1241783-20-9

Basic information

• Product Name: (6-hydroxybenzo[d][1,3]dioxol-5-yl)(phenyl)methanone
• Synonyms: (6-hydroxybenzo[d][1,3]dioxol-5-yl)(phenyl)methanone
• CAS NO: 1241783-20-9
• Molecular Weight: 242.231
• Mol File: 1241783-20-9.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (6-hydroxybenzo[d][1,3]dioxol-5-yl)(phenyl)methanone(CAS DataBase Reference)
• NIST Chemistry Reference: (6-hydroxybenzo[d][1,3]dioxol-5-yl)(phenyl)methanone(1241783-20-9)
• EPA Substance Registry System: (6-hydroxybenzo[d][1,3]dioxol-5-yl)(phenyl)methanone(1241783-20-9)

Safety Data

• Hazardous Substances Data: 1241783-20-9(Hazardous Substances Data)

Upstream product

• 533-31-3 Sesamol 
• 98-88-4 benzoyl chloride 
• 19947-80-9 5-(prop-2-yn-1-yloxy)benzo[d][1,3]dioxole 
• 591-50-4 iodobenzene 

Downstream Products

• 131843-30-6 6-benzylbenzo[d][1,3]dioxol-5-ol 
• 1601467-19-9 phenyl(7-phenylbenzofuro[6,5-d][1,3]dioxol-6-yl)methanone 

Relevant articles and documents

A one-pot oxidation/cycloaddition cascade synthesis of 2,4-diaryl chromans via ortho-quinone methides

A one-pot oxidation/cycloaddition cascade for the synthesis of 2,4-diaryl chromans is developed. The reaction involves in situ oxidative generation of the unstable o-quinone methides followed by endo selective [4+2] cycloaddition with styrenes.

Characterization of Aminobenzylphenols as Protein Disulfide Isomerase Inhibitors in Glioblastoma Cell Lines

Disulfide bond formation is a critical post-translational modification of newly synthesized polypeptides in the oxidizing environment of the endoplasmic reticulum and is mediated by protein disulfide isomerase (PDIA1). In this study, we report a series of α-aminobenzylphenol analogues as potent PDI inhibitors. The lead compound, AS15, is a covalent nanomolar inhibitor of PDI, and the combination of AS15 analogues with glutathione synthesis inhibitor buthionine sulfoximine (BSO) leads to synergistic cell growth inhibition. Using nascent RNA sequencing, we show that an AS15 analogue triggers the unfolded protein response in glioblastoma cells. A BODIPY-labeled analogue binds proteins including PDIA1, suggesting that the compounds are cell-permeable and reach the intended target. Taken together, these findings demonstrate an extensive biochemical characterization of a novel series of highly potent reactive small molecules that covalently bind to PDI.

Synthesis and antifungal activity of 2-hydroxy-4,5-methylenedioxyaryl ketones as analogues of kakuol

In a study aiming to determine the structural elements essential to the antifungal activity of kakuol, we synthesized a series of 2-hydroxy-4,5- methylenedioxyaryl ketones, and we assayed their in vitro antifungal activity. The most sensitive target organisms to the action of these class of compounds were Phytophthora infestans, Phytium ultimum, Cercospora beticola, Cladosporium cucumerinum, and Rhizoctonia solani. Most of the analogs showed a remarkable in vitro activity, and some of them appeared significantly more effective than the natural product. The biological activity was mainly affected by introducing structural modification on the carbonyl moiety of the natural-product molecule. In particular, compound 5a, bearing a C=C bond conjugated to the C=O group, was found active with a MIC value of 10 μg ml-1 against Cladosporium cucumerinum. The results suggest that 2-hydroxy-4,5-methylenedioxyaryl ketones can be considered promising candidates in the development of new antifungal compounds.