(+/-)-2-methyl-4-cyclohexyl-butyric acid | 27491-34-5

• 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: (+/-)-2-methyl-4-cyclohexyl-butyric acid
• 英文别名: (+/-)-2-Methyl-4-cyclohexyl-buttersaeure；4-Cyclohexyl-2-methylbutanoic acid
• CAS: 27491-34-5
• 化学式: C₁₁H₂₀O₂
• 分子量: 184.279
• InChiKey: VXCKXSDBEHODLH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (+/-)-2-methyl-4-cyclohexyl-butyric acid 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 生成 4-Bicyclo[2.2.1]hept-2-yl-2-methyl-butan-1-ol
  参考文献：
  名称：

  2-Substituted histamines with G-protein-stimulatory activity

  摘要：

  The cationic-amphiphilic 2-substituted histamines, 2-(3-chlorophenyl)histamine (2-[2-(3-chlorophenyl)-1H-imidazol-4-yl]ethanamine) and 2-(2-cyclohexylethyl)histamine, activate pertussis toxin-sensitive guanine nucleotide-binding proteins (G-proteins) of the G(i)-subfamily by a receptor-independent mechanism. We studied structure-activity relationships of 2-substituted histamine derivatives for this G-protein activation using six known and 12 newly synthesized compounds. Elongation of the alkyl chain between imidazole and the ring system enhanced the potency and efficiency of substances in activating high-affinity GTP hydrolysis, ie the enzymatic activity of G-protein alpha-subunits, in membranes of HL-60 leukemic cells. Cyclopentyl-, cyclohexyl- and norbornyl-substituted histamines were more effective and potent than phenyl-substituted histamines in mediating G-protein activation in HL-60 membranes and in activating reconstituted bovine brain G(i)/G(o)-proteins. Our data show that the chain length and the type of ring system are important determinants for receptor-independent G-protein activation by 2-substituted histamines. With respect to histamine H-1-receptors, most of the substances studied displayed weak antagonistic activity.

  DOI：

  10.1016/0223-5234(96)88235-3
• 作为产物：
  描述：

  2-苯基乙基丙二酸二乙酯 生成 (+/-)-2-methyl-4-cyclohexyl-butyric acid
  参考文献：
  名称：

  Fieser et al., Journal of the American Chemical Society, 1948, vol. 70, p. 3177

  摘要：

  DOI：

文献信息

• DRUGS FOR DIABETES
  申请人：Nicox S.A.

  公开号：EP1324974A2

  公开（公告）日：2003-07-09
• [EN] DRUGS FOR DIABETES<br/>[FR] MEDICAMENTS DESTINES AU DIABETE
  申请人：NICOX SA

  公开号：WO2002030867A2

  公开（公告）日：2002-04-18

  Use for the diabetes treatment of compounds or salts thereof, having the following general formula (I): A-(B)b0-(C)c0-NO2 wherein A contains the radical of a drug having an antiiflammatory or analgesic activity, B is a bivalent linking group wherein the precursor must meet the tests described in the application, C is a a bivalent linking group as defined in the invention.