36288-37-6

Basic information

• Product Name: N-hydroxy-4-methylbenzenecarboximidoyl chloride
• Synonyms: N-hydroxy-4-methylbenzenecarboximidoyl chloride
• CAS NO: 36288-37-6
• Molecular Weight: 169.611
• Mol File: 36288-37-6.mol
• Article Data: 96

Chemical Properties

• CAS DataBase Reference: N-hydroxy-4-methylbenzenecarboximidoyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: N-hydroxy-4-methylbenzenecarboximidoyl chloride(36288-37-6)
• EPA Substance Registry System: N-hydroxy-4-methylbenzenecarboximidoyl chloride(36288-37-6)

Safety Data

• Hazardous Substances Data: 36288-37-6(Hazardous Substances Data)

Upstream product

• 3717-15-5 p-methylbenzaldehyde oxime 
• 3235-02-7 p-methylbenzaldehyde oxime 
• 128-09-6 N-chloro-succinimide 
• 104-87-0 4-methyl-benzaldehyde 
• 459-23-4 (E)-4-fluorobenzaldehyde oxime 
• 589-18-4 4-Methylbenzyl alcohol 
• 3717-16-6 (Z)-4-methylbenzaldehyde oxime 

Downstream Products

• 26218-73-5 3,4-bis(4-methylphenyl)-1,2,5-oxadiazole-N-oxide 
• 61191-60-4 1-p-tolyl-3a,4,5,9b-tetrahydro-naphtho[1,2-d]isoxazole 
• 61191-59-1 3-p-tolyl-3a,4,5,9b-tetrahydro-naphtho[2,1-d]isoxazole 
• 72590-59-1 3'-p-tolyl-4'H-spiro[adamantane-2,5'-isoxazole] 
• 79379-87-6 methyl 5-methyl-3-(p-tolyl)isoxazole-4-carboxylate 
• 26718-19-4 3-p-tolyl-4,8b-dihydro-3aH-indeno[2,1-d]isoxazole 
• 54697-02-8 3,6-di-p-tolyl-1,4,2,5-dioxadiazine 
• 125324-43-8 (3aR,9aR)-3,8-Di-p-tolyl-3a,9a-dihydro-5aH-isoxazolo[4,5-e][1,2,4]oxadiazolo[4,5-a]pyridine 
• 125324-45-0 (6aR,9aS,9bR)-3,9-Di-p-tolyl-9a,9b-dihydro-6aH-isoxazolo[4,5-c][1,2,4]oxadiazolo[4,5-a]pyridine 
• 113003-55-7 (3aS,6R,6aR)-6-Ethoxy-3-p-tolyl-6,6a-dihydro-3aH-furo[3,4-d]isoxazol-4-one 
• 106726-25-4 5-Nitromethyl-3-p-tolyl-4,5-dihydro-isoxazole 
• 117998-98-8 (3aR,11aR)-3-p-Tolyl-3a,4,11,11a-tetrahydro-1,5,10-trioxa-2-aza-benzo[a]cyclopenta[e]cyclooctene 
• 114064-94-7 (5-Benzyl-tetrazol-2-yl)-p-tolyl-methanone oxime 
• 114006-49-4 (5-Benzyl-tetrazol-1-yl)-p-tolyl-methanone oxime 

Relevant articles and documents

Synthesis of 4-(4-ethyl-phenyl)-3-(4-methyl-phenyl)-1,2,4-oxadiazol-5(4H)-one and 4-(4-ethyl-phenyl)-3-(4-methyl-phenyl)-1,2,4-oxadiazole-5(4H)-thione and solvent effects on their infrared spectra in organic solvents

In the present study novel 4-(4-ethyl-phenyl)-3-(4-methyl-phenyl)-1,2,4-oxadiazol-5(4H)-one (compound (4)) and 4-(4-ethyl-phenyl)-3-(4-methyl-phenyl)-1,2,4-oxadiazole-5(4H)-thione (compound (5)) were synthesized. These oxadiazole ring derivatives were cha

Design and synthesis of sinomenine isoxazole derivatives via 1,3-dipolar cycloaddition reaction

A novel structure of sinomenine isoxazole derivatives is synthesised from sinomenine hydrochloride and aromatic aldehydes and requires six steps. 19 target compounds have been obtained in good yields. The sinomenine hydrochloride transforms to 4-alkynyl sinomenine, which is a key intermediate product to synthesise the target sinomenine isoxazole compounds, after a neutralisation reaction with ammonia and substitution reaction with 3-chloropropyne. Another key intermediate product is 1,3-dipole, which can be obtained from aromatic aldehyde. After treatment with hydroxylamine hydrochloride and then sodium carbonate solution, aromatic aldehyde is converted to aldehyde oxime, which reacts with N-chlorosuccinimide (NCS) to afford aryl hydroximino chloride. 1,3-Dipole is eventually formed in situ while triethylamine (TEA) in DMF is added dropwise. Then 4-alkynyl sinomenine is added to provide the sinomenine isoxazole derivative via 1,3-dipolar cycloaddition reaction as the key step. All the target compounds are characterised by melting point, 1H NMR, 13C NMR, HRMS and FT-IR spectroscopy.

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.