704888-90-4

Basic information

• Product Name: ARP100
• Synonyms: ARP100;N-hydroxy-2-(N-isopropoxybiphenyl-4-ylsulfonamido)acetamide;2-[((1,1'-Biphenyl)-4-ylsulfonyl)-(1-methylethoxy)amino]-N-hydroxyacetamide;MMP-2 Inhibitor III;N-hydroxy-2-[(4-phenylphenyl)sulfonyl-propan-2-yloxyamino]acetamide
• CAS NO: 704888-90-4
• Molecular Formula: C17H20N2O5S
• Molecular Weight: 364.42
• Mol File: 704888-90-4.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• Storage Temp.: Desiccate at +4°C
• Solubility: Soluble at 100mM in DMSO
• CAS DataBase Reference: ARP100(CAS DataBase Reference)
• NIST Chemistry Reference: ARP100(704888-90-4)
• EPA Substance Registry System: ARP100(704888-90-4)

Safety Data

• Hazardous Substances Data: 704888-90-4(Hazardous Substances Data)

Usage

Description

ARP100 is a potent, dual inhibitor of MMP-12/MMP-13 targets, which are a family of zinc-dependent endopeptidases known to play key roles in extracellular matrix (ECM) breakdown disorders, such as the two main forms of arthritis, rheumatoid arthritis (RA) and osteoarthritis (OA).

Uses

Used in Pharmaceutical Industry:
ARP100 is used as a selective inhibitor of MMP-2 for its potential therapeutic effects in treating arthritis and other ECM breakdown disorders. Its dual inhibition of MMP-12 and MMP-13 targets makes it a promising candidate for managing the symptoms and progression of rheumatoid arthritis and osteoarthritis.

Biological Activity

Selective inhibitor of MMP-2 (IC 50 = 12 nM); displays selectivity over MMP-9, MMP-3, MMP-1 and MMP-7 (IC 50 values are 200, 4500, > 50000 and > 50000 nM respectively). Exhibits anti-invasive properties in HT1080 fibrosarcoma cells.

Upstream product

• 704889-01-0 tert-butyl [(1,1'-biphenyl-4-ylsulfonyl)(isopropoxy)amino]acetate 
• 704889-07-6 [(isopropoxy)(1,1'-biphenyl-4-ylsulfonyl)amino]acetic acid 
• 704888-95-9 N-isopropoxy-1,1'-biphenyl-4-sulfonamide 
• 1623-93-4 4-diphenylsulfonyl chloride 
• 704889-13-4 [(isopropoxy)(1,1'-biphenyl-4-ylsulfonyl)amino]acetic acid O-(tert-butyldimethylsilyl)hydroxyamide 

Relevant articles and documents

New N-arylsulfonyl-N-alkoxyaminoacetohydroxamic acids as selective inhibitors of gelatinase a (MMP-2)

New N-arylsulfonyl-substituted alkoxyaminoaceto hydroxamic acid derivatives of types 8 and 10 designed as oxa-analogues of known sulfonamide-based MMPi of types 2 and 7 were synthesized and tested for their inhibitory activities on some matrix metalloproteinases. The combination of a biphenylsulfonamide group with oxyamino oxygen in the pharmacophoric central skeleton of sulfonamide-based MMPi obtained in the new sulfonamides 10 seems to be able to give selectivity for MMP-2 over MMP-1. The most potent derivative of this type, 10a, shows similar anti-invasive properties to the analogue reference drug CGS27023A, 2, in an in vitro model of invasion on matrigel, carried out on cellular lines of fibrosarcoma HT1080 (tumoural cells over-expressing MMP-2 and MMP-9).