Reaction of the sodium salts of some hydroxypyrimidines with ?,?-dihaloalkanes Communication 4. Synthesis of N-(?-haloalkyl)uracils

Salikhov, I. Sh.; Резник, В. С.; Shvetsov, Yu. S.; Petrova, Veselina; Shagidullin, R. R.

doi:10.1007/bf00955382

Cited by 1 publication

(1 citation statement)

References 3 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…32 For example, condensation of 2,4-bis(trimethylsilyloxy)-6-methylpyrimidine with 4-5 molar excess of 1,4-dibromobutane leads to a complex mixture of N 1 -and N 3 -mono-as well as to N 1 ,N 3 -disubstituted uracils, the ratio of which depends upon the reaction temperature. 33 As a result, an alternative approach for synthesis of 1-[2-[2-(3,5-dimethylbenzoyl)-4-methylphenoxy]ethyl]-6-methyluracil 25 was needed. Thus treatment of 6-methyluracil (5 molar excess) with bromide 5 in the presence of K 2 CO 3 in DMF (Scheme 1) afforded 25 in a 64% yield following separation from the N 1 ,N 3 -disubstituted product.…”

Section: Chemistrymentioning

confidence: 99%

1-[2-(2-Benzoyl- and 2-benzylphenoxy)ethyl]uracils as potent anti-HIV-1 agents

Новиков

Иванова

Ivanov

et al. 2011

Bioorganic & Medicinal Chemistry

View full text Add to dashboard Cite

Non-nucleoside reverse transcriptase inhibitors (NNRTI) are key components in highly active antiretroviral therapy for treating HIV-1. Herein we present the synthesis for a series of N1-alkylated uracil derivatives bearing ω-(2-benzyl- and 2-benzoylphenoxy)alkyl substituents as novel NNRTIs. These compounds displayed anti-HIV activity similar to that of nevirapine and several of them exhibited activity against the K103N/Y181C RT mutant HIV-1 strain. Further evaluation revealed that the inhibitors were active against most nevirapine-resistant mono- and di-substituted RTs with the exception of the V106A RT. Thus, the candidate compounds can be regarded as potential lead compounds against the wild-type virus and drug-resistant forms.

show abstract

Section: Chemistrymentioning

confidence: 99%