A selective MMP-2 inhibitor
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MMP-2 Inhibitor II

Item No. 17267

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[4-[4-[(2-oxiranylmethyl)sulfonyl]phenoxy]phenyl]-methanesulfonamide
CAS Number
869577-51-5
Synonyms
  • Matrix Metalloproteinase-2 Inhibitor II
Molecular Formula
C16H17NO6S2
Formula Weight
383.4
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 200mg/mL
λmax
243 nm
SMILES
CS(NC(C=C1)=CC=C1OC2=CC=C(S(CC3OC3)(=O)=O)C=C2)(=O)=O
InChi Code
InChI=1S/C16H17NO6S2/c1-24(18,19)17-12-2-4-13(5-3-12)23-14-6-8-16(9-7-14)25(20,21)11-15-10-22-15/h2-9,15,17H,10-11H2,1H3
InChi Key
ADEXXMLIERNFQB-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $86

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    5 mg

    $406

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    10 mg

    $768

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    Product Description

    MMP-2 Inhibitor II is an oxirane p-sulfonamido analog of SB-3CT (Item No. 16337) that irreversibly inhibits matrix metalloproteinase-2 (MMP-2; Ki = 2.4 µM).1 It less potently inhibits MMP-1 and -7 (Kis = 45 and 379 µM, respectively) and does not inhibit MMP-3, -7, or -9.1 MMP-2 Inhibitor II, at 5 µM, attenuates glucose-induced MMP-2 activity and expression, as well as subsequent apoptosis, in retinal endothelial cells.2 It has also been used to examine the role of MMP-2 in rheumatoid synovial fibroblast survival, inflammation, and cartilage degradation.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ikejiri, M., Bernardo, M.M., Bonfil, R.D., et al. Potent mechanism-based inhibitors for matrix metalloproteinases. The Journal of Biological Chemisty 280(40), 33992-34002 (2005).

    2. Kowluru, R.A., and Kanwar, M. Oxidative stress and the development of diabetic retinopathy: contributory role of matrix metalloproteinase-2. Free Radic. Biol. Med. 46(12), 1677-1685 (2009).

    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) 53(12), 2270-2279 (2014).