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Details

Stereochemistry ACHIRAL
Molecular Formula C5H5N
Molecular Weight 79.0999
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PYRIDINE

SMILES

C1=CC=NC=C1

InChI

InChIKey=JUJWROOIHBZHMG-UHFFFAOYSA-N
InChI=1S/C5H5N/c1-2-4-6-5-3-1/h1-5H

HIDE SMILES / InChI

Molecular Formula C5H5N
Molecular Weight 79.0999
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Pyridine is a basic heterocyclic organic compound used as a solvent in organic synthesis. Since the pyridine ring has three double bonds, six p-electrons exist, which are sufficient for aromatic ring formation without involving the lone pair electrons of the nitrogen atom. Since the lone pair electrons remain free, quaternary salts retain the aromaticity. However, the nitrogen atom has a higher electronegativity than the carbon atoms and shows an electron-withdrawing effect. In oxidation and reduction reactions, the pyridine ring exhibits properties characteristic of pelectron-deficient aromatic rings: resistance to oxidation and facile reduction. Pyridine bases are a constituent of tars. They were isolated from coal tar or coal gas before synthetic manufacturing processes became established. Pyridine is an excellent solvent, especially for dehydrochlorination reactions and extraction of antibiotics. Large amounts of pyridine are used as starting material for pharmaceuticals and agrochemicals: for example, herbicides such as diquat and paraquat, insecticides such as chlorpyrifos, and fungicides such as pyrithione. Pyridine is harmful if inhaled, swallowed or absorbed through the skin. Effects of acute pyridine intoxication include dizziness, headache, lack of coordination, nausea, salivation, and loss of appetite.

