(2-cyclohexyl-ethyl)-malonic acid | 100053-57-4

• 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-cyclohexyl-ethyl)-malonic acid
• 英文别名: (β-Cyclohexyl-aethyl)-malonsaeure；3-Cyclohexyl-propan-dicarbonsaeure-(1.1)；Hexahydro-β-phenaethylmalonsaeure；(2-Cyclohexyl-aethyl)-malonsaeure；Carboxy-2-cyclohexyl-4-buttersaeure；(2-Cyclohexylethyl)malonic acid；2-(2-cyclohexylethyl)propanedioic acid
• CAS: 100053-57-4
• 化学式: C₁₁H₁₈O₄
• 分子量: 214.262
• InChiKey: XMXBSSIWSUWOAY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2-cyclohexyl-ethyl)-malonic acid 生成 环已烷丁酸
  参考文献：
  名称：

  Hiers; Adams, Journal of the American Chemical Society, 1926, vol. 48, p. 2392

  摘要：

  DOI：
• 作为产物：
  描述：

  2-环己基溴乙烷 在 氢氧化钾 、 乙醇 作用下， 生成 (2-cyclohexyl-ethyl)-malonic acid
  参考文献：
  名称：

  Hiers; Adams, Journal of the American Chemical Society, 1926, vol. 48, p. 2392

  摘要：

  DOI：

文献信息

• Francois,H. et al., Bulletin de la Societe Chimique de France, 1970, # 2, p. 617 - 624
  作者：Francois,H. et al.

  DOI：——

  日期：——
• Hiers; Adams, Journal of the American Chemical Society, 1926, vol. 48, p. 2392
  作者：Hiers、Adams

  DOI：——

  日期：——
• 2-Substituted histamines with G-protein-stimulatory activity
  作者：H Detert、A Hagelüken、R Seifert、W Schunack

  DOI：10.1016/0223-5234(96)88235-3

  日期：1995.1

  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.