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Lamevudine

CAS No.:
443642-29-3
Catalog Number:
AG00DA49
Molecular Formula:
Molecular Weight:
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Product Description
Catalog Number:
AG00DA49
Chemical Name:
Lamevudine
CAS Number:
443642-29-3
MDL Number:
MFCD14584964
IUPAC Name:
(2R,3R,4R,5R)-2-(4-aminopyrrolo[2,3-d]pyrimidin-7-yl)-5-(hydroxymethyl)-3-methyloxolane-3,4-diol
InChI:
InChI=1S/C12H16N4O4/c1-12(19)8(18)7(4-17)20-11(12)16-3-2-6-9(13)14-5-15-10(6)16/h2-3,5,7-8,11,17-19H,4H2,1H3,(H2,13,14,15)/t7-,8-,11-,12-/m1/s1
InChI Key:
IRZRJANZDIOOIF-GAJNKVMBSA-N
UNII:
QRR62J6WEF
Properties
Complexity:
373  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
4  
Defined Bond Stereocenter Count:
0
Exact Mass:
280.117g/mol
Formal Charge:
0
Heavy Atom Count:
20  
Hydrogen Bond Acceptor Count:
7  
Hydrogen Bond Donor Count:
4  
Isotope Atom Count:
0
Molecular Weight:
280.284g/mol
Monoisotopic Mass:
280.117g/mol
Rotatable Bond Count:
2  
Topological Polar Surface Area:
127A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-1.2  
Literature
Title Journal
Synthesis and evaluation against hepatitis C virus of 7-deaza analogues of 2'-C-methyl-6-O-methyl guanosine nucleoside and L-Alanine ester phosphoramidates. Bioorganic & medicinal chemistry letters 20130401
Synthesis and antiviral properties of novel 7-heterocyclic substituted 7-deaza-adenine nucleoside inhibitors of Hepatitis C NS5B polymerase. Bioorganic & medicinal chemistry 20120801
Synthesis and characterization of 2'-C-Me branched C-nucleosides as HCV polymerase inhibitors. Bioorganic & medicinal chemistry letters 20120615
Elimination of hepatitis C virus by short term NS3-4A and NS5B inhibitor combination therapy in human hepatocyte chimeric mice. Journal of hepatology 20110501
Robust antiviral efficacy upon administration of a nucleoside analog to hepatitis C virus-infected chimpanzees. Antimicrobial agents and chemotherapy 20090301
Synthesis and HCV inhibitory properties of 9-deaza- and 7,9-dideaza-7-oxa-2'-C-methyladenosine. Bioorganic & medicinal chemistry 20070801
A dengue fever viremia model in mice shows reduction in viral replication and suppression of the inflammatory response after treatment with antiviral drugs. The Journal of infectious diseases 20070301
Structure-activity relationship of heterobase-modified 2'-C-methyl ribonucleosides as inhibitors of hepatitis C virus RNA replication. Journal of medicinal chemistry 20041007
Properties