29203-60-9

Basic information

• Product Name: 2,4-DICHLORO-N-HYDROXYBENZENECARBOXIMIDOYL CHLORIDE
• Synonyms: 2,4-DICHLORO-N-HYDROXYBENZENECARBOXIMIDOYL CHLORIDE;BUTTPARK 153\57-27;ALPHA,2,4-TRICHLOROBENZALDOXIME;2,4-DICHLORO-N-HYDROXYBENZIMIDOYL CHLORIDE
• CAS NO: 29203-60-9
• Molecular Formula: C₇H₄Cl₃NO
• Molecular Weight: 224.47
• Mol File: 29203-60-9.mol

Chemical Properties

• Melting Point: 93 °C
• Boiling Point: 339.7°Cat760mmHg
• Flash Point: 159.2°C
• Appearance: /
• Density: 1.53g/cm³
• Vapor Pressure: 3.51E-05mmHg at 25°C
• Refractive Index: 1.597
• CAS DataBase Reference: 2,4-DICHLORO-N-HYDROXYBENZENECARBOXIMIDOYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-DICHLORO-N-HYDROXYBENZENECARBOXIMIDOYL CHLORIDE(29203-60-9)
• EPA Substance Registry System: 2,4-DICHLORO-N-HYDROXYBENZENECARBOXIMIDOYL CHLORIDE(29203-60-9)

Safety Data

• Hazard Codes: C
• Statements: R34:Causes burns.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S36/37/39:Wear suitabl
• Hazardous Substances Data: 29203-60-9(Hazardous Substances Data)

Usage

Uses

Used in Agricultural Industry:
2,4-Dichloro-N-hydroxybenzenecarboximidoyl chloride is used as a herbicide for controlling broadleaf weeds and woody plants. It operates by disrupting the hormonal balance within plants, causing uncontrolled growth that ultimately leads to the death of the targeted flora.
Due to its high toxicity and the potential environmental impact, the application of 2,4-Dichloro-N-hydroxybenzenecarboximidoyl chloride is subject to strict regulations. It necessitates careful handling and precise application techniques to mitigate risks to both human health and the ecosystem.

InChI:InChI=1/C7H4Cl3NO/c8-4-1-2-5(6(9)3-4)7(10)11-12/h1-3,12H

Upstream product

• 874-42-0 2,4-dichlorobenzaldeyhde 
• 56843-28-8 2,4-dichlorobenzaldoxime 

Downstream Products

• 37737-64-7 3-(2,4-dichloro-phenyl)-4-ethyl-5-phenyl-4,5-dihydro-[1,2,4]oxadiazole 
• 37737-66-9 [3-(2,4-dichloro-phenyl)-5-phenyl-4,5-dihydro-isoxazol-5-yl]-ethyl-amine 
• 37737-67-0 3-(2,4-dichloro-phenyl)-4-ethyl-5-methyl-5-phenyl-4,5-dihydro-[1,2,4]oxadiazole 
• 54696-53-6 3,4-di-(2,4-dichlorophenyl)furoxan 
• 27271-38-1 3-(2,4-dichloro-phenyl)-4,8b-dihydro-3aH-indeno[2,1-d]isoxazole 
• 149009-63-2 <<(2,4-dichlorophenyl)(hydroximino)methyl>thio>acetic acid 
• 133808-28-3 [2-(2,4-Dichloro-benzoylaminooxy)-2-oxo-ethyl]-carbamic acid benzyl ester 
• 138535-70-3 3-(2,4-dichlorophenyl)-5-(1,2-O-isopropylidene-α-D-xylo-tetrafuranos-4-yl)-2-isoxazoline 
• 138535-70-3 (3aR,5S,6S,6aR)-5-[(S)-3-(2,4-Dichloro-phenyl)-4,5-dihydro-isoxazol-5-yl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol 
• 159693-11-5 3-(2,4-Dichloro-phenyl)-5-trifluoromethyl-isoxazole-4-carboxylic acid methyl ester 
• 159693-19-3 5-(Chloro-difluoro-methyl)-3-(2,4-dichloro-phenyl)-isoxazole-4-carboxylic acid methyl ester 
• 293314-15-5 C₇H₄Cl₂N₄O 
• 215319-12-3 3-(2,4-dichlorophenyl)-5-hydroxymethylisoxazole 
• 6574-98-7 2,4-dichlorobenzylnitrile 

Relevant articles and documents

Seeking potent anti-tubercular agents: Design, synthesis, anti-tubercular activity and docking study of various ((triazoles/indole)-piperazin-1-yl/1,4-diazepan-1-yl)benzo[d]isoxazole derivatives