Approval Year

PubMed

PubMed

TitleDatePubMed
Inhibition of human cytochrome P450 enzymes by 1,4-dihydropyridine calcium antagonists: prediction of in vivo drug-drug interactions.
2000 Feb-Mar
Metabolic fate of extracellular NAD in human skin fibroblasts.
2001
Reversible vacuolation of T-tubules in skeletal muscle: mechanisms and implications for cell biology.
2001
Imaging stochastic spatial variability of active channel clusters during excitation of single neurons.
2001 Apr
Role of platelet-activating factor in hepatectomy with Pringle's maneuver.
2001 Apr
Two new elastin cross-links having pyridine skeleton. Implication of ammonia in elastin cross-linking in vivo.
2001 Apr 20
Photoreaction of 2-halo-N-pyridinylbenzamide: intramolecular cyclization mechanism of phenyl radical assisted with n-complexation of chlorine radical.
2001 Apr 6
Cytoplasmic Ca2+ at low submicromolar concentration stimulates mitochondrial metabolism in rat luteal cells.
2001 Feb
Spectrochemical investigations in molecularly organized solvent media: evaluation of pyridinium chloride as a selective fluorescence quenching agent of polycyclic aromatic hydrocarbons in aqueous carboxylate-terminated poly(amido) amine dendrimers and anionic micelles.
2001 Feb
Separation of basic, acidic and neutral compounds by capillary electrochromatography using uncharged monolithic capillary columns modified with anionic and cationic surfactants.
2001 Feb
Synthesis and chain length-anti-HIV activity relationship of fully N- and O-sulfated homooligomers of tyrosine.
2001 Feb
Symptomatic and urodynamic improvement by oral distigmine bromide in poor voiders after transurethral resection of the prostate.
2001 Feb
Antiviral and antiproliferative activity in vitro of some new benzimidazole derivatives.
2001 Feb
Effects of staurosporine on exocytosis and endocytosis at frog motor nerve terminals.
2001 Feb 1
Molecular and crystal structures of N-(beta-D-galactopyranosyl)pyridinium bromide and its per-O-acetylated derivative.
2001 Feb 15
Optimization of separation and migration behavior of chloropyridines in micellar electrokinetic chromatography.
2001 Feb 23
Sensitive gas chromatographic--mass spectrometric screening of acetylated benzodiazepines.
2001 Feb 23
Computational studies on nonenzymatic and enzymatic pyridoxal phosphate catalyzed decarboxylations of 2-aminoisobutyrate.
2001 Feb 6
Improvement of graft function without donor pretreatment in liver transplantation from non-heart-beating donors.
2001 Feb-Mar
NBD-labeled phosphatidylcholine and phosphatidylethanolamine are internalized by transbilayer transport across the yeast plasma membrane.
2001 Jan
N-(8-Quinolyl)pyridine-2-carboxamide.
2001 Jan
Potent inhibition of CYP2D6 by haloperidol metabolites: stereoselective inhibition by reduced haloperidol.
2001 Jan
Visualizing excitation waves inside cardiac muscle using transillumination.
2001 Jan
P450 interaction with HIV protease inhibitors: relationship between metabolic stability, inhibitory potency, and P450 binding spectra.
2001 Jan
Connexin 43 hemi channels mediate Ca2+-regulated transmembrane NAD+ fluxes in intact cells.
2001 Jan
Heteroleptic lanthanide compounds with chalcogenolate ligands: reduction of PhNNPh/PhEEPh (E = Se or Te) mixtures with Ln (Ln = Ho, Er, Tm, Yb). Thermolysis can give LnN or LnE.
2001 Jan 1
Biphasic behavior of the high-spin-->low-spin relaxation of [Fe(btpa)](PF6)2 in solution (btpa = N,N,N',N'-tetrakis(2-pyridylmethyl)-6,6'-bis(aminomethyl)-2,2'- bipyridine).
2001 Jan 1
Platinum(II) and palladium(II) complexes with dithiocarbamates and amines: synthesis, characterization and cell assay.
2001 Jan 1
Acid-base chemistry of a carbenium ion in a zeolite under equilibrium conditions: verification of a theoretical explanation of carbenium ion stability.
2001 Jan 10
A covalent vanadium(III) 2-dimensional network and vanadyl chains linked by aryldioxides.
2001 Jan 15
Mono- and dinuclear zinc complexes derived from unsymmetric binucleating ligands: synthesis, characterization, and formation of tetranuclear arrays.
2001 Jan 15
Dinuclear alkyldiamine platinum antitumor compounds: a structure-activity relationship study.
2001 Jan 18
Control of synapse number by glia.
2001 Jan 26
The influence of different soil constituents on the reaction kinetics of wet oxidation of the creosote compound quinoline.
2001 Jan 29
Capillary zone electrophoresis of basic analytes in methanol as non-aqueous solvent mobility and ionisation constant.
2001 Jan 5
A rigid linker-scaffold for solid-phase synthesis of dimeric pharmacophores.
2001 Jan-Feb
Cytochrome p450-dependent metabolism of trichloroethylene in rat kidney.
