55175-33-2

Upstream product

• 112630-42-9 Ethyl 2-(5-Amino-4-aminocarbonylimidazol-1-yl)acetate 
• 122-51-0 orthoformic acid triethyl ester 
• 87-42-3 6-chloropurine 
• 57500-07-9 6-benzyloxypurine 
• 25477-96-7 ethyl 2-(9H-adenin-9-yl)acetate 

Downstream Products

• 6298-53-9 2-(6-hydroxy-9H-purin-9-yl)acetic acid 

Relevant academic research and scientific papers

Synthesis and biological evaluation of new HIV-1 protease inhibitors with purine bases as P2-ligands

Introducing purine bases to P2-ligands might enhance the potency of Human Immunodeficiency Virus-1 (HIV-1) protease inhibitory because of the carbonyl and NH groups promoting the formation of extensive H-bonding interactions. In this work, thirty-three compounds are synthesized and evaluated, among which inhibitors 16a, 16f and 16j containing N-2-(6-substituted-9H-purin-9-yl)acetamide as the P2-ligands along with 4-methoxylphenylsulfonamide as the P2′-ligand, display potent inhibitory effect on the activity of HIV-1 protease with IC50 43 nM, 42 nM and 68 nM in vitro, respectively.

Synthesis and intramolecular cyclisation of 5-aminoimidazolealkanoates and their conversion to purine derivatives

Synthesis of ethyl (9-hypoxanthinyl)- and (9-adeninyl)acetates, ethyl 3-(9-hypoxanthinyl)- and 3-(9-adeninyl)propanoates, and ethyl 2-(9-hypoxanthinyl)- and 2-(9-adeninyl)propanoates from appropriately substituted 5-aminoimidazole precursors is described. Cyclisation of the imidazoles also resulted in formation of an imidazopyrimidine and novel imidazoimidazoles.

SYNTHESIS OF MODIFIED AMINO ACIDS CONTAINING NUCLEIC ACID PURINE BASES

The reaction of hydrazides of adenylyl- or hypoxanthinyl-9-alkylcarboxylic acids with sodium nitrite in acid media gives reactive azides of purinyl-9-alkylcarboxylic acids which condense with α(ω)-aminocarboxylic and α,ω-diaminocarboxylic acids to give Nα(Nω)-(adenylyl-9-alkanoyl)aminocarboxylic, Nα-(adenylyl-9-)- and Nω-(hypoxanthinyl-9-alkanoyl)-α,ω-diaminocarboxylic acids.The deamination of Nω-(adenylyl-9-alkanoyl)aminocarboxylic acids gives Nω-(hypoxanthinyl-9-alkanoyl)aminocarboxylic acids.