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CPPHA

Cat No.:V29603 Purity: ≥98%
CPPHA is a highly efficient and selective forward allosteric modulator (PAM) of metabotropic glutamate receptors mGluR5 and mGluR1.
CPPHA
CPPHA Chemical Structure CAS No.: 693288-97-0
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
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100mg
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Product Description
CPPHA is a highly efficient and selective forward allosteric modulator (PAM) of metabotropic glutamate receptors mGluR5 and mGluR1. CPPHA enhances mGluR5 and mGluR1 responses to receptor activation. CPPHA was developed for use in the research/study of diseases of the central nervous system.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
CPPHA alone has no agonist action [1]. CPPHA promotes a concentration-dependent increase of the responsiveness of human mGluR5 CHO cells to agonists [1]. CPPHA can boost the threshold response to glutamate in fluorescent Ca2+ assays by 7 to 8 times, with EC50 values in the range of 400 to 800 nM [1]. CPPHA (20 μM; 15 min) improves the reaction to subthreshold doses of DHPG on ERK and cyclic AMP response element binding protein (CREB) activity, as well as NMDA receptor subunit NR1 phosphorylation in cortical and hippocampal slices [3] .
Cell Assay
Western blot analysis [3]
Cell Types: Rat hippocampal cells
Tested Concentrations: 20 μM
Incubation Duration: 15 minutes
Experimental Results: Enhanced DHPG (20 μM)-induced increase in ERK and CREB phosphorylation, approaching levels observed with 100 μM DHPG alone .
References

[1]. 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]. 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]. 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.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C22H15N2O4CL
Molecular Weight
406.8185
Exact Mass
406.072
CAS #
693288-97-0
PubChem CID
9931205
Appearance
Light yellow to yellow solid powder
Density
1.506g/cm3
Boiling Point
539.7ºC at 760 mmHg
Flash Point
280.201ºC
Index of Refraction
1.733
LogP
4.105
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
4
Heavy Atom Count
29
Complexity
633
Defined Atom Stereocenter Count
0
InChi Key
UFOUABRZSDGGAZ-UHFFFAOYSA-N
InChi Code
InChI=1S/C22H15ClN2O4/c23-14-9-10-18(24-20(27)17-7-3-4-8-19(17)26)13(11-14)12-25-21(28)15-5-1-2-6-16(15)22(25)29/h1-11,26H,12H2,(H,24,27)
Chemical Name
N-[4-chloro-2-[(1,3-dioxoisoindol-2-yl)methyl]phenyl]-2-hydroxybenzamide
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~100 mg/mL (~245.81 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (6.15 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 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

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

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What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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