1-(4-chlorobenzoyl)-5-methoxy-2-methyl-4-(3-thioxo-3H-1,2-dithiol-5-yl)phenyl ester-1H-indole-3-acetic acid | 1000700-26-4

• 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-4-(3-thioxo-3H-1,2-dithiol-5-yl)phenyl ester-1H-indole-3-acetic acid
• 英文别名: ATB-343；[1-(4-chloro-benzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]-acetic acid 4-(5-thioxo-5H-[1,2]dithiol-3-yl)-phenyl ester；[4-(5-Sulfanylidenedithiol-3-yl)phenyl] 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetate
• CAS: 1000700-26-4
• 化学式: C₂₈H₂₀ClNO₄S₃
• 分子量: 566.122
• InChiKey: SJLZXDOBSHEDIF-UHFFFAOYSA-N

物化性质

• 沸点：
  706.3±70.0 °C(Predicted)
• 密度：
  1.40±0.1 g/cm3(Predicted)
• 溶解度：
  DMSO 中≤10mg/ml；二甲基甲酰胺中 10mg/ml

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  37
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  140
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  5-(4-羟基-苯基)-[1,2]二硫醇-3-硫酮 在 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以23%的产率得到1-(4-chlorobenzoyl)-5-methoxy-2-methyl-4-(3-thioxo-3H-1,2-dithiol-5-yl)phenyl ester-1H-indole-3-acetic acid
  参考文献：
  名称：

  HYDROGEN SULFIDE DERIVATIVES OF NON-STEROIDAL ANTI-INFLAMMATORY DRUGS

  摘要：

  本发明涉及具有改善的抗炎性质的非甾体抗炎药（NSAIDs）衍生物，用于治疗炎症、疼痛和发热。更具体地说，非甾体抗炎药与释放硫化氢（H2S）的基团结合，以产生具有减少副作用的新的抗炎化合物。

  公开号：

  US20080004245A1

文献信息

• Methods for treatment of sleep-related breathing disorders
  申请人：Snyder Solomon H.

  公开号：US10688096B2

  公开（公告）日：2020-06-23

  Described herein are methods for modulation of the activity of the carotid body that afford therapeutic benefit for sleep-related breathing disorders and related conditions.

  本文描述的是调节颈动脉体活动的方法，可为睡眠相关呼吸紊乱和相关疾病提供治疗益处。
• Syntheses, toxicities and anti-inflammation of H 2 S-donors based on non-steroidal anti-inflammatory drugs
  作者：Meng Li、Jili Li、Taofeng Zhang、Quanyi Zhao、Jie Cheng、Bin Liu、Zhen Wang、Libo Zhao、Chenwei Wang

  DOI：10.1016/j.ejmech.2017.06.012

  日期：2017.9

  Three series of H2S donors based on NSAIDs were synthesized and characterized by H-1-NMR, IR and ESIHRMS. The H2S-release abilities of all compounds were evaluated in the presence of TECP or cysteine. The results show all compounds were fast H2S-releasers, and their half-lives were in range of 0-20 min. Under the same condition, H2S released from compound 9 was more than any other compounds. In cytotoxicity aspect, all compounds but 1 and 2 displayed much lower toxicities to both LO2 and HepG2 cell lines, and the IC50 values of most compounds were over 800 mu M. Compounds 1 and 2 had a stronger anti-proliferative activity to both cell lines, but they displayed lower toxicities to LO2 than to HepG2. Based on the cytotoxicity, the developmental toxicities of the compounds were assessed using zebrafish embryos. The results show all tested compounds 2, 9 and 15 had effects on the mortality, hatching rate and spontaneous movements of zebrafish embryos, and caused embryos teratogenesis; and the compounds had dose-dependent toxicities to both embryonic and larval zebrafish. In addition, all compounds had a better anti-inflammatory activity. In the test of anti-inflammatory activities, the tested compounds all reduced the levels of intracellular nitrite and pro-inflammatory cytokines (TNF-alpha, COX-2), increased the levels of anti-inflammatory cytokines (IL-10, HO-1). All these suggest these H2S donors based on NSAIDs have a potential to be a candidate medicine. (C) 2017 Elsevier Masson SAS. All rights reserved.
• METHODS FOR TREATMENT OF SLEEP-RELATED BREATHING DISORDERS
  申请人：Snyder Solomon H.

  公开号：US20130131028A1

  公开（公告）日：2013-05-23

  Described herein are methods for modulation of the activity of the carotid body that afford therapeutic benefit for sleep-related breathing disorders and related conditions.
• US7741359B2
  申请人：——

  公开号：US7741359B2

  公开（公告）日：2010-06-22
• US8541398B2
  申请人：——

  公开号：US8541398B2

  公开（公告）日：2013-09-24