Infrared spectroscopy of racemic and enantiomeric forms of atenolol

Castro, Ricardo A. E.; Canotilho, João; Barbosa, Rui M.; Redinha, J.S.

doi:10.1016/j.saa.2006.10.007

Cited by 14 publications

(5 citation statements)

References 15 publications

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“…In the infrared spectrum of ATE ( Figure 3 a), the bands were identified as follows: 3342 cm −1 for symmetric and asymmetric stretching N-H, 2961 cm −1 for alcoholic OH, 1631 cm −1 for C=O amide, and 1235 cm −1 for alkyl aryl ether. The aforementioned observations match with the FTIR spectra relating to ATE as documented in reference [ 21 ]. A number of changes in the FTIR spectra were observed after the formation of the ATE-β-CD inclusion complex.…”

Section: Resultssupporting

confidence: 86%

“…Therefore, with the purpose of increasing the solubility, ATE and PRO were complexed with β-CD and with 2-hydroxypropyl-β-CD to form inclusion complexes [ 17 , 18 ]. A literature survey reveals that some methods have been used to determine ATE and PRO individually in pharmaceutical formulations and biological fluids like capillary electrophoresis [ 19 , 20 ], spectrophotometric methods [ 21 , 22 ], high-performance liquid chromatography [ 15 , 23 ], spectrofluorometric methods [ 24 , 25 ], and gas chromatography [ 26 , 27 ].…”

Section: Introductionmentioning

confidence: 99%

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Supramolecular Interaction of Atenolol and Propranolol with β-Cyclodextrin Spectroscopic Characterization and Analytical Application

Alramadhan,

Elbashir,

Alnajjar

2024

Molecules

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Atenolol (ATE) and propranolol (PRO) inclusion complexes with β-cyclodextrin have been investigated in aqueous solution. The aqueous solution was examined and characterized using UV–vis, fluorescence spectroscopy, and 1H NMR. The physical mixture was characterized using FTIR. The existence of inclusion complexes is confirmed by observing changes in spectroscopic properties. The ATE complex with β-CD exhibited an interaction as host and (β-CD) as a guest in a 1:1 ratio, with an inclusion constant K of 2.09 × 10−3 µM−1, as determined by the typical double-reciprocal graphs. Similarly, the PRO complex with β-CD exhibited an interaction as host and (β-CD) guest in 1:1 and 1:2 stoichiometry at the same time; the inclusion constants were K1 = 5.80 × 10−5 µM−1 and K2 = 4.67 × 10−8 µM−1, as determined by typical double-reciprocal graphs. The variables influencing the formation of the inclusion complexes were investigated and optimized. Based on the enhancement in fluorescence intensity due to the formation of inclusion complexes, spectrofluorometric methods were developed and validated for determination of each drug’s pharmaceutical formulation. The quantification of the fluorescence intensity for ATE and PRO was conducted at λex/λem 226/302 nm and λex/λem 231/338 nm, respectively. Under the optimal reaction circumstances, linear relationships with good correlation coefficients of 0.9918 and 0.99 were found in the concentration ranges of 0.3–1.7 μM, and 0.1–1.1 μM for ATE and PRO, respectively. The limits of detection (LODs) were found to be 0.13 and 0.01 μM for ATE and PRO, respectively. The suggested approach was effectively applied to the analysis of both drugs’ pharmaceutical formulations.

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Section: Resultssupporting

confidence: 86%

Section: Introductionmentioning

confidence: 99%

Supramolecular Interaction of Atenolol and Propranolol with β-Cyclodextrin Spectroscopic Characterization and Analytical Application

Alramadhan,

Elbashir,

Alnajjar

2024

Molecules

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“…For the AT 0.6% powder, the bands ascribed to stretching and in-plane deformation of the N\H group were at 3160 cm −1 and 1637 cm −1 , respectively in agreement with previous reports [68]. According to Soares et al [63], the C_O stretching band of the AA is expected to be found around 1730 cm − 1 .…”

Section: Ft-ir Characterizationsupporting

confidence: 89%

“…3. This sample maintained the crystalline structure (the reflections were in the same angular positions than the ones of AT op ), however the crystallinity degree [80] and crystal habit were different as consequence of the process that it was subjected to [68].…”

Section: Crystallographic Characterizationmentioning

confidence: 98%

New alginic acid–atenolol microparticles for inhalatory drug targeting

Ceschan

Bucalá

Ramírez-Rigo

2014

Materials Science and Engineering: C

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“…The formation of interactions between the At and the MIL-100(Ti) is evidenced by Fourier transform infrared spectroscopy (FTIR) by comparing the spectra of free At to that of the empty and the At loaded material (At@MIL-100(Ti)). Specifically, there is a shift in the wavelengths of pure At (from 2964 and 2922 cm −1 to 2955 and 2925 cm −1 for At and At@MIL-100(Ti), respectively; see SI, Figure S5), characteristic of the ν(C-H) group of the C9 (near the ether group C9-O-benzene) 40 . In contrast, the MIL-125-NH 2 was able to adsorb up to 66.6 ± 1.1% of At and 50.2 ± 3.4% of SMT after 5 h. However, the release of the previously adsorbed EOCs was evidenced after 1 h, probably related with the degradation of the framework during the drug adsorption process (SI, Figure S2&S3).…”

Section: Screening Of the Smt And At Photodegradation And Mof Stabili...mentioning

confidence: 98%

Ti-based robust MOFs in the combined photocatalytic degradation of emerging organic contaminants

García-González

Salcedo‐Abraira

Rincón

et al. 2022

Sci Rep

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Photocatalysis process is a promising technology for environmental remediation. In the continuous search of new heterogeneous photocatalysts, metal–organic frameworks (MOFs) have recently emerged as a new type of photoactive materials for water remediation. Particularly, titanium-based MOFs (Ti-MOFs) are considered one of the most appealing subclass of MOFs due to their promising optoelectronic and photocatalytic properties, high chemical stability, and unique structural features. However, considering the limited information of the reported studies, it is a hard task to determine if real-world water treatment is attainable using Ti-MOF photocatalysts. In this paper, via a screening with several Ti-MOFs, we originally selected and described the potential of a Ti-MOF in the photodegradation of a mixture of relevant Emerging Organic Contaminants (EOCs) in real water. Initially, two challenging drugs (i.e., the β-blocker atenolol (At) and the veterinary antibiotic sulfamethazine (SMT)) and four water stable and photoactive Ti-MOF structures have been rationally selected. From this initial screening, the mesoporous Ti-trimesate MIL-100(Ti) was chosen as the most promising photocatalyst, with higher At or SMT individual photodegradation (100% of At and SMT photodegradation in 2 and 4 h, respectively). Importantly, the safety of the formed by-products from the At and SMT photodegradation was confirmed. Finally, the At and SMT photodegradation capacity of MIL-100(Ti) was confirmed under realistic conditions, by using a mixture of contaminants in tap drinking water (100% of At and SMT photodegradation in 4 h), proven in addition its potential recyclability, which reinforces the potential of MIL-100(Ti) in water remediation.

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Infrared spectroscopy of racemic and enantiomeric forms of atenolol

Cited by 14 publications

References 15 publications

Supramolecular Interaction of Atenolol and Propranolol with β-Cyclodextrin Spectroscopic Characterization and Analytical Application

Supramolecular Interaction of Atenolol and Propranolol with β-Cyclodextrin Spectroscopic Characterization and Analytical Application

New alginic acid–atenolol microparticles for inhalatory drug targeting

Ti-based robust MOFs in the combined photocatalytic degradation of emerging organic contaminants

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