29568-74-9

Basic information

• Product Name: 2-CHLORO-N-HYDROXY-BENZAMIDINE
• Synonyms: Benzenecarboximidoyl chloride, 2-chloro-N-hydroxy-;ALPHA,2-DICHLOROBENZALDOXIME
• CAS NO: 29568-74-9
• Molecular Formula: C₇H₅Cl₂NO
• Molecular Weight: 170.6
• Mol File: 29568-74-9.mol
• Article Data: 62

Chemical Properties

• Melting Point: 57-58 °C
• Boiling Point: 314.7±44.0 °C(Predicted)
• Appearance: /
• Density: 1.38±0.1 g/cm3(Predicted)
• PKA: 10.14±0.70(Predicted)
• CAS DataBase Reference: 2-CHLORO-N-HYDROXY-BENZAMIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-N-HYDROXY-BENZAMIDINE(29568-74-9)
• EPA Substance Registry System: 2-CHLORO-N-HYDROXY-BENZAMIDINE(29568-74-9)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 29568-74-9(Hazardous Substances Data)

Usage

Description

2-Chloro-N-Hydroxy-Benzamidine is a chemical compound that belongs to the class of organic compounds known as benzene and substituted derivatives. It is an aromatic compound containing one monocyclic ring system made up of benzene, featuring a monoamide group and a hydroxyl group attached to the benzene ring with a chlorine atom at the second carbon. This extremely weak basic compound can be utilized in various chemical reactions, serving as a reagent or even as a precursor for some organic synthesis processes.

Uses

Used in Chemical Synthesis:
2-Chloro-N-Hydroxy-Benzamidine is used as a reagent in chemical synthesis for its ability to participate in various organic reactions, contributing to the formation of new compounds.
Used in Research and Development:
In the field of research and development, 2-Chloro-N-Hydroxy-Benzamidine is used as a precursor in the synthesis of more complex organic molecules, aiding in the discovery and development of novel chemical entities.
Used in Pharmaceutical Industry:
Although specific applications are not detailed, 2-Chloro-N-Hydroxy-Benzamidine may be utilized in the pharmaceutical industry as a building block for the creation of new drug candidates, given its structural features that can be further modified in medicinal chemistry.

Upstream product

• 3717-28-0 2-chloro benzaldehyde oxime 
• 89-98-5 2-chloro-benzaldehyde 
• 3717-26-8 (E)-2-chlorobenzaldehyde oxime 
• 3717-26-8 2-chlorobenzaldoxime 

Downstream Products

• 4357-94-2 methyl 3-(2'-chlorophenyl)-5-methylisoxazole-4-carboxylate 
• 133942-58-2 3-(2-chlorophenyl)-4-oxo-6-acetoxy-3a,4,6,6a-tetrahydrofuro<3,4-d>isoxazole 
• 78-40-0 triethyl phosphate 
• 87174-55-8 [3-(2-Chloro-phenyl)-[1,2,4]oxadiazol-5-yl]-phosphonic acid diethyl ester 
• 129144-31-6 4-Acetyl-3-(2-chloro-phenyl)-isoxazole-5-carboxylic acid methyl ester 
• 2740-81-0 2-chlorophenylisothiocyanate 
• 86626-50-8 3-(o-chlorophenyl)-5-(carbamido)imino-Δ²-1,4,2-oxathiazoline 
• 73721-31-0 11-(2-Chloro-phenyl)-8H-9-oxa-7,10,11a-triaza-benzo[de]anthracene 
• 91780-82-4 3-(2-Chloro-phenyl)-5-isopropyl-4,5-dihydro-[1,2,4]oxadiazin-6-one 
• 139059-90-8 3-(2-chlorophenyl)-6-oxo-8,8-dimethyl-1-oxa-2,7-diazaspiro<4.4>non-2-ene 
• 104721-39-3 3-(2-Chloro-phenyl)-5-trifluoromethyl-isoxazole-4-carboxylic acid methyl ester 
• 104721-40-6 3-(2-Chloro-phenyl)-4-trifluoromethyl-isoxazole-5-carboxylic acid methyl ester 
• 104721-41-7 3-(2-Chloro-phenyl)-4-pentafluoroethyl-isoxazole-5-carboxylic acid methyl ester 
• 104745-05-3 3-(2-Chloro-phenyl)-5-pentafluoroethyl-isoxazole-4-carboxylic acid methyl ester 

Relevant articles and documents

A metal-free approach for in situ regioselective synthesis of isoxazoles via 1,3 dipolar cycloaddition reaction of nitrile oxide with propargyl bromide

Herein, we report a multi-component reaction (MCRs) to synthesise a range of 3-phenyl-5-(bromomethyl)isoxazoles analogues using DMF/water mixture as solvent, providing desired products in good to excellent yields. The reaction efficiently involves the 1,3-dipolar cycloaddition reaction between propargyl bromide and in situ-generated α-chloro aldoximes. The protocol proceeded well under mild metal-free conditions and showed a tolerance for a wide range of substituents. Graphical abstract: [Figure not available: see fulltext.]

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.

Triazole alcohol derivative as well as preparation method and application thereof

The invention relates to a triazole alcohol derivative as well as a preparation method and application thereof. The chemical structure of the triazole alcohol derivative is shown as a formula I, R1 represents a benzene ring or a substituted benzene ring, and substituent groups of the substituted benzene ring can be located at all positions of the benzene ring, can be mono-substituted or multi-substituted, and can be selected from a) halogen which is F and Cl; b) an electron withdrawing group which is cyano or trifluoromethyl; c ) a lower alkyl of 1-4 carbon atoms or a halogen substituted loweralkyl; and d) lower alkoxy of 1-4 carbon atoms or halogen substituted lower alkoxy. The compound of the invention has strong antifungal activity, has the advantages of low toxicity, wide antibacterial spectrum and the like, and can be used for preparing antifungal drugs.