| Stereochemistry | ACHIRAL |
| Molecular Formula | C13H19N3O3 |
| Molecular Weight | 265.3083 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
ONC(=O)CCCCCCC(=O)NC1=CC=CN=C1
InChI
InChIKey=PTJGLFIIZFVFJV-UHFFFAOYSA-N
InChI=1S/C13H19N3O3/c17-12(15-11-6-5-9-14-10-11)7-3-1-2-4-8-13(18)16-19/h5-6,9-10,19H,1-4,7-8H2,(H,15,17)(H,16,18)
| Molecular Formula | C13H19N3O3 |
| Molecular Weight | 265.3083 |
| Charge | 0 |
| Count |
MOL RATIO
1 MOL RATIO (average) |
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Pyroxamide is a potent histone deacetylase (HDAC) inhibitor. Pyroxamide induced terminal differentiation in murine erythroleukemia (MEL) cells and inhibited the growth by cell cycle arrest or apoptosis in a variety of tumor cells. An accumulation of acetylated histones and increased levels of p21/WAF1 expression were detected in cancer cells and in prostate xenografts treated with Pyroxamide.
Originator
Approval Year
Sourcing
PubMed
Patents
Sample Use Guides
Patients receive pyroxamide IV continuously over 5-7 days. Courses repeat every 21 days in the absence of disease progression or unacceptable toxicity.
Route of Administration:
Intravenous
HCT116 cells were used for activity evaluation. Cells were plated in 96-well plates at initial densities of between 1000 and 3000 cells/well and incubated. After 24 h, test compound 7c (Pyroxamide) were added to test wells, vehicle added to vehicle control (VC) wells and initial growth control wells (IGC) received 10 µL 3-(4,5-dimethylthiazol-2-yl)-5-(3- carboxymethoxyphenyl)-2-(4-sulfophenyl)-2H-tetrazolium, inner salt (MTS) mixture (prepared on day of use at a ratio of 10 µL of a 0.92 mg/mL solution of phenazine methosulfate (PMS) to a 190 µL of a 2 mg/mL solution of MTS), the plate was incubated for 4 h and the OD490 of IGC wells was measured on a Molecular Devices Thermomax at 490 nm using the Softmax program to determine initial cell density values. The plates were incubated for 72 h, 10 µL/well of MTS mixture was added to the test and VC wells and the OD490 was measured.
