Methyl 1-methylsulfonylindole-3-carboxylate | 858515-81-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: Methyl 1-methylsulfonylindole-3-carboxylate
• 英文别名: methyl 1-methylsulfonylindole-3-carboxylate
• CAS: 858515-81-8
• 化学式: C₁₁H₁₁NO₄S
• 分子量: 253.279
• InChiKey: XJNHAJFAIJZOPD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  73.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Methyl 1-methylsulfonylindole-3-carboxylate 在 calcium borohydride 作用下， 生成 3-hydroxymethyl-1-(methylsulfonyl)indole
  参考文献：
  名称：

  基于四唑的生长激素促分泌剂的发现，合成和结构活性研究。

  摘要：

  基于四唑模板，发现了一类新型的生长激素促分泌素（GHS）。描述了这种新型GHS中的体外SAR和体内效价。四唑9q在大鼠和狗中表现出良好的口服生物利用度，以及在狗中口服10 mg / kg剂量后的功效。已经开发了用于合成基于四唑的GHS的溶液和固相方案。

  DOI：

  10.1016/j.bmcl.2007.07.099
• 作为产物：
  描述：

  吲哚-3-甲酸甲酯 、 alkaline earth salt of/the/ methylsulfuric acid 生成 Methyl 1-methylsulfonylindole-3-carboxylate
  参考文献：
  名称：

  Design, synthesis, and biological activity of potent and selective inhibitors of mast cell tryptase

  摘要：

  A new series of novel mast cell tryptase inhibitors is reported, which features the use of an indole structure as the hydrophobic substituent on a m-benzylaminepiperidine template. The best members of this series display good in vitro activity and excellent selectivity against other serine proteases. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.04.002

文献信息

• Discovery, synthesis, and structure–activity studies of tetrazole based growth hormone secretagogues
  作者：Andrés S. Hernández、Peter T.W. Cheng、Christa M. Musial、Stephen G. Swartz、Rocco J. George、Gary Grover、Dorothy Slusarchyk、R. Krishna Seethala、Mark Smith、Kenneth Dickinson、Leah Giupponi、Daniel A. Longhi、Neil Flynn、Brian J. Murphy、David A. Gordon、Scott A. Biller、Jeffrey A. Robl、Joseph A. Tino

  DOI：10.1016/j.bmcl.2007.07.099

  日期：2007.11

  Growth Hormone Secretagogues (GHS), based on a tetrazole template, has been discovered. In vitro SAR and in vivo potency within this new class of GHS are described. The tetrazole 9q exhibits good oral bioavailability in rats and dogs as well as efficacy following an oral 10 mg/kg dose in dogs. Solution and solid phase protocols for the synthesis of tetrazole based GHS have been developed.

  基于四唑模板，发现了一类新型的生长激素促分泌素（GHS）。描述了这种新型GHS中的体外SAR和体内效价。四唑9q在大鼠和狗中表现出良好的口服生物利用度，以及在狗中口服10 mg / kg剂量后的功效。已经开发了用于合成基于四唑的GHS的溶液和固相方案。
• Design, synthesis, and biological activity of potent and selective inhibitors of mast cell tryptase
  作者：Corey R. Hopkins、Mark Czekaj、Steven S. Kaye、Zhongli Gao、James Pribish、Henry Pauls、Guyan Liang、Keith Sides、Dona Cramer、Jennifer Cairns、Yongyi Luo、Heng-Keang Lim、Roy Vaz、Sam Rebello、Sebastian Maignan、Alain Dupuy、Magali Mathieu、Julian Levell

  DOI：10.1016/j.bmcl.2005.04.002

  日期：2005.6

  A new series of novel mast cell tryptase inhibitors is reported, which features the use of an indole structure as the hydrophobic substituent on a m-benzylaminepiperidine template. The best members of this series display good in vitro activity and excellent selectivity against other serine proteases. (c) 2005 Elsevier Ltd. All rights reserved.