4-Chloromethyl-cyclohexylamine | 60601-20-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-Chloromethyl-cyclohexylamine
• CAS: 60601-20-9
• 化学式: C₇H₁₄ClN
• 分子量: 147.648
• InChiKey: BOEZVZODLAPPCC-LJGSYFOKSA-N

物化性质

• 沸点：
  211.4±13.0 °C(Predicted)
• 密度：
  1.008±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

反应信息

• 作为产物：
  描述：

  ((trans)-4-aminocyclohexyl)methanol hydrochloride 在 五氯化磷 作用下， 生成 4-Chloromethyl-cyclohexylamine
  参考文献：
  名称：

  Synthesis of analogs of N-(2-chloroethyl)-N'-(trans-4-methylcyclohexyl)-N-nitrosourea for evaluation as anticancer agents

  摘要：

  The superior activity of N-(2-chloroethyl)-N'-(trans-4-methylcyclohexyl)-N-nitrosourea (MeCCNU) against advanced murine Lewis lung carcinoma in comparisons with the cis form and other nitrosoureas prompted the synthesis of a number of MeCCNU analogues, including several cis-trans pairs. The methyl group was replaced by a variety of substituents (CO2H, CH2CO2H, CO2Me, CH2OAc, CH2Cl, OMe); the trans-3-methylcyclohexyl, cis-2-methyl-1,3-dithian-5-yl, cis- and trans-2-methyl-1,3-dithian-5-yl-tetraoxide, and 1-methylhexyl (open-chain) analogues were also prepared. Preliminary tests against murine leukemia L1210 revealed therapeutic indices (ED50/LD10) ranging from 0.26 to 0.79; all but three analogues effected 50% cure rates at nontoxic doses, the open-chain analogue being one of the least active. In terms of therapeutic index, diequatorial (trans-4) isomers were, with one exception, as active as or, in four of the eight examples, somewhat more active than the corresponding axial-equatorial (cis-4) isomers. In this series, four of the five 2-fluoroethyl analogues prepared were clearly inferior to the corresponding 2-chloroethyl analogues.

  DOI：

  10.1021/jm00212a019