92033-76-6

Basic information

• Product Name: 1-(2-(4-NITROPHENOXY)ETHYL)PIPERIDINE
• CAS NO: 92033-76-6
• Molecular Formula: C₁₃H₁₈N₂O₃
• Molecular Weight: 250.29
• Mol File: 92033-76-6.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1-(2-(4-NITROPHENOXY)ETHYL)PIPERIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-(4-NITROPHENOXY)ETHYL)PIPERIDINE(92033-76-6)
• EPA Substance Registry System: 1-(2-(4-NITROPHENOXY)ETHYL)PIPERIDINE(92033-76-6)

Safety Data

• Hazardous Substances Data: 92033-76-6(Hazardous Substances Data)

Usage

General Description

1-(2-(4-Nitrophenoxy)ethyl)piperidine is a chemical compound with the molecular formula C15H22N2O3. It is a piperidine derivative with a nitrophenyl ether group attached to the ethyl moiety. 1-(2-(4-NITROPHENOXY)ETHYL)PIPERIDINE has potential applications in the field of medicinal chemistry and drug development due to its piperidine scaffold, which is a common pharmacophore in many biologically active molecules. The nitrophenyl ether group can also impart specific physical and chemical properties to the compound, making it useful for various applications. However, like any chemical compound, it should be handled with care and its potential toxicity and environmental impact should be thoroughly assessed before use.

Upstream product

• 1932-03-2 2-(piperidin-4-yl)ethyl chloride 
• 28341-54-0 4-(4-nitrophenoxy)butanoic acid 
• 110-89-4 piperidine 
• 13288-06-7 1-(2-bromoethoxy)-4-nitrobenzene 
• 100-02-7 4-nitro-phenol 
• 2008-75-5 N-chloroethylpiperidine hydrochloride 
• 3040-44-6 1-piperidinoethanol 
• 350-46-9 4-Fluoronitrobenzene 
• 16365-27-8 2-(4-nitrophenoxy)ethanol 
• 3383-72-0 1-(2-chloroethoxy)-4-nitrobenzene 

Downstream Products

• 38948-27-5 4-(2-(piperidin-1-yl)ethoxy)aniline 
• 92326-19-7 1,4-Di(N,N-pentamethylen)-piperazinium-dibromid 
• 1567327-14-3 2-(4-(2-(piperidin-1-yl)ethoxy)phenyl)benzo[d][1,2]selenazol-3(2H)-one 
• 1567327-21-2 5,6-dimethoxy-2-(4-(2-(piperidin-1-yl)ethoxy)phenyl)benzo[d][1,2]selenazol-3(2H)-one 
• 1430234-73-3 C₃₀H₃₂N₆O₃ 
• 616882-63-4 1-(2-methoxy-quinolin-3-yl)-2-[2-nitro-5-(2-piperidin-1-yl-ethoxy)-phenyl]-ethanol 
• 616882-51-0 2-methoxy-3-{2-[2-nitro-5-(piperidin-1-yl-ethoxy)phenyl]-vinyl}quinoline 
• 616882-52-1 1-[2-(4-nitro-3-trimethylsilanylmethyl-phenoxy)-ethyl]-piperidine 

Relevant articles and documents

Evaluation of 2-(piperidine-1-yl)-ethyl (PIP) as a protecting group for phenols: Stability to ortho-lithiation conditions and boiling concentrated hydrobromic acid, orthogonality with most common protecting group classes, and deprotection via Cope elimination or by mild Lewis acids

A new protecting group, 2-(piperidine-1-yl)-ethyl (PIP), was evaluated as a protecting group for phenols. The PIP group was stable to ortho-lithiation conditions and refluxing with concentrated hydrobromic acid. Deprotection was accomplished by two routes, oxidation to N-oxides followed by Cope elimination (CE) and subsequent hydrolysis or ozonolysis of the vinyl ether or one-step deprotection by BBr3?Me2S. The PIP group is orthogonal to the O-benzyl, O-acetyl, O-t-butyldiphenylsilyl, O-methyl, O-p-methoxybenzyl, O-allyl, O-tetrahydropyranyl and N-t-butoxy carbonyl groups. The CE step was systematically studied and was found to give higher yields when the reaction was performed in the presence of silylating agents.

Discovery of biphenyl-based VEGFR-2 inhibitors. Part 3: Design, synthesis and 3D-QSAR studies

VEGFR-2 plays an essential role in angiogenesis and is a central target for anticancer drug discovery. In order to develop novel VEGFR-2 inhibitors, we designed and synthesized 33 biphenyl amides based on our previously reported lead compound. The biological results indicated that four compounds (18b, 20e, 20h and 20j) are potent VEGFR-2 inhibitors which are comparable to positive control. Compound 18b displayed the most potent VEGFR-2 inhibition with IC50 value of 2.02 nM. Moreover, it exhibited promising antiproliferative activity against MCF-7 and SMMC-7721 cells with IC50 values of 1.47 μM and 5.98 μM, respectively. Molecular docking and 3D-QSAR studies were also carried out. The results indicated that these biphenyl amides could serve as promising leads for further optimization as novel VEGFR-2 inhibitors.

Design, synthesis and biological evaluation of pyridin-3-yl pyrimidines as potent Bcr-Abl inhibitors

A series of pyridin-3-yl pyrimidines was synthesized and evaluated for their Bcr-Abl inhibitory and anticancer activity. The preliminary results indicated that some compounds were promising anticancer agents. Compounds A2, A8, and A9 exhibited potent Bcr-Abl inhibitory activity, suggesting that aniline containing halogen substituents might be important for biological activity. Molecular docking was carried out to investigate the binding mode of them with Bcr-Abl. Details of synthesis and SAR studies of these compounds are described. A series of phenylaminopyrimidines was designed and synthesized as potent Bcr-Abl inhibitors. The screening of these rationally designed compounds for antitumor activity had identified three candidate leads which could be further optimized to improve the anticancer activities.