A selective, noncompetitive IMPDH inhibitor
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AVN-944

Item No. 21284

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(1S)-1-[3-[[[[3-methoxy-4-(5-oxazolyl)phenyl]amino]carbonyl]amino]phenyl]ethyl]-carbamic acid, (1R)-1-(cyanomethyl)propyl ester
CAS Number
297730-17-7
Molecular Formula
C25H27N5O5
Formula Weight
477.5
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS(pH 7.2) (1:3): 0.25 mg/ml
λmax
229, 286, 309 nm
SMILES
COC1=C(C2=CN=CO2)C=CC(NC(NC3=CC([C@@H](NC(O[C@H](CC)CC#N)=O)C)=CC=C3)=O)=C1
InChi Code
InChI=1S/C25H27N5O5/c1-4-20(10-11-26)35-25(32)28-16(2)17-6-5-7-18(12-17)29-24(31)30-19-8-9-21(22(13-19)33-3)23-14-27-15-34-23/h5-9,12-16,20H,4,10H2,1-3H3,(H,28,32)(H2,29,30,31)/t16-,20+/m0/s1
InChi Key
GYCPCOJTCINIFZ-OXJNMPFZSA-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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    5 mg

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    10 mg

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    25 mg

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    Cayman Chemical
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    Product Description

    AVN-944 is a selective, noncompetitive inhibitor of inosine-5'-monophosphate dehydrogenase (IMPDH; Ki = 6-10 nM for both human IMPDH isoforms), a rate-limiting enzyme involved in the de novo synthesis of purine nucleotides.1 Inhibition of IMPDH results in disruption of DNA and RNA synthesis, inhibition of cell proliferation, and the induction of apoptosis. AVN-944 has been shown to inhibit the proliferation of multiple myeloma cells in vitro by inducing caspase-independent apoptosis.1 It is also reported to have antitumor properties in androgen-sensitive and androgen-independent prostate cancer cells in vitro.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ishitsuka, K., Hideshima, T., Hamasaki, M., et al. Novel inosine monophosphate dehydrogenase inhibitor VX-944 induces apoptosis in multiple myeloma cells primarily via caspase-independent AIF/Endo G pathway. Oncogene 24(38), 5888-5896 (2005).

    2. Floryk, D., and Thompson, T.C. Antiproliferative effects of AVN944, a novel inosine 5-monophosphate dehydrogenase inhibitor, in prostate cancer cells. Int. J. Cancer 123(10), 2294-2302 (2008).