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Merck
CN

SML3440

AVN-944

≥98% (HPLC)

Synonym(s):

(1R)-1-(Cyanomethyl)propyl N-[(1S)-1-[3-[[[[3-methoxy-4-(5-oxazolyl)phenyl]amino]carbonyl]amino]phenyl]ethyl]carbamate, AVN 944, VX-944, [(1S)-1-[3-[[[[3-Methoxy-4-(5-oxazolyl)phenyl]amino]carbonyl]amino]phenyl]ethyl]-carbamic acid (1R)-1-(cyanomethyl)propyl ester

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About This Item

Empirical Formula (Hill Notation):
C25H27N5O5
CAS Number:
Molecular Weight:
477.51
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77
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Quality Level

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

-10 to -25°C

SMILES string

N([C@@H](C)c1cc(ccc1)NC(=O)Nc2cc(c(cc2)c3[o]cnc3)OC)C(=O)O[C@H](CC)CC#N

InChI key

GYCPCOJTCINIFZ-OXJNMPFZSA-N

Biochem/physiol Actions

AVN-944 is an orally bioavailable, highly selective, nonnucleoside and uncompetitive inosine monophosphate dehydrogenase (IMPDH) inhibitor with antitumor and antiviral activities. AVN-944 depletes intracellular GMP levels and inhibits DNA and RNA viruses replication via reduction of GTP pools in infected cells. Arrests a wide range of hematologic and epithelial tumor cell types proliferation (IC50 of 0.02 µM to 0.279 µM).
Orally bioavailable, highly selective, nonnucleoside and uncompetitive inosine monophosphate dehydrogenase (IMPDH) inhibitor with antitumor and antiviral activities

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Min Huang et al.
Leukemia research, 32(1), 131-141 (2007-04-28)
Inosine monophosphate dehydrogenase (IMPDH) is a pivotal enzyme in the de novo pathway of guanine nucleotide biosynthesis. Inhibitors of this enzyme decrease intracellular guanine nucleotide levels by 50-80% and have potential as anti-neoplastic agents. Both mycophenolic acid (MPA) and AVN-944
Eric C Dunham et al.
Antiviral research, 157, 140-150 (2018-07-23)
Infection with Junín virus (JUNV) is currently being effectively managed in the endemic region using a combination of targeted vaccination and plasma therapy. However, the long-term sustainability of plasma therapy is unclear and similar resources are not available for other
Jun-Gyu Park et al.
Journal of virology, 94(7) (2020-01-17)
Influenza A (IAV) and influenza B (IBV) viruses are highly contagious pathogens that cause fatal respiratory disease every year, with high economic impact. In addition, IAV can cause pandemic infections with great consequences when new viruses are introduced into humans.

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