76462-38-9

Basic information

• Product Name: 4-(4-BROMOPHENYL)PHTHALAZIN-1(2H)-ONE
• Synonyms: 4-(4-BROMOPHENYL)PHTHALAZIN-1(2H)-ONE;4(4-BROMOPHENYL)-1(2H) PHTHALAZINONE;4-(4-Bromophenyl)phthalazin-1(2H)-one 97%;4-(4-bromophenyl)-2H-phthalazin-1-one
• CAS NO: 76462-38-9
• Molecular Formula: C₁₄H₉BrN₂O
• Molecular Weight: 301.14
• Product Categories: Halides;Fused Ring Systems;Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Pyridazines;PyridazinesHeterocyclic Building Blocks
• Mol File: 76462-38-9.mol
• Article Data: 6

Chemical Properties

• Melting Point: 269.5-273.5 °C(lit.)
• Appearance: /
• Density: 1.57 g/cm³
• Refractive Index: 1.697
• CAS DataBase Reference: 4-(4-BROMOPHENYL)PHTHALAZIN-1(2H)-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-BROMOPHENYL)PHTHALAZIN-1(2H)-ONE(76462-38-9)
• EPA Substance Registry System: 4-(4-BROMOPHENYL)PHTHALAZIN-1(2H)-ONE(76462-38-9)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 76462-38-9(Hazardous Substances Data)

Usage

General Description

4-(4-Bromophenyl)phthalazin-1(2H)-one is a chemical compound with the molecular formula C14H9BrN2O. It is a phthalazine derivative with a bromophenyl group attached to the nitrogen atom. 4-(4-BROMOPHENYL)PHTHALAZIN-1(2H)-ONE is used as an intermediate in the synthesis of various pharmaceuticals and organic compounds. It has also shown potential pharmacological activities, including anti-inflammatory and anti-tumor properties. Additionally, it has been investigated for its potential use in the development of new drugs for the treatment of various diseases. Due to its structural and pharmacological properties, 4-(4-Bromophenyl)phthalazin-1(2H)-one has garnered interest in the field of medicinal chemistry and drug discovery.

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

Downstream Products

• 773072-66-5 [4-(4-bromophenyl)phthalazin-1-yl]oxyacetohydrazide 
• 773072-76-7 benzylidene-[4-(4-bromophenyl)phthalazin-1-yl]oxyacetic acid ethyl ester 
• 1309191-54-5 2-(1-adamantyl)-N-[4-(4-bromophenyl)-1-oxophthalazin-2(1H)-yl]acetamide 
• 1309191-56-7 N-[4-(4-bromophenyl)-1-oxophthalazin-2(1H)-yl]-2-(4-chlorophenyl)acetamide 
• 1309191-58-9 2-(4-chlorophenyl)-N-(1-oxo-4-phenylphthalazin-2(1H)-yl)acetamide 
• 1309195-25-2 2-amino-4-(4-bromophenyl)phthalazin-1(2H)-one 
• 1318877-18-7 C₂₂H₁₇BrN₂O₂ 
• 1354720-51-6 4-(4-bromophenyl)-2-(3-chloropropyl)phthalazin-1(2H)-one 
• 1354719-92-8 4-(4-bromophenyl)-2-[3-[4-[3-(acetylamino)phenyl]piperidin-1-yl]propyl]phthalazin-1(2H)-one 
• 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 

Relevant articles and documents

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.

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.

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).