2-Pyrazinecarboxylic acid
Basic information
- CAS
98-97-5- Standard SMILES
O=C(O)c1cnccn1- InChIKey
NIPZZXUFJPQHNH-UHFFFAOYSA-N- Molecular formula
- C5H4N2O2
- Average molar mass
- 124.1 g/mol
- Monoisotopic mass
- 124.02727737
Overview
Pyrazine-2-carboxylic acid is the parent compound of the class of pyrazinecarboxylic acids, that is pyrazine bearing a single carboxy substituent. The active metabolite of the antitubercular drug pyrazinamide. It has a role as an antitubercular agent and a drug metabolite. It is a conjugate acid of a pyrazine-2-carboxylate.
Names & identifiers
- Preferred name
- 2-Pyrazinecarboxylic acid
- IUPAC
- pyrazine-2-carboxylic acid
- English name
- 2-Pyrazinecarboxylic acid
- Molecular formula
- C5H4N2O2
- Molecular weight
- 124.1
Names & synonyms
Pyrazine-2-carboxylic acid2-Pyrazinecarboxylic acid98-97-5pyrazinoic acidpyrazinecarboxylic acidParadiazinecarboxylic acidpyrazinemonocarboxylic acidNSC-13146CHEBI:71311DTXSID302433672WB23298SPRefChem:177455
Show more names
NSC 13146NSC 27192NSC 13146-d3NSC 27192-d3Pyrazoic acidPyrazinecarboxyL
CHEBI:48345DTXCID30165858202-718-1Pyrazinic acid2-Carboxypyrazine2-Pyrazine carboxylic acid2-Pyrazinoic acidPiazinecarboxylic acid
Database identifiers
- CAS
98-97-5- PubChem CID
- 1047
- DTXSID
DTXSID30243367- ChEMBL
CHEMBL613- ChEBI
CHEBI:71311- UNII
- 2WB23298SP
- EC Number
- 202-718-1
- Nikkaji
- J11.623H
Properties
Computed structural properties
- XLogP
- 0.1
- Topological polar surface area
- 63.1 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 1
- Heavy atoms
- 9
- Formal charge
- 0
- Complexity
- 116
Experimental & physicochemical properties
Chemical ClassesNitrogen Compounds -> Pyrazines
SpringerMaterials Properties15N nuclear magnetic resonance spectrum
Physical DescriptionWhite solid; [Merck Index] White or off-white powder; [Alfa Aesar MSDS]
Physicochemical properties
- Melting point
- 222 · 222-225 °C (dec.)(lit.)
- Boiling point
- 230.85 °C · 230.85°C (rough estimate)
- Density
- 1.4317 · 1.4317 (rough estimate)
- vapor pressure
- 0.011 Pa · 0.011Pa at 25℃
- refractive index
- 1.48 · 1.4800 (estimate)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- DMSO (Slightly), Methanol (Slightly, Heated)
- form
- Crystalline Powder
- pka
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 82.4% (14 of 17) of all reports.
Warning
H315 (17.6%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 17 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: Pyrazinecarboxylic acid
Status: Cease Manufacture Update: 28-06-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/19785
Pyrazinecarboxylic acid: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryMay cause irritation; [Alfa Aesar MSDS]
Hazard Classes and CategoriesSkin Irrit. 2 (17.6%)
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- hs_code
- 29339990
- risk_code
- 11-34
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi,C,F
- safety_code
- 22-24/25-45-36/37/39-26-16
Chemistry & industry
Pharmacology
Tissue LocationsKidney
Cellular LocationsCytoplasm
Applications
UsesPyrazinecarboxylic Acid is a very potent urate retaining drug. Pyrazinecarboxylic Acid is a metabolite of the antibacterial agent Pyrazinamide (P840600).
UsesLabelled analogue of Pyrazinecarboxylic Acid, a very potent urate retaining drug. Pyrazinecarboxylic Acid is a metabolite of the antibacterial agent Pyrazinamide (P840600).
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
926 records
Compound notes
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