(S)-4,5-dihydro-5-methyl-3-(2-pyridyl)-3H-[1,2,3]-oxathiazole-2,2-dioxide | 174854-87-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: (S)-4,5-dihydro-5-methyl-3-(2-pyridyl)-3H-[1,2,3]-oxathiazole-2,2-dioxide
• 英文别名: (S)-4,5-dihydro-5-methyl-3-(2-pyridinyl)-3H(1,2,3)oxathiazole-2,2-dioxide；(5S)-5-Methyl-3-(pyridin-2-yl)-1,2lambda~6~,3-oxathiazolidine-2,2-dione；(5S)-5-methyl-3-pyridin-2-yloxathiazolidine 2,2-dioxide
• CAS: 174854-87-6
• 化学式: C₈H₁₀N₂O₃S
• 分子量: 214.245
• InChiKey: OULBFTVYYKRYRX-ZETCQYMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  67.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (S)-4,5-dihydro-5-methyl-3-(2-pyridyl)-3H-[1,2,3]-oxathiazole-2,2-dioxide 在 potassium carbonate 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 94.0h， 生成 4-chloro-N-{(2R)-2-[4-(2,3-dihydrobenzo[1,4]dioxin-5-yl)piperazin-1-yl]propyl}-N-pyridin-2-ylbenzamide hydrochloride
  参考文献：
  名称：

  Synthesis and Biological Evaluation of Benzodioxanylpiperazine Derivatives as Potent Serotonin 5-HT_1A Antagonists:  The Discovery of Lecozotan

  摘要：

  A series of benzodioxanylpiperazine derivatives possessing a 4-aryl amide substituent was prepared and evaluated for 5-HT1A affinity and functional antagonist activity in vitro and in vivo. All of the compounds in this series possessed high affinity for the human 5-HT1A receptor and many displayed potent antagonist activity in vitro and varying degrees of intrinsic activity in vivo. Compound 11c (Lecozotan) was selected for further development and is currently in clinical trials.

  DOI：

  10.1021/jm049493z

文献信息

• Preparation of N1-(2'-pyridyl)-1,2-propanediamine sulfamic acid and its use in the synthesis of biologically active piperazines
  申请人：Wyeth

  公开号：US20030204087A1

  公开（公告）日：2003-10-30

  A process for making an N1-(2′-pyridyl)-1,2-alkanediamine sulfamic acid of formula II by reacting a compound of formula I with NH 2 R′ 1 wherein R and R′ are as defined in the specification. The invention also includes the compound of formula II, and optical isomers thereof. The compound of formula II is an intermediate useful for making chiral piperazine derivatives which are active at the 5-HT 1A receptor.

  通过将式I化合物与NH2R′1反应制备出一种II式的N1-(2′-吡啶基)-1,2-烷二胺磺酸的方法，其中R和R′如规范中定义。该发明还包括II式化合物及其光学异构体。II式化合物是一种中间体，用于制备在5-HT1A受体上活性的手性哌嗪衍生物。
• Process for preparing N-aryl-piperazine derivatives
  申请人：Chan Wai-Yin Anita

  公开号：US20050209245A1

  公开（公告）日：2005-09-22

  Processes for preparing N-aryl-piperazine derivatives of formula I particularly (R)-4-cyano-N-[2-[4-(2,3-dihydro-1,4-benzodioxan-5-yl)-1-piperazinyl-propyl]-N-(2-pyridinyl)-benzamide, are disclosed. Compositions comprising N-aryl-piperazine derivatives and low levels of common impurities are also disclosed. In addition, products produced by the process are disclosed.

  本发明揭示了制备公式I中的N-芳基哌嗪衍生物的方法，特别是(R)-4-氰基-N-[2-[4-(2,3-二氢-1,4-苯并二氧杂环[5.4]己-5-基)-1-哌嗪基丙基]-N-(2-吡啶基)苯甲酰胺。此外，还揭示了含有N-芳基哌嗪衍生物和低水平常见杂质的组合物。此外，还揭示了通过该方法生产的产品。
• Preparation of 2-((2,3- dihydro-benzo(1,4) dioxin-5-YL)-(2-hydroxyethyl)-amino)-ethanol and related intermediates
  申请人：Wyeth

  公开号：EP1801103A1

  公开（公告）日：2007-06-27

  Processes for preparing 2-[(2,3-dihydro-benzo[1,4]dioxin-5-yl)-(2-hydroxyethyl)-amino]-ethanol and related intermediates are described. 2-[(2,3-dihydrobenzo[1,4]dioxin-5-yl)-(2-hydroxyethyl)-amino]-ethanol is an intermediate useful for making chiral piperazine derivatives which are active at the 5-HT1A receptor.

  描述了制备 2-[(2,3-二氢苯并[1,4]二恶英-5-基)-(2-羟乙基)-氨基]-乙醇及相关中间体的工艺。2-[(2,3-二氢苯并[1,4]二恶英-5-基)-(2-羟乙基)-氨基]-乙醇是一种用于制造对 5-HT1A 受体有活性的手性哌嗪衍生物的中间体。
• PIPERAZINE DERIVATIVES AS 5HT1A ANTAGONISTS
  申请人：JOHN WYETH & BROTHER LIMITED

  公开号：EP0763031B1

  公开（公告）日：2000-05-10
• NOVEL PROCESSES AND INTERMEDIATES FOR THE PREPARATION OF PIPERAZINE DERIVATIVES
  申请人：JOHN WYETH & BROTHER LIMITED

  公开号：EP0763024A1

  公开（公告）日：1997-03-19