• Bulletin of the Korean Chemical Society
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• 제35권10호
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• pp.2922-2928
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• 2014

To investigate the possible isosteric replacement of imidazolidinone moiety in 4-phenyl-1-arylsulfonylimidazolidinones (2) for broad and potent anti-cancer agents, a series of 5-phenyl-1H-pyrazol-3-yl 1-(acyl)indoline-5-sulfonates (4) and 1-(1-(acyl)indolin-5-ylsulfonyl)-5-phenylpyrazolidin-3-ones (5) were prepared and evaluated for their cytotoxicity against six human cancer cell lines. Although the pyrazoles 4 or pyrazolidinones 5 showed relatively good activity, still they showed lesser activity in comparison to imidazolidinones 2. These activity decreases could be interpreted with the effect of change of the hydrogen bonding characteristics and the substitution pattern on structural variations of five membered rings from imidazolidinones 2 to pyrazoles 4 and pyrazolidinones 5, respectively. Therefore, it can be concluded that 4-phenyl-1-arylsulfonylimidazolidinone is a basic pharmacophore of imidazolidinones 2.

• Archives of Pharmacal Research
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• 제14권3호
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• pp.266-270
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• 1991

Synthesis of C-(2-furyl)-N-(4-nitrophenyl)methanohydrazonyl bromide 2 is described. Treatment of 2 with uncleophiles affords the corresponding substitution products 3-7. Also, compound 2 reacts with selenocyanate anion and thiocyanate anion and give the corresponding selenadiazoline and thiadiazoline 8 and 9, respectively. Moreover, reaction of 2 with enolates of various active methylene compounds afforded the pyrazole derivatives 17-20.

• Archives of Pharmacal Research
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• 제13권2호
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• pp.204-206
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• 1990

Certain pyrazolin-5-one and pyrazole derivatives bearing uracil-6-yl or tetrazol-5-yl moiety in position 1 have been synthesized. The anti-inflammatory activity of six representative compounds have been tested and the results are reported.

• Archives of Pharmacal Research
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• 제22권4호
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• pp.372-379
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• 1999

A series of disubstituted 4,5-polymethylenepyrazoles were synthesized and evaluated their inhibitory activities against COX-2. Some compounds showed strong (0.3 nM) inhibitory activity on COX-2 and were found somewhat selective (up to 16) on COX-2 over COX-1.

• Bulletin of the Korean Chemical Society
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• 제30권12호
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• pp.3085-3088
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• 2009

• Bulletin of the Korean Chemical Society
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• 제25권1호
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• pp.23-24
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• 2004

• Archives of Pharmacal Research
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• 제13권4호
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• pp.338-341
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• 1990

Several new pyrazoloyl-pyrrolidino[3, 4-d]pyrazolidines and pyrazolonyl-pyrrolo[3, 4-d] pyrazoles were synthesised via the reaction of N-arylaleimides with the phynylhydrazones of 3-methyl-4-formyl-2-pyrazoline-5-one and 1-phenyl-3-methyl-4-formyl-pyrazolin-5-one and treating of the resulting adducts with chloranil. Structures were based on elemental analyses and spectral data.

• Archives of Pharmacal Research
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• 제16권4호
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• pp.318-321
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• 1993

Cyanoaccetic acid hydrazide reacted with some 2-pyrazolin-5-one, isoxazol-5-one and 2-thiazolin-4-one and their ylidene derivatives to yield several new annelated pyran heterocycles. Structures wre established on the basis of elementary analyses and spectral data studies in addition to synthesis via other routes.

• Bulletin of the Korean Chemical Society
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• 제26권5호
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• pp.719-728
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• 2005

A novel 2-amino-4-(8-quinolinol-5-yl)-1- (p-tolyl)-pyrrole-3-cabonitrile (2) was obtained by the reaction of 2-[2-bromo-1-(8-hydroxyquinolin-5-yl)-ethylidene]-malononitrile (1) with p-toluidene. The new synthon compound (2) could be annelated to the corresponding pyrrolo[2,3-d]pyrimidines (4, 6, 7, 26-28), triazolo[1,5-c]pyrrolo[3,2-e]pyrimidines (10, 29, 30), pyrrolo[2,3-c]pyrazoles (11-15), pyrrolo[1,2-a]pyrrolo[3,2-e] pyrimidine (17) and imidazo[1,2-c]pyrrolo[3,2-e]pyrimidines (18-25) via the reaction with some reagents such as acetic anhydride, formamide, triethyl orthoformate, hydrazine hydrate, hydroxylamine, ethylenediamine, carbon disulfide and phosphorus oxychloride. Chemical and spectroscopic evidences for the structures of these compounds are presented. The antifungal and antibacterial activity of the newly synthesized comounds were evaluated.

• Archives of Pharmacal Research
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• 제17권2호
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• pp.66-70
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• 1994

The condensation reactions of hippuric acid and tis furyl derivative with salicyladehydes or that of salicylhippuric acid analogues with furadehyde led to the comesponding oxazoles. These wre subsequently treated with hydrazine hydrate, hydroxylamine or subjected to alkaline hydrolysis to yield new o-hydroxyaryl or salicyl containing derivatives. 5-Substituted salicylanilides were treated with piperidine and formaldehyde in a Mannich type reaction affording the corresponding 3-(N-piperidinomethyl) salicylanilides. It was noticed that the presence of an electron donating group in in position 3 in the salicylanilide moiety decrease the mollusicidal activity.