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Substance Name: N-Methyl-4-phenylpyridinium iodide
RN: 36913-39-0
UNII: N708D004VE
InChIKey: RFDFRDXIIKROAI-UHFFFAOYSA-M

Note

  • An active neurotoxic metabolite of 1-METHYL-4-PHENYL-1,2,3,6-TETRAHYDROPYRIDINE. The compound reduces dopamine levels, inhibits the biosynthesis of catecholamines, depletes cardiac norepinephrine and inactivates tyrosine hydroxylase. These and other toxic effects lead to cessation of oxidative phosphorylation, ATP depletion, and cell death. The compound, which is related to PARAQUAT, has also been used as an herbicide.

Molecular Formula

  • C12-H12-N.I

Molecular Weight

  • 297.1338
 
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Names and Synonyms

Name of Substance

  • N-Methyl-4-phenylpyridinium iodide

Synonyms

  • 1-Methyl-4-phenylpyridinium iodide
  • N-Methyl-4-phenylpyridinium iodide
  • UNII-N708D004VE

Systematic Name

  • Pyridinium, 1-methyl-4-phenyl-, iodide

Registry Numbers

CAS Registry Number

  • 36913-39-0

FDA UNII

  • N708D004VE

System Generated Number

  • 0036913390

Molecular Formulas

Molecular Formula

  • C12-H12-N.I

Molecular Formula Fragments

  • C12-H12-N
  • COMPONENT
  • I

Structure Descriptors

InChI

1S/C12H12N.HI/c1-13-9-7-12(8-10-13)11-5-3-2-4-6-11;/h2-10H,1H3;1H/q+1;/p-1

InChIKey

RFDFRDXIIKROAI-UHFFFAOYSA-M

Smiles

C[n+]1ccc(cc1)c2ccccc2.[I-]

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 29mg/kg (29mg/kg)   Pharmaceutical Chemistry Journal Vol. 27, Pg. 723, 1993.
mouse LD50 subcutaneous 22300ug/kg (22.3mg/kg) GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Journal of Pharmacology and Experimental Therapeutics. Vol. 247, Pg. 531, 1988.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) -2.28E+00 (none)   EXP
Water Solubility 1.00E+06 mg/L 25 EST
Vapor Pressure 2.94E-05 mm Hg 25 EST
Henry's Law Constant 1.15E-11 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.33E-11 cm3/molecule-sec 25 EST

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