AVN944
- VX-944
- Optical Purity: 99% e.e.
- Soluble in DMSO
- MF: C25H27N5O5
- MW: 477.51
Description
AVN-944 is an orally available, uncompetitive small molecule inhibitor of inosine monophosphate dehydrogenase (IMPDH), an enzyme catalyzing the rate limiting step in the biosynthesis of guanine nucleotides. As IMPDH is overexpressed in some cancer cells, particularly in hematological malignancies, thus inhibition of this enzyme will result in depletion of guanine nucleotide pools, cessation of DNA synthesis, cell cycle block at the Gr(1)/S interface and interference with cell division, and induction of apoptosis. The reduction in guanine nucleotide pools will also interfere with the ability of G-coupled proteins to act as intracellular signal transducers.
More Information
| Parent CAS No. | 297730-17-7 |
|---|---|
| Chemical Name | (R)-1-Cyanobutan-2-yl (S)-1-(3-(3-(3-methoxy-4-(oxazol-5-yl)phenyl)ureido)phenyl)ethylcarbamate |
| extra_info | Sold in collaboration with Chemietek |
| SMILES | C1(C2=CN=CO2)C=CC(NC(=O)NC2C=CC=C([C@H](C)NC(=O)O[C@@H](CC#N)CC)C=2)=CC=1OC |&1:18,24,r| |
| MFCD | N.A. |
| InChi | 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 |
| InChiKey | GYCPCOJTCINIFZ-OXJNMPFZSA-N |
| CID | 9918559 |
| Short Description | IMPDH inhibitor |
References
- D Floryk et al. Antiproliferative effects of AVN944, a novel inosine 5-monophosphate dehydrogenase inhibitor, in prostate cancer cells. Int J Cancer. 2008 Nov 15;123(10):2294-302.
- JM Hamilton et al. A phase I dose-ranging study of the pharmacokinetics, pharmacodynamics, safety, and tolerability of AVN944, an IMPDH inhibitor, in healthy male volunteers. J Clin Pharmacol. 2009 Jan;49(1):30-8.
- M Huang et al. Depletion of guanine nucleotides leads to the Mdm2-dependent proteasomal degradation of nucleostemin. Cancer Res. 2009 Apr 1;69(7):3004-12.
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