3-Hydroxypropyl 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetate | 354145-60-1

• 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: 3-Hydroxypropyl 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetate
• CAS: 354145-60-1
• 化学式: C₂₂H₂₂ClNO₅
• 分子量: 415.873
• InChiKey: YDEGGQYCBXTHQX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  77.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  烟酸 、 3-Hydroxypropyl 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetate 在 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 以83%的产率得到3-(2-(1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl)acetoxy)propyl nicotinate
  参考文献：
  名称：

  Nicotinic acid conjugates of nonsteroidal anti-inflammatory drugs (NSAID’s) and their anti-inflammatory properties

  摘要：

  A series of nicotinic acid conjugates with non-steroidal anti-inflammatory drugs (NSAID's) have been effectively synthesized using TBTU in high yield and purity. All the synthesized conjugates were evaluated for their in vitro anti-inflammatory activity. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ejps.2013.02.007
• 作为产物：
  描述：

  吲哚美辛 、 3-溴-1-丙醇 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 3-Hydroxypropyl 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetate
  参考文献：
  名称：

  Nicotinic acid conjugates of nonsteroidal anti-inflammatory drugs (NSAID’s) and their anti-inflammatory properties

  摘要：

  A series of nicotinic acid conjugates with non-steroidal anti-inflammatory drugs (NSAID's) have been effectively synthesized using TBTU in high yield and purity. All the synthesized conjugates were evaluated for their in vitro anti-inflammatory activity. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ejps.2013.02.007

文献信息

• Conjugates of dithiocarbamates with pharmacologically active agents and uses therefor
  申请人：Medinox, Inc.

  公开号：US20030087840A1

  公开（公告）日：2003-05-08

  In accordance with the present invention, there are provided conjugates of nitric oxide scavengers (e.g., dithiocarbamates, or “DC”) and pharmacologically active agents (e.g., NSAIDs). Invention conjugates provide a new class of pharmacologically active agents (e.g., anti-inflammatory agents) which cause a much lower incidence of side-effects due to the protective effects imparted by modifying the pharmacologically active agents as described herein. In addition, invention conjugates are more effective than unmodified pharmacologically active agents because cells and tissues contacted by the pharmacologically active agent(s) are protected from the potentially damaging effects of nitric oxide overproduction induced thereby as a result of the co-production of nitric oxide scavenger (e.g., dithiocarbamate), in addition to free pharmacologically active agent, when invention conjugate is cleaved.

  根据本发明，提供了一氧化氮清除剂（如二硫代氨基甲酸盐或 "DC"）和药理活性剂（如非甾体抗炎药）的共轭物。本发明共轭物提供了一类新的药理活性制剂（如消炎药），由于本文所述对药理活性制剂的改性所带来的保护作用，其副作用发生率大大降低。此外，本发明共轭物比未经改性的药理活性剂更有效，因为当本发明共轭物被裂解时，除了游离的药理活性剂外，一氧化氮清除剂（如二硫代氨基甲酸盐）也会同时产生，从而保护与药理活性剂接触的细胞和组织免受一氧化氮过量产生的潜在破坏作用。
• US6274627B1
  申请人：——

  公开号：US6274627B1

  公开（公告）日：2001-08-14
• US6407135B1
  申请人：——

  公开号：US6407135B1

  公开（公告）日：2002-06-18
• US6710086B1
  申请人：——

  公开号：US6710086B1

  公开（公告）日：2004-03-23
• Nicotinic acid conjugates of nonsteroidal anti-inflammatory drugs (NSAID’s) and their anti-inflammatory properties
  作者：Machhindra Gund、Fazlur-Rahman Nawaz Khan、Amit Khanna、Varadhan Krishnakumar

  DOI：10.1016/j.ejps.2013.02.007

  日期：2013.5

  A series of nicotinic acid conjugates with non-steroidal anti-inflammatory drugs (NSAID's) have been effectively synthesized using TBTU in high yield and purity. All the synthesized conjugates were evaluated for their in vitro anti-inflammatory activity. (C) 2013 Elsevier B.V. All rights reserved.