 9-p-chlorobenzyl-6-methylsulfonyl-1,2,3,4-tetrahydrocarbazol-1-yl-acetate 在 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 9-p-Chlorobenzyl-6-methylsulfonyl-1,2,3,4-tetrahydrocarbazol-1-yl-acetic acid
  参考文献：
  名称：

  Identification of an indole series of prostaglandin D2 receptor antagonists

  摘要：

  A novel indole series of PGD(2) receptor (DP receptor) antagonists is presented. Optimization of this series led to the identification of potent and selective DP receptor antagonists. In particular, antagonists 35 and 36 were identified with K-i values of 2.6 and 1.8 nM, respectively. These two antagonists are also potent in a DIP functional assay where they inhibit the PGD(2) induced cAMP production in platelet rich plasma with IC50 values of 7.9 and 8.6 W, respectively. The structure-activity relationships of this indole series of DP receptor antagonists will also be discussed. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.02.062

文献信息

• Tetrahydrocarbazole 1-alkanoic acids, pharmaceutical compositions and use
  申请人：Merck & Co., Inc.

  公开号：US04808608A1

  公开（公告）日：1989-02-28

  Tetrahydrocarbazole 1-alkanoic acids are disclosed. The compounds act as prostaglandin and thromboxane antagonists and are useful in treating asthma, diarrhea, hypertension, angina, platlet aggregation, cerebral spasm, premature labor, spontaneous abortion and dysmenorrhea and as cytoprotective agents.

  四氢喹啉1-烷酸被披露。这些化合物作为前列腺素和血栓素拮抗剂，并且在治疗哮喘、腹泻、高血压、心绞痛、血小板聚集、脑痉挛、早产、自然流产和痛经以及作为细胞保护剂方面具有用处。
• Tetrahydrocarbazoles for the improvement of cyclosporin therapy
  申请人：MERCK FROSST CANADA INC.

  公开号：EP0307077A1

  公开（公告）日：1989-03-15

  Tetrahydrocarbazoles, especially Tetrahydrocarbazole-1-alkanoic acids are disclosed. The compounds are useful for improving cyclosporine therapy. In particular, the compounds are useful for limiting cyclosporine induced nephrotoxicity which comprises the adjunct administration in a mammal of an effective amount of cyclosporine and an effective amount of the tetrahydrocarbazole 1-alkanoic acids.

  四氢咔唑，尤其是四氢咔唑-1-烷酸被披露。这些化合物对改善环孢霉素疗法有用。具体来说，这些化合物对限制环孢霉素诱导的肾毒性有用，包括在哺乳动物中同时给予有效剂量的环孢霉素和四氢咔唑-1-烷酸。
• Tetrahydrocarbazole 1-alkanoic acids
  申请人：MERCK FROSST CANADA INC.

  公开号：EP0234708A1

  公开（公告）日：1987-09-02

  Tetrahydrocarbazole 1-alkanoic acids are disclosed. The compounds act as prostaglandin and thromboxane antagonists and are useful in treating asthma, diarrhea, hypertension, angina, platelet aggregation, cerebral spasm, premature labor, spontaneous abortion and dysmenorrhea and as cytoprotective agents.

  这些化合物是前列腺素和血栓素拮抗剂，可用于治疗哮喘、腹泻、高血压、心绞痛、血小板聚集、脑痉挛、早产、自然流产和痛经，还可作为细胞保护剂。
• 4-substituted 3-oxobutanoate ester derivatives
  申请人：Merck & Co., Inc.

  公开号：EP0300657B1

  公开（公告）日：1993-03-31
• Tetrahydrocarbazole esters
  申请人：MERCK FROSST CANADA INC.

  公开号：EP0239306B1

  公开（公告）日：1993-06-02