• Archives of Pharmacal Research
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• v.25 no.6
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• pp.781-785
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• 2002

A series of pyrazoloxyphenyl benzoyl urea derivatives was designed and synthesized for cytotoxic evaluation as potential antitumor agents. The synthetic compounds were evaluated for in vitro cytotoxicity against five human tumor cell lines, including A-549, SKOV-3, SK-MEL-2, XF-498 and HCT-15. Among others, compound 11 exhibited 50∼100 times greater antitumor activities than the commercial product, Cisplatin.

• Bulletin of the Korean Chemical Society
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• v.26 no.3
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• pp.470-472
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• 2005

• Bulletin of the Korean Chemical Society
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• v.28 no.5
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• pp.851-854
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• 2007

• Bulletin of the Korean Chemical Society
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• v.24 no.5
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• pp.681-683
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• 2003

• Journal of Life Science
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• v.14 no.2
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• pp.351-355
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• 2004

Saccharin derivatives were synthesized by means of 4 reaction steps involved the reaction of 1-methylurea (or 1-methylthiourea) and oxalyl chloride. 1-Alkyl(or phenyl)-3-(1,1,3-trioxo-1,3-dihydro-1$^{6}$ -benzo[d]isothiazol-2-ylmethyl)-imidazolidine-2,4,5-trione 5 and 1-alkyl(or phenyl)-2-thioxo- 3-(1,1,3-trioxo-1,3-dihydro-1$^{6}$ -benzo-[d]isothiazol-2-ylmethyl)-imidazolidine-4,5-dione 12 were obtained by means of 4 reaction steps involved the reaction of 1-methyl-urea(or 1-methylthiourea) and oxalyl chloride.

• Applied Biological Chemistry
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• v.51 no.3
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• pp.219-222
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• 2008

In the search for third generation herbicidal cyclic imide derivatives, the average values of herbicidal activity ($pI_{50}$) in vivo (pre-emergence) of 40 new peroxidizing herbicides, 1-(4-chloro-2-fluoro-5-propargyloxyphenyl)thiourea derivatives (1-40) against rice plant (Orysa sativa) and barnyard grass (Echinochlor crus-galli) were studied. The molecular similarity between protoporphyrinogen IX (protogen) as the substrate of protox enzyme and Urea derivatives (1-40) was discussed quantitatively. The diallyl (20) and 3-nitro substituent (33) showed the selective herbicidal activity against barnyard grass. Allyl substituent (8) and their molecular similarity in dice (S=0.81) showed the highest levels of herbicidal activity ($pI_{50}$=4.71). Also, similarity indices (S) and superimposed volume (C) of protogen and aryl-substituents (21-40) showed good correlation.

• Textile Coloration and Finishing
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• v.2 no.3
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• pp.36-42
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• 1990

The effect of urea and its derivatives, which are known as structure breakers of water, in the dyeing of silk with acid dyes was investigated. Without ureas the maximum dye uptake was observed at $60^{\circ}C$ when dyed with Milling Cyanine 5R, but in the presence of ureas the maximum dye uptake was decreased and its temperature also shifted to lower regin in the order of urea >N-methyl urea > N,N-dimethyl urea>tetramethyl urea. These tendencies were more marked in the dyeing of silk fiber with Orange II, a typical levelling type acid dye. These can be interpreted as the decrease in the hydropholic interaction between fiber molecules which results in the broadening of the inter micelie spacing. The increased partition coefficient of dye molecules in the bath by the action of ureas also contributes to dyeing results, and it can be seen from the spectral characteristics of dyes in aqueous urea solution.

• Archives of Pharmacal Research
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• v.13 no.1
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• pp.1-4
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• 1990

Reaction of propane-1, 3-sultone with amines gave N-substituted aminosulphonnic acids 2a-i, Dehydration of 2a-c with $POCI_3$ gave the corresponding sultams 3a-c. Propane-1, 3-sultone 1 reacted with tertury amines to give the betaiene salts 4-11. 2-4-Dimethyl-1, 3-butadiene-1, 4-sultone 12 condensed with amines to give N-substituted-2, 4-dimethyl-1, 3-butadiene-1, 4-sultames 13a and 13b. The reaction of 3a, 13a with hydrazine hydrate gave acid hydrazides 3d or 13c. Compounds 3d, 13c reacted with isocyanates to yield urea derivatives 14a-c, 15a-c.

• Natural Product Sciences
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• v.3 no.2
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• pp.89-99
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• 1997

Aminolysis, hydrazinolysis and alkylation of 4-methoxy and 4,9-dimethoxy-6-cyano-7-thione-5-methyl-7H furo [3,2-g] [1] benzopyridine (1 a-b) yielded 7N-substituted furobenzopyridine derivatives (2 a-e or the possible isomers 3 a-e and 4 a-b), (5 a,b and 6 a,b) and the ester (8 a,b). Hydrolysis of (la) with acetic acid gave the corresponding pyridone derivatives (7). Furobenzopyridinyl-7-thioacetyl hydrazide (9 a,b) have been prepared via alkylation of furobenzopyridine thione (1 a-b) with ethyl chloroacetate followed by condensation with hydrazine hydrate. Schiff base (11) was prepared by reacting (9a) with p. N,N-dimethyl aminobenzaldehyde in boiling ethanol. Treatment of (8a) with anthranilic acid gave the corresponding 7-substituted-4H-3,1-benzoxazine-4-one (10). We found that compound (11) increased bleeding, coagulating time, the total count of white blood cells, blood glucose level (cause hyperglycemia), enzymes (GOT, GPT) activities, concentration of urea and creatinine. On the other hand it decreased red blood cells number, haemoglobin content and haematocrite value.

• Archives of Pharmacal Research
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• v.28 no.11
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• pp.1205-1212
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• 2005

2-Thiouracil-5-sulphonic acid N-(4-acetylphenyl) Amide (1) was reacted with a series of aromatic aldehydes giving chalcones 2 (Claisen-Schemidt reaction), some of these chalcones were reacted with urea and thiourea giving pyrimidine-2-one and pyrimidine-2 thione derivatives respectively of the type 3a,b and 4a,b. In addition many chalcones were reacted with hydroxylamine hydrochloride giving isoxazoline derivatives 5a,b. They could also reacted with phenylhydrazine to give pyrazoline derivatives 5a,b, chalcones also were reacted withethylcyano acetate and/or malononitryl in pyridine giving pyran derivatives 7a,c and 8a,c. In another pathway chalcones were epoxidised by $H_{2}O_{2}$ giving epoxides 9a,c which in turn were reacted with phenylhydrazine giving 4-hydroxypyrazoline derivatives 10a,c. In another reaction chalcones were reacted with ethylcyanoacetate in presence of amm.acetate giving pyridone derivatives 11a,d which could be prepared also in exellent yield from compound 1 by its reaction with certain aromatic aldehydes and ethylcyanoacetate in presence of ammonium acetate. Finally, compound 1 was reacted with semicarbazide giving semicarbazone intermediate 12 which in turn was reacted with thionyl chloride giving thiadiazole derivative 13. The biological effects of some of the new synthesized compounds were also investigated.