216067-66-2

Basic information

• Product Name: O-[(2,4-diMethoxyphenyl)Methyl]hydroxylaMine
• Synonyms: O-(2,4-Dimethoxybenzyl);O-[(2,4-diMethoxyphenyl)Methyl]hydroxylaMine;O-(2,4-Dimethoxybenzyl)hydroxylamine
• CAS NO: 216067-66-2
• Molecular Formula: C₉H₁₃NO₃
• Molecular Weight: 183.20442
• Mol File: 216067-66-2.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 321.6±32.0 °C(Predicted)
• Appearance: /
• Density: 1.118
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 4.05±0.70(Predicted)
• CAS DataBase Reference: O-[(2,4-diMethoxyphenyl)Methyl]hydroxylaMine(CAS DataBase Reference)
• NIST Chemistry Reference: O-[(2,4-diMethoxyphenyl)Methyl]hydroxylaMine(216067-66-2)
• EPA Substance Registry System: O-[(2,4-diMethoxyphenyl)Methyl]hydroxylaMine(216067-66-2)

Safety Data

• Hazardous Substances Data: 216067-66-2(Hazardous Substances Data)

Usage

General Description

O-[(2,4-dimethoxyphenyl)methyl]hydroxylamine is a chemical compound with the molecular formula C9H13NO3, consisting of a hydroxylamine group attached to a benzene ring with two methoxy groups. It is used as a reagent in organic synthesis, particularly in the preparation of pharmaceuticals and agrochemicals. The compound is a versatile intermediate in the production of various drugs and can also be used in the synthesis of heterocyclic compounds and other organic molecules. Due to its role in the production of pharmaceuticals, O-[(2,4-dimethoxyphenyl)methyl]hydroxylamine is of interest to the pharmaceutical industry and academic research institutions for its potential applications in drug development and related fields.

Upstream product

• 7314-44-5 2,4-dimethoxylbenzyl alcohol 
• 216067-79-7 N-[(2,4-Dimethoxyphenyl)methyl]phthalimide 

Downstream Products

• 216067-73-1 N-(2,4-dimethoxy-benzyloxy)-3-(methyl-phenyl-sulfamoyl)-propionamide 
• 252671-09-3 N²-[4-(N-2,4-dimethoxybenzyloxyamino)-3S-hydroxy-2R-isobutylsuccinyl]-L-tert-leucine-N¹-methylamide 
• 952513-66-5 N-2,4-dimethoxybenzyloxy-2,3-O-isopropylidene erythronocarboxamide 
• 1235975-96-8 C₃₁H₃₆N₂O₆ 
• 216067-77-5 N-(2,4-dimethoxy-benzyloxy)-3-[(naphthalen-1-ylmethyl)-sulfamoyl]-N-(2,4,6-trimethoxy-benzyl)-propionamide 
• 216067-75-3 N-(2,4-dimethoxy-benzyloxy)-3-(4-phenoxy-phenylsulfamoyl)-N-(2,4,6-trimethoxy-benzyl)-propionamide 
• 215607-30-0 O-(2,4-dimethoxybenzyl)-N-(2,4,6-trimethoxybenzyl)hydroxylamine 

Relevant articles and documents

Aryl phosphoramidates of 5-phospho erythronohydroxamic acid, a new class of potent trypanocidal compounds

RNAi and enzymatic studies have shown the importance of 6-phosphogluconate dehydrogenase (6-PGDH) in Trypanosoma brucei for the parasite survival and make it an attractive drug target for the development of new treatments against human African trypanosomi

High-throughput catch-and-release synthesis of oxazoline hydroxamates. Structure-activity relationships in novel inhibitors of Escherichia coli LpxC: In vitro enzyme inhibition and antibacterial properties

LpxC is a zinc amidase that catalyses the second step of lipid A biosynthesis in Gram-negative bacteria. Oxazolines incorporating a hydroxamic acid, which is believed to coordinate to the single essential zinc ion, at the 4-position are known inhibitors of this enzyme. Some of these enzyme inhibitors exhibit antibacterial activity through their inhibition of LpxC. We recently developed a method for the synthesis of oxazolines using resin capture and ring-forming release that eliminates traditional purification steps and can be used in high-throughput synthesis. Using our method, oxazoline hydroxamates with diverse 2-substituents were prepared in library form as candidate inhibitors for LpxC. Two conventional methods for oxazoline synthesis were also applied to generate more than 70 compounds. The groups at the 2-position included a wide variety of substituted aromatic rings and a limited selection of alkyl groups. These compounds were screened against wild-type and LpxC inhibitor-sensitive strains of Escherichia coli, as well as wild-type Pseudomonas aeruginosa. Inhibition of the E. coli LpxC enzyme was also investigated. A broad correlation between enzyme inhibitory and antibacterial activity was observed, and novel compounds were discovered that exhibit antibacterial activity but fall outside earlier-known structural classes.

New hydroxylamines for the synthesis of hydroxamic acids

O-2,4-Dimethoxybenzyl hydroxylamine and O-2,4-dimethoxybenzyl-N-2,4,6- trimethoxybenzyl hydroxylamine have been prepared and used for the preparation of hydroxamic acid based inhibitors of biological interest.