57353-93-2

Basic information

• Product Name: 4-(4-METHOXYPHENYL)-1-(2H)-PHTHALAZINON&
• Synonyms: 4-(4-METHOXYPHENYL)-1-(2H)-PHTHALAZINON&
• CAS NO: 57353-93-2
• Molecular Formula: C₁₅H₁₂N₂O₂
• Molecular Weight: 252.26798
• Product Categories: Building Blocks;Heterocyclic Building Blocks;Pyridazines
• Mol File: 57353-93-2.mol
• Article Data: 9

Chemical Properties

• Melting Point: 240-244 °C(lit.)
• Appearance: /
• Density: 1.25 g/cm³
• Refractive Index: 1.637
• CAS DataBase Reference: 4-(4-METHOXYPHENYL)-1-(2H)-PHTHALAZINON&(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-METHOXYPHENYL)-1-(2H)-PHTHALAZINON&(57353-93-2)
• EPA Substance Registry System: 4-(4-METHOXYPHENYL)-1-(2H)-PHTHALAZINON&(57353-93-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 57353-93-2(Hazardous Substances Data)

Usage

Description

4-(4-Methoxyphenyl)-1-(2H)-phthalazinone, a 4-aryl-2(1H)-phthalazinone derivative, is a chemical compound that serves as a building block for preparing bioactive molecules. It is characterized by its unique molecular structure, which contributes to its potential applications in various fields.

Uses

Used in Pharmaceutical Industry:
4-(4-Methoxyphenyl)-1-(2H)-phthalazinone is used as a building block for the preparation of bioactive molecules, specifically [4-(4-methoxyphenyl)-1(2H)-oxo-phthalazin-2-yl]acetic acid ethyl ester, which exhibits potent antibacterial activity. This application is significant in the development of new antibiotics to combat bacterial infections.
Additionally, due to its role as a building block for bioactive molecules, 4-(4-Methoxyphenyl)-1-(2H)-phthalazinone may also be utilized in the synthesis of other pharmaceutical compounds with various therapeutic applications, such as anti-inflammatory, antiviral, or anticancer agents. Its versatility in molecular construction makes it a valuable asset in the pharmaceutical industry for the development of novel drugs.

InChI:InChI=1/C15H12N2O2/c1-19-11-8-6-10(7-9-11)14-12-4-2-3-5-13(12)15(18)17-16-14/h2-9H,1H3,(H,17,18)

Upstream product

• 85-44-9 phthalic anhydride 
• 100-66-3 methoxybenzene 
• 1445-69-8 2,3-dihydrophthalazine-1,4-dione 
• 5720-07-0 4-methoxyphenylboronic acid 
• 18110-71-9 4'-methoxybiphenyl-2-carboxylic acid 
• 1875-48-5 N-aminophthalamide 
• 32387-13-6 N-naphthalen-2-ylmethyleneamino-phthalimide 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 32387-12-5 N-naphthalen-1-ylmethyleneamino-phthalimide 
• 34403-64-0 N-(p-chlorobenzylideneamino)phthalimide 
• 1151-15-1 2-(4-methoxybenzoyl)benzoic acid 

Downstream Products

• 134389-95-0 4-(4-methoxyphenyl)-2-methyl-1(2H)-phthalazinone 
• 127828-84-6 [4-(4-methoxyphenyl)-1(2H)-oxophthalazin-2-yl]acetic acid ethyl ester 
• 1354719-98-4 4-(4-methoxyphenyl)-2-[3-[4-[3-(acetylamino)phenyl]piperidin-1-yl]propyl]phthalazin-1(2H)-one 
• 23752-28-5 4-(4-methoxyphenyl)-2-(3-chloropropyl)phthalazin-1(2H)-one 
• 128615-83-8 1-chloro-4-(4-methoxyphenyl)phthalazine 
• 120116-67-8 4-(4'-methoxyphenyl)-1-hydrazinophthalazine 

Relevant articles and documents

Preparation method and epoxidation application of phthalazinone bisphenol monomer

The invention belongs to the technical field of new materials, and discloses a preparation method and epoxidation application of a phthalazinone bisphenol monomer. The method comprises the following steps: (1) preparing MHPZ by a Friedel-Crafts reaction; (2) synthesizing an MMPZ monomer by using the MHPZ, 4-bromoanisole (BPM), 1,10-phenanthroline (PNTM) and CuI by a "one-pot two-step method"; and(3) reducing the MMPZ by Lewis acid to obtain the target monomer HHPZ. The synthesis method has the advantages of mild reaction condition, simple and convenient product post-treatment and high productpurity. Through detection by liquid chromatography-mass spectrometry, the purity of the target monomer is 99% and the yield is 90% or above. Based on the above synthetic exploration, two ends of thesynthesized active bisphenol monomer were further functionalized. Active hydroxyl groups at two ends of HHPZ are epoxidized with epichlorohydrin, and then novel intrinsic flame retardant epoxy resin with a low melting point and high temperature resistance is achieved, wherein the flame retardant grade can reach the V-0 grade.

Synthesis of 1,2-dihydro-1-oxophthalazin-4-yl trifluoromethanesulfonate and its application in the synthesis of 4-(aryl/heteroaryl/alkynyl)phthalazin-1(2H)-one

The regioselective synthesis of 1,2-dihydro-1-oxophthalazin-4-yl trifluoromethanesulfonate (3a) has been reported. The reaction of Tf2O (2a) with phthalhydrazide (1a) provides a rapid access to 3a with an excellent yield and a high level of reg

New antithrombotic 1-Phthalazinamines with Serotonin Antagonistic Properties

We report nineteen 4-aryl- and 4-arylalkyl-1-phthalazinamines (5-8) which we prepared and tested for antithrombotic properties. All compounds were assayed for their antiplatelet activity in the "Born test" with collagen as inducer of the aggregation. N-[4-(1H-1,2,4-triazol-1-yl)butyl]-4-phenyl-1-phthalazin-amine (7c) was the most potent compound, having an IC50 of 8 μM. When 5-HT (Serotonin) was used to start aggregation the N-(furan-2-yl-methyl)-4-phenyl-1-pthtalazinamine (8a) had an IC50 of 2 μM. In vivo potencies were highly significant. N-[5-(1H-1,2,4-triazol-1-yl)pentyl]-4-phenyl-1-phthalazinamine (7d) inhibited thrombus formation by 12% (P 2A receptor, which is most likely the mechanism of the inhibition of aggregation by this compound.