87365-29-5

Usage

Chemical structure

2-[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl]-2,3-dihydrophthalazine-1,4-dione

Class

Isoindoline derivatives

Pharmacological properties

Anti-inflammatory, immunosuppressive

Potential uses

Treatment of ocular inflammation, allergic conjunctivitis, and other inflammatory conditions

Current status

Promising results in preclinical and clinical studies, potential candidate for further drug development

Additional research needed

Further research and clinical trials to understand safety and efficacy profiles

Upstream product

• 85-44-9 phthalic anhydride 
• 87365-18-2 2-(2-aminoethyl)-2,3-dihydrophthalazine-1,4-dione 
• 23279-81-4 4-(2-Hydroxyethylamino)phthalazin-1(2H)-one 
• 88-99-3 benzene-1,2-dicarboxylic acid 
• 23215-51-2 4-(2-acetoxy-ethylamino)-2H-phthalazin-1-one 
• 57100-16-0 2,3-dihydro-1H-imidazo<2,1-a>phthalazin-4-ium-6-olate 
• 118189-82-5 Formic acid 2-[formyl-(4-oxo-3,4-dihydro-phthalazin-1-yl)-amino]-ethyl ester 
• 57100-16-0 2,3-dihydroimidazo<2,1-a>phthalazin-6(5H)-one 

Relevant academic research and scientific papers

AMINOPHTHALAZINONE DERIVATIVES, XII METHODS FOR THE SYNTHESIS OF IMIDAZOPHTHALAZINE AND PYRIMIDOPHTHALAZINE RING SYSTEMS, II

Acyloxyethylamino- and acyloxypropylaminophthalazinones undergo cyclization in the molten state to give imidazophthalazinone (30) and pyrimidophthalazinone (31), respectively, via carboxylic acid elimination caused by the protoncatalyzed O-alkyl splitting effect of the ester group.In compounds containing the amide-NH structural unit (3-6) internal proton catalysis of type A occurs; the dicarboxylic acid hemiester derivatives of comounds substituted at N(2) (e.g., 25-29) react according to type B; and the O,N-diformyl-(17-20) and O-acetyl (21-24) derivatives substituted at N(2) can be cyclized by external proton catalysis of type C.Anhydride-forming dicarboxylic acids - when they acylate the N(1) atom of the tricycle (30,32-35) formed in the melt - decompose the imidazo and pyrimido rings according to a Bamberger-type reaction with the formation of imides (--38-40, 43-49).The ring system of pyrimidophthalazinone (31) resists the melting with dicarboxylic acids.

AMINOPHTHALAZINONE DERIVATIVES, VIII. METHODS FOR THE SYNTHESIS OF IMIDAZOPHTHALAZINE RING SYSTEMS, I. CYCLIZATION OF HYDROXYALKYLAMINOPHTHALAZINONES WITH MINERAL ACIDS

Hydroxyalkylaminophthalazinones (1, 3, 11c) undergo direct cyclization with haloid acids or sulfuric acid in rapid reactions.Depending on the length of the alkyl-amino chain, imidazo-phthalazinone (2), pirimidophthalazinone (4) and pyrrolidi