65766-72-5

Usage

Use

Synthesis of pharmaceutical drugs, pharmaceutical intermediate

Classification

Piperazine derivative

Known for

Role in the development of various medications

Safety

Handle with care and follow proper safety protocols in the laboratory.

Upstream product

• 109-01-3 1-methyl-piperazine 
• 103-71-9 phenyl isocyanate 
• 6336-69-2 4-methyl-piperazine-1-carbothioic acid anilide 
• 19226-36-9 3-phenyl-5H-1,4,2-dioxazol-5-one 
• 39539-66-7 4-methyl-piperazine-1-carbonyl chloride 
• 62-53-3 aniline 
• 103-72-0 phenyl isothiocyanate 
• 55112-42-0 4-methylpiperazine-1-carbonyl chloride monohydrochloride 

Relevant academic research and scientific papers

Synthesis, spectroscopic, structural and conformational study of some tri-substituted ureas derived from N-methylpiperazine containing phenyl and N-heterocyclic substituents

A series of tri-substituted ureas containing an N-methylpiperazine moiety as well as phenyl and N-heterocyclic substituents were synthesized and studied by 1H, 13C NMR and IR spectroscopies. From 1H and 13C NMR data, in CDCl3 solution at room temperature, a fast inter-conversion of the piperazine ring with the N-CH3 group in equatorial position can be proposed. Amino-imino tautomerism is observed for both thiazole and benzothiazole derivatives. Moreover, with the exception of the imino form of the thiazole derivative, the aryl substituted N-carbamoyl group rotates freely. IR data show that the compounds adopt a planar trans conformation of the CONH moiety.

2,2,2-Trifluroenthanol promoted synthesis of unsymmetrical ureas from dioxazolones and amines via tandem lossen rearrangement/condensation process

A 2,2,2-trifluroenthanol (TFE) promoted synthesis of unsymmetric ureas was described. This approach enabled the construction of a variety of ureas from the readily prepared and easy-to-handle dioxazolones and amines via tandem Lossen rearrangement/condensation process. The reaction featured mild conditions for the urea synthesis under metal-free conditions, which was successively applied in the scale-up synthesis of herbicides Monuro and Isoproturon.

Discovery and optimization of aspartate aminotransferase 1 inhibitors to target redox balance in pancreatic ductal adenocarcinoma

Pancreatic ductal adenocarcinoma (PDAC) is a lethal malignancy that is extremely refractory to the therapeutic approaches that have been evaluated to date. Recently, it has been demonstrated that PDAC tumors are dependent upon a metabolic pathway involving aspartate aminotransferase 1, also known as glutamate-oxaloacetate transaminase 1 (GOT1), for the maintenance of redox homeostasis and sustained proliferation. As such, small molecule inhibitors targeting this metabolic pathway may provide a novel therapeutic approach for the treatment of this devastating disease. To this end, from a high throughput screen of ～800,000 molecules, 4-(1H-indol-4-yl)-N-phenylpiperazine-1-carboxamide was identified as an inhibitor of GOT1. Mouse pharmacokinetic studies revealed that potency, rather than inherent metabolic instability, would limit immediate cell- and rodent xenograft-based experiments aimed at validating this potential cancer metabolism-related target. Medicinal chemistry-based optimization resulted in the identification of multiple derivatives with >10-fold improvements in potency, as well as the identification of a tryptamine-based series of GOT1 inhibitors.

1,3,4-OXADIAZOLE DERIVATIVE COMPOUNDS AS HISTONE DEACETYLASE 6 INHIBITOR, AND THE PHARMACEUTICAL COMPOSITION COMPRISING THE SAME

The present invention relates to novel compounds having histone deacetylase 6 (HDAC6) in-hibitory activity, stereoisomers thereof or pharmaceutically acceptable salts thereof, the use thereof for the preparation of therapeutic medicaments, pharmaceutical compositions containing the same, a method for treating diseases using the composition, and methods for preparing the novel compounds. The novel compounds, stereoisomers thereof or pharmaceutically acceptable salts thereof according to the present invention have histone deacetylase (HDAC) inhibitory activity and are effective for the prevention or treatment of HDAC6-mediated diseases, including infectious diseases; neoplasms; endocrine, nutritional and metabolic diseases; mental and be-havioral disorders; neurological diseases; diseases of the eye and adnexa; cardiovascular diseases; respiratory diseases; digestive diseases; diseases of the skin and subcutaneous tissue; diseases of the musculoskeletal system and connective tissue; or congenital malformations, de? formations and chromosomal abnormalities.

Studies in Potential Filaricides: Part 19 - Synthesis of 1-Methyl-4-substituted Carbonylpiperazines as Diethylcarbamazine Analogs

The synthesis and antifilarial activity of a series of 1-methyl-4-substituted carbamoyl- and carbonylpiperazines (6 - 42) against Litomosoides carinii in cotton rats and Dipetalonema viteae in Mastomys natalensis are described.The most potent compound of this series, 1-methyl-4-(pyrrolidin-1-yl)carbonylpiperazine (7) causes 95 - 98 percent reduction of blood microfilarial count in cotton rats infected with L. carinii at an intraperitoneal or oral dose of 1.5 (base) or 3 (citrate) mg/kg given for 6 days.A number of other compounds also exhibit marked microfilaricidal efffect in the dose range of 6 - 30 mg/kg.

A New Convenient Method of Desulphurisation of Thioureas and Thioamides

The action of thiophosgene on thioureas and thioamides provides a convenient method of desulphurisation of these compounds to ureas and amides respectively.