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Details

Stereochemistry ACHIRAL
Molecular Formula C12H12N
Molecular Weight 170.2308
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 1

SHOW SMILES / InChI
Structure of CYPERQUAT

SMILES

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

InChI

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

HIDE SMILES / InChI

Molecular Formula C12H12N
Molecular Weight 170.2308
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Stimulation of the regrowth of MPP+-damaged dopaminergic fibers by the treatment of mesencephalic cultures with basigin.
2001
Glutamate is not involved in the MPP+-induced dopamine overflow in the striatum of freely moving C57BL/6 mice.
2001
Microtubule assembly is directly affected by MPP(+)in vitro.
2001
Dependence of excitotoxic neurodegeneration on mitochondrial aconitase inactivation.
2001 Aug
Interactions of 1-methyl-4-phenylpyridinium and other compounds with P-glycoprotein: relevance to toxicity of 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine.
2001 Aug 10
Nitric oxide enhances MPP(+) inhibition of complex I.
2001 Aug 24
MPP(+) downregulates mitochondrially encoded gene transcripts and their activities in dopaminergic neuronal cells: protective role of Bcl-2.
2001 Aug 24
Substantial loss of substrate by diffusion during uptake in HEK-293 cells expressing neurotransmitter transporters.
2001 Aug 31
Protective effect and mechanism of Ginkgo biloba leaf extracts for Parkinson disease induced by 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine.
2001 Dec
Eldepryl prevents 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine-induced nigral neuronal apoptosis in mice.
2001 Mar
EGb761 blocks MPP+-induced lipid peroxidation in mouse corpus striatum.
2001 Nov
Distinct characteristics of organic cation transporters, OCT1 and OCT2, in the basolateral membrane of renal tubules.
2001 Nov
Impairment of the neuronal dopamine transporter activity in MPP(+)-treated rat was not prevented by treatments with nitric oxide synthase or poly(ADP-ribose) polymerase inhibitors.
2001 Nov 13
Caspase-3 activation induced by inhibition of mitochondrial complex I is facilitated by glycogen synthase kinase-3beta and attenuated by lithium.
2001 Nov 16
Nicotine administration reduces striatal MPP+ levels in mice.
2001 Nov 2
Lactoferrin is synthesized by activated microglia in the human substantia nigra and its synthesis by the human microglial CHME cell line is upregulated by tumor necrosis factor alpha or 1-methyl-4-phenylpyridinium treatment.
2001 Nov 30
1-Methyl-4-phenyl-pyridinium increases S-adenosyl-L-methionine dependent phospholipid methylation.
2001 Sep
Green tea polyphenol (-)-epigallocatechin-3-gallate prevents N-methyl-4-phenyl-1,2,3,6-tetrahydropyridine-induced dopaminergic neurodegeneration.
2001 Sep
Manganese mimics the action of 1-methyl-4-phenylpyridinium ion, a dopaminergic neurotoxin, in rat striatal tissue slices.
2001 Sep 21
Stimulation of non-alpha7 nicotinic receptors partially protects dopaminergic neurons from 1-methyl-4-phenylpyridinium-induced toxicity in culture.
2002
Capillary electrophoretic determination of apoptosis of rat cerebellar granule cells induced by 1-methyl-4-phenyl pyridium ion.
2002 Apr
Semicarbazide-sensitive amine oxidase (SSAO) in the brain.
2002 Apr
Differential effect of catecholamines and MPP(+) on membrane permeability in brain mitochondria and cell viability in PC12 cells.
2002 Apr
Role of mitochondrial oxidant generation in endothelial cell responses to hypoxia.
2002 Apr 1
Uptake of (3)H-1-methyl-4-phenylpyridinium ((3)H-MPP(+)) by human intestinal Caco-2 cells is regulated by phosphorylation/dephosphorylation mechanisms.
2002 Apr 15
Protection of dopaminergic neurons in primary culture by lisuride.
2002 Feb
Differential expression of Bcl-2 and APP immunoreactivity after intrastriatal injection of MPP+ in the rat.
2002 Feb
Evaluation of the protective effect of oestradiol against toxicity induced by 6-hydroxydopamine and 1-methyl-4-phenylpyridinium ion (Mpp+) towards dopaminergic mesencephalic neurones in primary culture.
2002 Jan
Intrastriatal injection of sonic hedgehog reduces behavioral impairment in a rat model of Parkinson's disease.
2002 Jan
Environmental risk factors and Parkinson's disease: selective degeneration of nigral dopaminergic neurons caused by the herbicide paraquat.
