Name | 4,8-Dihydroxyquinoline-2-carboxylic acid |
Synonyms | XANTHURIC ACID XANTHURENIC ACID XENTHURENIC ACID TIMTEC-BB SBB003498 4,8-DIHYDROXYQUINOLINE-2 4,8-dihydroxy-quinaldicaci 4,8-dihydroxy-2-quinolinecarboxylicaci 4,8-Dihydroxyquinoline-2-carboxylic acid 4,8-DIHYDROXYQUINOLINE-2-CARBOXYLIC ACID |
CAS | 59-00-7 |
EINECS | 200-410-1 |
InChI | InChI=1/C10H7NO4/c12-7-3-1-2-5-8(13)4-6(10(14)15)11-9(5)7/h1-4,12H,(H,11,13)(H,14,15) |
Molecular Formula | C10H7NO4 |
Molar Mass | 205.17 |
Density | 1.3849 (rough estimate) |
Melting Point | 297-298°C (dec.)(lit.) |
Boling Point | 343.83°C (rough estimate) |
Flash Point | 205.8°C |
Solubility | Soluble in hydroxide, carbonate solution and hot dilute hydrochloric acid, insoluble in water |
Vapor Presure | 1.08E-07mmHg at 25°C |
Appearance | Sulfur yellow crystal |
Color | Ochre |
Merck | 14,10068 |
BRN | 185954 |
pKa | 1.20±0.30(Predicted) |
Storage Condition | Sealed in dry,2-8°C |
Sensitive | Sensitive to air |
Refractive Index | 1.5600 (estimate) |
MDL | MFCD00006754 |
In vivo study | Xanthurenic acid is a putative endogenous Group II metabotropic glutamate receptor agonist, on sensory transmission in the thalamus. The inhibition of Xanthurenic acid (XA) on sensory can be found when applied iontophoretically and i.v., is similar to that of other Group II mGlu receptor agonists in reducing inhibition evoked in the VB from the thalamic reticular nucleus upon physiological sensory stimulation. Furthermore, it is postulated that Xanthurenic acid may be the first potential endogenous allosteric agonist for the mGlu receptors. As the Group II receptors and kynurenine metabolism pathway have both been heavily implicated in the pathophysiology of schizophrenia, Xanthurenic acid could play a pivotal role in antipsychotic research as this potential endocoid represents both a convergence within these two biological parameters and a novel class of Group II mGlu receptor ligand. |
Hazard Symbols | Xi - Irritant |
Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S37/39 - Wear suitable gloves and eye/face protection |
WGK Germany | 3 |
RTECS | UZ9275000 |
HS Code | 29334900 |
Overview | yellow uric acid, or 4, 8-hydroxyquinolinecarboxylic acid, one of the end products of tryptophan metabolism, formed by spontaneous ring closure of 3-hydroxykynurenine. When Vitamin B6 is deficient, the activity of kynurenine hydroxylase and kynurenine aminotransferase decreases, and the amount of yellow uric acid in the body increases abnormally, and the amount excreted in the urine increases accordingly. Yellow uric acid (XA) is one of the tryptophan metabolites. When Vitamin B6 is deficient, the content of yellow uric acid in urine increases |
Application | yellow uric acid can be used in pharmaceutical synthesis intermediates, can be used in laboratory research and development and chemical pharmaceutical synthesis process. |
biological activity | During sensory transmission in the hypothalamus, it is considered an agonist of Group II metabotropic glutamate receptors. |
Target | Value |
Use | metabolic intermediates that accumulate with vitamin B6 deficiency |