MPTP

Details

Stereochemistry	ACHIRAL
Molecular Formula	C12H15N
Molecular Weight	173.2542
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CN1CCC(=CC1)C2=CC=CC=C2

InChI

InChIKey=PLRACCBDVIHHLZ-UHFFFAOYSA-N

InChI=1S/C12H15N/c1-13-9-7-12(8-10-13)11-5-3-2-4-6-11/h2-7H,8-10H2,1H3

HIDE SMILES / InChI

Molecular Formula	C12H15N
Molecular Weight	173.2542
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Amine oxidase [flavin-containing] B 11 Target ID: P27338 Gene ID: 4129.0 Gene Symbol: MAOB Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/2253761	Substrate 661
Mitochondrial complex I (NADH dehydrogenase) 11 Target ID: CHEMBL2363065 Sources: https://www.ncbi.nlm.nih.gov/pubmed/2253761	Inhibitor 8504
Amine oxidase [flavin-containing] B 11 Target ID: P27338 Gene ID: 4129.0 Gene Symbol: MAOB Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/22281418	Inhibitor 8504

PubMed

Title	Date	PubMed
Diversity in mechanisms of substrate oxidation by cytochrome P450 2D6. Lack of an allosteric role of NADPH-cytochrome P450 reductase in catalytic regioselectivity.	2001-10-26	11509577
Molecular neurotoxicological models of Parkinsonism: focus on genetic manipulation of mice.	2001-10	11489672
Molecular pathways involved in the neurotoxicity of 6-OHDA, dopamine and MPTP: contribution to the apoptotic theory in Parkinson's disease.	2001-10	11403877
Memory disruption in rats with nigral lesions induced by MPTP: a model for early Parkinson's disease amnesia.	2001-09-28	11423161
[Mexidol potentiates antiparkinsonian effect of L-DOPA in MPTP-induced parkinsonism model].	2001-09-08	11544797
Relationship between the appearance of symptoms and the level of nigrostriatal degeneration in a progressive 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine-lesioned macaque model of Parkinson's disease.	2001-09-01	11517273
Evidence for target-specific outgrowth from subpopulations of grafted human dopamine neurons.	2001-09-01	11514985
Loss of metabolites from monkey striatum during PET with FDOPA.	2001-09-01	11391782
Green tea polyphenol (-)-epigallocatechin-3-gallate prevents N-methyl-4-phenyl-1,2,3,6-tetrahydropyridine-induced dopaminergic neurodegeneration.	2001-09	11553681
Mu- and delta-opioid receptor antagonists reduce levodopa-induced dyskinesia in the MPTP-lesioned primate model of Parkinson's disease.	2001-09	11520128
The parkinsonian neurotoxin, MPP+ induces phosphorylated c-Jun in dopaminergric neurons of mesencephalic cultures.	2001-09	11472876
Group I mGluR antagonist AIDA protects nigral DA cells from MPTP-induced injury.	2001-08-28	11522935
Nitric oxide enhances MPP(+) inhibition of complex I.	2001-08-24	11522295
Dissociated functional recovery in parkinsonian monkeys following transplantation of astroglial cells.	2001-08-24	11511388
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.	2001-08-10	11489261
Tyrosine hydroxylase and dopamine transporter expression in residual dopaminergic neurons: potential contributors to spontaneous recovery from experimental Parkinsonism.	2001-08-01	11494360
Vulnerability of 125I-alpha-conotoxin MII binding sites to nigrostriatal damage in monkey.	2001-08-01	11466420
Neurotrophic and neuroprotective actions of ginsenosides Rb(1) and Rg(1).	2001-08	11509974
Cytochrome P450 2D6.1 and cytochrome P450 2D6.10 differ in catalytic activity for multiple substrates.	2001-08	11505218
Protection of nigral neurons by GDNF-engineered marrow cell transplantation.	2001-08	11463477
Neuroprotective properties of 17beta-estradiol, progesterone, and raloxifene in MPTP C57Bl/6 mice.	2001-08	11400179
Biochemical and pathological study of endogenous 1-benzyl-1,2,3,4-tetrahydroisoquinoline-induced parkinsonism in the mouse.	2001-07-13	11430895
Expression of striatal preprotachykinin mRNA in symptomatic and asymptomatic 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine-exposed monkeys is related to parkinsonian motor signs.	2001-07-01	11425917
[Pathogenesis of idiopathic Parkinson's disease].	2001-07	11523160
Idazoxan, an alpha-2 antagonist, and L-DOPA-induced dyskinesias in patients with Parkinson's disease.	2001-07	11481696
