5004-45-5

Basic information

• Product Name: 4-PHENYL-1(2H)-PHTHALAZINONE
• Synonyms: BUTTPARK 44\07-04;AKOS BBS-00000788;AKOS BC-1636;4-PHENYLPHTHALAZIN-1(2H)-ONE;4-PHENYL-1(2H)-PHTHALAZINONE;4-PHENYL-2-HYDROPHTHALAZIN-1-ONE;1(2H)-PHTHALAZINONE, 4-PHENYL-;4-PHENYL-1-(2H)-PHTHALAZINONE 97%
• CAS NO: 5004-45-5
• Molecular Formula: C₁₄H₁₀N₂O
• Molecular Weight: 222.24
• Product Categories: Heterocyclic Compounds;Building Blocks;Heterocyclic Building Blocks;Pyridazines
• Mol File: 5004-45-5.mol

Chemical Properties

• Melting Point: 240-244 °C(lit.)
• Boiling Point: 481.7 °C at 760 mmHg
• Flash Point: 245.1 °C
• Appearance: /
• Density: 1.24 g/cm³
• Vapor Pressure: 6.65E-10mmHg at 25°C
• Refractive Index: 1.663
• PKA: 11.85±0.40(Predicted)
• CAS DataBase Reference: 4-PHENYL-1(2H)-PHTHALAZINONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-PHENYL-1(2H)-PHTHALAZINONE(5004-45-5)
• EPA Substance Registry System: 4-PHENYL-1(2H)-PHTHALAZINONE(5004-45-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 5004-45-5(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
4-Phenyl-1(2H)-phthalazinone is used as a key intermediate in the synthesis of various chemical compounds, particularly 2-chloro-N-(unsubstituted/substituted phenyl) acetamide. Its unique structure allows for the creation of new molecules with potential applications in different industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-Phenyl-1(2H)-phthalazinone may be utilized as a building block for the development of new drugs. Its chemical properties and reactivity make it a promising candidate for the synthesis of novel pharmaceutical compounds with potential therapeutic applications.
Used in Research and Development:
4-Phenyl-1(2H)-phthalazinone can also be employed in research and development settings, where it can be used to study the properties and behavior of phthalazinone derivatives. This knowledge can be applied to the design and synthesis of new compounds with specific characteristics and potential uses in various fields.

InChI:InChI=1/C14H10N2O/c17-14-12-9-5-4-8-11(12)13(15-16-14)10-6-2-1-3-7-10/h1-9H,(H,16,17)

Upstream product

• 1875-48-5 N-aminophthalamide 
• 71-43-2 benzene 
• 100-63-0 phenylhydrazine 
• 119-67-5 o-carboxybenzaldehyde 
• 28352-78-5 2-(Dimethylamino)-3-hydroxy-3-phenyl-2,3-dihydroisoindol-1-one 
• 574-98-1 2-(2-bromoethyl)isoindoline-1,3-dione 
• 54090-90-3 N-(methyl(oxo)(phenyl)-λ⁶-sulfanylidene)benzamide 
• 611-73-4 Benzoylformic acid 
• 102160-26-9 1-(4-nitro-benzenesulfonyl)-4-phenyl-phthalazine 
• 158529-52-3 3,4-dimethoxyphenylmethyleneaminophthalamide 
• 100-58-3 phenylmagnesium bromide 
• 119-39-1 phthalazone 
• 591-51-5 phenyllithium 
• 6621-97-2 3-hydroxy-2,3-diphenyl-1-isoindolinone 

Downstream Products

• 835-18-7 3-phenyl-2,3-dihydro-isoindol-1-one 
• 214282-18-5 4-[2-[4-phenyl-1-oxo-1,2-dihydrophthalazin-2-yl]ethoxy]benzaldehyde 
• 143547-66-4 8-(1-Oxo-4-phenyl-1H-phthalazin-2-yl)-octanoic acid 
• 143547-65-3 9-(1-Oxo-4-phenyl-1H-phthalazin-2-yl)-nonanoic acid 
• 49572-99-8 1-oxo-2-methyl-4-phenyl-1,2-dihydrophthalazine 

Relevant articles and documents

Design, synthesis, docking, and anticancer evaluations of phthalazines as VEGFR-2 inhibitors

Twenty new N-substituted-4-phenylphthalazin-1-amine derivatives were designed, synthesized, and evaluated for their anticancer activities against HepG2, HCT-116, and MCF-7 cells as VEGFR-2 inhibitors. HCT-116 was the most sensitive cell line to the influe

