60025-40-3

Upstream product

• 99-92-3 p-aminobenzophenone 
• 643-79-8 o-phthalic dicarboxaldehyde 
• 7115-91-5 2-ethoxycarbonylbenzyl bromide 
• 31842-01-0 indoprofen 
• 119-67-5 o-carboxybenzaldehyde 
• 87-24-1 ethyl 2-methylbenzoate 
• 87-41-2 2-benzofuran-1(3H)-one 
• 5388-42-1 N-phenylphthalimidine 
• 75-36-5 acetyl chloride 
• 49647-20-3 4-acetylphenyl isocyanate 
• 118-90-1 ortho-methylbenzoic acid 

Downstream Products

• 68327-78-6 2-(4-[1-hydroxy]ethylphenyl)isoindolin-1-one 
• 67043-11-2 ethyl 2-cyano-3-[4-(1-oxo-2-isoindolinyl)phenyl]-2-butenoate 
• 75748-96-8 indoprofen tert-butyl ester 
• 68327-79-7 1-chloro [4-(1-oxo-2-isoindolinyl)phenyl]ethane 
• 31842-01-0 indoprofen 

Relevant academic research and scientific papers

The triplet state of a N-phenylphthalimidine with high intersystem crossing efficiency: Characterization by transient absorption spectroscopy and DNA sensitization properties

The detailed triplet state characteristics of 2-(4-acetylphenyl)isoindolin- 1-one (kINP), a N-phenylphthalimidine (PPI) derivative, have been studied in fluid solution at room temperature. The attachment of an acetyl group to the N-phenyl moiety of PPI has permitted to enhance the intersystem crossing quantum yield, generally low for such compounds. Upon 308-nm laser flash photolysis of kINP in acetonitrile, a triplet-triplet transition has been evidenced ( λmax = 440 nm). Further characterization of this transient at 440 nm gave a lifetime ?? = 11 μs, a molar absorption coefficient ?μ = 22 000 M-1 ?? cm-1, and an intersystem crossing quantum yield of 0.89. Moreover, a pi; pi; z.ast; nature has been found for this triplet state that lies at ca. 290 kJ ?? mol-1 above the ground state. In addition to providing fundamental information on the triplet state properties of PPI derivatives, its importance during a photobiological process has been evidenced. kINP is the key compound involved in thymine dimers formation during the photosensitization of DNA by indoprofen, a nonsteroidal antiinflammatory drug.

Exploration of moderate conditions and substrate variation in the direct condensation between phthalide and primary amine catalyzed by GaCB. Are aliphatic amines less reactive than aromatic ones?

- Direct condensation between phthalide and a primary amine in the presence of Lewis acid was achieved for the first time in organic solvent-diluted reaction systems catalyzed by GaCh. The peripheral aspects of this reaction is discussed.

Application of the mild-condition phthalimidine synthesis with use of 1,2,3-1h-benzotriazole and 2-mercaptoethanol as dual synthetic auxiliaries. Effective synthesis of phthalimidines possessing a variety of substituents at 2-position

The mild-condition phthalimidine synthesis based on Mannich type 1:1 condensation reaction between o-phthalaldehyde with a variety of primary amines in the presence of excess 2-mercaptoethanol and 1,2,3-1H-benzotriazole as "dual synthetic auxiliaries" in MeCN for 13 h at room temperature afford 2-substituted phthalimidines (2,3-dihydroisoindol-1-one) in fair to good isolated yields.

Synthesis of substituted amines and isoindolinones: Catalytic reductive amination using abundantly available AlCl3/PMHS

AlCl3 has been employed for highly chemoselective reductive amination of carbonyl compounds in ethanol using polymethylhydrosiloxane as an inexpensive, stable and safe reducing agent without an inert atmosphere. A large range of functional groups such as nitro, carboxylic acid, acetyl, nitrile, halogen, methoxy, alkene and heterocycles were well tolerated. AlCl3 also catalyzed tandem amination-amidation of 2-carboxybenzaldehyde with different amines to afford N-substituted isoindolinones. The catalyst can be recycled at least three times without any significant effect on activity and selectivity.

Highly efficient synthesis of N-substituted isoindolinones and phthalazinones using Pt nanowires as catalysts

A series of N-substituted isoindolinones have been successfully synthesized through the reductive C-N coupling and intramolecular amidation of 2-carboxybenzaldehyde and amines. This one-pot synthesis gives excellent yields using ultrathin Pt nanowires as catalysts under 1 bar of hydrogen. These unsupported catalysts can also be used for the synthesis of phthalazinones in high yield when hydrazine or phenyl hydrazine is used instead of amines.

Direct one-pot cobalt(II) phthalocyanine catalyzed synthesis of N-substituted isoindolinones

A direct one-pot synthetic approach is described wherein cobalt(II) phthalocyanine (CoPc) catalyzed reductive amination of 2-carboxybenzaldehyde, followed by intramolecular amidation afforded N-substituted isoindolinones. The method used diphenylsilane as reducing agent in ethanol. High chemoselectivity with excellent yield was obtained in most of the studied substrates.

Photochemical and Photophysical Properties of Indoprofen

The photophysical properties and photochemistry of indoprofen (INP) have been investigated. Absorption and emission spectroscopies in phosphate buffer, ethanol and ether show that INP photophysics is dominated by a singlet-singlet transition of ππ* character. INP fluoresces at room temperature, with a quantum yield ～0.04. Flash photolysis experiments together with the lack of phosphorescence at room temperature point to a very weak intersystem crossing. The photoreactivity of INP is centered on the propionic acid chain and gives rise to photoproducts similar to those obtained with other arylpropionic acids (ethyl, hydroxyethyl and acetyl derivatives). Thus, irradiation of INP in aqueous buffer results in photodecarboxylation and leads mainly to oxidative compounds whose proportions increase with increasing oxygen concentration. These data suggest a photoreactivity occurring from the excited singlet state.

A facile preparation of phthalimides and a new approach to the synthesis of indoprofen via carbonylation

This report describes an improved synthesis of a heterocyclic propionic acid, 2-4(1-oxo-2-isoindolinyl) phenyl propionic acid, Indoprofen (I) via carbonylation, a potent anti-inflammatory agent1 and an analgesic. The synthesis highlights the preparation of Indoprofen starting from readily available o-toluic acid and p-amino acetophenone by a sequence of reactions that included oxidative addition of carbonylation.

A Simple One-step Synthesis of N-Substituted Isoindolin-1-ones. Diastereofacially Selective Protonation of an Intermediate Isoindolinol

α-Amino acids and their methyl esters, arylamines, heterocyclic amines and, less efficiently, aryl substituted aliphatic amines, react with o-phthaldialdehyde in the presence of acetic acid to give N-substituted isoindolin-1-ones in excellent yield; deute