75256-52-9

Basic information

• Product Name: 4-p-methoxyphenylmethyl-6-methylpyridazin-3(2H)-one
• Synonyms: 4-p-methoxyphenylmethyl-6-methylpyridazin-3(2H)-one
• CAS NO: 75256-52-9
• Molecular Weight: 230.266
• Mol File: 75256-52-9.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 4-p-methoxyphenylmethyl-6-methylpyridazin-3(2H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4-p-methoxyphenylmethyl-6-methylpyridazin-3(2H)-one(75256-52-9)
• EPA Substance Registry System: 4-p-methoxyphenylmethyl-6-methylpyridazin-3(2H)-one(75256-52-9)

Safety Data

• Hazardous Substances Data: 75256-52-9(Hazardous Substances Data)

Upstream product

• 5157-08-4 3-methyl-4,5-dihydro-6-oxopyridazine 
• 123-11-5 4-methoxy-benzaldehyde 

Downstream Products

• 86816-89-9 C₁₇H₂₀N₂O₄ 
• 1449104-96-4 N-(4-bromophenyl)-2-[4-(4-methoxybenzyl)-6-methylpyridazin-3-ylthio]acetamide 
• 1449104-95-3 4-(4-methoxybenzyl)-6-methylpyridazine-3(2H)-thione 
• 75256-55-2 4-p-methoxyphenylmethyl-2,6-dimethylpyridazin-3(2H)-one 
• 75256-53-0 4-p-methoxyphenylmethyl-3-chloro-6-methylpyridazine 

Relevant articles and documents

Substituted Pyridazin-3(2 H)-ones as Highly Potent and Biased Formyl Peptide Receptor Agonists

Herein we describe the development of a focused series of functionalized pyridazin-3(2H)-one-based formyl peptide receptor (FPR) agonists that demonstrate high potency and biased agonism. The compounds described demonstrated biased activation of prosurvival signaling, ERK1/2 phosphorylation, through diminution of the detrimental FPR1/2-mediated intracellular calcium (Cai2+) mobilization. Compound 50 showed an EC50 of 0.083 μM for phosphorylation of ERK1/2 and an approximate 20-fold bias away from Cai2+ mobilization at the hFPR1.

6-Methyl-2,4-disubstituted pyridazin-3(2H)-ones: A novel class of small-molecule agonists for formyl peptide receptors

Following a ligand-based drug design approach, a potent mixed formyl peptide receptor 1 (FPR1) and formyl peptide receptor-like 1 (FPRL1) agonist (14a) and a potent and specific FPRL1 agonist (14x) were identified. These compounds belong to a large series of pyridazin-3(2H)-one derivatives substituted with a methyl group at position 6 and a methoxy benzyl at position 4. At position 2, an acetamide side chain is essential for activity. Likewise, the presence of lipophilic and/or electronegative substituents in the position para to the aryl group at the end of the chain plays a critical role for activity. Affinity forFPR1 receptors was evaluated by measuring intracellular calcium flux in HL-60 cells transfected with FPR1, FPRL1, and FPRL2. Agonists were able to activate intracellular calcium mobilization and chemotaxis in human neutrophils. Themost potent chemotactic agent (EC50 =0.6 μM) was the mixed FPR/FPRL1 agonist 14h.