T-26c
T-26c Basic information
- Product Name:
- T-26c
- Synonyms:
-
- CPD1612
- T-26c
- Benzoic acid, 4-[[[1,4-dihydro-2-[[[(3-methoxyphenyl)methyl]amino]carbonyl]-4-oxothieno[2,3-d]pyrimidin-5-yl]methoxy]methyl]-
- T-26c >=98% (HPLC)
- T26c,Inhibitor,Matrix metalloproteinases,MMP,T-26c,T 26c,inhibit
- 4-(((2-((3-Methoxybenzyl)carbamoyl)-4-oxo-1,4-dihydrothieno[2,3-d]pyrimidin-5-yl)methoxy)methyl)benzoic acid
- T-26c, 10 mM in DMSO
- CAS:
- 869296-13-9
- MF:
- C24H21N3O6S
- MW:
- 479.51
- Mol File:
- 869296-13-9.mol
T-26c Chemical Properties
- storage temp.
- Store at -20°C
- solubility
- DMSO: 10 mg/ml
- form
- A crystalline solid
- color
- White to off-white
- InChIKey
- CDQRIIUMNLMHRH-UHFFFAOYSA-N
- SMILES
- C(O)(=O)C1=CC=C(COCC2C3C(=O)N=C(C(NCC4=CC=CC(OC)=C4)=O)NC=3SC=2)C=C1
T-26c Usage And Synthesis
Uses
T-26c is highly potent and selective matrix metalloproteinase-13 (MMP-13) inhibitor with an IC50 of 6.75 pM and more than 2600-fold selectivity over the other related metalloenzymes[1].
Biological Activity
T-26c is a highly potent, selective and cell-permeable matrix metalloproteinases 13 (MMP-13) inhibitor. T-26c inhibits the breakdown of collagen (87.4% inhibition at 0.1 μM) in IL-1b and oncostatin M stimulated cartilage. For full characterization details, please visit the T-26c probe summary on the Structural Genomics Consortium (SGC) website.
To learn about other SGC chemical probes for protein targets, visit sigma.com/sgc
in vivo
T-26c is well absorbed in all species at the oral dose of 10–20 mg/kg. Oral administration of the disodium salt formulations of T-26c to guinea pigs results in significant increases in AUC (8357 ng h/mL) and Cmax (1445 ng/ mL) compared with those of the free acid T-26c (AUC = 6478 ng h/ mL and Cmax= 911 ng/mL)[1].
References
[1] Nara H, et al. Thieno[2,3-d]pyrimidine-2-carboxamides bearing a carboxybenzene group at 5-position: highly potent, selective, and orally available MMP-13 inhibitors interacting with the S1″ binding site. Bioorg Med Chem. 2014 Oct 1;22(19):5487-505. DOI:10.1016/j.bmc.2014.07.025
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