U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C12H12N.I
Molecular Weight 297.1349
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CYPERQUAT IODIDE

SMILES

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

InChI

InChIKey=RFDFRDXIIKROAI-UHFFFAOYSA-M
InChI=1S/C12H12N.HI/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 HI
Molecular Weight 127.9124
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
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
Effect of antioxidants on L-glutamate and N-methyl-4-phenylpyridinium ion induced-neurotoxicity in PC12 cells.
2001 Apr
L-Deprenyl prevents the cell hypoxia induced by dopaminergic neurotoxins, MPP(+) and beta-carbolinium: a microdialysis study in rats.
2001 Apr 20
Nitric oxide enhances MPP(+) inhibition of complex I.
2001 Aug 24
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
Inhibition of the cyclooxygenase isoenzymes COX-1 and COX-2 provide neuroprotection in the MPTP-mouse model of Parkinson's disease.
2001 Feb
SKF-38393, a dopamine receptor agonist, attenuates 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine-induced neurotoxicity.
2001 Feb 23
Apical uptake of organic cations by human intestinal Caco-2 cells: putative involvement of ASF transporters.
2001 Jan
Transport of [3H]MPP+ in an immortalized rat brain microvessel endothelial cell line (RBE 4).
2001 Jan
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
Functional coupling of PSST and ND1 subunits in NADH:ubiquinone oxidoreductase established by photoaffinity labeling.
2001 Jul 2
Validity of a quantitative technique to study striatal dopaminergic neurodegeneration by in vivo microdialysis.
2001 Jul 30
Carrier-mediated processes in blood--brain barrier penetration and neural uptake of paraquat.
2001 Jul 6
Cleavage of Bax is mediated by caspase-dependent or -independent calpain activation in dopaminergic neuronal cells: protective role of Bcl-2.
2001 Jun
Nitric oxide enhances MPP(+)-induced hydroxyl radical generation via depolarization activated nitric oxide synthase in rat striatum.
2001 Jun 1
Effect of P-glycoprotein modulators on the human extraneuronal monoamine transporter.
2001 Jun 22
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
Is Bax a mitochondrial mediator in apoptotic death of dopaminergic neurons in Parkinson's disease?
2001 Mar
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
Participation of manganese-superoxide dismutase in the neuroprotection exerted by copper sulfate against 1-methyl 4-phenylpyridinium neurotoxicity.
2001 May 15
[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
Methyl-4-phenylpyridinium (MPP(+))-evoked dopamine release from rat striatal slices: possible roles of voltage-dependent calcium channels and reverse dopamine transport.
2001 Sep
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
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
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
1-Methyl-4-phenylpyridinium ion, a toxin that can cause parkinsonism, alters branched structures of DNA.
2002 Jul
Role of hydroxyl radical formation in neurotoxicity as revealed by in vivo free radical trapping.
2002 Jun 14
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
Patents
Substance Class Chemical
Created
by admin
on Thu Jul 06 03:05:45 UTC 2023
Edited
by admin
on Thu Jul 06 03:05:45 UTC 2023
Record UNII
N708D004VE
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CYPERQUAT IODIDE
Common Name English
1-METHYL-4-PHENYLPYRIDINIUM IODIDE
Systematic Name English
PYRIDINIUM, 1-METHYL-4-PHENYL-, IODIDE (1:1)
Systematic Name English
N-METHYL-4-PHENYLPYRIDINIUM IODIDE
Systematic Name English
PYRIDINIUM, 1-METHYL-4-PHENYL-, IODIDE
Systematic Name English
Code System Code Type Description
PUBCHEM
10924457
Created by admin on Thu Jul 06 03:05:46 UTC 2023 , Edited by admin on Thu Jul 06 03:05:46 UTC 2023
PRIMARY
CAS
36913-39-0
Created by admin on Thu Jul 06 03:05:46 UTC 2023 , Edited by admin on Thu Jul 06 03:05:46 UTC 2023
PRIMARY
FDA UNII
N708D004VE
Created by admin on Thu Jul 06 03:05:46 UTC 2023 , Edited by admin on Thu Jul 06 03:05:46 UTC 2023
PRIMARY
EPA CompTox
DTXSID40880040
Created by admin on Thu Jul 06 03:05:46 UTC 2023 , Edited by admin on Thu Jul 06 03:05:46 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE