(S)-4-(2-chlorophenyl)-2-methyl-4-(5,5,6,6-tetramethyl-4,4-dioxo-5,6-dihydro-4H-4λ6-[1,4,3]oxathiazin-2-ylamino)butan-2-ol | 1397342-53-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (S)-4-(2-chlorophenyl)-2-methyl-4-(5,5,6,6-tetramethyl-4,4-dioxo-5,6-dihydro-4H-4λ6-[1,4,3]oxathiazin-2-ylamino)butan-2-ol
• 英文别名: (4S)-4-(2-chlorophenyl)-2-methyl-4-[(5,5,6,6-tetramethyl-4,4-dioxo-1,4,3-oxathiazinan-2-ylidene)amino]butan-2-ol
• CAS: 1397342-53-8
• 化学式: C₁₈H₂₇ClN₂O₄S
• 分子量: 402.942
• InChiKey: DNMNEDIOUUGUGV-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  96.4
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5,5,6,6-tetramethyl-2-(4-nitrophenoxy)-5,6-dihydro-1,4,3-oxathiazine 4,4-dioxide 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 为溶剂， 反应 16.05h， 生成 (S)-4-(2-chlorophenyl)-2-methyl-4-(5,5,6,6-tetramethyl-4,4-dioxo-5,6-dihydro-4H-4λ6-[1,4,3]oxathiazin-2-ylamino)butan-2-ol
  参考文献：
  名称：

  TETRASUBSTITUTED OXATHIAZINE DERIVATIVES, METHOD FOR PRODUCING THEM, THEIR USE AS MEDICINE AND DRUG CONTAINING SAID DERIVATIVES AND THE USE THEREOF

  摘要：

  该发明涉及式(I)的化合物以及其生理上可接受的盐。所述化合物适用于治疗高血糖等情况。

  公开号：

  US20140024584A1

文献信息

• DI- AND TRI-SUBSTITUTED OXATHIAZINE DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF, USE THEREOF AS MEDICINE AND DRUG CONTAINING SAID DERIVATIVES AND USE THEREOF
  申请人：Boehme Thomas

  公开号：US20130345125A1

  公开（公告）日：2013-12-26

  The invention relates to compounds of formula (I) and to the physiologically compatible salts thereof. Said compounds are suitable, for example, for treating hyperglycemia.

  该发明涉及式(I)的化合物及其生理兼容盐。所述化合物适用于治疗高血糖，例如。
• DI AND TRI - SUBSTITUTED OXATHIAZINE DERIVATIVES, METHOD FOR THE PRODUCTION, METHOD FOR THE PRODUCTION THEREOF, USE THEREOF AS MEDICINE AND DRUG CONTAINING SAID DERIVATIVES AND USE THEREOF
  申请人：Boehme Thomas

  公开号：US20130338150A1

  公开（公告）日：2013-12-19

  The invention relates to compounds of formula (I) and to the physiologically compatible salts thereof. Said compounds are suitable, for example, for treating hyperglycemia.

  该发明涉及公式（I）的化合物及其生理兼容盐。这些化合物适用于治疗高血糖，例如。
• 1,1-Dioxo-5,6-dihydro-[4,1,2]oxathiazines, a novel class of 11ß-HSD1 inhibitors for the treatment of diabetes
  作者：Thomas Böhme、Christian K. Engel、Géraldine Farjot、Stefan Güssregen、Torsten Haack、Georg Tschank、Kurt Ritter

  DOI：10.1016/j.bmcl.2013.05.102

  日期：2013.8

  Racemic cis-1,1-dioxo-5,6-dihydro-[4,1,2]oxathiazine derivative 4a was isolated as an impurity in a sample of a hit from a HTS campaign on 11 beta-hydroxysteroid dehydrogenase type 1 (11 beta-HSD1). After separation by chiral chromatography the 4a-S, 8a-R enantiomer of compound 4a was identified as the true, potent enzyme inhibitor. The cocrystal structure of 4a with human and murine 11 beta-HSD1 revealed the unique binding mode of the oxathiazine series. SAR elucidation and optimization in regard to metabolic stability led to monocyclic tetramethyloxathiazines as exemplified by compound 21g. (C) 2013 Elsevier Ltd. All rights reserved.
• DI- UND TRISUBSTITUIERTE OXATHIAZINDERIVATE, VERFAHREN ZU DEREN HERSTELLUNG, IHRE VERWENDUNG ALS MEDIKAMENT SOWIE SIE ENTHALTENDES ARZNEIMITTEL UND DEREN VERWENDUNG
  申请人：SANOFI

  公开号：EP2683699B1

  公开（公告）日：2015-06-24
• TETRASUBSTITUIERTE OXATHIAZINDERIVATE, VERFAHREN ZU DEREN HERSTELLUNG, IHRE VERWENDUNG ALS MEDIKAMENT SOWIE SIE ENTHALTENDES ARZNEIMITTEL UND DEREN VERWENDUNG
  申请人：SANOFI

  公开号：EP2683700B1

  公开（公告）日：2015-02-18