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59-00-7

59-00-7 structure
59-00-7 structure

Name xanthurenic acid
Synonyms 4,8-Dihydroxy-2-quinolinecarboxylic acid
EINECS 200-410-1
4,8-dihydroxy-Quinaldic acid
4,8-Dihydroxyquinoline-2-carboxylic acid
2-quinolinecarboxylic acid, 1,4-dihydro-8-hydroxy-4-oxo-
8-hydroxy-4-oxo-1H-quinoline-2-carboxylic acid
Xanthurenate
Xanthurenic acid
MFCD00006754
2-Quinolinecarboxylic acid, 4,8-dihydroxy-
Description Xanthurenic acid is a putative endogenous Group II metabotropic glutamate receptor agonist, on sensory transmission in the thalamus.
Related Catalog
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.

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
Storage condition Store at RT

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UZ9275000
CHEMICAL NAME :
Quinaldic acid, 4,8-dihydroxy-
CAS REGISTRY NUMBER :
59-00-7
BEILSTEIN REFERENCE NO. :
0185954
LAST UPDATED :
199709
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C10-H7-N-O4
MOLECULAR WEIGHT :
205.18
WISWESSER LINE NOTATION :
T66 BNJ CVQ EQ JQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Implant
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
160 mg/kg
TOXIC EFFECTS :
Tumorigenic - neoplastic by RTECS criteria Kidney, Ureter, Bladder - tumors
REFERENCE :
ANYAA9 Annals of the New York Academy of Sciences. (New York Academy of Sciences, 2 E. 63rd St., New York, NY 10021) V.1- 1877- Volume(issue)/page/year: 108,924,1963 *** REVIEWS *** TOXICOLOGY REVIEW AEHLAU Archives of Environmental Health. (Heldref Pub., 4000 Albemarle St., NW, Washington, DC 20016) V.1- 1960- Volume(issue)/page/year: 23,6,1971
Symbol GHS07
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
RTECS UZ9275000