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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
Adulteration of urine by "Urine Luck".
1999 Jul
Constitutive and induced expression by pyridine and beta-naphthoflavone of rat CYP1A is sexually dimorphic.
1999 Jun-Jul
Insulin differentially affects xenobiotic-enhanced, cytochrome P-450 (CYP)2E1, CYP2B, CYP3A, and CYP4A expression in primary cultured rat hepatocytes.
1999 May
Responses of transgenic mouse lines p53(+/-) and Tg.AC to agents tested in conventional carcinogenicity bioassays.
2000 Feb
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
Characterization of the flavoprotein domain of gp91phox which has NADPH diaphorase activity.
2001 Apr
Role of platelet-activating factor in hepatectomy with Pringle's maneuver.
2001 Apr
Presynaptic function is altered in snake K+-depolarized motor nerve terminals containing compromised mitochondria.
2001 Apr 1
Determination of the disulfide structure of sillucin, a highly knotted, cysteine-rich peptide, by cyanylation/cleavage mass mapping.
2001 Apr 17
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
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
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
Absorbance data of hypericin and pseudohypericin used as reference compounds for medicinal plant analysis.
2001 Jan
NBD-labeled phosphatidylcholine and phosphatidylethanolamine are internalized by transbilayer transport across the yeast plasma membrane.
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
Hydrogen peroxide acts as a second messenger for the induction of defense genes in tomato plants in response to wounding, systemin, and methyl jasmonate.
2001 Jan
Interaction of delavirdine with human liver microsomal cytochrome P450: inhibition of CYP2C9, CYP2C19, and CYP2D6.
2001 Jan
P450 interaction with HIV protease inhibitors: relationship between metabolic stability, inhibitory potency, and P450 binding spectra.
2001 Jan
Localization of cellubrevin-related peptide, endobrevin, in the early endosome in pancreatic beta cells and its physiological function in exo-endocytosis of secretory granules.
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
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
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
Oxidation of pyridine nucleotides during Fas- and ceramide-induced apoptosis in Jurkat cells: correlation with changes in mitochondria, glutathione depletion, intracellular acidification and caspase 3 activation.
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
Nicotinamide-N-methyltransferase is higher in the lumbar cerebrospinal fluid of patients with Parkinson's disease.
2001 Jan 26
The influence of different soil constituents on the reaction kinetics of wet oxidation of the creosote compound quinoline.
2001 Jan 29
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
Effects of pleasant and unpleasant ambient odors on human voice pitch.
2001 Jan 5
A rigid linker-scaffold for solid-phase synthesis of dimeric pharmacophores.
2001 Jan-Feb
New eudesmane sesquiterpenes from the root of Lindera strychnifolia.
2001 Mar
Monooxygenases involved in GA12 and GA14 synthesis in Gibberella fujikuroi.
2001 Mar
Metabolism of the beta-oxidized intermediates of N-nitrosodi-n-propylamine: N-nitroso-beta-hydroxypropylpropylamine and N-nitroso-beta-oxopropylpropylamine.
2001 Mar
Differential induction of rat hepatic cytochromes P450 3A1, 3A2, 2B1, 2B2, and 2E1 in response to pyridine treatment.
2001 Mar
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
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
A pyridine-thiol ligand with multiple bonding sites for heavy metal precipitation.
2001 Mar 19
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
On the enzymatic activation of NADH.
2001 Mar 23
Vesicle-associated proteins and transmitter release from sympathetic ganglionic boutons.
2001 Mar 5
Inhibition of Shiga toxin-induced tumor necrosis factor-alpha production and gene expression in human monocytic cells by CV6209.
2001 Mar 9
NAD/NADH models with axial/central chiralities: superiority of the quinoline ring system.
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 Fri Dec 15 17:09:08 GMT 2023
Edited
by admin
on Fri Dec 15 17:09:08 GMT 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 GMT 2023 , Edited by admin on Fri Dec 15 17:09:08 GMT 2023
CFR 21 CFR 172.515
Created by admin on Fri Dec 15 17:09:08 GMT 2023 , Edited by admin on Fri Dec 15 17:09:08 GMT 2023
Code System Code Type Description
NSC
406123
Created by admin on Fri Dec 15 17:09:08 GMT 2023 , Edited by admin on Fri Dec 15 17:09:08 GMT 2023
PRIMARY
MESH
C023666
Created by admin on Fri Dec 15 17:09:08 GMT 2023 , Edited by admin on Fri Dec 15 17:09:08 GMT 2023
PRIMARY
FDA UNII
NH9L3PP67S
Created by admin on Fri Dec 15 17:09:08 GMT 2023 , Edited by admin on Fri Dec 15 17:09:08 GMT 2023
PRIMARY
ECHA (EC/EINECS)
203-809-9
Created by admin on Fri Dec 15 17:09:08 GMT 2023 , Edited by admin on Fri Dec 15 17:09:08 GMT 2023
PRIMARY
SMS_ID
100000175699
Created by admin on Fri Dec 15 17:09:08 GMT 2023 , Edited by admin on Fri Dec 15 17:09:08 GMT 2023
PRIMARY
CAS
110-86-1
Created by admin on Fri Dec 15 17:09:08 GMT 2023 , Edited by admin on Fri Dec 15 17:09:08 GMT 2023
PRIMARY
WIKIPEDIA
PYRIDINE
Created by admin on Fri Dec 15 17:09:08 GMT 2023 , Edited by admin on Fri Dec 15 17:09:08 GMT 2023
PRIMARY
PUBCHEM
1049
Created by admin on Fri Dec 15 17:09:08 GMT 2023 , Edited by admin on Fri Dec 15 17:09:08 GMT 2023
PRIMARY
EPA CompTox
DTXSID9021924
Created by admin on Fri Dec 15 17:09:08 GMT 2023 , Edited by admin on Fri Dec 15 17:09:08 GMT 2023
PRIMARY
NSC
141574
Created by admin on Fri Dec 15 17:09:08 GMT 2023 , Edited by admin on Fri Dec 15 17:09:08 GMT 2023
PRIMARY
HSDB
118
Created by admin on Fri Dec 15 17:09:08 GMT 2023 , Edited by admin on Fri Dec 15 17:09:08 GMT 2023
PRIMARY
RS_ITEM_NUM
1601747
Created by admin on Fri Dec 15 17:09:08 GMT 2023 , Edited by admin on Fri Dec 15 17:09:08 GMT 2023
PRIMARY
CHEBI
16227
Created by admin on Fri Dec 15 17:09:08 GMT 2023 , Edited by admin on Fri Dec 15 17:09:08 GMT 2023
PRIMARY
MERCK INDEX
m9351
Created by admin on Fri Dec 15 17:09:08 GMT 2023 , Edited by admin on Fri Dec 15 17:09:08 GMT 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