CHEBI:32053 - prilocaine hydrochloride

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ChEBI Name prilocaine hydrochloride
Definition The monohydrochloride salt of prilocaine.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C13H21ClN2O
Net Charge 0
Average Mass 256.77200
Monoisotopic Mass 256.13424
InChI InChI=1S/C13H20N2O.ClH/c1-4-9-14-11(3)13(16)15-12-8-6-5-7-10(12)2;/h5-8,11,14H,4,9H2,1-3H3,(H,15,16);1H
SMILES [Cl-].CCC[NH2+]C(C)C(=O)Nc1ccccc1C
Roles Classification
Application(s): local anaesthetic
Any member of a group of drugs that reversibly inhibit the propagation of signals along nerves. Wide variations in potency, stability, toxicity, water-solubility and duration of action determine the route used for administration, e.g. topical, intravenous, epidural or spinal block.
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ChEBI Ontology
Outgoing prilocaine hydrochloride (CHEBI:32053) has part prilocaine (CHEBI:8404)
prilocaine hydrochloride (CHEBI:32053) has role local anaesthetic (CHEBI:36333)
prilocaine hydrochloride (CHEBI:32053) is a hydrochloride (CHEBI:36807)
N-(2-methylphenyl)-N2-propylalaninamide hydrochloride
N-{1-[(2-methylphenyl)amino]-1-oxopropan-2-yl}propan-1-aminium chloride
Synonyms Sources
2-(propylamino)-o-propionotoluidide hydrochloride ChemIDplus
2-(propylamino)-o-propionotoluidide monohydrochloride ChemIDplus
α-propylamine-2-methyl-propionanilide hydrochloride ChemIDplus
prilocaine HCl ChemIDplus
propitocaine hydrochloride KEGG DRUG
propitocaine hydrochloride ChemIDplus
Brand Names Sources
Citanest KEGG DRUG
Xylonest ChEBI
Manual Xrefs Databases
US2009036539 Patent
View more database links
Registry Numbers Types Sources
1786-81-8 CAS Registry Number ChemIDplus
1786-81-8 CAS Registry Number KEGG DRUG
6541935 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
17583875 PubMed citation Europe PMC
18331309 PubMed citation Europe PMC
20031290 PubMed citation Europe PMC
20835569 PubMed citation Europe PMC
21369439 PubMed citation Europe PMC
21668284 PubMed citation Europe PMC
5219010 PubMed citation Europe PMC
5726750 PubMed citation Europe PMC
Last Modified
25 July 2011
General Comment
2010-12-09 Prilocaine has similar anaesthetic potency to lidocaine, but is less toxic, has a slower onset of action but a slightly longer duration of activity and less vasodilatory activity. Prilocaine hydrochloride is used particularly for infiltration anaesthesia in dentistry.