CYPERQUAT CHLORIDE

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 Search

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

Title	Date	PubMed
Glutamate is not involved in the MPP+-induced dopamine overflow in the striatum of freely moving C57BL/6 mice.	2001	11685630
Microtubule assembly is directly affected by MPP(+)in vitro.	2001	11589612
Dehydroepiandrosterone sulphate prevents oxygen-glucose deprivation-induced injury in cerebellar granule cell culture.	2001	11166128
L-Deprenyl prevents the cell hypoxia induced by dopaminergic neurotoxins, MPP(+) and beta-carbolinium: a microdialysis study in rats.	2001 Apr 20	11290388
Release and aggregation of cytochrome c and alpha-synuclein are inhibited by the antiparkinsonian drugs, talipexole and pramipexole.	2001 Apr 6	11301060
Nitric oxide enhances MPP(+) inhibition of complex I.	2001 Aug 24	11522295
Protective effect of tamoxifen on 1-methyl-4-phenylpyridine-induced hydroxyl radical generation in the rat striatum.	2001 Aug 3	11457566
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	11749805
Dopaminergic cell death induced by MPP(+), oxidant and specific neurotoxicants shares the common molecular mechanism.	2001 Feb	11181820
SKF-38393, a dopamine receptor agonist, attenuates 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine-induced neurotoxicity.	2001 Feb 23	11172770
Neuroprotective effect of acute and chronic administration of copper (II) sulfate against MPP+ neurotoxicity in mice.	2001 Jan	11358283
Apical uptake of organic cations by human intestinal Caco-2 cells: putative involvement of ASF transporters.	2001 Jan	11191835
Transport of [3H]MPP+ in an immortalized rat brain microvessel endothelial cell line (RBE 4).	2001 Jan	11191826
A novel zidovudine uptake system in microglia.	2001 Jan	11123374
Validity of a quantitative technique to study striatal dopaminergic neurodegeneration by in vivo microdialysis.	2001 Jul 30	11478977
Carrier-mediated processes in blood--brain barrier penetration and neural uptake of paraquat.	2001 Jul 6	11430870
Cleavage of Bax is mediated by caspase-dependent or -independent calpain activation in dopaminergic neuronal cells: protective role of Bcl-2.	2001 Jun	11413236
Nitric oxide enhances MPP(+)-induced hydroxyl radical generation via depolarization activated nitric oxide synthase in rat striatum.	2001 Jun 1	11384616
Effect of P-glycoprotein modulators on the human extraneuronal monoamine transporter.	2001 Jun 22	11430910
Allopurinol suppresses para-nonylphenol and 1-methyl-4-phenylpyridinium ion (MPP(+))-induced hydroxyl radical generation in rat striatum.	2001 Jun 22	11403945
Toxic effects of MPP(+) and MPTP in PC12 cells independent of reactive oxygen species formation.	2001 Jun 29	11423095
Eldepryl prevents 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine-induced nigral neuronal apoptosis in mice.	2001 Mar	11780305
Caspase-3 activation in 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP)-treated mice.	2001 Mar	11295768
Is Bax a mitochondrial mediator in apoptotic death of dopaminergic neurons in Parkinson's disease?	2001 Mar	11259496
A new in vitro approach for investigating the MPTP effect on DA uptake.	2001 Mar	11099783
Low concentrations of 1-methyl-4-phenylpyridinium ion induce caspase-mediated apoptosis in human SH-SY5Y neuroblastoma cells.	2001 Mar 1	11223917
Neuroimmunophilin ligands exert neuroregeneration and neuroprotection in midbrain dopaminergic neurons.	2001 May	11359520
Quantitative analysis of inward and outward transport rates in cells stably expressing the cloned human serotonin transporter: inconsistencies with the hypothesis of facilitated exchange diffusion.	2001 May	11306696
Arginine 454 and lysine 370 are essential for the anion specificity of the organic anion transporter, rOAT3.	2001 May 8	11331016
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	11698152
Caspase-3 activation induced by inhibition of mitochondrial complex I is facilitated by glycogen synthase kinase-3beta and attenuated by lithium.	2001 Nov 16	11689167
1-Methyl-4-phenyl-pyridinium increases S-adenosyl-L-methionine dependent phospholipid methylation.	2001 Sep	11566147
Green tea polyphenol (-)-epigallocatechin-3-gallate prevents N-methyl-4-phenyl-1,2,3,6-tetrahydropyridine-induced dopaminergic neurodegeneration.	2001 Sep	11553681
Manganese mimics the action of 1-methyl-4-phenylpyridinium ion, a dopaminergic neurotoxin, in rat striatal tissue slices.	2001 Sep 21	11585566
Capillary electrophoretic determination of apoptosis of rat cerebellar granule cells induced by 1-methyl-4-phenyl pyridium ion.	2002 Apr	11981859
Semicarbazide-sensitive amine oxidase (SSAO) in the brain.	2002 Apr	11958526
Caspase inhibitors attenuate 1-methyl-4-phenylpyridinium toxicity in primary cultures of mesencephalic dopaminergic neurons.	2002 Apr 1	11923429
Protection of dopaminergic neurons in primary culture by lisuride.	2002 Feb	12075855
Differential expression of Bcl-2 and APP immunoreactivity after intrastriatal injection of MPP+ in the rat.	2002 Feb	11738483
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	11835316
Expression and pharmacological profile of the human organic cation transporters hOCT1, hOCT2 and hOCT3.	2002 Jul	12110607
Progressive alteration of neuronal dopamine transporter activity in a rat injured by an intranigral injection of MPP+.	2002 Jun 21	12031549
Protective effect of serotonin on 6-hydroxydopamine- and dopamine-induced oxidative damage of brain mitochondria and synaptosomes and PC12 cells.	2002 Mar	11741005
Pergolide protects dopaminergic neurons in primary culture under stress conditions.	2002 May	12111455
Inhibition of the neuronal isoform of nitric oxide synthase significantly attenuates 1-methyl-4-phenylpyridinium (MPP(+)) toxicity in vitro.	2002 May	12111451
Contradictory effects of sodium nitroprusside and S-nitroso-N-acetylpenicillamine on oxidative stress in brain dopamine neurons in vivo.	2002 May	12076963
Regulation of [(3)H]MPP(+) transport by phosphorylation/dephosphorylation pathways in RBE4 cells: role of ecto-alkaline phosphatase.	2002 May	12012020
MPP+ increases alpha-synuclein expression and ERK/MAP-kinase phosphorylation in human neuroblastoma SH-SY5Y cells.	2002 May 10	12062470

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 20:32:59 GMT 2023` Edited by `admin` on `Fri Dec 15 20:32:59 GMT 2023`
Record UNII	MRP3DNB9K9
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CYPERQUAT CHLORIDE

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