Chemistry:Phenpromethamine

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Short description: Sympathomimetic nasal decongestant (Phenethylamine group)
Phenpromethamine
Phenpromethamine.png
Clinical data
Trade namesVonedrine
Other namesN,β-Dimethylphenethylamine; N,β-Dimethylbenzeneethanamine; Phenylpropylmethylamine
ATC code
  • none
Legal status
Legal status
  • DE: Anlage I (Authorized scientific use only)
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC10H15N
Molar mass149.237 g·mol−1
3D model (JSmol)
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Phenpromethamine (former brand name Vonedrine), also known as N,β-dimethylphenethylamine, is a sympathomimetic nasal decongestant of the phenethylamine group.[1][2][3][4] It was previously marketed as a nasal inhaler from 1943 through 1960 but is no longer available.[4][3][5] The medication is a stimulant and is banned by the World Anti-Doping Agency.[6][3] It has been detected in dietary supplements starting in the 2010s.[5][4]

See also

References

  1. "The Condensation of Unsaturated Amines with Aromatic Compounds. The Preparation of β-Substituted Phenethylamines". Journal of the American Chemical Society 65 (4): 674–677. 1943. doi:10.1021/ja01244a049. ISSN 0002-7863. 
  2. The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. 14 November 2014. pp. 971–. ISBN 978-1-4757-2085-3. https://books.google.com/books?id=0vXTBwAAQBAJ&pg=PA971. 
  3. 3.0 3.1 3.2 "Pharmacology of stimulants prohibited by the World Anti-Doping Agency (WADA)". British Journal of Pharmacology 154 (3): 606–22. June 2008. doi:10.1038/bjp.2008.124. PMID 18500382. 
  4. 4.0 4.1 4.2 "Nine prohibited stimulants found in sports and weight loss supplements: deterenol, phenpromethamine (Vonedrine), oxilofrine, octodrine, beta-methylphenylethylamine (BMPEA), 1,3-dimethylamylamine (1,3-DMAA), 1,4-dimethylamylamine (1,4-DMAA), 1,3-dimethylbutylamine (1,3-DMBA) and higenamine". Clinical Toxicology 59 (11): 975–981. March 2021. doi:10.1080/15563650.2021.1894333. PMID 33755516. 
  5. 5.0 5.1 "A novel method to distinguish β-methylphenylethylamines from isomeric α-methylphenylethylamines by liquid chromatography coupled to electrospray ionization mass spectrometry". Forensic Toxicology 38 (2): 465–474. 2019. doi:10.1007/s11419-019-00511-z. ISSN 1860-8965. 
  6. "The 2006 WADA Prohibited List: Summary of Revisions". 2006 Canadian Centre for Ethics in Sport Advisory Notice. http://www.cces.ca/pdfs/CCES-ADV-2006ListUpdate-E.pdf.