ChemInform Abstract: SYNTHESIS OF ARYLOXY/ARYL ACETYL THIOSEMICARBAZIDES, SUBSTITUTED 1,3,4‐OXADIAZOLES, 1,3,4‐THIADIAZOLES, 1,2,4‐TRIAZOLES AND RELATED COMPOUNDS AS POTENTIAL FUNGICIDES

Sharma, Ramesh; Bahel, S. C.

doi:10.1002/chin.198305210

Cited by 6 publications

(5 citation statements)

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“…The Schiff's bases 8a-i display in their IR carbonyl and isomethine absorptions near 1,690-1,643 cm -1 and 1640-1627 cm -1 , respectively, in addition to absence of NH 2 stretching vibrations. Alkylation of compounds 7a-c with ethyl bromoacetate give ethyl {[3'-(2-chloroethyl)-4-arylidene-2'-nitro-5-oxo-4, 5-dihydro-1H, 3'H-2, 4'-biimidazol-1-yl] amino} acetates 9a-c [13]. The formation of compounds 9a-c was confirmed by the presence of a sharp absorption near 1,730-1,715 cm -1 for the ester C=O and at 1,250-1,300 cm -1 due to C—O stretching.…”

Section: Resultsmentioning

confidence: 99%

“…Acid hydrazides are useful intermediates leading to the formation of some heterocyclic ring such as 1,3,4-oxadiazoles, 1,3,4-thiadiazoles and 1,2,4-triazoles. The 3'-(2-chloroethyl)-5-arylidene-3-{[5-mercapto-1,3,4-oxadiazol-2-yl-methyl]amino}-2'-nitro-3,5-dihydro-3' H ,4 H ,2,4'-biimidazol-4-one compounds 12a-c [13] were synthesized from the reaction of compounds 10a-c with carbon disulfide in the presence of potassium hydroxide (Scheme 2). …”

Section: Resultsmentioning

confidence: 99%

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Synthesis and Antibacterial Activities of New Metronidazole and Imidazole Derivatives

Atia

2009

Molecules

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New imidazole ring derivatives comprising 1,3-oxazoline, Schiff's bases, thiadiazole, oxadiazole and 1,2,4-triazole moieties are reported. 3-Aminobiimidazol-4-one compounds 7a-c were synthesized by the reaction of compounds 6a-c with hydrazine hydrate. Biimidazole esters 9a-c were converted into biimidazole hydrazide esters 10a-c. Compounds 7a-c and 10a-c were converted into a variety of derivatives.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Synthesis and Antibacterial Activities of New Metronidazole and Imidazole Derivatives

Atia

2009

Molecules

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“…and their broad range of pharmacological properties [ 20 ], such as anticancer [ 21 ], anti-inflammatory [ 22 ], anticonvulsant [ 23 ], and antidiuretic activities [ 24 ]. On the other hand, 1,2,4-triazoles are associated with diverse pharmacological activities, e.g., analgesic, antiasthmatic, diuretic, anti-hypersensitive, anticholinergic, antibacterial, antifungal and anti-inflammatory activity [ 25 , 26 , 27 , 28 ]. Combining these two structural features into one molecule has produced new ones with promising biological effects [ 29 , 30 , 31 , 32 , 33 , 34 , 35 , 36 , 37 , 38 ].…”

Section: Introductionmentioning

confidence: 99%

RETRACTED: Cytotoxicity and Anti-Inflammatory Activity of Methylsulfanyl-Triazoloquinazolines

Al‐Salahi

Gamal‐Eldeen²,

Alanazi

et al. 2013

Molecules

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A series of twenty five 2-methylsulfanyl-[1,2,4]triazolo[1,5-a]quinazoline derivatives 1–25 was previously synthesized. We have now investigated their cytotoxic effects against hepatocellular Hep-G2 and colon HCT-116 carcinoma cells and effect on the macrophage growth, in addition to their influence of the inflammatory mediators [nitric oxide (NO), tumor necrosis factor-α (TNF-α), prostaglandin E-2 (PGE-2) and in bacterial lipopolysachharide (LPS)-stimulated macrophages]. The findings revealed that compounds 13 and 17 showed the highest cytotoxicity and that 3, 6–8 and 25 are promising multi-potent anti-inflammatory agents.

