1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-3-[4-(4-nitrophenyl)thiazol-2-ylmethyl]indole

• 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: 1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-3-[4-(4-nitrophenyl)thiazol-2-ylmethyl]indole
• 英文别名: (4-Chloro-phenyl)-{5-methoxy-2-methyl-3-[4-(4-nitro-phenyl)-thiazol-2-ylmethyl]-indol-1-yl}-methanone；(4-chlorophenyl)-[5-methoxy-2-methyl-3-[[4-(4-nitrophenyl)-1,3-thiazol-2-yl]methyl]indol-1-yl]methanone
• 化学式: C₂₇H₂₀ClN₃O₄S
• 分子量: 517.992
• InChiKey: LCWLZWRNZWPYIQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  36
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  118
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 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， 反应 24.0h， 生成 1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-3-[4-(4-nitrophenyl)thiazol-2-ylmethyl]indole
  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

• US5811425A
  申请人：——

  公开号：US5811425A

  公开（公告）日：1998-09-22
• [EN] HETEROCYCLIC COMPOUNDS AS COX-2 INHIBITORS<br/>[FR] COMPOSES HETEROCYCLIQUES INHIBITEURS DU COX-2
  申请人：ABBOTT LABORATORIES

  公开号：WO1998039330A1

  公开（公告）日：1998-09-11

  (EN) The present invention relates to COX-2 inhibitors of formula (I) wherein, A = halogen, C1-C6alkyl, SR1 or OR1; B = O, or H, H; X = Br or Cl; L = 5-, 6-, or 7-membered heteroatom containing rings and is preferably 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 R1 = 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.(FR) L'invention porte sur des inhibiteurs de COX-2 de formule (I) dans laquelle: A = halogène, C1-C6 alkyle, SR1 ou OR1; B = O ou H,H; X = Br ou Cl; L = des cycles à hétéroatome à 5-, 6-, ou 7- éléments et de préférence des hétéroaromatiques à 5-éléments tels que thiazole, oxazole, imidazole, ou oxadiazole; n = 1-6, le (C) étant facultativement ramifié; R = aryle facultativement substitué, aryle étant choisi parmi phényle, pyridyle, naphtyle, benzothiényle, ou quinoxolyle, alkyle carboxyle, esters, amino, amide, ou urée; et R1 est alkyle. Ces composés sont d'utiles outils de recherche qui pourraient servir d'agents thérapeutiques potentiels inhibant l'isozyme PGHS-2 et traitant les inflammations chez les mammifères dont les humains, ainsi que d'autres états associés à la production de prostaglandines.
• 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.