84772-12-3

Usage

Uses

Used in Pharmaceutical and Agrochemical Production:
O-(3,4-dichlorobenzyl)hydroxylaMine is utilized as a key intermediate in the synthesis of pharmaceuticals and agrochemicals, contributing to the development of new drugs and pesticides.
Used in Water Treatment:
O-(3,4-dichlorobenzyl)hydroxylaMine serves as a corrosion inhibitor, helping to protect metal surfaces from degradation in water treatment systems.
Used in Polymer Production:
O-(3,4-dichlorobenzyl)hydroxylaMine is employed as a stabilizer in the production of polymers, enhancing the stability and performance of the final polymer products.
Used in Antimicrobial Applications:
O-(3,4-dichlorobenzyl)hydroxylaMine exhibits antibacterial and antifungal properties, making it useful in applications requiring the control of microbial growth.
It is crucial to handle O-(3,4-dichlorobenzyl)hydroxylaMine with care due to its toxic nature and potential to cause irritation to the skin, eyes, and respiratory system.

InChI:InChI=1/C7H7Cl2NO.ClH/c8-6-2-1-5(4-11-10)3-7(6)9;/h1-3H,4,10H2;1H

Upstream product

• 38936-82-2 2-(3,4-dichlorobenzyloxy)isoindole-1,3-dione 
• 1805-32-9 3,4-dichlorobenzyl alcohol 
• 6287-38-3 3,4-dichlorobenzaldehyde 
• 18880-04-1 3,4-dichlorobenzyl bromide 
• 321430-36-8 2-(2,3-Dichloro-benzyloxy)-isoindole-1,3-dione 
• 102-47-6 3,4-Dichlorophenylmethyl chloride 
• 107517-57-7 Benzhydroxamsaeure-<3.4-dichlor-benzylaether> 
• 15308-35-7 N-(3,4-Dichlor-benzyloxy)-carbamidsaeure-ethylester 

Downstream Products

• 101096-51-9 N-<4-Chlor-benzyl>-N'-<3,4-dichlor-benzyloxy>-thioharnstoff 
• 107919-78-8 N-<3,4-Dichlor-benzyl>-N'-<3,4-dichlor-benzyloxy>-thioharnstoff 
• 100623-42-5 N-<4-Chlor-phenyl>-N'-<3.4-dichlor-benzyloxy>-harnstoff 
• 100622-37-5 N-(4-Brom-phenyl)-N'-<3,4-dichlor-benzyloxy>-harnstoff 
• 99310-72-2 N-Methyl-N'-(3,4-dichlor-benzyloxy)-thioharnstoff 
• 30204-34-3 3-(3,4-Dichloro-benzyloxyamino)-propionic acid methyl ester 
• 1299491-53-4 4,5-dibromo-1H-pyrrole-2-carboxylic acid (3,4-dichlorobenzyloxy)amide 
• 15256-10-7 4-((ammoniooxy)methyl)-1,2-dichlorobenzene chloride 

Relevant academic research and scientific papers

Synthesis, Crystal Structure, Herbicidal Activity, and SAR Study of Novel N-(Arylmethoxy)-2-chloronicotinamides Derived from Nicotinic Acid

Nicotinic acid, also known as niacin, is a natural product, which is widely found in plants and animals. To discover novel natural-product-based herbicides, a series of N-(arylmethoxy)-2-chloronicotinamides were designed and synthesized. Some of the new N-(arylmethoxy)-2-chloronicotinamides exhibited excellent herbicidal activity against Agrostis stolonifera (bentgrass) at 100 μM. Compound 5f (2-chloro-N-((3,4-dichlorobenzyl)oxy)nicotinamide) possessed excellent herbicidal activity against Lemna paucicostata (duckweed), with an IC50 value of 7.8 μM, whereas the commercial herbicides clomazone and propanil had values of 125 and 2 μM, respectively. The structure-activity relationships reported in this paper could be used for the development of new herbicides against monocotyledonous weeds.

