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Substance Name: Piperocaine [INN:BAN]
RN: 136-82-3
UNII: F66XUI6GZL
InChIKey: YQKAVWCGQQXBGW-UHFFFAOYSA-N

Molecular Formula

  • C16-H23-N-O2

Molecular Weight

  • 261.3627
 
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Names and Synonyms

Name of Substance

  • Piperocaine
  • Piperocaine [INN:BAN]

Synonyms

  • 5-20-04-00079 (Beilstein Handbook Reference)
  • BRN 0012274
  • EINECS 205-262-1
  • Isocaine base
  • Metycaine
  • Neothesin
  • Piperocaina
  • Piperocaina [DCIT]
  • Piperocaine
  • Piperocainio
  • Piperocainio [INN-Spanish]
  • Piperocainum
  • Piperocainum [INN-Latin]
  • UNII-F66XUI6GZL

Systematic Names

  • 1-Piperidinepropanol, 2-methyl-, benzoate (ester)
  • Piperocaine

Registry Numbers

CAS Registry Number

  • 136-82-3

FDA UNII

  • F66XUI6GZL

Other Registry Number

  • 32248-37-6

System Generated Number

  • 0000136823

Structure Descriptors

InChI

1S/C16H23NO2/c1-14-8-5-6-11-17(14)12-7-13-19-16(18)15-9-3-2-4-10-15/h2-4,9-10,14H,5-8,11-13H2,1H3

InChIKey

YQKAVWCGQQXBGW-UHFFFAOYSA-N

Smiles

CC1CCCCN1CCCOC(=O)c2ccccc2

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
frog LDLo intraspinal 50mg/kg (50mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 45, Pg. 291, 1932.
guinea pig LDLo subcutaneous 268mg/kg (268mg/kg) PERIPHERAL NERVE AND SENSATION: LOCAL ANESTHETIC Anesthesiology. Vol. 1, Pg. 305, 1940.
mouse LD50 intraperitoneal 600mg/kg (600mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Acta Poloniae Pharmaceutica. For English translation, see APPFAR. Vol. 13, Pg. 27, 1956.
mouse LDLo intravenous 26400ug/kg (26.4mg/kg)   Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 39, Pg. 4, 1950.
mouse LDLo subcutaneous 590mg/kg (590mg/kg)   Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 39, Pg. 4, 1950.
rabbit LD50 intravenous 18mg/kg (18mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 106, Pg. 37, 1952.
rabbit LDLo intraspinal 9500ug/kg (9.5mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 54, Pg. 137, 1935.
rat LDLo intravenous 17500ug/kg (17.5mg/kg)   Physiological Reviews. Vol. 12, Pg. 190, 1932.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 3.800 (none)   EST
Atmospheric OH Rate Constant 1.18E-10 cm3/molecule-sec 25 EST

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