67197-96-0

Basic information

• Product Name: trans-2-(3,4-Dichlorophenyl)-N-methyl-N-(2-pyrrolidinocyclohexyl)acetamide hydrochloride
• Synonyms: U-50488 hydrochloride
• CAS NO: 67197-96-0
• Molecular Formula: C₁₉H₂₆Cl₂N₂O*ClH
• Molecular Weight: 405.79884
• Mol File: 67197-96-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: trans-2-(3,4-Dichlorophenyl)-N-methyl-N-(2-pyrrolidinocyclohexyl)acetamide hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: trans-2-(3,4-Dichlorophenyl)-N-methyl-N-(2-pyrrolidinocyclohexyl)acetamide hydrochloride(67197-96-0)
• EPA Substance Registry System: trans-2-(3,4-Dichlorophenyl)-N-methyl-N-(2-pyrrolidinocyclohexyl)acetamide hydrochloride(67197-96-0)

Safety Data

• Hazardous Substances Data: 67197-96-0(Hazardous Substances Data)

Upstream product

• 67198-34-9 trans-(+/-)-N-methyl-2-(pyrrolidin-1-yl)cyclohexanamine 
• 67198-13-4 trans-3,4-dichloro-N-methyl-N-[2-(1-pyrrolidynyl)-cyclohexyl]benzeneacetamide 
• 130993-58-7 Methanesulfonic acid (1R,2R)-2-pyrrolidin-1-yl-cyclohexyl ester 
• 286-20-4 cyclohexane-1,2-epoxide 
• 69420-67-3 (+/-)-trans-[2-(pyrrolidinyl)]cyclohexanol 

Relevant articles and documents

Optimisation of the Anti-Trypanosoma brucei Activity of the Opioid Agonist U50488

Screening of the Sigma-Aldrich Library of Pharmacologically Active Compounds (LOPAC) against cultured Trypanosoma brucei, the causative agent of African sleeping sickness, resulted in the identification of a number of compounds with selective antiproliferative activity over mammalian cells. These included (+)-(1R,2R)-U50488, a weak opioid agonist with an EC50 value of 59nM as determined in our T.brucei invitro assay reported previously. This paper describes the modification of key structural elements of U50488 to investigate structure-activity relationships (SAR) and to optimise the antiproliferative activity and pharmacokinetic properties of this compound.