Structure via PubChem · Public domain (PubChem)
phenpromethamine
Sign in to savePhenpromethamine (former brand name Vonedrine), also known as '''N,β-dimethylphenethylamine (MPPA, BMMPEA, β-Me-NMPEA, β,N-MePEA'''), is a sympathomimetic nasal decongestant of the phenethylamine group. It was previously marketed as a nasal inhaler from 1943 through 1960 but is no longer available. The medication is a stimulant and is banned by the World Anti-Doping Agency. It has been detected in dietary supplements starting in the 2010s.
Chemical data
- Formula
- C10H15N
- Molecular weight
- 149.23 g/mol
- IUPAC name
- N-methyl-2-phenylpropan-1-amine
- SMILES
- CC(CNC)C1=CC=CC=C1
- InChIKey
- AUFSOOYCQYDGES-UHFFFAOYSA-N
- XLogP
- 2.1
- Polar surface area
- 12 Ų
- H-bond donors
- 1
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 149.12
Show 2 more facts
- canonical SMILES
- CC(CNC)C1=CC=CC=C1
- chemical formula
- C₁₀H₁₅N
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
3 sectionsContents
- See also
- References
- External links
Phenpromethamine (former brand name Vonedrine), also known as '''N,β-dimethylphenethylamine (MPPA, BMMPEA, β-Me-NMPEA, β,N-MePEA'), is a sympathomimetic nasal decongestant of the phenethylamine group. It was previously marketed as a nasal inhaler from 1943 through 1960 but is no longer available. The medication is a stimulant and is banned by the World Anti-Doping Agency. It has been detected in dietary supplements starting in the 2010s.
The drug is a monoamine releasing agent (MRA) similarly to β-phenethylamine, amphetamine, and other phenethylamines. It is the N-methyl derivative of β-methylphenethylamine (BMPEA) and the β-methyl derivative of N-methylphenethylamine (NMPEA). Phenpromethamine is known to act as a norepinephrine–dopamine releasing agent (NDRA), with values of 154nM for norepinephrine and 574nM for dopamine in rat brain synaptosomes, whereas serotonin was not reported.
Excerpted from Wikipedia’s “phenpromethamine” article, available under the CC BY-SA 4.0 licence.