292605-14-2

Usage

Uses

Used in Pharmaceutical Industry:
MMP-2/MMP-9 INHIBITOR IV is used as a therapeutic agent for the treatment of brain metastasis. By inhibiting the activity of MMP-2 and MMP-9, it may help prevent the spread of cancer cells to the brain and reduce the severity of the condition.
Used in Research Applications:
MMP-2/MMP-9 INHIBITOR IV is used as an irreversible inhibitor of matrix metallopeptidase 9 (MMP-9) in cell cultures. This allows researchers to study the effects of MMP-9 inhibition on cellular processes and to exclude reciprocal regulation in their experiments, leading to a better understanding of the role of MMP-9 in various biological pathways.

Biochem/physiol Actions

SB-3CT is a potent matrix metalloproteinase MMP-2 and MMP-9 inhibitor. Matrix metalloproteinases (MMPs) are involved in a number of activities including angiogenesis and embryogenesis. In particular, gelatinases A (MMP-2) and B (MMP-9), are thought to facilitate tumor metastasis. SB-3CT exhibits a covalent mechanism based behavior in inhibition of MMP-2 and MMP-9. This inhibitor appears to have similarity to TIMP-1 and TIMP-2 in the slow-binding component of inhibition. SB-3CT has been shown to directly bind to the zinc in the catalytic site of MMP-2. SB-3CT does not affect the activities of MMP-1 (Ki = 206 μM) MMP-3 (Ki = 15 μM), or MMP-7 (Ki = 96 μM).

Upstream product

• 292605-11-9 2-{[(4-phenoxyphenyl)sulfonyl]methyl}oxirane 
• 3159-49-7 3-(4-phenoxyphenylsulfanyl)-1-propene 
• 868389-12-2 (R)-2-(4-phenoxyphenylsulfonylmethyl)oxirane 
• 868389-09-7 (S)-2-(4-phenoxyphenylsulfonylmethyl)oxirane 
• 101-55-3 4-Bromodiphenyl ether 
• 868389-07-5 (R)-1-chloro-3-(4-phenoxyphenylsulfanyl)propan-2-ol 
• 868389-08-6 (S)-2-(4-phenoxyphenylsulfanylmethyl)oxirane 
• 868389-10-0 (S)-1-chloro-3-(4-phenoxyphenylsulfanyl)propan-2-ol 
• 868389-11-1 (R)-2-(4-phenoxyphenylsulfanylmethyl)oxirane 
• 915156-52-4 C₁₅H₁₆O₅S 
• 915156-54-6 C₁₄H₁₂O₂S 
• 915156-04-6 4-(thiiran-2-ylmethylsulfonyl)phenol 
• 198062-96-3 O-(4-phenoxyphenyl)-N,N-dimethylthiocarbamate 
• 198062-93-0 S-(4-phenoxyphenyl)-N,N-dimethylthiocarbamate 

Relevant academic research and scientific papers

Exploration of mild copper-mediated coupling of organotrifluoroborates in the synthesis of thiirane-based inhibitors of matrix metalloproteinases

The copper-mediated and non-basic oxidative cross-coupling of organotrifluoroborates with phenols was applied to elaboration of the structures of thiirane-based inhibitors of matrix metalloproteinases. By revision of the synthetic sequence to allow this c

INHIBITORS OF MATRIX METALLOPROTEINASES

The present invention provides novel compounds of formulas I-IX, as described herein. Also provided are compositions of compounds of formulas I-IX, methods of making compounds of formulas I-IX, and methods of using compounds of formulas I-IX. The compounds of the invention can be used to inhibit matrix metalloproteinases, and are useful to treat conditions and diseases associated therewith.

INHIBITORS OF MATRIX METALLOPROTEINASES TO TREAT NEUROLOGICAL DISORDERS

The invention provides methods to treat neurological disorders, ophthalmological disorders, or a combination thereof by administering a compound that inhibits MMPs. A compound that inhibits MMPs is represented by the compound of formula (I) shown herein.

Synthesis of chiral 2-(4-phenoxyphenylsulfonylmethyl)thiiranes as selective gelatinase inhibitors

(Chemical Equation Presented) Compound 1, 2-(4-phenoxyphenylsulfonylmethyl) thiirane, is a selective inhibitor of gelatinases, which is showing high promise in studies of animal models for cancer metastasis and stroke. The (R)-1 and (S)-1 enantiomers of c

A Convenient Synthesis of a Selective Gelatinase Inhibitor as an Antimetastatic Agent

Compound 1, 2-(4-phenoxyphenylsulfonylmethyl)thiirane, is a potent and selective inhibitor for human gelatinases (J. Am. Chem. Soc. 2000, 122, 6799-6800), enzymes implicated in a number of diseases, including cancer. This compound is showing excellent pro

Inhibitors of matrix metallaproteinases

The invention provides compounds that inhibit MMPs; methods for treating or preventing cancer, angiogenesis, arthritis, connective tissue disease, cardiovascular disease, inflammation or autoimmune disease in a mammal; a method for inhibiting a matrix met