Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C5H11N |
| Molecular Weight | 85.1475 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
C1CCNCC1
InChI
InChIKey=NQRYJNQNLNOLGT-UHFFFAOYSA-N
InChI=1S/C5H11N/c1-2-4-6-5-3-1/h6H,1-5H2
| Molecular Formula | C5H11N |
| Molecular Weight | 85.1475 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
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 |
|---|---|---|---|
OverviewOther
| Other Inhibitor | Other Substrate | Other Inducer |
|---|---|---|
Drug as perpetrator
| Target | Modality | Activity | Metabolite | Clinical evidence |
|---|---|---|---|---|
| no | ||||
Sources: https://pubmed.ncbi.nlm.nih.gov/1553756/ |
no | |||
Sources: https://pubmed.ncbi.nlm.nih.gov/1553756/ |
no | |||
Sources: https://pubmed.ncbi.nlm.nih.gov/1553756/ |
no | |||
| unlikely [Ki 54000 uM] |
PubMed
| Title | Date | PubMed |
|---|---|---|
| DNA damage induced by hypochlorite and hypobromite with reference to inflammation-associated carcinogenesis. | 2002-04-08 |
|
| Guanidinium and aminoimidazolinium derivatives of N-(4-piperidyl)propanamides as potential ligands for mu opioid and I2-imidazoline receptors: synthesis and pharmacological screening. | 2002-04 |
|
| Structure-function relationships of the raloxifene-estrogen receptor-alpha complex for regulating transforming growth factor-alpha expression in breast cancer cells. | 2002-03-15 |
|
| Antifungal amides from Piper arboreum and Piper tuberculatum. | 2002-03 |
|
| 2H-Azirine 3-phosphonates: a new class of chiral iminodienophiles. Asymmetric synthesis of quaternary piperidine phosphonates. | 2002-02-21 |
|
| Cytotoxic activity of 2-aminomethylene-3(2H)-benzofuranones against human oral tumor cell lines. | 2002-02-19 |
|
| New mu-opioid receptor agonists with phenoxyacetic acid moiety. | 2002-02 |
|
| Differentiation between isomeric oxidative metabolites of a piperidine-containing drug by liquid chromatography-tandem mass spectrometry with stable-isotope tracer technique. | 2002-02 |
|
| 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. | 2002-01-31 |
|
| Double base lesions of DNA by a metabolite of carcinogenic benzo[a]pyrene. | 2002-01-18 |
|
| (3R,4S)-4-(4-Fluorophenyl)-3-hydroxymethyl-1-methylpiperidine: conformation and structure monitoring by vibrational circular dichroism. | 2002-01-11 |
|
| Novel cyclic sugar imines: carbohydrate mimics and easily elaborated scaffolds for aza-sugars. | 2002-01-10 |
|
| 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. | 2002-01-03 |
|
| Design and synthesis of a series of indole glycoprotein IIb/IIIa inhibitors. | 2002-01 |
|
| Lewis acid-catalyzed ring-opening reactions of semicyclic N,O-acetals possessing an exocyclic nitrogen atom: mechanistic aspect and application to piperidine alkaloid synthesis. | 2001-12-19 |
|
| [Neonatal EEG trace of burst suppression. Etiological and evolutionary factors]. | 2001-12-01 |
|
| 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. | 2001-12 |
|
| 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. | 2001-11-22 |
|
| Stereoselective total synthesis of (+/-)-thielocin A1beta. | 2001-11-21 |
|
| Synthesis of DTPA analogues derived from piperidine and azepane: potential contrast enhancement agents for magnetic resonance imaging. | 2001-11-16 |
|
| Reductive demercuration in deprotection of trityl thioethers, trityl amines, and trityl ethers. | 2001-11-16 |
|
| Synthesis and biological evaluation of tropane-like 1-[2-[bis(4-fluorophenyl)methoxy]ethyl]-4-(3-phenylpropyl)piperazine (GBR 12909) analogues. | 2001-11-08 |
|
| Pyrimidinylimidazole inhibitors of p38: cyclic N-1 imidazole substituents enhance p38 kinase inhibition and oral activity. | 2001-11-05 |
|
| A new metabolite of irinotecan in which formation is mediated by human hepatic cytochrome P-450 3A4. | 2001-11 |
|
| Synthesis and anti-HIV activity of some isatin derivatives. | 2001-10-30 |
|
| 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. | 2001-10-26 |
|
| Palladium-catalyzed cyclization of allylsilanes with nucleophilic displacement of the silyl group. | 2001-10-01 |
|
| In vitro effect of alkaloids on bloodstream forms of Trypanosoma brucei and T. congolense. | 2001-10 |
