49660-38-0

Basic information

• Product Name: Benzonitrile, 2-chloro-, N-oxide
• CAS NO: 49660-38-0
• Molecular Formula: C7H4ClNO
• Molecular Weight: 153.568
• Mol File: 49660-38-0.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: Benzonitrile, 2-chloro-, N-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: Benzonitrile, 2-chloro-, N-oxide(49660-38-0)
• EPA Substance Registry System: Benzonitrile, 2-chloro-, N-oxide(49660-38-0)

Safety Data

• Hazardous Substances Data: 49660-38-0(Hazardous Substances Data)

Upstream product

• 89-98-5 2-chloro-benzaldehyde 
• 3717-28-0 2-chloro benzaldehyde oxime 

Downstream Products

• 27025-79-2 3-(2-chloro-phenyl)-5-methoxy-isoxazole 
• 102878-37-5 5-ethoxy-3-(2-chloro-phenyl)-isoxazole 
• 33496-12-7 (3S,5E)-4t-acetoxy-3'-(2-chloro-phenyl)-9c,10t-epoxy-6,10c-dimethyl-(3rO,3at,11ac)-3a,4,7,8,9,10,11,11a-octahydro-4'H-spiro[cyclodeca[b]furan-3,5'-isoxazol]-2-one 
• 74346-90-0 2-hydroxy-1-(2-chlorophenyl)ethan-1-iminoxyl 
• 74346-90-0 C₈H₇ClNO₂ 
• 74954-99-7 (2-Chloro-phenyl)-[2-(4-hydroxy-phenyl)-[1,3]dithian-2-yl]-methanone oxime 
• 74346-91-1 C₁₁H₁₃ClNO 
• 74346-91-1 C₁₁H₁₃ClNO 
• 78555-85-8 (2-Chloro-phenyl)-(2-methyl-[1,3]dithian-2-yl)-methanone oxime 
• 78555-75-6 (2-Chloro-phenyl)-(2-isopropyl-[1,3]dithian-2-yl)-methanone oxime 
• 78555-77-8 2-phenyl-1,3-dithian-2-yl o-chlorophenylketoxime 
• 78555-78-9 (2-Chloro-phenyl)-[2-(4-methoxy-phenyl)-[1,3]dithian-2-yl]-methanone oxime 
• 74955-03-6 (2-Chloro-phenyl)-(2-pyridin-3-yl-[1,3]dithian-2-yl)-methanone oxime 
• 78555-84-7 (2-Chloro-phenyl)-(2-thiophen-2-yl-[1,3]dithian-2-yl)-methanone oxime 

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.

One-pot synthesis of isoxazolines from aldehydes catalyzed by iodobenzene

A convenient one-pot, three-step procedure for the synthesis of isoxazolines starting from aldehydes has been developed involving catalytic cycloaddition between nitrile oxides and alkenes, in which iodobenzene is used as the catalyst for the in situ generation of a hypervalent iodine intermediate. In this approach, the aldehydes are first transformed with hydroxylamine sulfate into aldoximes, which are then oxidized to nitrile oxides by the in situ generated hypervalent iodine intermediate; finally, a 1,3-dipolar cycloaddition between the nitrile oxides and alkenes occurs to provide the isoxazolines in moderate to good yields.

Design and synthesis of spiro derivatives of parthenin as novel anti-cancer agents

Several novel spiro derivatives of parthenin (1) have been synthesized by the dipolar cycloaddition using various dipoles viz; benzonitrile oxides, nitrones and azides with exocyclic double bond of C ring (α-methylene- γ-butyrolactone). Majority of the compounds exhibited improved anti-cancer activity compared to the parthenin, when screened for their in vitro cytotoxicity against three human cancer cell lines viz., SW-620, DU-145 and PC-3. In vivo screening of select analog revealed improved anti-cancer activity with low mammalian toxicity as compared to parthenin. The results of the cytotoxicity pattern of these derivatives reveals the SAR of these sesquiterpinoid lactones and possible role of α,β-unsaturated ketone of parthenin in inhibiting NF-kB. A mechanistic correlation of anti-cancer activity along with in vivo and western blotting experiments has been described.