ISONICOTINIC ACID

Possibly Marketed Outside US

Details

Stereochemistry	ACHIRAL
Molecular Formula	C6H5NO2
Molecular Weight	123.1094
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(=O)C1=CC=NC=C1

InChI

InChIKey=TWBYWOBDOCUKOW-UHFFFAOYSA-N

InChI=1S/C6H5NO2/c8-6(9)5-1-3-7-4-2-5/h1-4H,(H,8,9)

HIDE SMILES / InChI

Molecular Formula	C6H5NO2
Molecular Weight	123.1094
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/26621144 | https://www.ncbi.nlm.nih.gov/pubmed/18220565 | https://www.rxlist.com/isoniazid-drug.htm | http://chemicalland21.com/lifescience/phar/ISONICOTINIC%20ACID.htm

Isonicotinic acid considered to be inactive isomer of nicotinic acid. Isonicotinic acid is a metabolite of pyridine-4-carboxy hydrazide (isonicotinyl hydrazide; isoniazid) a front-line weapon in the battle against tuberculosis. Isonicotinic acid and its derivatives are used in manufacturing pharmaceuticals and agrochemicals.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
CHEBI:16908 2 Target ID: CHEBI:16908 Sources: https://www.ncbi.nlm.nih.gov/pubmed/12596216	Binding Agent 1076

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2596

PubMed

Title	Date	PubMed
Epimers of bicyclo[2.2.2]octan-2-ol derivatives with antiprotozoal activity.	2008-04	17698258
Linking two distinct layered networks of nanosized {Ln18} and {Cu24} wheels through isonicotinate ligands.	2008	17912733
Study on complex formation of biologically active pyridine derivatives with cyclodextrins by capillary electrophoresis.	2007-11-30	17367984
A series of lanthanide-transition metal frameworks based on 1-, 2-, and 3D metal-organic motifs linked by different 1D copper(I) halide motifs.	2007-11-26	17973480
Amine modification of digested peptide at C-terminal end during protein digestion by protease.	2007-10	17917247
Antimalarial cation-dimers synthesized in two steps from an inexpensive starting material, isonicotinic acid.	2007-10	17607684
Diversity of crystal structure with different lanthanide ions involving in situ oxidation-hydrolysis reaction.	2007-09-28	17828367
3D homometallic carboxylate ferrimagnet constructed from a manganese(II) succinate carboxylate layer motif pillared by isonicotinate spacers.	2007-09-03	17685608
3D coordination framework [Ln(4)(mu(3)-OH)(2)Cu(6)I(5)(IN)(8)(OAc)(3)] (IN = isonicotinate): employing 2D layers of lanthanide wheel clusters and 1D chains of copper halide clusters.	2007-06-25	17523633
A deliberate approach for the syntheses of heterometallic supramolecules containing dimolybdenum Mo(2)4+ species coordinated to other metal units.	2007-06-14	17534494
Surface modification of high-nuclearity lanthanide clusters: two tetramers constructed by cage-shaped [Dy26] clusters and isonicotinate linkers.	2007-04-16	17378554
On the relevance of an antiferromagnetic dimer model for the spin-gapped magnetic solids Cu(terpy)Mo2O7 and Cu(OH)(p-pyc)H2O.	2007-04-02	17348642
Identification of a cytochrome P450 cDNA (CYP98A5) from Phaseolus vulgaris, inducible by 3,5-dichlorosalicylic acid and 2,6-dichloro isonicotinic acid.	2007-04	16584810
A regenerable ruthenium tetraammine nitrosyl complex immobilized on a modified silica gel surface: preparation and studies of nitric oxide release and nitrite-to-NO conversion.	2007-03-15	17196216
Metallacrown-based compartments: selective encapsulation of three isonicotinate anions in non-centrosymmetric solids.	2007-03-12	17347721
LC and LC-MS study of stress decomposition behaviour of isoniazid and establishment of validated stability-indicating assay method.	2007-03-12	17118610
First direct-formation and properties of microspherical superstructure. Morphology of diamineplatinum(II) complexes with isonicotinate.	2007-02-07	17252105
Photosensitizers containing the 1,8-naphthyridyl moiety and their use in dye-sensitized solar cells.	2006-12-11	17140219
Langerhans cells release prostaglandin D2 in response to nicotinic acid.	2006-12	17008871
A robust microporous 3D cobalt(II) coordination polymer with new magnetically frustrated 2D lattices: single-crystal transformation and guest modulation of cooperative magnetic properties.	2006-11-28	17088969
Spontaneously resolved homochiral 3D lanthanide-silver heterometallic coordination framework with extended helical Ln-O-Ag subunits.	2006-11-13	17083224
Coordination framework hosts consisting of 4-pyridyl-substituted carboxylic acid (PCA) dimers and 1D chains of Ni2+ and SCN-: a rational structural extension toward coordination framework hosts with large rectangular cavities.	2006-11-13	17083221
Comparison of the anti-neoplastic effects of dirhodium(II) tetrapropionate and its adducts with nicotinate and isonicotinate anions in mice bearing Ehrlich tumors.	2006-10	16822594
Accurate length control of supramolecular oligomerization: Vernier assemblies.	2006-07-12	16819894
Catalase-peroxidase of Mycobacterium bovis BCG converts isoniazid to isonicotinamide, but not to isonicotinic acid: differentiation parameter between enzymes of Mycobacterium bovis BCG and Mycobacterium tuberculosis.	2006-05	16563633
Effect of beclomethasone dipropionate and dexamethasone isonicotinate on lung function, bronchoalveolar lavage fluid cytology, and transcription factor expression in airways of horses with recurrent airway obstruction.	2006-04-06	16594601
First metal azide complex with isonicotinate as a bridging ligand showing new net topology: hydrothermal synthesis, structure, and magnetic properties.	2006-04-03	16562932
Monitoring the ingestion of anti-tuberculosis drugs by simple non-invasive methods.	2006-01-13	16303269
A rash imposition from a lifestyle omission: a case report of pellagra.	2006-01	16457414
Aerobic biodegradation of 4-methylpyridine and 4-ethylpyridine by newly isolated Pseudonocardia sp. strain M43.	2006-01	16451185
Synthesis, Biological, Spectral, and Thermal Investigations of Cobalt(II) and Nickel(II) Complexes of N-Isonicotinamido -2',4'-Dichlorobenzalaldimine.	2006	17497006
The role of serendipity in drug discovery.	2006	17117615
Isoniazid is not a lead compound for its pyridyl ring derivatives, isonicotinoyl amides, hydrazides, and hydrazones: a critical review.	2006	16918349
An investigation of the surface-enhanced Raman scattering (SERS) effect from a new substrate of silver-modified silver electrode.	2005-12-15	16051260
Synthesis of leukotriene B4 antagonists labeled with In-111 or Tc-99m to image infectious and inflammatory foci.	2005-10-06	16190770
Open metal-organic framework containing cuprate chains.	2005-09-05	16124795
Determination of ethylene thiourea in urine by HPLC-DAD.	2005-06-25	15975251
Clinical presentation of abdominal tuberculosis in HIV seronegative adults.	2005-06-21	15969744
A solvothermally in situ generated mixed-ligand approach for NLO-active metal-organic framework materials.	2005-06-13	15934742
Surface-enhanced Raman spectroscopy using silver-coated porous glass-ceramic substrates.	2005-06	16053545
Sodium-coupled and electrogenic transport of B-complex vitamin nicotinic acid by slc5a8, a member of the Na/glucose co-transporter gene family.	2005-05-15	15651982
[Effects of a single dose of dexamethasone-21-isonicotinate on the phagocytosis performance of neutrophilic granulocytes and monocytes in periparturient dairy cows].	2005-04-05	15803762
Synthesis and characterization of hydrogen-bonded assemblies of W6S8L6 clusters.	2005-04-04	15792464
Acetylation genotype and phenotype in patients with systemic lupus erythematosus.	2005-03-24	16531626
Ditopic redox-active polyferrocenyl zinc(II) dithiocarbamate macrocyclic receptors: synthesis, coordination and electrochemical recognition properties.	2005-02-21	15702189
A 3D coordination framework based on linkages of nanosized hydroxo lanthanide clusters and copper centers by isonicotinate ligands.	2005-02-18	15674993
A new layered zinc phosphate templated by protonated isonicotinate, [Zn2(C6H5NO2)2(HPO4)2].	2005-02	15695900
Dinuclear zinc(II) dithiocarbamate macrocycles: ditopic receptors for a variety of guest molecules.	2005-01-21	15616727
Siloxane-supported organometallic compounds and their catalytic activities for the hydrosilylation of vinylsilanes and dienes.	2005-01-07	15605149
Antioxidant activity of new ruthenium compounds.	2005	16156952

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Oral

In Vitro Use Guide

Isonicotinic acid (1 mM), had no effect on Ca2+, glutamate, NO, or ROS levels in PC12 cells.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:19:43 GMT 2025` Edited by `admin` on `Mon Mar 31 18:19:43 GMT 2025`
Record UNII	Y8SYN761TQ
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ISONICOTINIC ACID

Systematic Name

English

NSC-1483

Preferred Name

English

.GAMMA.-PICOLINIC ACID

Common Name

English

4-PYRIDINECARBOXYLIC ACID

Systematic Name

English

PYRIDINE-4-CARBOXYLIC ACID

Systematic Name

English

ISONICOTINIC ACID [MI]

Common Name

English

Isonicotinic acid [WHO-DD]

Common Name

English

ISONIAZID IMPURITY A [EP IMPURITY]

Common Name

English

.GAMMA.-PYRIDINECARBOXYLIC ACID

Common Name

English

Code System Code Type Description

PUBCHEM

5922