64847-76-3

Basic information

• Product Name: 3-CYANOBENZALDEHYDE OXIME
• Synonyms: 3-CYANOBENZALDEHYDE OXIME
• CAS NO: 64847-76-3
• Molecular Formula: C₈H₆N₂O
• Molecular Weight: 146.15
• Mol File: 64847-76-3.mol
• Article Data: 17

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-CYANOBENZALDEHYDE OXIME(CAS DataBase Reference)
• NIST Chemistry Reference: 3-CYANOBENZALDEHYDE OXIME(64847-76-3)
• EPA Substance Registry System: 3-CYANOBENZALDEHYDE OXIME(64847-76-3)

Safety Data

• Hazardous Substances Data: 64847-76-3(Hazardous Substances Data)

Upstream product

• 24964-64-5 3-Cyanobenzaldehyde 
• 93632-91-8 3-(dichloromethyl)benzonitrile 
• 620-22-4 3-Methylbenzonitrile 
• 64407-07-4 3-(chloromethyl)benzonitrile 
• 5470-11-1 hydroxylamine hydrochloride 
• 874-97-5 3-(hydroxymethyl)benzonitrile 

Downstream Products

• 626-17-5 benzene-1,3-dicarbonitrile 
• 20680-35-7 3-cyanophenylhydroximic acid chloride 
• 201004-95-7 [3-(3-Cyano-phenyl)-4,5-dihydro-isoxazol-5-yl]-acetic acid 
• 193006-24-5 3-(3-cyanophenyl)-5-(carbomethoxymethyl)isoxazoline-5-carboxylic acid 
• 231300-36-0 3-(3-cyanophenyl)-5-carbomethoxy-5-(1H-tetrazol-2-ylmethyl)isoxazoline 
• 193006-39-2 3-(3-cyanophenyl)-5-carbomethoxy-5-(1H-tetrazol-1-ylmethyl)isoxazoline 
• 1027429-57-7 5-benzyl-3-(3-cyano-phenyl)-4,5-dihydro-isoxazole-5-carboxylic acid methyl ester 
• 1027205-06-6 3-(3-cyano-phenyl)-5-ethoxymethyl-4,5-dihydro-isoxazole-5-carboxylic acid methyl ester 
• 1026410-22-9 3-(3-cyano-phenyl)-5-isopropoxymethyl-4,5-dihydro-isoxazole-5-carboxylic acid methyl ester 
• 1026269-50-0 3-(3-cyano-phenyl)-5-propoxymethyl-4,5-dihydro-isoxazole-5-carboxylic acid 
• 1027426-25-0 5-butoxymethyl-3-(3-cyano-phenyl)-4,5-dihydro-isoxazole-5-carboxylic acid methyl ester 
• 1027152-99-3 3-(3-cyano-phenyl)-5-(3-methyl-butoxymethyl)-4,5-dihydro-isoxazole-5-carboxylic acid 
• 1026167-60-1 3-(3-cyano-phenyl)-4,5-dihydro-isoxazole-5-carboxylic acid methyl ester 
• 1026980-13-1 3-(3-cyano-phenyl)-5-methyl-4,5-dihydro-isoxazole-5-carboxylic acid methyl ester 

Relevant articles and documents

Dibenzazepine-linked isoxazoles: New and potent class of α-glucosidase inhibitors

α-Glucosidase inhibition is a valid approach for controlling hyperglycemia in diabetes. In the current study, new molecules as a hybrid of isoxazole and dibenzazepine scaffolds were designed, based on their literature as antidiabetic agents. For this, a series of dibenzazepine-linked isoxazoles (33–54) was prepared using Nitrile oxide-Alkyne cycloaddition (NOAC) reaction, and evaluated for their α-glucosidase inhibitory activities to explore new hits for treatment of diabetes. Most of the compounds showed potent inhibitory potency against α-glucosidase (EC 3.2.1.20) enzyme (IC50 = 35.62 ± 1.48 to 333.30 ± 1.67 μM) using acarbose as a reference drug (IC50 = 875.75 ± 2.08 μM). Structure-activity relationship, kinetics and molecular docking studies of active isoxazoles were also determined to study enzyme-inhibitor interactions. Compounds 33, 40, 41, 46, 48–50, and 54 showed binding interactions with critical amino acid residues of α-glucosidase enzyme, such as Lys156, Ser157, Asp242, and Gln353.

Diversity Oriented Clicking (DOC): Divergent Synthesis of SuFExable Pharmacophores from 2-Substituted-Alkynyl-1-Sulfonyl Fluoride (SASF) Hubs

Diversity Oriented Clicking (DOC) is a unified click-approach for the modular synthesis of lead-like structures through application of the wide family of click transformations. DOC evolved from the concept of achieving “diversity with ease”, by combining classic C?C π-bond click chemistry with recent developments in connective SuFEx-technologies. We showcase 2-Substituted-Alkynyl-1-Sulfonyl Fluorides (SASFs) as a new class of connective hub in concert with a diverse selection of click-cycloaddition processes. Through the selective DOC of SASFs with a range of dipoles and cyclic dienes, we report a diverse click-library of 173 unique functional molecules in minimal synthetic steps. The SuFExable library comprises 10 discrete heterocyclic core structures derived from 1,3- and 1,5-dipoles; while reaction with cyclic dienes yields several three-dimensional bicyclic Diels–Alder adducts. Growing the library to 278 discrete compounds through late-stage modification was made possible through SuFEx click derivatization of the pendant sulfonyl fluoride group in 96 well-plates—demonstrating the versatility of the DOC approach for the rapid synthesis of diverse functional structures. Screening for function against MRSA (USA300) revealed several lead hits with improved activity over methicillin.

Cascade Process for Direct Transformation of Aldehydes (RCHO) to Nitriles (RCN) Using Inorganic Reagents NH2OH/Na2CO3/SO2F2 in DMSO

A simple, mild, and practical process for direct conversion of aldehydes to nitriles was developed feathering a wide substrate scope and great functional group tolerability (52 examples, over 90% yield in most cases) using inorganic reagents (NH2OH/Na2CO3/SO2F2) in DMSO. This method allows for transformations of readily available, inexpensive, and abundant aldehydes to highly valuable nitriles in a pot, atom, and step-economical manner without transition metals. This protocol will serve as a robust tool for the installation of cyano-moieties to complicated molecules.