Synthesis and DFT Calculations of Novel Vanillin-Chalcones and Their 3-Aryl-5-(4-(2-(dimethylamino)-ethoxy)-3-methoxyphenyl)-4,5-dihydro-1H-pyrazole-1-carbaldehyde Derivatives as Antifungal Agents

Synthesis and DFT Calculations of Novel Vanillin-Chalcones and Their 3-Aryl-5-(4-(2-(dimethylamino)-ethoxy)-3-methoxyphenyl)-4,5-dihydro-1H-pyrazole-1-carbaldehyde Derivatives as Antifungal Agents

Novel (E)-1-(aryl)-3-(4-(2-(dimethylamino)ethoxy)-3-methoxyphenyl) prop-2-en-1-ones 4 were synthesized by a Claisen-Schmidt reaction of 4-(2-(dimethylamino)ethoxy)-3-methoxy-benzaldehyde (2) with several acetophenone derivatives 3. Subsequently, cyclocondensation reactions of chalcones 4 with hydraz...

Full description

Bibliographic Details
Main Authors:	Luis Alberto Illicachi, Joel José Montalvo-Acosta, Alberto Insuasty, Jairo Quiroga, Rodrigo Abonia, Maximiliano Sortino, Susana Zacchino, Braulio Insuasty
Format:	Article
Language:	English
Published:	MDPI AG 2017-09-01
Series:	Molecules
Subjects:	antifungal activity cyclocondensation reaction chalcones N-aryl-2-pyrazolines DFT calculations
Online Access:	https://www.mdpi.com/1420-3049/22/9/1476

Similar Items

Hybrid Molecules Containing a 7-Chloro-4-aminoquinoline Nucleus and a Substituted 2-Pyrazoline with Antiproliferative and Antifungal Activity
by: Alba Montoya, et al.
Published: (2016-07-01)

1-[3-(2-Methyl-4-phenylquinolin-3-yl)-5-phenyl-4,5-dihydro-1H-pyrazol-1-yl]-propane-1-one
by: Allaoua Kedjadja, et al.
Published: (2015-06-01)

1,1′-{1,4-Phenylene bis[3-(6-chloro-2-methyl-4-phenylquinolin-3-yl)-4,5-dihydro-1H-pyrazole-5,1-diyl]}dibutan-1-one
by: Allaoua Kedjadja, et al.
Published: (2015-10-01)

Ultrasonics Promoted Synthesis of 5-(Pyrazol-4-yl)-4,5-Dihydropyrazoles Derivatives
by: Manuel Nogueras, et al.
Published: (2013-04-01)

Synthesis and in Vitro Antitumor Activity of a Novel Series of 2-Pyrazoline Derivatives Bearing the 4-Aryloxy-7-chloroquinoline Fragment
by: Alba Montoya, et al.
Published: (2014-11-01)

(<em>R</em>,<em>S</em>)-5-(4-Chlorophenyl)-3-{(<em>E</em>)-2-[(<em>R</em>,<em>S</em>)-2,6,6-trimethylcyclohex-2-en-1-yl]vinyl}-4,5-dihydro-1<em>H</em>-pyrazole-1-carboximidamide Hydrochloride
by: Michele Cristina Carvalho, et al.
Published: (2019-02-01)

Synthesis of novel 5-substituted 2-pyrazolylthiazol-4-ones as potential bioligically active compounds
by: I. M. Yushyn, et al.
Published: (2020-08-01)

3-(2-Hydroxy-4-methoxyphenyl)-N-(2-methoxyphenyl)-5-(naphthalen-1-yl)-4,5-dihydro-1H-pyrazole-1-carbothioamide
by: Seunghyun Ahn, et al.
Published: (2017-05-01)

Synthesis and Bioactivity of 3-(2,4-Dichlorophenyl)-5-(4-Hydroxy-3-Methoxyphenyl) Pyrazoline
by: Nurul Khotimah, et al.
Published: (2018-12-01)

