65619-06-9

Basic information

• Product Name: 4-(p-tolyl)-4-diMethylaMinocyclohexanone
• Synonyms: 4-(p-tolyl)-4-diMethylaMinocyclohexanone;4-(DiMethylaMino)-4-(p-tolyl)cyclohexanone
• CAS NO: 65619-06-9
• Molecular Formula: C₁₅H₂₁NO
• Molecular Weight: 231.33334
• Mol File: 65619-06-9.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-(p-tolyl)-4-diMethylaMinocyclohexanone(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(p-tolyl)-4-diMethylaMinocyclohexanone(65619-06-9)
• EPA Substance Registry System: 4-(p-tolyl)-4-diMethylaMinocyclohexanone(65619-06-9)

Safety Data

• Hazardous Substances Data: 65619-06-9(Hazardous Substances Data)

Upstream product

• 65619-05-8 4-dimethylamino-4-(p-tolyl)cyclohexanone, ethylene ketal hydrochloride 

Downstream Products

• 70894-79-0 4-Dimethylamino-1-ethynyl-4-p-tolyl-cyclohexanol 
• 70894-80-3 4-Dimethylamino-1-ethynyl-4-p-tolyl-cyclohexanol 
• 99289-45-9 1-Allyl-4-dimethylamino-4-p-tolyl-cyclohexanol 
• 99289-46-0 1-Allyl-4-dimethylamino-4-p-tolyl-cyclohexanol 
• 99289-41-5 4-Dimethylamino-1-methyl-4-p-tolyl-cyclohexanol 
• 99289-40-4 4-Dimethylamino-1-methyl-4-p-tolyl-cyclohexanol 

Relevant articles and documents

4-Amino-4-arylcyclohexanones and Their Derivatives, a Novel Class of Analgesics. 1. Modification of the Aryl Ring

Investigation of central nervous system activity of phenylcyclohexylamines was continued by preparation of "reversed" analogues.Following the unexpected finding of analgesic activity with 1-(dimethylamino)-1-phenylcyclohexylamine, the SAR of the series was investigated.Synthesis starts by double Michael reaction of acrylate on arylacetonitriles.Following cyclization, decarboxylation, ketalization, and saponification, the geminally substituted acid is rearranged to the isocyanate by means of (C6H5O)2PON3.Isocyanates were then converted to the title compounds.Analgesic activity is very sensitive to the nature and position of the substituent on the aromatic ring.The most potent compounds in this series (p-CH3, p-Br) showed 50percent the potency of morphine.Deletion of the ring oxygen abolishes activity.