Prilocaine

A local anesthetic that is similar pharmacologically to lidocaine. Currently, it is used most often for infiltration anesthesia in dentistry.

General

Type : Local anesthetic, Drug, Not AlphaBeta Hydrolase target

Chemical_Nomenclature : N-(2-methylphenyl)-2-(propylamino)propanamide

Canonical SMILES : CCCNC(C)C(=O)NC1=CC=CC=C1C

InChI : InChI=1S\/C13H20N2O\/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)

InChIKey : MVFGUOIZUNYYSO-UHFFFAOYSA-N

Other name(s) : prilocaine base  ||  Prilocaina  ||  Prilocainum  ||  N-(2-Methylphenyl)-2-(propylamino)propanamide  ||  Propanamide, N-(2-methylphenyl)-2-(propylamino)-  ||  Astra 1515  ||  Prilocaine hydrochloride  ||  \; Prilocaine HCl  ||  \; Citanest hydrochloride  ||  \; Citanest plain\; ...  ||  L-(+)-Prilocaine HCl  ||  L-(+)-Prilocaine hydrochloride  ||  NIOSH\/TX1480020  ||  TX14800200  ||  o-Propionotoluidide, 2-(propylamino)-, hydrochloride, L-(+)-  ||  D-(-)-Prilocaine HCl  ||  D-(-)-Prilocaine hydrochloride  ||  NIOSH\/TX1480010  ||  TX14800100  ||  o-Propionotoluidide, 2-(propylamino)-, hydrochloride, D-(-)-  ||  Prilocaine-d7 (hydrochloride)  ||  HY-B0137AS  ||  CS-0375178  ||  Prilocaine-d7 Hydrochloride


MW : 220.31

Formula : C13H20N2O

CAS_number : 721-50-6,    1786-81-8

PubChem : 4906,    92163,    73415854,    73415855,    163322489,    139025396

UniChem : MVFGUOIZUNYYSO-UHFFFAOYSA-N

Target

Structures : No structure

Families : Carb_B_Chordata

References (7)

Title : Difference in substrate specificity of carboxylesterase and arylacetamide deacetylase between dogs and humans - Yoshida_2018_Eur.J.Pharm.Sci_111_167
Author(s) : Yoshida T , Fukami T , Kurokawa T , Gotoh S , Oda A , Nakajima M
Ref : Eur J Pharm Sci , 111 :167 , 2018
Abstract :
PubMedSearch : Yoshida_2018_Eur.J.Pharm.Sci_111_167
PubMedID: 28966098
Gene_locus related to this paper: canfa-CESDD1 , canfa-f1p6w8 , canlf-e2r2h2

Title : Metabolic Hydrolysis of Aromatic Amides in Selected Rat, Minipig, and Human In Vitro Systems - Bradshaw_2018_Sci.Rep_8_2405
Author(s) : Bradshaw PR , Wilson ID , Gill RU , Butler PJ , Dilworth C , Athersuch TJ
Ref : Sci Rep , 8 :2405 , 2018
Abstract :
PubMedSearch : Bradshaw_2018_Sci.Rep_8_2405
PubMedID: 29402925

Title : Prilocaine- and lidocaine-induced methemoglobinemia is caused by human carboxylesterase-, CYP2E1-, and CYP3A4-mediated metabolic activation - Higuchi_2013_Drug.Metab.Dispos_41_1220
Author(s) : Higuchi R , Fukami T , Nakajima M , Yokoi T
Ref : Drug Metabolism & Disposition: The Biological Fate of Chemicals , 41 :1220 , 2013
Abstract :
PubMedSearch : Higuchi_2013_Drug.Metab.Dispos_41_1220
PubMedID: 23530020

Title : A structure-based approach to nicotinic receptor pharmacology - Ryan_1999_Mol.Pharmacol_55_348
Author(s) : Ryan SE , Baenziger JE
Ref : Molecular Pharmacology , 55 :348 , 1999
Abstract :
PubMedSearch : Ryan_1999_Mol.Pharmacol_55_348
PubMedID: 9927628

Title : Adverse effects and drug interactions associated with local and regional anaesthesia - Naguib_1998_Drug.Saf_18_221
Author(s) : Naguib M , Magboul MM , Samarkandi AH , Attia M
Ref : Drug Safety , 18 :221 , 1998
Abstract :
PubMedSearch : Naguib_1998_Drug.Saf_18_221
PubMedID: 9565736

Title : Low-dose mivacurium supplementation of prilocaine i.v. regional anaesthesia - Torrance_1997_Br.J.Anaesth_78_222
Author(s) : Torrance JM , Lewer BM , Galletly DC
Ref : British Journal of Anaesthesia , 78 :222 , 1997
Abstract :
PubMedSearch : Torrance_1997_Br.J.Anaesth_78_222
PubMedID: 9068344

Title : Clinical pharmacokinetics of local anaesthetics - Tucker_1979_Clin.Pharmacokinet_4_241
Author(s) : Tucker GT , Mather LE
Ref : Clinical Pharmacokinetics , 4 :241 , 1979
Abstract :
PubMedSearch : Tucker_1979_Clin.Pharmacokinet_4_241
PubMedID: 385208