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Details

Stereochemistry ACHIRAL
Molecular Formula C12H12N.Cl
Molecular Weight 205.683
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CYPERQUAT CHLORIDE

SMILES

[Cl-].C[N+]1=CC=C(C=C1)C2=CC=CC=C2

InChI

InChIKey=LMGBDZJLZIPJPZ-UHFFFAOYSA-M
InChI=1S/C12H12N.ClH/c1-13-9-7-12(8-10-13)11-5-3-2-4-6-11;/h2-10H,1H3;1H/q+1;/p-1

HIDE SMILES / InChI

Molecular Formula C12H12N
Molecular Weight 170.2304
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
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
Microtubule assembly is directly affected by MPP(+)in vitro.
2001
Regulation of human extraneuronal monoamine transporter (hEMT) expressed in HEK293 cells by intracellular second messenger systems.
2001 Dec
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
Protective effect of histidine on para-nonylphenol-enhanced hydroxyl free radical generation induced by 1-methyl-4-phenylpyridinium ion (MPP+) in rat striatum.
2001 Dec 5
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
Nicotine administration reduces striatal MPP+ levels in mice.
2001 Nov 2
[Human GDNF cDNA-engineered SH-SY5Y cells' neurotrophic and protective effect on primary dopaminergic neurons of rat].
2001 Nov 25
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
Comparative study of the neuroprotective effect of dehydroepiandrosterone and 17beta-estradiol against 1-methyl-4-phenylpyridium toxicity on rat striatum.
2002
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
Amino acids involved in differences in the pharmacological profiles of the rat and human noradrenaline transporters.
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
Caspase inhibitors attenuate 1-methyl-4-phenylpyridinium toxicity in primary cultures of mesencephalic dopaminergic neurons.
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
Inhibition by R(+) or S(-) pramipexole of caspase activation and cell death induced by methylpyridinium ion or beta amyloid peptide in SH-SY5Y neuroblastoma.
2002 Feb 15
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
Neuroprotection by adenosine A2A receptor blockade in experimental models of Parkinson's disease.
2002 Jan
Nitric oxide and depolarization induce hydroxyl radical generation.
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
Pharmacological properties of the naturally occurring Ala(457)Pro variant of the human norepinephrine transporter.
2002 Mar
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 Fri Dec 15 20:32:59 UTC 2023
Edited
by admin
on Fri Dec 15 20:32:59 UTC 2023
Record UNII
MRP3DNB9K9
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CYPERQUAT CHLORIDE
ISO  
Common Name English
CYPERQUAT CHLORIDE [ISO]
Common Name English
PYRIDINIUM, 1-METHYL-4-PHENYL-, CHLORIDE
Systematic Name English
S-21634
Code English
N-METHYL-4-PHENYLPYRIDINIUM CHLORIDE
Systematic Name English
1-METHYL-4-PHENYLPYRIDINIUM CHLORIDE
Systematic Name English
PYRIDINIUM, 1-METHYL-4-PHENYL-, CHLORIDE (1:1)
Systematic Name English
Code System Code Type Description
PUBCHEM
94497
Created by admin on Fri Dec 15 20:33:00 UTC 2023 , Edited by admin on Fri Dec 15 20:33:00 UTC 2023
PRIMARY
EPA CompTox
DTXSID8041826
Created by admin on Fri Dec 15 20:33:00 UTC 2023 , Edited by admin on Fri Dec 15 20:33:00 UTC 2023
PRIMARY
ALANWOOD
cyperquat chloride
Created by admin on Fri Dec 15 20:33:00 UTC 2023 , Edited by admin on Fri Dec 15 20:33:00 UTC 2023
PRIMARY
CAS
39794-99-5
Created by admin on Fri Dec 15 20:33:00 UTC 2023 , Edited by admin on Fri Dec 15 20:33:00 UTC 2023
PRIMARY
FDA UNII
MRP3DNB9K9
Created by admin on Fri Dec 15 20:33:00 UTC 2023 , Edited by admin on Fri Dec 15 20:33:00 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE