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
Target ID: CHEBI:16908 Sources: https://www.ncbi.nlm.nih.gov/pubmed/12596216	Binding Agent 1059

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2565

PubMed

Title	Date	PubMed
Antioxidant activity of new ruthenium compounds.	2005	16156952
Synthesis and characterization of hydrogen-bonded assemblies of W6S8L6 clusters.	2005 Apr 4	15792464
An investigation of the surface-enhanced Raman scattering (SERS) effect from a new substrate of silver-modified silver electrode.	2005 Dec 15	16051260
A new layered zinc phosphate templated by protonated isonicotinate, [Zn2(C6H5NO2)2(HPO4)2].	2005 Feb	15695900
A 3D coordination framework based on linkages of nanosized hydroxo lanthanide clusters and copper centers by isonicotinate ligands.	2005 Feb 18	15674993
Ditopic redox-active polyferrocenyl zinc(II) dithiocarbamate macrocyclic receptors: synthesis, coordination and electrochemical recognition properties.	2005 Feb 21	15702189
Dinuclear zinc(II) dithiocarbamate macrocycles: ditopic receptors for a variety of guest molecules.	2005 Jan 21	15616727
Siloxane-supported organometallic compounds and their catalytic activities for the hydrosilylation of vinylsilanes and dienes.	2005 Jan 7	15605149
Surface-enhanced Raman spectroscopy using silver-coated porous glass-ceramic substrates.	2005 Jun	16053545
A solvothermally in situ generated mixed-ligand approach for NLO-active metal-organic framework materials.	2005 Jun 13	15934742
Clinical presentation of abdominal tuberculosis in HIV seronegative adults.	2005 Jun 21	15969744
[Effects of a single dose of dexamethasone-21-isonicotinate on the phagocytosis performance of neutrophilic granulocytes and monocytes in periparturient dairy cows].	2005 Mar-Apr	15803762
Sodium-coupled and electrogenic transport of B-complex vitamin nicotinic acid by slc5a8, a member of the Na/glucose co-transporter gene family.	2005 May 15	15651982
Determination of ethylene thiourea in urine by HPLC-DAD.	2005 May-Jun	15975251
Synthesis of leukotriene B4 antagonists labeled with In-111 or Tc-99m to image infectious and inflammatory foci.	2005 Oct 6	16190770
Open metal-organic framework containing cuprate chains.	2005 Sep 5	16124795
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
First metal azide complex with isonicotinate as a bridging ligand showing new net topology: hydrothermal synthesis, structure, and magnetic properties.	2006 Apr 3	16562932
Langerhans cells release prostaglandin D2 in response to nicotinic acid.	2006 Dec	17008871
Photosensitizers containing the 1,8-naphthyridyl moiety and their use in dye-sensitized solar cells.	2006 Dec 11	17140219
A rash imposition from a lifestyle omission: a case report of pellagra.	2006 Jan	16457414
Aerobic biodegradation of 4-methylpyridine and 4-ethylpyridine by newly isolated Pseudonocardia sp. strain M43.	2006 Jan	16451185
Monitoring the ingestion of anti-tuberculosis drugs by simple non-invasive methods.	2006 Jan 13	16303269
Acetylation genotype and phenotype in patients with systemic lupus erythematosus.	2006 Jan-Feb	16531626
Accurate length control of supramolecular oligomerization: Vernier assemblies.	2006 Jul 12	16819894
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 Mar-Apr	16594601
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 May	16563633
Spontaneously resolved homochiral 3D lanthanide-silver heterometallic coordination framework with extended helical Ln-O-Ag subunits.	2006 Nov 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 Nov 13	17083221
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 Nov 28	17088969
Comparison of the anti-neoplastic effects of dirhodium(II) tetrapropionate and its adducts with nicotinate and isonicotinate anions in mice bearing Ehrlich tumors.	2006 Oct	16822594
Identification of a cytochrome P450 cDNA (CYP98A5) from Phaseolus vulgaris, inducible by 3,5-dichlorosalicylic acid and 2,6-dichloro isonicotinic acid.	2007 Apr	16584810
Surface modification of high-nuclearity lanthanide clusters: two tetramers constructed by cage-shaped [Dy26] clusters and isonicotinate linkers.	2007 Apr 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 Apr 2	17348642
First direct-formation and properties of microspherical superstructure. Morphology of diamineplatinum(II) complexes with isonicotinate.	2007 Feb 7	17252105
A deliberate approach for the syntheses of heterometallic supramolecules containing dimolybdenum Mo(2)4+ species coordinated to other metal units.	2007 Jun 14	17534494
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 Jun 25	17523633
Metallacrown-based compartments: selective encapsulation of three isonicotinate anions in non-centrosymmetric solids.	2007 Mar 12	17347721
LC and LC-MS study of stress decomposition behaviour of isoniazid and establishment of validated stability-indicating assay method.	2007 Mar 12	17118610
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 Mar 15	17196216
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 Nov 26	17973480
Study on complex formation of biologically active pyridine derivatives with cyclodextrins by capillary electrophoresis.	2007 Nov 30	17367984
Amine modification of digested peptide at C-terminal end during protein digestion by protease.	2007 Oct	17917247
Antimalarial cation-dimers synthesized in two steps from an inexpensive starting material, isonicotinic acid.	2007 Oct	17607684
Diversity of crystal structure with different lanthanide ions involving in situ oxidation-hydrolysis reaction.	2007 Sep 28	17828367
3D homometallic carboxylate ferrimagnet constructed from a manganese(II) succinate carboxylate layer motif pillared by isonicotinate spacers.	2007 Sep 3	17685608
Linking two distinct layered networks of nanosized {Ln18} and {Cu24} wheels through isonicotinate ligands.	2008	17912733
Epimers of bicyclo[2.2.2]octan-2-ol derivatives with antiprotozoal activity.	2008 Apr	17698258

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 `Wed Jul 05 23:35:18 UTC 2023` Edited by `admin` on `Wed Jul 05 23:35:18 UTC 2023`
Record UNII	Y8SYN761TQ
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ISONICOTINIC ACID

Systematic 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

NSC-1483

Code

English

.GAMMA.-PYRIDINECARBOXYLIC ACID

Common Name

English

Code System Code Type Description

PUBCHEM

5922