2002 Jul
Expression and pharmacological profile of the human organic cation transporters hOCT1, hOCT2 and hOCT3.
2002 Jul
1-Methyl-4-phenylpyridinium ion, a toxin that can cause parkinsonism, alters branched structures of DNA.
2002 Jul
cDNA cloning, functional characterization, and tissue distribution of an alternatively spliced variant of organic cation transporter hOCT2 predominantly expressed in the human kidney.
2002 Jul
Inhibition of the mitochondrial permeability transition by the nonimmunosuppressive cyclosporin derivative NIM811.
2002 Jul
Phenylethanolamine N-methyltransferase has beta-carboline 2N-methyltransferase activity: hypothetical relevance to Parkinson's disease.
2002 Jun
Role of hydroxyl radical formation in neurotoxicity as revealed by in vivo free radical trapping.
2002 Jun 14
Specific up-regulation of GADD153/CHOP in 1-methyl-4-phenyl-pyridinium-treated SH-SY5Y cells.
2002 Jun 15
Progressive alteration of neuronal dopamine transporter activity in a rat injured by an intranigral injection of MPP+.
2002 Jun 21
The human organic cation transporter (hOCT2) recognizes the degree of substrate ionization.
2002 Jun 21
Protective effect of serotonin on 6-hydroxydopamine- and dopamine-induced oxidative damage of brain mitochondria and synaptosomes and PC12 cells.
2002 Mar
Thioredoxin suppresses 1-methyl-4-phenylpyridinium-induced neurotoxicity in rat PC12 cells.
2002 Mar 15
The roles of thioredoxin in protection against oxidative stress-induced apoptosis in SH-SY5Y cells.
2002 Mar 22
Synthetic neuromelanin is toxic to dopaminergic cell cultures.
2002 May
Pergolide protects dopaminergic neurons in primary culture under stress conditions.
2002 May
Inhibition of the neuronal isoform of nitric oxide synthase significantly attenuates 1-methyl-4-phenylpyridinium (MPP(+)) toxicity in vitro.
2002 May
Contradictory effects of sodium nitroprusside and S-nitroso-N-acetylpenicillamine on oxidative stress in brain dopamine neurons in vivo.
2002 May
Inhibitors of mitochondrial complex I attenuate the accumulation of hypoxia-inducible factor-1 during hypoxia in Hep3B cells.
2002 May
Regulation of [(3)H]MPP(+) transport by phosphorylation/dephosphorylation pathways in RBE4 cells: role of ecto-alkaline phosphatase.
2002 May
Melatonin attenuates MPP+-induced neurodegeneration and glutathione impairment in the nigrostriatal dopaminergic pathway.
2002 May
MPP+ increases alpha-synuclein expression and ERK/MAP-kinase phosphorylation in human neuroblastoma SH-SY5Y cells.
2002 May 10
Patents
Substance Class Chemical
Created
by admin
on Sat Jun 26 13:24:56 UTC 2021
Edited
by admin
on Sat Jun 26 13:24:56 UTC 2021
Record UNII
R865A5OY8J
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CYPERQUAT
ISO  
Common Name English
MPP+
Common Name English
CYPERQUAT ION
Common Name English
N-METHYL-4-PHENYLPYRIDINIUM ION
Common Name English
CYPERQUAT CATION
Common Name English
1-METHYL-4-PHENYLPYRIDINIUM ION
Common Name English
CYPERQUAT [ISO]
Common Name English
N-METHYL-4-PHENYLPYRIDINE
Systematic Name English
N-METHYL-4-PHENYLPYRIDINIUM
Systematic Name English
PYRIDINIUM, 1-METHYL-4-PHENYL-
Systematic Name English
1-METHYL-4-PHENYLPYRIDINIUM
Systematic Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 271700
Created by admin on Sat Jun 26 13:24:57 UTC 2021 , Edited by admin on Sat Jun 26 13:24:57 UTC 2021
Code System Code Type Description
EPA CompTox
48134-75-4
Created by admin on Sat Jun 26 13:24:57 UTC 2021 , Edited by admin on Sat Jun 26 13:24:57 UTC 2021
PRIMARY
FDA UNII
R865A5OY8J
Created by admin on Sat Jun 26 13:24:57 UTC 2021 , Edited by admin on Sat Jun 26 13:24:57 UTC 2021
PRIMARY
CAS
48134-75-4
Created by admin on Sat Jun 26 13:24:57 UTC 2021 , Edited by admin on Sat Jun 26 13:24:57 UTC 2021
PRIMARY
PUBCHEM
39484
Created by admin on Sat Jun 26 13:24:57 UTC 2021 , Edited by admin on Sat Jun 26 13:24:57 UTC 2021
PRIMARY
MESH
D015655
Created by admin on Sat Jun 26 13:24:57 UTC 2021 , Edited by admin on Sat Jun 26 13:24:57 UTC 2021
PRIMARY
WIKIPEDIA
MPP+
Created by admin on Sat Jun 26 13:24:57 UTC 2021 , Edited by admin on Sat Jun 26 13:24:57 UTC 2021
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
TRANSPORTER -> SUBSTRATE
Vmax
TRANSPORTER -> SUBSTRATE
Vmax
TRANSPORTER -> SUBSTRATE
Km
TRANSPORTER -> SUBSTRATE
Km
SALT/SOLVATE -> PARENT