pyridine-2,6-dicarboxylic acid

• ChemBase ID: 3877
• Molecular Formular: C7H5NO4
• Molecular Mass: 167.1189
• Monoisotopic Mass: 167.02185765
• SMILES: OC(=O)c1cccc(n1)C(=O)O
• Canonical SMILES: OC(=O)c1cccc(n1)C(=O)O
• InChI: InChI=1S/C7H5NO4/c9-6(10)4-2-1-3-5(8-4)7(11)12/h1-3H,(H,9,10)(H,11,12)
• InChIKey: WJJMNDUMQPNECX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: pyridine-2,6-dicarboxylic acid
• IUPAC Traditional name: dipicolinic acid; pyridine-2,6-dicarboxylic acid
• Synonyms: Dipicolinic acid solution; 2,6-Pyridinedicarboxylic acid solution; DPA; DPAc; Dipicolinic acid; 2,6-Pyridinedicarboxylic acid; 2,6-Pyridinedicarboxylic acid; 2,6-Dipicolinic acid; Pyridine-2,6-dicarboxylic acid 98%; Pyridine-2,6-dicarboxylic acid; 2,6-Pyridinedicarboxylic acid; Dipicolinic Acid; 2,6-DIPICOLINIC ACID; Dipicolinic acid; Pyridine-2,6-dicarboxylic acid; 吡啶二羧酸 溶液; 2,6-吡啶二羧酸 溶液; 皮考啉二酸; 吡啶-2,6-二羧酸

Database IDs

• CAS Number: 499-83-2
• EC Number: 207-894-3
• MDL Number: MFCD00006299
• Beilstein Number: 131629
• PubChem SID: 160967313; 24845253; 46505713; 24898760; 24888041
• PubChem CID: 10367
• CHEBI ID: 46837
• CHEMBL: 284104
• Chemspider ID: 9940
• DrugBank ID: DB04267
• Wikipedia Title: Dipicolinic_acid

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.2406654
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -2.9179487
• LogD (pH = 7.4): -5.812063
• Log P: 0.84243983
• Molar Refractivity: 37.6695 cm^3
• Polarizability: 14.280827 Å^3
• Polar Surface Area: 87.49 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.54
• LOG S: -1.68
• Solubility (Water): 3.46e+00 g/l

PROPERTIES

Physical Property

• Solubility: H2O: soluble1%, clear
• Melting Point: 238-239°C; 248-250 °C; 248-250 °C (dec.)(lit.); ca 245°C dec.; ca 249°C(dec)
• Flash Point: 188 °C; 188°C; 188°C(370°F); 370.4 °F

Safety Information

• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 2; 3
• Risk Statements: 36/37/38; R36/37/38
• Safety Statements: 26-36; 26-37; S26 S36
• TSCA Listed: true; 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• Main Hazard: Irritant (Xi)
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, Gloves

Pharmacology Properties

• Mechanism of Action: Glutamate synapses blocker; Inhibitor of DPA synthesis

Product Information

• Purity: ≥98.0% (T); ≥99.5% (T); 98%; 99%
• Concentration: 0.02 M C7H5NO4 in H2O (0.04N)
• Grade: for ion chromatography; purum
• Cation Traces: Al: ≤5 mg/kg; Ba: ≤5 mg/kg; Ca: ≤50 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤5 mg/kg; Fe: ≤2 mg/kg; K: ≤100 mg/kg; Li: ≤5 mg/kg; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; Mo: ≤5 mg/kg; Na: ≤50 mg/kg; Ni: ≤5 mg/kg; Pb: ≤5 mg/kg; Sr: ≤5 mg/kg; Zn: ≤5 mg/kg
• Antion Traces: phosphate (PO43-): ≤5 mg/kg
• Biological Source: Occurs in bacterial spores
• Application(s): Antibacterial agent
• Empirical Formula (Hill Notation): C7H5NO4

DETAILS

MP Biomedicals - 05206259

MP Biomedicals Rare Chemical collection

DrugBank - DB04267

Drug information: experimental

Sigma Aldrich - P63808

Packaging
25, 100, 500 g in poly bottle
Application
Used to prepare dipicolinato ligated lanthanide1 and transition metal2 complexes.

Sigma Aldrich - 50972

General description
This certified eluent concentrate for ion chromatography is traceable by potentiometric titration to NIST Standard Reference Material. It is certified in accordance with ISO Guide 31. All details about exact content, uncertainty, traceability and expiry date are described in the certificate.Download at: http://www.sigma-aldrich.com.
Preparation Note
Prepared with 2,6-pyridinecarboxylic acid and high purity water (18.2 MΩ, 0.2 μm filtered)

REFERENCES

• Brown, E.V. et al., J. Het. Chem., 1971, 8, 189-192, (ms)
• Takusagawa, F. et al., Bull. Chem. Soc. Jpn., 1973, 46, 2020-2027, (cryst struct)
• Marangoni, G. et al., Talanta, 1973, 20, 1217-1220, (detn, U)
• Pollak, P.I. et al., Chem. Heterocycl. Compd., Suppl. 3, 1974, 14, 257-330, (bibl)
• Iovel, I. et al., Synth. Commun., 1992, 22, 2691-2696, (synth, biol)
• Encyclopedia of Food and Color Additives, (ed. Burdock, G.A.), CRC Press, 1997, 2388
• Aldrich Library of FT-IR Spectra, 1st edn., 1985, 2, 791D; 795D
• Aldrich Library of 13C and 1H FT NMR Spectra, 1992, 3, 327B; 334A; 337B, (nmr)
• Black, G. et al., J.O.C., 1949, 14, 14-21, (synth)
• Biemann, K. et al., J.A.C.S., 1957, 79, 5558-5564, (synth, ir)
• Hartkamp, H., Fresenius' Z. Anal. Chem., 1961, 184, 98-107; 1962, 187, 16-29; 1964, 199, 183-196, (detn, Ag, Mn, Cr)
• Pearse, G.A., Anal. Chem., 1962, 34, 536-537, (detn, V)
• Oliveto, E.P., Chem. Heterocycl. Compd., (Part 3), 1962, 14, 179-346, (bibl)
• Den Boef, G., Fresenius' Z. Anal. Chem., 1964, 199, 348-352, (detn, Cr)
• Bodalski, R. et al., Pol. J. Chem. (Rocz. Chem.), 1964, 38, 1337; CA, 62, 1627, (synth)