5-Iodotubercidin

CAS: 24386-93-4

Ref. TR-I725000

Product Information

• Name: 5-Iodotubercidin
• Synonyms: (2R,3R,4S,5R)-2-(4-amino-5-iodopyrrolo[2,3-d]pyrimidin-7-yl)-5-(hydroxymethyl)oxolane-3,4-diol, 4-Amino-5-iodo-7-β-<span class="text-smallcaps">D</span>-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidine, 4-Amino-5-iodo-7-β-<span class="text-smallcaps">D</span>-ribofuranosylpyrrolo[2,3-d]pyrimidine, 5-Iodo-7-β-<span class="text-smallcaps">D</span>-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine, 5-iodo-7-(beta-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine, 5-iodo-7-pentofuranosyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine, 7-Iodo-7-Deaza-adenosine, 7-Iodo-7-deazaadenosine, 7-Iodotubercidin, 7H-Pyrrolo(2,3-d)pyrimidin-4-amine, 5-iodo-7-beta-D-ribofuranosyl-, 7H-Pyrrolo[2,3-d]pyrimidin-4-amine, 5-iodo-7-β-<span class="text-smallcaps">D</span>-ribofuranosyl-, 7H-Pyrrolo[2,3-d]pyrimidine, 4-amino-5-iodo-7-β-<span class="text-smallcaps">D</span>-ribofuranosyl-, Nqz-020, Nsc 113939

Description

Stability Store tightly sealed at 4°C; Light Sensitive
Applications 5-Iodotubercidin is an analogue of the antibiotic tubercidin, a pyrrolo[2,3-d]pyrimidine nucleoside antibiotic (1,2,3). A potent inhibitor of adenosine kinase from rat or guinea pig brain. Inhibits uptake of 3H-adenosine into brain slices. 5-Iodotubercidin is a nucleoside transporters inhibitor.
References (1) Long, M. and Parker, W. B.: Biochem. Pharmacol., 71, 1671 (2006) (2) Bonilla-Santiago, R., et al.: Mol. Biochem. Parasitol., 162, 149 (2008) (3) Caballero, J., et al.: Bioorg. Med. Chem., 16, 5103 (2008)

• Brand: TRC

Chemical properties

• Molecular weight: 392.15
• Formula: C₁₁H₁₃IN₄O₄
• Color/Form: Neat
• 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)/t5-,7-,8-,11-/m1/s1
• InChI key: InChIKey=WHSIXKUPQCKWBY-IOSLPCCCSA-N
• SMILES: Nc1ncnc2c1c(I)cn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O