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[CAS No.1145869-35-7] A900707 4'-C-叠氮基-2'-脱氧-2'-氟胞苷 97%

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Catalog No.: A900707

Cas No.: 1145869-35-7

Molecular Formula: C₉H₁₁FN₆O₄

Molecular Weight: 286.22

MDL NO:

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Quality Control of [1145869-35-7]

NMR

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SDS

Specification

MOL

SDF

基础信息 [1145869-35-7]

同义词: 4-amino-1-((2R,3R,4R,5R)-5-azido-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-2(1H)-one

Appearance: White powder

存储要求: Store in 2-8°C for long term (months)

沸点:

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Pubchem ID: 42638010

Smiles: C1(=O)N([C@H]2[C@H](F)[C@H](O)[C@@](N=[N+]=[N-])(CO)O2)C=CC(N)=N1

InchiKey: KTOLOIKYVCHRJW-JVZYCSMKSA-N

Inchi: InChI=1S/C9H11FN6O4/c10-5-6(18)9(3-17,14-15-12)20-7(5)16-2-1-4(11)13-8(16)19/h1-2,5-7,17-18H,3H2,(H2,11,13,19)/t5-,6+,7-,9-/m1/s1

安全信息 [1145869-35-7]

GHS Pictogram:

Signal Word: Warning

Class:

Precautionary Statements: P261;P305+P351+P338

UN No.:

Hazard Statements: H302;H315;H319;H335

包装等级:

Discovery of β-D-2'-deoxy-2'-α-fluoro-4'-α-cyano-5-aza-7,9-dideaza adenosine as a potent nucleoside inhibitor of respiratory syncytial virus with excellent selectivity over mitochondrial RNA and DNA polymerases

Michael O Clarke 1, Richard Mackman 2, Daniel Byun 1, Hon Hui 1, Ona Barauskas 1, Gabriel Birkus 1, Byoung-Kwon Chun 1, Edward Doerffler 1, Joy Feng 1, Kapil Karki 1, Gary Lee 1, Michel Perron 1, Dustin Siegel 1, Swami Swaminathan 1, William Lee 1

Affiliations Expand

PMID: 25978965
DOI: 10.1016/j.bmcl.2015.04.073

Abstract

Novel 4'-substituted β-d-2'-deoxy-2'-α-fluoro (2'd2'F) nucleoside inhibitors of respiratory syncytial virus (RSV) are reported. The introduction of 4'-substitution onto 2'd2'F nucleoside analogs resulted in compounds demonstrating potent cell based RSV inhibition, improved inhibition of the RSV polymerase by the nucleoside triphosphate metabolites, and enhanced selectivity over incorporation by mitochondrial RNA and DNA polymerases. Selectivity over the mitochondrial polymerases was found to be extremely sensitive to the specific 4'-substitution and not readily predictable. Combining the most potent and selective 4'-groups from N-nucleoside analogs onto a 2'd2'F C-nucleoside analog resulted in the identification of β-D-2'-deoxy-2'-α-fluoro-4'-α-cyano-5-aza-7,9-dideaza adenosine as a promising nucleoside lead for RSV.

Keywords: DNA polymerase γ; Mitochondria; Mitochondrial RNA polymerase; Nucleoside; Respiratory syncytial virus.

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