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Substance Name: Mepivacaine hydrochloride [USP:JAN]
RN: 1722-62-9
UNII: 4VFX2L7EM5
InChIKey: RETIMRUQNCDCQB-UHFFFAOYSA-N

Note

  • A local anesthetic that is chemically related to BUPIVACAINE but pharmacologically related to LIDOCAINE. It is indicated for infiltration, nerve block, and epidural anesthesia. Mepivacaine is effective topically only in large doses and therefore should not be used by this route. (From AMA Drug Evaluations, 1994, p168)

Molecular Formula

  • C15-H22-N2-O.Cl-H

Molecular Weight

  • 282.8127
 

Classification Codes

  • Anesthetic (Local)
  • Drug / Therapeutic Agent
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Mepivacaine hydrochloride [USP:JAN]

Synonyms

  • (+-)-1-Methyl-2',6'-pipecoloxylidide monohydrochloride
  • (1-Methyl-DL-piperidine-2-carboxylic acid)-2,6-dimethylanilide hydrochloride
  • 1-Methyl-2',6'-pipecoloxylidide hydrochloride
  • 1-Methyl-2',6'-pipecoloxylidide monohydrochloride
  • 2-Piperidinecarboxamide, N-(2,6-dimethylphenyl)-1-methyl-, monohydrochloride, (+-)-
  • Arestocaine hydrochloride
  • Carbocain
  • Carbocaina
  • Carbocaine
  • Carbocaine hydrochloride
  • Carbocaine monohydrochloride
  • Chlorocain
  • EINECS 217-023-9
  • Isocaine
  • Isocaine hydrochloride
  • Meaverin
  • Mepivacaine chlorhydrate
  • Mepivacaine HCl
  • Mepivacaine hydrochloride
  • Mepivastesin
  • Optocain
  • Polocaine
  • Polocaine-MPF
  • Sabol
  • Scandicain
  • Scandicaine
  • Scandinibsa
  • Scandonest
  • Scandonest Plain
  • UNII-4VFX2L7EM5

Systematic Names

  • 2',6'-Pipecoloxylidide, 1-methyl -, monohydrochloride
  • 2-Piperidinecarboxamide, N-(2,6-dimethylphenyl)-1-methyl-, hydrochloride (1:1)
  • 2-Piperidinecarboxamide, N-(2,6-dimethylphenyl)-1-methyl-, monohydrochloride

Registry Numbers

CAS Registry Number

  • 1722-62-9

FDA UNII

  • 4VFX2L7EM5

Other Registry Numbers

  • 16452-56-5
  • 38423-99-3

Related Registry Number

  • 96-88-8 (Parent)

System Generated Number

  • 0001722629

Molecular Formulas

Molecular Formula

  • C15-H22-N2-O.Cl-H

Molecular Formula Fragments

  • C15-H22-N2-O
  • Cl-H
  • COMPONENT

Structure Descriptors

InChI

1S/C15H22N2O.ClH/c1-11-7-6-8-12(2)14(11)16-15(18)13-9-4-5-10-17(13)3;/h6-8,13H,4-5,9-10H2,1-3H3,(H,16,18);1H

InChIKey

RETIMRUQNCDCQB-UHFFFAOYSA-N

Smiles

Cc1cccc(c1NC(=O)C2CCCCN2C)C.Cl

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 intravenous 20mg/kg (20mg/kg)   Toxicology and Applied Pharmacology. Vol. 2, Pg. 295, 1960.
guinea pig LD50 subcutaneous 94mg/kg (94mg/kg)   Toxicology and Applied Pharmacology. Vol. 2, Pg. 295, 1960.
mouse LD50 implant 260mg/kg (260mg/kg)   "Handbook of Analytical Toxicology," Sunshine, I., ed., Cleveland, OH, Chemical Rubber Co., 1969Vol. -, Pg. 69, 1969.
mouse LD50 intraperitoneal 117mg/kg (117mg/kg)   Journal of Pharmacy and Pharmacology. Vol. 40, Pg. 592, 1988.
mouse LD50 intravenous 32mg/kg (32mg/kg)   Toxicology and Applied Pharmacology. Vol. 2, Pg. 295, 1960.
mouse LD50 subcutaneous 260mg/kg (260mg/kg)   Toxicology and Applied Pharmacology. Vol. 2, Pg. 295, 1960.
rabbit LD50 implant 110mg/kg (110mg/kg)   "Handbook of Analytical Toxicology," Sunshine, I., ed., Cleveland, OH, Chemical Rubber Co., 1969Vol. -, Pg. 69, 1969.
rabbit LD50 intravenous 22mg/kg (22mg/kg)   "Handbook of Analytical Toxicology," Sunshine, I., ed., Cleveland, OH, Chemical Rubber Co., 1969Vol. -, Pg. 69, 1969.
rabbit LD50 subcutaneous 110mg/kg (110mg/kg)   Toxicology and Applied Pharmacology. Vol. 2, Pg. 295, 1960.