442671-48-9

Upstream product

• 91-56-5 indole-2,3-dione 
• 32212-38-7 2-amino-N-(4-methylphenyl)benzamide 
• 118-48-9 isatoic anhydride 
• 106-49-0 p-toluidine 

Relevant academic research and scientific papers

Β-Cyclodextrin mediated multicomponent synthesis of spiroindole derivatives in aqueous medium

An efficient β-cyclodextrin catalyzed multicomponent synthetic protocol has been developed for the synthesis of spiro[indoline-3,2'quinazoline]-2,4'(3’H)-dione from isatoic anhydride, isatin and primary amine in aqueous medium. This methodology offers a c

2-Aminoethanesulfonic acid: An efficient organocatalyst for green synthesis of spirooxindole dihydroquinazolinones and novel 1,2-(dihydroquinazolin-3(4H)isonicotinamides in water

A facile and efficient one-pot procedure for the preparation of spirooxindole dihydroquinazolinone derivatives and new N-(4-oxo-2-phenyl-1,2-dihydroquinazolin-3(4H)-yl)isonicotinamides from reaction between isatoic anhydride, isoniazid and substituted ald

Synthesis, Evaluation and Proposed Binding Pose of Substituted Spiro-Oxindole Dihydroquinazolinones as IRAP Inhibitors

Insulin-regulated aminopeptidase (IRAP) is a new potential macromolecular target for drugs aimed for treatment of cognitive disorders. Inhibition of IRAP by angiotensin IV (Ang IV) improves the memory and learning in rats. The majority of the known IRAP inhibitors are peptidic in character and suffer from poor pharmacokinetic properties. Herein, we present a series of small non-peptide IRAP inhibitors derived from a spiro-oxindole dihydroquinazolinone screening hit (pIC50 5.8). The compounds were synthesized either by a simple microwave (MW)-promoted three-component reaction, or by a two-step one-pot procedure. For decoration of the oxindole ring system, rapid MW-assisted Suzuki-Miyaura cross-couplings (1 min) were performed. A small improvement of potency (pIC50 6.6 for the most potent compound) and an increased solubility could be achieved. As deduced from computational modelling and MD simulations it is proposed that the S-configuration of the spiro-oxindole dihydroquinazolinones accounts for the inhibition of IRAP.

Aqueous hydrotropic solution: green reaction medium for synthesis of pyridopyrimidine carbonitrile and spiro-oxindole dihydroquinazolinone derivatives

Abstract: From the green chemistry point of view, water is one of the most sustainable solvents for chemical transformations, but there are some limitations to its use as a reaction medium due to the lack of solubility of organic compounds. To overcome this difficulty, we used aqueous hydrotropic solution, which increases the solubility of organic compounds in water by?200-fold. We report an environmentally efficient method for synthesis of pyridopyrimidine carbonitriles and spiro-oxindole dihydroquinazolinones by using 50?% aqueous sodium p-toluene sulfonate (NaPTS) solution at ambient reaction condition. The merits of the present protocol include short reaction time, excellent product yield?with high purity, easy workup procedure and reusability of reaction medium. Graphical abstract: [Figure not available: see fulltext.].

Design, synthesis and docking studies of some spiro-oxindole dihydroquinazolinones as antibacterial agents

Two series of spiro-oxindole dihydroquinazolinone derivatives have been designed and synthesized using a catalytic amount of nano cerium oxide with excellent product yields by a convenient one-pot process. The synthesized compounds were evaluated for thei

An environmental friendly approach for the synthesis of spiro[indoline-3',2-quinazoline]2',4(3H)-dione using 1-methylimidazolium hydrogen sulfate, as reusable catalyst

A facile and environmentally benign procedure for the synthesis of 3-aryl-1H-spiro[indoline-3',2-quinazoline] 2',4(3H)-dione from isatoic anhydride, aromatic amines and isatin derivatives in Bronsted acidic ionic liquid, 1-methylimidazoliumhydrogen sulfate, was reported. The ability to reuse the ionic liquid, the high yield, short reaction time and ease of purification are the important features of this process.

An efficient and convenient protocol for the synthesis of novel 1′H-spiro[isoindoline-1,2′-quinazoline]-3,4′(3′H)-dione derivatives

An efficient and direct procedure for the synthesis of novel spiro[isoindoline-1,2′-quinazoline]-3,4′(3′H)-dione derivatives is described. The process employs a condensation reaction of 2-aminobenzamides and isatins in the presence of a catalytic amount o

A regioselective three-component reaction for synthesis of novel 1′H-spiro[isoindoline-1,2′-quinazoline]-3,4′(3′H)-dione derivatives

A ring opening and regioselective three-component reaction of isatoic anhydride, isatins, and aromatic or aliphatic primary amines in the presence of catalytic amount of KAl(SO4)2·12H2O (alum) to yield a novel series of 1′H-spiro[isoindoline-1,2′-quinazoline]-3,4′(3′H)-dione is described.