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Substance Name: Cyperquat [ANSI:ISO]
RN: 48134-75-4
UNII: R865A5OY8J
InChIKey: FMGYKKMPNATWHP-UHFFFAOYSA-N

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

Molecular Weight

  • 170.2338
 

Classification Codes

  • Herbicides
  • Pesticides
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Names and Synonyms

Results Name

  • Cyperquat [ANSI:ISO]

Name of Substance

  • 1-Methyl-4-phenylpyridinium

MeSH Heading

  • 1-Methyl-4-phenylpyridinium

Synonyms

  • 1-Methyl-4-phenylpyridinium
  • 5-20-07-00550 (Beilstein Handbook Reference)
  • BRN 1618932
  • CCRIS 2187
  • Cyperquat
  • Cyperquat [ANSI]
  • MPP+
  • N-Methyl-4-phenylpyridine
  • N-Methyl-4-phenylpyridinium ion
  • Pyridinium, 1-methyl-4-phenyl- (9CI)
  • UNII-R865A5OY8J

Systematic Names

  • 1-Methyl-4-phenylpyridinium
  • Pyridinium, 1-methyl-4-phenyl-

Registry Numbers

CAS Registry Number

  • 48134-75-4

FDA UNII

  • R865A5OY8J

Related Registry Number

  • 39794-99-5 (chloride)

System Generated Number

  • 0048134754

Structure Descriptors

InChI

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

InChIKey

FMGYKKMPNATWHP-UHFFFAOYSA-N

Smiles

C[n+]1ccc(cc1)c2ccccc2

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 unreported 27500ug/kg (27.5mg/kg)   "MPTP: A Neurotoxin Producing a Parkinsonian Syndrome, Papers Presented at a Symposium, Bethesda, MD, 1985," Markey, S.P., et al., eds., Orlando, FL, Academic Press, Inc., 1986Vol. -, Pg. 571, 1986.