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ChemicalBook--->CAS DataBase List--->206549-55-5

206549-55-5

206549-55-5 Structure

206549-55-5 Structure
IdentificationBack Directory
[Name]

2-[benzyl-(4-methoxyphenyl)sulfonylamino]-5-(diethylaminomethyl)-N-hydroxy-3-methylbenzamide
[CAS]

206549-55-5
[Synonyms]

MMP9 Inhibitor I,MMP 9 Inhibitor I
2-[benzyl-(4-methoxyphenyl)sulfonylamino]-5-(diethylaminomethyl)-N-hydroxy-3-methylbenzamide
[Molecular Formula]

C27H33N3O5S
[MOL File]

206549-55-5.mol
[Molecular Weight]

511.63
Chemical PropertiesBack Directory
[storage temp. ]

Store at -20°C
[solubility ]

DMF: 20 mg/ml; DMSO: 25 mg/ml; Ethanol: 33 mg/ml; Ethanol:PBS (pH 7.2) (1:8): 0.11 mg/ml
[form ]

A solid
Hazard InformationBack Directory
[Description]

MMP-9 inhibitor I is an inhibitor of matrix metalloproteinase-9 (MMP-9) that is selective over MMP-1 and MMP-13 (IC50s = 5, 1,050, and 113 nM, respectively).1 It also decreases the activity of TNF-α converting enzyme (TACE) in a dose-dependent manner (IC50 = 0.54 μM).2 MMP-9 inhibitor I decreases TNF-α secretion stimulated by LPS in BV-2 microglial cells when used at concentrations of 50 and 100 μM.
[Definition]

ChEBI: MMP9 inhibitor I is a hydroxamic acid that is N-hydroxy-3-methylbenzamide in which the the hydrogens at positions 2 and 5 have been replaced by benzyl[(4-methoxyphenyl)sulfonyl]amino and (diethylamino)methyl groups, respectively. It is a cell-permeable, potent, selective, and reversible inhibitor of matrix metallopeptidase-9 (MMP-9, EC 3.4.24.35). It has a role as an EC 3.4.24.35 (gelatinase B) inhibitor. It is a hydroxamic acid, a tertiary amino compound, a sulfonamide and an aromatic ether.
[storage]

Store at -20°C
[References]

1. Levin, J.I., Chen, J., Du, M., et al. The discovery of anthranilic acid-based MMP inhibitors. Part 2: SAR of the 5-position and P11 groups Bioorg. Med. Chem. Lett. 11(16),2189-2192(2001).
2. Lee, E.-J., Moon, P.-G., Baek, M.-C., et al. Comparison of the effects of matrix metalloproteinase inhibitors on TNF-α release from activated microglia and TNF-α converting enzyme activity Biomol. Ther. (Seoul) 22(5),414-419(2014).
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