5-(2,5-二氯苄基)噻唑-2-胺 | 405921-35-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 5-(2,5-二氯苄基)噻唑-2-胺
• 英文名称: 2-amino-5-(2,5-dichlorobenzyl)-1,3-thiazole
• 英文别名: 5-(2,5-Dichloro-benzyl)-thiazol-2-ylamine；5-[(2,5-dichlorophenyl)methyl]-1,3-thiazol-2-amine
• CAS: 405921-35-9
• 化学式: C₁₀H₈Cl₂N₂S
• mdl: MFCD01910160
• 分子量: 259.159
• InChiKey: WXXIGOUTTGOBQI-UHFFFAOYSA-N

物化性质

• 熔点：
  124-125 °C(Solv: chloroform (67-66-3); carbon tetrachloride (56-23-5))
• 沸点：
  403.5±35.0 °C(Predicted)
• 密度：
  1.458±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  67.2
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2934100090

反应信息

• 作为反应物：
  描述：

  异戊酰氯 、 5-(2,5-二氯苄基)噻唑-2-胺 在 三乙胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 0.5h， 以56%的产率得到N-[5-(2,5-dichlorobenzyl)-1,3-thiazol-2-yl]-4-methylbutanamide
  参考文献：
  名称：

  Heterocyclic Syntheses on the Basis of Arylation Products of Unsaturated Compounds: X. 3-Aryl-2-chloropropanals as Reagents for the Synthesis of 2-Amino-1,3-thiazole Derivatives

  摘要：

  Meerwein reaction of arenediazonium chlorides with acrolein gave 3-aryl-2-chloropropanals which were brought into cyclocondensation with thiourea. The resulting 2-amino-5-benzyl-1,3-thiazoles were acylated with carboxylic acid chlorides and plithalic anhydride to afford, respectively, 2-acylamino-5-benzyl-1,3-thiazoles and N-(5-benzyl- 1,3-thiazol-2-yl)phthalimides.

  DOI：

  10.1023/b:rujo.0000034976.75646.85
• 作为产物：
  描述：

  2,5-dichlorophenyl-diazonium chloride 在 CuCl₂*2H₂O 作用下， 以 乙醇 、 水 、 苯 为溶剂， 生成 5-(2,5-二氯苄基)噻唑-2-胺
  参考文献：
  名称：

  Heterocyclic Syntheses on the Basis of Arylation Products of Unsaturated Compounds: X. 3-Aryl-2-chloropropanals as Reagents for the Synthesis of 2-Amino-1,3-thiazole Derivatives

  摘要：

  Meerwein reaction of arenediazonium chlorides with acrolein gave 3-aryl-2-chloropropanals which were brought into cyclocondensation with thiourea. The resulting 2-amino-5-benzyl-1,3-thiazoles were acylated with carboxylic acid chlorides and plithalic anhydride to afford, respectively, 2-acylamino-5-benzyl-1,3-thiazoles and N-(5-benzyl- 1,3-thiazol-2-yl)phthalimides.

  DOI：

  10.1023/b:rujo.0000034976.75646.85

文献信息

• Novel and potent inhibitors of stearoyl-CoA desaturase-1. Part I: Discovery of 3-(2-hydroxyethoxy)-4-methoxy-N-[5-(3-trifluoromethylbenzyl)thiazol-2-yl]benzamide
  作者：Yoshikazu Uto、Tsuneaki Ogata、Jun Harada、Yohei Kiyotsuka、Yuko Ueno、Yuriko Miyazawa、Hitoshi Kurata、Tsuneo Deguchi、Nobuaki Watanabe、Toshiyuki Takagi、Satoko Wakimoto、Ryo Okuyama、Manabu Abe、Nobuya Kurikawa、Sayako Kawamura、Michiko Yamato、Jun Osumi

  DOI：10.1016/j.bmcl.2009.05.119

  日期：2009.8

  A series of structurally novel stearoyl-CoA desaturase-1 (SCD-1) inhibitors has been identified by optimizing a hit from our corporate library. Preliminary structure-activity relationship (SAR) studies led to the discovery of the highly potent and orally bioavailable thiazole-based SCD-1 inhibitor, 3-(2-hydroxyethoxy)-4-methoxy-N-[5-(3-trifluoromethylbenzyl)thiazol-2-yl]benzamide (23a). (C) 2009 Elsevier Ltd. All rights reserved.
• Bioisosteric replacement of 1H-1,2,3-triazole with 1H-tetrazole ring enhances anti-leukemic activity of (5-benzylthiazol-2-yl)benzamides
  作者：Nazariy Pokhodylo、Nataliya Finiuk、Olha Klyuchivska、Rostyslav Stoika、Vasyl Matiychuk、Mykola Obushak

  DOI：10.1016/j.ejmech.2023.115126

  日期：2023.3
• Heterocyclic Syntheses on the Basis of Arylation Products of Unsaturated Compounds: X. 3-Aryl-2-chloropropanals as Reagents for the Synthesis of 2-Amino-1,3-thiazole Derivatives
  作者：N. D. Obushak、V. S. Matiichuk、R. Ya. Vasylyshin、Yu. V. Ostapyuk

  DOI：10.1023/b:rujo.0000034976.75646.85

  日期：2004.3

  Meerwein reaction of arenediazonium chlorides with acrolein gave 3-aryl-2-chloropropanals which were brought into cyclocondensation with thiourea. The resulting 2-amino-5-benzyl-1,3-thiazoles were acylated with carboxylic acid chlorides and plithalic anhydride to afford, respectively, 2-acylamino-5-benzyl-1,3-thiazoles and N-(5-benzyl- 1,3-thiazol-2-yl)phthalimides.