72566-27-9

Usage

Uses

Used in Pharmaceutical Industry:
1-(2,3-Epoxypropyl)-4-phenylpiperazine is used as a precursor in the development of antihypertensive and antipsychotic drugs due to its unique chemical structure and properties that can be tailored for specific therapeutic effects.
Used in Chemical Synthesis:
In the chemical industry, 1-(2,3-Epoxypropyl)-4-phenylpiperazine is used as a building block for the synthesis of specialty chemicals and polymers, leveraging its epoxy and phenyl groups to create novel materials with desired properties.
Used in Industrial Material Production:
1-(2,3-Epoxypropyl)-4-phenylpiperazine serves as a precursor in the production of epoxy resins and other industrial materials, where its epoxy group plays a crucial role in the formation and properties of the final products.
Used in Anticancer Research:
1-(2,3-Epoxypropyl)-4-phenylpiperazine has been investigated for its cytotoxic and anticancer properties, potentially offering a new avenue for the development of cancer treatments.
Used in Material Science:
1-(2,3-Epoxypropyl)-4-phenylpiperazine's unique structure makes it a candidate for further research in material science, where it could be used to develop new materials with specific characteristics for various applications.

InChI:InChI=1/C13H18N2O/c1-2-4-12(5-3-1)15-8-6-14(7-9-15)10-13-11-16-13/h1-5,13H,6-11H2

Upstream product

• 67568-57-4 3-<4-Phenylpiperazinyl>-2-hydroxypropyl chloride 
• 92-54-6 4-phenyl-1-piperazine 
• 106-89-8 epichlorohydrin 

Downstream Products

• 72722-92-0 1-ethyl-5-[2-hydroxy-3-(4-phenyl-piperazin-1-yl)-propoxy]-3,4-dihydro-1H-quinolin-2-one 
• 1313518-13-6 7-(4-phenylpiperazino)-7,8-dihydro-6H-[1,3]oxazino[2,3-f]theophylline 
• 1360748-75-9 1-(2-(7-chloroquinolin-4-ylamino)ethylamino)-3-(4-phenylpiperazin-1-yl)propan-2-ol 
• 1360748-91-9 3-(2-(7-chloroquinolin-4-ylamino)ethyl)-5-((4-phenylpiperazin-1-yl)methyl)oxazolidin-2-one 
• 17692-31-8 dropropizine 
• 91595-86-7 4,5-dihydro-5--2-oxazolamine 

Relevant academic research and scientific papers

Catalytic, Kinetic, and Mechanistic Insights into the Fixation of CO2 with Epoxides Catalyzed by Phenol-Functionalized Phosphonium Salts

A series of hydroxy-functionalized phosphonium salts were studied as bifunctional catalysts for the conversion of CO2 with epoxides under mild and solvent-free conditions. The reaction in the presence of a phenol-based phosphonium iodide proceeded via a first order rection kinetic with respect to the substrate. Notably, in contrast to the aliphatic analogue, the phenol-based catalyst showed no product inhibition. The temperature dependence of the reaction rate was investigated, and the activation energy for the model reaction was determined from an Arrhenius-plot (Ea=39.6 kJ mol?1). The substrate scope was also evaluated. Under the optimized reaction conditions, 20 terminal epoxides were converted at room temperature to the corresponding cyclic carbonates, which were isolated in yields up to 99 %. The reaction is easily scalable and was performed on a scale up to 50 g substrate. Moreover, this method was applied in the synthesis of the antitussive agent dropropizine starting from epichlorohydrin and phenylpiperazine. Furthermore, DFT calculations were performed to rationalize the mechanism and the high efficiency of the phenol-based phosphonium iodide catalyst. The calculation confirmed the activation of the epoxide via hydrogen bonding for the iodide salt, which facilitates the ring-opening step. Notably, the effective Gibbs energy barrier regarding this step is 97 kJ mol?1 for the bromide and 72 kJ mol?1 for the iodide salt, which explains the difference in activity.

New Arylpiperazinylalkyl Derivatives of 8-Alkoxy-purine-2,6-dione and Dihydro[1,3]oxazolo[2,3-f]purinedione Targeting the Serotonin 5-HT1A/5-HT2A/5-HT7 and Dopamine D2 Receptors

To obtain potential antidepressants and/or antipsychotics, a series of new long-chain arylpiperazine derivatives of 8-alkoxy-purine-2,6-dione (10-24) and dihydro[1,3]oxazolo[2,3-f]purinedione (30-34) were synthesized and their serotonin (5-HT1A, 5-HT2A, 5-HT6, 5-HT7) and dopamine (D2) receptor affinities were determined. The study allowed the identification of some potent 5-HT1A/5-HT7/D2 ligands with moderate affinity for 5-HT2A sites. The binding mode of representative compounds from both chemical classes (11 and 31) in the site of 5-HT1A receptor was analyzed in computational studies. In functional in vitro studies, the selected compounds 15 and 16 showed antagonistic properties for the evaluated receptors. 8-Methoxy-7-{4-[4-(2-methoxyphenyl)-piperazin-1-yl]-butyl}-1,3-dimethyl-purine-2,6-dione (15) showed a lack of activity in terms and under the conditions of the forced swim, four plate and amphetamine-induced hyperactivity tests in mice, probably as a result of its high first pass effect in the liver.

Synthesis of Aminoquinoline-Based Aminoalcohols and Oxazolidinones and Their Antiplasmodial Activity

Novel aminoquinoline β-aminoalcohol and oxazolidinone derivatives were designed, synthesized, and evaluated for in vitro antiplasmodial activity against a chloroquine-sensitive (3D7) and chloroquine-resistant (K1) strains of Plasmodium falciparum. A few β-aminoalcohol derivatives were more potent than chloroquine against chloroquine-sensetive Plasmodiums. The potency of these derivatives decreased against chloroquine-resistant species in all cases (higher resistance indices), suggesting a possible cross-resistance between this group of compounds and chloroquine which could be due to their structural similarity. Although changing β-aminoalcohols to their oxazolidinone counterparts decreased the potency in all the cases, the compounds were still active and the resistance indices for these compounds improved significantly in comparison with those of β-aminoalcohols. This may indicate the absence of cross-resistance between these new derivatives and chloroquine.

Synthesis and antidepressant activity of 5-(1-aryl-4-piperazino)methyl-2-amino-2-oxazolines

The synthesis of 20 5-(1-aryl-4-piperazino)methyl-2-amino-2-oxazolines is described. Antidepressant activity was observed in mice using classical screening tests. Structure-activity relationships were studied and correlated with the nature of the aromatic