2-[1-(4-Chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]ethanethioamide | 212965-09-8

• 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: 2-[1-(4-Chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]ethanethioamide
• CAS: 212965-09-8
• 化学式: C₁₉H₁₇ClN₂O₂S
• 分子量: 372.875
• InChiKey: SOOQHOQEGSVYAE-UHFFFAOYSA-N

物化性质

• 沸点：
  512.4±60.0 °C(predicted)
• 密度：
  1.32±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  89.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-溴丙酮酸乙酯 、 2-[1-(4-Chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]ethanethioamide 以 四氢呋喃 为溶剂， 反应 24.0h， 生成 Ethyl 2-[[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]methyl]-1,3-thiazole-4-carboxylate
  参考文献：
  名称：

  Thiazole analogues of the NSAID indomethacin as selective COX-2 Inhibitors

  摘要：

  The carboxyl group of the NSAID indomethacin was replaced with a variety of substituted thiazoles to obtain a series of potent, selective inhibitors of COX-2. Additional substitutions were made at the 1-position and 5-position of the indole of indomethacin. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00212-8
• 作为产物：
  描述：

  吲哚美辛 在 tetraphosphorus decasulfide 、 氨 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 生成 2-[1-(4-Chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]ethanethioamide
  参考文献：
  名称：

  Thiazole analogues of the NSAID indomethacin as selective COX-2 Inhibitors

  摘要：

  The carboxyl group of the NSAID indomethacin was replaced with a variety of substituted thiazoles to obtain a series of potent, selective inhibitors of COX-2. Additional substitutions were made at the 1-position and 5-position of the indole of indomethacin. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00212-8

文献信息

• Heterocyclic compounds as COX-2 inhibitors
  申请人：Abbott Laboratories

  公开号：US05811425A1

  公开（公告）日：1998-09-22

  The present invention relates to COX-2 inhibitors of the formula: ##STR1## wherein, A=halogen, C.sub.1 -C.sub.6 alkyl, SR.sup.1 or OR.sup.1 ; B=O, or H,H; X=Br or Cl; L=5-,6- or 7-membered heteroatom containing rings and is preferrably a 5-membered heteroaromatics such as thiazole, oxazole, imidazole, or oxadiazole; n=1-6, wherein the (C) is optionally branched; R=optionally substituted aryl wherein aryl is selected from phenyl, pyridyl, naphthyl, benzothienyl, or quinoxolyl, alkyl, carboxyl, esters, amino, amide, or urea; and R.sup.1 =alkyl. The compounds are useful as research tools and could be useful as potential therapeutic agents in the inhibition of the PGHS-2 isozyme and in the treatment of inflammation in mammals including humans or other conditions associated with the production of prostaglandins.

  本发明涉及COX-2抑制剂的化学式：##STR1## 其中，A=卤素，C.sub.1-C.sub.6烷基，SR.sup.1或OR.sup.1；B=O，或H，H；X=Br或Cl；L=含有5、6或7个成员的杂原子环，最好是5个成员的杂芳烃，如噻唑，噁唑，咪唑或噁二唑；n=1-6，其中（C）可选择分支；R=可选择取代的芳基，其中芳基选自苯基，吡啶基，萘基，苯并噻吩基或喹喔基，烷基，羧基，酯，氨基，酰胺或脲；和R.sup.1 =烷基。这些化合物可用作研究工具，并且可能作为潜在的治疗剂在PGHS-2同工酶的抑制和治疗哺乳动物包括人类或其他与前列腺素产生有关的炎症状况中有用。
• US5811425A
  申请人：——

  公开号：US5811425A

  公开（公告）日：1998-09-22
• Thiazole analogues of the NSAID indomethacin as selective COX-2 Inhibitors
  作者：Keith W. Woods、Richard W. McCroskey、Michael R. Michaelides、Carol K. Wada、Keren I. Hulkower、Randy L. Bell

  DOI：10.1016/s0960-894x(01)00212-8

  日期：2001.5

  The carboxyl group of the NSAID indomethacin was replaced with a variety of substituted thiazoles to obtain a series of potent, selective inhibitors of COX-2. Additional substitutions were made at the 1-position and 5-position of the indole of indomethacin. (C) 2001 Elsevier Science Ltd. All rights reserved.