chelidamic acid

Names

[ CAS No. ]:
138-60-3

[ Name ]:
chelidamic acid

[Synonym ]:
Pd(OH)2/C
chelidamic acid
4-Hydroxypyridine-2,6-dicarboxylic Acid Monohydrate
4-oxo-1,4-dihydro-2,6-pyridinedicarboxylic acid
MFCD00066478
4-Hydroxy-2,6-pyridinedicarboxylic acid
4-oxo-1,4-dihydropyridine-2,6-dicarboxylic acid
4-PYRIDONE-2,6-DICARBOXYLIC ACID
1,4-dihydro-4-oxo-2,6-pyridinedicarboxylic acid
.HELIDAMIC AICD
2,6-Pyridinedicarboxylic acid, 1,4-dihydro-4-oxo-
CHELIDAMIC ACID HYDRATE
Chelidamaic acid
Chelidamic Acid Monohydrate
Chelidamic aicd
2,6-Pyridinedicarboxylic acid, 4-hydroxy-
Ammox-chelidonic acid
4-Hydroxypyridine-2,6-dicarboxylic acid
chelidamic acid approx.
EINECS 205-335-8
4-hydroxyl-pyridine-2,6-dicarboxylic acid

Biological Activity

[Description]:

Chelidamic acid is a heterocyclic organic acid with a pyran skeleton. Chelidamic acid has good coordination ability with noble metal ions. Chelidamic acid is also one of the most potent inhibitors of glutamate decarboxylase, with a Ki of 33 μM.

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Others

[Target]

Ki: 33 μM (Glutamate decarboxylase)[3].

[In Vitro]

Chelidamic acid is a heterocyclic organic acid with a pyran skeleton[1]. Chelidamic acid has good coordination ability with noble metal ions[2]. Chelidamic acid is also one of the most potent inhibitors of glutamate decarboxylase, with a Ki of 33 μM[3].

[References]

[1]. Searcey M, et al. Synthesis, DNA-cleaving properties and cytotoxicity of intercalating chelidamic acid derivatives. Anticancer Drug Des. 13(8):837-55.

[2]. Espinet P, et al. Mesogenic palladium complexes with pincer ligands derived from dipicolinic acid. Inorg Chem. 2000 Aug, 7;39(16):3645-51.

[3]. Porter TG, et al. Chelidonic acid and other conformationally restricted substrate analogues as inhibitors of rat brain glutamate decarboxylase. Biochem Pharmacol. 1985 Dec 1;34(23):4145-50.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.7±0.1 g/cm3

[ Boiling Point ]:
428.3±45.0 °C at 760 mmHg

[ Melting Point ]:
267 °C (dec.)(lit.)

[ Molecular Formula ]:
C₇H₅NO₅

[ Molecular Weight ]:
183.118

[ Flash Point ]:
212.8±28.7 °C

[ Exact Mass ]:
183.016769

[ PSA ]:
107.46000

[ LogP ]:
-1.43

[ Vapour Pressure ]:
0.0±2.2 mmHg at 25°C

[ Index of Refraction ]:
1.635

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi:Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
2933399090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933399090

[ Summary ]:
2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Chelidonic acid and other conformationally restricted substrate analogues as inhibitors of rat brain glutamate decarboxylase.

Biochem. Pharmacol. 34 , 4145-4150, (1985)

Twenty conformationally restricted analogues of glutamate including benzoic acids, hydroxy-benzoic acids, pyridine dicarboxylic acids, and pyran dicarboxylic acids were tested as inhibitors of glutama...

Synthesis, DNA-cleaving properties and cytotoxicity of intercalating chelidamic acid derivatives.

Anticancer Drug Des. 13(8) , 837-55, (1998)

We have explored the potential antitumour activity of DNA-intercalating free radical generators based on compounds constructed from 9-anilinoacridine and chelidamic acid as an iron (II) binding centre...

[Use of the radial hemolysis reaction for titrating antirabies sera].

Vopr. Virusol. 29(3) , 360-1, (1984)