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Details

Stereochemistry ACHIRAL
Molecular Formula C13H17N
Molecular Weight 187.2808
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 1,2,3,6-TETRAHYDRO-1-METHYL-4-(2-METHYLPHENYL)PYRIDINE

SMILES

CN1CCC(=CC1)C2=CC=CC=C2C

InChI

InChIKey=BORHNVHYIYTKKC-UHFFFAOYSA-N
InChI=1S/C13H17N/c1-11-5-3-4-6-13(11)12-7-9-14(2)10-8-12/h3-7H,8-10H2,1-2H3

HIDE SMILES / InChI

Molecular Formula C13H17N
Molecular Weight 187.2808
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

2'-CH3-MPTP is an extremely potent dopaminergic neurotoxin, which lead to large decrements in the neostriatal concent of DA and a large loss in the capacity of a neostriatal synaptosomal preparations to take up [3H]DA. 2'CH3-MPTP-induced neurotoxicity, was attenuated by pretreatment of mice with dopamine uptake inhibitor, and non-specific MAO-A and MAO-B inhibitor, but not by a specific MAO-B inhibitor. The mechanism of toxicity is formation of a metabolite 2'CH3-MPP+, which is a potent inhibitor of mitochondrial respiration.

CNS Activity

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct

PubMed

Sample Use Guides

In Vivo Use Guide
Dopaninergic toxicity of 2'-CH3-MPTP was studied in mice. The mice were injected intraperitoneally with 2'-CH3-MPTP hydrochloride at 9 a.m. and again at 3 p.m.; the dose for each injection was 0.113 mmol/kg. Injections of 2'-CH3-MPTP lead to a very large decrement in neostriatal DA content and a very large and parallel decrement of [3H]DA uptake.
Route of Administration: Intraperitoneal
In Vitro Use Guide
DA uptake inhibition was shown using resealed bovine chromaffin granule ghosts. Washed membranes were isolated and purified. The released granule ghosts were incubated for 30 °C for 10 min, and the desired concentrations of the inhibitor were adde to the mixture. The uptake reaction was initiated by the addition of the desired concentration of DA. 2'-CH3-MPTP inhbited DA uptake with Ki of 38.4 uM.
Substance Class Chemical
Record UNII
HGQ85CV4U5
Record Status Validated (UNII)
Record Version