2-azidomethyl-thiazole-4-carbonitrile | 721929-85-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-azidomethyl-thiazole-4-carbonitrile
• 英文别名: 2-(azidomethyl)-1,3-thiazole-4-carbonitrile
• CAS: 721929-85-7
• 化学式: C₅H₃N₅S
• 分子量: 165.178
• InChiKey: NHHQVRQAALINAA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  79.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-azidomethyl-thiazole-4-carbonitrile 在 N-甲基吗啉 、 盐酸羟胺 、 溶剂黄146 、 三苯基膦 、 锌 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 35.0h， 生成 N-(4-Aminomethyl-thiazol-2-ylmethyl)-2-(6-methyl-2-oxo-3-phenylmethanesulfonylamino-2H-pyridin-1-yl)-acetamide
  参考文献：
  名称：

  Non-covalent thrombin inhibitors featuring p 3 -heterocycles with P 1 -monocyclic arginine surrogates

  摘要：

  Investigations on P-2-P-3-heterocyclic dipeptide surrogates directed towards identification of an orally bioavailable thrombin inhibitor led us to pursue novel classes of achiral, non-covalent P-1-arginine derivatives. The design. synthesis. and biological activity of inhibitors NC1-NC30 that feature three classes of monocyclic P-1-arginine surrogates will be disclosed: (1) (hetero)aromatic amidines, amines and hydrox amidines, (2) 2-aminopyrazines. and (3) 2-aminopyrimidines and 2-aminotetrahydropyrimidines. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00129-4
• 作为产物：
  描述：

  2-甲基噻唑-4-甲酰胺 在 N-甲基吗啉 、 N-溴代丁二酰亚胺(NBS) 、 氯化亚砜 、 sodium azide 作用下， 以 四氯化碳 、 N,N-二甲基甲酰胺 为溶剂， 反应 25.0h， 生成 2-azidomethyl-thiazole-4-carbonitrile
  参考文献：
  名称：

  Non-covalent thrombin inhibitors featuring p 3 -heterocycles with P 1 -monocyclic arginine surrogates

  摘要：

  Investigations on P-2-P-3-heterocyclic dipeptide surrogates directed towards identification of an orally bioavailable thrombin inhibitor led us to pursue novel classes of achiral, non-covalent P-1-arginine derivatives. The design. synthesis. and biological activity of inhibitors NC1-NC30 that feature three classes of monocyclic P-1-arginine surrogates will be disclosed: (1) (hetero)aromatic amidines, amines and hydrox amidines, (2) 2-aminopyrazines. and (3) 2-aminopyrimidines and 2-aminotetrahydropyrimidines. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00129-4

文献信息

• [EN] MATRIPTASE INHIBITORS AND METHODS OF USE<br/>[FR] INHIBITEURS DE MATRIPTASE ET PROCEDES D'UTILISATION ASSOCIES
  申请人：DENDREON CORP

  公开号：WO2004058688A1

  公开（公告）日：2004-07-15

  The present invention provides matriptase inhibitors and compositions thereof useful for treating cancer. Martripase is a trypsin-like serine protease active in the development of cancerous conditions, such as tumors and metastasis of cancer.

  本发明提供了适用于治疗癌症的matriptase抑制剂及其组合物。Matriptase是一种类似于胰蛋白酶的丝氨酸蛋白酶，在癌症病变的发展中起着活跃作用，如肿瘤和癌症的转移。
• Matriptase inhibitors and methods of use
  申请人：Dendreon Corporation

  公开号：US20040186060A1

  公开（公告）日：2004-09-23

  The present invention provides matriptase inhibitors and compositions thereof useful for treating cancer. Martripase is a trypsin-like serine protease active in the development of cancerous conditions, such as tumors and metastasis of cancer.

  本发明提供了阻断Matriptase的药物以及其组合物，可用于治疗癌症。Matriptase是一种类似胰蛋白酶的丝氨酸蛋白酶，在癌症的发展过程中起着作用，如肿瘤和癌症的转移。
• Non-covalent thrombin inhibitors featuring p 3 -heterocycles with P 1 -monocyclic arginine surrogates
  作者：John E Reiner、Daniel V Siev、Gian-Luca Araldi、Jingrong Jean Cui、Jonathan Z Ho、Komandla Malla Reddy、Lala Mamedova、Phong H Vu、Kuen-Shan S Lee、Nathaniel K Minami、Tony S Gibson、Susanne M Anderson、Annette E Bradbury、Thomas G Nolan、J.Edward Semple

  DOI：10.1016/s0960-894x(02)00129-4

  日期：2002.4

  Investigations on P-2-P-3-heterocyclic dipeptide surrogates directed towards identification of an orally bioavailable thrombin inhibitor led us to pursue novel classes of achiral, non-covalent P-1-arginine derivatives. The design. synthesis. and biological activity of inhibitors NC1-NC30 that feature three classes of monocyclic P-1-arginine surrogates will be disclosed: (1) (hetero)aromatic amidines, amines and hydrox amidines, (2) 2-aminopyrazines. and (3) 2-aminopyrimidines and 2-aminotetrahydropyrimidines. (C) 2002 Elsevier Science Ltd. All rights reserved.