5-(Methoxycarbonylamino)-2-methylpentanoic acid | 1567047-91-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 5-(Methoxycarbonylamino)-2-methylpentanoic acid
• 英文别名: 5-(methoxycarbonylamino)-2-methylpentanoic acid
• CAS: 1567047-91-9
• 化学式: C₈H₁₅NO₄
• 分子量: 189.211
• InChiKey: NJNHEMIZJGSVCQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-(Methoxycarbonylamino)-2-methylpentanoic acid 、 N-[3-[benzyl-[[4-(4-hydroxyphenoxy)phenyl]methyl]amino]-2-methylphenyl]methanesulfonamide 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 4-(4-((benzyl(2-methyl-3-(methylsulfonamido)phenyl)amino)methyl)phenoxy)phenyl 5-((methoxycarbonyl)amino)-2-methylpentanoate
  参考文献：
  名称：

  Undesired versus designed enzymatic cleavage of linkers for liver targeting

  摘要：

  A design for the selective release of drug molecules in the liver was tested, involving the attachment of a representative active agent by an ester linkage to various 2-substituted 5-aminovaleric acid carbamates. The anticipated pathway of carboxylesterase-1-mediated carbamate cleavage followed by lactamization and drug release was frustrated by unexpectedly high sensitivity of the ester linkage toward hydrolysis by carboxylesterase-2 and other microsomal components. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.12.126
• 作为产物：
  描述：

  以 四氢呋喃 、 水 为溶剂， 反应 6.0h， 生成 5-(Methoxycarbonylamino)-2-methylpentanoic acid
  参考文献：
  名称：

  Undesired versus designed enzymatic cleavage of linkers for liver targeting

  摘要：

  A design for the selective release of drug molecules in the liver was tested, involving the attachment of a representative active agent by an ester linkage to various 2-substituted 5-aminovaleric acid carbamates. The anticipated pathway of carboxylesterase-1-mediated carbamate cleavage followed by lactamization and drug release was frustrated by unexpectedly high sensitivity of the ester linkage toward hydrolysis by carboxylesterase-2 and other microsomal components. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.12.126

文献信息

• Undesired versus designed enzymatic cleavage of linkers for liver targeting
  作者：Srinivas R. Chirapu、Jonathan N. Bauman、Heather Eng、Theunis C. Goosen、Timothy J. Strelevitz、Subhash C. Sinha、Robert L. Dow、M.G. Finn

  DOI：10.1016/j.bmcl.2013.12.126

  日期：2014.2

  A design for the selective release of drug molecules in the liver was tested, involving the attachment of a representative active agent by an ester linkage to various 2-substituted 5-aminovaleric acid carbamates. The anticipated pathway of carboxylesterase-1-mediated carbamate cleavage followed by lactamization and drug release was frustrated by unexpectedly high sensitivity of the ester linkage toward hydrolysis by carboxylesterase-2 and other microsomal components. (C) 2014 Elsevier Ltd. All rights reserved.