Details
Stereochemistry | ACHIRAL |
Molecular Formula | C5H11N.ClH |
Molecular Weight | 121.608 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.C1CCNCC1
InChI
InChIKey=VEIWYFRREFUNRC-UHFFFAOYSA-N
InChI=1S/C5H11N.ClH/c1-2-4-6-5-3-1;/h6H,1-5H2;1H
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/799462
Sources: https://www.ncbi.nlm.nih.gov/pubmed/799462
Piperidine is a normal constituent in mammalian brain. It was shown to affect synaptic mechanism in the CNS, and influence neural mechanisms governing regulation of emotional behavior, sleeping, and extrapyramidal function. In addition, there are enzyme systems within the brain that synthesize and metabolize piperidine, and uptake and storage mechanisms for piperidine are found in the nerve endings. Piperidine, which proved to be a highly effective “antipsychotomimetic” agent in rats, has been reported to bring about substantial improvement in a variety of schizophrenic patients.
CNS Activity
Approval Year
Overview
CYP3A4 | CYP2C9 | CYP2D6 | hERG |
---|---|---|---|
Drug as perpetrator
Target | Modality | Activity | Metabolite | Clinical evidence |
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no | ||||
Sources: https://pubmed.ncbi.nlm.nih.gov/1553756/ |
no | |||
unlikely [Ki 54000 uM] |
PubMed
Title | Date | PubMed |
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NO-independent regulatory site of direct sGC stimulators like YC-1 and BAY 41-2272. | 2001 |
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Liquid chromatographic resolution of biphenyl dimethyl dicarboxylate (DDB) and its analogues on a chiral stationary phase. | 2001 |
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Use of S-Mosher acid as a chiral solvating agent for enantiomeric analysis of some trans-4-(4-fluorophenyl)-3-substituted-1-methylpiperidines by means of NMR spectroscopy. | 2001 |
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[The prescription of repellents]. | 2001 |
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A cytochrome P450 and a ferredoxin isolated from Mycobacterium sp. strain HE5 after growth on morpholine. | 2001 Aug |
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Reactions with pyrrolidine-2,4-diones, Part 4: Synthesis of some 3-substituted 1,5-diphenylpyrrolidine-2,4-diones as potential antimicrobial, anti-HIV-1 and antineoplastic agents. | 2001 Dec |
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Lewis acid-catalyzed ring-opening reactions of semicyclic N,O-acetals possessing an exocyclic nitrogen atom: mechanistic aspect and application to piperidine alkaloid synthesis. | 2001 Dec 19 |
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M-100907 (Aventis). | 2001 Jan |
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In situ 1H NMR study of the biodegradation of xenobiotics: application to heterocyclic compounds. | 2001 Jan-Feb |
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Piperidine as an efficient organic catalyst of derivatization of oligosaccharides with malononitrile for high-sensitivity electrospray ionization mass analysis. | 2001 Jul |
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A new metabolite of irinotecan in which formation is mediated by human hepatic cytochrome P-450 3A4. | 2001 Nov |
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Synthesis of DTPA analogues derived from piperidine and azepane: potential contrast enhancement agents for magnetic resonance imaging. | 2001 Nov 16 |
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Reductive demercuration in deprotection of trityl thioethers, trityl amines, and trityl ethers. | 2001 Nov 16 |
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Stereoselective total synthesis of (+/-)-thielocin A1beta. | 2001 Nov 21 |
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5-(Tryptophyl)amino-1,3-dioxoperhydropyrido[1,2-c]pyrimidine-based potent and selective CCK(1) receptor antagonists: structure-activity relationship studies on the central 1,3-dioxoperhydropyrido[1,2-c]pyrimidine scaffold. | 2001 Nov 22 |
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Pyrimidinylimidazole inhibitors of p38: cyclic N-1 imidazole substituents enhance p38 kinase inhibition and oral activity. | 2001 Nov 5 |
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Synthesis and biological evaluation of tropane-like 1-[2-[bis(4-fluorophenyl)methoxy]ethyl]-4-(3-phenylpropyl)piperazine (GBR 12909) analogues. | 2001 Nov 8 |
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In vitro effect of alkaloids on bloodstream forms of Trypanosoma brucei and T. congolense. | 2001 Oct |
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The role of species-dependent metabolism in the regional brain retention of 18F-labeled muscarinic acetylcholine receptor ligands. | 2001 Oct |
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Beef cattle losses after grazing Lupinus argenteus (silvery lupine). | 2001 Oct |
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Polar nitrogen compounds and their behaviour in the drinking water treatment process. | 2001 Oct |
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Palladium-catalyzed cyclization of allylsilanes with nucleophilic displacement of the silyl group. | 2001 Oct 1 |
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Characterization and mapping of DNA damage induced by reactive metabolites of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) at nucleotide resolution in human genomic DNA. | 2001 Oct 26 |
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N-Acyl-N-phenyl ureas of piperidine and substituted piperidines endowed with anti-inflammatory and anti-proliferative activities. | 2001 Sep |
