20730-02-3

Usage

Uses

Used in Pharmaceutical Industry:
N-PHENYL-N'-PROPIONYLHYDRAZINE is used as a potential antithyroid agent for the treatment of hyperthyroidism. It functions by inhibiting the enzyme thyroid peroxidase, thereby reducing the overproduction of thyroid hormones that characterize this condition.
Used in Medicinal Chemistry Research:
N-PHENYL-N'-PROPIONYLHYDRAZINE is utilized as a compound of interest in the development of new therapies for thyroid-related disorders. Its unique ability to target thyroid hormone synthesis makes it a valuable asset in the search for novel treatments.
Used in Organic Chemical Synthesis:
N-PHENYL-N'-PROPIONYLHYDRAZINE is employed as a reagent in organic chemical synthesis, where it aids in the creation of new compounds and contributes to the advancement of chemical research and development.

Upstream product

• 23813-44-7 (1-nitro-propylidene)-phenyl-hydrazine 
• 802294-64-0 propionic acid 
• 100-63-0 phenylhydrazine 
• 79-05-0 Propionamid 
• 54264-50-5 1-(1H-benzo[d][1,2,3]triazol-1-yl)propan-1-one 
• 34885-34-2 phenyldiazonium acetate 
• 79-03-8 propionyl chloride 
• 105-37-3 Ethyl propionate 

Downstream Products

• 28669-40-1 5-ethyl-3-phenyl-1,3,4-oxadiazol-2(3H)-one 
• 1504-06-9 3-methylindolin-2-one 
• 73941-17-0 N-phenyl-N'-propyl-hydrazine 
• 42108-41-8 N,N-Diphenyl-N'-propionylhydrazine 
• 93311-78-5 1-Propionyl-2,4-diphenyl-semicarbazid 
• 19525-45-2 2-chloro-5-ethyl-3-phenyl-2,3-dihydro-[1,3,4,2]oxadiazaphosphole 
• 92186-55-5 1,2-Dipropionyl-1-phenylhydrazine 
• 92522-01-5 1-propionyl-3-methyl-2-phenyl-5-hydroxypyrazolidine 
• 92530-82-0 1-propionyl-3-methyl-2-phenyl-5-(1-phenyl-2-propionylhydrazino)pyrazolidine 
• 92521-90-9 1-propiomyl-2-phenyl-5-hydroxypyrazolidine 
• 92530-83-1 1-propionyl-2-phenyl-5-(1-phenyl-2-propionylhydrazino)pyrazolidine 
• 112933-57-0 propanoic acid, 2-(3-cyanopropyl)-2-phenyl hydrazide 
• 115419-52-8 N-phenylpropionohydrazonoyl chloride 
• 62-53-3 aniline 

Relevant academic research and scientific papers

A formal [3+2] cycloaddition reaction of: N -methylimidazole as a masked hydrogen cyanide: Access to 1,3-disubstitued-1 H -1,2,4-triazoles

N-Methylimidazole (NMI) can act as a masked HCN in the synthesis of 1,3-disubstitued-1H-1,2,4-triazoles via a formal cycloaddition reaction of hydrazonoyl chloride with NMI. The product was proved to be formed via an initial nucleophilic substitution of hydrazonoyl chloride with NMI following cyclization and two sequential C-N bond cleavages. This journal is

[3+2]-cycloaddition of in situ generated nitrile imines and acetylene for assembling of 1,3-disubstituted pyrazoles with quantitative deuterium labeling

A novel synthetic methodology for the preparation of 1,3-disubstituted pyrazoles from in situ generated nitrile imines and acetylene is reported. The reactions are performed in a simple two-chamber reactor. One part of the reactor is loaded with hydrazonoyl chloride precursors of active nitrile imine species and a base. The other part is used to generate acetylene from CaC2 and water. Partitioning of the reactants improves the yields of desired pyrazoles up to 99% and simplifies their isolation to a simple procedure of solvent evaporation. The approach requires no complex equipment and utilizes inexpensive, safe, and easy to handle calcium carbide as a starting material. A model deuterium incorporation is carried out according to the developed methodology, producing a series of novel 4,5-dideuteropyrazoles with excellent deuterium enrichment. Theoretical calculations on reaction mechanism and characterization of possible intermediate structures were performed.

Synthesis of indoles via alkylidenation of acyl hydrazides

Indoles have been synthesised via alkylidenation of acyl phenylhydrazides using phosphoranes and the Petasis reagent, followed by in situ thermal rearrangement of the product enehydrazines. The Petasis reagent provides an essentially neutral equivalent of the [acid-catalysed] Fischer indole synthesis, but with acyl phenylhydrazides as starting substrates. Alkylidene triphenylphosphoranes convert aroyl phenylhydrazides to indoles, but acyl phenylhydrazides derived from aliphatic carboxylic acids undergo a Brunner reaction to form indolin-2-ones.

A facile synthesis of acylhydrazines from acylbenzotriazoles

Acylbenzotriazoles were found to react with substituted hydrazines and aqueous hydrazine under very mild conditions, thus affording a facile synthesis of three types of acylhydrazines in moderate to excellent yields.

Preparation, properties, and reductive alkylation of arylhydrazides

1 [-Acy]-2-arylhydrazines (1), readily obtained in high yield from the condensation of arylhydrazines and the appropriate liquid carboxylic acid (2), underwent reductive alkylation with the same or different liquid carboxylic acids (2) and NaBH4 to give 1-acyl-2-alkyl-2-arylhydrazines (3) in good to moderate yields. The carboxylic acid has both the role of supplying the entering alkyl group and of acting as solvent. Most likely, it also modifies the BH4- anion to an active reducing agent under those conditions. The 1H NMR criteria for identifying the location of acylation of hydrazines and E and Z isomers are given. The MS spectra of the prepared hydrazides were analyzed in order to identify relevant structural features leading to specific fragmentations.

Some Observations on the Brunner Reaction

Elucidation of the stereochemical course of the Brunner reaction is described.A slight modification in the procedure gives better yields and seems very promising for a more general application of this reaction.