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Usage

Uses

Used in Pharmaceutical Industry:
4-(4-BROMOPHENYL)PHTHALAZIN-1(2H)-ONE is used as a chemical intermediate for the synthesis of various pharmaceuticals and organic compounds. Its unique structure and properties make it a valuable component in the development of new drugs.
Used in Medicinal Chemistry Research:
4-(4-BROMOPHENYL)PHTHALAZIN-1(2H)-ONE is used as a research compound in medicinal chemistry for exploring its potential pharmacological activities, including anti-inflammatory and anti-tumor properties. Its investigation contributes to the advancement of drug discovery and the development of novel therapeutic agents.
Used in Drug Development:
4-(4-BROMOPHENYL)PHTHALAZIN-1(2H)-ONE is utilized in the development of new drugs for the treatment of various diseases. Its potential applications in medicine have made it a subject of interest for researchers working on innovative therapeutic solutions.

InChI:InChI=1/C14H9BrN2O/c15-10-7-5-9(6-8-10)13-11-3-1-2-4-12(11)14(18)17-16-13/h1-8H,(H,17,18)

Upstream product

• 108-86-1 bromobenzene 
• 2224-82-0 1-(4-bromophenyl)-4(H)-3,2-benzoxazin-4-one 
• 2159-40-2 2-(4-bromobenzoyl)benzoic acid 
• 1875-48-5 N-aminophthalamide 

Downstream Products

• 1351858-32-6 1-(4-bromophenyl)-4-(4-methylpiperazin-1-yl)phthalazine 
• 1351858-24-6 1-(4-bromophenyl)-4-(2,6-dichloroanilino-1-yl)phthalazine 
• 1351858-26-8 1-(4-bromophenyl)-4-(4,5-dihydrothiazol-2-yl)aminophthalazine 
• 1351858-27-9 1-(4-bromophenyl)4-(2-chloropyridin-3-yl)aminophthalazine 
• 133958-68-6 1-chloro-4-(4-bromophenyl)phthalazine 
• 1351858-33-7 1-(4-bromophenyl)-4-(4-phenylylpiperazin-1-yl)phthalazine 
• 1351858-34-8 1-(4-bromophenyl)-4-(4-(2-methoxyphenyl)piperazin-1-yl)phthalazine 
• 1351858-35-9 1-(4-bromophenyl)-4-(4-(4-methoxyphenyl)piperazin-1-yl)phthalazine 
• 1351858-36-0 1-(4-bromophenyl)-4-(4-(2-ethoxyphenyl)piperazin-1-yl)phthalazine 
• 1351858-37-1 1-(4-bromophenyl)-4-(N,N-dibenzylamino)phthalazine 
• 1351858-38-2 1-(4-bromophenyl)-4-(morpholin-1-yl)phthalazine 
• 1351858-39-3 1-(4-bromophenyl)-4-(piperidin-1-yl)phthalazine 
• 773072-76-7 benzylidene-[4-(4-bromophenyl)phthalazin-1-yl]oxyacetic acid ethyl ester 
• 773072-66-5 [4-(4-bromophenyl)phthalazin-1-yl]oxyacetohydrazide 

Relevant academic research and scientific papers

The novel synthesis of tris-cyclometalated iridium(III) complexes for saturated red organic light-emitting diodes with low efficiency roll-off

A series of homoleptic tris-cyclometalated iridium(III) complexes (Ir2–Ir4) have been synthesized by the direct functionalization of a template complex (Ir1) through a Suzuki cross-coupling reaction. We revealed the coordination arrangement of Ir4 by single X-ray structural analysis and the molecule showed a facial configuration. All the complexes showed red emission with emission maxima at 591–624 nm, short lifetimes of 1.38–2.19 μs and photoluminescence quantum yields in the range of 28–42%. Most importantly, the full width at half maximum (FWHM) of the emission maxima of these complexes was less than 48 nm. These complexes exhibited good thermal stability with Td of 368–400 °C. Density functional theory (DFT) calculations were used to study the electronic structure information of these iridium(III) complexes. Organic light emitting diodes (OLEDs) based on these complexes as dopant emissive materials were fabricated. Among them the device based on Ir1 has a maximum current efficiency and external quantum efficiency of 15.67 cd A?1 and 10.06%, respectively. The device with low efficiency and EQE roll-off that 97–99% efficiency and EQEmax maintained at 1000 cd m?2. Meanwhile, the CIE(x,y) coordinates of these extended complexes were (0.65, 0.33), (0.66, 0.33) and (0.68, 0.31), respectively. These data were very close to the standard red emission required by National Television System Committee (NTSC) (0.67, 0.33). These results suggest that these materials have potential application in OLEDs.

4-Substitutedphthalazines and phthalazinones: Synthesis, characterization and β-adrenergic blocking activity

Novel 4-(4-bromophenyl)phthalazine and phthalazinone derivatives connected through 2-propanol spacer to N-substituted piperazine residue were synthesized. All the new compounds were screened for their effect on β-adrenergic blocking activity on the norepinephrine-induced precontracted aortic ring module. Most test compounds displayed appreciable β-adrenolytic activity compared to propranolol as a reference standard. The results have shown that compounds 3a, 3d, 3e and 7c displayed appreciable inhibition of norepinephrine-induced aortic ring contraction. Graphical Abstract: A novel 4-(4-bromophenyl)phthalazine and phthalazinone derivatives connected through 2-propanol spacer to N-substituted piperazine residue were synthesized. All new compounds were screened for their effect on β-adrenergic blocking activity on the norepinephrine-induced precontracted aortic ring module.[Figure not available: see fulltext.]

Synthesis and evaluation of anti-proliferative activity of 1,4-disubstituted phthalazines

A series of new phthalazine derivatives 3a-i and 4a-c were synthesized via the reaction of 1-chlorophthalazine derivative 2 with either N-substituted-piperazines, primary or their secondary amines. The structure of the synthesized, new compounds were characterized by spectral data. The anti-proliferative activity on human breast cancer cell line MCF-7 of the synthesized compounds was determined. The results showed that six of the test compounds (3a, 3g, 3i, and 4a-c) displayed potent cytotoxic activity ranging from 1.4 to 2.3 μmol.

Behaviour of 4-(4-bromophenyl)-1-(ethoxycarbonyl methoxy) phthalazine towards nitrogen nucleophiles and benzaldehydes

The title compound has been prepared via alkylation of 4-(4-bromophenyl)-1-(2H) phthalazinone by using ethyl chloroacetate. Its reaction with hydrazine has been studied. The obtained hydrazine has been used in synthesis of some interesting heterocycles. Its behaviour towards benzaldehyde in different basic media has been described.

N-AMINOPHTHALIMIDE AS PRECURSOR FOR 4-ARYLPHTHALAZ-1-ONES

Reaction of N-aminophthalimide of N-arylideneaminophthalimides with hydrocarbons under Friedel-Crafts conditions offer a new parthway for the preparation of 4-arylphthalaz-1-ones (3).