20730-02-3

Basic information

• Product Name: N-PHENYL-N'-PROPIONYLHYDRAZINE
• Synonyms: ASINEX-REAG BAS 00466361;TIMTEC-BB SBB007827;PROPIONIC ACID 2-PHENYLHYDRAZIDE;PROPIONIC ACID N'-PHENYL-HYDRAZIDE;N-PHENYLPROPIONIC HYDRAZIDE;N-PHENYL-N'-PROPIONYLHYDRAZINE;beta-Propionyl phenyl hydrazine;Fenylhydrazid kyseliny propionove
• CAS NO: 20730-02-3
• Molecular Formula: C₉H₁₂N₂O
• Molecular Weight: 164.2
• Mol File: 20730-02-3.mol
• Article Data: 6

Chemical Properties

• Melting Point: 157-159 °C
• Boiling Point: 233.4±13.0 °C(Predicted)
• Appearance: /
• Density: 1 +-.0.06 g/cm3(Predicted)
• PKA: 12.75±0.41(Predicted)
• CAS DataBase Reference: N-PHENYL-N'-PROPIONYLHYDRAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-PHENYL-N'-PROPIONYLHYDRAZINE(20730-02-3)
• EPA Substance Registry System: N-PHENYL-N'-PROPIONYLHYDRAZINE(20730-02-3)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 20730-02-3(Hazardous Substances Data)

Usage

General Description

N-Phenyl-N'-propionylhydrazine is a chemical compound with the formula C9H12N2O. It is a hydrazine derivative and a potential antithyroid agent. N-PHENYL-N'-PROPIONYLHYDRAZINE is reported to inhibit the biosynthesis of thyroid hormone by inhibiting the enzyme thyroid peroxidase, which is involved in the synthesis of thyroid hormones. N-Phenyl-N'-propionylhydrazine has been studied for its potential use in the treatment of hyperthyroidism, a condition characterized by an overactive thyroid gland. It may also have applications in the field of medicinal chemistry for the development of new therapies for thyroid-related disorders. Additionally, N-phenyl-N'-propionylhydrazine is used as a reagent in organic chemical synthesis.

Upstream product

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

Downstream Products

• 115419-55-1 1-formyl-1-phenyl-2-propionylhydrazine 
• 39717-66-3 Phenyl-benzoyl-diimid 
• 1276088-40-4 3-ethyl-1-phenyl-1H-pyrazole 
• 38435-93-7 propionic acid N_.N'-dimethyl-N'-phenylhydrazide 
• 18655-73-7 2-chloro-5-ethyl-3-phenyl-2,3-dihydro-[1,3,4,2]oxadiazaphosphole 2-sulfide 
• 7190-52-5 A-53612 
• 112933-58-1 3-chloro-1,4,5,6-tetrahydro-1-phenylpyridazine 
• 62-53-3 aniline 
• 79-05-0 Propionamid 
• 115419-52-8 N-phenylpropionohydrazonoyl chloride 
• 112933-57-0 propanoic acid, 2-(3-cyanopropyl)-2-phenyl hydrazide 
• 92521-90-9 1-propiomyl-2-phenyl-5-hydroxypyrazolidine 
• 92530-83-1 1-propionyl-2-phenyl-5-(1-phenyl-2-propionylhydrazino)pyrazolidine 
• 92530-82-0 1-propionyl-3-methyl-2-phenyl-5-(1-phenyl-2-propionylhydrazino)pyrazolidine 

Relevant articles and documents

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

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.

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.