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Substance Name: Prilocaine hydrochloride [USAN:USP]
RN: 1786-81-8
UNII: MJW015BAPH
InChIKey: BJPJNTKRKALCPP-UHFFFAOYSA-N

Note

  • A local anesthetic that is similar pharmacologically to LIDOCAINE. Currently, it is used most often for infiltration anesthesia in dentistry. (From AMA Drug Evaluations Annual, 1992, p165)

Molecular Formula

  • C13-H20-N2-O.Cl-H

Molecular Weight

  • 256.7749
 

Classification Codes

  • Anesthetic (Local)
  • Drug / Therapeutic Agent
  • Human Data
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Names and Synonyms

Name of Substance

  • Prilocaine hydrochloride [USAN:USP]

Synonyms

  • 2-(Propylamino)-o-propionotoluidide hydrochloride
  • 2-(Propylamino)-o-propionotoluidide monohydrochloride
  • alpha-Propylamine-2-methyl-propionanilide hydrochloride
  • Astra 1512
  • Citanest
  • Citanest hydrochloride
  • Citanest Plain
  • EINECS 217-244-0
  • L-67
  • NSC 758432
  • Prilocaine chloride
  • Prilocaine HCl
  • Prilocaine hydrochloride
  • Propanamide, N-(2-methylphenyl)-2-(propylamino)-, monohydrochloride
  • Propitocaine hydrochloride
  • UNII-MJW015BAPH
  • Xylonest

Systematic Names

  • o-Propionotoluidide, 2-(propylamino)-, monohydrochloride
  • Prilocaine hydrochloride
  • Propanamide, N-(2-methylphenyl)-2-(propylamino)-, monohydrochloride

Mixture Name

  • Citanest forte

Registry Numbers

CAS Registry Number

  • 1786-81-8

FDA UNII

  • MJW015BAPH

System Generated Number

  • 0001786818

Molecular Formulas

Molecular Formula

  • C13-H20-N2-O.Cl-H

Molecular Formula Fragments

  • C13-H20-N2-O
  • Cl-H
  • COMPONENT

Structure Descriptors

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

InChIKey

BJPJNTKRKALCPP-UHFFFAOYSA-N

Smiles

Cl.CCCNC(C)C(=O)Nc1ccccc1C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man LDLo parenteral 12343ug/kg/1H (12.343mg/kg) BLOOD: HEMORRHAGE Journal of Analytical Toxicology. Vol. 10, Pg. 75, 1986.
mouse LD50 intraperitoneal 30mg/kg (30mg/kg)   "Handbook of Analytical Toxicology," Sunshine, I., ed., Cleveland, OH, Chemical Rubber Co., 1969Vol. -, Pg. 99, 1969.
mouse LD50 intravenous 55mg/kg (55mg/kg)   Drugs in Japan Vol. 6, Pg. 692, 1982.
mouse LD50 subcutaneous 632mg/kg (632mg/kg)   Drugs in Japan Vol. 6, Pg. 692, 1982.
rabbit LD50 intratracheal 65mg/kg (65mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
Journal of Pharmacology and Experimental Therapeutics. Vol. 132, Pg. 87, 1961.
rabbit LD50 intravenous 18mg/kg (18mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Journal of Pharmacology and Experimental Therapeutics. Vol. 132, Pg. 87, 1961.
rat LD50 intraperitoneal 148mg/kg (148mg/kg)   Drugs in Japan Vol. 6, Pg. 692, 1982.
rat LD50 intravenous 56600ug/kg (56.6mg/kg)   Drugs in Japan Vol. 6, Pg. 692, 1982.
rat LD50 subcutaneous 790mg/kg (790mg/kg)   Drugs in Japan Vol. 6, Pg. 692, 1982.