CHEBI:8104 - phenylpropanolamine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name phenylpropanolamine
ChEBI ID CHEBI:8104
Definition An amphetamine in which the parent 1-phenylpropan-2-amine skeleton is substituted at position 1 with an hydroxy group. A decongestant and appetite suppressant, it is commonly used in prescription and over-the-counter cough and cold preparations.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C9H13NO
Net Charge 0
Average Mass 151.206
Monoisotopic Mass 151.09971
InChI InChI=1S/C9H13NO/c1-7(10)9(11)8-5-3-2-4-6-8/h2-7,9,11H,10H2,1H3/t7-,9+/m1/s1
InChIKey DLNKOYKMWOXYQA-APPZFPTMSA-N
SMILES C1=CC=CC(=C1)[C@H]([C@H](N)C)O
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): sympathomimetic agent
A drug that mimics the effects of stimulating postganglionic adrenergic sympathetic nerves. Included in this class are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters.
Application(s): sympathomimetic agent
A drug that mimics the effects of stimulating postganglionic adrenergic sympathetic nerves. Included in this class are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters.
nasal decongestant
A drug used to relieve nasal congestion in the upper respiratory tract.
central nervous system stimulant
Any drug that enhances the activity of the central nervous system.
(via amphetamines )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing phenylpropanolamine (CHEBI:8104) has role nasal decongestant (CHEBI:77715)
phenylpropanolamine (CHEBI:8104) has role sympathomimetic agent (CHEBI:35524)
phenylpropanolamine (CHEBI:8104) is a amphetamines (CHEBI:35338)
IUPAC Name
(1R,2S)-2-amino-1-phenylpropan-1-ol
INNs Sources
fenilpropanolamina WHO MedNet
phénylpropanolamine WHO MedNet
phenylpropanolamine ChemIDplus
phenylpropanolaminum WHO MedNet
Synonyms Sources
β-hydroxyamphetamine DrugBank
norephedrine ChemIDplus
PPA DrugBank
Manual Xrefs Databases
2149 DrugCentral
D08368 KEGG DRUG
View more database links
Registry Numbers Types Sources
14838-15-4 CAS Registry Number ChemIDplus
14838-15-4 CAS Registry Number KEGG DRUG
Citation Waiting for Citations Type Source
29438107 PubMed citation Europe PMC
Last Modified
14 June 2018