[CAS NO. 693288-97-0]??CPPHA
PRODUCTS SPECIFICATIONS [693288-97-0]
DESCRIPTION [693288-97-0]
Overview
| MDL | MFCD12912405 |
|---|---|
| Molecular Weight | 406.82 |
| Molecular Formula | C22H15ClN2O4 |
| SMILES | O=C1N(C(C2=CC=CC=C21)=O)CC3=CC(Cl)=CC=C3NC(C4=CC=CC=C4O)=O |
Summary
IC50 & Target
|
mGlu5 Receptor |
In Vitro
CPPHA alone has no agonist activity
[1]
.
CPPHA causes concentration-dependent potentiation of the response of human mGluR5 CHO cells to agonists
[1]
.
CPPHA potentiates threshold response to glutamate in fluorometric Ca
2+
assays 7- to 8-fold with EC
50
values in the 400 to 800 nM range
[1]
.
CPPHA (20 μM; 15 minutes) potentiates the response to a subthreshold concentration of DHPG (HY-12598A) on ERK and cyclic-AMP responsive element-binding protein (CREB) activity, as well as NMDA receptor subunit NR1 phosphorylation in cortical and hippocampal slices
[3]
.
MCE has not independently confirmed the accuracy of these methods. They are for reference only.
Western Blot Analysis [3]
| Cell Line: | Rat hippocampal cells |
| Concentration: | 20 μM |
| Incubation Time: | 15 minutes |
| Result: | Potentiated the DHPG (20 μM)-induced increase in phosphorylation of ERK and CREB, approaching levels seen with 100 μM DHPG alone. |
Appearance
Solid
Shipping
Room temperature in continental US; may vary elsewhere.
Storage
| Powder | -20°C | 3 years |
|---|---|---|
| 4°C | 2 years | |
| In solvent | -80°C | 6 months |
| -20°C | 1 month |
Solvent & Solubility
DMSO : 100 mg/mL ( 245.81 mM ; Need ultrasonic)
Stock Solutions
| Concentration Solvent Mass | 1 mg | 5 mg | 10 mg |
|---|
| 1 mM | 2.4581 mL | 12.2904 mL | 24.5809 mL |
| 5 mM | 0.4916 mL | 2.4581 mL | 4.9162 mL |
| 10 mM | 0.2458 mL | 1.2290 mL | 2.4581 mL |
-
1.
Add each solvent one by one: 10% DMSO >> 90% corn oil
Solubility: ≥ 2.5 mg/mL (6.15 mM); Clear solution
References
- [1] O'Brien JA, et al. A novel selective allosteric modulator potentiates the activity of native metabotropic glutamate receptor subtype 5 in rat forebrain. J Pharmacol Exp Ther. 2004 May;309(2):568-77.
- [2] N-{4-Chloro-2-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]phenyl}-2-hydroxybenzamide (CPPHA) acts through a novel site as a positive allosteric modulator of group 1 metabotropic glutamate receptors. Mol Pharmacol. 2008 Mar;73(3):909-18.
- [3] Liu F, et al. The effect of mGlu5 receptor positive allosteric modulators on signaling molecules in brain slices. Eur J Pharmacol. 2006 May 1;536(3):262-8.
- [4] Zhang Y, et al. Allosteric potentiators of metabotropic glutamate receptor subtype 5 have differential effects on different signaling pathways in cortical astrocytes. J Pharmacol Exp Ther. 2005 Dec;315(3):1212-9.