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“…They can be used as plant growth-inhibitors [7], dyes for improved preservability and absorption characteristics [8], paints and surface active agents [9] and inhibitors of malignant cellular proliferation [10]. But thioethers of 1,2,4-triazole derivatives possess more biological activities than their matrix 1,2,4-triazoles [11,12]. In the title crystal structure, the five-membered triazole ring and the benzene ring are essentially planar, even the maximum deviation from the mean plane of the benzene ring (C3-C8) is only 0.018°.…”

Section: Discussionmentioning

confidence: 99%

Crystal structure of 3-(2,4-dinitrophenylthio)-5-(2-ethoxyphenyl)-4H-1,2,4-triazol-4-amine, C16H14N6O5S

Ding¹,

Huang²,

Jin³

et al. 2009

Zeitschrift Für Kristallographie - New Crystal Structures

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Source of materialThe title compound was prepared by the reaction of 4-amino-5-(2-ethoxyphenyl)-2H-1,2,4-triazole-3(4H)-thione (0.002 mol) and 1-chloro-2,4-dinitrobenzene (0.002 mol) in the mixed solution of triethylamine (10 ml) and ethanol (20 ml). The triazole was synthesized following the literature method of [1]. The desired product was obtained by filtration, drying and recrystallization from ethanol. Single crystals suitable for ray data collection were obtained by slow evaporation of amethanol solution. Experimental detailsThe H1D and H1E atoms were refined subject to the restraint d(N-H) =0.85(2) Å.The other Hatoms were positioned geometrically and allowed to ride on their parent atoms at distances.96 or 0.97 Å with U iso =1.5 U eq (parent atom). The huge Rvalues may be attributed to the too thin in one direction of the sample crystal. DiscussionRecently, the compounds containing 1,2,4-triazole group have attracted much interest because of their exhibiting various biological activities [2-6], such as anti-inflammatory, analgesic, and anti-fungal activities. They can be used as plant growth-inhibitors [7], dyes for improved preservability and absorption characteristics [8], paints and surface active agents [9] and inhibitors of malignant cellular proliferation [10]. But thioethers of 1,2,4-triazole derivatives possess more biological activities than their matrix 1,2,4-triazoles [11,12]. In the title crystal structure, the five-membered triazole ring and the benzene ring are essentially planar, even the maximum deviation from the mean plane of the benzene ring (C3-C8) is only 0.018°. The benzene ring (C3-C8) and the triazole ring form adihedral angle of 47.2(2)°, while the dihedral angle betweent he benzene ring (C11-C16) and the triazole ring is 69.45°. And the two benzene rings make adihedral angle of 58.7(1)°. The C-N bond lengths in the five-membered triazole ring (1.305(4) -1.316(4) Å)a re longer than at ypical C=N double bond (mean 1.269 Å), but shorter than aC-N single bond (mean 1.443(4) Å) [13][14][15], indicating electron delocalization in the triazole ring.

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ChemInform Abstract: SYNTHESIS OF ARYLOXY/ARYL ACETYL THIOSEMICARBAZIDES, SUBSTITUTED 1,3,4‐OXADIAZOLES, 1,3,4‐THIADIAZOLES, 1,2,4‐TRIAZOLES AND RELATED COMPOUNDS AS POTENTIAL FUNGICIDES

Abstract: Die aus den Acetylhydrazinen (I) durch Umsetzung mit Arylisothiocyanaten (II) hergestellten Thiosemicarbazide (III) lassen sich mit Quecksilberoxid zu Oxadiazolen (IV), mit Schwefelsäure zu Thiadiazolen (V) cyclisieren.

Cited by 6 publications

References 0 publications

Synthesis and Antibacterial Activities of New Metronidazole and Imidazole Derivatives

Synthesis and Antibacterial Activities of New Metronidazole and Imidazole Derivatives

RETRACTED: Cytotoxicity and Anti-Inflammatory Activity of Methylsulfanyl-Triazoloquinazolines

Crystal structure of 3-(2,4-dinitrophenylthio)-5-(2-ethoxyphenyl)-4H-1,2,4-triazol-4-amine, C16H14N6O5S

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