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Substance Name: Prilocaine [USAN:USP:INN:BAN]
RN: 721-50-6
UNII: 046O35D44R
InChIKey: MVFGUOIZUNYYSO-UHFFFAOYSA-N

Note

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

Molecular Formula

  • C13-H20-N2-O

Molecular Weight

  • 220.314
 

Classification Codes

  • Anesthetic (Local)
  • Anesthetics
  • Anesthetics, Local
  • Central Nervous System Agents
  • Central Nervous System Depressants
  • Drug / Therapeutic Agent
  • Peripheral Nervous System Agents
  • Sensory System Agents

Names and Synonyms

Name of Substance

  • Prilocaine
  • Prilocaine [USAN:USP:INN:BAN]

MeSH Heading

  • Prilocaine

Synonyms

  • 2-(Propylamino)-o-propionotoluidide
  • 2-Methyl-alpha-propylaminopropionanilide
  • alpha-n-Propylamino-2-methylpropionanilide
  • Astra 1515
  • BRN 2108498
  • Citanest
  • EINECS 211-957-0
  • HSDB 3386
  • N-(2-Methylphenyl)-2-(propylamino)propanamide
  • NSC 40027
  • o-Methyl-2-propylaminopropionanilide
  • o-Methyl-alpha-propylaminopropionanilide
  • o-Propionotoluidide, 2-propylamino-
  • Prilocaina
  • Prilocaina [INN-Spanish]
  • Prilocaine
  • Prilocainum
  • Prilocainum [INN-Latin]
  • Propanamide, N-(2-methylphenyl)-2-(propylamino)-
  • Propitocaine
  • UNII-046O35D44R

Systematic Names

  • o-Propionotoluidide, 2-(propylamino)-
  • Prilocaine
  • Propanamide, N-(2-methylphenyl)-2-(propylamino)- (9CI)

Mixture Names

  • EMLA cream
  • Oraqix

Registry Numbers

CAS Registry Number

  • 721-50-6

FDA UNII

  • 046O35D44R

System Generated Number

  • 0000721506

Structure Descriptors

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

Smiles

CCCNC(C)C(=O)Nc1ccccc1C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 231mg/kg (231mg/kg)   Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 61, Pg. 455, 1965.
mouse LD50 intravenous 59900ug/kg (59.9mg/kg)   Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 61, Pg. 455, 1965.
mouse LD50 subcutaneous 519mg/kg (519mg/kg) SKIN AND APPENDAGES (SKIN): HAIR: OTHER

BEHAVIORAL: EXCITEMENT

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 61, Pg. 455, 1965.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 37-38 deg C   EXP
log P (octanol-water) 2.11 (none)   EXP
Water Solubility 541 mg/L 25 EST
Vapor Pressure 2.05E-06 mm Hg 25 EST
Henry's Law Constant 7.18E-11 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.04E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.