N-[2-[3-(3,4-dichlorophenyl)urea]phenyl]-4-methylbenzenesulfonamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-[2-[3-(3,4-dichlorophenyl)urea]phenyl]-4-methylbenzenesulfonamide
• 英文别名: N-{2-[3-(3,4-dichlorophenyl)ureido]phenyl}-4-methylbenzenesulfonamide；1-(3,4-Dichlorophenyl)-3-[2-[(4-methylphenyl)sulfonylamino]phenyl]urea；1-(3,4-dichlorophenyl)-3-[2-[(4-methylphenyl)sulfonylamino]phenyl]urea
• 化学式: C₂₀H₁₇Cl₂N₃O₃S
• 分子量: 450.345
• InChiKey: AYLDOKPNLDKXEO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  95.7
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-(2-氨基苯基)-4-甲基苯磺酰胺 、 3,4-二氯苯异氰酸酯 以 二氯甲烷 为溶剂， 以75%的产率得到N-[2-[3-(3,4-dichlorophenyl)urea]phenyl]-4-methylbenzenesulfonamide
  参考文献：
  名称：

  EP2808014

  摘要：

  公开号：

文献信息

• SERINE RACEMASE INHIBITOR
  申请人：National University Corporation University of Toyama

  公开号：US20140371291A1

  公开（公告）日：2014-12-18

  A novel serine racemase inhibitor exhibits sufficient activity and specificity. The serine racemase inhibitor includes one or more compounds selected from compounds respectively represented by the following general formulas [MM_1], [DR_1], [DR′_1], [LW_1], and [ED_1] as an active ingredient.

  一种新型的丝氨酸外消旋酶抑制剂表现出足够的活性和特异性。该丝氨酸外消旋酶抑制剂包括一种或多种选自以下通用式[MM_1]、[DR_1]、[DR′_1]、[LW_1]和[ED_1]所代表的化合物的化合物作为活性成分。
• EP2808014
  申请人：——

  公开号：——

  公开（公告）日：——
• US9216954B2
  申请人：——

  公开号：US9216954B2

  公开（公告）日：2015-12-22
• [EN] SERINE RACEMASE INHIBITOR<br/>[FR] INHIBITEUR DE LA SÉRINE RACÉMASE
  申请人：NAT UNIV CORP UNIV TOYAMA

  公开号：WO2013111798A1

  公开（公告）日：2013-08-01

  【課題】本発明は、十分な活性と特異性のある新規なセリンラセマーゼ阻害剤の提供を目的とする。 【解決手段】下記一般式［ＭＭ＿１］、［ＤＲ＿１］、［ＤＲ'＿１］、［ＬＷ＿１］および［ＥＤ＿１］のいずれかの化合物群から選ばれる１つ以上の化合物を有効成分とするセリンラセマーゼ阻害剤。
• A novel serine racemase inhibitor suppresses neuronal over-activation in vivo
  作者：Hisashi Mori、Ryogo Wada、Satoyuki Takahara、Yoshikazu Horino、Hironori Izumi、Tetsuya Ishimoto、Tomoyuki Yoshida、Mineyuki Mizuguchi、Takayuki Obita、Hiroaki Gouda、Shuichi Hirono、Naoki Toyooka

  DOI：10.1016/j.bmc.2017.05.011

  日期：2017.7

  Serine racemase (SRR) is an enzyme that produces o-serine from L-serine. D-Serine acts as an endogenous coagonist of NMDA-type glutamate receptors (NMDARs), which regulate many physiological functions. Over-activation of NMDARs induces excitotoxicity, which is observed in many neurodegenerative disorders and epilepsy states. In our previous works on the generation of SRR gene knockout (Srr-KO) mice and its protective effects against NMDA- and A beta peptide-induced neurodegeneration, we hypothesized that the regulation of NMDARs' over-activation by inhibition of SRR activity is one such therapeutic strategy to combat these disease states. In the previous study, we performed in silico screening to identify four compounds with inhibitory activities against recombinant SRR. Here, we synthesized 21 derivatives of candidate 1, one of four hit compounds, and performed screening by in vitro evaluations. The derivative 13J showed a significantly lower IC50 value in vitro, and suppressed neuronal over-activation in vivo. (C) 2017 Elsevier Ltd. All rights reserved.