1,2,3,6-TETRAHYDROPYRIDINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C5H9N
Molecular Weight	83.1317
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C1CC=CCN1

InChI

InChIKey=FTAHXMZRJCZXDL-UHFFFAOYSA-N

InChI=1S/C5H9N/c1-2-4-6-5-3-1/h1-2,6H,3-5H2

HIDE SMILES / InChI

Molecular Formula	C5H9N
Molecular Weight	83.1317
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
The mechanism of action of MPTP-induced neuroinflammation and its modulation by melatonin in rat astrocytoma cells, C6.	2010-11	20815783
Complex I: inhibitors, inhibition and neurodegeneration.	2010-08	20362572
Molecular modeling study of 4-phenylpiperazine and 4-phenyl-1,2,3,6-tetrahydropyridine derivatives: a new step towards the design of high-affinity 5-HT1A ligands.	2010-02-01	20022748
S100B Protein, A Damage-Associated Molecular Pattern Protein in the Brain and Heart, and Beyond.	2010	20827421
MPTP-induced Parkinsonism is associated with damage to Leydig cells and testosterone loss.	2008-09-10	18644355
1,4-Bis(piperidin-1-ylcarbon-yl)benzene.	2007-12-06	21200873
Cannabinoid CB1 receptor stimulation affords neuroprotection in MPTP-induced neurotoxicity by attenuating S100B up-regulation in vitro.	2007-12	17639288
Design and synthesis of novel derivatives of the muscarinic agonist tetra(ethylene glycol)(3-methoxy-1,2,5-thiadiazol-4-yl) [3-(1-methyl-1,2,5,6-tetrahydropyrid-3-yl)-1,2,5-thiadiazol-4-yl] ether (CDD-0304): effects of structural modifications on the binding and activity at muscarinic receptor subtypes and chimeras.	2006-12-14	17149881
Physiological, biochemical, and genetic characterization of an alicyclic amine-degrading Mycobacterium sp. strain THO100 isolated from a morpholine-containing culture of activated sewage sludge.	2006-11	16912859
Calpain-regulated p35/cdk5 plays a central role in dopaminergic neuron death through modulation of the transcription factor myocyte enhancer factor 2.	2006-01-11	16407541
Involvement of multiple survival signal transduction pathways in the neuroprotective, neurorescue and APP processing activity of rasagiline and its propargyl moiety.	2006	17017568
Coenzyme Q(10) provides neuroprotection in iron-induced apoptosis in dopaminergic neurons.	2006	16679553
Metallothionein-mediated neuroprotection in genetically engineered mouse models of Parkinson's disease.	2005-03-24	15790531
Recovery from experimental Parkinson's disease in the 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine hydrochloride treated marmoset with the melatonin analogue ML-23.	2005-01	15652376
Bridging the gap between in vitro and in vivo toxicology testing.	2004-12-23	15612869
Synthesis and biological characterization of 1-methyl-1,2,5,6-tetrahydropyridyl-1,2,5-thiadiazole derivatives as muscarinic agonists for the treatment of neurological disorders.	2003-09-25	13678406
Influence of lipophilicity on the interactions of N-alkyl-4-phenyl-1,2,3,6-tetrahydropyridines and their positively charged N-alkyl-4-phenylpyridinium metabolites with cytochrome P450 2D6.	2003-05	12695348
Design, synthesis, and biological characterization of bivalent 1-methyl-1,2,5,6-tetrahydropyridyl-1,2,5-thiadiazole derivatives as selective muscarinic agonists.	2001-12-20	11741475
Rat liver microsomal enzyme catalyzed oxidation of 4-phenyl-trans-1-(2-phenylcyclopropyl)-1,2,3,6-tetrahydropyridine.	2001-07	11425568
Failure of GPI compounds to display neurotrophic activity in vitro and in vivo.	2001-03	11274996

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:13:43 GMT 2025` Edited by `admin` on `Mon Mar 31 19:13:43 GMT 2025`
Record UNII	26RLS9D255
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

1,2,3,6-TETRAHYDROPYRIDINE

Systematic Name

English

NSC-65443

Preferred Name

English

Code System Code Type Description

ECHA (EC/EINECS)

211-766-2