3-(benzoylamino)-L-alanine methyl ester

• 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
• 英文名称: 3-(benzoylamino)-L-alanine methyl ester
• 英文别名: methyl (2S)-2-amino-3-benzamidopropanoate
• 化学式: C₁₁H₁₄N₂O₃
• 分子量: 222.244
• InChiKey: QNENLKQYGNFTST-VIFPVBQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  81.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(benzoylamino)-L-alanine methyl ester 、 邻甲苯磺酰氯 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Novel inhibitors of the αvβ3 integrin—lead identification strategy

  摘要：

  A novel approach to inhibition of the alpha v beta 3 integrin is described, which uses compounds designed to generate nM potency without using the arginine binding site. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.06.041
• 作为产物：
  描述：

  methyl (2S)-3-benzamido-2-(phenylmethoxycarbonylamino)propanoate 在 氢溴酸 、 溶剂黄146 作用下， 生成 3-(benzoylamino)-L-alanine methyl ester
  参考文献：
  名称：

  Novel inhibitors of the αvβ3 integrin—lead identification strategy

  摘要：

  A novel approach to inhibition of the alpha v beta 3 integrin is described, which uses compounds designed to generate nM potency without using the arginine binding site. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.06.041

文献信息

• Diaminopropionic acid derivatives
  申请人：Hoffmann-La Roche Inc.

  公开号：US06331640B1

  公开（公告）日：2001-12-18

  A compound of formula 1a which is useful for treating reperfusion injury, and salts, prodrugs, and related compounds.

  一种用于治疗再灌注损伤的化合物1a及其盐、前药和相关化合物。
• Compounds for the Treatment of Hepatitis C
  申请人：Wang Tao

  公开号：US20120093767A1

  公开（公告）日：2012-04-19

  The disclosure provides compounds of formula I, including pharmaceutically acceptable salts, as well as compositions and methods of using the compounds. The compounds have activity against hepatitis C virus (HCV) and may be useful in treating those infected with HCV.

  该披露提供了I式化合物，包括药用可接受的盐，以及使用该化合物的组合物和方法。该化合物具有对丙型肝炎病毒（HCV）的活性，并可用于治疗HCV感染者。
• Discovery of tetrahydroisoquinoline (THIQ) derivatives as potent and orally bioavailable LFA-1/ICAM-1 antagonists
  作者：Min Zhong、Wang Shen、Kenneth J. Barr、Jennifer P. Arbitrario、Michelle R. Arkin、Minna Bui、Teresa Chen、Brian C. Cunningham、Marc J. Evanchik、Emily J. Hanan、Ute Hoch、Karen Huen、Jennifer Hyde、Jeffery L. Kumer、Teresa Lac、Chris E. Lawrence、Jose R. Martell、Johan D. Oslob、Kumar Paulvannan、Saileta Prabhu、Jeffrey A. Silverman、Jasmin Wright、Chul H. Yu、Jiang Zhu、W. Mike Flanagan

  DOI：10.1016/j.bmcl.2010.06.145

  日期：2010.9

  This letter describes the discovery of a novel series of tetrahydroisoquinoline (THIQ)-derived small molecules that potently inhibit both human T-cell migration and super-antigen induced T-cell activation through disruption of the binding of integrin LFA-1 to its receptor, ICAM-1. In addition to excellent in vitro potency, 6q shows good pharmacokinetic properties and its ethyl ester (6t) demonstrates good oral bioavailability in both mouse and rat. Either intravenous administration of 6q or oral administration of its ethyl ester (6t) produced a significant reduction of neutrophil migration in a thioglycollate-induced murine peritonitis model. (C) 2010 Elsevier Ltd. All rights reserved.
• DIAMINOPROPIONIC ACID DERIVATIVES
  申请人：F. HOFFMANN-LA ROCHE AG

  公开号：EP1121342A1

  公开（公告）日：2001-08-08
• COMPOUNDS FOR THE TREATMENT OF HEPATITIS C
  申请人：Bristol-Myers Squibb Company

  公开号：EP2566872B1

  公开（公告）日：2014-12-24