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TMI 1

Catalog #: 5960
2 Citations Datasheet / COA / SDS
Catalog # Availability Size / Price Qty
5960/10
5960/50
TMI 1 | CAS No. 287403-39-8 | Synthetic Metalloprotease Inhibitors
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Description: Adam 17 (TACE) and MMP inhibitor; orally bioavailable

Chemical Name: (3S)-4-[[4-(2-Butyn-1-yloxy)phenyl]sulfonyl]-N-hydroxy-2,2-dimethyl-3-thiomorpholinecarboxamide

Purity: ≥98%

Product Details
Citations (2)
Reviews
Biological Activity Technical Data Additional Information Background Product Datasheets Calculators

Biological Activity

TMI 1 is an ADAM17 (TACE) and MMP inhibitor (IC50 values are 3, 4.7, 6.6, 8.4, 12, 26 and 26 nM for MMP-13, MMP-2, MMP-1, ADAM 17, MMP-9, MMP-7 and MMP-14, respectively). Suppresses TNF-α production in an acute LPS-mouse model. Reduces severity score in an in vivo model of rheumatoid arthritis. Displays selective cytotoxicity to tumor cells and cancer stem cells in vitro. Induces tumor apoptosis in a breast cancer in vivo model. Orally bioavailable.

Technical Data

M.Wt:
398.49
Formula:
C17H22N2O5S2
Solubility:
Soluble to 100 mM in DMSO and to 20 mM in ethanol
Purity:
≥98%
Storage:
Store at -20°C
CAS No:
287403-39-8

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.

Additional Information

Licensing Caveats:
Sold for research purposes under agreement from Pfizer Inc

Background References

  1. CD44 Interacts with HIF-2? to Modulate the Hypoxic Phenotype of Perinecrotic and Perivascular Glioma Cells
    E Johansson, ES Grassi, V Pantazopou, B Tong, D Lindgren, TJ Berg, EJ Pietras, H Axelson, A Pietras
    Cell Rep, 2017;20(7):1641-1653.
  2. Tumor selective cytotoxic action of a thiomorpholin hydroxamate inhibitor (TMI-1) in breast cancer
    Mezil et al.
    PLoS One, 2012;7:e43409
  3. Heterocyclic inhibitors of tumor necrosis factor-α converting enzyme (TACE)
    Levin
    Heterocycles, 2006;70:691
  4. Identification and characterization of 4-[[4-(2-butynyloxy)phenyl]sulfonyl]-N-hydroxy-2,2-dimethyl-(3S)thiomorpholinecarboxamide (TMI-1), a novel dual tumor necrosis factor-α-converting enzyme/matrix meta
    Zhang et al.
    J.Pharmacol.Exp.Ther., 2004;309:348

Product Datasheets

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Reconstitution Calculator

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Citations for TMI 1

The citations listed below are publications that use Tocris products. Selected citations for TMI 1 include:

2 Citations: Showing 1 - 2

  1. Dendritic Cell-Restricted Progenitors Contribute to Obesity-Associated Airway Inflammation via Adam17-p38 MAPK-Dependent Pathway.
    Authors: J Philip Et al.
    Front Immunol  2020;11:363
  2. The LIM-Only Protein Four and a Half LIM Domain Protein 2 Attenuates Development of Psoriatic Arthritis by Blocking Adam17-Mediated Tumor Necrosis Factor Release.
    Authors: Bent Et al.
    Am J Pathol  2017;187:2388-2398

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