|
| The role of species-dependent metabolism in the regional brain retention of 18F-labeled muscarinic acetylcholine receptor ligands. | 2001-10 |
|
| Beef cattle losses after grazing Lupinus argenteus (silvery lupine). | 2001-10 |
|
| Polar nitrogen compounds and their behaviour in the drinking water treatment process. | 2001-10 |
|
| Approaches to the synthesis of (+/-)-strychnine via the cobalt-mediated [2 + 2 + 2] cycloaddition: rapid assembly of a classic framework. | 2001-09-26 |
|
| Efficient enantiomeric synthesis of pyrrolidine and piperidine alkaloids from tobacco. | 2001-09-21 |
|
| 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. | 2001-09-17 |
|
| In situ 1H NMR study of the biodegradation of xenobiotics: application to heterocyclic compounds. | 2001-09-11 |
|
| Kinetics and mechanisms of the reactions of 3-methoxyphenyl, 3-chlorophenyl, and 4-cyanophenyl 4-nitrophenyl thionocarbonates with alicyclic amines. | 2001-09-07 |
|
| Rational design and synthesis of novel 2,5-disubstituted cis- and trans-piperidine derivatives exhibiting differential activity for the dopamine transporter. | 2001-09-03 |
|
| N-Acyl-N-phenyl ureas of piperidine and substituted piperidines endowed with anti-inflammatory and anti-proliferative activities. | 2001-09 |
|
| Methyl (SR)-10-chloro-1,2,3,4,5,6-hexahydro-6-hydroxy-8-methoxy-1-methyl-1,9-phenanthroline-6-carboxylate. | 2001-09 |
|
| 1-(2-[4-[6-Hydroxy-2-(4-hydroxyphenyl)benzo[b]thiol-3-ylcarbonyl]phenoxy]ethyl)piperidinium chloride. | 2001-09 |
|
| Improved preparation of amyloid-beta peptides using DBU as Nalpha-Fmoc deprotection reagent. | 2001-09 |
|
| Direct oxidation of guanine and 7,8-dihydro-8-oxoguanine in DNA by a high-valent chromium complex: a possible mechanism for chromate genotoxicity. | 2001-09 |
|
| Recognition and cleavage at the DNA major groove. | 2001-09 |
|
| A cytochrome P450 and a ferredoxin isolated from Mycobacterium sp. strain HE5 after growth on morpholine. | 2001-08 |
|
| Piperidine as an efficient organic catalyst of derivatization of oligosaccharides with malononitrile for high-sensitivity electrospray ionization mass analysis. | 2001-07 |
|
| M-100907 (Aventis). | 2001-01 |
|
| NO-independent regulatory site of direct sGC stimulators like YC-1 and BAY 41-2272. | 2001 |
|
| Liquid chromatographic resolution of biphenyl dimethyl dicarboxylate (DDB) and its analogues on a chiral stationary phase. | 2001 |
|
| 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 |
|
| [The prescription of repellents]. | 2001 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 19:00:56 GMT 2025
by
admin
on
Mon Mar 31 19:00:56 GMT 2025
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| Record UNII |
67I85E138Y
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| Record Status |
Validated (UNII)
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| Record Version |
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| Classification Tree | Code System | Code | ||
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CFR |
21 CFR 172.515
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JECFA EVALUATION |
PIPERIDINE
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DEA NO. |
2704
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67I85E138Y
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C032727
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SUB33956
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8082
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DTXSID6021165
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110-89-4
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m8850
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100000127745
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Piperidine
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114
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203-813-0
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589779
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1596
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18049
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