2,4-Pyridinedicarboxylic acid Property

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

LogP

0.57

CAS DataBase Reference

499-80-9(CAS DataBase Reference)

EPA Substance Registry System

2,4-Pyridinedicarboxylic acid (499-80-9)

Safety

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

24/25-26

WGK Germany 

3

TSCA 

Yes

HS Code 

29333999

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

2,4-Pyridinedicarboxylic acid Chemical Properties,Usage,Production

Chemical Properties

white to almost white crystalline powder

Uses

2,4-Pyridinedicarboxylic Acid is a jumonji C (JmjC) histone demethylase inhibitor.

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.

Flammability and Explosibility

Not classified

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.