Synthesis of New 1,3,5-Triazine-Based 2-Pyrazolines as Potential Anticancer Agents
by: Leydi M. Moreno, et al.
Published: (2018-08-01)

5-(4-Bromophenyl)-7-(2,4-dimethoxyphenyl)-4,7-dihydrotetrazolo[1,5-<em>a</em>]pyrimidine
by: Kautsar Ul Haq, et al.
Published: (2018-12-01)

Design and synthesis of 3-(4-aminophenyl)-5-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazole-1-carboxamide/carbothioamide analogues as antitubercular agents
by: Mohamed Jawed Ahsan, et al.
Published: (2015-03-01)

SYNTHESIS AND CHARACTERIZATION OF [(5-MERCAPTO-1,3,4-OXADIAZOL-2-YL)ARYL]-3,5-DIARYL-4,5-DIHYDRO-1H-PYRAZOLE-1-CARBOTHIOAMIDES
by: Zinaida Ribkovskaia, et al.
Published: (2011-06-01)

5-(4-Fluorophenyl)-3-(naphthalen-1-yl)-1-phenyl-4,5-dihydro-1H-pyrazole
by: Jasril Jasril, et al.
Published: (2016-03-01)

1-[5-(3,5-Dimethoxyphenyl)-3-(2-methoxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl]ethanone
by: Miri Yoo, et al.
Published: (2021-01-01)

N-(4-Nitrophenyl)-2-{2-[3-(4-chlorophenyl)-5-[4-(propan-2-yl)phenyl]-4,5-dihydro-1H-pyrazol-1-yl]-4-oxo-4,5-dihydro-1,3-thiazol-5-yl}acetamide
by: Vinutha V. Salian, et al.
Published: (2017-06-01)

Efficient Microwave-Assisted Synthesis of 5-Deazaflavine Derivatives
by: Justo Cobo, et al.
Published: (2010-10-01)

Synthesis, Antifungal and Antitumor Activity of Novel (Z)-5-Hetarylmethylidene-1,3-thiazol-4-ones and (Z)-5-Ethylidene-1,3-thiazol-4-ones
by: Susana A. Zacchino, et al.
Published: (2013-05-01)

[5-(1,3-Diphenyl-1H-pyrazol-4-yl)-3-phenyl-4,5-dihydropyrazol-1-yl](pyridin-4-yl)methanone
by: Tarawanti Verma, et al.
Published: (2011-01-01)

The Synthesis and Bioactivity of 2,6-Bisbenzylidenecyclohexanone, Pyrazoline, Chalcone and Oxadiazole Derivatives and Computational Studies on Some of These Compounds
by: Lam, Kok Wai
Published: (2010)

Design, Synthesis, Antimicrobial Properties, and Molecular Docking of Novel Furan-Derived Chalcones and Their 3,5-Diaryl-∆<sup>2</sup>-pyrazoline Derivatives
by: Inas S. Mahdi, et al.
Published: (2023-12-01)

Designing, synthesis and bioactivities of 4-[3-(4-hydroxyphenyl)-5-aryl-4,5-dihydro-pyrazol-1-yl]benzenesulfonamides
by: Halise Inci Gul, et al.
Published: (2017-01-01)

Synthesis of 5-(substituted phenylazo)-6-hydroxy-4-methyl-3-cyano-2-pyridones from ethyl 3-oxo-2-(substituted phenylazo)butanoates, Short communication
by: GORDANA UŠĆUMLIĆ, et al.
Published: (2011-04-01)

1,3,5-Tris-(2,3-dihydro-1H-1,5-benzodiazepin-4-yl)-1,2,3,4,5,6-hexahydro-s-triazine
by: Manuel Nogueras, et al.
Published: (2010-03-01)

