- Re-arrangements of 4-[(4H-1,2,4-triazol-4-ylimino)methyl]phenol with different inorganic anions: Crystal structure and fluorescence properties
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Fluorescent materials have many interesting applications, but it remains difficult to control the luminescence of organic materials and in particular to retain the same luminescence in solution and in the solid state, a property of interest for various imaging applications. In this work, the influence of inorganic-anions on the crystal structure and physical–chemical properties of a series organic salts L+Cl? (1), L+ClO4? (2), L+NO3?·H2O (3), 2L+SO42?·2H2O (4) (L?=?4-[(4H-1,2,4-triazol-4-ylimino)methyl]phenol) has been investigated. Single crystal X-ray analyzes revealed that salt 1 formed a linear structure connected by H?O interactions, while salts 2–4 all formed 2D network structures through O?O interactions. The protonated L+s adopt face-to-face slipped π-stacked arrangement in salts 1 and 3, while display monomer arrangements in 2 and 4, the latter can be attribute to the entrapment of heavy anions in the crystal lattices. Optical-properties measurements of these four salts have shown L+ arrangements dependent on solid-state properties: salt 1 and 3 show broad emission bands (λ1?=?478?nm, λ2?=?487?nm) with a red shift of about 60?nm relative to its fluorescence in solvents, while 2 and 4 are similar to each other, exhibiting sharp bands (λ3?=?453?nm, λ2?=?433?nm) with the higher ?PL values (?PL1?=?0.08, ?PL1?=?0.15, ?PL1?=?0.06, ?PL1?=?0.14). These results demonstrated the significant influence of inorganic-anions on the organic salts and the optical properties of organic materials could be modulated by entrapping different anions in lattice.
- Zhang, Ya-Wen,Wang, Jing-Wen,Wu, Hong-Shuai,Wang, Ming-Xin,Luo, Yang-Hui,Sun, Bai-Wang
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- Novel triazole containing zinc(II)phthalocyanine Schiff bases: Determination of photophysical and photochemical properties for photodynamic cancer therapy
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A simple and efficient synthesis of novel zinc(II) phthalocyanines bearing triazole moieties was described. The synthetic approach for preparation of the phthalocyanines 1 and 13 was achieved by Schiff base condensation reaction of phthalocyanine tetracarbaldehydes 3 and 12 with 4-amino-4H-1,2,4-triazole 5 in tetrahydrofuran in reasonable yields. The photophysical and photochemical properties of the compounds 1, 3, 12 and 13 were recorded only in DMSO. The singlet oxygen generation ability of the targeted phthalocyanine Schiff bases were investigated in an attempt to understand their potential for photodynamic therapy (PDT) activity. Moreover, in vitro PDT application was performed against the MCF-7 and MDA-MB-231 invasive breast carcinoma cell lines. Preliminary assay showed that the compounds 1 and 13 possessed the phototoxicity and cytotoxicity, with a maximum of 30% MCF-7 cells dead following light irradiation. It was also revealed that the targeted phthalocyanines possess promising characteristic as photosensitizer towards tumor cells.
- Harmandar, Kevser,Saglam, Mehmet F.,Sengul, Ibrahim F.,Ekineker, Gül?in,Balcik-Ercin, Pelin,G?ksel, Meltem,Atilla, Devrim
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- Syntheses, in vitro α-amylase and α-glucosidase dual inhibitory activities of 4-amino-1,2,4-triazole derivatives their molecular docking and kinetic studies
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Thirty-three 4-amino-1,2,4-triazole derivatives 1–33 were synthesized by reacting 4-amino-1,2,4-triazole with a variety of benzaldehydes. The synthetic molecules were characterized via 1H NMR and EI-MS spectroscopic techniques and evaluated for
- Aboaba, Sherifat A.,Chigurupati, Sridevi,Hameed, Shehryar,Kannan Maharajan, Mari,Kanwal,Mohammed Khan, Khalid.,Perveen, Shahnaz,Shamim, Shahbaz,Taha, Muhammad,Ur Rehman, Ashfaq,Wadood, Abdul,Yeye, Emmanuel Oloruntoba
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- Antiglycation activity of triazole schiff’s bases against fructose-mediated glycation: In vitro and in silico study
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Background: Advanced glycation end products (AGEs) are known to be involved in the pathophysiology of diabetic complications, neurodegenerative diseases, and aging. Preventing the formation of AGEs can be helpful in the management of these diseases. Objec
- Choudhary, Muhammad I.,Imad, Rehan,Khan, Khalid M.,Naqeeb, Uzma,Shaikh, Muniza,Siddiqui, Salman,Subzwari, Fakiha,Zafar, Humaira
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p. 575 - 591
(2020/06/21)
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- An Efficient Synthesis and Antibacterial Activity of Some Novel 2-Azetidinone Derivatives of 4H-1,2,4-Triazoles Under Mild Conditions
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We have synthesized the novel 2-azetidinone derivatives by using Schiff bases of 1,2,4-triazoles via a single step protocol. We used DABCO as a good homogenous, ecofriendly, highly reactive, easy to handle, and nontoxic catalyst. In?DABCO catalyzed synthesis of active 2-oxo-azetidine, a highly electrophilic ketene intermediate can react with weakly nucleophilic (N═CH) linkage, which is used as the precursor for the cycloaddition reaction to deliver the desired products in excellent yields with protic solvents. In addition, the DABCO as an economically viable and readily available catalyst is soluble in almost all solvents and their salts easily filtered off from the reaction medium. Moreover, this new synthetic protocol features high conversion in green solvents and a straightforward procedure.
