4-(3-Benzyl-ureido)-1-methyl-1H-pyrrole-2-carboxylic acid methyl ester | 304696-14-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 4-(3-Benzyl-ureido)-1-methyl-1H-pyrrole-2-carboxylic acid methyl ester
• 英文别名: Methyl 4-(benzylcarbamoylamino)-1-methylpyrrole-2-carboxylate；methyl 4-(benzylcarbamoylamino)-1-methylpyrrole-2-carboxylate
• CAS: 304696-14-8
• 化学式: C₁₅H₁₇N₃O₃
• 分子量: 287.318
• InChiKey: VNWQCFKMDOYVCJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  72.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(3-Benzyl-ureido)-1-methyl-1H-pyrrole-2-carboxylic acid methyl ester 在 lithium hydroxide 作用下， 以 四氢呋喃 为溶剂， 生成 4-(3-Benzyl-ureido)-1-methyl-1H-pyrrole-2-carboxylic acid
  参考文献：
  名称：

  Synthesis of highly potent and selective hetaryl ureas as integrin αVβ3-Receptor antagonists

  摘要：

  Solid-phase synthesis and SAR of integrin alpha(v)beta(3)-receptor antagonists containing a urea moiety as non-basic guanidine mimetic are described. The most potent compounds exhibited IC50 values towards alpha(v)beta(3) in the nanomolar range and high selectivity versus related integrins like alpha(11b)beta(3). For selected examples efficacy in functional cellular assays is demonstrated. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00161-0
• 作为产物：
  描述：

  4-氨基-1-甲基-1H-吡咯-2-羧酸甲酯 、 异氰酸苄酯 生成 4-(3-Benzyl-ureido)-1-methyl-1H-pyrrole-2-carboxylic acid methyl ester
  参考文献：
  名称：

  Synthesis of highly potent and selective hetaryl ureas as integrin αVβ3-Receptor antagonists

  摘要：

  Solid-phase synthesis and SAR of integrin alpha(v)beta(3)-receptor antagonists containing a urea moiety as non-basic guanidine mimetic are described. The most potent compounds exhibited IC50 values towards alpha(v)beta(3) in the nanomolar range and high selectivity versus related integrins like alpha(11b)beta(3). For selected examples efficacy in functional cellular assays is demonstrated. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00161-0

文献信息

• Synthesis of highly potent and selective hetaryl ureas as integrin αVβ3-Receptor antagonists
  作者：Udo E.W. Lange、Gisela Backfisch、Jürgen Delzer、Hervé Geneste、Claudia Graef、Wilfried Hornberger、Andreas Kling、Arnulf Lauterbach、Thomas Subkowski、Christian Zechel

  DOI：10.1016/s0960-894x(02)00161-0

  日期：2002.5

  Solid-phase synthesis and SAR of integrin alpha(v)beta(3)-receptor antagonists containing a urea moiety as non-basic guanidine mimetic are described. The most potent compounds exhibited IC50 values towards alpha(v)beta(3) in the nanomolar range and high selectivity versus related integrins like alpha(11b)beta(3). For selected examples efficacy in functional cellular assays is demonstrated. (C) 2002 Elsevier Science Ltd. All rights reserved.