3761-46-4

Basic information

• Product Name: 2-hydroxy-2-phenyl-2H-indene-1,3-dione
• Synonyms: 2-hydroxy-2-phenyl-2H-indene-1,3-dione
• CAS NO: 3761-46-4
• Molecular Weight: 238.243
• Mol File: 3761-46-4.mol

Chemical Properties

• CAS DataBase Reference: 2-hydroxy-2-phenyl-2H-indene-1,3-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-hydroxy-2-phenyl-2H-indene-1,3-dione(3761-46-4)
• EPA Substance Registry System: 2-hydroxy-2-phenyl-2H-indene-1,3-dione(3761-46-4)

Safety Data

• Hazardous Substances Data: 3761-46-4(Hazardous Substances Data)

Upstream product

• 1801-20-3 2-bromo-2-phenyl-indan-1,3-dione 
• 74942-25-9 3-bromo-3(α-bromobenzyl)izobenzofuran-1(3H)-one 
• 6317-67-5 (α-bromo-benzylidene)-phthalide 
• 485-47-2 indan-1,2,3-trione hydrate 
• 71-43-2 benzene 
• 83-12-5 phenindione 
• 1229645-22-0 C₁₇H₁₅O₇P 
• 1229521-12-3 dibenzyl ((1,3-dioxo-2-phenylinden-2-yl)methoxy)methyl phosphate 
• 1229521-11-2 2-((methylthiomethoxy)methyl)-2-phenylindene-1,3-dione 
• 1229645-21-9 C₁₆H₁₃O₆P 

Downstream Products

• 18398-22-6 3-benzoylisobenzofuran-1(3H)-one 
• 3839-29-0 α,α'-dioxo-bibenzyl-2-carboxylic acid 

Relevant articles and documents

A study on the reaction of 3-Alkyl(aryl)imidazo[1,5-A]pyridines with ninhydrin

The reaction of 3-Alkyl(aryl)imidazo[1,5-A]pyridines (1) with ninhydrin in dichloromethane at room temperature delivered good yields of the respective 2-hydroxy-2-(imidazo[1,5-A]pyridine-1-yl)indene-1,3-diones. In the presence of dimethyl acetylenedicarbo

A dinuclear palladium catalyst for α-Hydroxylation of carbonyls with O2

A chemo- and regioselective α-hydroxylation reaction of carbonyl compounds with molecular oxygen as oxidant is reported. The hydroxylation reaction is catalyzed by a dinuclear Pd(II) complex, which functions as an oxygen transfer catalyst, reminiscent of an oxygenase. The development of this oxidation reaction was inspired by discovery and mechanism evaluation of previously unknown Pd(III)-Pd(III) complexes.

A novel prodrug strategy for β-dicarbonyl carbon acids: Syntheses and evaluation of the physicochemical characteristics of C-phosphoryloxymethyl (POM) and phosphoryloxymethyloxymethyl (POMOM) prodrug derivatives

The C-phosphoryloxymethyl (POM) and phosphoryloxymethyloxymethyl (POMOM) prodrugs resulting from derivatization at the reactive α-carbon of β-dicarbonyl carbon acid drugs represent a unique approach for improving their chemical stability and aqueous solubility. This work evaluates the physicochemical and in vitro enzymatic bioconversion lability of selected prodrugs of phenylbutazone and phenindione. The POM and POMOM prodrug derivatives of phenylbutazone are highly water soluble (≥250 mg/mL), chemically stable with projected shelf-lives of 4.5 years (pH 3.5, 258C) and 1.1 years (pH 6.0, 25°C), respectively. Interestingly, both prodrug derivatives do not display a pH-dependency typical of many phosphate monoesters, although the similarities of their apparent thermodynamic activation parameters indicate a hydrolysis mechanism similar to other phosphates. These prodrugs undergo alkaline phosphatases catalyzed bioconversion to their respective carbon acids with an expected faster rate exhibited by the POMOM derivatives. Additionally, in marked contrast to the oxidative instability of phenindione, its POM prodrug is stable. The results from these studies reaffirm the rationale of transiently "masking" the reactive a-carbon/proton bond by covalently incorporating a POM or POMOM promoiety. This prodrug strategy presents a twofold advantage, enhancement of aqueous solubility and prevention of oxidative instability, two intrinsic formulation limitations found for β-dicarbonyl carbon acid drugs.

A study on the friedel-crafts type reaction of ninhydrin with arenes

The reactions of ninhydrin (1, 1,2,3-indantrione) with arenes in the presence of concentrated sulfuric acid afforded mono- or di-substituted ninhydrin derivatives at the 2-position in reasonable yields.