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Details

Stereochemistry ACHIRAL
Molecular Formula C12H12N
Molecular Weight 170.2304
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 1

SHOW SMILES / InChI
Structure of CYPERQUAT

SMILES

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

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

Approval Year

PubMed

PubMed

TitleDatePubMed
Dopamine transporter function assessed by antisense knockdown in the rat: protection from dopamine neurotoxicity.
2000 Sep 1
Stimulation of the regrowth of MPP+-damaged dopaminergic fibers by the treatment of mesencephalic cultures with basigin.
2001
Regulation of human extraneuronal monoamine transporter (hEMT) expressed in HEK293 cells by intracellular second messenger systems.
2001 Dec
Accumulation of the 1-methyl-4-phenylpyridinium ion in suncus (Suncus murinus) brain: implication for flavin-containing monooxygenase activity in brain microvessels.
2001 Feb
Dopaminergic cell death induced by MPP(+), oxidant and specific neurotoxicants shares the common molecular mechanism.
2001 Feb
Akt1/PKBalpha protects PC12 cells against the parkinsonism-inducing neurotoxin 1-methyl-4-phenylpyridinium and reduces the levels of oxygen-free radicals.
2001 Jan
A novel zidovudine uptake system in microglia.
2001 Jan
GAPDH knockdown rescues mesencephalic dopaminergic neurons from MPP+ -induced apoptosis.
2001 Jul 3
Cleavage of Bax is mediated by caspase-dependent or -independent calpain activation in dopaminergic neuronal cells: protective role of Bcl-2.
2001 Jun
Toxic effects of MPP(+) and MPTP in PC12 cells independent of reactive oxygen species formation.
2001 Jun 29
Decreased expression of the NADH:ubiquinone oxidoreductase (complex I) subunit 4 in 1-methyl-4-phenylpyridinium -treated human neuroblastoma SH-SY5Y cells.
2001 Jun 29
Transport of choline and its relationship to the expression of the organic cation transporters in a rat brain microvessel endothelial cell line (RBE4).
2001 Jun 6
A new in vitro approach for investigating the MPTP effect on DA uptake.
2001 Mar
Neuroimmunophilin ligands exert neuroregeneration and neuroprotection in midbrain dopaminergic neurons.
2001 May
Arginine 454 and lysine 370 are essential for the anion specificity of the organic anion transporter, rOAT3.
2001 May 8
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
Mechanisms of MPP(+) incorporation into cerebellar granule cells.
2001 Sep 15
Stimulation of non-alpha7 nicotinic receptors partially protects dopaminergic neurons from 1-methyl-4-phenylpyridinium-induced toxicity in culture.
2002
Amino acids involved in differences in the pharmacological profiles of the rat and human noradrenaline transporters.
2002 Apr
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
Environmental risk factors and Parkinson's disease: selective degeneration of nigral dopaminergic neurons caused by the herbicide paraquat.
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
Synthetic neuromelanin is toxic to dopaminergic cell cultures.
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
Melatonin attenuates MPP+-induced neurodegeneration and glutathione impairment in the nigrostriatal dopaminergic pathway.
2002 May
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 17:44:00 GMT 2023
Edited
by admin
on Fri Dec 15 17:44:00 GMT 2023
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 Fri Dec 15 17:44:00 GMT 2023 , Edited by admin on Fri Dec 15 17:44:00 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID4058106
Created by admin on Fri Dec 15 17:44:00 GMT 2023 , Edited by admin on Fri Dec 15 17:44:00 GMT 2023
PRIMARY
ALANWOOD
cyperquat
Created by admin on Fri Dec 15 17:44:00 GMT 2023 , Edited by admin on Fri Dec 15 17:44:00 GMT 2023
PRIMARY
FDA UNII
R865A5OY8J
Created by admin on Fri Dec 15 17:44:00 GMT 2023 , Edited by admin on Fri Dec 15 17:44:00 GMT 2023
PRIMARY
CAS
48134-75-4
Created by admin on Fri Dec 15 17:44:00 GMT 2023 , Edited by admin on Fri Dec 15 17:44:00 GMT 2023
PRIMARY
PUBCHEM
39484
Created by admin on Fri Dec 15 17:44:00 GMT 2023 , Edited by admin on Fri Dec 15 17:44:00 GMT 2023
PRIMARY
MESH
D015655
Created by admin on Fri Dec 15 17:44:00 GMT 2023 , Edited by admin on Fri Dec 15 17:44:00 GMT 2023
PRIMARY
CHEBI
641
Created by admin on Fri Dec 15 17:44:00 GMT 2023 , Edited by admin on Fri Dec 15 17:44:00 GMT 2023
PRIMARY
WIKIPEDIA
MPP+
Created by admin on Fri Dec 15 17:44:00 GMT 2023 , Edited by admin on Fri Dec 15 17:44:00 GMT 2023
PRIMARY
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