| Identification | More | [Name]
2,4-Pyridinedicarboxylic acid | [CAS]
499-80-9 | [Synonyms]
2,4-LUTIDINIC ACID
2,4-PYRIDINEDICARBOXYLIC ACID
2,4-Pyridinedicarboxylic acid hydrate
LUTIDINIC ACID
PYRIDINE-2,4-DICARBOXYLIC ACID
RARECHEM AL BO 0286
2,4-PyridinecarboxylicAcid
2,4-Pyridinedicarboxylic acid hydrate, 99+%
Pyridine-2,4-dicarboxylic acid, 98%, may contain up to ca 10% water
2,4-Dicarboxylpyridine | [EINECS(EC#)]
207-892-2 | [Molecular Formula]
C7H5NO4 | [MDL Number]
MFCD00006296 | [Molecular Weight]
167.12 | [MOL File]
499-80-9.mol |
| Chemical Properties | Back Directory | [Appearance]
white to almost white crystalline powder | [Melting point ]
243-246 °C
| [Boiling point ]
295.67°C (rough estimate) | [density ]
1.5216 (rough estimate) | [vapor pressure ]
0.001Pa at 25℃ | [refractive index ]
1.6280 (estimate) | [storage temp. ]
Store below +30°C. | [solubility ]
2.49g/l | [form ]
Crystalline Powder | [pka]
2.15(at 25℃) | [color ]
White to almost white | [Water Solubility ]
Soluble in water at 20°C 4.5 g/L. | [λmax]
258nm(MeOH aq.)(lit.) | [BRN ]
131631 | [InChI]
1S/C7H5NO4/c9-6(10)4-1-2-8-5(3-4)7(11)12/h1-3H,(H,9,10)(H,11,12) | [InChIKey]
MJIVRKPEXXHNJT-UHFFFAOYSA-N | [SMILES]
OC(=O)c1ccnc(c1)C(O)=O || OC(=O)c1ccnc(c1)C(O)=O | [LogP]
0.57 | [CAS DataBase Reference]
499-80-9(CAS DataBase Reference) | [EPA Substance Registry System]
499-80-9(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P280a-P304+P340-P405-P501a-P261-P305+P351+P338 | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S24/25:Avoid contact with skin and eyes .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3 | [TSCA ]
Yes | [REACH Registrations]
Active | [HS Code ]
29333999 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back Directory | [Chemical Properties]
white to almost white crystalline powder | [Uses]
2,4-Pyridinedicarboxylic acid is an in vitro and in cell inhibitor, as well as a known inhibitor of the histone lysine demethylases. 2,4-Pyridinedicarboxylic acid has been used in a study to determine that ruthenium(II) complexes exert antimetastatic effects on several tumor cell lines in vitro, achieved mostly by the effect on cell adhesion, migration and angiogenesis. 2,4-Pyridinedicarboxylic acid has been used in a study to develop an assay that represents the first report of a RapidFire mass spectrometery assay for an epigenetics target. | [Definition]
ChEBI: A pyridinedicarboxylic acid carrying carboxy groups at positions 2 and 4. | [Preparation]
2,4-Pyridinedicarboxylic acid is usually obtained by oxidation of pyridine. A common synthesis method is to mix pyridine with nitric acid and sulfuric acid and react at high temperature. | [Flammability and Explosibility]
Notclassified | [Biological Activity]
2,4-pyridinedicarboxylic acid (2,4-pdca) is an inhibitor of histone lysine-specific demethylases that targets on jmjd2a (kdm4a), kdm4c, kdm4e (ic50, 1.4 μm), kdm5b (ic50, 3 μm), kdm6a and other 2-oxogynases [1][2].histone lysine-specific demethylases jmjd2a (kdm4a) and kdm4c are both members of the jumonji domain 2 (jmjd2) family and function as trimethylation-specific demethylases, converting specific trimethylated histone residues to the dimethylated form. kdm5b is an h3k4me3? me2-specific lysine demethylase [1][2].2,4-pyridinedicarboxylic acid (2,4-pdca) is an inhibitor of jmjd2a (kdm4a), kdm4c and kdm5b. in the fdh-coupled assay, 2,4-pdca inhibited cckdm5b with ic50 value of 3 ± 1 μm. in maldi-tof analysis of h3(1-21)k4me3, 2,4-pdca reduced the level of h3(1-15) induced by cckdm5b. in u2-os cells transfected with kdm5b, 2,4-pdca inhibited the decrease of h3k4me3 [1]. in hg-treated vsmcs, 2,4-pdca (1.0 mm) inhibited jmjd2a and hg-induced proliferation in a concentration-dependent way, and inhibited hg-induced migration. 2,4-pdca also reduced the mrna and protein levels of mcp-1 and il-6 [2].in diabetic rats, 2,4-pdca (7.5 mg/kg/d) reduced neointimal area and i/m ratio in the injured arteries 28 days after injury. 2,4-pdca also inhibited the percentage of pcna-positive cells in the neointima [2]. | [References]
[1]. kristensen lh, nielsen al, helgstrand c, et al. studies of h3k4me3 demethylation by kdm5b/jarid1b/plu1 reveals strong substrate recognition in vitro and identifies 2,4-pyridine-dicarboxylic acid as an in vitro and in cell inhibitor. febs j, 2012, 279(11): 1905-1914.
[2]. qi h, jing z, xiaolin w, et al. histone demethylase jmjd2a inhibition attenuates neointimal hyperplasia in the carotid arteries of balloon-injured diabetic rats via transcriptional silencing: inflammatory gene expression in vascular smooth muscle cells. cell physiol biochem, 2015, 37(2): 719-734. |
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