75408-89-8

Basic information

• Product Name: 4-acetylbiphenyl oxime
• Synonyms: 4-acetylbiphenyl oxime
• CAS NO: 75408-89-8
• Molecular Weight: 211.263
• Mol File: 75408-89-8.mol
• Article Data: 37

Chemical Properties

• Melting Point: 186 °C
• Boiling Point: 370.1±21.0 °C(Predicted)
• Density: 1.04±0.1 g/cm3(Predicted)
• CAS DataBase Reference: 4-acetylbiphenyl oxime(CAS DataBase Reference)
• NIST Chemistry Reference: 4-acetylbiphenyl oxime(75408-89-8)
• EPA Substance Registry System: 4-acetylbiphenyl oxime(75408-89-8)

Safety Data

• Hazardous Substances Data: 75408-89-8(Hazardous Substances Data)

Usage

Description

4-Acetylbiphenyl oxime is an organic compound that serves as a key intermediate in the synthesis of pharmaceutically and biologically active compounds. It is characterized by its oxime functional group and acetyl-substituted biphenyl structure, which contribute to its reactivity and potential applications in medicinal chemistry.

Uses

Used in Pharmaceutical Synthesis:
4-Acetylbiphenyl oxime is used as a synthetic intermediate for the production of bis-oximinoalkanoic acids, which are potent PPARα agonists. These agonists play a crucial role in the regulation of lipid metabolism and energy homeostasis, making them valuable in the development of treatments for metabolic disorders and related conditions.

Upstream product

• 92-91-1 biphenyl-4-acetaldehyde 
• 110-86-1 pyridine 
• 64-17-5 ethanol 

Downstream Products

• 92-91-1 biphenyl-4-acetaldehyde 
• 129993-18-6 1-vinyl-2-(1,1-biphenyl-4-yl)pyrrole 
• 1257846-35-7 1-methyl-3,4,6-triphenylisoquinoline 
• 1246267-62-8 1-biphenyl-4-ylethanone O-(phenylaminocarbonyl)oxime 
• 1195946-37-2 1-(1-naphthylaminocarbonyloxyimino)-1-(4-biphenyl)ethane 
• 1195946-10-1 1-phenylaminocarbonyloxyimino-1-(4-biphenyl)ethane 
• 193267-61-7 (3-Biphenyl-4-yl-4,5-dihydro-isoxazol-5-yl)-acetic acid 

Relevant articles and documents

Identification of histone deacetylase inhibitors with (arylidene)aminoxy scaffold active in uveal melanoma cell lines

Uveal melanoma (UM) represents an aggressive type of cancer and currently, there is no effective treatment for this metastatic disease. In the last years, histone deacetylase inhibitors (HDACIs) have been studied as a possible therapeutic treatment for UM, alone or in association with other chemotherapeutic agents. Here we synthesised a series of new HDACIs based on the SAHA scaffold bearing an (arylidene)aminoxy moiety. Their HDAC inhibitory activity was evaluated on isolated human HDAC1, 3, 6, and 8 by fluorometric assay and their binding mode in the catalytic site of HDACs was studied by molecular docking. The most promising hit was the quinoline derivative VS13, a nanomolar inhibitor of HDAC6, which exhibited a good antiproliferative effect on UM cell lines at micromolar concentration and a capability to modify the mRNA levels of HDAC target genes similar to that of SAHA.

C3-Arylation of indoles with aryl ketonesviaC-C/C-H activations

C3-Arylation of indoles with aryl ketones is accomplishedviapalladium-catalyzed ligand-promoted Ar-C(O) cleavage and subsequent C-H arylation of indole. Various (hetero)aryl ketones are compatible in this reaction, affording the corresponding 3-arylindoles in moderate to good yields. Further introduction of an indole moiety into the natural products desoxyestrone and evodiamine demonstrate the synthetic utility of this protocol.

Rhodium-Catalyzed C?H Activation/Annulation Cascade of Aryl Oximes and Propargyl Alcohols to Isoquinoline N-Oxides

A β-hydroxy elimination instead of common oxidization to carbonyl group in secondary propargyl alcohols was successfully developed to form 2-benzyl substituted isoquinoline N-oxides by a Rhodium-catalyzed C?H activation and annulation cascade, in which moderate to excellent yields (up to 92%) could be obtained under mild reaction conditions, along with good regioselectivity, broad generality and applicability. (Figure presented.).