Mephentermine

Mephentermine
Clinical data
Trade namesWyamine, Fentermin, Mephentine[1][2][3]
Other namesMephenterdrine; Mephetedrine; N-Methylphentermine; N,α,α-Trimethylphenethylamine; N,α,Dimethylampetamine; α-Methylmethamphetamine; Mephenteramine
Routes of
administration		Intravenous, intramuscular, oral, inhalation[4][5]
ATC code
Legal status
Legal status
Identifiers
IUPAC name
  • N,2-dimethyl-1-phenylpropan-2-amine
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.002.638
Chemical and physical data
FormulaC11H17N
Molar mass163.264 g·mol−1
3D model (JSmol)
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 Y
  • Key:RXQCGGRTAILOIN-UHFFFAOYSA-N Y
 NY (what is this?)  (verify)

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.[6][5][4][7][8] It is used by injection into a vein or muscle, by inhalation, and by mouth.[4][5]

Side effects of mephentermine include dry mouth, sedation, reflex bradycardia, arrhythmias, and hypertension.[4] Mephentermine induces the release of norepinephrine and dopamine and is described as an indirectly acting sympathomimetic and psychostimulant.[4] Its sympathomimetic effects are mediated by indirect activation of α- and β-adrenergic receptors.[5] Chemically, it is a substituted phenethylamine and amphetamine and is closely related to phentermine and methamphetamine.[4][9][1]

Mephentermine was first described and introduced for medical use by 1952.[10] It was discontinued in the United States between 2000 and 2004.[2][7] The medication appears to remain available only in India.[4][7][8] Misuse of mephentermine for recreational and performance-enhancing purposes has been increasingly encountered in modern times, especially in India.[11][4]

  1. ^ a b Cite error: The named reference Elks2014 was invoked but never defined (see the help page).
  2. ^ a b Cite error: The named reference IndexNominum2000 was invoked but never defined (see the help page).
  3. ^ Cite error: The named reference MortonHall2012 was invoked but never defined (see the help page).
  4. ^ a b c d e f g h Cite error: The named reference MalikBhardwajRay2023 was invoked but never defined (see the help page).
  5. ^ a b c d Cite error: The named reference OliveiraSousaLima2011 was invoked but never defined (see the help page).
  6. ^ Docherty JR (June 2008). "Pharmacology of stimulants prohibited by the World Anti-Doping Agency (WADA)". Br J Pharmacol. 154 (3): 606–622. doi:10.1038/bjp.2008.124. PMC 2439527. PMID 18500382.
  7. ^ a b c Cite error: The named reference IndexNominum2004 was invoked but never defined (see the help page).
  8. ^ a b Cite error: The named reference Drugs.com was invoked but never defined (see the help page).
  9. ^ Cite error: The named reference PubChem was invoked but never defined (see the help page).
  10. ^ Cite error: The named reference BrofmanHellersteinCaskey1952 was invoked but never defined (see the help page).
  11. ^ Cite error: The named reference SinghGuptaSarkar2017 was invoked but never defined (see the help page).
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