| Identification | Back Directory | [Name]
XAP044 | [CAS]
196928-50-4 | [Synonyms]
XAP044
7-Hydroxy-3-(4-iodophenoxy)-4H-chromen-4-one
7-Hydroxy-3-(4-iodophenoxy)-4H-1-benzopyran-4-one
4H-1-Benzopyran-4-one, 7-hydroxy-3-(4-iodophenoxy)- | [Molecular Formula]
C15H9IO4 | [MDL Number]
MFCD00525548 | [MOL File]
196928-50-4.mol | [Molecular Weight]
380.13 |
| Chemical Properties | Back Directory | [Boiling point ]
485.7±45.0 °C(Predicted) | [density ]
1.853±0.06 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
≤10mg/ml in ethanol;20mg/ml in DMSO;20mg/ml in dimethyl formamide | [form ]
crystalline solid | [pka]
6.70±0.20(Predicted) | [color ]
white to beige | [InChI]
1S/C15H9IO4/c16-9-1-4-11(5-2-9)20-14-8-19-13-7-10(17)3-6-12(13)15(14)18/h1-8,17H | [InChIKey]
XXZKJJYWINSUMJ-UHFFFAOYSA-N | [SMILES]
O=C1C(OC2=CC=C(I)C=C2)=COC3=C1C=CC(O)=C3 |
| Hazard Information | Back Directory | [Description]
XAP044 is an antagonist of the metabotropic glutamate (mGlu) receptor 7 (mGluR7), inhibiting lateral amygdala long term potentiation in brain slices from wild-type mice with an IC50 value of 88 nM. This effect is absent in mGluR7-deficient mice. XAP044 demonstrates good brain penetrance, producing wide spectrum anti-stress and antidepressant- and anxiolytic-like efficacy in rodent behavioral tests. | [Uses]
XAP 044 is a potent mGlu7 antagonist used in the treatment of anxiety and depression in mice (1,2). Applications towards stress, autism and drug abuse are also potential uses. | [in vitro]
previous study showed that in contrast to all previous mglu7-selective drugs, xap044 did not act through the seven-transmembrane region but rather via a binding pocket localized in mglu7's extracellular venus flytrap domain, a region identified for orthosteric agonist binding, which was suggested by the chimeric receptor studies in recombinant cell line assays [1]. | [in vivo]
in rodent behavioral paradigms, xap044 demonstrated good brain exposure and wide spectrum anti-stress and antidepressant- and anxiolytic-like efficacy. in addition, xap044 could reduce freezing during acquisition of pavlovian fear and innate anxiety, which was consistent with the phenotypes of mglu7-deficient mice. moreover, xap044 was able to inhibit lateral amygdala long term potentiation (ltp) in brain slices from wild type mice with a half-maximal blockade at 88 nm. it was alos found that there was no effect of xap044 on ltp of mglu7-deficient mice, suggesting that such pharmacological effect was mglu7-dependent [1]. | [storage]
-20°C | [References]
[1] c. e. gee, d. peterlik, c. neuh user, et al. blocking metabotropic glutamate receptor subtype 7 (mglu7) via the venus flytrap domain (vftd) inhibits amygdala plasticity, stress, and anxiety-related behavior. the journal of biological chemisty 289(16), 10975-10987 (2014). |
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| Company Name: |
Energy Chemical
|
| Tel: |
021-58432009 400-005-6266 |
| Website: |
http://www.energy-chemical.com |
| Company Name: |
Merck KGaA
|
| Tel: |
21-20338288 |
| Website: |
www.sigmaaldrich.cn |
|