Details
Stereochemistry | RACEMIC |
Molecular Formula | C7H12N2S2 |
Molecular Weight | 188.314 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CCC(C)SSC1=NC=CN1
InChI
InChIKey=BPBPYQWMFCTCNG-UHFFFAOYSA-N
InChI=1S/C7H12N2S2/c1-3-6(2)10-11-7-8-4-5-9-7/h4-6H,3H2,1-2H3,(H,8,9)
Molecular Formula | C7H12N2S2 |
Molecular Weight | 188.314 |
Charge | 0 |
Count |
|
Stereochemistry | RACEMIC |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Optical Activity | ( + / - ) |
DescriptionSources: https://www.drugbank.ca/drugs/DB05448Curator's Comment: The description was created based on several sources, including
https://clinicaltrials.gov/ct2/show/NCT00417287 | https://www.ncbi.nlm.nih.gov/pubmed/23327656 | https://clinicaltrials.gov/ct2/show/NCT00736372 | https://www.ncbi.nlm.nih.gov/pubmed/24172913
Sources: https://www.drugbank.ca/drugs/DB05448
Curator's Comment: The description was created based on several sources, including
https://clinicaltrials.gov/ct2/show/NCT00417287 | https://www.ncbi.nlm.nih.gov/pubmed/23327656 | https://clinicaltrials.gov/ct2/show/NCT00736372 | https://www.ncbi.nlm.nih.gov/pubmed/24172913
DB05448 (PX-12, 1-methyl propyl 2-imidazolyl disulfide) is a small molecule irreversible inhibitor of the redox protein thioredoxin, which has been associated with cancer and tumor growth. DB05448 stimulates apoptosis, down-regulates HIF-1α and vascular endothelial growth factor (VEGF) and inhibits tumor growth in animal models. Since high levels of Trx-1 have been associated with colorectal, gastric and lung cancers, DB05448 is indicated as a potential cancer treatment in combination with chemotherapy for patients with advanced metastatic cancer. Initial trials correlated doses of DB05448 with increased patient survival.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL2010624 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23327656 |
2.11 µM [IC50] | ||
Target ID: Q16881|||Q6VB41|||Q6YNQ1 Gene ID: 7296.0 Gene Symbol: TXNRD1 Target Organism: Homo sapiens (Human) |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
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The redox protein thioredoxin-1 regulates the constitutive and inducible expression of the estrogen metabolizing cytochromes P450 1B1 and 1A1 in MCF-7 human breast cancer cells. | 2002 Oct |
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The thioredoxin redox inhibitors 1-methylpropyl 2-imidazolyl disulfide and pleurotin inhibit hypoxia-induced factor 1alpha and vascular endothelial growth factor formation. | 2003 Mar |
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Drug evaluation: the thioredoxin inhibitor PX-12 in the treatment of cancer. | 2006 Dec |
Patents
Sample Use Guides
3 hour intravenous infusion as a dose of either 54 mg/m2 or 128 mg/m2 daily for 5 days every three weeks.
Route of Administration:
Intravenous
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/23327656
Human lung cancer Calu-6 cells were used for activity evaluation. 1×10^4 cells per well were seeded in 96-well microtiter plates (Nunc). After incubation with the 1, 2, 3, 4 and 5 mkM of PX-12 (DB05448) for the 72 h, MTT solution [20 μl; 2 mg/ml in phosphate-buffered saline (PBS)] was added to each well of the 96-well plates. The plates were additionally incubated for 3 h at 37 °C. Medium was removed from the plates by pipetting, and 200 μl DMSO was added to each well to solubilize the formazan crystals. The optical density was measured at 570 nm using a microplate reader (Synergy™ 2, BioTek Instruments Inc., Winooski, VT, USA).
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 16 18:14:59 UTC 2022
by
admin
on
Fri Dec 16 18:14:59 UTC 2022
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Record UNII |
8PQ9CZ8BTJ
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Record Status |
Validated (UNII)
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Record Version |
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C74082
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219104
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DB05448
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141400-58-0
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8PQ9CZ8BTJ
Created by
admin on Fri Dec 16 18:14:59 UTC 2022 , Edited by admin on Fri Dec 16 18:14:59 UTC 2022
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