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869577-51-5

869577-51-5 Structure

869577-51-5 Structure
IdentificationBack Directory
[Name]

MMP-2 Inhibitor II
[CAS]

869577-51-5
[Synonyms]

MMP-2 Inhibitor II
MMP-2 Inhibitor II - CAS 869577-51-5 - Calbiochem
N-[4-[4-(oxiran-2-ylmethylsulfonyl)phenoxy]phenyl]methanesulfonamide
N-[4-[4-[(2-oxiranylmethyl)sulfonyl]phenoxy]phenyl]-methanesulfonamide
Methanesulfonamide, N-[4-[4-[(2-oxiranylmethyl)sulfonyl]phenoxy]phenyl]-
[Molecular Formula]

C16H17NO6S2
[MDL Number]

MFCD24369005
[MOL File]

869577-51-5.mol
[Molecular Weight]

383.44
Chemical PropertiesBack Directory
[Boiling point ]

591.7±60.0 °C(Predicted)
[density ]

1.460±0.06 g/cm3(Predicted)
[storage temp. ]

-20C
[solubility ]

≤200mg/ml in DMSO
[form ]

White solid
[pka]

8.13±0.10(Predicted)
Hazard InformationBack Directory
[General Description]

An oxirane analog of SB-3CT, pMS (Cat. No. 444285) that acts as a selective, active site-binding, irreversible inhibitor of MMP-2 (Ki = 2.4 μM). Although less potent, it exhibits enhanced selectivity towards MMP-2 (Ki = 45 and 379 μM for MMP-1 and MMP-7, respectively) than SB-3CT, pMS.
[Biological Activity]

mmp-2 inhibitor ii is an irreversible, potent and selective mmp-2 inhibitor with ki value of 2.4 μm [1].matrix metalloproteinases (mmps) are zinc-dependent endopeptidases that play important roles in physiological and pathological conditions. two mmps, gelatinases a and b (mmp-2 and mmp-9, respectively), is highly expressed in human cancer, and a direct relationship between cancer progression and gelatinase expression and activity has been well established [1].mmp-2 inhibitor ii, an oxirane p-sulfonamido analog of sb-3ct, is an irreversible, potent and selective mmp-2 inhibitor. mmp-2 inhibitor ii inhibited mmp-2, mmp-1 and -7 with ki values of 2.4 μm, 45 and 379 μm, respectively, and didn’t inhibit mmp-3, -7, or -9 [1]. in bovine retinal endothelial cells, mmp-2 inhibitor ii reduced glucose-induced increases in the gelatinolytic activity of mmp-2 and mrna levels of mmp-2 and mt1-mmp. mmp-2 inhibitor ii also inhibited glucose-induced alterations in timp-2 and mt1-mmp gene expressions [2]. mmp-2 inhibitor ii had also been used to examine the role of mmp-2 in rheumatoid synovial fibroblast survival, inflammation, and cartilage degradation [3].
[Biochem/physiol Actions]

Secondary TargetMMP-2 (Ki = 45 and 379 μM for MMP-1 and MMP-7, respectively)
[storage]

Store at -20°C
[References]

[1]. ikejiri m, bernardo mm, bonfil rd, et al. potent mechanism-based inhibitors for matrix metalloproteinases. j biol chem. 2005 oct 7;280(40):33992-4002.
[2]. kowluru ra, kanwar m. oxidative stress and the development of diabetic retinopathy: contributory role of matrix metalloproteinase-2. free radic biol med. 2009 jun 15;46(12):1677-85.
[3]. xue m, mckelvey k, shen k, et al. endogenous mmp-9 and not mmp-2 promotes rheumatoid synovial fibroblast survival, inflammation and cartilage degradation. rheumatology (oxford). 2014 dec;53(12):2270-9.
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