CAS Number59-00-7
Synonyms4,8-Dihydroxy-2-quinolinecarboxylic acid; EINECS 200-410-1; 4,8-dihydroxy-Quinaldic acid; 4,8-Dihydroxyquinoline-2-carboxylic acid; 8-hydroxy-4-oxo-1H-quinoline-2-carboxylic acid; Xanthurenate; Xanthurenic acid; MFCD00006754
Molecular FormulaC10H7NO4
Molecular Weight205.17
Purity≥98.0 (HPLC)%
Density1.6±0.1 g/cm3
Boiling Point514.4±50.0 °C at 760 mmHg
Melting Point297-298 °C (dec.) (lit.)
Appearancesolid
EINECS200-410-1
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 59-00-7 |
| Catalog No. | 2A-9016800 |
| Chinese Name | 黄尿酸 |
| Synonyms | 4,8-Dihydroxy-2-quinolinecarboxylic acid; EINECS 200-410-1; 4,8-dihydroxy-Quinaldic acid; 4,8-Dihydroxyquinoline-2-carboxylic acid; 8-hydroxy-4-oxo-1H-quinoline-2-carboxylic acid; Xanthurenate; Xanthurenic acid; MFCD00006754 |
| Molecular Formula | C10H7NO4 |
| Molecular Weight | 205.17 |
| Purity | ≥98.0 (HPLC) |
| Density | 1.6±0.1 g/cm3 |
| Boiling Point | 514.4±50.0 °C at 760 mmHg |
| Melting Point | 297-298 °C (dec.) (lit.) |
| Appearance | solid |
| Storage Condition | This product should be kept sealed. |
| Application | Xanthurenic acid is thought to be an agonist of Group II metabotropic glutamate receptors during sensory transmission in the hypothalamus. |
| EINECS | 200-410-1 |
| MDL Number | MFCD00006754 |
| SMILES | OC(=O)c1cc(O)c2cccc(O)c2n1 |
| InChI | 1S/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) |
| InChI Key | FBZONXHGGPHHIY-UHFFFAOYSA-N |
| Beilstein/REAXYS | 185954 |
| NACRES Code | NA.24 |
| UNSPSC | 12352100 |
| Hazard Symbols | Transport |
| Risk Codes | R36/37/38 |
| Safety Description | S26;S37/39 |
| MSDS | msds/16800_1_59_00_7.pdf |
| Bioactivity | Xanthurenic acid is a putative endogenous Group II metabotropic glutamate receptor agonist, on sensory transmission in the thalamus. Related Catalog Signaling Pathways >> GPCR/G Protein >> mGluR Research Areas >> Metabolic Disease Natural Products >> Acids and Aldehydes Research Areas >> Neurological Disease Target Human Endogenous Metabolite mGluR2 mGluR3 In Vivo 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[1]. Animal Admin Rats[1]Male Wistar rats (265-495 g, n=27) are used throughout the study. Throughout the experiments, electrocardiogram and electroencephalogram (EEG) are monitored. Iontophoretic drug applications are performed using the outer barrels, with one of the outer barrels filled with 1 M NaCl for current balancing on each occasion. The remaining outer barrels contain one of the following substances as required: NMDA (50 mM,pH8.0 in 150 mM NaCl), LY354740 (5 mM, pH8.0 in 75 mM NaCl), Xanthurenic Acid (5 mM, pH8.0 in 75 mM NaCl), LY341495 (5 mM, pH8.5 in 75mM NaCl), as Nat salts, ejected as anions, and LY487379 (1 mM, pH6.0, in 1% dimethyl sulfoxide, 75mM NaCl), ejected as cations. All compounds are prevented from diffusing out of the pipette by using a retaining current (15-25 nA) of opposite polarity to that of the ejection current[1]. References [1]. Copeland CS, et al. Actions of Xanthurenic acid, a putative endogenous Group II metabotropic glutamate receptor agonist, on sensory transmission in the thalamus. Neuropharmacology. 2013 Mar;66:133-42. Chemical & Physical Properties Density 1.6±0.1 g/cm3 Boiling Point 514.4±50.0 °C at 760 mmHg Melting Point 297-298 °C (dec.)(lit.) Molecular Formula C10H7NO4 Molecular Weight 205.167 Flash Point 264.9±30.1 °C Exact Mass 205.037506 PSA 90.65000 LogP 2.64 Vapour Pressure 0.0±1.4 mmHg at 25°C Index of Refraction 1.779 InChIKey FBZONXHGGPHHIY-UHFFFAOYSA-N SMILES O=C(O)c1cc(=O)c2cccc(O)c2[nH]1 Storage condition Store at RT |
| Use of | Xanthurenic acid is a putative endogenous Group II metabotropic glutamate receptor agonist, on sensory transmission in the thalamus. Properties Articles62 Name xanthurenic acid Synonym More Synonyms Xanthurenic acid Biological Activity Description Xanthurenic acid is a putative endogenous Group II metabotropic glutamate receptor agonist, on sensory transmission in the thalamus. Related Catalog Signaling Pathways >> GPCR/G Protein >> mGluR Research Areas >> Metabolic Disease Natural Products >> Acids and Aldehydes Research Areas >> Neurological Disease Human Endogenous Metabolite In Vivo 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[1]. References [1]. Copeland CS, et al. Actions of Xanthurenic acid, a putative endogenous Group II metabotropic glutamate receptor agonist, on sensory transmission in the thalamus. Neuropharmacology. 2013 Mar;66:133-42. Chemical & Physical Properties Molecular Formula C10H7NO4 Exact Mass 205.037506 PSA 90.65000 Index of Refraction 1.779 InChIKey FBZONXHGGPHHIY-UHFFFAOYSA-N Storage condition Store at RT |
| Transport Info | Product name: Purity: 96.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: No dangerous goods IMDG Code: No dangerous goods International Air Transport Dangerous Regulations: No dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special precautions for users No data available |
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