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TMI 1

Product Name
TMI 1
CAS No.
287403-39-8
Chemical Name
TMI 1
Synonyms
TMI 1;TMI 1,TMI1;TMI-1 >=98% (HPLC);TMI-1 (WAY-171318);(S)-4-((4-(But-2-yn-1-yloxy)phenyl)sulfonyl)-N-hydroxy-2,2-dimethylthiomorpholine-3-carboxamide;(3S)-4-[[4-(2-Butyn-1-yloxy)phenyl]sulfonyl]-N-hydroxy-2,2-dimethyl-3-thiomorpholinecarboxamide;3-Thiomorpholinecarboxamide, 4-[[4-(2-butyn-1-yloxy)phenyl]sulfonyl]-N-hydroxy-2,2-dimethyl-, (3S)-
CBNumber
CB84727413
Molecular Formula
C17H22N2O5S2
Formula Weight
398.5
MOL File
287403-39-8.mol
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TMI 1 Property

Density 
1.325±0.06 g/cm3(Predicted)
storage temp. 
room temp
solubility 
DMSO: 25 mg/ml
form 
powder
pka
9.25±0.23(Predicted)
color 
white to beige
InChI
1S/C17H22N2O5S2/c1-4-5-11-24-13-6-8-14(9-7-13)26(22,23)19-10-12-25-17(2,3)15(19)16(20)18-21/h6-9,15,21H,10-12H2,1-3H3,(H,18,20)/t15-/m0/s1
InChIKey
CVZIHNYAZLXRRS-HNNXBMFYSA-N
SMILES
O=S(N1[C@@H](C(NO)=O)C(C)(C)SCC1)(C2=CC=C(OCC#CC)C=C2)=O
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Safety

WGK Germany 
WGK 3
Storage Class
11 - Combustible Solids
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PZ0336
Product name
TMI-1
Purity
≥98% (HPLC)
Packaging
5mg
Price
$119
Updated
2026/03/19
Sigma-Aldrich
Product number
PZ0336
Product name
TMI-1
Purity
≥98% (HPLC)
Packaging
25mg
Price
$480
Updated
2026/03/19
Cayman Chemical
Product number
29713
Product name
TMI 1
Packaging
5mg
Price
$153
Updated
2024/03/01
Cayman Chemical
Product number
29713
Product name
TMI 1
Packaging
10mg
Price
$275
Updated
2024/03/01
Tocris
Product number
5960
Product name
TMI1
Purity
≥98%(HPLC)
Packaging
50
Price
$1114
Updated
2021/12/16
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TMI 1 Chemical Properties,Usage,Production

Description

TMI 1 is an inhibitor of disintegrin and metalloproteinase domain-containing protein 17 (ADAM17/TACE; IC50 = 8.4 nM in a cell-free enzyme assay). It inhibits matrix metalloproteinase-1 (MMP-1), -2, -7, -9, -13, and -14, as well as ADAM-TS-4 in vitro (IC50s = 6.6, 4.7, 26, 12, 3, 26, and 100 nM, respectively). It also inhibits ADAM8, -10, -12, and -17/TACE in cell-free enzyme assays with Ki values of 21, 16, 1.8, and 0.079 nM, respectively, with slow-binding inhibition of ADAM17/TACE but not the other ADAM enzymes. TMI 1 inhibits LPS-induced TNF-α secretion in Raw and THP-1 cells (IC50s = 40 and 200 nM, respectively), as well as in isolated human monocytes and whole blood (IC50s = 190 and 300 nM, respectively). It inhibits the production of TNF-α ex vivo in synovium isolated from the inflamed joints of patients with rheumatoid arthritis with IC50 values of less than 100 nM without inhibiting TNF-α expression in vitro. TMI 1 inhibits LPS-induced TNF-α production in mice (ED50 = 5 mg/kg) and reduces disease severity in mouse models of collagen-induced arthritis. It also decreases cell viability of (ED50s = 1.3-8.1 μM), and induces caspase-3/7 activity in, a variety of cancer cell lines and induces tumor apoptosis and reduces tumor growth in an MMTV-ErbB2/neu mouse model of breast cancer when administered at a dose of 100 mg/kg.

