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7H-Pyrrolo[2,3-d]pyrimidin-4-amine,5-iodo-7-b-D-ribofuranosyl- (24386-93-4)

Identification
Name:7H-Pyrrolo[2,3-d]pyrimidin-4-amine,5-iodo-7-b-D-ribofuranosyl-
Synonyms:7H-Pyrrolo[2,3-d]pyrimidine,4-amino-5-iodo-7-b-D-ribofuranosyl-(8CI);4-Amino-5-iodo-7-b-D-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidine;4-Amino-5-iodo-7-b-D-ribofuranosylpyrrolo[2,3-d]pyrimidine;5-Iodotubercidin;7-Iodotubercidin;NSC 113939;
CAS:24386-93-4
Molecular Formula: C11H13IN4O4
Molecular Weight: 392.14979
InChI: InChI=1S/C11H13IN4O4/c12-4-1-16(10-6(4)9(13)14-3-15-10)11-8(19)7(18)5(2-17)20-11/h1,3,5,7-8,11,17-19H,2H2,(H2,13,14,15)
Molecular Structure: (C11H13IN4O4) 7H-Pyrrolo[2,3-d]pyrimidine,4-amino-5-iodo-7-b-D-ribofuranosyl-(8CI);4-Amino-5-iodo-7-b-D-ribofurano...
Properties
Density:2.49 g/cm3
Refractive index:1.918
Water Solubility:0.1 M HCl: 0.7 mg/mL
Solubility:0.1 M HCl: 0.7 mg/mL
Appearance:Tan Solid
Biological Activity: Potent adenosine kinase inhibitor (IC 50 = 26 nM) and nucleoside transporter inhibitor (IC 50 values are 7, 15 and < 25 nM for inhibition of [ 3 H]-uridine, [ 3 H]-formycin B and [ 3 H]-adenosine uptake respectively). Strongly stimulates glycogen synthesis in hepatocytes via activation of glycogen synthase. Also inhibits CK1, insulin receptor tyrosine kinase, phosphorylase kinase, PKA, CK2 and PKC (IC 50 values are 0.4, 3.5, 5-10, 5-10, 10.9 and 27.7 μ M respectively).
Storage Temperature: 2-8°C
Color: tan
Usage:An analogue of the antibiotic tubercidin, a pyrrolo[2,3-d]pyrimidine nucleoside antibiotic. A potent inhibitor of adenosine kinase from rat or guinea pig brain. Inhibits uptake of 3H-adenosine into brain slices.
Safety Data
 

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