MMP-9/MMP-13 INHIBITOR I

Base Information

• Chemical Name: MMP-9/MMP-13 INHIBITOR I
• CAS No.: 204140-01-2
• Molecular Formula: C₂₅H₂₅N₃O₆S
• Molecular Weight: 495.556
• Mol file: 204140-01-2.mol

Synonyms:

Chemical Property of MMP-9/MMP-13 INHIBITOR I

Chemical Property:

• Storage Temp.: -20°C
• Sensitive.: Light Sensitive
• Solubility.: Soluble in DMSO or methanol

Purity/Quality:

≥98% ^*data from raw suppliers

MMP-9/MMP-13 Inhibitor I ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: MMP-9/MMP-13 inhibitor I is a cell-permeable inhibitor of matrix metalloproteinases (MMPs) that most potently inhibits MMP-9 and MMP-13 (IC50s = 0.9 nM for both). It less effectively inhibits MMP-1, MMP-3, and MMP-7 (IC50s = 43, 23, and 920 nM, respectively). MMP-9/MMP-13 inhibitor I has been used to elucidate the roles of MMPs in biological systems, including tumor cell invasion and pathogenesis of P. falciparum.
• Uses: A piperazine-based, cell-permeable, and highly potent inhibitor of MMP-9 and MMP-13

Technology Process of MMP-9/MMP-13 INHIBITOR I

There total 3 articles about MMP-9/MMP-13 INHIBITOR I which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

4-(biphenyl-4-carbonyl)-1-(4-methoxy-benzenesulfonyl)-piperazine-2-carboxylic acid methyl ester → N-hydroxy-1-(4-methoxyphenyl)sulfonyl-4-(4-biphenylcarbonyl)piperazine-2-carboxamide (204140-01-2)

Guidance literature:

With hydroxylamine; In methanol; at 20 ℃;

DOI:10.1021/jm990366q

Reference yield:

4-biphenyl-carboxylic acid chloride (14002-51-8) → N-hydroxy-1-(4-methoxyphenyl)sulfonyl-4-(4-biphenylcarbonyl)piperazine-2-carboxamide (204140-01-2)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N; DMAP / dioxane; H₂O / 20 °C

2: NH₂OH / methanol / 20 °C

With dmap; hydroxylamine; triethylamine; In 1,4-dioxane; methanol; water; 1: Acylation / 2: carboxamidation;

DOI:10.1021/jm990366q

Reference yield:

methyl 1-(4-methoxyphenyl)sulfonyl-4-(tert-butoxycarbonyl)piperazine-2-carboxylate hydrochloride → N-hydroxy-1-(4-methoxyphenyl)sulfonyl-4-(4-biphenylcarbonyl)piperazine-2-carboxamide (204140-01-2)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N; DMAP / dioxane; H₂O / 20 °C

2: NH₂OH / methanol / 20 °C

With dmap; hydroxylamine; triethylamine; In 1,4-dioxane; methanol; water; 1: Acylation / 2: carboxamidation;

DOI:10.1021/jm990366q

upstream raw materials:

4-biphenyl-carboxylic acid chloride