Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C15H19Cl2N3O4 |
Molecular Weight | 376.235 |
Optical Activity | ( - ) |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(C)NC1=NC2=CC(Cl)=C(Cl)C=C2N1[C@H]3O[C@@H](CO)[C@H](O)[C@@H]3O
InChI
InChIKey=KJFBVJALEQWJBS-XUXIUFHCSA-N
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
Maribavir (previously known as 1263W94) is a novel benzimidazole riboside compound. This drug was in phase III of clinical trial for the prevention of cytomegalovirus (CMV) infections in transplant patients, sponsored by ViroPharma. However, drug failed to demonstrate a higher efficacy rate than the placebo. Maribavir has activity against cytomegalovirus and Epstein-Barr virus (EBV), but not against other human herpesviruses. Maribavir’s mechanism of action is unique and is complex compared to the currently approved antivirals for CMV. Maribavir inhibits the viral UL97 kinase rather than the viral DNA polymerase. The UL97 kinase is important for viral DNA elongation, DNA packaging, and nuclear egress of encapsidated viral DNA. In addition, maribavir inhibits the EBV DNA polymerase processivity factor (BMRF1), reduces the level of certain EBV glycoproteins, and inhibits viral transcription. However, future work will be designed to address the interaction of MBV and BGLF4 and to evaluate the mechanisms through which maribavir downregulates viral transcripts. BGLF4 belongs to the family of conserved herpesvirus PKs, which includes HCMV UL97, HSV UL13, and HSV US3. Maribavir does need to be phosphorylated for its activity.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: P16788|||Q91B49 Gene ID: NA Gene Symbol: UL97 Target Organism: Human cytomegalovirus (strain AD169) (HHV-5) (Human herpesvirus 5) Sources: https://www.ncbi.nlm.nih.gov/pubmed/12121906/ |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Preventing | Unknown Approved UseUnknown |
Sample Use Guides
In Vivo Use Guide
Sources: https://clinicaltrials.gov/ct2/show/NCT00411645
100 mg twice daily for up to 12 weeks
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/19759127
Maribavir (MBV) may be linked to indirect effects on the transcription of Epstein-Barr virus (EBV) genes through the interaction of BGLF4 with multiple viral proteins. It was examined the effects of MBV and acyclovir (ACV) on the expression of the early (EA-D) and the late (gp125 and gp350) viral proteins by immunofluorescence staining. EA-D was detected in the nucleus, while both gp125 and gp350 were detected in the cytoplasm. MBV (20 μM) reduced the number of cells expressing EA-D by about 50% and almost eliminated the expression of gp125 and gp350 . It was revealed the potent inhibitory effect of MBV on the phosphorylation of EA-D during lytic infection and the lack of such an effect produced by ACV. Both drugs inhibited the expression of the two late viral glycoproteins, but MBV had a considerably greater effect, probably due to its greater antiviral potency.
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QJ05AX10
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NCI_THESAURUS |
C1556
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FDA ORPHAN DRUG |
229906
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C281
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FDA ORPHAN DRUG |
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J05AX10
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C1404
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EU-Orphan Drug |
EU/3/07/519
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MARIBAVIR
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ACTIVE MOIETY