499-80-9 Usage
Description
2,4-Pyridinedicarboxylic acid, also known as picolinic acid, is a white to almost white crystalline powder with chemical properties characterized by the presence of carboxy groups at positions 2 and 4 on the pyridine ring. It is a pyridinedicarboxylic acid derivative that has gained significant attention for its potential applications in various fields.
Uses
Used in Pharmaceutical Industry:
2,4-Pyridinedicarboxylic acid is used as an in vitro and in cell inhibitor for the histone lysine demethylases. It plays a crucial role in the development of novel therapeutic strategies for various diseases, including cancer. As a JmjC histone demethylase inhibitor, it modulates the epigenetic regulation of gene expression, which can have significant implications in the treatment of cancer and other diseases.
Used in Cancer Research:
2,4-Pyridinedicarboxylic acid is used as a research tool to study the antimetastatic effects of ruthenium(II) complexes on several tumor cell lines in vitro. It helps in understanding the underlying mechanisms of cell adhesion, migration, and angiogenesis, which are essential processes in cancer metastasis.
Used in Epigenetics Research:
2,4-Pyridinedicarboxylic acid has been utilized in a study to develop an assay using RapidFire mass spectrometry, representing the first report of such an assay for an epigenetics target. This innovative approach allows for the rapid and accurate identification of histone demethylase inhibitors, which can be vital in the development of new drugs and therapies for various diseases, including cancer.
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.
Check Digit Verification of cas no
The CAS Registry Mumber 499-80-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 4,9 and 9 respectively; the second part has 2 digits, 8 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 499-80:
(5*4)+(4*9)+(3*9)+(2*8)+(1*0)=99
99 % 10 = 9
So 499-80-9 is a valid CAS Registry Number.
InChI:InChI=1/C7H5NO4/c9-6(10)4-1-2-8-5(3-4)7(11)12/h1-3H,(H,9,10)(H,11,12)/p-2
499-80-9Relevant articles and documents
PROCESS FOR THE PREPARATION OF 2,4- OR 2,5-PYRIDINEDICARBOXYLIC ACID AND COPOLYMERS DERIVED THEREFROM
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Paragraph 0191-0192; 0193-0194; 0197, (2018/06/09)
The present invention relates to processes for the formation of pyridinedicarboxylic acid (PDCA), in particular, 2,4-pyridinedicarboxylic acid (2,4-PDCA) and 2,5-pyridinedicarboxylic acid (2,5-PDCA), and mono- and diester derivatives thereof, from 3,4-dihydroxybenzoic acid, via a biocatalytic reaction using, for example, a protocatechuate dioxygenase such as protocatechuate 4,5-dioxygenase or protocatechuate 2,3-dioxygenase, and a nitrogen source. The invention also relates to copolymers that comprise the pyridinedicarboxylic acid monomers and derivatives thereof, processes for the formation of the copolymers and uses for the copolymers.
Process for the preparation of 2,4-pyridine dicarboxylic acid
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, (2008/06/13)
A process for the preparation of carboxamides of nitrogen-containing aromatic heterocyclic compounds from the corresponding N-heterocyclic compounds by reaction thereof with formamide in the presence of peroxodisulfuric acid or a peroxodisulfate.
1,1-Alkanediol dicarboxylate linked antibacterial agents
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, (2008/06/13)
Useful antibacterial agents in which a penicillin and/or a beta-lactamase inhibitor are linked via 1,1-alkanediol dicarboxylates are of the formula STR1 where A is the residue of certain dicarboxyic acids, R3 is H or (C1 -C3), n is zero or 1 such that when n is zero R is P or B and R1 is the residue of certain esters, H or a salt thereof; and when n is 1, one of R and R1 is P and the other is B, and P is STR2 where R2 is H or certain acyl groups, and B is the residue of a beta-lactamase inhibiting carboxylic acid; a method for their use, pharmaceutical compositions thereof and intermediates useful in their production.