A series of thirty eight novel 3-(4-((substituted-1H-1,2,3-triazol-4-yl)methyl)piperazin-1-yl/1,4-diazepan-1-yl)benzo[d]isoxazole and 1-(4-(benzo[d]isoxazol-3-yl)piperazin-1-yl/1,4-diazepan-1-yl)-2-(1H-indol-3-yl)substituted-1-one analogues were synthesised, characterised using various analytical techniques and evaluated for in vitro anti-tubercular activity against Mycobacterium tuberculosis H37Rv strain and two 'wild' strains Spec. 210 and Spec. 192. The titled compounds exhibited minimum inhibitory concentration (MIC) ranging from 6.16 to >200 μM. Among the tested compounds, 7i, 7y and 7z exhibited moderate activity (MIC = 24.03-29.19 μM) and 7j exhibited very good anti-tubercular activity (MIC = 6.16 μM). Furthermore, 7i, 7j, 7y and 7z were found to be non-toxic against mouse macrophage cell lines when screened for toxicity. All the synthesised compounds were docked to pantothenate synthetase enzyme site to know deferent binding interactions with the receptor.

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,

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.

Synthesis and biological activity of ethyl 2-(5-methyl-3-arylisoxazole-4-carboxamido)-4-alkylthiazole-5-carboxylate

A series of novel ethyl 2-(5-methyl-3-arylisoxazole-4-carboxamido)-4-alkylthiazole-5-carboxylates I-1-6 were synthesized. The structures of all target compounds were characterized by 1H NMR, 13C NMR, IR,MS and elemental analyses. Their fungicidal and herbicidal activities were evaluated. The results of preliminary bioassays show that the title compounds I-4 possess 20-50% inhibition against most of the tested plants at the dosage of 150 g ai/ha, while the title compounds I-1-5 possess 32-58% inhibition against FusaHum graminearum, Thanatephorus cucumeris, Botrytis cinereapers and Fusarium oxysporum in vitro at the concentration of 100 mg/L.

Efficient synthesis of 1,2,4-oxadiazine-5-ones via [3+3] cycloaddition of in situ generated aza-oxyallylic cations with nitrile oxides

1,2,4-Oxadiazin-5-ones were prepared via [3+3] cycloaddition of in situ generated aza-oxyallylic cations with nitrile oxides in good yields and excellent functional group compatibility. This efficient transformation is metal-free and is promoted by an inorganic base Cs2CO3. In addition, this reaction features simple-operation, mild conditions, and high regioselectivity.

POLYCYCLIC PYRAZOLINONE DERIVATIVE AND HERBICIDE COMPRISING SAME AS EFFECTIVE COMPONENT THEREOF

Provided are a polycyclic pyrazolinone derivative indicated by general formula (1) (in the formula, R1, X1, X2, X3, and Y indicate the definitions provided in the Specification) and a herbicide comprising same as effective component thereof.

Design, synthesis and antimycobacterial activity of various 3-(4-(substitutedsulfonyl)piperazin-1-yl)benzo[ d[isoxazole derivatives

In this communication, we synthesized a series of twenty four novel 3-(4-(substitutedsulfonyl)piperazin-1-yl)benzo[d]isoxazole analogues, characterized using various spectroscopic techniques and evaluated for their in vitro anti-tubercular activity against Mycobacterium tuberculosis (MTB) H37Rv strain. The titled compounds exhibited Minimum inhibitory concentration (MIC) between 3.125 and >50 μg/mL. Among the tested compounds, 5c, 6a, 6j and 6p exhibited moderate activity (MIC Combining double low line 12.5 μg/mL), while 5a and 6i exhibited good activity (MIC Combining double low line 6.25 μg/mL) and 6b (MIC Combining double low line 3.125 μg/mL) exhibited very good anti-tubercular activity. In addition, the analogues 5a, 5c, 6a, 6b, 6i, 6j and 6p were subjected to toxicity studies against mouse macrophage (RAW 264.7) cell lines to analyse the selectivity profile of the newly synthesized compounds and selectivity index of the most active compound was found to be >130 indicating suitability of the compound for further drug development. Structure of 6b was further substantiated through single crystal XRD.

Synthesis and biological activity of 3-substituted isoxazolecarboxamides

A series of novel 3-substituted isoxazolecarboxamides have been prepared. A key step was 1,3-dipolar cycloaddition of nitrile oxides to α,β-unsaturated esters. Some of these compounds exhibited high fungicidal activities against Alternaria alternata, Botrytis cinerea, Rhizoctonia solani, Fusarium culmorum, and Phytophthora cactorum.