顺式-1,2-二甲基-环丙烷二甲酸 | 699-49-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 顺式-1,2-二甲基-环丙烷二甲酸
• 英文名称: cis-1,2-Dimethyl-1,2-cyclopropanedicarboxylic acid
• 英文别名: cis-1,2-dimethylcyclopropane-1,2-dicarboxylic acid；1,2-Dimethyl-r-1,c-2-cyclopropandicarbonsaeure；1,2-dimethyl-cyclopropane-1r,2c-dicarboxylic acid；1,2-Dimethyl-cyclopropan-1r,2c-dicarbonsaeure；1.2t-Dimethyl-cyclopropan-dicarbonsaeure-(1r.2c)；cis-1,2-Dimethyl-cyclopropan-1,2-dicarboxylsaeure；Cis-1,2-dimethyl-cyclopropanedicarboxylic acid；(1S,2R)-1,2-dimethylcyclopropane-1,2-dicarboxylic acid
• CAS: 699-49-0
• 化学式: C₇H₁₀O₄
• 分子量: 158.154
• InChiKey: SLBKGBQKBVOZRI-KNVOCYPGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 海关编码：
  2917209090

反应信息

• 作为反应物：
  描述：

  顺式-1,2-二甲基-环丙烷二甲酸 在 palladium on activated charcoal lithium aluminium tetrahydride 、 氯化亚砜 、 氢气 作用下， 反应 6.0h， 生成 1,5-Dimethyl-3-azabicyclo<3.1.0>hexane
  参考文献：
  名称：

  Design, synthesis and activity of novel derivatives of Oxybutynin and Tolterodine

  摘要：

  Novel derivatives of Tolterodine (1) and Oxybutynin (2) have been designed using conformationally restricted azabicyclics as replacement for open-chain amines. The synthesis and structure-activity relationships are presented. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.02.036
• 作为产物：
  描述：

  (+/-)-(1R,2S)-diethyl 1,2-dimethylcyclopropane-1,2-dicarboxylate 在 水 、 potassium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以75%的产率得到顺式-1,2-二甲基-环丙烷二甲酸
  参考文献：
  名称：

  Cyclopropane-1,2-dicarboxylic acids as new tools for the biophysical investigation ofO-acetylserine sulfhydrylases by fluorimetric methods and saturation transfer difference (STD) NMR

  摘要：

  Cysteine is a building block for many biomolecules that are crucial for living organisms. O-Acetylserine sulfhydrylase (OASS), present in bacteria and plants but absent in mammals, catalyzes the last step of cysteine biosynthesis. This enzyme has been deeply investigated because, beside the biosynthesis of cysteine, it exerts a series of "moonlighting" activities in bacteria. We have previously reported a series of molecules capable of inhibiting Salmonella typhimurium (S. typhymurium) OASS isoforms at nanomolar concentrations, using a combination of computational and spectroscopic approaches. The cyclopropane-1,2-dicarboxylic acids presented herein provide further insights into the binding mode of small molecules to OASS enzymes. Saturation transfer difference NMR (STD-NMR) was used to characterize the molecule/ enzyme interactions for both OASS-A and B. Most of the compounds induce a several fold increase in fluorescence emission of the pyridoxal 5'-phosphate (PLP) coenzyme upon binding to either OASS-A or OASS-B, making these compounds excellent tools for the development of competition-binding experiments.

  DOI：

  10.1080/14756366.2016.1218486

文献信息

• CYCLOPROPANECARBOXYLIC ACID GPR120 MODULATORS
  申请人：BRISTOL-MYERS SQUIBB COMPANY

  公开号：US20170253554A1

  公开（公告）日：2017-09-07

  The present invention provides compounds of Formula (I): or a stereoisomer, or a pharmaceutically acceptable salt thereof, wherein all of the variables are as defined herein. These compounds are GPR120 G protein coupled receptor modulators which may be used as medicaments

  本发明提供了Formula（I）的化合物：或其立体异构体，或其药用可接受盐，其中所有变量如本文所定义。这些化合物是GPR120 G蛋白偶联受体调节剂，可以用作药物。
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