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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 ATP-induced surfactant exocytosis by dihydropyridine (DHP) derivatives: a non-stereospecific, photoactivated effect and independent of L-type Ca2+ channels.
2001-05-01
Mapping action potentials and calcium transients simultaneously from the intact heart.
2001-05
Deformation-induced lipid trafficking in alveolar epithelial cells.
2001-05
Two new elastin cross-links having pyridine skeleton. Implication of ammonia in elastin cross-linking in vivo.
2001-04-20
Determination of the disulfide structure of sillucin, a highly knotted, cysteine-rich peptide, by cyanylation/cleavage mass mapping.
2001-04-17
Photoreaction of 2-halo-N-pyridinylbenzamide: intramolecular cyclization mechanism of phenyl radical assisted with n-complexation of chlorine radical.
2001-04-06
Presynaptic function is altered in snake K+-depolarized motor nerve terminals containing compromised mitochondria.
2001-04-01
Morphological correlates of functionally defined synaptic vesicle populations.
2001-04
Characterization of the flavoprotein domain of gp91phox which has NADPH diaphorase activity.
2001-04
Imaging stochastic spatial variability of active channel clusters during excitation of single neurons.
2001-04
Role of platelet-activating factor in hepatectomy with Pringle's maneuver.
2001-04
Improvement of graft function without donor pretreatment in liver transplantation from non-heart-beating donors.
2001-03-27
Probing the influence of local coordination environment on the properties of Fe-type nitrile hydratase model complexes.
2001-03-26
A synthetic, structural, magnetic, and spectral study of several [Fe[tris(pyrazolyl)methane]2](BF4)2 complexes: observation of an unusual spin-state crossover.
2001-03-26
Symmetry, stereotypy, and topography of odorant representations in mouse olfactory bulbs.
2001-03-15
Excited-state properties of Rh(2)(O(2)CCH(3))(4)(L)(2) (L = CH(3)OH, THF, PPh(3), py).
2001-03-12
Highly energetic tetraazidoborate anion and boron triazide adducts.
2001-03-12
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.
2001-03-12
Synthesis and structure-activity relationships of 5-substituted pyridine analogues of 3.
2001-03-12
Syntheses and evaluation of pyrido[2,3-dlpyrimidine-2,4-diones as PDE 4 inhibitors.
2001-03-12
Inhibition of Shiga toxin-induced tumor necrosis factor-alpha production and gene expression in human monocytic cells by CV6209.
2001-03-09
Determination of thiodyglycol in groundwater using solid-phase extraction followed by gas chromatography with mass spectrometric detection in the selected-ion mode.
2001-03-09
NAD/NADH models with axial/central chiralities: superiority of the quinoline ring system.
2001-03-09
Vesicle-associated proteins and transmitter release from sympathetic ganglionic boutons.
2001-03-05
Optimization of force constants with an Urey-Bradley force field avoiding normal mode crossings.
2001-03-01
Fragment mode analysis and its application to the vibrational normal modes of boron trichloride-ammonia and boron trichloride-pyridine complexes.
2001-03-01
Scanning tunneling microscopy with chemically modified tips: discrimination of porphyrin centers based on metal coordination and hydrogen bond interactions.
2001-03-01
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.
2001-03-01
Thiazole and thiadiazole analogues as a novel class of adenosine receptor antagonists.
2001-03-01
New eudesmane sesquiterpenes from the root of Lindera strychnifolia.
2001-03
Monooxygenases involved in GA12 and GA14 synthesis in Gibberella fujikuroi.
2001-03
The 1:1 adduct of 2,5-dihydroxy-1,4-benzoquinone with 4,4'-bipyridine.
2001-03
Allergic contact dermatitis from a pyridine derivative in polyvinyl chloride leather.
2001-03
Metabolism of the beta-oxidized intermediates of N-nitrosodi-n-propylamine: N-nitroso-beta-hydroxypropylpropylamine and N-nitroso-beta-oxopropylpropylamine.
2001-03
Cytochrome p450-dependent metabolism of trichloroethylene in rat kidney.
2001-03
Coherent scattering in multi-harmonic light microscopy.
2001-03
Optimization of separation and migration behavior of chloropyridines in micellar electrokinetic chromatography.
2001-02-23
Sensitive gas chromatographic--mass spectrometric screening of acetylated benzodiazepines.
2001-02-23
Molecular and crystal structures of N-(beta-D-galactopyranosyl)pyridinium bromide and its per-O-acetylated derivative.
2001-02-15
High-performance liquid chromatographic assays for a second-generation novel oral iron chelator (APCP363) and their application to pharmacokinetic studies in rats.
2001-02-10
New halogenated [11C]WAY analogues, [11C]6FPWAY and [11C]6BPWAY--radiosynthesis and assessment as radioligands for the study of brain 5-HT1A receptors in living monkey.
