72351-59-8

Basic information

• Product Name: Ethyl 1,4-dibenzylpiperazine-2-carboxylate
• Synonyms: BUTTPARK 32\04-68;ETHYL 1,4-DIBENZYLPIPERAZINE-2-CARBOXYLATE;1,4-dibenzylpiperazine-2-carboxylicacidethylester;2-Piperazinecarboxylic acid, 1,4-bis(phenylMethyl)-, ethyl ester;ethyl 1,4-diphenethylpiperazine-2-carboxylate
• CAS NO: 72351-59-8
• Molecular Formula: C₂₁H₂₆N₂O₂
• Molecular Weight: 338.44
• Product Categories: Piperazine series
• Mol File: 72351-59-8.mol
• Article Data: 29

Chemical Properties

• Boiling Point: 200 °C
• Flash Point: 221.1 °C
• Appearance: /
• Density: 1.13 g/cm³
• Vapor Pressure: 5.2E-08mmHg at 25°C
• Refractive Index: 1.579
• PKA: 5.88±0.10(Predicted)
• CAS DataBase Reference: Ethyl 1,4-dibenzylpiperazine-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 1,4-dibenzylpiperazine-2-carboxylate(72351-59-8)
• EPA Substance Registry System: Ethyl 1,4-dibenzylpiperazine-2-carboxylate(72351-59-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-37/39
• Hazardous Substances Data: 72351-59-8(Hazardous Substances Data)

Usage

Description

Ethyl 1,4-dibenzylpiperazine-2-carboxylate is an organic compound that serves as a key reactant in the synthesis of various chemical compounds, particularly in the preparation of (benzyl)(alkyl)(imidazolyl)piperazines and their isoteric analogs. It is characterized by its unique chemical structure, which contributes to its reactivity and utility in chemical synthesis.

Uses

Used in Pharmaceutical Industry:
Ethyl 1,4-dibenzylpiperazine-2-carboxylate is used as a reactant for the synthesis of (benzyl)(alkyl)(imidazolyl)piperazines and isoteric analogs, which are important in the development of new pharmaceutical compounds. These synthesized compounds have potential applications in the treatment of various medical conditions, making Ethyl 1,4-dibenzylpiperazine-2-carboxylate a valuable component in the pharmaceutical industry.
Used in Chemical Research:
In addition to its pharmaceutical applications, Ethyl 1,4-dibenzylpiperazine-2-carboxylate is also used as a reactant in chemical research. Its unique structure allows for the exploration of new chemical reactions and the development of novel compounds with potential applications in various fields, including materials science, agriculture, and environmental science.

InChI:InChI=1/C21H26N2O2/c1-2-25-21(24)20-17-22(15-18-9-5-3-6-10-18)13-14-23(20)16-19-11-7-4-8-12-19/h3-12,20H,2,13-17H2,1H3

Upstream product

• 3674-13-3 2,3-dibromopropionic acid ethyl ester 
• 140-28-3 N,N'-Dibenzylethylenediamine 
• 14165-27-6 N,N-dibenzylethylenediamine 
• 535-11-5 Ethyl 2-bromopropionate 
• 644-33-7 N,N'-ethanediyl-bis-benzamide 
• 100-52-7 benzaldehyde 
• 104-71-2 N,N'-bis(benzyliden)ethylendiamine 

Downstream Products

• 134749-45-4 ethyl 1-benzylpiperazine-2-carboxylate 
• 94437-04-4 1,4-dibenzyl-2-hydroxypiperazine 
• 646523-38-8 1,4-dibenzyl-piperazine-2-carboxylic acid propylamide 
• 54969-29-8 1,4-dibenzyl-2-piperazinecarboxaldehyde 
• 646523-34-4 piperazine-2-carboxylic acid propylamide 
• 111760-58-8 1,4-dibenzyl-2-hexoxymethyl-piperazine 
• 259808-15-6 1,4-dibenzyl-2-(2-methyl-2-propenyl)piperazine 
• 259808-17-8 1-[(5-chloro-1-phenylsulfonylindol-2-yl)sulfonyl]-3-(2-methylpropyl)piperazine 
• 663598-21-8 (+)-[(2R)-1,4-dibenzylpiperazin-2-yl]methanol 
• 934676-66-1 (S)-1,4-dibenzyl-2-hydroxypiperazine 
• 24225-89-6 2-chloromethyl-1,4-bis(phenylmethyl)piperazine 
• 70403-11-1 2-(1,4-dibenzyl-2-piperazinyl)acetonitrile 
• 162510-50-1 ethyl (1,4-dibenzylpiperazin-2-yl)acetate 
• 4744-60-9 octahydro-2H-pyrazino<1,2-a>pyrazin 

Relevant articles and documents

TRICYCLIC PYRIDONES AND PYRIMIDONES

A compound of Formula (I) is provided: (I) where the variables are defined herein.

Design, synthesis and evaluation against Mycobacterium tuberculosis of azole piperazine derivatives as dicyclotyrosine (cYY) mimics

Three series of azole piperazine derivatives that mimic dicyclotyrosine (cYY), the natural substrate of the essential Mycobacterium tuberculosis cytochrome P450 CYP121A1, were prepared and evaluated for binding affinity and inhibitory activity (MIC) against M. tuberculosis. Series A replaces one phenol group of cYY with a C3-imidazole moiety, series B includes a keto group on the hydrocarbon chain preceding the series A imidazole, whilst series C explores replacing the keto group of the piperidone ring of cYY with a CH2-imidazole or CH2-triazole moiety to enhance binding interaction with the heme of CYP121A1. The series displayed moderate to weak type II binding affinity for CYP121A1, with the exception of series B 10a, which displayed mixed type I binding. Of the three series, series C imidazole derivatives showed the best, although modest, inhibitory activity against M. tuberculosis (17d MIC = 12.5 μg/mL, 17a 50 μg/mL). Crystal structures were determined for CYP121A1 bound to series A compounds 6a and 6b that show the imidazole groups positioned directly above the haem iron with binding between the haem iron and imidazole nitrogen of both compounds at a distance of 2.2 ?. A model generated from a 1.5 ? crystal structure of CYP121A1 in complex with compound 10a showed different binding modes in agreement with the heterogeneous binding observed. Although the crystal structures of 6a and 6b would indicate binding with CYP121A1, the binding assays themselves did not allow confirmation of CYP121A1 as the target.

QUINOLINE DERIVATIVES AS SMO INHIBITORS

Disclosed are quinoline derivatives as hedgehog pathway inhibitors, especially as SMO inhibitors. Compounds of the present invention can be used in treating diseases relating to hedgehog pathway including cancer.