Mephentermine

Mephentermine
Clinical data
Trade names	Wyamine, Fentermin, Mephentine
Other names	Mephenterdrine; Mephetedrine; N-Methylphentermine; N,α,α-Trimethylphenethylamine; N,α,Dimethylampetamine; α-Methylmethamphetamine; Mephenteramine
Routes of; administration	Intravenous, intramuscular, oral, inhalation
ATC code	C01CA11 (WHO) ;
Legal status
Legal status	US: Schedule I;
Identifiers
	IUPAC name N,2-dimethyl-1-phenylpropan-2-amine;
CAS Number	100-92-5 ;
PubChem CID	3677;
IUPHAR/BPS	7222;
DrugBank	DB01365 ;
ChemSpider	3549 ;
UNII	TEZ91L71V4;
KEGG	D08180 ;
ChEBI	CHEBI:6755;
ChEMBL	ChEMBL1201234 ;
CompTox Dashboard (EPA)	DTXSID4023256 ;
ECHA InfoCard	100.002.638
Chemical and physical data
Formula	C11H17N
Molar mass	163.264 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES N(C(Cc1ccccc1)(C)C)C;
	InChI InChI=1S/C11H17N/c1-11(2,12-3)9-10-7-5-4-6-8-10/h4-8,12H,9H2,1-3H3 ; Key:RXQCGGRTAILOIN-UHFFFAOYSA-N ;
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Mephentermine, sold under the brand name Wyamine among others, is a sympathomimetic medication which was previously used in the treatment of low blood pressure but is mostly no longer marketed. It is used by injection into a vein or muscle, by inhalation, and by mouth.

Side effects of mephentermine include dry mouth, sedation, reflex bradycardia, arrhythmias, and hypertension. Mephentermine induces the release of norepinephrine and dopamine and is described as an indirectly acting sympathomimetic and psychostimulant. Its sympathomimetic effects are mediated by indirect activation of α- and β-adrenergic receptors. Chemically, it is a substituted phenethylamine and amphetamine and is closely related to phentermine and methamphetamine.

Mephentermine was first described and introduced for medical use by 1952. It was discontinued in the United States between 2000 and 2004. The medication appears to remain available only in India. Misuse of mephentermine for recreational and performance-enhancing purposes has been increasingly encountered in modern times, especially in India.