Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C24H21N3OS |
| Molecular Weight | 399.508 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CCC1=NC(=C(S1)C2=CC(NC(=O)C3=CC=CC=C3)=NC=C2)C4=CC=CC(C)=C4
InChI
InChIKey=HEKAIDKUDLCBRU-UHFFFAOYSA-N
InChI=1S/C24H21N3OS/c1-3-21-27-22(18-11-7-8-16(2)14-18)23(29-21)19-12-13-25-20(15-19)26-24(28)17-9-5-4-6-10-17/h4-15H,3H2,1-2H3,(H,25,26,28)
| Molecular Formula | C24H21N3OS |
| Molecular Weight | 399.508 |
| 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/16162000Curator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/17714020
Sources: https://www.ncbi.nlm.nih.gov/pubmed/16162000
Curator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/17714020
TAK-715 (Takeda) was a p38 MAPK inhibitor that had been implicated in the pro-inflammatory cytokine signal pathway, the inhibitors of which are potentially useful for the treatment of chronic inflammatory diseases such as rheumatoid arthritis and inflammatory bowel disease. Inhibition of p38 MAPK and LPS-stimulated release of TNF-α from human monocytic THP-1 cells by TAK-715 was demonstrated in vitro; its inhibition of LPS-induced TNF-α production was demonstrated in vivo in mice. TAK-715 had showed good bioavailability in mice and rats and efficacy in a rat adjuvant-induced arthritis model. It was advanced into clinical Phase II trials but was discontinued, as it did not satisfy criteria for further development.
Originator
Sources: https://www.ncbi.nlm.nih.gov/pubmed/17714020
Curator's Comment: # Takeda
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL260 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16162000 |
7.1 nM [IC50] | ||
Target ID: map04310 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21513885 |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | Unknown Approved UseUnknown |
PubMed
| Title | Date | PubMed |
|---|---|---|
| The p38alpha mitogen-activated protein kinase as a central nervous system drug discovery target. | 2008-12-03 |
|
| Novel inhibitor of p38 MAP kinase as an anti-TNF-alpha drug: discovery of N-[4-[2-ethyl-4-(3-methylphenyl)-1,3-thiazol-5-yl]-2-pyridyl]benzamide (TAK-715) as a potent and orally active anti-rheumatoid arthritis agent. | 2005-09-22 |
Sample Use Guides
TAK-715 25 mg, 50 mg and 100 mg tablets, orally, twice daily and methotrexate stable dose for up to 6 weeks.
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/16162000
It was synthesized a novel compound and evaluated it inhibition of p38 MAP kinase, lipopolysaccharide (LPS)-stimulated release of tumor necrosis factor-alpha (TNF-alpha) from human monocytic THP-1 cells in vitro. It was discovered, that TAK-715 exhibited potent inhibitory activity in these assays (inhibition of p38alpha, IC50 = 7.1 nM; LPS-stimulated release of TNF-alpha from THP-1, IC50 = 48 nM) and no inhibitory activity for major CYPs, including CYP3A4.
| Substance Class |
Chemical
Created
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admin
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Edited
Mon Mar 31 18:43:02 GMT 2025
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Mon Mar 31 18:43:02 GMT 2025
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| Record UNII |
WE92U03C5Z
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Validated (UNII)
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