3-[(4,5,7-trifluorobenzothiazol-2-yl)methyl]phenylacetic acid | 179178-92-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 3-[(4,5,7-trifluorobenzothiazol-2-yl)methyl]phenylacetic acid
• 英文别名: 2-[3-[(4,5,7-trifluoro-1,3-benzothiazol-2-yl)methyl]phenyl]acetic acid
• CAS: 179178-92-8
• 化学式: C₁₆H₁₀F₃NO₂S
• 分子量: 337.322
• InChiKey: CNRROMUYEMRYQF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  78.4
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  methyl 3-[(4,5,7-trifluorobenzothiazol-2-yl)methyl]phenylacetate 在 sodium hydroxide 作用下， 以 1,4-二氧六环 、 水 为溶剂， 以90%的产率得到3-[(4,5,7-trifluorobenzothiazol-2-yl)methyl]phenylacetic acid
  参考文献：
  名称：

  2-substituted benzothiazole derivatives and prophylactic and therapeutic

  摘要：

  独特的苯并噻唑衍生物表现出优越的醛糖还原酶抑制作用，意外地并且有利地用于糖尿病并发症的预防和治疗。式（1）的苯并噻唑衍生物化合物：其中X是卤素，R^1和R^2，相同或不同，分别独立地是氢或卤素，A是亚甲基基团或硫原子，而-B-COOR^3是规范中定义的基团；或其药学上可接受的盐和含有它的药物组合物，可用作糖尿病并发症的预防或治疗药剂。

  公开号：

  US05700819A1

文献信息

• 2-substituted benzothiazole derivatives useful in the treatment of diabetic complications
  申请人：GRELAN PHARMACEUTICAL CO., LTD.

  公开号：EP0714893A1

  公开（公告）日：1996-06-05

  Unique benzothiazole derivatives which exert superior aldose redactase inhibiting actions are unexpectedly and advantageously useful in the prophylactic and therapeutic treatment of diabetic complications. A benzothiazole derivative compound of the formula (1): wherein X is halogen, R¹ and R², which are the same or different, are each independently hydrogen or halogen, A is a methylene group or a sulfur atom, and -B-COOR³ is a group selected from the group consisting of (2) to (5): wherein R³ is hydrogen or C1 to C3 lower alkyl, Y is hydrogen, halogen, C1 to C3 lower alkyl, carboxyl or dilower alkylamino and n is an integer of 1 to 3; Z is oxygen or sulfur, R⁴ is C1 to C3 lower alkyl, optionally substituted phenyl, optionally substituted benzyl or optionally substituted phenethyl and m is an integer of 2 to 5; or a pharmaceutically acceptable salt and a pharmaceutical composition comprising the same which is a useful prophylactic or therapeutic agent for the treatment of diabetic complications.

  独特的苯并噻唑衍生物具有优异的醛糖还原酶抑制作用，在预防和治疗糖尿病并发症方面具有意想不到的优势。一种式（1）的苯并噻唑衍生物化合物： 其中 X 是卤素，R¹ 和 R²（相同或不同）各自独立地为氢或卤素，A 是亚甲基或硫原子，以及 -B-COOR³ 是选自 (2) 至 (5) 所组成的基团： 其中 R³ 是氢或 C1 至 C3 低级烷基，Y 是氢、卤素、C1 至 C3 低级烷基、羧基或稀释烷基氨基，n 是 1 至 3 的整数；Z 是氧或硫，R⁴ 是 C1 至 C3 低级烷基、任选取代的苯基、任选取代的苄基或任选取代的苯乙基，m 是 2 至 5 的整数；或一种药学上可接受的盐和由其组成的药物组合物，该药物组合物是治疗糖尿病并发症的有效预防或治疗剂。
• Benzothiazol-2-ylcarboxylic acids with diverse spacers: A novel class of potent, orally active aldose reductase inhibitors
  作者：Tomoji Aotsuka、Naoki Abe、Kanako Fukushima、Naoki Ashizawa、Motoyuki Yoshida

  DOI：10.1016/s0960-894x(97)00287-4

  日期：1997.7

  The benzothiazol-2-ylcarboxylic acids, with diverse spacers between the carboxy group and the benzothiazole ring, were synthesized and evaluated for their ability to inhibit aldose reductase (AR). The phenylacetic acids 6 which have a less complex structure than that of existing AR inhibitors were found to be highly potent, orally active AR inhibitors. (C) 1997 Elsevier Science Ltd.
• SUBSTITUTED HETEROARYLALKANOIC ACIDS AND THEIR USE AS ALDOSE REDUCTASE INHIBITORS
  申请人：The Institutes for Pharmaceutical Discovery, LLC

  公开号：EP1444228B1

  公开（公告）日：2008-05-21
• US5700819A
  申请人：——

  公开号：US5700819A

  公开（公告）日：1997-12-23
• 2-substituted benzothiazole derivatives and prophylactic and therapeutic
  申请人：Grelan Pharmaceutical Co., Ltd.

  公开号：US05700819A1

  公开（公告）日：1997-12-23

  Unique benzothiazole derivatives which exert superior aldose redactase inhibiting actions are unexpectedly and advantageously useful in the prophylactic and therapeutic treatment of diabetic complications. A benzothiazole derivative compound of the formula (1): ##STR1## wherein X is halogen, R.sup.1 and R.sup.2, which are the same or different, are each independently hydrogen or halogen, A is a methylene group or a sulfur atom, and --B--COOR.sup.3 is a group as defined in the specification; or a pharmaceutically acceptable salt and a pharmaceutical composition comprising the same which is a useful prophylactic or therapeutic agent for the treatment of diabetic complications.

  独特的苯并噻唑衍生物表现出优越的醛糖还原酶抑制作用，意外地并且有利地用于糖尿病并发症的预防和治疗。式（1）的苯并噻唑衍生物化合物：其中X是卤素，R^1和R^2，相同或不同，分别独立地是氢或卤素，A是亚甲基基团或硫原子，而-B-COOR^3是规范中定义的基团；或其药学上可接受的盐和含有它的药物组合物，可用作糖尿病并发症的预防或治疗药剂。