(+/-)-trans-cyclobutane-1,2-diamine

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (+/-)-trans-cyclobutane-1,2-diamine
• 英文别名: 1,2-trans-cyclobutanediamine；1,2-trans-cyclobutyldiamine；(+/-)-trans-cyclobutane-1,2-diyldiamine；(+/-)-trans-Cyclobutan-1,2-diyldiamin；(+/-)-trans-1.2-Diamino-cyclobutan；(1R,2R)-cyclobutane-1,2-diamine
• 化学式: C₄H₁₀N₂
• 分子量: 86.1368
• InChiKey: VHCQWQAYVBRQQC-QWWZWVQMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 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：
  52
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (+/-)-trans-cyclobutane-1,2-diamine 生成 (+/-)-trans-1.2-bis-benzenesulfonylamino-cyclobutane
  参考文献：
  名称：

  Cyclobutane Derivatives. I.¹ The Degradation of cis- and trans-1,2-Cyclobutane-dicarboxylic Acids to the Corresponding Diamines

  摘要：

  DOI：

  10.1021/ja01263a048
• 作为产物：
  描述：

  benzyl N-[(1R,2R)-2-(benzhydrylamino)cyclobutyl]carbamate 在 palladium dihydroxide 氢气 作用下， 以 甲醇 为溶剂， 反应 48.0h， 生成 (+/-)-trans-cyclobutane-1,2-diamine
  参考文献：
  名称：

  反式-1,2-二氨基环丁烷的原始合成

  摘要：

  描述了反式-1,2-二氨基环丁烷1的新合成，其中的主要特征是新颖的立体选择性硼烷诱导的环丙烷-亚胺2的还原性环扩环反应，得到环丁烷4。后者的中间体也用于制备吗氯贝胺的转熔刚性类似物。

  DOI：

  10.1016/0040-4020(95)01091-2

文献信息

• PLATINUM COMPOUND HAVING AMINO OR ALKYLAMINO-CONTAINING SUCCINIC ACID DERIVATIVES AS LEAVING GROUP, PREPARTION METHOD THEREOF, AND USE THEREOF
  申请人：BEIJING FSWELCOME TECHNOLOGY DEVELOPMENT CO., LTD.

  公开号：US20140349985A1

  公开（公告）日：2014-11-27

  Disclosed are a category of platinum compounds having amino- or alkylamino-containing succinato derivatives as leaving group, or pharmaceutically acceptable salts thereof, preparation method thereof, and medicinal compositions containing the compounds. Also disclosed is a use of the compounds in treating cell proliferative diseases, especially cancers. The platinum compounds of the present invention have high water solubility and small toxic side effect.

  本发明揭示了一类铂化合物，其具有氨基或烷基氨基含有琥珀酸酯衍生物作为脱离基团，或其药用可接受的盐，以及其制备方法，以及含有这些化合物的药物组合物。本发明还揭示了这些化合物在治疗细胞增殖性疾病，特别是癌症方面的用途。本发明的铂化合物具有高水溶性和小毒副作用。
• Influence of the metal and chiral diamine on metal(II)salen catalysed, asymmetric synthesis of α-methyl α-amino acids
  作者：Yuri N Belokon、Jose Fuentes、Michael North、Jonathan W Steed

  DOI：10.1016/j.tet.2004.02.025

  日期：2004.3

  The influence of the metal ion and chiral diamine used to form a metal(salen) complex on the catalytic activity of the complex in the asymmetric benzylation of an alanine enolate was investigated. Only metal ions which could form square-planar complexes gave catalytically active complexes, and best results were obtained with metal ions from the first row of transition metals, particularly copper(II)

  研究了金属离子和手性二胺形成金属（salen）配合物对丙氨酸烯醇酯不对称苄基化反应中配合物催化活性的影响。只有能形成方形平面络合物的金属离子才具有催化活性的络合物，并且使用第一排过渡金属（尤其是铜（II）和钴（II））中的金属离子可获得最佳结果。发现衍生自无环手性1,2-二胺的Salen配体产生不良的催化剂，这种作用似乎与二胺中的取代基采用其抗构象的能力有关。彼此。衍生自多种5和6元环状1,2-二胺的配合物确实形成了活性催化剂，但对映选择性始终远低于母体环己烷-1，2-二胺衍生的配合物。
• Conformationally Restricted Analogues of ¹<i>N</i>,¹²<i>N</i>-Bisethylspermine:  Synthesis and Growth Inhibitory Effects on Human Tumor Cell Lines
  作者：Venodhar K. Reddy、Aldonia Valasinas、Aparajita Sarkar、Hirak S. Basu、Laurence J. Marton、Benjamin Frydman

  DOI：10.1021/jm980172v

  日期：1998.11.1

  Eight analogues of N-1,N-12-bisethylspermine (BES) with restricted conformations were synthesized in the search for new spermine mimetics with cytotoxic activities. By replacing the central butane segment of BES with a 1,2-disubstituted cyclopropane ring, a pair of cis/trans-isomers was obtained that introduced a spatial constraint in the otherwise freely mobile butane chain. An analogous pair of isomers was obtained when the butane segment was replaced with a 1,2-disubstituted cyclobutane ring or with a 2-butene residue. The six new BES analogues thus obtained.(three pairs of cis/trans-isomers) were growth inhibitory at low-micromolar concentrations against four human tumor cell lines (A549, HT-29, U251MG, and DU145) but were less growth inhibitory against two other human tumor cell lines (PC-3 and MCF7). N-1,N-12-Bisethylspermyne, where the central butane segment of BES was replaced by the rigid 2-butyne segment, was devoid of growth inhibitory activity against five of the six human cell lines studied (DU145 being the only exception), a clear indication of the importance of conformational mobility at the N-4,N-9-butane segment of BES for its biological activity. When the butane segment was replaced by a benzene-1,2-dimethyl residue, the resulting BES analogue was devoid of growth inhibitory activity despite its cisoid conformation. The cytotoxicity of the analogues does not seem to be directly related to their uptake by the cells or to their effects on cellular polyamine levels. BES analogues with restricted conformations but which contained the equivalent of a two-carbon unit, rather than the natural four-carbon unit, at the central segment, such as 1,2-diaminocyclopropyl or 1,2-diaminocyclobutyl derivatives, were devoid of growth inhibitory effects at the concentrations studied. The development of conformationally restricted polyamine analogues appears to show promise in the further quest for polyamine-related therapeutic agents with specificity of action.
• Cyclobutane Derivatives. II. The Thermal Decomposition of trans-1,2-Cyclobutane- bis-(trimethylammonium) Hydroxide
  作者：Edwin R. Buchman、Maurice J. Schlatter、Alf O. Reims

  DOI：10.1021/ja01263a049

  日期：1942.11
• The synthesis and use in asymmetric epoxidation of metal salen complexes derived from enantiopure trans-cyclopentane- and cyclobutane-1,2-diamine
  作者：Adrian M. Daly、Declan G. Gilheany

  DOI：10.1016/s0957-4166(02)00757-7

  日期：2003.1

  A complete synthesis of enantiopure trans-cyclopentane-1,2-diamine and trans-cyclobutane-1,2-diamine is described. These diamines have been used as components of novel chiral salen ligands whose chromium and manganese complexes were then evaluated as oxygen transfer agents in the asymmetric epoxidation of alkenes. (C) 2003 Elsevier Science Ltd. All rights reserved.