52370-40-8

Usage

Uses

Used in Organic Synthesis:
O-[(2,4-Dichlorophenyl)methyl]hydroxylamine is used as a reagent in organic synthesis for its ability to participate in various chemical reactions, facilitating the creation of new compounds and materials.
Used in Pharmaceutical Production:
In the pharmaceutical industry, O-[(2,4-Dichlorophenyl)methyl]hydroxylamine is used as an intermediate in the production of various pharmaceuticals. Its unique structure and reactivity make it a valuable component in the synthesis of drugs with specific therapeutic properties.
Used in Agrochemicals:
O-[(2,4-Dichlorophenyl)methyl]hydroxylamine also finds application in the agrochemical sector, where it serves as an intermediate in the synthesis of compounds used in agriculture, potentially contributing to the development of new pesticides or other agrochemical products.
Used in Chemical Manufacturing:
In the broader chemical manufacturing industry, O-[(2,4-Dichlorophenyl)methyl]hydroxylamine is utilized for its versatility in chemical reactions, contributing to the production of a wide array of chemical products and intermediates.

Upstream product

• 94-99-5 2,4-Dichlorobenzyl chloride 
• 20443-99-6 2,4-dichlorobenzyl bromide 
• 339106-00-2 2-(2,4-dichlorobenzyloxy)isoindole-1,3-dione 
• 1777-82-8 (2,4-dichlorophenyl)methanol 

Downstream Products

• 51572-93-1 O-(2,4-dichlorobenzyl)hydroxylamine hydrochloride 
• 1299491-52-3 4,5-dibromo-1H-pyrrole-2-carboxylic acid (2,4-dichlorobenzyloxy)amide 
• 100873-19-6 O-<2.4-Dichlor-benzyl>-2.4-dichlor-benzaldoxim 
• 41970-84-7 3-[(2,4-dichloro-benzyloxyimino)-methyl]-rifamycin 
• 107922-31-6 N-<3,4-Dichlor-benzyl>-N'-<2,4-dichlor-benzyloxy>-thioharnstoff 

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.

Design, synthesis, molecular docking and biological evaluation of novel coumarin-oxime ether derivatives as COX-2 inhibitors

Coumarin-oxime ether derivatives (14-25) were synthesized by an efficient and straight forward procedure from the reaction of 3-acetyl coumarin (1) and o-substituted benzyl hydroxyl amines (2-13) in pyridinium p-toluenesulfonate/dichloromethane (PPTS/DCM)

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.

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.

Synthesis and fungicidal activity of macrolactams and macrolactones with an oxime ether side chain

Three series of novel macrolactams and macrolactones - 12-alkoxyimino- tetradecanlactam, 12-alkoxyiminopentadecanlactam, and 12-alkoxyiminodecanlactone derivatives (7A, 7B, and 7C) - were synthesized from corresponding 12-oxomacrolactams and 12-oxomacrolactone. Their structures were confirmed by 1H NMR and elemental analysis. The Z and E isomers of 7A and 7B were separated, and their configurations were determined by 1H NMR. These compounds showed fair to excellent fungicidal activities against Rhizoctonia solani Kuehn. It is interesting that the Z and E isomers of most of the compounds have quite different fungicidal activities. The fact that the compounds have a gradual increase of fungicidal activity in the order of 7A, 7C, and 7B indicated that the macrocyclic derivatives with a hydrogen-bonding acceptor (=N-O-) and a hydrogen-bonding donor (-CONH-) on the ring, and a three methylenes distance (CH2CH2CH2) between these two functional groups, exhibited the best fungicidal activity. The bioassay also showed that 7B not only has good fungicidal activity but also may have a broad spectrum of fungicidal activities.

Oximes of 3 formylrifamycin SV. Synthesis, antibacterial activity, and other biological properties

The synthesis of the oximes of 3 formylrifamycin SV and the preparation of some of the O substituted hydroxylamine intermediates are described. The chemical and physical characteristics, the antibacterial activity on wild type and rifampicin resistant strains, and other biological properties of the new derivatives are reported. Structure activity relationships show that increasing the lipophilicity of the oxime substituent decreases the antibacterial activity, both in vitro and in experimental infection, whereas inhibition of a rifampicin resistant strain of S. aureus and of several transcribing enzymes is increased.