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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
Coordinate up-regulation of CYP1A1 and heme oxygenase-1 (HO-1) expression and modulation of delta-aminolevulinic acid synthase and tryptophan pyrrolase activities in pyridine-treated rats.
1999 Aug 15
Constitutive and induced expression by pyridine and beta-naphthoflavone of rat CYP1A is sexually dimorphic.
1999 Jun-Jul
Responses of transgenic mouse lines p53(+/-) and Tg.AC to agents tested in conventional carcinogenicity bioassays.
2000 Feb
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
Morphological correlates of functionally defined synaptic vesicle populations.
2001 Apr
Role of platelet-activating factor in hepatectomy with Pringle's maneuver.
2001 Apr
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
[Ring cleavage of N-arylpyridinium salts by nucleophiles--regioselectivity and stereochemistry of the products. 1].
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
Sensitive gas chromatographic--mass spectrometric screening of acetylated benzodiazepines.
2001 Feb 23
Fatty acid chain elongation synthesis in eel (Anguilla anguilla) liver mitochondria.
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
The influence of different soil constituents on the reaction kinetics of wet oxidation of the creosote compound quinoline.
2001 Jan 29
A rigid linker-scaffold for solid-phase synthesis of dimeric pharmacophores.
2001 Jan-Feb
Coherent scattering in multi-harmonic light microscopy.
2001 Mar
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
Thiazole and thiadiazole analogues as a novel class of adenosine receptor antagonists.
2001 Mar 1
Highly energetic tetraazidoborate anion and boron triazide adducts.
2001 Mar 12
Syntheses and evaluation of pyrido[2,3-dlpyrimidine-2,4-diones as PDE 4 inhibitors.
2001 Mar 12
Patents
Substance Class Chemical
Created
by admin
on Thu Jul 06 00:31:19 UTC 2023
Edited
by admin
on Thu Jul 06 00:31:19 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 Thu Jul 06 00:31:20 UTC 2023 , Edited by admin on Thu Jul 06 00:31:20 UTC 2023
CFR 21 CFR 172.515
Created by admin on Thu Jul 06 00:31:20 UTC 2023 , Edited by admin on Thu Jul 06 00:31:20 UTC 2023
Code System Code Type Description
NSC
406123
Created by admin on Thu Jul 06 00:31:20 UTC 2023 , Edited by admin on Thu Jul 06 00:31:20 UTC 2023
PRIMARY
MESH
C023666
Created by admin on Thu Jul 06 00:31:20 UTC 2023 , Edited by admin on Thu Jul 06 00:31:20 UTC 2023
PRIMARY
FDA UNII
NH9L3PP67S
Created by admin on Thu Jul 06 00:31:20 UTC 2023 , Edited by admin on Thu Jul 06 00:31:20 UTC 2023
PRIMARY
ECHA (EC/EINECS)
203-809-9
Created by admin on Thu Jul 06 00:31:20 UTC 2023 , Edited by admin on Thu Jul 06 00:31:20 UTC 2023
PRIMARY
SMS_ID
100000175699
Created by admin on Thu Jul 06 00:31:20 UTC 2023 , Edited by admin on Thu Jul 06 00:31:20 UTC 2023
PRIMARY
CAS
110-86-1
Created by admin on Thu Jul 06 00:31:20 UTC 2023 , Edited by admin on Thu Jul 06 00:31:20 UTC 2023
PRIMARY
WIKIPEDIA
PYRIDINE
Created by admin on Thu Jul 06 00:31:20 UTC 2023 , Edited by admin on Thu Jul 06 00:31:20 UTC 2023
PRIMARY
PUBCHEM
1049
Created by admin on Thu Jul 06 00:31:20 UTC 2023 , Edited by admin on Thu Jul 06 00:31:20 UTC 2023
PRIMARY
EPA CompTox
DTXSID9021924
Created by admin on Thu Jul 06 00:31:20 UTC 2023 , Edited by admin on Thu Jul 06 00:31:20 UTC 2023
PRIMARY
NSC
141574
Created by admin on Thu Jul 06 00:31:20 UTC 2023 , Edited by admin on Thu Jul 06 00:31:20 UTC 2023
PRIMARY
HSDB
118
Created by admin on Thu Jul 06 00:31:20 UTC 2023 , Edited by admin on Thu Jul 06 00:31:20 UTC 2023
PRIMARY
RS_ITEM_NUM
1601747
Created by admin on Thu Jul 06 00:31:20 UTC 2023 , Edited by admin on Thu Jul 06 00:31:20 UTC 2023
PRIMARY
CHEBI
16227
Created by admin on Thu Jul 06 00:31:20 UTC 2023 , Edited by admin on Thu Jul 06 00:31:20 UTC 2023
PRIMARY
MERCK INDEX
M9351
Created by admin on Thu Jul 06 00:31:20 UTC 2023 , Edited by admin on Thu Jul 06 00:31:20 UTC 2023
PRIMARY Merck Index
Related Record Type Details
TRANSPORTER -> INHIBITOR
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
PARENT -> IMPURITY
Limit of Residual Solvents
CHROMATOGRAPHIC PURITY (GC)
USP