56843-28-8

Basic information

• Product Name: 2,4-DICHLOROBENZALDEHYDE OXIME
• Synonyms: AKOS B004067;2,4-DICHLOROBENZALDEHYDE OXIME;2,4-DICHLOROBENZALDOXIME;2,4-dichloro-benzaldehydoxime
• CAS NO: 56843-28-8
• Molecular Formula: C₇H₅Cl₂NO
• Molecular Weight: 190.03
• Product Categories: Aromatic Hydrazides, Hydrazines, Hydrazones and Oximes
• Mol File: 56843-28-8.mol

Chemical Properties

• Melting Point: 134℃
• Boiling Point: 271.3°Cat760mmHg
• Flash Point: 117.9°C
• Appearance: /
• Density: 1.38g/cm³
• Vapor Pressure: 0.00319mmHg at 25°C
• Refractive Index: 1.575
• CAS DataBase Reference: 2,4-DICHLOROBENZALDEHYDE OXIME(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-DICHLOROBENZALDEHYDE OXIME(56843-28-8)
• EPA Substance Registry System: 2,4-DICHLOROBENZALDEHYDE OXIME(56843-28-8)

Safety Data

• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S37/39:Wear suitable g
• Hazardous Substances Data: 56843-28-8(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
2,4-Dichlorobenzaldehyde oxime is used as a reagent for the formation of hydrazones, which are important in the synthesis of various organic compounds. Its ability to participate in cyclization, condensation, and oxidation reactions makes it a valuable component in the creation of complex organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2,4-Dichlorobenzaldehyde oxime is utilized as a key intermediate in the synthesis of various pharmaceuticals. Its reactivity and structural features allow for the development of new drug candidates and the improvement of existing medications.
It is crucial to handle 2,4-Dichlorobenzaldehyde oxime with care due to its potential harmful effects on human health if exposure or ingestion occurs. Proper safety measures should be implemented during its use to mitigate any risks associated with this compound.

InChI:InChI=1/C7H5Cl2NO/c8-6-2-1-5(4-10-11)7(9)3-6/h1-4,11H/b10-4+

Upstream product

• 95-73-8 2,4-dichlorotoluene 
• 391200-38-7 2-((2,4-dichlorobenzyl)oxy)tetrahydro-2H-pyran 
• 624286-51-7 2,4-dichlorobenzyl trimethysilyl ether 
• 95-00-1 2,4-dichloro-benzenemethanamine 
• 30866-46-7 N'-(2,4-dichlorobenzylidene)-2-iminochromen-3-carbohydrazide 
• 874-42-0 2,4-dichlorobenzaldeyhde 

Downstream Products

• 325744-54-5 C₁₀H₆Cl₃NO 
• 134516-40-8 dimethyl 3-(2,4-dichlorophenyl)isoxazole-4,5-dicarboxylate 
• 874-42-0 2,4-dichlorobenzaldeyhde 
• 13181-08-3 2,4-Dichloro-benzaldehyde O-(2,4-dinitro-phenyl)-oxime 
• 6574-98-7 2,4-dichlorobenzylnitrile 
• 61101-18-6 4-[1-(2,4-Dichloro-phenyl)-meth-(Z)-ylideneaminooxy]-3-nitro-benzoic acid methyl ester 
• 29203-60-9 2,4-dichloro-N-hydroxybenzenecarboximidoyl chloride 
• 51307-64-3 N-(2,4-dichlorobenzyl)hydroxylamine 
• 100726-70-3 3-(2,4-dichloro-phenyl)-5-methyl-isoxazole-4-carboxylic acid ethyl ester 
• 4402-78-2 3-(2,4-dichloro-phenyl)-5-methyl-isoxazole-4-carboxylic acid 

Relevant articles and documents

Synthesis and SAR study of simple aryl oximes and nitrofuranyl derivatives with potent activity against Mycobacterium tuberculosis

Background: Oximes and nitrofuranyl derivatives are particularly important compounds in medicinal chemistry. Thus, many researchers have been reported to possess antibacterial, antiparasitic, insecticidal and fungicidal activities. Methods: In this work, we report the synthesis and the biological activity against Mycobacterium tuberculosis H37RV of a series of fifty aryl oximes, ArCH=N-OH, I, and eight nitrofuranyl compounds, 2-nitrofuranyl-X, II. Results: Among the oximes, I: Ar = 2-OH-4-OH, 42, and I: Ar = 5-nitrofuranyl, 46, possessed the best activity at 3.74 and 32.0 μM, respectively. Also, 46, the nitrofuran compounds, II; X = MeO, 55, and II: X = NHCH2Ph, 58, (14.6 and 12.6 μM, respectively), exhibited excellent biological activities and were non-cytotoxic. Conclusion: The compound 55 showed a selectivity index of 9.85. Further antibacterial tests were performed with compound 55 which was inactive against Enterococcus faecalis, Klebisiella pneumonae, Pseudomonas aeruginosa, Staphylococcus aureus, Salmonella typhymurium and Shigel-la flexneri. This study adds important information to the rational design of new lead anti-TB drugs. Structure-activity Relationship (SAR) is reported.

Microwave synthesis method of benzaldoxime compounds

The invention discloses a microwave synthesis method of benzaldoxime compounds. The method comprises the following steps: dissolving a substituted benzaldehyde, hydroxylamine hydrochloride and an alkaline compound in an organic solvent, placing the formed solution in a microwave reaction kettle for a reaction, spin-drying the solvent after the reaction is finished, conducting mixed extraction withethyl acetate and water, separating an organic phase, carrying out drying with anhydrous sodium sulfate, and successively performing filtering and desolventizing to obtain a benzaldoxime compound. Based on the structure of the substituted benzaldehyde, the substituted benzaldoxime compound is obtained by reacting the aldehyde with hydroxylamine hydrochloride in the microwave reaction kettle. Themethod is simple in process, convenient to operate, short in reaction time and high in yield, meets the requirement for environment friendliness and improves economic benefits.

Design, synthesis of novel 4,5-dihydroisoxazole-containing benzamide derivatives as highly potent FtsZ inhibitors capable of killing a variety of MDR Staphylococcus aureus

Antibiotic resistance among clinically significant bacterial pathogens, such as methicillin-resistant Staphylococcus aureus (MRSA) and vancomycin-resistant S. aureus (VRSA) is becoming a prevalent threat to public health, and new antibacterial agents with novel mechanisms of action hence are in an urgent need. As a part of continuing effort to develop antibacterial agents, we rationally designed and synthesized two series of 4,5-dihydroisoxazol-5-yl and 4,5-dihydroisoxazol-3-yl-containing benzamide derivatives that targeted the bacterial cell division protein FtsZ. Evaluation of their activity against a panel of Gram-positive and -negative pathogens revealed that compound A16 possessing the 4,5-dihydroisoxazol-5-yl group showed outstanding antibacterial activity (MIC, ≤0.125–0.5 μg/mL) against various testing strains, including methicillin-resistant, penicillin-resistant and clinical isolated S. aureus strains. Besides, further mouse infection model revealed that A16 could be effective in vivo and non-toxic to Hela cells. Finally, a detailed discussion of structure-activity relationships was conducted, referring to the docking results. It is worth noting that substituting a 4,5-dihydroisoxazole ring for the isoxazole ring not only broadened the antibacterial spectrum but also resulted in a significant increase in antibacterial activity against S. aureus strains. Taken together, these results suggest a promising chemotype for the development of new FtsZ-targeting bactericidal agents.

Discovery of Natural Product-Based Fungicides (II): Semisynthesis and Biological Activity of Sarisan Attached 3-Phenylisoxazolines as Antifungal Agents

Many phytopathogenic fungi cause severe damage to crop yields. In continuation of our research aimed at the discovery and development of natural products-based fungicides, a series of thirty-one sarisan attached 3-phenylisoxazolines were synthesized and evaluated for their antifungal activities against five phytopathogenic fungi (B. cinerea, C. lagenarium, A. solani, F. solani, and F. graminearum). Among all title sarisan derivatives, compounds IV2, IV14 and IV23 showed potent antifungal activity against some phytopathogenic fungi. In particular, compound IV2 exhibited a broad-spectrum and more potent antifungal activity against A. solani, F. solani, and F. graminearum than the commercial fungicide Hymexazol. In addition, compounds IV2, IV14 and IV23 also displayed relative low toxicity on normal NRK-52E cells. This work will give some insights into the development of sarisan derivatives as new fungicide candidates in plant protection.

COMPOUNDS FOR MODULATING FXR

Provided herein are compounds of Formula (I), a stereoisomer, enantiomer or a pharmaceutically acceptable salt thereof; wherein variables are as defined herein; and their pharmaceutical compositions, which are useful as modulators of the activity of Farnesoid X receptors (FXR).

NITROGENOUS TRICYCLIC COMPOUNDS AND USES THEREOF IN MEDICINE

The present invention relates to nitrogenous tricyclic compounds and uses thereof in medicine, in particular, the present invention discloses a novel nitrogenous tricyclic compound used as an FXR active regulator and a stereoisomer, a geometrical isomer,

Terminal Alkyne-Assisted One-Pot Synthesis of Arylamidines: Carbon Source of the Amidine Group from Oxime Chlorides

A terminal alkyne-assisted protocol for the one-pot formation of a diverse range of arylamidines from a novel cascade reaction of in situ generated nitrile oxides, sulfonyl azides, terminal alkynes, and water by [3 + 2] cycloaddition and ring opening sequ

High-purity heat-stable crystal form of substituted 3-isoxazolidinone compound, and preparation method and application thereof

A high-purity heat-stable crystal form of a substituted 3-isoxazolidinone compound, and a preparation method and application thereof are provided. The crystal form is prepared through a specific method of the present technology, and is orthorhombic crysta

SO 2 F 2 -Promoted Dehydration of Aldoximes: A Rapid and Simple Access to Nitriles

A rapid, simple and mild process for the dehydration of aldoximes to give the corresponding nitriles, which utilizes SO 2 F 2 as an efficient reagent, has been developed. A variety of (hetero)arene, alkene, alkyne and aliphatic aldoximes proceeded with high efficiency to afford nitriles in excellent to quantitative yields with great functional group compatibilities in acetonitrile under ambient conditions. Furthermore, an eco-friendly synthetic protocol to access nitriles from aldehydes with ortho -, meta - and para -nitrile groups was also described in aqueous methanol by using inorganic base Na 2 CO 3, and a one-pot synthetic strategy to generate nitriles from aldehydes was proved to be feasible.

Copper-catalysed synthesis of 3,5-disubstituted isoxazoles enabled by pyridinyl benzimidazol (PBI) as a bidentate N-chelating ligand under mild conditions

In this paper, we introduced pyridinyl benzimidazol (PBI) as an easy-to-handle and bidentate N-chelating ligand that promote clean synthesis of 3,5-disubstituted isoxazoles in the presence of copper acetate as catalyst. This catalytic approach initiates with the hydroxyamination of aldehydes followed by chlorination and then generation of nitrile oxide which subsequently undergoes click-type [3?+?2]-dipolar cycloaddition with alkynes to give isoxazoles. This method provides an alternative green process to construct isoxazole derivatives.