TMI 1

Name: TMI 1
Brand: Tocris Bioscience
SKU: 5960
Rating: 5 (1 reviews)

Tocris Bioscience, part of Bio-Techne | Catalog # 5960

(1)

Citations (5)

COA / SDS

Adam 17 (TACE) and MMP inhibitor; orally bioavailable

Key Product Details

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% (HPLC)
Molecular Weight:	398.49

View Full Technical Details for TMI 1

Technical Data
Citations / Reviews (1)

Biological Activity for TMI 1

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.

Licensing Information

Sold for research purposes under agreement from Pfizer Inc

Compound Libraries for TMI 1

TMI 1 is also offered as part of the Tocriscreen 2.0 Max. Find out more about compound libraries available from Tocris.

Technical Data for TMI 1

M. Wt	398.49
Formula	C₁₇H₂₂N₂O₅S₂
Storage	Store at -20°C
Purity	≥98% (HPLC)
CAS Number	287403-39-8
PubChem ID	5288615
InChi Key	CVZIHNYAZLXRRS-HNNXBMFYSA-N
Smiles	CC1(C)SCCN(S(C2=CC=C(OCC#CC)C=C2)(=O)=O)[C@H]1C(NO)=O

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.

Solubility for TMI 1

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
	DMSO	39.85	100
	ethanol	7.97	20

Preparing Stock Solutions for TMI 1

The following data is based on the product molecular weight 398.49.

Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	2.51 mL	12.55 mL	25.09 mL
5 mM	0.50 mL	2.51 mL	5.02 mL
10 mM	0.25 mL	1.25 mL	2.51 mL
50 mM	0.05 mL	0.25 mL	0.50 mL

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References for TMI 1

References are publications that support the biological activity of the product.

Levin Heterocyclic inhibitors of tumor necrosis factor-α converting enzyme (TACE) Heterocycles
Zhang 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 J.Pharmacol.Exp.Ther. 2004 PMID: 14718605
Mezil Tumor selective cytotoxic action of a thiomorpholin hydroxamate inhibitor (TMI-1) in breast cancer PLoS One 2012 PMID: 23028451