210832-84-1

Usage

Uses

Used in Pharmaceutical and Agrochemical Synthesis:
4-(Piperidin-1-yl)phenacyl bromide is used as a reagent in the synthesis of various pharmaceutical and agrochemical compounds. Its reactivity and versatility in forming carbon-carbon and carbon-nitrogen bonds make it an essential component in the development of new drugs and agrochemicals.
Used in Fluorescent Dye Preparation:
4-(Piperidin-1-yl)phenacyl bromide is used as a starting material in the preparation of fluorescent dyes. Its unique chemical properties contribute to the development of dyes with specific fluorescence characteristics, which can be utilized in various applications such as bioimaging and diagnostics.
Used in Organic Chemistry Research:
4-(Piperidin-1-yl)phenacyl bromide is used as a valuable tool in the field of organic chemistry research. Its high purity and stability make it suitable for various experimental setups, allowing chemists and researchers to explore new reactions and develop innovative synthetic pathways.
Used in the Creation of Complex Organic Structures:
4-(Piperidin-1-yl)phenacyl bromide is used as a versatile building block in the creation of complex organic structures. Its ability to form carbon-carbon and carbon-nitrogen bonds enables the synthesis of a wide range of organic molecules with diverse applications in various industries.

InChI:InChI=1/C13H16BrNO/c14-10-13(16)11-4-6-12(7-5-11)15-8-2-1-3-9-15/h4-7H,1-3,8-10H2

Upstream product

• 122831-01-0 2,2-dibromo-1-[4-(1-piperidinyl)phenyl]ethanone 
• 10342-85-5 4-piperidinoacetophenone 

Relevant academic research and scientific papers

Photo- and PH-switchable fluorescent diarylethenes based on 2,3-diarylcyclopent-2-en-1-ones with dialkylamino groups

New dialkylamino groups-comprising diarylethenes of 2,3-diarylcyclopent-2-en-1-one (DCP) series have been synthesized and its photochromic, fluorescent as well as acidochromic features have been investigated. It was shown that photochromic properties of t

Structural design, synthesis and structure-activity relationships of thiazolidinones with enhanced anti-Trypanosoma cruzi activity

Pharmacological treatment of Chagas disease is based on benznidazole, which displays poor efficacy when administered during the chronic phase of infection. Therefore, the development of new therapeutic options is needed. This study reports on the structural design and synthesis of a new class of anti-Trypanosoma cruzi thiazolidinones (4 a-p). (2-[2-Phenoxy-1-(4-bromophenyl) ethylidene)hydrazono]-5-ethylthiazolidin-4-one (4 h) and (2-[2-phenoxy-1-(4- phenylphenyl)ethylidene)hydrazono]-5-ethylthiazolidin-4-one (4 l) were the most potent compounds, resulting in reduced epimastigote proliferation and were toxic for trypomastigotes at concentrations below 10 μM, while they did not display host cell toxicity up to 200 μM. Thiazolidinone 4 h was able to reduce the in vitro parasite burden and the blood parasitemia in mice with similar potency to benznidazole. More importantly, T. cruzi infection reduction was achieved without exhibiting mouse toxicity. Regarding the molecular mechanism of action, these thiazolidinones did not inhibit cruzain activity, which is the major trypanosomal protease. However, investigating the cellular mechanism of action, thiazolidinones altered Golgi complex and endoplasmic reticulum (ER) morphology, produced atypical cytosolic vacuoles, as well as induced necrotic parasite death. This structural design employed for the new anti-T. cruzi thiazolidinones (4 a-p) led to the identification of compounds with enhanced potency and selectivity compared to first-generation thiazolidinones. These compounds did not inhibit cruzain activity, but exhibited strong antiparasitic activity by acting as parasiticidal agents and inducing a necrotic parasite cell death. Stop the cycle! The attachment of an aryl ring to the iminic carbon produced thiazolidinones that are conformationally more restricted than first-generation thiazolidinones. This enhanced the potency of antiparasitic thiazolidinones, as observed under treatment with compound 4 h where parasite development and invasion in host cells were substantially reduced. Copyright

Stability of 1-phenacylpyridinium and 1-(2-hydroxy-2-phenylvinyl)pyridinium cations

1-Phenacylpyridinium cation, C5H5N+-CH2COC6H 4R-p, is the only tautomeric form detected in DMSO solution. This shows that the vicinity of the strong electron-acceptor pyridinium group has a minor effect on acidity of the methylene protons in 1-phenacylpyridinium salts. It was found that substitution in the benzene ring does not affect the tautomeric equilibrium. Although 1-(2-hydroxy-2-phenylvinyl)pyridinium cation is stabilized by conjugation, the ab initio calculated energies confirm the higher stability of the keto form (electron-acceptor substituents slightly increase stability of the enol form). It was found that 1-(2-hydroxy-2-phenylvinyl)pyridinium cation is not planar. Calculations show that electrostatic attraction between the onium nitrogen and hydroxy oxygen atoms takes place in this cation.

A facile protocol for the convenient preparation of amino-substituted α-bromo- and α,α-dibromo arylmethylketones

Amino-substituted arylmethylketones are selectively brominated in sulfuric acid to afford the corresponding dibromomethylarylketones that are then debrominated with diethylphosphite to give the desired bromomethylarylketones in excellent yield.