35196-48-6

Basic information

• Product Name: Ethanedioic acid, monoethyl ester, hydrazide
• Synonyms: Ethanedioic acid, monoethyl ester, hydrazide;Ethanedioic acid 1-ethyl ester 2-hydrazide;Ethyl 2-hydrazino-2-oxoacetate;Ethyl carbazoylformate;Ethyl hydrogen oxalate hydrazide;Ethyl oxalyl hydrazide;Monoethyl oxalate hydrazide;Oxalic acid monoethyl ester hydrazide
• CAS NO: 35196-48-6
• Molecular Formula: C₄H₈N₂O₃
• Molecular Weight: 132.12
• Mol File: 35196-48-6.mol

Chemical Properties

• Melting Point: 50-52℃
• Appearance: /
• Density: 1.227
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• Solubility: Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly)
• PKA: 10.52±0.20(Predicted)
• CAS DataBase Reference: Ethanedioic acid, monoethyl ester, hydrazide(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanedioic acid, monoethyl ester, hydrazide(35196-48-6)
• EPA Substance Registry System: Ethanedioic acid, monoethyl ester, hydrazide(35196-48-6)

Safety Data

• Hazardous Substances Data: 35196-48-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Ethanedioic acid, monoethyl ester, hydrazide is used as a reagent in the synthesis of pharmaceuticals for its ability to react with a variety of organic and inorganic compounds, contributing to the development of new drug molecules.
Used in Agricultural Chemicals Industry:
Ethanedioic acid, monoethyl ester, hydrazide is used as a reagent in the production of agricultural chemicals, particularly for its herbicidal and fungicidal activities, helping to develop effective crop protection agents.
Used in Dyes Industry:
Ethanedioic acid, monoethyl ester, hydrazide is used as a reagent in the synthesis of dyes, enabling the creation of a wide range of colorants for various applications.
Used in Research and Development:
Ethanedioic acid, monoethyl ester, hydrazide is used as a compound of interest in research and development due to its potential mutagenic and tumorigenic properties, aiding in the study of genetic mutations and tumor formation mechanisms.

Upstream product

• 95-92-1 oxalic acid diethyl ester 

Downstream Products

• 128462-73-7 {N'-[1-(3-Bromo-phenyl)-meth-(E)-ylidene]-hydrazino}-oxo-acetic acid ethyl ester 
• 128462-72-6 {N'-[1-(4-Fluoro-phenyl)-meth-(E)-ylidene]-hydrazino}-oxo-acetic acid ethyl ester 
• 60214-04-2 ethyl 2-(2-benzoylhydrazineyl)-2-oxoacetate 
• 57844-36-7 ethyl 2-(2-(4-methoxybenzoyl)hydrazinyl)-2-oxoacetate 
• 40253-47-2 5-methyl-2H-[1,2,4]triazole-3-carboxylic acid ethyl ester 
• 128462-69-1 ethyl ester of the o-methoxybenzylidenehydrazide of oxalic acid 
• 128462-71-5 {N'-[1-(3-Fluoro-phenyl)-meth-(E)-ylidene]-hydrazino}-oxo-acetic acid ethyl ester 
• 858100-00-2 oxalic acid ethyl ester N²-(3-phenylpropyl)-carbonylhydrazide 
• 1080061-23-9 ethyl [2-({[tert-butyl(diphenyl)silyl]oxy}acetyl)hydrazino](oxo)acetate 

Relevant articles and documents

Design, Synthesis, and Biological Evaluation of Novel Acylhydrazone Derivatives as Potent Neuraminidase Inhibitors

Neuraminidase (NA) is an important target for current research on anti-influenza drugs. The acylhydrazone derivatives containing the -CONHN═CH- framework have been shown to have good NA inhibitory activity. In this paper, a series of novel acylhydrazone NA inhibitors (9a-9n) were designed and synthesized, and the inhibitory activities against NA were evaluated in vitro. The NA inhibition results showed that compound 9j has the most potent inhibitory activity (IC50 = 0.6 μM) against NA, which is significantly lower than that of the positive control oseltamivir carboxylic acid (OSC) (IC50 = 17.00 μM). Molecular docking analysis indicates that the acylhydrazone group plays an important role in compound 9j, which can bind well to the residues Arg371 and Arg292 in the S1 subsite of NA. The good potency of 9j may be also ascribed to the extending of morpholinyl ring into the 430-cavity. The results of this work may contribute to the development of more potent NA inhibitors to against mutant influenza viruses.

Acylhydrazone neuraminidase inhibitor as well as preparation method and application thereof

The invention relates to an acylhydrazone neuraminidase inhibitor as well as a preparation method and application thereof, and the acylhydrazone neuraminidase inhibitor has a structure as shown in a general formula L. The disclosed compound is novel in structure, and experiments show that the acylhydrazone neuraminidase inhibitor has good neuraminidase inhibition activity and is expected to be used for preparing medicines for inhibiting neuraminidase activity.

