911194-05-3

Basic information

• Product Name: 4-(chloromethyl)cyclohexanamine
• Synonyms: 4-(Chloromethyl)cyclohexanamine; cyclohexanamine, 4-(chloromethyl)-
• CAS NO: 911194-05-3
• Molecular Formula: C₇H₁₅Cl₂N
• Molecular Weight: 184.1067
• Mol File: 911194-05-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4-(chloromethyl)cyclohexanamine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(chloromethyl)cyclohexanamine(911194-05-3)
• EPA Substance Registry System: 4-(chloromethyl)cyclohexanamine(911194-05-3)

Safety Data

• Hazardous Substances Data: 911194-05-3(Hazardous Substances Data)

Upstream product

• 89854-95-5 ((1r,4r)-4-aminocyclohexyl)methanol hydrochloride 

Relevant articles and documents

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

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 3 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 4 of the 8 examples, somewhat more active than the corresponding axial equatorial (cis 4) isomers. In this series, 4 of the 5 2-fluoroethyl analogues prepared were clearly inferior to the corresponding 2 chloroethyl analogues.