Home Other Building Blocks 4'-ethynyl-2-fluoro-2'-deoxyadenosine

4'-ethynyl-2-fluoro-2'-deoxyadenosine

CAS No.:
865363-93-5
Catalog Number:
AG00H1KH
Molecular Formula:
Molecular Weight:
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5mg
99%
1 week
United States
$751
- +
10mg
99%
1 week
United States
$1237
- +
50mg
99%
1 week
United States
$3529
- +
Product Description
Catalog Number:
AG00H1KH
Chemical Name:
4'-ethynyl-2-fluoro-2'-deoxyadenosine
CAS Number:
865363-93-5
MDL Number:
MFCD28502143
IUPAC Name:
(2R,3S,5R)-5-(6-amino-2-fluoropurin-9-yl)-2-ethynyl-2-(hydroxymethyl)oxolan-3-ol
InChI:
InChI=1S/C12H12FN5O3/c1-2-12(4-19)6(20)3-7(21-12)18-5-15-8-9(14)16-11(13)17-10(8)18/h1,5-7,19-20H,3-4H2,(H2,14,16,17)/t6-,7+,12+/m0/s1
InChI Key:
IKKXOSBHLYMWAE-QRPMWFLTSA-N
UNII:
QPQ082R25D
Properties
Complexity:
459  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
3  
Defined Bond Stereocenter Count:
0
Exact Mass:
293.092g/mol
Formal Charge:
0
Heavy Atom Count:
21  
Hydrogen Bond Acceptor Count:
8  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0
Molecular Weight:
293.258g/mol
Monoisotopic Mass:
293.092g/mol
Rotatable Bond Count:
3  
Topological Polar Surface Area:
119A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-0.6  
Literature
Title Journal
MK-8591 (4'-Ethynyl-2-Fluoro-2'-Deoxyadenosine) Exhibits Potent Activity against HIV-2 Isolates and Drug-Resistant HIV-2 Mutants in Culture. Antimicrobial agents and chemotherapy 20170801
Effects of substitutions at the 4' and 2 positions on the bioactivity of 4'-ethynyl-2-fluoro-2'-deoxyadenosine. Antimicrobial agents and chemotherapy 20131201
Hypersusceptibility mechanism of Tenofovir-resistant HIV to EFdA. Retrovirology 20130101
Response of simian immunodeficiency virus to the novel nucleoside reverse transcriptase inhibitor 4'-ethynyl-2-fluoro-2'-deoxyadenosine in vitro and in vivo. Antimicrobial agents and chemotherapy 20120901
Concise synthesis of the anti-HIV nucleoside EFdA. Bioscience, biotechnology, and biochemistry 20120101
Enantioselective total synthesis of the potent anti-HIV nucleoside EFdA. Organic letters 20111007
Development of modified nucleosides that have supremely high anti-HIV activity and low toxicity and prevent the emergence of resistant HIV mutants. Proceedings of the Japan Academy. Series B, Physical and biological sciences 20110311
The sugar ring conformation of 4'-ethynyl-2-fluoro-2'-deoxyadenosine and its recognition by the polymerase active site of HIV reverse transcriptase. Cellular and molecular biology (Noisy-le-Grand, France) 20110212
Mechanism of inhibition of HIV-1 reverse transcriptase by 4'-Ethynyl-2-fluoro-2'-deoxyadenosine triphosphate, a translocation-defective reverse transcriptase inhibitor. The Journal of biological chemistry 20091218
Potent activity of a nucleoside reverse transcriptase inhibitor, 4'-ethynyl-2-fluoro-2'-deoxyadenosine, against human immunodeficiency virus type 1 infection in a model using human peripheral blood mononuclear cell-transplanted NOD/SCID Janus kinase 3 knockout mice. Antimicrobial agents and chemotherapy 20090901
2'-deoxy-4'-C-ethynyl-2-halo-adenosines active against drug-resistant human immunodeficiency virus type 1 variants. The international journal of biochemistry & cell biology 20080101
Activity against human immunodeficiency virus type 1, intracellular metabolism, and effects on human DNA polymerases of 4'-ethynyl-2-fluoro-2'-deoxyadenosine. Antimicrobial agents and chemotherapy 20070801
2'-deoxy-4'-C-ethynyl-2-fluoroadenosine: a nucleoside reverse transcriptase inhibitor with highly potent activity against wide spectrum of HIV-1 strains, favorable toxic profiles, and stability in plasma. Nucleosides, nucleotides & nucleic acids 20070101
2'-deoxy-4'-C-ethynyl-2-fluoroadenosine, a nucleoside reverse transcriptase inhibitor, is highly potent against all human immunodeficiency viruses type 1 and has low toxicity. Chemical record (New York, N.Y.) 20060101
2'-Deoxy-4'-C-ethynyl-2-fluoroadenosine: a nucleoside reverse transcriptase inhibitor with highly potent activity against all HIV-1 strains, favorable toxic profiles and stability in plasma. Nucleic acids symposium series (2004) 20060101
Properties