3-Methyl-cyclobutylamin-(1) | 89381-06-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3-Methyl-cyclobutylamin-(1)
• 英文别名: 3-Methylcyclobutan-1-amine
• CAS: 89381-06-6
• 化学式: C₅H₁₁N
• mdl: MFCD12923218
• 分子量: 85.149
• InChiKey: GNHDRVDLNQEOPA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  6
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-Methyl-cyclobutylamin-(1) 在 四(三苯基膦)钯 、 甲烷磺酸 、 potassium carbonate 、 溶剂黄146 、 三乙胺 、 sodium t-butanolate 作用下， 以 四氢呋喃 、 乙二醇二甲醚 、 乙醇 、 水 、 乙腈 、 叔丁醇 为溶剂， 反应 4.25h， 生成 9-amino-5-(2,5-dimethoxyphenyl)-2-(3-methylcyclobutyl)-3H-pyrrolo[3,4-b]quinolin-1-one
  参考文献：
  名称：

  Development and SAR of functionally selective allosteric modulators of GABAA receptors

  摘要：

  Positive modulators at the benzodiazepine site of alpha 2- and alpha 3-containing GABA(A) receptors are believed to be anxiolytic. Through oocyte voltage clamp studies, we have discovered two series of compounds that are positive modulators at alpha 2-/alpha 3-containing GABA(A) receptors and that show no functional activity at alpha 1-containing GABAA receptors. We report studies to improve this functional selectivity and ultimately deliver clinical candidates. The functional SAR of cinnolines and quinolines that are positive allosteric modulators of the alpha 2- and alpha 3-containing GABA(A) receptors, while simultaneously neutral antagonists at alpha 1-containing GABAA receptors, is described. Such functionally selective modulators of GABA(A) receptors are expected to be useful in the treatment of anxiety and other psychiatric illnesses. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.03.035
• 作为产物：
  描述：

  <3-Methyl-cyclobutyl>-carbaminsaeure-methylester 在 calcium hydroxide 作用下， 生成 3-Methyl-cyclobutylamin-(1)
  参考文献：
  名称：

  Synthesis and Reactions of 3-Methylcyclobutene

  摘要：

  DOI：

  10.1021/jo01025a001

文献信息

• Small-Ring Compounds. XXXV. Studies of Rearrangements in the Nitrous Acid Deaminations of Methyl-substituted Cyclobutyl-, Cyclopropylcarbinyl- and Allylcarbinylamines^1a,b
  作者：Marc S. Silver、Marjorie C. Caserio、Howard E. Rice、John D. Roberts

  DOI：10.1021/ja01478a028

  日期：1961.9

  compositions of the alcohol mixtures formed in nitrous acid deaminations of cyclopropylmethylcarbinylamine, (2-methylcyclopropyl)-carbinylamine, 2-methylcyclobutylamine, 3-methylcyclobutylamine, crotylcarbinylamine and allylmethylcarbinylamine have been determined. These results and the behavior of the corresponding alcohols under isomerization conditions in strongly acidic media may be explained by assuming formation

  已确定在环丙基甲基甲胺、(2-甲基环丙基)-甲胺、2-甲基环丁胺、3-甲基环丁胺、巴豆基甲胺和烯丙基甲基甲胺的亚硝酸脱氨基中形成的醇混合物的组成。这些结果和相应醇在强酸性介质中异构化条件下的行为可以通过假设形成三种不等价的、不对称的、非经典的阳离子中间体来解释，类似于先前为其他小环衍生物的碳正离子反应提出的那些。 .
• Development and SAR of functionally selective allosteric modulators of GABAA receptors
  作者：Cristobal Alhambra、Chris Becker、Timothy Blake、Amy (Hui-Fang) Chang、James R. Damewood、Thalia Daniels、Bruce T. Dembofsky、David A. Gurley、James E. Hall、Keith J. Herzog、Carey L. Horchler、Cyrus J. Ohnmacht、Richard Jon Schmiesing、Adam Dudley、Maria D. Ribadeneira、Katherine S. Knappenberger、Carla Maciag、Mark M. Stein、Maninder Chopra、Xiaodong F. Liu、Edward P. Christian、Jeffrey L. Arriza、Marc J. Chapdelaine

  DOI：10.1016/j.bmc.2011.03.035

  日期：2011.5

  Positive modulators at the benzodiazepine site of alpha 2- and alpha 3-containing GABA(A) receptors are believed to be anxiolytic. Through oocyte voltage clamp studies, we have discovered two series of compounds that are positive modulators at alpha 2-/alpha 3-containing GABA(A) receptors and that show no functional activity at alpha 1-containing GABAA receptors. We report studies to improve this functional selectivity and ultimately deliver clinical candidates. The functional SAR of cinnolines and quinolines that are positive allosteric modulators of the alpha 2- and alpha 3-containing GABA(A) receptors, while simultaneously neutral antagonists at alpha 1-containing GABAA receptors, is described. Such functionally selective modulators of GABA(A) receptors are expected to be useful in the treatment of anxiety and other psychiatric illnesses. (C) 2011 Elsevier Ltd. All rights reserved.
• Synthesis and Reactions of 3-Methylcyclobutene
  作者：Emanuel Gil-Av、Joseph Shabtai

  DOI：10.1021/jo01025a001

  日期：1964.2