cubylamine

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: cubylamine
• 英文别名: Cuban-1-amine
• 化学式: C₈H₉N
• mdl: MFCD19213129
• 分子量: 119.166
• InChiKey: USXYBDQWZXOAGQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  5.0
• 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：

  cubylamine 生成 cubyl azide
  参考文献：
  名称：

  EATON, PHILIP E.;FISHER, ALLISON M.;HORMANN, ROBERT E., SYNLETT.,(1990) N2, C. 737-738

  摘要：

  DOI：
• 作为产物：
  描述：

  2-甲基-2-丙基五环[4.2.0.02,5.03,8.04,7]辛-1-基氨基甲酸酯 在 盐酸 、 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 生成 cubylamine
  参考文献：
  名称：

  Preparation and testing of homocubyl amines as therapeutic NMDA receptor antagonists

  摘要：

  Computational modeling demonstrates that the van-der-Waals surfaces of homocubyl amines are similar to that of the neuroprotector Memantine (R). Utilizing readily available precursors we report the preparation of a series of homological cubylamines, namely pentacyclo[6.3.0.0(2,6).0(3,10).0(5,9)]undecyl-4-amine (trishomocubyl-4-amine, 2), pentacyclo[5.3.0.0(2,5). 0(3,9).0(4,8)]decyl-10-amine (bishomocubyl-10-amine, 3), pentacyclo[4.3.0.0(2,5).0(3,8).0(4,7)]nonyl-9-amine (homocubyl-9-amine, 4), and pentacyclo[4.2.0.0(2,5).0(3,8).0(4,7)]octyl-1-amine (cubylamine, 5). The hydrochlorides of amines 2-5 show pronounced affinity for the (+) MK-801 channel binding site, and it seems likely that these compounds would act as very fast voltage-dependent NMDA receptor antagonists.

  DOI：

  10.1007/s00044-012-0029-7

文献信息

• [EN] DESACETOXYTUBULYSIN H AND ANALOGS THEREOF<br/>[FR] DÉSACÉTOXYTUBULYSINE H ET SES ANALOGUES
  申请人：UNIV RICE WILLIAM M

  公开号：WO2016138288A1

  公开（公告）日：2016-09-01

  In one aspect, the present disclosure provides tubulysin analogs of the formula (I) wherein R1, R2, R3, R4, X1, X2, X3, and A1 are as defined herein. In another aspect, the present disclosure also provides methods of preparing the compounds disclosed herein. In another aspect, the present disclosure also provides pharmaceutical compositions and methods of use of the compounds disclosed herein.

  在一个方面，本公开提供了公式（I）的tubulysin类似物，其中R1、R2、R3、R4、X1、X2、X3和A1如本文所定义。在另一个方面，本公开还提供了制备本公开化合物的方法。在另一个方面，本公开还提供了药物组合物和使用本公开化合物的方法。
• Desacetoxytubulysin H and analogs thereof
  申请人：WILLIAM MARSH RICE UNIVERSITY

  公开号：US10808007B2

  公开（公告）日：2020-10-20

  In one aspect, the present disclosure provides tubulysin analogs of the formula (I) wherein R1, R2, R3, R4, X1, X2, X3, and A1 are as defined herein. In another aspect, the present disclosure also provides methods of preparing the compounds disclosed herein. In another aspect, the present disclosure also provides pharmaceutical compositions and methods of use of the compounds disclosed herein.

  在一个方面，本公开提供了式 (I) 的 Tubulysin 类似物，其中 R1、R2、R3、R4、X1、X2、X3 和 A1 如本文所定义。另一方面，本公开还提供了制备本文公开的化合物的方法。在另一方面，本公开还提供了本文公开的化合物的药物组合物和使用方法。
• EATON, PHILIP E.;FISHER, ALLISON M.;HORMANN, ROBERT E., SYNLETT.,(1990) N2, C. 737-738
  作者：EATON, PHILIP E.、FISHER, ALLISON M.、HORMANN, ROBERT E.

  DOI：——

  日期：——
• DESACETOXYTUBULYSIN H AND ANALOGS THEREOF
  申请人：William Marsh Rice University

  公开号：EP3261443A1

  公开（公告）日：2018-01-03
• Preparation and testing of homocubyl amines as therapeutic NMDA receptor antagonists
  作者：Anna S. Sklyarova、Vladimir N. Rodionov、Christopher G. Parsons、Günter Quack、Peter R. Schreiner、Andrey A. Fokin

  DOI：10.1007/s00044-012-0029-7

  日期：2013.1

  Computational modeling demonstrates that the van-der-Waals surfaces of homocubyl amines are similar to that of the neuroprotector Memantine (R). Utilizing readily available precursors we report the preparation of a series of homological cubylamines, namely pentacyclo[6.3.0.0(2,6).0(3,10).0(5,9)]undecyl-4-amine (trishomocubyl-4-amine, 2), pentacyclo[5.3.0.0(2,5). 0(3,9).0(4,8)]decyl-10-amine (bishomocubyl-10-amine, 3), pentacyclo[4.3.0.0(2,5).0(3,8).0(4,7)]nonyl-9-amine (homocubyl-9-amine, 4), and pentacyclo[4.2.0.0(2,5).0(3,8).0(4,7)]octyl-1-amine (cubylamine, 5). The hydrochlorides of amines 2-5 show pronounced affinity for the (+) MK-801 channel binding site, and it seems likely that these compounds would act as very fast voltage-dependent NMDA receptor antagonists.