Copper-catalyzed aerobic double functionalization of benzylic C(sp3)-H bonds for the synthesis of 3-hydroxyisoindolinones

A copper-catalyzed aerobic 3-hydroxyisoindolinone synthesis was developed via the benzylic double C(sp3)-H functionalization of 2-alkylbenzamides. In this reaction, molecular oxygen was used as both an oxidant for C(sp3)-H functionalization and an oxygen source. Our method can be extended to diverse benzylic C(sp3)-H bonds and shows excellent functional group tolerance. This journal is

N-Substituted-4-phenylphthalazin-1-amine-derived VEGFR-2 inhibitors: Design, synthesis, molecular docking, and anticancer evaluation studies

In accordance with the significant impetus of the discovery of potent vascular endothelial growth factor receptor 2 (VEGFR-2) inhibitors, herein, we report the design, synthesis, and anticancer evaluation of 12 new N-substituted-4-phenylphthalazin-1-amine

Phthalazine-based VEGFR-2 inhibitors: Rationale, design, synthesis, in silico, ADMET profile, docking, and anticancer evaluations

In the designed compounds, a new linker was inserted in the form of fragments with verified VEGFR-2 inhibitory potential, including an α,β-unsaturated ketonic fragment, pyrazole, and pyrimidine. Also, new distal hydrophobic moieties were attached to these

Molecular docking and biological assessment of substituted phthalazin-1(2H)-one derivatives

2, 4-Disubstituted phthalazin-1(2H)-one derivatives were synthesized via nucleophilic attack of N-2 of phthalazin-1(2H)-one derivatives on different alkyl halides. In addition, reactive phthalazinone acetohydrazide derivative was utilized as a scaffold to synthesize different heterocyclic systems. The assigned structures for all the newly synthesized derivatives were confirmed on the basis of elemental analyses and spectral data. Mechanistic illustrations for some of the synthesized compounds were also discussed. The synthesized compounds were evaluated for in vitro antimicrobial and antitumor activity. Most of the tested compounds exhibited significant potency as antimicrobial and antitumor agents. Moreover, MOE 2014.09 software was utilized to carry out computational studies to support the biological activity results.

Palladium-Catalyzed Decarboxylative ortho-C(sp2)?H Aroylation of N-Sulfoximine Benzamides at Room Temperature

A palladium-catalyzed method for the decarboxylative ortho C?H acylation of N-sulfoximine benzamides is developed at room temperature. The catalytic method enables easy access to various functionalized 2-aroylaromatic carboxylic acid derivatives in good isolated yields. Based on our mechanistic studies, a Pd(II)/Pd(IV) catalytic cycle that involves aroyl radical intermediate is proposed for the reaction.

TOLL-LIKE RECEPTOR 8 (TLR8)-SPECIFIC ANTAGONISTS AND METHODS OF MAKING AND USES THEREOF

Toll-like receptor 8 (TLR8)-specific inhibitors and methods of using the same in individuals having an autoimmune disease or an inflammatory disorder.

Palladium-Catalyzed Acylation Reactions: A One-Pot Diversified Synthesis of Phthalazines, Phthalazinones and Benzoxazinones

A sequential one-pot strategy for the diversified synthesis of phthalazines, phthalazinones and benzoxazinones was presented. This strategy proceeds through [Pd]-catalyzed acylation and nucleophilic cyclocondensation with dinucleophilic reagents. This process was based on direct coupling with simple bench-top aldehydes without the assistance of directing group and without activating the carbonyl group. The process is highly advantageous because it employs simple nitrogen-based nucleophiles, and non-toxic and readily accessible aldehydes as the carbonyl source. Most importantly, the strategy was applied to the one-pot synthesis of PDE-4 inhibitor.

A novel method for heterocyclic amide-thioamide transformations

In this paper, we introduce a novel and convenient method for the transformation of heterocyclic amides into heteocyclic thioamides. A two-step approach was applied for this transformation: Firstly, we applied a chlorination of the heterocyclic amides to afford the corresponding chloroheterocycles. Secondly, the chloroherocycles and N-cyclohexyl dithiocarbamate cyclohexylammonium salt were heated in chloroform for 12 h at 61°C to afford heteocyclic thioamides in excellent yields.

Synthesis of some new 1(2H) - Phthalazinone derivatives and evaluation of their acetylcholinesterase and butyrylcholinesterase inhibitory activities

Some 1(2H)-phthalazinone derivatives were synthesized and their chemical structures were confirmed by 1H-NMR, 13C-NMR, mass and elemental analysis. Subsequently, modified Ellman's method was used to determine both acetylcholinesteras