873556-44-6

Basic information

• Product Name: 5'-Azido-5'-deoxy-N-[(1,1-dimethylethoxy)carbonyl]-2',3'-O-(1-methylethylidene)adenosine
• Synonyms: 5'-Azido-5'-deoxy-N-[(1,1-dimethylethoxy)carbonyl]-2',3'-O-(1-methylethylidene)adenosine
• CAS NO: 873556-44-6
• Molecular Formula: C18H24N8O5
• Molecular Weight: 432.439
• Mol File: 873556-44-6.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 5'-Azido-5'-deoxy-N-[(1,1-dimethylethoxy)carbonyl]-2',3'-O-(1-methylethylidene)adenosine(CAS DataBase Reference)
• NIST Chemistry Reference: 5'-Azido-5'-deoxy-N-[(1,1-dimethylethoxy)carbonyl]-2',3'-O-(1-methylethylidene)adenosine(873556-44-6)
• EPA Substance Registry System: 5'-Azido-5'-deoxy-N-[(1,1-dimethylethoxy)carbonyl]-2',3'-O-(1-methylethylidene)adenosine(873556-44-6)

Safety Data

• Hazardous Substances Data: 873556-44-6(Hazardous Substances Data)

Upstream product

• 686301-05-3 tert-butyl (9-((3aR,4R,6R,6aR)-6-(hydroxymethyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-yl)carbamate 
• 58-61-7 adenosine 
• 139301-93-2 9-((3aR,4R,6R,6aR)-6-(((tert-butyldimethylsilyl)oxy)methyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-amine 
• 362-75-4 2',3'-isopropylidene adenosine 
• 913823-87-7 tert-butyl (9-((3aR,4R,6R,6aR)-6-(((tert-butyldimethylsilyl)oxy)methyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-yl)carbamate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 34245-48-2 5'-azido-5'-deoxy-2',3'-O-isopropylidene adenosine 

Downstream Products

• 873556-45-7 tert-butyl 9-(((3aR,4R,6R,6aR)-6-(aminomethyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-yl)carbamate 
• 873556-59-3 N⁶-tert-butoxycarbonyl-5'-N-(4-(2-benzyloxybenzoyl)-1H-1,2,3-triazol-1-yl)-5'-deoxy-2',3'-O-isopropylideneadenosine 
• 939794-41-9 (E)-5'-deoxy-5'-N-({2-[2-(methoxymethoxy)phenyl]ethenyl}sulfonyl)amino-2',3'-O-isopropylideneadenosine 
• 939793-76-7 (E)-5'-deoxy-5'-N-({[2-(2-hydroxyphenyl)ethenyl]sulfonyl}amino)adenosine 

Relevant articles and documents

NOVEL HISTONE METHYLTRANSFERASE INHIBITORS

The present invention relates to novel compounds of formula (I) as defined herein. The compounds are inhibitors of histone methyltransferases of the seven-beta-strand family, in particular of KMT9.

Antibacterial Agents

The invention provides compounds of formula (I) and salts thereof: R1-L-R2—B wherein R1, L, R2, and B have any of the values defined herein, as well as compositions comprising such compounds, and therapeutic methods comprising the administration of such compounds or salts. The compounds block siderophore production in bacteria and are useful as antibacterial agents.

5′-O-[(N-acyl)sulfamoyl]adenosines as antitubercular agents that inhibit MbtA: An adenylation enzyme required for siderophore biosynthesis of the mycobactins

A study of the structure - activity relationships of 5′-O-[N- (salicyl)sulfamoyl]adenosine (6), a potent inhibitor of the bifunctional enzyme salicyl-AMP ligase (MbtA, encoded by the gene Rv2384) in Mycobacterium tuberculosis, is described, targeting the salicyl moiety. A systematic series of analogues was prepared exploring the importance of substitution at the C-2 position revealing that a hydroxy group is required for optimal activity. Examination of a series of substituted salicyl derivatives indicated that substitution at C-4 was tolerated. Consequently, a series of analogues at this position provided 4-fluoro derivative, which displayed an impressive MIC 99 of 0.098 μM against whole-cell M. tuberculosis under iron-limiting conditions. Examination of other heterocyclic, cycloalkyl, alkyl, and aminoacyl replacements of the salicyl moiety demonstrated that these nonconserative modifications were poorly tolerated, a result consistent with the fairly strict substrate specificities of related non-ribosomal peptide synthetase adenylation enzymes.