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Substance Name: Pralidoxime mesylate [USAN]
RN: 154-97-2
UNII: 45CO7XIN2K
InChIKey: WWZYJJGFUIAWNW-UHFFFAOYSA-N

Classification Codes

  • Cholinesterase Reactivator
  • Drug / Therapeutic Agent
  • Human Data

Molecular Formulas

  • C7-H9-N2-O.C-H3-O3-S
  • C8-H12-N2-O4-S

Molecular Weight

  • 232.259
 
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Names and Synonyms

Name of Substance

  • Pralidoxime mesylate
  • Pralidoxime mesylate [USAN]

Synonyms

  • 1-Methylpyridinium-2-aldoxime methanesulfonate
  • 2-Formyl-1-methylpyridinium methanesulfonate oxime
  • 2-Formyl-N-methylpyridinium oxime methanesulfonate
  • 2-Hydroxyiminomethyl-N-methylpyridinium methanesulfonate
  • 2-Hydroxyiminomethyl-N-methylpyridinium methanesulphonate
  • 2-Pam methanesulfonate
  • Contrathion
  • EINECS 205-839-8
  • N-Methylpyridinium methane sulfonate 2-aldoxime
  • N-Methylpyridinium-2-aldoxime methanesulphonate
  • P2S
  • Pralidoxime mesylate
  • Pralidoxime methanesulfonate
  • Pralidoxime methosulfate
  • Protopam methanesulfonate
  • Pyridine-2-aldoxime methyl methane sulfonate
  • Pyridinium, 2-((hydroxyimino)methyl)-1-methyl-, methanesulfonate
  • Pyridinium, 2-aldoxime, N-methyl methanesulphonate
  • UNII-45CO7XIN2K

Systematic Names

  • Pralidoxime mesilate
  • Pyridinium, 2-((hydroxyimino)methyl)-1-methyl-, methanesulfonate
  • Pyridinium, 2-((hydroxyimino)methyl)-1-methyl-, methanesulfonate (salt) (9CI)
  • Pyridinium, 2-formyl-1-methyl-, methanesulfonate oxime

Registry Numbers

CAS Registry Number

  • 154-97-2

FDA UNII

  • 45CO7XIN2K

Related Registry Number

  • 6735-59-7 (Parent)

System Generated Number

  • 0000154972

Molecular Formulas

Molecular Formulas

  • C7-H9-N2-O.C-H3-O3-S
  • C8-H12-N2-O4-S

Molecular Formula Fragments

  • C-H3-O3-S
  • C7-H9-N2-O
  • COMPONENT

Structure Descriptors

InChI

1S/C7H8N2O.CH4O3S/c1-9-5-3-2-4-7(9)6-8-10;1-5(2,3)4/h2-6H,1H3;1H3,(H,2,3,4)

InChIKey

WWZYJJGFUIAWNW-UHFFFAOYSA-N

Smiles

S(C)(=O)([O-])=O.c1[n+](c(ccc1)\C=N\O)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
human TDLo intravenous 45mg/kg (45mg/kg) VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION Archives of Environmental Health. Vol. 15, Pg. 599, 1967.
human TDLo oral 52500mg/kg/4W (52500mg/kg) GASTROINTESTINAL: OTHER CHANGES Archives of Environmental Health. Vol. 15, Pg. 599, 1967.
monkey LD50 intramuscular 356mg/kg (356mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: TREMOR
British Journal of Pharmacology and Chemotherapy. Vol. 13, Pg. 202, 1958.
mouse LD50 intraperitoneal 132mg/kg (132mg/kg)   Biochemical Pharmacology. Vol. 7, Pg. 232, 1961.
mouse LD50 intravenous 118mg/kg (118mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 132, Pg. 50, 1961.
mouse LD50 oral 3700mg/kg (3700mg/kg)   Canadian Journal of Biochemistry and Physiology. Vol. 39, Pg. 351, 1961.
mouse LD50 subcutaneous 165mg/kg (165mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
British Journal of Pharmacology and Chemotherapy. Vol. 13, Pg. 202, 1958.
rabbit LD50 intramuscular 258mg/kg (258mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: CYANOSIS
Toxicology and Applied Pharmacology. Vol. 33, Pg. 559, 1975.
rabbit LD50 intravenous 118mg/kg (118mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: CYANOSIS

BEHAVIORAL: MUSCLE WEAKNESS
Toxicology and Applied Pharmacology. Vol. 33, Pg. 559, 1975.
rat LD50 intraperitoneal 262mg/kg (262mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: TREMOR
British Journal of Pharmacology and Chemotherapy. Vol. 13, Pg. 202, 1958.
rat LD50 intravenous 109mg/kg (109mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: TREMOR
British Journal of Pharmacology and Chemotherapy. Vol. 13, Pg. 202, 1958.
rat LD50 oral 7gm/kg (7000mg/kg)   Canadian Journal of Biochemistry and Physiology. Vol. 39, Pg. 351, 1961.
rat LD50 subcutaneous 332mg/kg (332mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: TREMOR
British Journal of Pharmacology and Chemotherapy. Vol. 13, Pg. 202, 1958.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 236.5 deg C   EXP
log P (octanol-water) -3.24E+00 (none)   EXP
Water Solubility 1.00E+06 mg/L 25 EST
Vapor Pressure 3.33E-08 mm Hg 25 EST
Henry's Law Constant 9.17E-18 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.30E-11 cm3/molecule-sec 25 EST

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