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

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

Uses

Used in Pharmaceutical Industry:
O-[(2,4-diMethoxyphenyl)Methyl]hydroxylaMine is used as a reagent in the synthesis of various drugs, serving as a key component in the development of new pharmaceuticals. Its role in drug production makes it a valuable asset for both the pharmaceutical industry and academic research institutions.
Used in Agrochemical Production:
O-[(2,4-diMethoxyphenyl)Methyl]hydroxylaMine is also utilized as a reagent in the synthesis of agrochemicals, contributing to the development of new products for agricultural applications.
Used in Organic Synthesis:
O-[(2,4-diMethoxyphenyl)Methyl]hydroxylaMine is used as a versatile intermediate in organic synthesis, enabling the creation of heterocyclic compounds and other organic molecules, which can have a wide range of applications across different industries.
Used in Academic Research:
In academic research, O-[(2,4-diMethoxyphenyl)Methyl]hydroxylaMine is employed for its potential applications in drug development and related fields, providing a foundation for innovative studies and discoveries in chemistry and medicine.

Upstream product

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

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

Design, synthesis and molecular modeling study of iminodiacetyl monohydroxamic acid derivatives as MMP inhibitors

As the matrix metalloproteinases (MMPs) can be massively up-regulated in degenerative tissues and degrade the extracellular matrix, these key enzymes are promising targets for the therapy of cancer and other degenerative diseases. Here, we are presenting a series of new non-peptidic hydroxamate-based matrix metalloproteinase inhibitors, MMPIs, incorporating the iminodiacetic (IDA) hydroxamic acid scaffold, as mimics of truncated peptidic MMPIs. A series of alkylaryl and sulfonylaryl groups, on the IDA basic scaffold, was investigated with the aim of improving potency and selectivity against MMPs involved in degenerative diseases. The sulfonamide based IDA derivatives studied (compounds B1-B3) showed to be potent (nM range) against deep S1′ pocket MMPs enzymes (i.e., MMP-2).

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.

O-Protected N-(2-Nitrophenylsulfonyl)hydroxylamines: Novel Reagents for the Synthesis of Hydroxamates

Preparative methods for novel O-protected N-(2-nitrophenylsulfonyl)hydroxylamines (8a-e) are described. Their versatility as intermediates en route to polyhydroxamates is examplified by the synthesis of a non-amide DFO analog 22.

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.