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Substance Name: Chloroprocaine hydrochloride [USP]
RN: 3858-89-7
UNII: LT7Z1YW11H
InChIKey: SZKQYDBPUCZLRX-UHFFFAOYSA-N

Classification Codes

  • Anesthetic (Local)
  • Drug / Therapeutic Agent
  • Human Data

Molecular Formula

  • C13-H19-Cl-N2-O2.Cl-H

Molecular Weight

  • 307.219
 
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Names and Synonyms

Name of Substance

  • Chloroprocaine hydrochloride [USP]

Synonyms

  • 2-(Diethylamino)ethyl 4-amino-2-chlorobenzoate hydrochloride
  • 2-(Diethylamino)ethyl 4-amino-2-chlorobenzoate monohydrochloride
  • 2-Chloroprocaine hydrochloride
  • 4-Amino-2-chlorobenzoic acid 2-(diethylamino)ethyl ester hydrochloride
  • Chloroprocaine HCl
  • Chloroprocaine hydrochloride
  • EINECS 223-371-2
  • Nesacaine
  • Nesacaine-MPF
  • Nesecaine-CE
  • UNII-LT7Z1YW11H

Systematic Names

  • 2-Diethylaminoethyl 4-amino-2-chlorobenzoate hydrochloride
  • Benzoic acid, 4-amino-2-chloro-, 2-(diethylamino)ethyl ester, hydrochloride
  • Benzoic acid, 4-amino-2-chloro-, 2-(diethylamino)ethyl ester, monohydrochloride

Registry Numbers

CAS Registry Number

  • 3858-89-7

FDA UNII

  • LT7Z1YW11H

Related Registry Number

  • 133-16-4 (Parent)

System Generated Number

  • 0003858897

Molecular Formulas

Molecular Formula

  • C13-H19-Cl-N2-O2.Cl-H

Molecular Formula Fragments

  • C13-H19-Cl-N2-O2
  • Cl-H
  • COMPONENT

Structure Descriptors

InChI

InChI=1S/C13H19ClN2O2.ClH/c1-3-16(4-2)7-8-18-13(17)11-6-5-10(15)9-12(11)14;/h5-6,9H,3-4,7-8,15H2,1-2H3;1H

InChIKey

SZKQYDBPUCZLRX-UHFFFAOYSA-N

Smiles

[Cl-].CC[NH+](CC)CCOC(=O)c1ccc(N)cc1Cl

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LDLo intravenous 65mg/kg (65mg/kg)   Journal of Medicinal and Pharmaceutical Chemistry. Vol. 3, Pg. 525, 1961.
mouse LD50 intraperitoneal 266mg/kg (266mg/kg) PERIPHERAL NERVE AND SENSATION: LOCAL ANESTHETIC

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Toxicology and Applied Pharmacology. Vol. 54, Pg. 501, 1980.
mouse LD50 subcutaneous 700mg/kg (700mg/kg)   Yakugaku Zasshi. Journal of Pharmacy. Vol. 75, Pg. 215, 1955.
women TDLo intraspinal 9677ug/kg (9.677mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION

BEHAVIORAL: COMA
Anesthesia and Analgesia Vol. 66, Pg. 677, 1987.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 177 deg C   EXP
log P (octanol-water) -0.200 (none)   EST
Water Solubility 4.54E+04 mg/L 20 EXP
Atmospheric OH Rate Constant 9.63E-11 cm3/molecule-sec 25 EST

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