壬-甲基葡糖酰胺-甲基L-去甲精氨酸 | 186308-99-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 壬-甲基葡糖酰胺-甲基L-去甲精氨酸
• 英文名称: N^W-monomethyl-L-arginine
• 英文别名: L-NMMA；nomega-Methyl L-norarginine；(2S)-2-amino-4-[(N'-methylcarbamimidoyl)amino]butanoic acid
• CAS: 186308-99-6
• 化学式: C₆H₁₄N₄O₂
• 分子量: 174.203
• InChiKey: XJPIABCWQMIHNO-BYPYZUCNSA-N

物化性质

• 沸点：
  326.4±52.0 °C(Predicted)
• 密度：
  1.38±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -4.1
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  114
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 生成 壬-甲基葡糖酰胺-甲基L-去甲精氨酸
  参考文献：
  名称：

  Selective Substrate-Based Inhibitors of Mammalian Dimethylarginine Dimethylaminohydrolase

  摘要：

  The enzyme DDAH metabolizes methylarginines that are inhibitors of nitric oxide synthase (NOS). Substrate-based inhibitors of mammalian DDAH have been synthesized, with optimization to give selective inhibition of DDAH with no significant direct effect on NOSs. These are the first examples of reversible DDAH inhibitors with significant activity and selectivity. In vivo administration increases plasma ADMA levels, giving proof of concept that these inhibitors can be used to probe the physiological effects of DDAH inhibition, with potential for pharmaceutical use of DDAH inhibitors in diseases where excess NO production is implicated.

  DOI：

  10.1021/jm050187a

文献信息

• DIMETHYLARGININE DIMETHYLAMINOHYDROLASES
  申请人：University College London

  公开号：EP1144605A2

  公开（公告）日：2001-10-17
• Dimethylarginine dimethylaminohydrolases
  申请人：Vallance John Thompson Patrick

  公开号：US20050153315A1

  公开（公告）日：2005-07-14

  Two dimethylarginine dimethylaminohydrolase (DDAH) genes have been cloned from humans. These genes can be used to screen for inhibitors and activators of activity and/or expression of DDAHs. Inhibitors and activators of activity and/or expression of DDAHs are useful in the treatment of conditions in which abnormal metabolism of nitric oxide is implicated.
• [EN] SCREEN METHOD<br/>[FR] PROCEDE DE CRIBLAGE
  申请人：UNIV LONDON

  公开号：WO2000044888A2

  公开（公告）日：2000-08-03

  Two dimethylarginine dimethylaminohydrolase (DDAH) genes and related genes from Streptomyces coelicolor, Pseudomonas aeruginosa and Mycobacterium tuberculosis have been cloned from humans. These genes and related genes Streptomyces coelicolor, Pseudomonas aeruginosa and Mycobacterium tuberculosis can be used to screen for inhibitors and activators of activity and/or expression of DDAHs. Inhibitors and activators of activity and/or expression of DDAHs are useful in the treatment of conditions in which abnormal metabolism of nitric oxide is implicated.
• [EN] DDAH MODULATORS IN THE TREATMENT OF PAIN<br/>[FR] MODULATEURS DE LA DDAH UTILISES POUR LE TRAITEMENT DE LA DOULEUR
  申请人：UNIV LONDON

  公开号：WO2003097085A1

  公开（公告）日：2003-11-27

  Use of a modulator of DDAHI methylarginase activity and/or expression for the manufacture of a medicament for treating pain in a human or animal, wherein the modulator has activity which decreases DDAHI methylarginase and/or expression.