N-[4-(Methanesulfonylamino-methyl)-phenyl]-malonamic acid | 851680-37-0

• 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-[4-(Methanesulfonylamino-methyl)-phenyl]-malonamic acid
• 英文别名: 3-[4-(Methanesulfonamidomethyl)anilino]-3-oxopropanoic acid
• CAS: 851680-37-0
• 化学式: C₁₁H₁₄N₂O₅S
• 分子量: 286.309
• InChiKey: HOFAEHKRSCPONL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  121
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-(2-methylamino-(S)-2-phenyl-ethyl)-pyrrolidin-(S)-3-ol dihydrochloride 、 N-[4-(Methanesulfonylamino-methyl)-phenyl]-malonamic acid 在 2-氯-1-甲基吡啶碘化物 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以80%的产率得到N-[4-(methanesulfonylamino-methyl)-phenyl]-N'-{2-[(S)-3-hydroxy-pyrrolidin-1-yl]-(S)-1-phenyl-ethyl}-N'-methyl-malonamide
  参考文献：
  名称：

  Novel malonamide derivatives as potent κ opioid receptor agonists

  摘要：

  A novel series of malonamide derivatives was synthesized. These amides were shown to be potent and selective kappa opioid receptor agonists. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.01.053
• 作为产物：
  描述：

  N-[4-(methanesulfonylamino-methyl)-phenyl]-malonamic acid methyl ester 在 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 以95%的产率得到N-[4-(Methanesulfonylamino-methyl)-phenyl]-malonamic acid
  参考文献：
  名称：

  Novel malonamide derivatives as potent κ opioid receptor agonists

  摘要：

  A novel series of malonamide derivatives was synthesized. These amides were shown to be potent and selective kappa opioid receptor agonists. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.01.053

文献信息

• Amide derivatives and methods of their use
  申请人：Dolle E. Roland

  公开号：US20050107355A1

  公开（公告）日：2005-05-19

  Amide derivatives of the general formulae Ia and Ib: are disclosed. Pharmaceutical compositions containing these compounds, and methods for their use, inter alia, for treating and/or preventing gastrointestinal disorders, pain, and pruritus are also disclosed.

  一般式Ia和Ib的酰胺衍生物已被披露。还披露了含有这些化合物的药物组合物，以及用于治疗和/或预防胃肠道疾病、疼痛和瘙痒等的方法。
• US7160902B2
  申请人：——

  公开号：US7160902B2

  公开（公告）日：2007-01-09
• [EN] AMIDE DERIVATIVES AND METHODS OF THEIR USE<br/>[FR] DERIVES D'AMIDE ET LEURS PROCEDES D'UTILISATION
  申请人：ADOLOR CORP

  公开号：WO2005049564A1

  公开（公告）日：2005-06-02

  Amide derivatives of the general formulae Ia and Ib are disclosed. Pharmaceutical compositions containing these compounds, and methods for their use, inter alia, for treating and/or preventing gastrointestinal disorders, pain, and pruritus are also disclosed.
• Novel malonamide derivatives as potent κ opioid receptor agonists
  作者：Guo-Hua Chu、Minghua Gu、Joel A. Cassel、Serge Belanger、Thomas M. Graczyk、Robert N. DeHaven、Nathalie Conway-James、Michael Koblish、Patrick J. Little、Diane L. DeHaven-Hudkins、Roland E. Dolle

  DOI：10.1016/j.bmcl.2007.01.053

  日期：2007.4

  A novel series of malonamide derivatives was synthesized. These amides were shown to be potent and selective kappa opioid receptor agonists. (c) 2007 Elsevier Ltd. All rights reserved.