Neural mechanisms underlying peak-dose dyskinesia induced by levodopa and apomorphine are distinct: evidence from the effects of the alpha(2) adrenoceptor antagonist idazoxan.	2001-07	11481687
Antiparkinsonian activity and dyskinesia risk of ropinirole and L-DOPA combination therapy in drug naïve MPTP-lesioned common marmosets (Callithrix jacchus).	2001-07	11481686
Neuroimmunophilins: novel neuroprotective and neuroregenerative targets.	2001-07	11456311
Anatomic and biochemical correlates of the dopamine transporter ligand 11C-PE2I in normal and parkinsonian primates: comparison with 6-[18F]fluoro-L-dopa.	2001-07	11435790
Gene expression analysis in N-methyl-4-phenyl-1,2,3,6-tetrahydropyridine mice model of Parkinson's disease using cDNA microarray: effect of R-apomorphine.	2001-07	11432968
Differentiation of embryonic stem cell-derived dopaminergic neurons is enhanced by survival-promoting factors.	2001-07	11429285
Toxic effects of MPP(+) and MPTP in PC12 cells independent of reactive oxygen species formation.	2001-06-29	11423095
Changes in striatal dopamine D3 receptor regulation during expression of and recovery from MPTP-induced parkinsonism.	2001-06-29	11423085
Neuroprotective effects of pramipexole in young and aged MPTP-treated mice.	2001-06-29	11423078
Neuroprotective effects of estrogen upon the nigrostriatal dopaminergic system.	2001-06-27	11424955
Differential regulation of striatal G protein levels following 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine administration in C57 BL/6 mice.	2001-06-22	11403948
Transport of choline and its relationship to the expression of the organic cation transporters in a rat brain microvessel endothelial cell line (RBE4).	2001-06-06	11406107
Cannabinoid receptor agonist and antagonist effects on motor function in normal and 1-methyl-4-phenyl-1,2,5,6-tetrahydropyridine (MPTP)-treated non-human primates.	2001-06	11465637
Rescue of dying neurons by (R)-deprenyl in the MPTP-mouse model of Parkinson's disease does not include restoration of neostriatal dopamine.	2001-06	11462789
Lack of protective effect by intermittent hypoxia on MPTP-induced neurotoxicity in mice.	2001-06	11462788
Parkinson's disease--redox mechanisms.	2001-06	11375751
Participation of manganese-superoxide dismutase in the neuroprotection exerted by copper sulfate against 1-methyl 4-phenylpyridinium neurotoxicity.	2001-05-15	11470327
Ubiquinone (coenzyme q10) and mitochondria in oxidative stress of parkinson's disease.	2001-05-15	11351130
Neuroprotection by caffeine and A(2A) adenosine receptor inactivation in a model of Parkinson's disease.	2001-05-15	11319241
Caffeine reverses the memory disruption induced by intra-nigral MPTP-injection in rats.	2001-05-01	11427344
Sensitivity to MPTP is not increased in Parkinson's disease-associated mutant alpha-synuclein transgenic mice.	2001-05	11359883
Experimental models of Parkinson's disease.	2001-05	11331916
Pharmacological properties of the MPTP analog trans-1-methyl-4-[4-dimethylaminophenylethenyl]-1,2,3,6-tetrahydropyridine and its pyridinium metabolite in mouse brain synaptosomes: a potential visual marker for substrates of MPTP-induced neurotoxicity.	2001-04	11370999
Protective role of melatonin against MPTP-induced mouse brain cell DNA fragmentation and apoptosis in vivo.	2001-04	11335886
Co-administration of memantine and amantadine with sub/suprathreshold doses of L-Dopa restores motor behaviour of MPTP-treated mice.	2001	11314771

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:42:59 GMT 2025` Edited by `admin` on `Mon Mar 31 18:42:59 GMT 2025`
Record UNII	9P21XSP91P
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

MPTP	Locators: MI Sources:

Common Name

English

1-METHYL-4-PHENYL-1,2,3,6-TETRAHYDROPYRIDINE

Preferred Name

English

NSC-139654

Code

English

1,2,3,6-TETRAHYDRO-1-METHYL-4-PHENYLPYRIDINE

Systematic Name

English

MPTP [MI]

Common Name

English

1-METHYL-4-PHENYL-1,2,3,6-TETRAHYDROPYRIDINE [HSDB]

Common Name

English

METHYL-4-PHENYL-1,2,3,6-TETRAHYDROPYRIDINE, 1-

Systematic Name

English

Code System Code Type Description

PUBCHEM

1388