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Details

Stereochemistry ACHIRAL
Molecular Formula C5H6N
Molecular Weight 80.1078
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 1

SHOW SMILES / InChI
Structure of PYRIDINIUM CATION

SMILES

C1=CC=[NH+]C=C1

InChI

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

HIDE SMILES / InChI

Molecular Formula C5H6N
Molecular Weight 80.1078
Charge 1
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
Reversible vacuolation of T-tubules in skeletal muscle: mechanisms and implications for cell biology.
2001
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
Structural determinants for AMPA agonist activity of aryl or heteroaryl substituted AMPA analogues. Synthesis and pharmacology.
2001 Feb
Effects of staurosporine on exocytosis and endocytosis at frog motor nerve terminals.
2001 Feb 1
Fluorescent imaging of a dual-pathway atrioventricular-nodal conduction system.
2001 Feb 16
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
Improvement of graft function without donor pretreatment in liver transplantation from non-heart-beating donors.
2001 Feb-Mar
Absorbance data of hypericin and pseudohypericin used as reference compounds for medicinal plant analysis.
2001 Jan
Experimental and ab initio MO studies on the IR spectra and structure of pyridinium dicyanomethylide and trimethylammonium dicyanomethylide.
2001 Jan
NBD-labeled phosphatidylcholine and phosphatidylethanolamine are internalized by transbilayer transport across the yeast plasma membrane.
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
Synthesis, characterization, solid-state molecular structures, and deprotonation reactions of cationic alcohol complexes of osmium nitrosyl porphyrins.
2001 Jan 1
Functional plasticity triggers formation and pruning of dendritic spines in cultured hippocampal networks.
2001 Jan 1
Reversal of LRP-associated drug resistance in colon carcinoma SW-620 cells.
2001 Jan 1
Mono- and dinuclear zinc complexes derived from unsymmetric binucleating ligands: synthesis, characterization, and formation of tetranuclear arrays.
2001 Jan 15
Heteroaryl and cycloalkyl sulfonamide hydroxamic acid inhibitors of matrix metalloproteinases.
2001 Jan 22
Nicotinamide-N-methyltransferase is higher in the lumbar cerebrospinal fluid of patients with Parkinson's disease.
2001 Jan 26
Reactions of some 2- and 4-O-triflylglycopyranosides with MeLi, t-BuOK, and pyridine.
2001 Jan 30
Capillary zone electrophoresis of basic analytes in methanol as non-aqueous solvent mobility and ionisation constant.
2001 Jan 5
Self-assembly and selective guest binding of three-dimensional open-framework solids from a macrocyclic complex as a trifunctional metal building block.
2001 Jan 5
A rigid linker-scaffold for solid-phase synthesis of dimeric pharmacophores.
2001 Jan-Feb
Metabolism of the beta-oxidized intermediates of N-nitrosodi-n-propylamine: N-nitroso-beta-hydroxypropylpropylamine and N-nitroso-beta-oxopropylpropylamine.
2001 Mar
Cytochrome p450-dependent metabolism of trichloroethylene in rat kidney.
2001 Mar
Coherent scattering in multi-harmonic light microscopy.
2001 Mar
Thiazole and thiadiazole analogues as a novel class of adenosine receptor antagonists.
2001 Mar 1
Synthesis and structure-activity relationships of 5-substituted pyridine analogues of 3.
2001 Mar 12
Syntheses and evaluation of pyrido[2,3-dlpyrimidine-2,4-diones as PDE 4 inhibitors.
2001 Mar 12
Interleukin-3 withdrawal induces an early increase in mitochondrial membrane potential unrelated to the Bcl-2 family. Roles of intracellular pH, ADP transport, and F(0)F(1)-ATPase.
2001 Mar 2
Probing the influence of local coordination environment on the properties of Fe-type nitrile hydratase model complexes.
2001 Mar 26
A synthetic, structural, magnetic, and spectral study of several [Fe[tris(pyrazolyl)methane]2](BF4)2 complexes: observation of an unusual spin-state crossover.
2001 Mar 26
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
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 Sat Dec 16 16:57:08 GMT 2023
Edited
by admin
on Sat Dec 16 16:57:08 GMT 2023
Record UNII
RNZ2DM8Q8K
Record Status Validated (UNII)
Record Version
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Name Type Language
PYRIDINIUM CATION
Common Name English
PYRIDINIUM ION
Common Name English
PYRIDINIUM(1+)
Systematic Name English
PYRIDINE ION
Common Name English
PYRIDINE, CONJUGATE ACID (1:1)
Systematic Name English
PYRIDINE CONJUGATE MONOACID
Common Name English
PYRIDINE, CONJUGATE ACID
Common Name English
MONOPROTONATED PYRIDINE
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID20407294
Created by admin on Sat Dec 16 16:57:08 GMT 2023 , Edited by admin on Sat Dec 16 16:57:08 GMT 2023
PRIMARY
FDA UNII
RNZ2DM8Q8K
Created by admin on Sat Dec 16 16:57:08 GMT 2023 , Edited by admin on Sat Dec 16 16:57:08 GMT 2023
PRIMARY
PUBCHEM
4989215
Created by admin on Sat Dec 16 16:57:08 GMT 2023 , Edited by admin on Sat Dec 16 16:57:08 GMT 2023
PRIMARY
CAS
16969-45-2
Created by admin on Sat Dec 16 16:57:08 GMT 2023 , Edited by admin on Sat Dec 16 16:57:08 GMT 2023
PRIMARY
WIKIPEDIA
Pyridinium
Created by admin on Sat Dec 16 16:57:08 GMT 2023 , Edited by admin on Sat Dec 16 16:57:08 GMT 2023
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Related Record Type Details
IONIC MOIETY