A broad-spectrum MMP inhibitor
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Product Type

Small Molecule Modulators
Small Molecule Inhibitors
MMPs

Research Area

NNGH

Item No. 16886

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-hydroxy-2-[[(4-methoxyphenyl)sulfonyl](2-methylpropyl)amino]-acetamide
CAS Number
161314-17-6
Synonyms
  • N-Isobutyl-N-(4-methoxyphenylsulfonyl)glycyl Hydroxamic Acid
  • ​Matrix Metalloproteinase-3 Inhibitor II
  • MMP-3 Inhibitor II
Molecular Formula
C13H20N2O5S
Formula Weight
316.4
Purity
≥99%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: 100 mMEthanol: 25 mM
SMILES
ONC(CN(S(C1=CC=C(OC)C=C1)(=O)=O)CC(C)C)=O
InChi Code
InChI=1S/C13H20N2O5S/c1-10(2)8-15(9-13(16)14-17)21(18,19)12-6-4-11(20-3)5-7-12/h4-7,10,17H,8-9H2,1-3H3,(H,14,16)
InChi Key
JIRXORZYIXSWOB-UHFFFAOYSA-N
Shipping & Storage Information
Storage
Room temperature
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $41

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    5 mg

    $71

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    25 mg

    $293

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    Product Description

    NNGH is a cell-permeable, broad-spectrum inhibitor of matrix metalloproteinases (MMPs). It blocks the activity of MMP-8, -9, -12, -13, and -20 with Ki values of 9, 2.6, 4.3, 3.1, and 17 nM, respectively.1,2 It also inhibits MMP-1, -3, -7, and -10 with Ki values of 0.17, 0.13, 13, and 0.1 µM, respectively.1,2 It is commonly used to study the role of MMP-3 (stromelysin 1) in biological systems.3,4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Arendt, Y., Banci, L., Bertini, I., et al. Catalytic domain of MMP20 (Enamelysin) - the NMR structure of a new matrix metalloproteinase. FEBS Lett. 581, 4723-4726 (2007).

    2. Attolino, E., Calderone, V., Dragoni, E., et al. Structure-based approach to nanomolar, water soluble matrix metalloproteinases inhibitors (MMPIs). Eur. J. Med. Chem. (2010).

    3. Kim, Y.S., Kim, S.S., Cho, J.J., et al. Matrix metalloproteinase-3: A novel signaling proteinase from apoptotic neuronal cells that activates microglia. J. Neurosci. 25(14), 3701-3711 (2005).

    4. Woo, M.S., Park, J.S., Choi, I.Y., et al. Inhibition of MMP-3 or -9 suppresses lipopolysaccharide-induced expression of proinflammatory cytokines and iNOS in microglia. J. Neurochem. 106, 770-780 (2008).

    5. Christianson, C.A., Fitzsimmons, B.L., Shim, J.H., et al. Spinal matrix metalloproteinase 3 mediates inflammatory hyperalgesia via a TNF dependent mechanism. Neuroscience 200, 199-210 (2012).