4-Dimethylamino-4-(p-tolyl)cyclohexanone

4-Dimethylamino-4-(p-tolyl)cyclohexanone

Clinical data
ATC code	None
Identifiers
IUPAC name 4-(Dimethylamino)-4-(4-methylphenyl)cyclohexan-1-one
CAS Number	65619-06-9 Y
PubChem CID	12595643
ChemSpider	15036994
ChEMBL	ChEMBL341983
CompTox Dashboard (EPA)	DTXSID30503812
Chemical and physical data
Formula	C15H21NO
Molar mass	231.339 g·mol−1
3D model (JSmol)	Interactive image
SMILES CC1=CC=C(C=C1)C2(CCC(=O)CC2)N(C)C
InChI InChI=1S/C15H21NO/c1-12-4-6-13(7-5-12)15(16(2)3)10-8-14(17)9-11-15/h4-7H,8-11H2,1-3H3 Key:VCEODKLEIJWHMI-UHFFFAOYSA-N

4-Dimethylamino-4-(p-tolyl)cyclohexanone (sometimes known as dimetamine) is a narcotic analgesic with an arylcyclohexylamine chemical structure. It was developed by Daniel Lednicer at Upjohn in the 1970s. It has around the same analgesic potency as morphine, with analogues where the p-methyl group is replaced by chlorine or bromine being slightly weaker. However derivatives where the ketone group has been reacted with a Grignard reagent to add a phenethyl substitution are several hundred times stronger, and in this series it is the bromo compound BDPC that is the most potent.

Legal Status

4-Dimethylamino-4-(p-tolyl)cyclohexanone is specifically listed as an illegal drug in Latvia. It is also covered by drug analogue laws in various jurisdictions as a generic arylcyclohexylamine derivative.

See also

• 3-HO-PCP
• 4-Keto-PCP
• Tramadol