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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
Structure of TAK-715

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)

HIDE SMILES / InChI

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

Description
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

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
7.1 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
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
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
by admin
on Mon Mar 31 18:43:02 GMT 2025
Edited
by admin
on Mon Mar 31 18:43:02 GMT 2025
Record UNII
WE92U03C5Z
Record Status Validated (UNII)
Record Version
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Name Type Language
TAK 715
Preferred Name English
TAK-715
Common Name English
BENZAMIDE, N-(4-(2-ETHYL-4-(3-METHYLPHENYL)-5-THIAZOLYL)-2-PYRIDINYL)-
Systematic Name English
Code System Code Type Description
PUBCHEM
9952773
Created by admin on Mon Mar 31 18:43:02 GMT 2025 , Edited by admin on Mon Mar 31 18:43:02 GMT 2025
PRIMARY
EPA CompTox
DTXSID20184412
Created by admin on Mon Mar 31 18:43:02 GMT 2025 , Edited by admin on Mon Mar 31 18:43:02 GMT 2025
PRIMARY
FDA UNII
WE92U03C5Z
Created by admin on Mon Mar 31 18:43:02 GMT 2025 , Edited by admin on Mon Mar 31 18:43:02 GMT 2025
PRIMARY
ChEMBL
CHEMBL363648
Created by admin on Mon Mar 31 18:43:02 GMT 2025 , Edited by admin on Mon Mar 31 18:43:02 GMT 2025
PRIMARY
SMS_ID
100000175728
Created by admin on Mon Mar 31 18:43:02 GMT 2025 , Edited by admin on Mon Mar 31 18:43:02 GMT 2025
PRIMARY
CAS
303162-79-0
Created by admin on Mon Mar 31 18:43:02 GMT 2025 , Edited by admin on Mon Mar 31 18:43:02 GMT 2025
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
TARGET -> INHIBITOR