130434-89-8

Basic information

• Product Name: Phosphonic acid, (1,1-difluoro-5-iodopentyl)-, diethyl ester
• CAS NO: 130434-89-8
• Molecular Formula: C9H18F2IO3P
• Mol File: 130434-89-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Phosphonic acid, (1,1-difluoro-5-iodopentyl)-, diethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphonic acid, (1,1-difluoro-5-iodopentyl)-, diethyl ester(130434-89-8)
• EPA Substance Registry System: Phosphonic acid, (1,1-difluoro-5-iodopentyl)-, diethyl ester(130434-89-8)

Safety Data

• Hazardous Substances Data: 130434-89-8(Hazardous Substances Data)

Upstream product

• 628-21-7 1,4-Diiodobutane 
• 1478-53-1 Diethyl difluoromethylphosphonate 

Relevant articles and documents

Virtual screening, selection and development of a benzindolone structural scaffold for inhibition of lumazine synthase

Virtual screening of a library of commercially available compounds versus the structure of Mycobacterium tuberculosis lumazine synthase identified 2-(2-oxo-1,2-dihydrobenzo[cd]indole-6-sulfonamido)acetic acid (9) as a possible lead compound. Compound 9 proved to be an effective inhibitor of M. tuberculosis lumazine synthase with a Ki of 70 μM. Lead optimization through replacement of the carboxymethylsulfonamide sidechain with sulfonamides substituted with alkyl phosphates led to a four-carbon phosphate 38 that displayed a moderate increase in enzyme inhibitory activity (Ki 38 μM). Molecular modeling based on known lumazine synthase/inhibitor crystal structures suggests that the main forces stabilizing the present benzindolone/enzyme complexes involve π-π stacking interactions with Trp27 and hydrogen bonding of the phosphates with Arg128, the backbone nitrogens of Gly85 and Gln86, and the side chain hydroxyl of Thr87.