Picolinic acid

HCID 1018CAS 32075-31-3

Basic information

Standard SMILES
O=C(O)c1ccccn1
InChIKey
SIOXPEMLGUPBBT-UHFFFAOYSA-N
Molecular formula
C6H5NO2
Average molar mass
123.11 g/mol
Monoisotopic mass
123.0320284

Overview

Picolinic acid is a pyridinemonocarboxylic acid in which the carboxy group is located at position 2. It is an intermediate in the metabolism of tryptophan. It has a role as a MALDI matrix material and a human metabolite. It is a conjugate acid of a picolinate.

Names & identifiers

Preferred name
Picolinic acid
IUPAC
pyridine-2-carboxylic acid
English name
nikogamol
Molecular formula
C6H5NO2
Molecular weight
123.1094

Names & synonyms

picolinic acid98-98-6Pyridine-2-carboxylic acid2-Pyridinecarboxylic acid2-Carboxypyridineo-Pyridinecarboxylic acidAcide picoliquealpha-Pyridinecarboxylic acid2-pyridine carboxylic acidDTXSID7031903QZV2W997JQDTXCID5011903
Show more names
nikogamol
CHEBI:28747RefChem:863115202-719-72-Picolinic acidalpha-Picolinic acidPYRIDINECARBOXYLIC ACIDPyridine-carboxylique-2MFCD00006293

Database identifiers

CAS
32075-31-3、88161-53-9、98-98-6
PubChem CID
1018
DTXSID
DTXSID7031903
ChEMBL
CHEMBL72628
ChEBI
CHEBI:28747
UNII
QZV2W997JQ
EC Number
202-719-7
Nikkaji
J45.682I、J452.014I

Properties

Computed structural properties

XLogP
0.8
Topological polar surface area
50.2 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
3
Rotatable bonds
1
Heavy atoms
9

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Pyridines
DrugsPharmaceuticals -> Listed in ZINC15
SpringerMaterials PropertiesChemical shift
LogP · 2 items

0.72

-1.0

Solubility · 2 items

960 mg/mL at 20 °C

>18.5 [ug/mL] (The mean of the results at pH 7.4)

Melting Point · 2 items

136.5 °C

136.5 °C

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H302 (93.9%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 179 reports by companies from 14 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 3 items

Chemical: 2-Pyridinecarboxylic acid

Status: Active Update: 03-07-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/24100

2-Pyridinecarboxylic acid: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to human health
Hazards SummaryAn eye irritant; [eChemPortal: ERMA] An irritant; [MSDSonline] See Pyridine.
Hazard Classes and CategoriesAcute Tox. 4 (93.9%)

Safety & protection

Protective Action Criteria (PAC) · 3 items

1.2 [mg/m3]

13 [mg/m3]

78 [mg/m3]

Chemistry & industry

Pharmacology

Pharmacodynamics · 1 item

PCL-016 or Picolinic acid drug substance is a pyridine carboxylate metabolite of tryptophan. It acts as an anti-infective and immunomodulator through its role in zinc transport. ZFPs are involved in viral replication and packaging as well as normal cell homeostatic functions. Picolinic acid has been shown to be an anti-viral in vitro and in vivo.

Mechanism of ActionAs a therapeutic agent, the molecule works by binding to zinc finger proteins (ZFPs) in a way that changes their structures and disrupts zinc binding, inhibiting function.
MeSH Pharmacological Classification · 1 item

Organic chemicals that form two or more coordination links with an iron ion. Once coordination has occurred, the complex formed is called a chelate. The iron-binding porphyrin group of hemoglobin is an example of a metal chelate found in biological systems.

Tissue LocationsProstate

Uses & manufacturing

Uses · 2 items

Iron-chelating agent that inhibits DNA synthesis; may interfere with iron-dependent production of stable free organic radical which is essential for ribonucleotide reductase formation of deoxyribonucleotides. [ChemIDplus]

Synthetic Polymer MALDI Matrix Compounds

General Manufacturing Information2-Pyridinecarboxylic acid: ACTIVE

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
上海泰矶林实业有限公司02150630626 17717886015 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]
Additional notes · 1 item

DefinitionChEBI: Picolinic acid is a pyridinemonocarboxylic acid in which the carboxy group is located at position 2. It is an intermediate in the metabolism of tryptophan. It has a role as a MALDI matrix material and a human metabolite. It is a conjugate acid of a picolinate.

Related reactions

511 records

Linked notes

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