N-(benzyloxy)-2-chloronicotinamide compound as well as preparation method and application thereof

The invention belongs to the technical field of chemical synthesis and medicine application, and particularly relates to preparation and application of an N-(benzyloxy)-2-chloronicotinamide compound. The preparation method comprises the following steps: reacting phthalic anhydride with hydroxylamine, then reacting with triethylamine for acidification to prepare N-hydroxyphthalimide, then carrying out substitution and hydrazinolysis, and finally reacting with dichloronicotinoyl chloride to prepare the N-(benzyloxy)-2-chloronicotinamide compound. The preparation method disclosed by the invention is simple and convenient to operate, the structure of the obtained product is confirmed by a nuclear magnetic hydrogen spectrum, herbicidal activity tests are carried out on the obtained 15 target products, and results show that all target compounds have an obvious inhibition effect on the seeds of the Agrostis matsumurae under the concentration of 1mM, and the inhibition effect reaches 100%; and along with the decrease of the concentration, even if the concentration reaches 100 [mu] M, the target compound can still show good herbicidal activity.

Stereoisomerization of human constitutive androstane receptor agonist CITCO

CITCO (6-(4-chlorophenyl)imidazo[2,1-b][1,3]thiazole-5-carbaldehyde-O-(3,4-dichlorobenzyl) oxime) is a widely used agonist of the human constitutive androstane receptor (hCAR), a key hepatic xenobiotic sensor protein with emerging therapeutic indications.

O-alkylhydroxylamines as rationally-designed mechanism-based inhibitors of indoleamine 2,3-dioxygenase-1

Indoleamine 2,3-dioxygenase-1 (IDO1) is a promising therapeutic target for the treatment of cancer, chronic viral infections, and other diseases characterized by pathological immune suppression. Recently important advances have been made in understanding IDO1's catalytic mechanism. Although much remains to be discovered, there is strong evidence that the mechanism proceeds through a heme-iron bound alkylperoxy transition or intermediate state. Accordingly, we explored stable structural mimics of the alkylperoxy species and provide evidence that such structures do mimic the alkylperoxy transition or intermediate state. We discovered that O-benzylhydroxylamine, a commercially available compound, is a potent sub-micromolar inhibitor of IDO1. Structure-activity studies of over forty derivatives of O-benzylhydroxylamine led to further improvement in inhibitor potency, particularly with the addition of halogen atoms to the meta position of the aromatic ring. The most potent derivatives and the lead, O-benzylhydroxylamine, have high ligand efficiency values, which are considered an important criterion for successful drug development. Notably, two of the most potent compounds demonstrated nanomolar-level cell-based potency and limited toxicity. The combination of the simplicity of the structures of these compounds and their excellent cellular activity makes them quite attractive for biological exploration of IDO1 function and antitumor therapeutic applications.

Transformation of masked benzyl alcohols to: O -aminobenzaldehydes through C-H activation: A facile approach to quinazolines

Direct transformation of a directing group to important synthetic units would provide a high atom efficiency synthetic approach in synthetic chemistry. Herein, a convenient protocol for the synthesis of o-aminobenzaldehyde and benzoxazole derivatives from benzyl alcohols has been developed by employing (N,N-dimethyl)oxamoyl amide as a directing group in a palladium-catalyzed intramolecular amination. Furthermore, the attached directing center may not only be transformed into the product, but may also be further applied to generate synthetically important quinazoline and quinoline units. Finally, a high atom efficiency one-pot, two-step approach to form quinazolines from benzyl alcohol derivatives has been achieved in good yields, thus demonstrating its high utility.

Design, synthesis and antifungal activities of novel pyrrole alkaloid analogs

A series of novel analogs of pyrrole alkaloid were designed and synthesized by a facile method and their structures were characterized by 1H NMR, 13C NMR and high-resolution mass spectrometry (HRMS). The structure of compound 2a was identified by 2D NMR including heteronuclear multiple-quantum coherence (HMQC), heteronuclear multiple-bond correlation (HMBC) and H-H correlation spectrometry (H-H COSY) spectra. Their antifungal activities against five fungi were evaluated, and the results indicated that some of the title compounds showed moderate fungicidal activities in vitro against Alternaria solani, Cercospora arachidicola, Fusarium omysporum, Gibberella zeae and Physalospora piricola at the dosage of 50 μg mL -1. Compound 2a and 3a exhibited good activities against P. piricola at low dosage.