Charge Transfer Complexes of Ketotifen with 2,3-Dichloro-5,6-Dicyano-<i>p</i>-Benzoquinone and 7,7,8,8-Tetracyanoquodimethane: Spectroscopic Characterization Studies

The reactions of ketotifen fumarate (KT) with 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ) and 7,7,8,8-tetracyanoquinodimethane (TCNQ) as π acceptors to form charge transfer (CT) complexes were evaluated in this study. Experimental and theoretical approaches, including density function theory (DFT)...

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Main Authors: Gamal A.E. Mostafa, Ahmed Bakheit, Najla AlMasoud, Haitham AlRabiah
Format: Article
Language:English
Published: MDPI AG 2021-04-01
Series:Molecules
Subjects:
DDQ
DFT
Online Access:https://www.mdpi.com/1420-3049/26/7/2039
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spelling doaj-63c5cc0a6b4d467eac9801480e1bc5af2021-04-02T23:06:29ZengMDPI AGMolecules1420-30492021-04-01262039203910.3390/molecules26072039Charge Transfer Complexes of Ketotifen with 2,3-Dichloro-5,6-Dicyano-<i>p</i>-Benzoquinone and 7,7,8,8-Tetracyanoquodimethane: Spectroscopic Characterization StudiesGamal A.E. Mostafa0Ahmed Bakheit1Najla AlMasoud2Haitham AlRabiah3Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, P.O. Box 2457, Riyadh 11451, Saudi ArabiaDepartment of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, P.O. Box 2457, Riyadh 11451, Saudi ArabiaDepartment of Chemistry, College of Science, Princess Nourah bint Abdulrahman University, Riyadh 11671, Saudi ArabiaDepartment of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, P.O. Box 2457, Riyadh 11451, Saudi ArabiaThe reactions of ketotifen fumarate (KT) with 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ) and 7,7,8,8-tetracyanoquinodimethane (TCNQ) as π acceptors to form charge transfer (CT) complexes were evaluated in this study. Experimental and theoretical approaches, including density function theory (DFT), were used to obtain the comprehensive, reliable, and accurate structure elucidation of the developed CT complexes. The CT complexes (KT-DDQ and KT-TCNQ) were monitored at 485 and 843 nm, respectively, and the calibration curve ranged from 10 to 100 ppm for KT-DDQ and 2.5 to 40 ppm for KT-TCNQ. The spectrophotometric methods were validated for the determination of KT, and the stability of the CT complexes was assessed by studying the corresponding spectroscopic physical parameters. The molar ratio of KT:DDQ and KT:TCNQ was estimated at 1:1 using Job’s method, which was compatible with the results obtained using the Benesi–Hildebrand equation. Using these complexes, the quantitative determination of KT in its dosage form was successful.https://www.mdpi.com/1420-3049/26/7/2039ketotifenDDQTCNQcharge transfer complexspectroscopyDFT
collection DOAJ
language English
format Article
sources DOAJ
author Gamal A.E. Mostafa
Ahmed Bakheit
Najla AlMasoud
Haitham AlRabiah
spellingShingle Gamal A.E. Mostafa
Ahmed Bakheit
Najla AlMasoud
Haitham AlRabiah
Charge Transfer Complexes of Ketotifen with 2,3-Dichloro-5,6-Dicyano-<i>p</i>-Benzoquinone and 7,7,8,8-Tetracyanoquodimethane: Spectroscopic Characterization Studies
Molecules
ketotifen
DDQ
TCNQ
charge transfer complex
spectroscopy
DFT
author_facet Gamal A.E. Mostafa
Ahmed Bakheit
Najla AlMasoud
Haitham AlRabiah
author_sort Gamal A.E. Mostafa
title Charge Transfer Complexes of Ketotifen with 2,3-Dichloro-5,6-Dicyano-<i>p</i>-Benzoquinone and 7,7,8,8-Tetracyanoquodimethane: Spectroscopic Characterization Studies
title_short Charge Transfer Complexes of Ketotifen with 2,3-Dichloro-5,6-Dicyano-<i>p</i>-Benzoquinone and 7,7,8,8-Tetracyanoquodimethane: Spectroscopic Characterization Studies
title_full Charge Transfer Complexes of Ketotifen with 2,3-Dichloro-5,6-Dicyano-<i>p</i>-Benzoquinone and 7,7,8,8-Tetracyanoquodimethane: Spectroscopic Characterization Studies
title_fullStr Charge Transfer Complexes of Ketotifen with 2,3-Dichloro-5,6-Dicyano-<i>p</i>-Benzoquinone and 7,7,8,8-Tetracyanoquodimethane: Spectroscopic Characterization Studies
title_full_unstemmed Charge Transfer Complexes of Ketotifen with 2,3-Dichloro-5,6-Dicyano-<i>p</i>-Benzoquinone and 7,7,8,8-Tetracyanoquodimethane: Spectroscopic Characterization Studies
title_sort charge transfer complexes of ketotifen with 2,3-dichloro-5,6-dicyano-<i>p</i>-benzoquinone and 7,7,8,8-tetracyanoquodimethane: spectroscopic characterization studies
publisher MDPI AG
series Molecules
issn 1420-3049
publishDate 2021-04-01
description The reactions of ketotifen fumarate (KT) with 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ) and 7,7,8,8-tetracyanoquinodimethane (TCNQ) as π acceptors to form charge transfer (CT) complexes were evaluated in this study. Experimental and theoretical approaches, including density function theory (DFT), were used to obtain the comprehensive, reliable, and accurate structure elucidation of the developed CT complexes. The CT complexes (KT-DDQ and KT-TCNQ) were monitored at 485 and 843 nm, respectively, and the calibration curve ranged from 10 to 100 ppm for KT-DDQ and 2.5 to 40 ppm for KT-TCNQ. The spectrophotometric methods were validated for the determination of KT, and the stability of the CT complexes was assessed by studying the corresponding spectroscopic physical parameters. The molar ratio of KT:DDQ and KT:TCNQ was estimated at 1:1 using Job’s method, which was compatible with the results obtained using the Benesi–Hildebrand equation. Using these complexes, the quantitative determination of KT in its dosage form was successful.
topic ketotifen
DDQ
TCNQ
charge transfer complex
spectroscopy
DFT
url https://www.mdpi.com/1420-3049/26/7/2039
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