2001 Mar
Coherent scattering in multi-harmonic light microscopy.
2001 Mar
Optimization of force constants with an Urey-Bradley force field avoiding normal mode crossings.
2001 Mar 1
Fragment mode analysis and its application to the vibrational normal modes of boron trichloride-ammonia and boron trichloride-pyridine complexes.
2001 Mar 1
Antipsoriatic anthrones with modulated redox properties. 5. Potent inhibition of human keratinocyte growth, induction of keratinocyte differentiation, and reduced membrane damage by novel 10-arylacetyl-1,8-dihydroxy-9(10H)-anthracenones.
2001 Mar 1
Highly energetic tetraazidoborate anion and boron triazide adducts.
2001 Mar 12
Crystal structure analysis and chiral recognition study of Delta-[Ru(bpy)2(py)2][(+)-O,O'-dibenzoylD-tartrate].12H2O and Lambda-[Ru(bpy)2(py)2][(-)-O,O'-dibenzoyl-L-tartrate].12H2O.
2001 Mar 12
Syntheses and evaluation of pyrido[2,3-dlpyrimidine-2,4-diones as PDE 4 inhibitors.
2001 Mar 12
Symmetry, stereotypy, and topography of odorant representations in mouse olfactory bulbs.
2001 Mar 15
A pyridine-thiol ligand with multiple bonding sites for heavy metal precipitation.
2001 Mar 19
Vesicle-associated proteins and transmitter release from sympathetic ganglionic boutons.
2001 Mar 5
Determination of thiodyglycol in groundwater using solid-phase extraction followed by gas chromatography with mass spectrometric detection in the selected-ion mode.
2001 Mar 9
Mapping action potentials and calcium transients simultaneously from the intact heart.
2001 May
Inhibition of ATP-induced surfactant exocytosis by dihydropyridine (DHP) derivatives: a non-stereospecific, photoactivated effect and independent of L-type Ca2+ channels.
2001 May 1
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 17:09:08 UTC 2023
Edited
by admin
on Fri Dec 15 17:09:08 UTC 2023
Record UNII
NH9L3PP67S
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PYRIDINE
FHFI   HSDB   MI  
Systematic Name English
AZABENZENE
Systematic Name English
PYRIDINE [FHFI]
Common Name English
PYRIDINE [USP-RS]
Common Name English
NSC-406123
Code English
PYRIDINE [IARC]
Common Name English
FEMA NO. 2966
Code English
PYRIDINE [HSDB]
Common Name English
CEFTAZIDIME PENTAHYDRATE IMPURITY F [EP IMPURITY]
Common Name English
NSC-141574
Code English
CEFTAZIDIME IMPURITY F [EP IMPURITY]
Common Name English
PYRIDINE [MI]
Common Name English
AZINE
Common Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 69202
Created by admin on Fri Dec 15 17:09:08 UTC 2023 , Edited by admin on Fri Dec 15 17:09:08 UTC 2023
CFR 21 CFR 172.515
Created by admin on Fri Dec 15 17:09:08 UTC 2023 , Edited by admin on Fri Dec 15 17:09:08 UTC 2023
Code System Code Type Description
NSC
406123
Created by admin on Fri Dec 15 17:09:08 UTC 2023 , Edited by admin on Fri Dec 15 17:09:08 UTC 2023
PRIMARY
MESH
C023666
Created by admin on Fri Dec 15 17:09:08 UTC 2023 , Edited by admin on Fri Dec 15 17:09:08 UTC 2023
PRIMARY
FDA UNII
NH9L3PP67S
Created by admin on Fri Dec 15 17:09:08 UTC 2023 , Edited by admin on Fri Dec 15 17:09:08 UTC 2023
PRIMARY
ECHA (EC/EINECS)
203-809-9
Created by admin on Fri Dec 15 17:09:08 UTC 2023 , Edited by admin on Fri Dec 15 17:09:08 UTC 2023
PRIMARY
SMS_ID
100000175699
Created by admin on Fri Dec 15 17:09:08 UTC 2023 , Edited by admin on Fri Dec 15 17:09:08 UTC 2023
PRIMARY
CAS
110-86-1
Created by admin on Fri Dec 15 17:09:08 UTC 2023 , Edited by admin on Fri Dec 15 17:09:08 UTC 2023
PRIMARY
WIKIPEDIA
PYRIDINE
Created by admin on Fri Dec 15 17:09:08 UTC 2023 , Edited by admin on Fri Dec 15 17:09:08 UTC 2023
PRIMARY
PUBCHEM
1049
Created by admin on Fri Dec 15 17:09:08 UTC 2023 , Edited by admin on Fri Dec 15 17:09:08 UTC 2023
PRIMARY
EPA CompTox
DTXSID9021924
Created by admin on Fri Dec 15 17:09:08 UTC 2023 , Edited by admin on Fri Dec 15 17:09:08 UTC 2023
PRIMARY
NSC
141574
Created by admin on Fri Dec 15 17:09:08 UTC 2023 , Edited by admin on Fri Dec 15 17:09:08 UTC 2023
PRIMARY
HSDB
118
Created by admin on Fri Dec 15 17:09:08 UTC 2023 , Edited by admin on Fri Dec 15 17:09:08 UTC 2023
PRIMARY
RS_ITEM_NUM
1601747
Created by admin on Fri Dec 15 17:09:08 UTC 2023 , Edited by admin on Fri Dec 15 17:09:08 UTC 2023
PRIMARY
CHEBI
16227
Created by admin on Fri Dec 15 17:09:08 UTC 2023 , Edited by admin on Fri Dec 15 17:09:08 UTC 2023
PRIMARY
MERCK INDEX
m9351
Created by admin on Fri Dec 15 17:09:08 UTC 2023 , Edited by admin on Fri Dec 15 17:09:08 UTC 2023
PRIMARY Merck Index
Related Record Type Details
TRANSPORTER -> INHIBITOR
Related Record Type Details
PARENT -> IMPURITY
Limit of Residual Solvents
CHROMATOGRAPHIC PURITY (GC)
USP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP