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SML2941

Sigma-Aldrich

Maribavir

≥98% (HPLC)

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Synonym(s):
(2S,3S,4R,5S)-2-(5,6-Dichloro-2-(isopropylamino)-1H-benzo[d]imidazol-1-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol, 1263W94, Benzimidavir, VP-41263
Empirical Formula (Hill Notation):
C15H19Cl2N3O4
CAS Number:
176161-24-3
Molecular Weight:
376.24
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

SMILES string

CC(NC1=NC2=CC(Cl)=C(Cl)C=C2N1[C@@H]3[C@@H](O)[C@@H](O)[C@H](CO)O3)C

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

Biochem/physiol Actions

Maribavir is an orally available antiviral agent under development for treatment and prevention of human cytomegalovirus (HCMV) infection. Maribavir is a potent and selective ATP-competitive inhibitor of HCMV protein kinase pUL97 that blocks viral replication.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Karen K Biron et al.
Antimicrobial agents and chemotherapy, 46(8), 2365-2372 (2002-07-18)
Benzimidazole nucleosides have been shown to be potent inhibitors of human cytomegalovirus (HCMV) replication in vitro. As part of the exploration of structure-activity relationships within this series, we synthesized the 2-isopropylamino derivative (3322W93) of 1H-beta-D-ribofuranoside-2-bromo-5,6-dichlorobenzimidazole (BDCRB) and the biologically unnatural
Valentine Faure Bardon et al.
PloS one, 15(4), e0232140-e0232140 (2020-05-01)
Congenital cytomegalovirus infection can lead to severe sequelae. When fetal infection is confirmed, we hypothesize that fetal treatment could improve the outcome. Maternal oral administration of an effective drug crossing the placenta could allow fetal treatment. Letermovir (LMV) and Maribavir
Mirjam Steingruber et al.
Microorganisms, 8(4) (2020-04-09)
Human cytomegalovirus (HCMV) expresses a variety of viral regulatory proteins that undergo close interaction with host factors including viral-cellular multiprotein complexes. The HCMV protein kinase pUL97 represents a viral cyclin-dependent kinase ortholog (vCDK) that determines the efficiency of HCMV replication

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