15500-74-0

Basic information

• Product Name: Benzonitrile,4-chloro-N-oxide
• Synonyms: Benzonitrile,4-chloro-N-oxide
• CAS NO: 15500-74-0
• Molecular Formula: C₇H₄ClNO
• Molecular Weight: 153.56576
• Mol File: 15500-74-0.mol
• Article Data: 31

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.2g/cm³
• Refractive Index: 1.55
• CAS DataBase Reference: Benzonitrile,4-chloro-N-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: Benzonitrile,4-chloro-N-oxide(15500-74-0)
• EPA Substance Registry System: Benzonitrile,4-chloro-N-oxide(15500-74-0)

Safety Data

• Hazardous Substances Data: 15500-74-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C7H4ClNO/c8-7-3-1-6(2-4-7)5-9-10/h1-4H

Upstream product

• 3717-24-6 4-chlorobenzaldehyde oxime 
• 104-88-1 4-chlorobenzaldehyde 
• 74903-80-3 (Z)-N-hydroxy-4-chloro-benzenecarboximidoyl chloride 
• 3848-36-0 4-chlorobenzaldoxime 
• 133362-01-3 4-chloro-α-nitro-benzaldehyde seqtrans-oxime 
• 29559-24-8 4-chlorophenylnitromethane 
• 33341-64-9 N-Chloro-4-chlorobenzamide 

Downstream Products

• 68-12-2 N,N-dimethyl-formamide 
• 623-03-0 4-Cyanochlorobenzene 
• 127-19-5 N,N-dimethyl acetamide 
• 872-50-4 1-methyl-pyrrolidin-2-one 
• 603-33-8 triphenylbismuthane 
• 931-20-4 1-methylpiperidin-2-one 
• 32377-72-3 1-p-Chlorphenyl-3-mesitylprop-2-ynonoxim 
• 27337-25-3 1-p-Chlorphenyl-3-phenylprop-2-ynonoxim 
• 10284-99-8 1-[3-(4-chlorophenyl)-isoxazol-5-yl]piperidine 
• 161064-10-4 3-(4-Chloro-phenyl)-5-vinyl-4,5-dihydro-isoxazole 
• 170648-35-8 3-(4-chlorophenyl)-5-hydroxy-4,5-dihydroisoxazole 
• 338749-78-3 N-((3-(4-chlorophenyl)isoxazol-5-yl)methyl)-2-(diethylamino)ethanamide 
• 31301-39-0 3-(4-chlorophenyl)-isoxazole 

Relevant articles and documents

Regioselective Synthesis of Fluorosulfonyl 1,2,3-Triazoles from Bromovinylsulfonyl Fluoride

A regioselective metal-free preparation of 4-fluorosulfonyl 1,2,3-triazoles from organic azides and a hitherto underexplored bromovinylsulfonyl fluoride building block is described. This reaction is very general and was extended to the synthesis of variou

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.

One-pot Synthesis of Some Novel Xanthine Derived Isoxazoles as Potent Antibacterial Agents

In search of better antibacterial agents, a series of novel xanthine derived 3,5-disubstituted isoxazole derivatives were synthesized (3a-3j) in one-pot using 8-chloro-1,3-dimethyl-7-(prop-2-yn-1-yl)-1H-purine-2,6(3H,7H)-dione and aromatic aldehydes and f

Novel access to 2-substituted quinolin-4-ones by nickel boride-mediated reductive ring transformation of 5-(2-nitrophenyl)isoxazoles

Reductive ring transformation of 3-substituted 5-(2-nitrophenyl)isoxazoles, readily accessible via 1,3-dipolar cycloaddition of 2-ethinylnitrobenzene with nitrile oxides, opens a novel access to 2-substituted quinolin-4-ones. Nickel boride, generated in situ from nickel chloride and sodium borohydride, allows, via simultaneous reduction of the nitro group and reductive cleavage of the isoxazole ring, the one-step conversion into the target quinolin-4-ones. This protocol tolerates various functional groups, except olefins, and thus is complementary to the reductive ring transformation with iron/acetic acid, which predominantly tolerates olefins.