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Methyl (SR)-10-chloro-1,2,3,4,5,6-hexahydro-6-hydroxy-8-methoxy-1-methyl-1,9-phenanthroline-6-carboxylate. | 2001 Sep |
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1-(2-[4-[6-Hydroxy-2-(4-hydroxyphenyl)benzo[b]thiol-3-ylcarbonyl]phenoxy]ethyl)piperidinium chloride. | 2001 Sep |
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Improved preparation of amyloid-beta peptides using DBU as Nalpha-Fmoc deprotection reagent. | 2001 Sep |
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Direct oxidation of guanine and 7,8-dihydro-8-oxoguanine in DNA by a high-valent chromium complex: a possible mechanism for chromate genotoxicity. | 2001 Sep |
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Recognition and cleavage at the DNA major groove. | 2001 Sep |
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[Neonatal EEG trace of burst suppression. Etiological and evolutionary factors]. | 2001 Sep 16-30 |
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Antagonists of the human CCR5 receptor as anti-HIV-1 agents. Part 3: a proposed pharmacophore model for 1-[N-(methyl)-N-(phenylsulfonyl)amino]-2-(phenyl)-4-[4-(substituted)piperidin-1-yl]butanes. | 2001 Sep 17 |
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Efficient enantiomeric synthesis of pyrrolidine and piperidine alkaloids from tobacco. | 2001 Sep 21 |
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Approaches to the synthesis of (+/-)-strychnine via the cobalt-mediated [2 + 2 + 2] cycloaddition: rapid assembly of a classic framework. | 2001 Sep 26 |
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Rational design and synthesis of novel 2,5-disubstituted cis- and trans-piperidine derivatives exhibiting differential activity for the dopamine transporter. | 2001 Sep 3 |
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Kinetics and mechanisms of the reactions of 3-methoxyphenyl, 3-chlorophenyl, and 4-cyanophenyl 4-nitrophenyl thionocarbonates with alicyclic amines. | 2001 Sep 7 |
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Cytotoxic activity of 2-aminomethylene-3(2H)-benzofuranones against human oral tumor cell lines. | 2001 Sep-Oct |
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Synthesis and anti-HIV activity of some isatin derivatives. | 2001 Sep-Oct |
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Guanidinium and aminoimidazolinium derivatives of N-(4-piperidyl)propanamides as potential ligands for mu opioid and I2-imidazoline receptors: synthesis and pharmacological screening. | 2002 Apr |
|
DNA damage induced by hypochlorite and hypobromite with reference to inflammation-associated carcinogenesis. | 2002 Apr 8 |
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New mu-opioid receptor agonists with phenoxyacetic acid moiety. | 2002 Feb |
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Differentiation between isomeric oxidative metabolites of a piperidine-containing drug by liquid chromatography-tandem mass spectrometry with stable-isotope tracer technique. | 2002 Feb |
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2H-Azirine 3-phosphonates: a new class of chiral iminodienophiles. Asymmetric synthesis of quaternary piperidine phosphonates. | 2002 Feb 21 |
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Design and synthesis of a series of indole glycoprotein IIb/IIIa inhibitors. | 2002 Jan |
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Novel cyclic sugar imines: carbohydrate mimics and easily elaborated scaffolds for aza-sugars. | 2002 Jan 10 |
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(3R,4S)-4-(4-Fluorophenyl)-3-hydroxymethyl-1-methylpiperidine: conformation and structure monitoring by vibrational circular dichroism. | 2002 Jan 11 |
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Double base lesions of DNA by a metabolite of carcinogenic benzo[a]pyrene. | 2002 Jan 18 |
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New serotonin 5-HT(2A), 5-HT(2B), and 5-HT(2C) receptor antagonists: synthesis, pharmacology, 3D-QSAR, and molecular modeling of (aminoalkyl)benzo and heterocycloalkanones. | 2002 Jan 3 |
|
Expansion of structure-activity studies of piperidine analogues of 1-[2-(diphenylmethoxy)ethyl]-4-(3-phenylpropyl)piperazine (GBR 12935) compounds by altering substitutions in the N-benzyl moiety and behavioral pharmacology of selected molecules. | 2002 Jan 31 |
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Antifungal amides from Piper arboreum and Piper tuberculatum. | 2002 Mar |
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Structure-function relationships of the raloxifene-estrogen receptor-alpha complex for regulating transforming growth factor-alpha expression in breast cancer cells. | 2002 Mar 15 |
Patents
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DEA NO. |
2704
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5MY66P6N3M
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DTXSID20884223
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22465
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27162
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100000155378
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m8850
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SUB129436
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6091-44-7
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228-033-8
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ACTIVE MOIETY
SUBSTANCE RECORD