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Phenylpropanolamine information


Phenylpropanolamine
RS-Norephedrin
Ball-and-stick model of the phenylpropanolamine molecule
Clinical data
Trade namesMany[1][2]
AHFS/Drugs.comMultum Consumer Information
Pregnancy
category
  • AU: B2
Routes of
administration
By mouth
ATC code
  • R01BA01 (WHO) QG04BX91 (WHO)
Legal status
Legal status
  • AU: S4 (Prescription only)
  • BR: Class F3 (Prohibited drug precursors)[3]
  • CA: Schedule VI
  • US: Rx-Only
Pharmacokinetic data
MetabolismHepatic (CYP2D6)
Elimination half-life2.1–3.4 hours
Identifiers
IUPAC name
  • (1R,2S)-2-amino-1-phenylpropan-1-ol
CAS Number
  • 14838-15-4 checkY
PubChem CID
  • 10297
DrugBank
  • DB00397 checkY
ChemSpider
  • 9875 checkY
UNII
  • 33RU150WUN
KEGG
  • D08368 checkY
ChEMBL
  • ChEMBL136560 checkY
CompTox Dashboard (EPA)
  • DTXSID4023466 Edit this at Wikidata
ECHA InfoCard100.035.349 Edit this at Wikidata
Chemical and physical data
FormulaC9H13NO
Molar mass151.209 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • O[C@H](c1ccccc1)[C@@H](N)C
InChI
  • InChI=1S/C9H13NO/c1-7(10)9(11)8-5-3-2-4-6-8/h2-7,9,11H,10H2,1H3/t7-,9-/m0/s1 checkY
  • Key:DLNKOYKMWOXYQA-CBAPKCEASA-N checkY
  (verify)

Phenylpropanolamine (PPA) is a sympathomimetic agent which is used as a decongestant and appetite suppressant.[4][1][5] It was commonly used in prescription and over-the-counter cough and cold preparations. In veterinary medicine, it is used to control urinary incontinence in dogs.[6][7]

  1. ^ a b Index Nominum 2000: International Drug Directory. Taylor & Francis. 2000. pp. 828–. ISBN 978-3-88763-075-1.
  2. ^ "Phenylpropanolamine Uses, Side Effects & Warnings".
  3. ^ Anvisa (24 July 2023). "RDC Nº 804 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 804 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 25 July 2023). Archived from the original on 27 August 2023. Retrieved 27 August 2023.
  4. ^ Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 70–71. ISBN 978-1-4757-2085-3.
  5. ^ Morton IK, Hall JM (6 December 2012). Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer Science & Business Media. pp. 219–. ISBN 978-94-011-4439-1.
  6. ^ Gupta RC (23 April 2012). Veterinary Toxicology: Basic and Clinical Principles. Academic Press. pp. 458–. ISBN 978-0-12-385927-3.
  7. ^ Riviere JE, Papich MG (17 March 2009). Veterinary Pharmacology and Therapeutics. John Wiley & Sons. pp. 1309–. ISBN 978-0-8138-2061-3.

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