Details
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 |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/14654560Curator's Comment: The description was created based on several sources, including
https://www.drugbank.ca/drugs/DB12847 | https://www.ncbi.nlm.nih.gov/pubmed/11831887 | https://www.ncbi.nlm.nih.gov/pubmed/20139990 | https://clinicaltrials.gov/ct2/show/record/NCT00042900
Sources: https://www.ncbi.nlm.nih.gov/pubmed/14654560
Curator's Comment: The description was created based on several sources, including
https://www.drugbank.ca/drugs/DB12847 | https://www.ncbi.nlm.nih.gov/pubmed/11831887 | https://www.ncbi.nlm.nih.gov/pubmed/20139990 | https://clinicaltrials.gov/ct2/show/record/NCT00042900
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
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL1829 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20139990 |
8.0 nM [Ki] | ||
Target ID: CHEMBL325 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20139990 |
2.7 nM [Ki] | ||
Target ID: CHEMBL1865 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20139990 |
4.8 nM [Ki] | ||
Target ID: CHEMBL2093865 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11831887 |
200.0 nM [IC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
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
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/11831887
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.
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:54:06 GMT 2023
by
admin
on
Fri Dec 15 15:54:06 GMT 2023
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Record UNII |
12N86DSS23
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Record Status |
Validated (UNII)
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Record Version |
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-
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Common Name | English |
Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C1946
Created by
admin on Fri Dec 15 15:54:07 GMT 2023 , Edited by admin on Fri Dec 15 15:54:07 GMT 2023
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4996
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382180-17-8
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C2801
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DTXSID70191595
Created by
admin on Fri Dec 15 15:54:07 GMT 2023 , Edited by admin on Fri Dec 15 15:54:07 GMT 2023
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DB12847
Created by
admin on Fri Dec 15 15:54:07 GMT 2023 , Edited by admin on Fri Dec 15 15:54:07 GMT 2023
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12N86DSS23
Created by
admin on Fri Dec 15 15:54:07 GMT 2023 , Edited by admin on Fri Dec 15 15:54:07 GMT 2023
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PRIMARY |
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ACTIVE MOIETY |