An inhibitor of glycogen phosphorylase A
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CP 316,819

Item No. 32856

Technical Information
Formal Name
5-chloro-N-[(1S,2R)-2-hydroxy-3-(methoxymethylamino)-3-oxo-1-(phenylmethyl)propyl]-1H-indole-2-carboxamide
CAS Number
186392-43-8
Molecular Formula
C21H22ClN3O4
Formula Weight
Purity
≥98%
Formulation
A solid
DMSO: 40 mg/ml
SMILES
CON(C)C([C@H](O)[C@H](CC1=CC=CC=C1)NC(C2=CC3=CC(Cl)=CC=C3N2)=O)=O
InChi Code
InChI=1S/C21H22ClN3O4/c1-25(29-2)21(28)19(26)17(10-13-6-4-3-5-7-13)24-20(27)18-12-14-11-15(22)8-9-16(14)23-18/h3-9,11-12,17,19,23,26H,10H2,1-2H3,(H,24,27)/t17-,19+/m0/s1
InChi Key
WEQLRDLTRCEUHG-PKOBYXMFSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    CP 316,819 is an inhibitor of glycogen phosphorylase A (IC50 = 40 nM for the human liver enzyme).1 It increases intracellular glycogen content in astrocytes when used at a concentration of 10 µM.2 CP 316,819 (250 mg/kg) increases brain glycogen content but does not prevent depletion of glycogen stores in a rat model of brain ischemia induced by decapitation. It also prolongs neuronal function and decreases neurodegeneration in a rat model of insulin-induced hypoglycemia.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yu, L.J., Chen, Y., Treadway, J.L., et alEstablishment of correlation between in vitro enzyme binding potency and in vivo pharmacological activity: Application to liver glycogen phosphorylase a inhibitors. J. Pharmacol. Exp. Ther. 317(3), 1230-1237 (2006).

    2. Suh, S.W., Bergher, J.P., Anderson, C.M., et alAstrocyte glycogen sustains neuronal activity during hypoglycemia: Studies with the glycogen phosphorylase inhibitor CP-316,819 ([R-R*,S*]-5-chloro-N-[2-hydroxy-3-(methoxymethylamino)-3-oxo-1-(phenylmethyl)propyl]-1H-indole-2-carboxamide). J. Pharmacol. Exp. Ther. 321(1), 45-50 (2007).