Basic information
- CAS
89-01-0- Standard SMILES
O=C(O)c1nccnc1C(=O)O- InChIKey
ZUCRGHABDDWQPY-UHFFFAOYSA-N- Molecular formula
- C6H4N2O4
- Average molar mass
- 168.11 g/mol
- Monoisotopic mass
- 168.01710661
Overview
has antimicrobial activity; structure in first source
Names & identifiers
- Preferred name
- 2,3-Pyrazinedicarboxylic acid
- IUPAC
- pyrazine-2,3-dicarboxylic acid
- English name
- 2,3-Pyrazinedicarboxylic acid
- Molecular formula
- C6H4N2O4
- Molecular weight
- 168.11
Names & synonyms
Show more names
Database identifiers
- CAS
89-01-0- PubChem CID
- 66628
- DTXSID
DTXSID70237467- ChEMBL
CHEMBL2000672- UNII
- QNN35WOF29
- EC Number
- 201-875-3
- Nikkaji
- J60.120I
Properties
Computed structural properties
- XLogP
- -0.7
- Topological polar surface area
- 100 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 2
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 184
Physicochemical properties
- Melting point
- 188 °C · 188 °C (dec.) (lit.)
- Boiling point
- 297.01 °C · 297.01°C (rough estimate)
- Density
- 1.6328 · 1.6328 (rough estimate)
- refractive index
- 1.4738 · 1.4738 (estimate)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- soluble
- pka
- 1.66 · 1.66±0.10(Predicted)
- form
- Solid
- color
- Off-White to Pale Brown
- Water Solubility
- soluble
- Merck
- 14 · 14,7958
- BRN
- 147982 · 147982
- InChI
- 1S/C6H4N2O4/c9-5(10)3-4(6(11)12)8-2-1-7-3/h1-2H,(H,9,10)(H,11,12)
- InChIKey
- ZUCRGHABDDWQPY-UHFFFAOYSA-N
- SMILES
- OC(=O)c1nccnc1C(O)=O
- LogP
- -1.257 · -1.257 (est)
- CAS DataBase Reference
- 89 · 89-01-0(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 35 WOF29 · QNN35WOF29
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H335
- Precautionary statements
- 261 · P261-P280a-P304+P340-P305+P351+P338-P405-P501a
- PPE
- 95 · Eyeshields, Gloves, type N95 (US)
- Hazard Codes
- F,C
- Risk Statements
- 36 · 36/37/38-34-11
- Safety Statements
- 22 · 22-24/25-45-36/37/39-26-16
- WGK Germany
- 3 · 3
- RTECS
- 2500000 · UQ2500000
- TSCA
- N
- HS Code
- 29339900 · 29339900
- Storage Class
- 11 · 11 - Combustible Solids
- REACH Registrations
- Active
Safety & regulation
GHS classification
GHS Classification
Danger
H315 (60%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, 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 20 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: 2,3-Pyrazinedicarboxylic acid
Status: Active Update: 12-02-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/19778
2,3-Pyrazinedicarboxylic acid: Does not have an individual approval but may be used under an appropriate group standard
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- tsca
- N
- rtecs
- UQ2500000
- hs_code
- 29339900
- risk_code
- 36/37/38-34-11
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- F,C
- safety_code
- 22-24/25-45-36/37/39-26-16
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H319-H335
- REACH Registrations
- Active
- Precautionary statements
- P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Chemistry & industry
Applications
Uses2,3-Pyrazinedicarboxylic Acid has been found to exhibit antifungal and antibacterial acitivity. It has also been used as a reagent in the preparation of transition metal pyrazinedicarboxylate complexes.
Description2,3-Pyrazinedicarboxylic acid is an antibacterial compound, and its anions have been of great interest in coordination and supra-molecular chemistry as they generally tend to react with metal salts to yield insoluble polynuclear materials. Its anion has been shown to have critical applications in crystal engineering because of the crystal formation of 2,3-Pyrazinedicarboxylic acid with creatinine and 2-amino-4-hydroxy-6-methylpyrimidine. 2,3-Pyrazinedicarboxylic acid (pzdc) is a dicarboxylate ligand. This compound could bridge two neighboring metal atoms to form a 1D chain in complexes. The pzdc ligands also could coordinate with the central Nd(III) atoms in bridging tetradentate, hexadentate, or heptadentate modes. 2,3-pyrazinedicarboxylic acid (pzdc) and neodymium nitrate could synthesize the coordination polymer [Nd2(pzdc)3(H2O)]n·nH2O (complex I) with a three-dimensional framework through hydrothermal synthesis[1-4].
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers100 total
Related reactions
Compound notes
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