2-[4-Benzyl-3, 4-dihydro-3-oxo-2H-1, 4-benzothiazin-2-yl]acetic acid | 143162-99-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻嗪类
• 英文名称: 2-[4-Benzyl-3, 4-dihydro-3-oxo-2H-1, 4-benzothiazin-2-yl]acetic acid
• 英文别名: 2-(4-Benzyl-3-oxo-1,4-benzothiazin-2-yl)acetic acid
• CAS: 143162-99-6
• 化学式: C₁₇H₁₅NO₃S
• 分子量: 313.377
• InChiKey: DEOSURSUSQOYMU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  82.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[4-Benzyl-3, 4-dihydro-3-oxo-2H-1, 4-benzothiazin-2-yl]acetic acid 在 N-甲基吗啉 、 氯甲酸乙酯 、 羟胺 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 2-(4-Benzyl-3-oxo-3,4-dihydro-2H-benzo[1,4]thiazin-2-yl)-N-hydroxy-acetamide
  参考文献：
  名称：

  Identification of novel potent bicyclic peptide deformylase inhibitors

  摘要：

  Collections of small secondary amines for compound library generation can be efficiently prepared by amide reduction using BH3-THF or Red-Al followed by brief methanolysis, trapping with di-tert-butyl dicarbonate, and deprotection with 4 M HCl in dioxane. The sequence requires no chromatography or distillation and provides multi-gram quantities of pure HCl salts in a short time. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.01.014
• 作为产物：
  描述：

  (4-Benzyl-3-oxo-3,4-dihydro-2H-benzo[1,4]thiazin-2-yl)-acetic acid ethyl ester 在 lithium hydroxide 作用下， 以 四氢呋喃 为溶剂， 生成 2-[4-Benzyl-3, 4-dihydro-3-oxo-2H-1, 4-benzothiazin-2-yl]acetic acid
  参考文献：
  名称：

  Identification of novel potent bicyclic peptide deformylase inhibitors

  摘要：

  Collections of small secondary amines for compound library generation can be efficiently prepared by amide reduction using BH3-THF or Red-Al followed by brief methanolysis, trapping with di-tert-butyl dicarbonate, and deprotection with 4 M HCl in dioxane. The sequence requires no chromatography or distillation and provides multi-gram quantities of pure HCl salts in a short time. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.01.014

文献信息

• 1,4-Benzothiazine-2-acetic acid derivatives, processes for production thereof and their use
  申请人：THE GREEN CROSS CORPORATION

  公开号：EP0492667A1

  公开（公告）日：1992-07-01

  1,4-Benzothiazine-2-acetic acid derivatives represented by general formula (I) below: wherein R¹ represents a group shown by general formula (II) or (III): wherein R⁵ and R⁶, which may be the same or different, each represents hydrogen, a halogen atom, a lower alkyl group, a lower alkoxyl group, trifluoromethyl or cyano; wherein R⁷, R⁸, R⁹ and R¹⁰, which may be the same or different, each represents hydrogen, a halogen atom, a lower alkyl group, a lower alkoxyl group or trifluoromethyl ; R² and R³, which may be the same or different, each represents hydrogen, a halogen atom, a lower alkyl group, a lower alkoxyl group, a lower alkylthio group, trifuloromethyl or trifluoromethoxy; R⁴ represents carboxyl which may optionally be esterified; and X represents oxygen or sulfur; and processes for production thereof, as well as a composition for the treatment of complications associated with diabetes and an aldose reductase inhibitor comprising the same.

  由以下通式 (I) 代表的 1,4-苯并噻嗪-2-乙酸衍生物： 其中 R¹ 代表通式 (II) 或 (III) 所示的基团： 其中 R⁵ 和 R⁶ 可以相同或不同，各自代表氢、卤素原子、低级烷基、低级烷氧基、三氟甲基或氰基； 其中 R⁷、R⁸、R⁹ 和 R¹⁰ 可以相同或不同，各自代表氢、卤素原子、低级烷基、低级烷氧基或三氟甲基； R² 和 R³ 可以相同或不同，各自代表氢、卤素原子、低级烷基、低级烷氧基、低级烷硫基、三氟甲基或三氟甲氧基；R⁴代表可任选酯化的羧基；X代表氧或硫；及其生产工艺，以及用于治疗糖尿病相关并发症的组合物和由其组成的醛糖还原酶抑制剂。
• US5252571A
  申请人：——

  公开号：US5252571A

  公开（公告）日：1993-10-12
• Identification of novel potent bicyclic peptide deformylase inhibitors
  作者：Valentina Molteni、Xiaohui He、Juliet Nabakka、Kunyong Yang、Andreas Kreusch、Perry Gordon、Badry Bursulaya、Ian Warner、Tanya Shin、Tanya Biorac、Neil S. Ryder、Ron Goldberg、John Doughty、Yun He

  DOI：10.1016/j.bmcl.2004.01.014

  日期：2004.3

  Collections of small secondary amines for compound library generation can be efficiently prepared by amide reduction using BH3-THF or Red-Al followed by brief methanolysis, trapping with di-tert-butyl dicarbonate, and deprotection with 4 M HCl in dioxane. The sequence requires no chromatography or distillation and provides multi-gram quantities of pure HCl salts in a short time. (C) 2004 Elsevier Ltd. All rights reserved.