Uses

TMI 1 is a dual TACE/MMP inhibitor, which represents a unique class of orally bioavailable small molecule TNF inhibitors that may be effective and beneficial for treating rhuematoid arthritis.

storage

Store at -20°C

References

[1] YUHUA 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-alpha-converting enzyme/matrix metalloprotease inhibitor for the treatment of rheumatoid arthritis.[J]. Journal of Pharmacology and Experimental Therapeutics, 2004, 309 1: 348-355. DOI: 10.1124/jpet.103.059675
[2] MARCIA L. MOSS  Fred H R. Fluorescent substrates for the proteinases ADAM17, ADAM10, ADAM8, and ADAM12 useful for high-throughput inhibitor screening[J]. Analytical biochemistry, 2007, 366 2: Pages 144-148. DOI: 10.1016/j.ab.2007.04.043
[3] LYNDA MEZIL. Tumor selective cytotoxic action of a thiomorpholin hydroxamate inhibitor (TMI-1) in breast cancer.[J]. PLoS ONE, 2012: e43409. DOI: 10.1371/journal.pone.0043409

TMI 1 Preparation Products And Raw materials

Raw materials

Preparation Products

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TMI 1 Suppliers

China 39 Japan 1 United Kingdom 1 United States 5 Global 46
Shanghai Lollane Biological Technology Co.,Ltd.
Tel
021-52996696，15000506266 15000506266
Fax
+86-21-52996696
Country
China
ProdList
4827
Advantage
55
Shanghai EFE Biological Technology Co., Ltd.
Tel
021-65675885 18964387627
Fax
021-65675885
Email
info@efebio.com
Country
China
ProdList
9803
Advantage
58
Shanghai YuanYe Biotechnology Co., Ltd.
Tel
021-61312847; 18021002903
Fax
QQ:3008007432
Email
3008007409@qq.com
Country
China
ProdList
89689
Advantage
60
Shanghai Rechem science Co., Ltd.
Tel
021-31433387 15618786686
Fax
QQ:1369748377
Email
sales@rechemscience.com
Country
China
ProdList
2989
Advantage
58
Shanghai Chaolan Chemical Technology Center
Tel
021-QQ：65489617 15618227136
Fax
21-5161 9052
Email
Sales@ATKchemical.com
Country
China
ProdList
9550
Advantage
58
Shanghai Hongye Biotechnology Co. Ltd
Tel
400-9205774
Email
sales@glpbio.cn
Country
China
ProdList
6777
Advantage
58
TargetMol Chemicals Inc.
Tel
+1-781-999-5354; +17819995354
Email
marketing@targetmol.com
Country
United States
ProdList
32467
Advantage
58
Changzhou Chenhong Biotechnology Co., Ltd.
Tel
+86-0519-85788828 +86-13775037613
Email
sales@chemrenpharm.com
Country
China
ProdList
4032
Advantage
58
ChemeGen(Shanghai) Biotechnology Co.,Ltd.
Tel
18818260767
Fax
QQ 3610331285
Email
sales@chemegen.com
Country
China
ProdList
11218
Advantage
58
Energy Chemical
Tel
021-58432009 400-005-6266
Fax
021-58436166
Email
marketing@energy-chemical.com
Country
China
ProdList
44918
Advantage
58

287403-39-8, TMI 1Related Search:


  • TMI 1
  • (3S)-4-[[4-(2-Butyn-1-yloxy)phenyl]sulfonyl]-N-hydroxy-2,2-dimethyl-3-thiomorpholinecarboxamide
  • 3-Thiomorpholinecarboxamide, 4-[[4-(2-butyn-1-yloxy)phenyl]sulfonyl]-N-hydroxy-2,2-dimethyl-, (3S)-
  • TMI-1 >=98% (HPLC)
  • TMI 1,TMI1
  • (S)-4-((4-(But-2-yn-1-yloxy)phenyl)sulfonyl)-N-hydroxy-2,2-dimethylthiomorpholine-3-carboxamide
  • TMI-1 (WAY-171318)
  • 287403-39-8