2001-02
Cytoplasmic Ca2+ at low submicromolar concentration stimulates mitochondrial metabolism in rat luteal cells.
2001-02
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.
2001-02
Structural determinants for AMPA agonist activity of aryl or heteroaryl substituted AMPA analogues. Synthesis and pharmacology.
2001-02
Separation of basic, acidic and neutral compounds by capillary electrochromatography using uncharged monolithic capillary columns modified with anionic and cationic surfactants.
2001-02
Synthesis and chain length-anti-HIV activity relationship of fully N- and O-sulfated homooligomers of tyrosine.
2001-02
[Ring cleavage of N-arylpyridinium salts by nucleophiles--regioselectivity and stereochemistry of the products. 1].
2001-02
Acid-base chemistry of a carbenium ion in a zeolite under equilibrium conditions: verification of a theoretical explanation of carbenium ion stability.
2001-01-10
Potential 166Ho radiopharmaceuticals for endovascular radionuclide therapy. II. Preparation and evaluation of 166Ho-DTPA.
2001-01
Fluorescent and electroactive cyclic assemblies from perylene tetracarboxylic acid bisimide ligands and metal phosphane triflates.
2001
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:40:52 GMT 2025
Edited
by admin
on Mon Mar 31 18:40:52 GMT 2025
Record UNII
NH9L3PP67S
Record Status Validated (UNII)
Record Version
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Name Type Language
PYRIDINE
FHFI   HSDB   MI  
Systematic Name English
NSC-141574
Preferred 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
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 Mon Mar 31 18:40:52 GMT 2025 , Edited by admin on Mon Mar 31 18:40:52 GMT 2025
CFR 21 CFR 172.515
Created by admin on Mon Mar 31 18:40:52 GMT 2025 , Edited by admin on Mon Mar 31 18:40:52 GMT 2025
Code System Code Type Description
NSC
406123
Created by admin on Mon Mar 31 18:40:52 GMT 2025 , Edited by admin on Mon Mar 31 18:40:52 GMT 2025
PRIMARY
MESH
C023666
Created by admin on Mon Mar 31 18:40:52 GMT 2025 , Edited by admin on Mon Mar 31 18:40:52 GMT 2025
PRIMARY
FDA UNII
NH9L3PP67S
Created by admin on Mon Mar 31 18:40:52 GMT 2025 , Edited by admin on Mon Mar 31 18:40:52 GMT 2025
PRIMARY
ECHA (EC/EINECS)
203-809-9
Created by admin on Mon Mar 31 18:40:52 GMT 2025 , Edited by admin on Mon Mar 31 18:40:52 GMT 2025
PRIMARY
SMS_ID
100000175699
Created by admin on Mon Mar 31 18:40:52 GMT 2025 , Edited by admin on Mon Mar 31 18:40:52 GMT 2025
PRIMARY
CAS
110-86-1
Created by admin on Mon Mar 31 18:40:52 GMT 2025 , Edited by admin on Mon Mar 31 18:40:52 GMT 2025
PRIMARY
WIKIPEDIA
PYRIDINE
Created by admin on Mon Mar 31 18:40:52 GMT 2025 , Edited by admin on Mon Mar 31 18:40:52 GMT 2025
PRIMARY
PUBCHEM
1049
Created by admin on Mon Mar 31 18:40:52 GMT 2025 , Edited by admin on Mon Mar 31 18:40:52 GMT 2025
PRIMARY
EPA CompTox
DTXSID9021924
Created by admin on Mon Mar 31 18:40:52 GMT 2025 , Edited by admin on Mon Mar 31 18:40:52 GMT 2025
PRIMARY
NSC
141574
Created by admin on Mon Mar 31 18:40:52 GMT 2025 , Edited by admin on Mon Mar 31 18:40:52 GMT 2025
PRIMARY
HSDB
118
Created by admin on Mon Mar 31 18:40:52 GMT 2025 , Edited by admin on Mon Mar 31 18:40:52 GMT 2025
PRIMARY
RS_ITEM_NUM
1601747
Created by admin on Mon Mar 31 18:40:52 GMT 2025 , Edited by admin on Mon Mar 31 18:40:52 GMT 2025
PRIMARY
CHEBI
16227
Created by admin on Mon Mar 31 18:40:52 GMT 2025 , Edited by admin on Mon Mar 31 18:40:52 GMT 2025
PRIMARY
MERCK INDEX
m9351
Created by admin on Mon Mar 31 18:40:52 GMT 2025 , Edited by admin on Mon Mar 31 18:40:52 GMT 2025
PRIMARY Merck Index
Related Record Type Details
TRANSPORTER -> INHIBITOR
Related Record Type Details
PARENT -> IMPURITY
PARENT -> IMPURITY
Limit of Residual Solvents
CHROMATOGRAPHIC PURITY (GC)
USP