53242-88-9

Usage

Uses

Stilbene-related heterocyclic compound with anti-HIV activity. A potent vasorelaxant agent.

InChI:InChI=1/C15H11ClN2O/c16-11-7-5-10(6-8-11)9-14-12-3-1-2-4-13(12)15(19)18-17-14/h1-8H,9H2,(H,18,19)

Upstream product

• 20526-97-0 3-(4-chlorobenzylidene)-2-benzofuran-1(3H)-one 
• 53242-76-5 2‐(4-chlorophenylacetyl)benzoic acid 
• 105279-16-1 (Z)-3-(4-chlorophenyl)methylidenephthalide 
• 94801-28-2 (E)-3-(4-chlorobenzylidene)phthalide 
• 85-44-9 phthalic anhydride 
• 2257-69-4 1-chloro-4-phthalazinone 
• 149923-10-4 (4-chlorobenzyl)zinc(II) chloride 
• 87-41-2 2-benzofuran-1(3H)-one 
• 104-88-1 4-chlorobenzaldehyde 
• 1878-66-6 4-chlorophenylacetic Acid 

Downstream Products

• 756415-37-9 4-(p-Chlorbenzyl)-2-<2-(N-methylpyrrolidin-2-yl)-ethyl>-1(2H)-phthalazinon 
• 58581-89-8 azelastine 
• 955359-78-1 1,1-dimethylethyl (2R)-2-{[4-[(4-chlorophenyl)methyl]-1-oxo-2(1H)-phthalazinyl]methyl}-1-pyrrolidinecarboxylate 
• 955359-80-5 1,1-dimethylethyl (2S)-2-{[4-[(4-chlorophenyl)methyl]-1-oxo-2(1H)-phthalazinyl]methyl}-1-pyrrolidinecarboxylate 
• 955359-87-2 1,1-dimethylethyl 4-[4-[(4-chlorophenyl)methyl]-1-oxo-2(1H)-phthalazinyl]hexahydro-1H-azepine-1-carboxylate 
• 955360-43-7 4-[(4-chlorophenyl)methyl]-2-{[(2R)-2-pyrrolidinyl]methyl}-1(2H)-phthalazinone hydrochloride salt 
• 1279125-95-9 4-[(4-chlorophenyl)methyl]-2-(1-methyl-3-pirrolidinylmethyl)-1(2H)-phthalazinone 
• 1416901-06-8 diethyl 2-[4-chlorobenzyl-1-oxo-2(1H)-phthalazinyl]-3-(1,1,1-triphenyl-λ⁵-phosphanylidene)succinate 
• 1426316-44-0 C₁₉H₁₈Cl₂N₂O 
• 1426316-48-4 4-(4-chlorobenzyl)-2-(2-(2-methoxyphenoxy)ethyl)phthalazin-1(2H)-one 
• 1426316-46-2 4-(4-chlorobenzyl)-2-(4-(4-methylpiperazin-1-yl)butyl)phthalazin-1(2H)-one 
• 1426316-47-3 4-(4-chlorobenzyl)-2-(4-(piperidin-1-yl)butyl)phthalazin-1(2H)-one 
• 47491-38-3 Desmethylazelastine 

Relevant academic research and scientific papers

PHENYL PHTHALAZINE DERIVATIVE, METHOD FOR THE PREPARATION THEREOF, AND PHARMACEUTICAL COMPOSITION COMPRISING THE SAME

The present invention relates to a compound represented by Chemical Formula 1, or a pharmaceutically acceptable salt thereof. The compound according to the present invention can be usefully used for the prevention or treatment of cardiovascular diseases.

Microwave-promoted synthesis of some novel 4-(4-methyl-phenyl)-substituted phthalazin-1-one derivatives

In this study, a series of 4-(4-methyl-phenyl)-substituted phthalazin-1-one derivatives have been synthesized with the combination of rapid microwave synthesis and phasetransfer catalyst methodology, which is characterized by very short reaction times and easy workup procedures and which can be exploited to generate some novel phthalazinone heterocycles. Substituted phthalazin-1-one derivatives have been synthesized from phthalyl derivatives as starting material. The structures of these compounds were confirmed by NMR and mass spectral studies.

