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CHEBI:8104 - phenylpropanolamine

ChEBI IDCHEBI:8104
ChEBI Namephenylpropanolamine
Stars
DefinitionAn 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.
Last Modified4 December 2019
DownloadsMolfile
FormulaC9H13NO
Net Charge0
Average Mass151.209
Monoisotopic Mass151.09971
SMILESC[C@@H](N)[C@H](O)c1ccccc1
InChIInChI=1S/C9H13NO/c1-7(10)9(11)8-5-3-2-4-6-8/h2-7,9,11H,10H2,1H3/t7-,9+/m1/s1
InChIKeyDLNKOYKMWOXYQA-APPZFPTMSA-N
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
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.
Applications:
nasal decongestant  A drug used to relieve nasal congestion in the upper respiratory tract.
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.
central nervous system stimulant  Any drug that enhances the activity of the central nervous system.
ChEBI Ontology
Outgoing Relation(s)
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,2R)-2-amino-1-phenylpropan-1-ol
INNs  Source
phenylpropanolamineChemIDplus
fenilpropanolaminaWHO MedNet
phénylpropanolamineWHO MedNet
phenylpropanolaminumWHO MedNet
Synonyms  Source
norephedrineChemIDplus
β-hydroxyamphetamineDrugBank
PPADrugBank
Manual XrefsDatabases
D08368KEGG DRUG
2149DrugCentral
Registry NumbersSources
Reaxys:3196918Reaxys
CAS:14838-15-4KEGG DRUG
CAS:14838-15-4ChemIDplus
Citations