A Review on Methods of Synthesis of 1,2,4-Triazole Derivatives

Kaur, Parminder; Kaur, Rajwant; Goswami, Manish

doi:10.7897/2230-8407.097121

Cited by 32 publications

(13 citation statements)

References 15 publications

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“…The following chemicals were obtained from commercial sources and used without further purification: (−)-verbenone, 4-chlorophenol, 4-phenoxyphenol, 4-bromophenol, 4-tert-butylphenol and phenol (TCI, USA). Compounds 2a-2e were synthesized in three steps starting from para-substituted phenols as previously reported [14]. The products were characterized by 1 H-NMR spectroscopy on AVANCE DRX 500 (500 MHz) instrument and by 13 C-NMR spectroscopy on Varian-Mercury 400 spectrometer with the use of DMSO-d 6 as a solvent and tetramethylsilane as an internal standard.…”

Section: Generalmentioning

confidence: 99%

Design, synthesis and pharmacological profile of (−)-verbenone hydrazones

2020

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A series of novel (−)-verbenone hydrazones was designed and synthesized via condensation of terpenoid with hydrazides derived from phenoxyacetic acid. The structure of target compounds was confirmed by 1H-NMR and 13C-NMR analysis, Raman and FT-IR spectroscopy, electrospray ionization method and fast atom bombardment (FAB) mass spectrometry. Thermal properties of (−)-verbenone hydrazones 3a–3e were estimated by differential scanning calorimetry and their purity by HPLC coupled to mass spectrometry. Verbenone hydrazones were revealed to exist as Z/E geometrical isomers about C═N bond and cis/trans amide conformers. Verbenone derivatives were estimated as potential anticonvulsant agents after their oral administration against pentylenetetrazole and maximal electroshock-induced seizures in mice. Analgesic effect of hydrazones was studied by topical application on models of allyl isothiocyanate and capsaicin-induced pain. The present findings indicate that verbenone hydrazones contribute to seizure protection both at short (6 h) and long (24 h) time periods by blocking chemical- and electroshock-induced convulsions. Binding of compounds 3a–3e to TRPA1/TRPV1 ion channels was suggested as a feasible mechanism explaining their significant analgesic activity.

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Section: Generalmentioning

confidence: 99%

Design, synthesis and pharmacological profile of (−)-verbenone hydrazones

2020

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“…The comparison of analytical performance obtained by this proposed method and other methods using spectrophotometric techniques was showed in Table 1. 15,24,[39][40][41][42][43][44][45][46][47] Altogether, our proposed method exhibited a wide linearity range and the lowest detection limit for the quantitative analysis of amlodipine comparing with the other methods without the difficult sample preparation method such as the extraction step and heat pretreatment step. Furthermore, the proposed technique can be portable to on-site measurement so that it can be considered as a simple, fast and convenient method for point of care analysis and industries routine.…”

Section: Analytical Performancementioning

confidence: 99%

A Portable Reflective Absorbance Spectrophotometric Smartphone Device for the Rapid and Highly Accurate Determination of Amlodipine in Pharmaceutical Formulation and Human Urine Samples

Khachornsakkul

Dungchai

2020

ANAL. SCI.

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The simple reflective absorbance spectrophotometric smartphone device for point-ofmonitoring amlodipine is presented here for the first time. The immediate analysis of amlodipine in the human urine of the patients who suffered severe side effects of this drug is very important for diagnosis, treatment, and reduction of the death rate. This measurement technique is based on the charge-transfer complex between amlodipine and picric acid, which forms a yellow product. This product can absorb light intensity from an LED strip and measure through the Blue channel from RGB mode with a smartphone application. The linear relationship for amlodipine monitoring was found in a wide range from 100.0 µg L-1 to 140.0 mg L-1 (R 2 = 0.999), and the limit of detection was found to be 25.0 µg L-1. Our proposed method can be applied to the different smartphone brands with consistent sensitivity of amlodipine detection. Additionally, the determination of amlodipine in pharmaceutical formulation and human urine samples was demonstrated by our proposed method. The recoveries were indicated in the range 98.60-100.00%, which is at the acceptable level for pharmacy. This method offers interweave of basic technology and chemical analysis with environmentally friendly due to reducing the complex instrument and the amount of organic waste compared to chromatographic technique and efficient use for the detection of amlodipine. Hence, this method can be applied for promptly medical diagnoses and laboratories with limited budget resources.

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“…The following chemicals were used as obtained from their commercial suppliers: l-menthone, phenol, 4-bromophenol, 4-chlorophenol, 4-tert-butylphenol, 4-phenoxyphenol (TCI, Philadelphia, PA, USA). 4-R-phenoxyacetic acid hydrazides 2a-2e were not obtained commercially and had been synthesized according to the procedure found in the literature [10]. The structure of the compound obtained was established by 1 H-NMR spectroscopy on an AVANCE DRX 500 (500 MHz) instrument (Bruker, Davis, CA, USA) and by 13 C-NMR spectroscopy on Varian-Mercury 400 spectrometer (Varian Inc., Palo Alto, CA, USA) using DMSO-d 6 as a solvent and TMS as an internal standard.…”

Section: General Informationmentioning

confidence: 99%

(2S,5R)-2-Isopropyl-5-methylcyclohexanone Hydrazones

Nesterkina

Barbalat

Zheltvay

et al. 2019

Molbank

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Hydrazones were obtained in 76–78% yield via condensation of (2S,5R)-2-isopropyl-5-methylcyclohexanone with 4-R-phenoxyacetic acid hydrazides in the presence of a catalytic amount of glacial acetic acid. The structure of the target compounds has been established by FTIR-ATR, Raman, 1H-NMR and 13C-NMR spectral analysis and EI/FAB/ESI mass spectrometry. Thermal properties of hydrazones 3a–3e were elucidated by differential scanning calorimetry (DSC) and their purity by HPLC coupled to mass spectrometry. Synthesized compounds were found to exist as Z/E geometrical isomers about C=N bond and cis/trans amide conformers.

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A Review on Methods of Synthesis of 1,2,4-Triazole Derivatives

Cited by 32 publications

References 15 publications

Design, synthesis and pharmacological profile of (−)-verbenone hydrazones

Design, synthesis and pharmacological profile of (−)-verbenone hydrazones

A Portable Reflective Absorbance Spectrophotometric Smartphone Device for the Rapid and Highly Accurate Determination of Amlodipine in Pharmaceutical Formulation and Human Urine Samples

(2S,5R)-2-Isopropyl-5-methylcyclohexanone Hydrazones

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