3418-16-4

Basic information

• Product Name: 1,3-Dioxolane, 2-[1,1'-biphenyl]-4-yl-2-(bromomethyl)-
• CAS NO: 3418-16-4
• Molecular Formula: C16H15BrO2
• Molecular Weight: 319.198
• Mol File: 3418-16-4.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 1,3-Dioxolane, 2-[1,1'-biphenyl]-4-yl-2-(bromomethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Dioxolane, 2-[1,1'-biphenyl]-4-yl-2-(bromomethyl)-(3418-16-4)
• EPA Substance Registry System: 1,3-Dioxolane, 2-[1,1'-biphenyl]-4-yl-2-(bromomethyl)-(3418-16-4)

Safety Data

• Hazardous Substances Data: 3418-16-4(Hazardous Substances Data)

Usage

Type of compound

Dioxolane derivative

Structural features

Biphenyl group attached
Bromomethyl group attached to the dioxolane ring

Common use

Organic synthesis

Role

Versatile building block for the preparation of various organic compounds

Potential applications

Pharmaceuticals
Materials science

Health and safety risks

Requires careful handling in laboratory or industrial settings due to potential risks

Reactivity

Unique reactivity due to its structural features

Upstream product

• 92-91-1 biphenyl-4-acetaldehyde 
• 107-21-1 ethylene glycol 
• 135-73-9 2-Bromo-4'-phenylacetophenone 

Downstream Products

• 89111-14-8 1-{[2-(biphenyl-4-yl)-1,3-dioxolan-2-yl]methyl}-1H-imidazole hydrochloride 
• 3416-80-6 4-(2-biphenyl-4-yl-[1,3]dioxolan-2-ylmethyl)-morpholine 

Relevant articles and documents

Application of poly(vinylphenyltrimethylammonium tribromide) resin as an efficient polymeric brominating agent in the α-bromination and α-bromoacetalization of acetophenones

The applications of a new supported tribromide reagent based on poly(vinylbenzyltrimethylammonium hydroxide) resin (Amberlite 717) were reported. This supported tribromide resin was used directly in α-bromination and α-bromoacetalization of acetophenones without any other catalyst under mild conditions. The effects of solvents and the amount of the supported tribromide resin on the reactions were investigated. Under the optimal conditions, most of α-bromo and α-bromoacetal of acetophenones were selectively obtained in excellent yields.

Heme oxygenase inhibition by 1-Aryl-2-(1H-imidazol-1-yl/1H-1,2,4-triazol-1- yl)ethanones and their derivatives

Previous studies by our research group have been concerned with the design of selective inhibitors of heme oxygenases (HO-1 and HO-2). The majority of these were based on a four-carbon linkage of an azole, usually an imidazole, and an aromatic moiety. In the present study, we designed and synthesized a series of inhibition candidates containing a shorter linkage between these groups, specifically, a series of 1-aryl-2-(1H-imidazol-1-yl/1H-1,2,4-triazol-1-yl) ethanones and their derivatives. As regards HO-1 inhibition, the aromatic moieties yielding best results were found to be halogen-substituted residues such as 3-bromophenyl, 4-bromophenyl, and 3,4-dichlorophenyl, or hydrocarbon residues such as 2-naphthyl, 4-biphenyl, 4-benzylphenyl, and 4-(2-phenethyl)phenyl. Among the imidazole-ketones, five (36-39, and 44) were found to be very potent (IC5050 in favor of HO-1. In the case of the azole-dioxolanes, two of them (80 and 85), each possessing a 2-naphthyl moiety, were found to be particularly potent and selective HO-1 inhibitors. Three non-carbonyl analogues (87, 89, and 91) of 1-(4-chlorophenyl)-2-(1H-imidazol-1-yl)ethanone were found to be good inhibitors of HO-1. For the first time in our studies, two azole-based inhibitors (37 and 39) were found to exhibit a modest selectivity index in favor of HO-2. The present study has revealed additional candidates based on inhibition of heme oxygenases for potentially useful pharmacological and therapeutic applications.

Basic 1,3-dioxolanes.

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