An IMPDH inhibitor
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Merimepodib

Item No. 29351

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[[3-[[[[3-methoxy-4-(5-oxazolyl)phenyl]amino]carbonyl]amino]phenyl]methyl]-carbamic acid, (3S)-tetrahydro-3-furanyl ester
CAS Number
198821-22-6
Synonyms
  • VX-497
Molecular Formula
C23H24N4O6
Formula Weight
452.5
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:6): 0.14 mg/ml
λmax
228, 287, 309, 320 nm
SMILES
COC1=C(C2=CN=CO2)C=CC(NC(NC3=CC(CNC(O[C@H]4CCOC4)=O)=CC=C3)=O)=C1
InChi Code
InChI=1S/C23H24N4O6/c1-30-20-10-17(5-6-19(20)21-12-24-14-32-21)27-22(28)26-16-4-2-3-15(9-16)11-25-23(29)33-18-7-8-31-13-18/h2-6,9-10,12,14,18H,7-8,11,13H2,1H3,(H,25,29)(H2,26,27,28)/t18-/m0/s1
InChi Key
JBPUGFODGPKTDW-SFHVURJKSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    Merimepodib is an inhibitor of inosine-5'-monophosphate dehydrogenase (IMPDH; Kis = 7 and 10 nM for IMPDH type I and type II, respectively) with antiviral and immunosuppressant activities.1 It reduces Ebola, Lassa, chikungunya, Junin, and Zika virus titers in vitro and inhibits Zika virus replication in Huh7 cells (EC50 = 0.6 µM).2 Merimepodib inhibits the proliferation of PHA-stimulated T cells and SPAS-stimulated B cells (IC50s = 104 and 132 nM, respectively), effects that can be reversed by guanosine (Item No. 27702) but not adenosine (Item No. 21232).3 In vivo, merimepodib (50 and 100 mg/kg) increases allograft survival in a murine skin transplantation model and prevents development of graft versus host disease (GVHD) in splenocyte allografted mice.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sintchak, M.D., and Nimmesgern, E. The structure of inosine 5'-monophosphate dehydrogenase and the design of novel inhibitors. Immunopharmacology 47(2-3), 163-184 (2000).

    2. Tong, X., Smith, J., Bukreyeva, N., et al. Merimepodib, an IMPDH inhibitor, suppresses replication of Zika virus and other emerging viral pathogens. Antiviral Res. 149, 34-40 (2018).

    3. Jain, J., Almquist, S.J., Shlyakhter, D., et al. VX-497: A novel, selective IMPDH inhibitor and immunosuppressive agent. J. Pharm. Sci. 90(5), 625-637 (2001).

    4. Decker, C.J., Heiser, A.D., Chaturvedi, P.R., et al. The novel IMPDH inhibitor VX-497 prolongs skin graft survival and improves graft versus host disease in mice. Drugs Exp. Clin. Res. 27(3), 89-95 (2001).