8-Bromoinosine

CAS: 55627-73-1

Ref. TR-B689030

Product Information

• Name: 8-Bromoinosine
• Synonyms: 8-Bromo-inosine, NSC 237840, SQ 22056, 8-Bromo-9-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-purin-6-one, 8-Bromo-9-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one, 8-Bromo-9-[3,4-dihydroxy-5-(hydroxymethyl)tetrahydro-2-furanyl]-1,9-dihydro-6H-purin-6-one, 8-bromo-9-pentofuranosyl-3,9-dihydro-6H-purin-6-one, Chembridge 5482485, Inosine, 8-bromo-, Sq 22056
• CAS: 55627-73-1

Description

Applications 8-Bromoinosine is used in synthetic preparation of (bromo)adenosine, (bromo)guanosine derivatives via microwave-mediated regioselective and chemoselective bromination of adenosine, inosine and guanosine derivatives. 8-Bromoinosine is also used as reagent/reactant for preparation and immunostimulating activity of purine-substituted methylglucosamines via glycosylation of purines and methylglucosamine.
References Qu, G.R., et al.: Hecheng Huaxue, 15, 195-197 (2007); Ratsino, E. V., et al.: Russ. J. Gen. Chem., 75, 1502-1503 (2005)

• Brand: TRC

Chemical properties

• Molecular weight: 347.12
• Formula: C₁₀H₁₁BrN₄O₅
• InChI: InChI=1S/C10H11BrN4O5/c11-10-14-4-7(12-2-13-8(4)19)15(10)9-6(18)5(17)3(1-16)20-9/h2-3,5-6,9,16-18H,1H2,(H,12,13,19)/t3-,5-,6-,9-/m1/s1
• InChI key: InChIKey=XCAXTILLADBPII-UUOKFMHZSA-N
• SMILES: O=c1nc[nH]c2c1nc(Br)n2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O