(R)-{3-methyl-1-[4-(3-oxo-morpholin-4-yl)-phenylcarbamoyl]-butyl}-carbamic acid tert-butyl ester | 697284-64-3

• 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: (R)-{3-methyl-1-[4-(3-oxo-morpholin-4-yl)-phenylcarbamoyl]-butyl}-carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-[(2R)-4-methyl-1-oxo-1-[4-(3-oxomorpholin-4-yl)anilino]pentan-2-yl]carbamate
• CAS: 697284-64-3
• 化学式: C₂₁H₃₁N₃O₅
• 分子量: 405.494
• InChiKey: JJXVZNTTXKMHPE-QGZVFWFLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  97
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (R)-{3-methyl-1-[4-(3-oxo-morpholin-4-yl)-phenylcarbamoyl]-butyl}-carbamic acid tert-butyl ester 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 (R)-2-Amino-4-methyl-pentanoic acid [4-(3-oxo-morpholin-4-yl)-phenyl]-amide
  参考文献：
  名称：

  Chlorothiophenecarboxamides as P1 surrogates of inhibitors of blood coagulation factor Xa

  摘要：

  Neutral chlorothiophenecarboxamides bearing an amino acid and a substituted aniline were synthesized and investigated for their factor Xa inhibitory activity in vitro. From selected 2-methylphenyl morpholinones the solution properties were determined. The most soluble and active compounds were then investigated in different animal species to compare the pharmacokinetic parameters. This led to a potent, water soluble and orally bioavailable candidate for further development: EMD 495235. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.09.043
• 作为产物：
  描述：

  4-(3-氧代-4-吗啉基)硝基苯 在 palladium on activated charcoal 氢气 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 20.0~35.0 ℃ 、100.0 kPa 条件下， 反应 19.0h， 生成 (R)-{3-methyl-1-[4-(3-oxo-morpholin-4-yl)-phenylcarbamoyl]-butyl}-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Chlorothiophenecarboxamides as P1 surrogates of inhibitors of blood coagulation factor Xa

  摘要：

  Neutral chlorothiophenecarboxamides bearing an amino acid and a substituted aniline were synthesized and investigated for their factor Xa inhibitory activity in vitro. From selected 2-methylphenyl morpholinones the solution properties were determined. The most soluble and active compounds were then investigated in different animal species to compare the pharmacokinetic parameters. This led to a potent, water soluble and orally bioavailable candidate for further development: EMD 495235. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.09.043

文献信息

• [DE] CARBONSÄUREAMIDE<br/>[EN] CARBOXAMIDES<br/>[FR] CARBOXAMIDES
  申请人：MERCK PATENT GMBH

  公开号：WO2004046138A1

  公开（公告）日：2004-06-03

  Neue Verbindungen der Formel (I) worin D, W, X, Y, T, m und R1 die in Patentanspruch 1 angegebene Bedeutung haben, sind Inhibitoren des Koagulationsfaktors Xa und können zur Prophylaxe und/oder Therapie von thromboembolischen Erkrankungen und zur Behandlung von Tumoren eingesetzt werden.

  新的化合物（I）的结构，其中D、W、X、Y、T、m和R1具有专利权利要求1中所述的含义，是凝血因子Xa的抑制剂，可用于预防和/或治疗血栓栓塞性疾病以及肿瘤治疗。
• US7579346B2
  申请人：——

  公开号：US7579346B2

  公开（公告）日：2009-08-25
• Chlorothiophenecarboxamides as P1 surrogates of inhibitors of blood coagulation factor Xa
  作者：Werner W.K.R. Mederski、Bertram Cezanne、Christoph van Amsterdam、Karl-Ulrich Bühring、Dieter Dorsch、Johannes Gleitz、Joachim März、Christos Tsaklakidis

  DOI：10.1016/j.bmcl.2004.09.043

  日期：2004.12

  Neutral chlorothiophenecarboxamides bearing an amino acid and a substituted aniline were synthesized and investigated for their factor Xa inhibitory activity in vitro. From selected 2-methylphenyl morpholinones the solution properties were determined. The most soluble and active compounds were then investigated in different animal species to compare the pharmacokinetic parameters. This led to a potent, water soluble and orally bioavailable candidate for further development: EMD 495235. (C) 2004 Elsevier Ltd. All rights reserved.