6,7-dimercaptoheptanoic acid methyl ester | 1170960-43-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 6,7-dimercaptoheptanoic acid methyl ester
• 英文别名: Methyl 6,7-bis(sulfanyl)heptanoate；methyl 6,7-bis(sulfanyl)heptanoate
• CAS: 1170960-43-6
• 化学式: C₈H₁₆O₂S₂
• 分子量: 208.346
• InChiKey: WFBVGLRFSRBRTO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  12
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  28.3
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6,7-dimercaptoheptanoic acid methyl ester 、 2,2-二甲氧基丙烷 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 生成
  参考文献：
  名称：

  Synthesis and evaluation of some novel isochroman carboxylic acid derivatives as potential anti-diabetic agents

  摘要：

  A series of novel isochroman mono-carboxylic acid derivatives were synthesized, characterized and evaluated for their ability to inhibit protein tyrosine phosphatase 1B (PTP1B) in vitro in order to use them as potential anti-diabetic agents. Analysis of structure-activity relationships led to the identification of potent compound 4n which inhibited PTP1B with IC50 value of 51.63 +/- 0.91 nM. In general, high potency was associated with a dithiolane ring with a spacer of five carbons to the isochroman ring. Compound 4n has been selected for in vivo evaluation as drug candidate for anti-diabetic activity. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.03.009
• 作为产物：
  描述：

  6,7-bis(acetylsulfanyl)heptanoic acid methyl ester 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 3.0h， 生成 6,7-dimercaptoheptanoic acid methyl ester
  参考文献：
  名称：

  Synthesis and evaluation of some novel isochroman carboxylic acid derivatives as potential anti-diabetic agents

  摘要：

  A series of novel isochroman mono-carboxylic acid derivatives were synthesized, characterized and evaluated for their ability to inhibit protein tyrosine phosphatase 1B (PTP1B) in vitro in order to use them as potential anti-diabetic agents. Analysis of structure-activity relationships led to the identification of potent compound 4n which inhibited PTP1B with IC50 value of 51.63 +/- 0.91 nM. In general, high potency was associated with a dithiolane ring with a spacer of five carbons to the isochroman ring. Compound 4n has been selected for in vivo evaluation as drug candidate for anti-diabetic activity. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.03.009

文献信息

• Synthesis and evaluation of some novel isochroman carboxylic acid derivatives as potential anti-diabetic agents
  作者：N. Lakshminarayana、Y. Rajendra Prasad、Laxmikant Gharat、Abraham Thomas、P. Ravikumar、Shridhar Narayanan、C.V. Srinivasan、Balasubramanian Gopalan

  DOI：10.1016/j.ejmech.2009.03.009

  日期：2009.8

  A series of novel isochroman mono-carboxylic acid derivatives were synthesized, characterized and evaluated for their ability to inhibit protein tyrosine phosphatase 1B (PTP1B) in vitro in order to use them as potential anti-diabetic agents. Analysis of structure-activity relationships led to the identification of potent compound 4n which inhibited PTP1B with IC50 value of 51.63 +/- 0.91 nM. In general, high potency was associated with a dithiolane ring with a spacer of five carbons to the isochroman ring. Compound 4n has been selected for in vivo evaluation as drug candidate for anti-diabetic activity. (C) 2009 Elsevier Masson SAS. All rights reserved.