- Khan, Takallum,Yadav, Ritu,Gound, Surendra Singh
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supporting information
p. 1042 - 1047
(2018/02/23)
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- Synthesis and biological screening of some new thiophene and pyrazole containing styrylchromones and pyrazoles
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Series of brominated thiophene anchored 2-styrylchromones and styrylpyrazoles were synthesized using Baker-Venkataraman transformation. The structures of newly synthesized compounds were confirmed by spectral techniques such as infrared, 1H nuc
- Mhaske, Sadhana D.,Takate, Sushama J.,Dhawale, Rhushikesh N.,Akolkar, Hemantkumar N.,Randhavane, Pratibha V.,Karale, Bhausaheb K.
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- Synthesis of triazole Schiff bases: Novel inhibitors of nucleotide pyrophosphatase/phosphodiesterase-1
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A series of Schiff base triazoles 1-25 was synthesized and evaluated for their nucleotide pyrophosphatase/phosphodiesterase-1 inhibitory activities. Among twenty-five compounds, three compounds 10 (IC50 = 132.20 ± 2.89 μM), 13 (IC50
- Khan, Khalid Mohammed,Siddiqui, Salman,Saleem, Muhammad,Taha, Muhammad,Saad, Syed Muhammad,Perveen, Shahnaz,Choudhary, M. Iqbal
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supporting information
p. 6509 - 6514
(2015/02/19)
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- Triazole and benzotriazole derivatives as novel inhibitors for p90 ribosomal S6 protein kinase 2: Synthesis, molecular docking and SAR analysis
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A series of triazole and benzotriazole derivatives as novel p90 ribosomal S6 protein kinase 2 (RSK2) inhibitors were designed and synthesized. The in vitro activities against RSK2 were evaluated, and among 14 compounds, compounds 5, 6, 11, 12, 13 and 14 exhibited enzyme IC50 values of 8.91, 2.86, 3.19, 3.05, 4.49 and 2.09 μmol/L respectively. The proposed binding modes were simulated using molecular docking method, and the docking results coupled with the structure-activity relationship (SAR) analysis indicated that all these active compounds bound to the RSK2 ATP binding site at NTKD, and the electron-donating groups on the 4-position of phenyl were the determinant point for the inhibitory activity. In the present study, a series of triazole and benzotriazole derivatives as novel p90 ribosomal S6 protein kinase 2 (RSK2) inhibitors were designed and synthesized. The in vitro activities of the 14 compounds against RSK2 were evaluated, among which, compounds 5, 6, 11, 12, 13 and 14 exhibited enzyme IC50 values of 8.91, 2.86, 3.19, 3.05, 4.49 and 2.09 μmol/L respectively. The proposed binding modes were simulated using molecular docking method, and the docking results coupled with the structure-activity relationship (SAR) analysis indicated that all our active compounds bound to the RSK2 ATP binding site at NTKD, and the electron-donating groups on the 4-position of phenyl were the key point for the inhibitory activity. Copyright
- Yuan, Jun,Zhong, Ye,Li, Shiliang,Zhao, Xue,Luan, Guoqin,Zhao, Zhenjiang,Huang, Jin,Li, Honglin,Xu, Yufang
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p. 1192 - 1198
(2013/10/21)
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- Synthesis and biological activity of 3-[4H-(1,2,4)-Triazolyl]-2,6-diaryl-1, 3,5-oxadiazine-4-thione
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4-Amino-1,2,4-triazole (1) undergoes facile condensation with aromatic aldehydes to afford the corresponding 4-(arylidene-amino)-4H-[1,2,4]-triazole (2a-h) in good yield. Rearrangement of compounds (2a-h) with benzoyl isothiocyanate/4-chloro-benzoyl isoth
- Patel, Hasmukh S.,Patel, Ketan B.
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experimental part
p. 2443 - 2452
(2010/07/04)
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- Synthesis and biological activity of 3-[4H-(1,2,4)-triazolyl]-2-aryl-1,3- thiazolidin-4-ones
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4-Amino-1,2,4-triazole (1) undergoes facile condensation with aromatic aldehydes to afford the corresponding 4-(arylidene-amino)-4H-[1,2,4]-triazole (2 a-h) in good yields. Cyclocondensation of compounds (2 a-h) with thioglycolic acid yields 3-[4H-(1,2,4)
- Patel,Patel
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experimental part
p. 2391 - 2398
(2009/08/07)
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- Some triazole analogs as anti-inflammatory agents.
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4-[4-(3-Substituted-1-acetyloxycarbamido)-benzylidene] amino-1.2.4-triazoles were synthesized and evaluated for anti-inflammatory activity against carrageenin-induced foot paw edema in albino rats. All compounds, with the exception of one, afforded anti-inflammatory activity. Approximate LD50 of all the substituted triazoles was found to be higher than 750 mg/kg. Substitution at the phenyl group attached to N at the position 3 of the carbamide, in general, resulted in increase of anti-edema effect.
- Gupta,Bhargava
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p. 430 - 431
(2007/10/04)
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