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CHEBI:7862 - oxymetazoline

Default Structure
ChEBI IDCHEBI:7862
ChEBI Nameoxymetazoline
Stars
DefinitionA member of the class of phenols that is 2,4-dimethylphenol which is substituted at positions 3 and 6 by 4,5-dihydro-1H-imidazol-2-ylmethyl and tert-butyl groups, respectively. A direct-acting sympathomimetic with marked α-adrenergic activity, it is a vasoconstrictor that is used (generally as the hydrochloride salt) to relieve nasal congestion.
Last Modified22 February 2017
DownloadsMolfile
FormulaC16H24N2O
Net Charge0
Average Mass260.381
Monoisotopic Mass260.18886
SMILESCc1cc(C(C)(C)C)c(O)c(C)c1CC1=NCCN1
InChIInChI=1S/C16H24N2O/c1-10-8-13(16(3,4)5)15(19)11(2)12(10)9-14-17-6-7-18-14/h8,19H,6-7,9H2,1-5H3,(H,17,18)
InChIKeyWYWIFABBXFUGLM-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Roles:
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.
alpha-adrenergic agonist  An agent that selectively binds to and activates α-adrenergic receptors.
Applications:
vasoconstrictor agent  Drug used to cause constriction of the blood vessels.
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.
alpha-adrenergic agonist  An agent that selectively binds to and activates α-adrenergic receptors.
nasal decongestant  A drug used to relieve nasal congestion in the upper respiratory tract.
ChEBI Ontology
Outgoing Relation(s)
oxymetazoline (CHEBI:7862) has role nasal decongestant (CHEBI:77715)
oxymetazoline (CHEBI:7862) has role sympathomimetic agent (CHEBI:35524)
oxymetazoline (CHEBI:7862) has role vasoconstrictor agent (CHEBI:50514)
oxymetazoline (CHEBI:7862) has role α-adrenergic agonist (CHEBI:35569)
oxymetazoline (CHEBI:7862) is a carboxamidine (CHEBI:35359)
oxymetazoline (CHEBI:7862) is a imidazolines (CHEBI:53095)
oxymetazoline (CHEBI:7862) is a phenols (CHEBI:33853)
oxymetazoline (CHEBI:7862) is conjugate base of oxymetazoline(1+) (CHEBI:77716)
Incoming Relation(s)
oxymetazoline(1+) (CHEBI:77716) is conjugate acid of oxymetazoline (CHEBI:7862)
IUPAC Name 
6-tert-butyl-3-(4,5-dihydro-1H-imidazol-2-ylmethyl)-2,4-dimethylphenol
INNs  Source
oxymetazolinaWHO MedNet
oxymetazolineWHO MedNet
oxymétazolineWHO MedNet
oxymetazolinumWHO MedNet
Synonyms  Source
2-(4-tert-butyl-2,6-dimethyl-3-hydroxybenzyl)-2-imidazolineNIST Chemistry WebBook
3-[(4,5-dihydro-1H-imidazol-2-yl)methyl]-6-(1,1-dimethylethyl)-2,4-dimethylphenolNIST Chemistry WebBook
6-tert-butyl-3-(2-imidazolin-2-ylmethyl)-2,4-dimethylphenolNIST Chemistry WebBook
6-t-butyl-3-(2-imidazolin-2-ylmethyl)-2,4-dimethylphenolNIST Chemistry WebBook
Manual XrefsDatabases
2032DrugCentral
C07363KEGG COMPOUND
D08322KEGG DRUG
DB00935DrugBank
DE1117588Patent
HMDB0015070HMDB
LSM-2353LINCS
OxymetazolineWikipedia
Registry NumbersSources
Reaxys:886303Reaxys
CAS:1491-59-4KEGG COMPOUND
CAS:1491-59-4NIST Chemistry WebBook
Citations