4-Dimethylamino-4-(''p''-tolyl)cyclohexanone (sometimes known as dimetamine) is a
narcotic
The term narcotic (, from ancient Greek ναρκῶ ''narkō'', "to make numb") originally referred medically to any psychoactive compound with numbing or paralyzing properties. In the United States, it has since become associated with opiates ...
analgesic
An analgesic drug, also called simply an analgesic (American English), analgaesic (British English), pain reliever, or painkiller, is any member of the group of drugs used to achieve relief from pain (that is, analgesia or pain management). It ...
with an
arylcyclohexylamine
Arylcyclohexylamines, also known as arylcyclohexamines or arylcyclohexanamines, are a chemical class of pharmaceutical, designer, and experimental drugs.
History
Phencyclidine (PCP) is believed to be the first arylcyclohexylamine with recogniz ...
chemical structure
A chemical structure determination includes a chemist's specifying the molecular geometry and, when feasible and necessary, the electronic structure of the target molecule or other solid. Molecular geometry refers to the spatial arrangement of at ...
. It was developed by Daniel Lednicer at Upjohn in the 1970s. It has around the same analgesic potency as
morphine
Morphine is a strong opiate that is found naturally in opium, a dark brown resin in poppies (''Papaver somniferum''). It is mainly used as a analgesic, pain medication, and is also commonly used recreational drug, recreationally, or to make ...
, with analogues where the ''p''-
methyl
In organic chemistry, a methyl group is an alkyl derived from methane, containing one carbon atom bonded to three hydrogen atoms, having chemical formula . In formulas, the group is often abbreviated as Me. This hydrocarbon group occurs in many ...
group is replaced by
chlorine
Chlorine is a chemical element with the Symbol (chemistry), symbol Cl and atomic number 17. The second-lightest of the halogens, it appears between fluorine and bromine in the periodic table and its properties are mostly intermediate betwee ...
or
bromine
Bromine is a chemical element with the symbol Br and atomic number 35. It is the third-lightest element in group 17 of the periodic table (halogens) and is a volatile red-brown liquid at room temperature that evaporates readily to form a simila ...
being slightly weaker. However derivatives where the ketone group has been reacted with a
Grignard reagent
A Grignard reagent or Grignard compound is a chemical compound with the general formula , where X is a halogen and R is an organic group, normally an alkyl or aryl. Two typical examples are methylmagnesium chloride and phenylmagnesium bromide ...
to add a phenethyl substitution are several hundred times stronger, and in this series it is the bromo compound
BDPC
BDPC (systematic name 4-(4-bromophenyl)-4-(dimethylamino)-1-(2-phenylethyl)cyclohexanol; also known as bromadol) is a potent narcotic analgesic with a distinctive arylcyclohexylamine chemical structure. It was developed by Daniel Lednicer at Upj ...
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
4-Keto-PCP is a recreational designer drug from the arylcyclohexylamine family, with dissociative effects. It has potency in between that of ketamine and phencyclidine but with somewhat more sedating effects in animal studies.
See also
* 3-HO ...
*
Tramadol
Tramadol, sold under the brand name Ultram among others, is an opioid pain medication used to treat moderate to moderately severe pain. When taken by mouth in an immediate-release formulation, the onset of pain relief usually begins within an h ...
References
{{DEFAULTSORT:Dimethylamino-4-(p-tolyl)cyclohexanone, 4-
Arylcyclohexylamines
Dimethylamino compounds
Mu-opioid receptor agonists
Synthetic opioids