5411-58-5

Basic information

• Product Name: ETHYL N,N-DIETHYLOXAMATE
• Synonyms: TIMTEC-BB SBB007933;Ethyl (diethylamino)(oxo)acetate;ETHYL DIETHYL OXAMATE;ETHYL N,N-DIETHYLOXAMATE;N,N-Diethyloxamic acid ethyl ester;NISTC5411585;N,N-Diethyloxamidic acid ethyl ester;2-(diethylamino)-2-keto-acetic acid ethyl ester
• CAS NO: 5411-58-5
• Molecular Formula: C₈H₁₅NO₃
• Molecular Weight: 173.21
• Mol File: 5411-58-5.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 218.7°C at 760 mmHg
• Flash Point: 86°C
• Appearance: /
• Density: 1.028g/cm³
• Vapor Pressure: 0.124mmHg at 25°C
• Refractive Index: 1.442
• PKA: -1.34±0.70(Predicted)
• CAS DataBase Reference: ETHYL N,N-DIETHYLOXAMATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL N,N-DIETHYLOXAMATE(5411-58-5)
• EPA Substance Registry System: ETHYL N,N-DIETHYLOXAMATE(5411-58-5)

Safety Data

• Safety Statements: S24/25:Avoid contact with skin and eyes.
• HazardClass: IRRITANT
• Hazardous Substances Data: 5411-58-5(Hazardous Substances Data)

Usage

Description

ETHYL N,N-DIETHYLOXAMATE, with the molecular formula C7H15NO3, is a clear, colorless liquid chemical compound. It is insoluble in water but readily soluble in organic solvents. ETHYL N,N-DIETHYLOXAMATE is characterized by its low toxicity, although it can cause skin, eye, and respiratory irritation if not handled properly.

Uses

Used in Chemical Synthesis:
ETHYL N,N-DIETHYLOXAMATE is utilized as an intermediate in the synthesis of other chemicals, playing a crucial role in the production of various compounds for different applications.
Used in Corrosion Inhibition:
As a corrosion inhibitor, ETHYL N,N-DIETHYLOXAMATE helps protect materials from the damaging effects of corrosion, extending their service life and improving their performance in various industries.
Used in Pesticide Formulation:
ETHYL N,N-DIETHYLOXAMATE is employed as a component in pesticides, contributing to the control of pests and the protection of crops and other plants.
Used in Plant Growth Regulation:
ETHYL N,N-DIETHYLOXAMATE also serves as a plant growth regulator, aiding in the management of plant growth and development to optimize agricultural productivity.
Used in Pharmaceutical Industry:
Although not explicitly mentioned in the provided materials, given its chemical properties and uses, it is plausible that ETHYL N,N-DIETHYLOXAMATE could also be used in the pharmaceutical industry as an intermediate for the synthesis of pharmaceutical compounds or as a component in drug formulations.
It is important to handle ETHYL N,N-DIETHYLOXAMATE with care and follow proper safety protocols to minimize the risk of irritation or other adverse effects.

InChI:InChI=1/C8H15NO3/c1-4-9(5-2)7(10)8(11)12-6-3/h4-6H2,1-3H3

Upstream product

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Downstream Products

• 148960-94-5 2,3-dioxo-3-phenyl-propionic acid diethylamide 
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• 1350443-91-2 C₂₃H₂₉NO₅ 

Relevant articles and documents

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Analogues of the Herbicide, N-Hydroxy- N-isopropyloxamate, Inhibit Mycobacterium tuberculosis Ketol-Acid Reductoisomerase and Their Prodrugs Are Promising Anti-TB Drug Leads

New drugs to treat tuberculosis (TB) are urgently needed to combat the increase in resistance observed among the current first-line and second-line treatments. Here, we propose ketol-acid reductoisomerase (KARI) as a target for anti-TB drug discovery. Twenty-two analogues of IpOHA, an inhibitor of plant KARI, were evaluated as antimycobacterial agents. The strongest inhibitor of Mycobacterium tuberculosis (Mt) KARI has a Ki value of 19.7 nM, fivefold more potent than IpOHA (Ki = 97.7 nM). This and four other potent analogues are slow- and tight-binding inhibitors of MtKARI. Three compounds were cocrystallized with Staphylococcus aureus KARI and yielded crystals that diffracted to 1.6-2.0 ? resolution. Prodrugs of these compounds possess antimycobacterial activity against H37Rv, a virulent strain of human TB, with the most active compound having an MIC90 of 2.32 ± 0.04 μM. This compound demonstrates a very favorable selectivity window and represents a highly promising lead as an anti-TB agent.

Visible Light-Driven, One-pot Amide Synthesis Catalyzed by the B12 Model Complex under Aerobic Conditions

A visible light responsive catalytic system with the B12 complex as the catalyst and [Ir(dtbbpy)(ppy)2]PF6 as the photosensitizer was developed. It provides a convenient and efficient way to synthesize amides. Based on this method, trichlorinated organic compounds were converted into amides in the presence of an amine under aerobic conditions at room temperature in a one-pot procedure. Various trichlorinated organic compounds and an amine source, such as primary, secondary, and cyclic amines, have been evaluated for this transformation, providing the expected products in moderate to excellent yields. Notably, product formation depended on the reaction atmosphere where the amide was obtained under aerobic conditions while partially dechlorinated products were obtained under anaerobic conditions. As this protocol is free from hazardous reagents, extra additives, noble metals, and dangerous gas, the present method provides a novel and efficient approach for amide synthesis under mild and easily controlled conditions.