2-Phenylamino-4-[(2-N-phthalimido)ethyl]thiazole | 124458-16-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 2-Phenylamino-4-[(2-N-phthalimido)ethyl]thiazole
• 英文别名: 2-[2-(2-anilino-1,3-thiazol-4-yl)ethyl]-1H-isoindole-1,3(2H)-dione；2-[2-(2-anilino-1,3-thiazol-4-yl)ethyl]isoindole-1,3-dione
• CAS: 124458-16-8
• 化学式: C₁₉H₁₅N₃O₂S
• 分子量: 349.413
• InChiKey: PVCXIBHOKIHPHL-UHFFFAOYSA-N

物化性质

• 沸点：
  545.9±52.0 °C(Predicted)
• 密度：
  1.399±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  90.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-Phenylamino-4-[(2-N-phthalimido)ethyl]thiazole 在 肼 作用下， 以 甲醇 为溶剂， 反应 2.5h， 以34%的产率得到2-[2-(Phenylamino)thiazol-4-yl]ethanamine
  参考文献：
  名称：

  Histamine H1 receptor ligands

  摘要：

  New 2-[2-(phenylamino)thiazol-4-yl]ethanamine and 2-(2-benzhydrylthiazol-4-yl)ethanamine derivatives were prepared and tested in vitro as H-1 receptor antagonists. The compounds with 2-phenylamino substitution with meta-halide substituents at the phenyl ring, showed weak H-1-antagonistic activity (pA(2): 4.62-5.04) and this activity was completely lost in the case of meta-methyl substituent (pA(2) < 4). When the phenylamino group was replaced by benzhydryl groups of classic antihistamines, the resulting compounds exhibited slightly improved H-1-antagonistic activity (at the meta-position pA(2): 6.38-6.15; at the para-position pA(2): 6.04-5.87). (C) 2000 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(00)00087-2
• 作为产物：
  描述：

  1-苯酰基-3-苯基硫脲 在 盐酸 、 sodium hydroxide 作用下， 以 丙醇 为溶剂， 反应 2.08h， 生成 2-Phenylamino-4-[(2-N-phthalimido)ethyl]thiazole
  参考文献：
  名称：

  Histamine H1 receptor ligands

  摘要：

  New 2-[2-(phenylamino)thiazol-4-yl]ethanamine and 2-(2-benzhydrylthiazol-4-yl)ethanamine derivatives were prepared and tested in vitro as H-1 receptor antagonists. The compounds with 2-phenylamino substitution with meta-halide substituents at the phenyl ring, showed weak H-1-antagonistic activity (pA(2): 4.62-5.04) and this activity was completely lost in the case of meta-methyl substituent (pA(2) < 4). When the phenylamino group was replaced by benzhydryl groups of classic antihistamines, the resulting compounds exhibited slightly improved H-1-antagonistic activity (at the meta-position pA(2): 6.38-6.15; at the para-position pA(2): 6.04-5.87). (C) 2000 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(00)00087-2

文献信息

• Heterocycylic-substituted quinoline-carboxylic acids
  申请人：Pfizer Inc.

  公开号：US05037834A1

  公开（公告）日：1991-08-06

  1-Substituted-6-fluoro-7-heterocyclic-1,4-dihydroquino-1-(or dihydronaphthyridin)-4-one carboxylic acids have antibacterial properties. The 7-heterocyclic group is a bicyclic group, one of the rings of which is saturated and the other ring of which is unsaturated.

  1-取代-6-氟-7-杂环-1,4-二氢喹诺-1-(或二氢萘啉)-4-酮羧酸具有抗菌性能。7-杂环基团是一个双环基团，其中一个环是饱和的，另一个环是不饱和的。
• Heterocyclic-substituted quinoline-carboxylic acids
  申请人：PFIZER INC.

  公开号：EP0321191B1

  公开（公告）日：1994-11-02
• US5037834A
  申请人：——

  公开号：US5037834A

  公开（公告）日：1991-08-06
• US5214051A
  申请人：——

  公开号：US5214051A

  公开（公告）日：1993-05-25
• WO1989005643A1
  申请人：——

  公开号：WO1989005643A1

  公开（公告）日：1989-06-29