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Maribavir

CAS No.:
176161-24-3
Catalog Number:
AG00AQ58
Molecular Formula:
C15H19Cl2N3O4
Molecular Weight:
376.2351
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5mg
98%
1 week
United States
$362
- +
10mg
98%
1 week
United States
$543
- +
50mg
98%
1 week
United States
$1376
- +
100mg
98%
1 week
United States
$2001
- +
Product Description
Catalog Number:
AG00AQ58
Chemical Name:
Maribavir
CAS Number:
176161-24-3
Molecular Formula:
C15H19Cl2N3O4
Molecular Weight:
376.2351
MDL Number:
MFCD00945570
IUPAC Name:
(2S,3S,4R,5S)-2-[5,6-dichloro-2-(propan-2-ylamino)benzimidazol-1-yl]-5-(hydroxymethyl)oxolane-3,4-diol
InChI:
InChI=1S/C15H19Cl2N3O4/c1-6(2)18-15-19-9-3-7(16)8(17)4-10(9)20(15)14-13(23)12(22)11(5-21)24-14/h3-4,6,11-14,21-23H,5H2,1-2H3,(H,18,19)/t11-,12-,13-,14-/m0/s1
InChI Key:
KJFBVJALEQWJBS-XUXIUFHCSA-N
SMILES:
OC[C@@H]1O[C@@H]([C@H]([C@H]1O)O)n1c(NC(C)C)nc2c1cc(Cl)c(c2)Cl
UNII:
PTB4X93HE1
Properties
Complexity:
447  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
4  
Defined Bond Stereocenter Count:
0
Exact Mass:
375.075g/mol
Formal Charge:
0
Heavy Atom Count:
24  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
4  
Isotope Atom Count:
0
Molecular Weight:
376.234g/mol
Monoisotopic Mass:
375.075g/mol
Rotatable Bond Count:
4  
Topological Polar Surface Area:
99.8A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2.2  
Literature
Title Journal
The unique antiviral activity of artesunate is broadly effective against human cytomegaloviruses including therapy-resistant mutants. Antiviral research 20111101
Genotypic characterization of human cytomegalovirus UL97 phosphotransferase natural polymorphism in the era of ganciclovir and maribavir. Antiviral research 20110701
Antiviral inhibition targeting the HCMV kinase pUL97 requires pUL27-dependent degradation of Tip60 acetyltransferase and cell-cycle arrest. Cell host & microbe 20110217
Oral maribavir for treatment of refractory or resistant cytomegalovirus infections in transplant recipients. Transplant infectious disease : an official journal of the Transplantation Society 20101201
Leflunomide: a small step forward in meeting the urgent need for treatment of drug-resistant cytomegalovirus infection. Transplantation 20100827
Virologic characterization of multidrug-resistant cytomegalovirus infection in 2 transplant recipients treated with maribavir. The Journal of infectious diseases 20100701
Antiviral prophylaxis in haematological patients: systematic review and meta-analysis. European journal of cancer (Oxford, England : 1990) 20091201
A randomized, double-blind, pharmacokinetic study of oral maribavir with tacrolimus in stable renal transplant recipients. American journal of transplantation : official journal of the American Society of Transplantation and the American Society of Transplant Surgeons 20091001
Function of human cytomegalovirus UL97 kinase in viral infection and its inhibition by maribavir. Reviews in medical virology 20090701
Conserved retinoblastoma protein-binding motif in human cytomegalovirus UL97 kinase minimally impacts viral replication but affects susceptibility to maribavir. Virology journal 20090101
Viral mimicry of Cdc2/cyclin-dependent kinase 1 mediates disruption of nuclear lamina during human cytomegalovirus nuclear egress. PLoS pathogens 20090101
Conserved domains and structure prediction of human cytomegalovirus UL27 protein. Antiviral therapy 20090101
Maribavir: a novel antiviral agent with activity against cytomegalovirus. The Annals of pharmacotherapy 20081001
Cytomegalovirus infection after liver transplantation: current concepts and challenges. World journal of gastroenterology 20080821
Maribavir prophylaxis for prevention of cytomegalovirus infection in allogeneic stem cell transplant recipients: a multicenter, randomized, double-blind, placebo-controlled, dose-ranging study. Blood 20080601
Expression of the human cytomegalovirus UL97 gene in a chimeric guinea pig cytomegalovirus (GPCMV) results in viable virus with increased susceptibility to ganciclovir and maribavir. Antiviral research 20080601
Prevention and early treatment of opportunistic viral infections in patients with leukemia and allogeneic stem cell transplantation recipients. Journal of the National Comprehensive Cancer Network : JNCCN 20080201
Cytomegalovirus UL97 mutations in the era of ganciclovir and maribavir. Reviews in medical virology 20080101
Cytomegalovirus UL97 kinase mutations that confer maribavir resistance. The Journal of infectious diseases 20070701
Pharmacokinetics of maribavir, a novel oral anticytomegalovirus agent, in subjects with varying degrees of renal impairment. Journal of clinical pharmacology 20070201
Maribavir: 1263W94, Benzimidavir, GW 1263, GW 1263W94, VP41263. Drugs in R&D 20070101
Maribavir sensitivity of cytomegalovirus isolates resistant to ganciclovir, cidofovir or foscarnet. Journal of clinical virology : the official publication of the Pan American Society for Clinical Virology 20061001
N-methylpurine DNA glycosylase and 8-oxoguanine dna glycosylase metabolize the antiviral nucleoside 2-bromo-5,6-dichloro-1-(beta-D-ribofuranosyl)benzimidazole. Drug metabolism and disposition: the biological fate of chemicals 20060601
[Therapeutic approach to EBV infection]. Nihon rinsho. Japanese journal of clinical medicine 20060301
In vitro activity and mechanism of action of methylenecyclopropane analogs of nucleosides against herpesvirus replication. Antimicrobial agents and chemotherapy 20050301
Inhibition of human cytomegalovirus replication by benzimidazole nucleosides involves three distinct mechanisms. Antimicrobial agents and chemotherapy 20041001
Mechanism of action of the ribopyranoside benzimidazole GW275175X against human cytomegalovirus. Antimicrobial agents and chemotherapy 20040501
Activities of benzimidazole D- and L-ribonucleosides in animal models of cytomegalovirus infections. Antimicrobial agents and chemotherapy 20040501
Effects of maribavir and selected indolocarbazoles on Epstein-Barr virus protein kinase BGLF4 and on viral lytic replication. Antimicrobial agents and chemotherapy 20040501
In vitro activities of benzimidazole D- and L-ribonucleosides against herpesviruses. Antimicrobial agents and chemotherapy 20030701
Interactions of 1263W94 with other antiviral agents in inhibition of human cytomegalovirus replication. Antimicrobial agents and chemotherapy 20030401
Resistance of human cytomegalovirus to D- and L-ribosyl benzimidazoles as a tool to identify potential targets for antiviral drugs. Nucleosides, nucleotides & nucleic acids 20030101
Interactions among antiviral drugs acting late in the replication cycle of human cytomegalovirus. Antiviral research 20021001
Potent and selective inhibition of human cytomegalovirus replication by 1263W94, a benzimidazole L-riboside with a unique mode of action. Antimicrobial agents and chemotherapy 20020801
Inhibition of ganciclovir-susceptible and -resistant human cytomegalovirus clinical isolates by the benzimidazole L-riboside 1263W94. Clinical and diagnostic laboratory immunology 20011101
A novel nonnucleoside inhibitor specifically targets cytomegalovirus DNA maturation via the UL89 and UL56 gene products. Journal of virology 20011001
Synthesis and antiviral evaluation of halogenated beta-D- and -L-erythrofuranosylbenzimidazoles. Journal of medicinal chemistry 20000615
Synthesis and evaluation of a series of 2'-deoxy analogues of the antiviral agent 5,6-dichloro-2-isopropylamino-1-(beta-L-ribofuranosyl)-1H-benzimidazole (1263W94). Nucleosides, nucleotides & nucleic acids 20000101
Inhibition of Epstein-Barr virus replication by a benzimidazole L-riboside: novel antiviral mechanism of 5, 6-dichloro-2-(isopropylamino)-1-beta-L-ribofuranosyl-1H-benzimidazole. Journal of virology 19990901
Human cytomegalovirus: challenges, opportunities and new drug development. Antiviral chemistry & chemotherapy 19990901
Development of novel benzimidazole riboside compounds for treatment of cytomegalovirus disease. Advances in experimental medicine and biology 19990101
Properties