Synthesis, characterization, docking study and biological evaluation of new chalcone, pyrazoline, and pyrimidine derivatives as potent antimalarial compounds
by: Mohammad Murwih Alidmat, et al.
Published: (2021-09-01)

Irradiation of Tungsten Light: A Useful Energy Source for Synthesis of 4,5-Dihydro-pyrazole-1-carbaldehyde Derivatives
by: Sainath Zangade
Published: (2017-10-01)

An efficient synthesis of novel 3’-substituted 2-aryl-5-methyl-5'thioxo-[4,4'-bi-4H-1,2,4-triazol]-3(1'H, 2H)-ones
by: RAVINDRA R. KAMBLE, et al.
Published: (2006-04-01)

An efficient synthesis of novel 3’-substituted 2-aryl-5-methyl-5'thioxo-[4,4'-bi-4H-1,2,4-triazol]-3(1'H, 2H)-ones
by: Kamble Ravindra R., et al.
Published: (2006-01-01)

3-(4-Bromophenyl)-1-carbamothioyl-5-(2-carbamothioylhydrazinyl)-4,5-dihydro-1<i>H</i>-pyrazole-5-carboxylic Acid
by: Anastasia A. Andreeva, et al.
Published: (2024-01-01)

5-Ethoxy-1-(4-methoxyphenyl)-5-methyl-3-phenylimidazolidine-2,4-dione
by: Xabier del Corte, et al.
Published: (2021-05-01)

Microwave-assisted synthesis and antimicrobial evaluation of 6-[3-aryl-1-phenyl-4’,5’-dihydro[4,5’-bi-1H-pyrazol]-3’-yl]-2H-chromen-5-ols
by: Ashok Dongamanti, et al.
Published: (2019-01-01)

Crystal structure of 1-{3-(4-methylphenyl)-5-[(E)-2-phenylethenyl]-4,5-dihydro-1H-pyrazol-1-yl}ethan-1-one
by: Farook Adam, et al.
Published: (2015-12-01)

Synthesis and Antiprotozoal Profile of 3,4,5‐Trisubstituted Isoxazoles
by: Prof. Fernanda Andreia Rosa, et al.
Published: (2021-10-01)

Microwave-Assisted Synthesis of Novel Pyrazolo[3,4-g][1,8]naphthyridin-5-amine with Potential Antifungal and Antitumor Activity
by: Paola Acosta, et al.
Published: (2015-05-01)

Bis-(1-phenyl-5-nitro-6-methylthio-1,2,3,4-tetrahydropyrimidinyl)benzene and Bis-(1-phenyl-5-nitro-6-methylthio-1,2,3,4-tetrahydropyrimidinyl)diphenyl
by: J.N. Vishwakarma, et al.
Published: (2005-08-01)

Novel 3,5-Diaryl-4,5-dihydro-1H-pyrazole Derivatives: Synthesis, Antioxidant, Antimicrobial and Docking Study Against Glucosamine-6-phosphate Synthase
by: Ahmed Mutanabbi Abdula, et al.
Published: (2020-08-01)

Novel 3,5-Diaryl-4,5-dihydro-1H-pyrazole Derivatives: Synthesis, Antioxidant, Antimicrobial and Docking Study Against Glucosamine-6-phosphate Synthase
by: Ahmed Mutanabbi Abdula, et al.
Published: (2020-08-01)

Synthesis of new derivatives of 1-(3-aminophenyl)-4-benzoyl-5-phenyl-1H-pyrazole-3-carboxylic acid
by: RAHMI KASIMOGULLAR, et al.
Published: (2010-12-01)

Microwave assisted synthesis of some novel acetazolamide cyclocondensed 1,2,3,4-tetrahydropyrimidines as a potent antimicrobial and cytotoxic agents
by: Karthikeyan Elumalai, et al.
Published: (2014-03-01)

Synthesis of Some New Heterocyclic Compounds Via Chalcone Derivatives
by: Muna S. Al-Rawi
Published: (2017-03-01)