Synthesis, bioevaluation and structural study of substituted phthalazin-1(2H)-ones acting as antifungal agents

Twenty-five polysubstituted phthalazinone derivatives were synthesized and tested for their antifungal activity against a panel of pathogenic and clinically important yeasts and filamentous fungi. Among them, the compound 4-(4-chlorobenzyl)-2- methylphthalazin-1(2H)-one (5) exhibited a remarkable antifungal activity against standardised strains of dermatophytes and Cryptococcus neoformans, as well as against some clinical isolates. A physicochemical study performed on compound 5 revealed its conformational and electronic characteristics, providing us with useful data for the future design of novel related antifungal analogues.

A facile and expedient one-pot three-component reaction leading to multifunctionalized stabilized phosphorus ylides

A three-component reaction between triphenylphosphine, a dialkyl acetylenedicarboxylate and phthalazin-1(2H)-ones that affords novel organic phosphorane derivatives in good to excellent yields is reported. FTIR, 1H, 13C and 31P NMR and elemental analyses have been utilized to characterize the synthesized compounds. Indian Academy of Sciences.

POTASSIUM CHANNEL MODULATORS

Disclosed herein are KCNQ potassium channels modulators of formula (I) wherein ring Z1, R1, p, R3, and R4 are as defined in the specification. Compositions comprising such compounds; and methods for treating conditions and disorders using such compounds and compositions are also described.

2-SUBSTITUTED 4-BENZYLPHTHALAZINONE DERIVATIVES AS HISTAMINE H1 AND H3 ANTAGONISTS

The present invention relates to compounds of formula (I), and salts thereof, processes for their preparation, to compositions containing them and to their use in the treatment of various disorders, such as allergic rhinitis.

Anti-HIV activity of stilbene-related heterocyclic compounds

Viral transcription has not been routinely targeted in the development of new antiviral drugs. This crucial step of the viral cycle depends on the concerted action of cellular and viral proteins such as NF-κB and Tat. In the present study, stilbene-related heterocyclic compounds including benzalphthalide, phthalazinone, imidazoindole and pyrimidoisoindole derivatives are tested for their anti-HIV activity. Original assays based on recombinant viruses were used to evaluate HIV replication inhibition and stably transfected cell lines were used to evaluate inhibition of Tat and NF-κB proteins. Some of the stilbene-related heterocyclic compounds analysed displayed anti-HIV activity through interference with NF-κB and Tat function. Moreover, compounds inhibiting both targets displayed a stronger activity on viral replication.

Vasorelaxant activity of phthalazinones and related compounds

Several series of dihydrostilbenamide, imidazo[2,1-a]isoindole, pyrimido[2,1-a]isoindole and phthalazinone derivatives were obtained and their vasorelaxant activity was measured on isolated rat aorta rings pre-contracted with phenylephrine (10-5 M). Some phthalazinones attained, practically, the total relaxation of the organ at micromolar concentrations. For the most potent compound 9h (EC50 = 0.43 μM) the affinities for α1A, α1B and α1D adrenergic sub-receptors were determined.

The imidazo[2,1-a]isoindole system. A new skeletal basis for antiplasmodial compounds

The in vitro antiplasmodial activity of some dihydrostilbenamides, phtalazinones, imidazo[2,1-a]isoindole and pyrimido[2,1-a]isoindole derivatives related to the natural dihydrostilbenoid isonotholaenic acid is reported. The evaluation was performed on cultures of F32 strain of Plasmodium falciparum and potent representative compounds were also evaluated in the ferriprotoporphyrin IX biomineralization inhibition test (FBIT). Compounds having the imidazo[2,1-a]isoindole skeleton were the most active and one compound of this group resulted to be as potent as chloroquine, but acting through a mechanism different that of the inhibition of heme biomineralization.

Leishmanicidal activity of some stilbenoids and related heterocyclic compounds

We have evaluated the leishmanicidal activity of some natural and semisynthetic dihydrostilbenoids and several compounds of other series of dihydrostilbamides, isoindoles, phthalazinones, imidazoisoindoles and pyrimidoisoindoles. The evaluation was performed in vitro, on cultures of cutaneous, mucocutaneous and visceral strains of Leishmania spp. The most potent and selective compounds of these series were the dihydrostilbene piperidides.