N-(5-(2-chlorobenzoyl)-4-(3-chlorophenyl)thiophen-2-yl)-2-(4-(ethylsulfonyl)phenyl)acetamide | 1391981-64-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-(5-(2-chlorobenzoyl)-4-(3-chlorophenyl)thiophen-2-yl)-2-(4-(ethylsulfonyl)phenyl)acetamide
• 英文别名: N-[5-(2-chlorobenzoyl)-4-(3-chlorophenyl)thiophen-2-yl]-2-(4-ethylsulfonylphenyl)acetamide
• CAS: 1391981-64-8
• 化学式: C₂₇H₂₁Cl₂NO₄S₂
• 分子量: 558.506
• InChiKey: PDIFKINHSRCGJM-UHFFFAOYSA-N

物化性质

• 沸点：
  807.5±65.0 °C(Predicted)
• 密度：
  1.402±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  36
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  117
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  ethyl 2-amino-4-(3-chlorophenyl)thiophene-3-carboxylate 在 四氯化锡 盐酸 、 乙醇 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 、 potassium hydroxide 作用下， 以 乙醇 、 二氯甲烷 、 水 、 1,2-二氯乙烷 为溶剂， 反应 22.0h， 生成 N-(5-(2-chlorobenzoyl)-4-(3-chlorophenyl)thiophen-2-yl)-2-(4-(ethylsulfonyl)phenyl)acetamide
  参考文献：
  名称：

  [EN] RETINOID-RELATED ORPHAN RECEPTOR GAMMA MODULATORS, COMPOSITION CONTAINING THEM AND USES THEREOF
  [FR] MODULATEURS DES RÉCEPTEURS ORPHELINS GAMMA APPARENTÉS AU RÉCEPTEUR DES RÉTINOÏDES, COMPOSITION LES CONTENANT ET UTILISATIONS ASSOCIÉES

  摘要：

  提供了公式（I）的与视黄醛相关孤儿受体γ（ROR γ）调节剂，它们的制备方法，含有它们的药物组合物，以及它们在治疗由ROR γ介导的疾病中的用途。

  公开号：

  WO2012100732A1

文献信息

• [EN] RETINOID-RELATED ORPHAN RECEPTOR GAMMA MODULATORS, COMPOSITION CONTAINING THEM AND USES THEREOF<br/>[FR] MODULATEURS DES RÉCEPTEURS ORPHELINS GAMMA APPARENTÉS AU RÉCEPTEUR DES RÉTINOÏDES, COMPOSITION LES CONTENANT ET UTILISATIONS ASSOCIÉES
  申请人：GLAXO GROUP LTD

  公开号：WO2012100732A1

  公开（公告）日：2012-08-02

  Provided are retinoid-related orphan receptor gamma(ROR γ) modulators of formula (I), processes for their preparation, pharmaceutical compositions containing them, and their uses in the treatment of diseases mediated by ROR γ.

  提供了公式（I）的与视黄醛相关孤儿受体γ（ROR γ）调节剂，它们的制备方法，含有它们的药物组合物，以及它们在治疗由ROR γ介导的疾病中的用途。
• METHODS FOR TREATING ALCOHOLIC LIVER DISEASE, ALCOHOL-INDUCED BRAIN INJURY AND REDUCING ALCOHOL ADDICTION
  申请人：The Regents of the University of California

  公开号：US20210017268A1

  公开（公告）日：2021-01-21

  In alternative embodiments, provided are compositions, including products of manufacture and kits, and methods, for reducing addiction to alcohol, and for ameliorating, reversing, treating or preventing Alcoholic Liver Disease (ALD), or alcohol-induced brain injury, wherein optionally the alcohol-induced brain injury comprises neuronal death and astrogliosis (reducing alcohol-induced neuronal death and astrogliosis). In alternative embodiments, provided methods for administering to the individual in need thereof a compound or composition capable of inhibiting or decreasing the expression or activity of an IL-17 or IL-17 receptor (IL-17R) or RORγt protein, transcript and/or gene to treat or for use in: reducing addiction to alcohol; or ameliorating, reversing, treating or preventing Alcoholic Liver Disease (ALD) or alcohol-induced brain injury; or, inhibiting ROR γt to effectively block production of IL-17 cytokines and attenuate development of alcohol-induced liver fibrosis and brain damage.
• Discovery of novel N-(5-(arylcarbonyl)thiazol-2-yl)amides and N-(5-(arylcarbonyl)thiophen-2-yl)amides as potent RORγt inhibitors
  作者：Yonghui Wang、Wei Cai、Guifeng Zhang、Ting Yang、Qian Liu、Yaobang Cheng、Ling Zhou、Yingli Ma、Ziqiang Cheng、Sijie Lu、Yong-Gang Zhao、Wei Zhang、Zhijun Xiang、Shuai Wang、Liuqing Yang、Qianqian Wu、Lisa A. Orband-Miller、Yan Xu、Jing Zhang、Ruina Gao、Melanie Huxdorf、Jia-Ning Xiang、Zhong Zhong、John D. Elliott、Stewart Leung、Xichen Lin

  DOI：10.1016/j.bmc.2013.12.021

  日期：2014.1

  Novel series of N-(5-(arylcarbonyl) thiazol-2-yl)amides and N-(5-(arylcarbonyl)thiophen-2-yl) amides were discovered as potent retinoic acid receptor-related orphan receptor-gamma-t (ROR gamma t) inhibitors. SAR studies of the ROR gamma t HTS hit 6a led to identification of thiazole ketone amide 8h and thiophene ketone amide 9g with high binding affinity and inhibitory activity of Th17 cell differentiation. Compound 8h showed in vivo efficacy in both mouse experimental autoimmune encephalomyelitis (EAE) and collagen induced arthritis (CIA) models via oral administration. (C) 2013 Elsevier Ltd. All rights reserved.