N-(4-chlorophenyl)-2-[((3-chloro-4-((2-(2-methoxyethoxy)ethoxy)methyl)thiophen-2-yl)carbonyl)amino]-5-chlorobenzamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(4-chlorophenyl)-2-[((3-chloro-4-((2-(2-methoxyethoxy)ethoxy)methyl)thiophen-2-yl)carbonyl)amino]-5-chlorobenzamide
• 英文别名: 3-chloro-N-{4-chloro-2-[(4-chlorophenyl)carbamoyl]phenyl}-4-{[2-(2-methoxyethoxy)ethoxy]methyl}thiophene-2-carboxamide；3-chloro-N-[4-chloro-2-[(4-chlorophenyl)carbamoyl]phenyl]-4-[2-(2-methoxyethoxy)ethoxymethyl]thiophene-2-carboxamide
• 化学式: C₂₄H₂₃Cl₃N₂O₅S
• 分子量: 557.882
• InChiKey: OWASSQDGIGRWRL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  35
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  114
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-(acetoxymethyl)-3-chloro-2-thiophenecarboxylic acid methyl ester 在 吡啶 、 sodium hydroxide 、 氯化亚砜 、 sodium hydride 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 11.0h， 生成 N-(4-chlorophenyl)-2-[((3-chloro-4-((2-(2-methoxyethoxy)ethoxy)methyl)thiophen-2-yl)carbonyl)amino]-5-chlorobenzamide
  参考文献：
  名称：

  Substituted thiophene-anthranilamides as potent inhibitors of human factor Xa

  摘要：

  A series of thiophene-containing non-amidine factor Xa inhibitors is described. Simple methyl-substituted thiophene analogs were relatively weak inhibitors. However, introduction of hydrophilic substituents at C-4 or C-5 of the thiophene afforded inhibitors with low nanomolar potency. Optimization of the thiophene substituent at C-4 afforded subnanomolar inhibitors with improved in vitro anticoagulant activity. Incorporating basic amine substituents on the thiophene increased hydrophilicity and improved anticoagulant activity. The pharmacokinetic profile of one inhibitor was evaluated in dogs, and the X-ray crystal structure of this compound bound to factor Xa provides insight into the observed SAR for binding to factor Xa. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.12.019

文献信息

• Ortho-anthranilamide derivatives as anti-coagulants
  申请人：Berlex Laboratories, Inc.

  公开号：US06140351A1

  公开（公告）日：2000-10-31

  This invention is directed to compounds of formula (III): ##STR1## wherein B, C, D, E, R.sup.1, R.sup.2 and R.sup.3 are disclosed herein. These compounds are disclosed as being useful as anti-coagulants.

  这项发明涉及到化合物的公式（III）：##STR1## 其中B、C、D、E、R.sup.1、R.sup.2和R.sup.3在本文中有披露。这些化合物被披露为抗凝血剂。
• Benzocycloalkylenylamine derivatives as muscarinic receptor antagonists
  申请人：——

  公开号：US20020004494A1

  公开（公告）日：2002-01-10

  This invention relates to compounds which are generally muscarinic M2/M3 receptor antagonists and which are represented by Formula I: 1 wherein X, Y, and Z are O, S, or NR 4 , and the other substituents are as defined in the specification; and prodrugs, individual isomers, racemic or non-racemic mixtures of isomers, and pharmaceutically acceptable salts or solvates thereof. The invention further relates to pharmaceutical compositions containing such compounds and methods for their use as therapeutic agents.

  本发明涉及一般为肌胆碱M2/M3受体拮抗剂的化合物，其由式I表示：其中X、Y和Z为O、S或NR4，其他取代基如规范中定义；以及这些化合物的前药、单体异构体、外消旋或非外消旋异构体混合物，以及其药用可接受的盐或溶剂合物。该发明还涉及含有这些化合物的药物组合物以及它们作为治疗剂的使用方法。
• ORTHO-ANTHRANILAMIDE DERIVATIVES AS ANTI-COAGULANTS
  申请人：SCHERING AKTIENGESELLSCHAFT

  公开号：EP1040108B1

  公开（公告）日：2004-02-25
• SUBSTITUTED 1-AMINOALKYL-LACTAMS AND THEIR USE AS MUSCARINIC RECEPTOR ANTAGONISTS
  申请人：F. HOFFMANN-LA ROCHE AG

  公开号：EP1289964B1

  公开（公告）日：2004-10-20
• US6140351A
  申请人：——

  公开号：US6140351A

  公开（公告）日：2000-10-31