1-(3-nitro-4-chlorophenyl)-5-carboethoxytetrazole | 209959-78-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(3-nitro-4-chlorophenyl)-5-carboethoxytetrazole
• 英文别名: Ethyl 1-(4-chloro-3-nitrophenyl)tetrazole-5-carboxylate
• CAS: 209959-78-4
• 化学式: C₁₀H₈ClN₅O₄
• 分子量: 297.658
• InChiKey: HIMVLZJBTNVLMB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  116
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-(3-nitro-4-chlorophenyl)-5-carboethoxytetrazole 在 三甲基铝 、 tin(ll) chloride 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Nonbenzamidine tetrazole derivatives as factor Xa inhibitors

  摘要：

  Factor Xa (fXa) is an important serine protease that holds the central position linking the intrinsic and extrinsic activation mechanisms in the blood coagulation cascade. Therefore, inhibition of fXa has potential therapeutic applications in the treatments of both arterial and venous thrombosis. Herein we describe a series of tetrazole fXa inhibitors containing benzamidine mimics as the P, substrate, of which the aminobenzisoxazole moiety was found to be the most potent benzamidine mimic. SR374 (12) inhibits fXa with a K-i value of 0.35 nM and is very selective for fXa over thrombin and trypsin. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00951-4
• 作为产物：
  描述：

  Ethyl 2-(4-chloro-3-nitroanilino)-2-oxoacetate 在 三苯基膦 、 sodium azide 作用下， 以 四氯化碳 、 乙腈 为溶剂， 以82%的产率得到1-(3-nitro-4-chlorophenyl)-5-carboethoxytetrazole
  参考文献：
  名称：

  Nonbenzamidine tetrazole derivatives as factor Xa inhibitors

  摘要：

  Factor Xa (fXa) is an important serine protease that holds the central position linking the intrinsic and extrinsic activation mechanisms in the blood coagulation cascade. Therefore, inhibition of fXa has potential therapeutic applications in the treatments of both arterial and venous thrombosis. Herein we describe a series of tetrazole fXa inhibitors containing benzamidine mimics as the P, substrate, of which the aminobenzisoxazole moiety was found to be the most potent benzamidine mimic. SR374 (12) inhibits fXa with a K-i value of 0.35 nM and is very selective for fXa over thrombin and trypsin. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00951-4

文献信息

• [EN] NITROGEN CONTAINING HETEROAROMATICS AS FACTOR Xa INHIBITORS<br/>[FR] COMPOSES HETEROAROMATIQUES CONTENANT DE L'AZOTE, UTILISES EN TANT QU'INHIBITEURS DU FACTEUR Xa
  申请人：DU PONT PHARMACEUTICALS COMPANY

  公开号：WO1998028269A1

  公开（公告）日：1998-07-02

  (EN) The present application describes nitrogen containing heteroaromatics and derivatives thereof of formula (I) or pharmaceutically acceptable salt or prodrug forms thereof, wherein J is N or NH and D may be C(=NH)NH2, which are useful as inhibitors of factor Xa.(FR) La présente invention se rapporte à des composés hétéroaromatiques contenant de l'azote et à des dérivés de tels composés représentés par la formule (I), ou à des sels ou bioprécurseurs pharmaceutiquement acceptables de ces composés utiles en tant qu'inhibiteurs du facteur Xa. Dans la formule (I), J est N ou NH et D peut être C(=NH)NH2.

  (中) 本申请描述了含氮杂环芳香族化合物及其衍生物的公式(I)，或其药学上可接受的盐或前药形式，其中J为N或NH，D可能是C(=NH)NH2，这些化合物可用作凝血因子Xa的抑制剂。
• NITROGEN CONTAINING HETEROAROMATICS AS FACTOR Xa INHIBITORS
  申请人：Bristol-Myers Squibb Pharma Company

  公开号：EP0946508B1

  公开（公告）日：2009-09-23
• US6020357A
  申请人：——

  公开号：US6020357A

  公开（公告）日：2000-02-01
• US6548512B1
  申请人：——

  公开号：US6548512B1

  公开（公告）日：2003-04-15
• Nonbenzamidine tetrazole derivatives as factor Xa inhibitors
  作者：Mimi L Quan、Christopher D Ellis、Ming Y He、Ann Y Liauw、Francis J Woerner、Richard S Alexander、Robert M Knabb、Patrick Y.S Lam、Joseph M Luettgen、Pancras C Wong、Matthew R Wright、Ruth R Wexler

  DOI：10.1016/s0960-894x(02)00951-4

  日期：2003.2

  Factor Xa (fXa) is an important serine protease that holds the central position linking the intrinsic and extrinsic activation mechanisms in the blood coagulation cascade. Therefore, inhibition of fXa has potential therapeutic applications in the treatments of both arterial and venous thrombosis. Herein we describe a series of tetrazole fXa inhibitors containing benzamidine mimics as the P, substrate, of which the aminobenzisoxazole moiety was found to be the most potent benzamidine mimic. SR374 (12) inhibits fXa with a K-i value of 0.35 nM and is very selective for fXa over thrombin and trypsin. (C) 2002 Elsevier Science Ltd. All rights reserved.