An MMP inhibitor
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MMP-9/MMP-13 Inhibitor I

Item No. 21265

Technical Information
Formal Name
4-([1,1'-biphenyl]-4-ylcarbonyl)-N-hydroxy-1-[(4-methoxyphenyl)sulfonyl]-2-piperazinecarboxamide
CAS Number
204140-01-2
Synonyms
  • Matrix Metalloproteinase-9/Matrix Metalloproteinase-13 Inhibitor I
Molecular Formula
C25H25N3O6S
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 30 mg/mlDMSO: 25 mg/ml
λmax
248 nm
SMILES
O=C(N1CCN(S(C2=CC=C(OC)C=C2)(=O)=O)C(C(NO)=O)C1)C(C=C3)=CC=C3C4=CC=CC=C4
InChi Code
InChI=1S/C25H25N3O6S/c1-34-21-11-13-22(14-12-21)35(32,33)28-16-15-27(17-23(28)24(29)26-31)25(30)20-9-7-19(8-10-20)18-5-3-2-4-6-18/h2-14,23,31H,15-17H2,1H3,(H,26,29)
InChi Key
KXZZWRQJKQVMKR-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    MMP-9/MMP-13 inhibitor I is a cell-permeable inhibitor of matrix metalloproteinases (MMPs) that most potently inhibits MMP-9 and MMP-13 (IC50s = 0.9 nM for both).1 It less effectively inhibits MMP-1, MMP-3, and MMP-7 (IC50s = 43, 23, and 920 nM, respectively).1 MMP-9/MMP-13 inhibitor I has been used to elucidate the roles of MMPs in biological systems, including tumor cell invasion and pathogenesis of P. falciparum.2,3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Cheng, M., De, B., Pikul, S., et alDesign and synthesis of piperazine-based matrix metalloproteinase inhibitors. J. Med. Chem. 43(3), 369-380 (2000).

    2. Prato, M., Giribaldi, G., Polimeni, M., et alPhagocytosis of hemozoin enhances matrix metalloproteinase-9 activity and TNF-α production in human monocytes: Role of matrix metalloproteinases in the pathogenesis of falciparum malaria. J. Immunol. 175(10), 6436-6442 (2005).

    3. Storz, P., Döppler, H., Copland, J.A., et alFOXO3a promotes tumor cell invasion through the induction of matrix metalloproteinases. Mol. Cell. Biol. 29(18), 4906-4917 (2009).

    4. Swamydas, M., Ricci, K., Rego, S.L., et alMesenchymal stem cell-derived CCL-9 and CCL-5 promote mammary tumor cell invasion and the activation of matrix metalloproteinases. Cell Adh. Migr. 7(3), (2013).