2-[(E)-3-chlorostyryl]isocyanate | 343335-99-9

• 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: 2-[(E)-3-chlorostyryl]isocyanate
• 英文别名: 1-chloro-3-[(E)-2-isocyanatoethenyl]benzene
• CAS: 343335-99-9
• 化学式: C₉H₆ClNO
• 分子量: 179.606
• InChiKey: UTMRIMBNJFAJNJ-SNAWJCMRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  29.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-[(E)-3-chlorostyryl]isocyanate 以78%的产率得到
  参考文献：
  名称：

  ARYA V. P.; DAVID J.; GREWAL R. S., INDIAN J. CHEM. , 1977, B 15, NO 7, 635-640

  摘要：

  DOI：
• 作为产物：
  描述：

  3-chlorocinnamoyl chloride 在 sodium azide 作用下， 以 水 、 甲苯 为溶剂， 反应 5.0h， 生成 2-[(E)-3-chlorostyryl]isocyanate
  参考文献：
  名称：

  Regioselective cationic reduction of 2-aryl-1-N-(ethoxycarbonyl)enamines to 2-arylethylamine carbamates

  摘要：

  2-Aryl-1-N-carboalkoxyenamines (enamides) are selectively reduced to the corresponding 2-arylethylamine carbamates by Et3SiH in the presence of CF3COOH in excellent yields. The reduction proceeds by addition of hydride at C-1 and the rate-limiting step involves proton transfer from CF3COOH. This reduction is useful for preparation of isotopically labeled arylethylamines. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01780-4

文献信息

• Discovery of Potent, Selective, Orally Active, Nonpeptide Inhibitors of Human Mast Cell Chymase
  作者：Michael N. Greco、Michael J. Hawkins、Eugene T. Powell、Harold R. Almond,、Lawrence de Garavilla、Jeffrey Hall、Lisa K. Minor、Yuanping Wang、Thomas W. Corcoran、Enrico Di Cera、Angelene M. Cantwell、Savvas N. Savvides、Bruce P. Damiano、Bruce E. Maryanoff

  DOI：10.1021/jm0700619

  日期：2007.4.1

  identified as a new structural motif for obtaining potent inhibitors of human mast cell chymase. For example, 1-naphthyl derivative 5f had an IC50 value of 29 nM and (E)-styryl derivative 6g had an IC50 value of 3.5 nM. An X-ray structure for 5f.chymase revealed key interactions within the enzyme active site. Compound 5f was selective for inhibiting chymase versus eight serine proteases. Compound 6h

  一系列的β-羧酰胺基膦酸（in）酸（2）被确定为获得有效的人肥大细胞糜酶抑制剂的新结构基序。例如，1-萘基衍生物5f的IC 50值为29nM，（E）-苯乙烯基衍生物6g的IC 50值为3.5nM。5f.chymase的X射线结构揭示了酶活性位点内的关键相互作用。与8种丝氨酸蛋白酶相比，化合物5f对抑制糜蛋白酶具有选择性。化合物6h在大鼠中可口服生物利用（F ＝ 39％），并且在仓鼠炎症模型中口服有效。
• RADIOLABELED DERIVATIVES OF POTENT CHYMASE INHIBITORS
  申请人：Babich John W.

  公开号：US20090169475A1

  公开（公告）日：2009-07-02

  Methods of imaging tissue of a mammal which expresses chymase include administering to the mammal an effective amount of a radiolabeled chymase inhibitor. Radiopharmaceuticals that may be used in diagnostic imaging and therapeutic treatment of disease characterized by expression of chymase have the structure of Formula I:
• [EN] RADIOLABELED DERIVATIVES OF POTENT CHYMASE INHIBITORS<br/>[FR] DÉRIVÉS D'INHIBITEURS DE LA CHYMASE MARQUÉS RADIOACTIVEMENT
  申请人：MOLECULAR INSIGHT PHARM INC

  公开号：WO2009102384A2

  公开（公告）日：2009-08-20

  Methods of imaging tissue of a mammal which expresses chymase include administering to the mammal an effective amount of a radiolabeled chymase inhibitor. Radiopharmaceuticals that may be used in diagnostic imaging and therapeutic treatment of disease characterized by expression of chymase have the structure of Formula I: