Synthesis and pharmacological evaluation of carbamic acid 1-phenyl-3-(4-phenyl-piperazine-1-yl)-propyl ester derivatives as new analgesic agents

Chae, Eunhee; Yi, Hanju; Choi, Yeonjung; Cho, Hyeon; Lee, Kiho; Moon, Hyeongsun

doi:10.1016/j.bmcl.2012.02.023

Cited by 21 publications

(9 citation statements)

References 24 publications

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“…In agreement with de Llasera & Bernal-González (2001) traces of carbamate pesticides were detected in samples of underground and surface water in Mexico, as these kinds of pesticides are commonly used in maize, wheat and fruit fields [48]. Furthermore, carbamate acid can be used for the synthesis of 1-phenyl-3-(4-phenyl-piperazine-1-yl)-propyl ester, a compound that can be used as centrally acting analgesic [49].…”

Section: Carbamic Acid (463-77-4)supporting

confidence: 77%

Volatile Compounds of Algal Biomass Pyrolysis

López-Aguilar

Quiroz-Cardoza

Pérez-Hernández

2022

JMSE

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The use and transformation of biomass into highly valuable products is a key element in circular economy models. The purpose of this research was to characterise the volatile compounds and the temperature at which they are emitted during the thermal decomposition by pyrolysis of algal biomass while looking at three different types: (A1) endemic microalgae consortium, (A2) photobioreactor microalgae consortium and (A3) Caribbean macroalgae consortium. Furthermore, the ultimate (CHON) and proximate (humidity, volatile solids and ashes) compositions of the algal biomass were determined. Some volatile species were identified as having potential industrial interest for use as precursors and intermediaries, such as commercially used aromatic compounds which if not suitably managed can be harmful to our health and the environment. It is concluded that the pyrolysis of algal biomass shows potential for the generation of valuable products. The information generated is useful, especially the temperature at which volatility occurs, in order to access the valuable compounds offered by the algal biomasses, and under the concept of biorefinery convert the issue of biomass disposal into a sustainable source of raw materials.

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Section: Carbamic Acid (463-77-4)supporting

confidence: 77%

Volatile Compounds of Algal Biomass Pyrolysis

López-Aguilar

Quiroz-Cardoza

Pérez-Hernández

2022

JMSE

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“…This is demonstrated by the functionalization of Cytisine and Amoxapine, leading to 5 aj and 5 ak (Figure 2). The utility of the reaction is further demonstrated by a gram-scale preparation of the key intermediate (6, X-ray structure obtained) for the synthesis of a potential analgesic agent [16] (Figure 3 a), and intermediates for the synthesis of (S)-Fluoxetine (7) [3q,t] (Figure 3 b), an antidepressant (sold in racemate), and (S)-Duloxetine (8) [3q,t] (Figure 3 c), an antidepressant and anxiolytic. Notably, the enantioselectivities remained excellent for these relatively large-scale reactions.…”

Section: Angewandte Chemiementioning

confidence: 99%

Anti‐Markovnikov Hydroamination of Racemic Allylic Alcohols to Access Chiral γ‐Amino Alcohols

Wang

Liu

et al. 2020

Angew Chem Int Ed

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A ruthenium-catalyzed formal anti-Markovnikov hydroamination of allylic alcohols for the synthesis of chiral g-amino alcohols is presented. Proceeding via an asymmetric hydrogen-borrowing process, the catalysis allows racemic secondary allylic alcohols to react with various amines, affording enantiomerically enriched chiral g-amino alcohols with broad substrate scope and excellent enantioselectivities (68 examples, up to > 99 % ee).

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“…13 C NMR (125 MHz, CDCl 3 ) δ 151.3, 136.3, 132.5, 130.1, 129.8, 129.2, 119.8, 116.1, 57.9, 53.1, 49.1, 31.5, 21.1. IR v 3021, 2921, 2878, 2817, 1599, 1493, 1384, 1307, 1269, 1132 [1][2]thio)ethyl)-4-phenylpiperazine (5m). Compound 5m was synthesized according to general procedure B using 2-(trimethylsilyl)phenyl trifluoromethanesulfonate (1a, 0.1 mmol) as colorless oil in 63% yield (20.7 mg, 0.063 mmol).…”

Section: ■ Experimental Sectionmentioning

confidence: 99%

“…2-(4-Phenylpiperazin-1-yl)ethyl-containing derivatives are known to possess several bioactivities such as antitumor, anti-inflammatory, antiobesity, and cardiovascular activities (Figure ). , Despite their potential and usefulness, methods to construct this scaffold have been extremely limited. Up to now, only one method using nucleophilic aromatic substitution reactions involving electron-withdrawing groups, such as NO 2 , has been developed (Figure (a)) .…”

Section: Introductionmentioning

confidence: 99%

Three-Component Reactions of Arynes, Amines, and Nucleophiles via a One-Pot Process

Min

Seo

2018

J. Org. Chem.

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An unprecedented three-component reaction of arynes, tertiary amines, and nucleophiles has been demonstrated through ammonium salt intermediates. This protocol allows access to tertiary aniline derivatives containing the piperazine motif in good-to-excellent yields. Expansively, this reaction can produce biologically important 2-(4-phenylpiperazin-1-yl)ethyl-containing molecules using arynes, 1,4-diazabicyclo(2.2.2)octane (DABCO), and nucleophiles via a one-pot process.

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Synthesis and pharmacological evaluation of carbamic acid 1-phenyl-3-(4-phenyl-piperazine-1-yl)-propyl ester derivatives as new analgesic agents

Cited by 21 publications

References 24 publications

Volatile Compounds of Algal Biomass Pyrolysis

Volatile Compounds of Algal Biomass Pyrolysis

Anti‐Markovnikov Hydroamination of Racemic Allylic Alcohols to Access Chiral γ‐Amino Alcohols

Three-Component Reactions of Arynes, Amines, and Nucleophiles via a One-Pot Process

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