Design, synthesis and bioactivity evaluation of novel arylalkene-amide derivatives as dual-target antifungal inhibitors

Ergosterol as the core component of fungal cell membrane plays a key role in maintaining cell morphology and permeability. The squalenee epoxidase (SE) and 14-demethylase (CYP51) are the important rate-limiting enzymes for ergosterol synthesis. In the study, these active fragments, which is derived from the structural groups of the common antifungal agents, were docked into the active sites of dual targets (SE, CYP51), respectively. Some of active fragments with the matching MCSS_Score values were selected and connected to construct three different series of novel arylalkene-amide derivatives as dual-target (SE, CYP51) antifungal inhibitors. Subsequently, these compounds were further synthesized, and their bioactivity was evaluated. Most of compounds showed a certain degree of antifungal activity in vitro. It was worth noting that the target compounds 17a and 25a with excellent antifungal activity (0.125–4 μg/mL) can inhibit the fluconazole-resistant Candida Strain 17#, CaR, 632, and 901 in the range of MIC values (4–8 μg/mL). Furthermore, their molecular mechanism, structural stability and low toxicity were further confirmed. The molecular docking and ADMET properties were predicted to guide the subsequent optimization of target compounds.

Aryl amide derivatives and application thereof

The invention belongs to the field of drug synthesis, and relates to a novel aryl amide derivative. The invention relates to a strong antifungal effect of aryl amide derivatives, and also relates to applications of the compounds and pharmaceutically acceptable salts, hydrates, solvates or prodrugs thereof in preparation of medicines for treating fungal diseases, especially applications of medicines for treating and preventing pathogenic drug-resistant fungi. The invention provides a general formula shown in the specification.

5 - Alkyl - [1, 3, 4] - oxadiazole -2 - carboxylic acid alkyl ester method

The invention discloses a synthetic method of 5-alkyl-[1,3,4]-oxadiazole-2-alkyl ester formate. The synthetic method comprises the following steps: 1, performing ammonolysis reaction on dialkyl ester oxalate and hydrazine hydrate to obtain mono alkyl ester hydrazide oxalate; 2, performing acylation reaction on the obtained mono alkyl ester hydrazide oxalate and fatty acid anhydride to obtain 2-acylhydrazino-mono alkyl ester oxalate; and 3, performing dehydration cyclization reaction on the obtained 2-acylhydrazino-mono alkyl ester oxalate to obtain a target product, namely 5-alkyl-[1,3,4]-oxadiazole-2-alkyl ester formate. The synthetic method of the 5-alkyl-[1,3,4]-oxadiazole-2-alkyl ester formate, disclosed by the invention, can avoid the use of reagents with strong toxicity and strong corrosivity by improving the process, and is novel in route, high in yield, low in raw material and solvent price, safe, simple and convenient to operate, and suitable for industrial production.

Discovery of novel acylhydrazone neuraminidase inhibitors

Neuraminidase (NA) plays a crucial role in the replication and transmission of influenza virus. NA inhibitors have been developed as effective treatments for influenza A and B infections. In this paper, a new lead neuraminidase inhibitor 6a (IC50/su

Selective Activation of Human Caseinolytic Protease P (ClpP)

Caseinolytic protease P (ClpP) is the proteolytic component of the ClpXP protein degradation complex. Eukaryotic ClpP was recently found to act within the mitochondria-specific unfolded protein response (UPRmt). However, its detailed function a

Green synthesis of ethyl oxalate benzylidinyl hydrazides

Acylhydrazone compounds play an important role in medicine, materials and other fields. Herein we report the synthesis of ethyl oxalate benzylidinyl hydrazides by the reaction of benzaldehyde derivatives and ethyl oxalate hydrazide under catalyst-free con

A monoalkyl ester of oxalic acid - [(aryl) a alkenyl] acid radical jingjing apperception compound synthesis method (by machine translation)

The invention discloses a monoalkyl ester of oxalic acid - [(aryl) a alkenyl] acid radical jingjing apperception compound synthesis method. It includes: 1st step: the dialkyl oxalate reaction with hydrazine hydrate to obtain the oxalic acid monoalkyl ester acid radical jing; 2nd step: will be oxalic acid monoalkyl ester acid radical jing of different benzaldehyde derivatives obtained by reaction of the corresponding structure of a monoalkyl ester of oxalic acid - [(aryl) a alkenyl] hydrazide type compounds. With the organic solvent used in the past for synthesizing such compounds is different, the invention uses water as solvent, with green, economic characteristics; and high conversion rate, high yield, high reaction speed, simple post-treatment. (by machine translation)

Neuraminidase inhibitor and preparation method thereof

The invention discloses a neuraminidase inhibitor and a preparation method thereof. The preparation method comprises the following specific steps: (1) reacting diethyl oxalate with hydrazine hydrate to obtain monoethyl oxalate hydrazine; (2) reacting the monoethyl oxalate hydrazine with a benzaldehyde derivative in a solvent to obtain a monoethyl oxalate-[(aryl) methane] hydrazide compound; and (3) carrying out heating reaction on the monoethyl oxalate-[(aryl) methane] hydrazide compound and 4-morpholine propylamine in an organic solvent under the effect of a catalyst to obtain an acetic acid-2-[[3-(4-morpholine) amino]-2-oxo-2-[(aryl) methane] hydrazine neuraminidase inhibitor. The synthesized compound is novel in structure, and has good neuraminidase inhibiting activity.