• Biomolecules & Therapeutics
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• 제7권2호
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• pp.164-169
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• 1999

The synthesis and antimicrobial activity of N-substituted glycol derivatives of Norfloxacin were described. Norfloxacin was treated with chloroacetyl chloride to yield chloroacetyl norfloxacin (1). This compounds was reacted with alkyldiamines to afford bivalent ligand quinolone carboxylic acids (2-6), which was added to pivaloyloxymethyl chloride to give bivalent ligand pivaloyloxymethyl quinolone carboxylates (7-11). Chloroacetyl norfloxacin (1) treated with alkylamines to obtain monovalent ligand quinolone carboxylic acids (12-15), which was reacted with pivaloyloxymethyl chloride to get monovalent ligand pivaloyloxymethyl quinolone carboxylates (16-19). Free carboxylic quinolones (2-6, 12-15) showed little stronger activities to their pivaloyloxymethyl esters (7-11, 16-19). In monovalent ligand quinolone analogues, longer a1kyl chain com-pounds showed stronger activities than shorter one.

• Bulletin of the Korean Chemical Society
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• 제29권8호
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• pp.1443-1444
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• 2008

• 약학회지
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• 제43권4호
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• pp.442-446
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• 1999

The synthesis and antimicrobial activity of N-substituted glycyl derivatives of Norfloxacin were described. Norfloxacin was treated with chloroacetyl chloride to yield chloroacetyl norfloxacin (1). This compounds was treated with alkylamines to obtain quinolone carboxylic acids (2-6), which were reacted with pivaloyloxymethyl chloride to get pivaloyloxymethyl quinolone carboxylates (7-11). Free carboxylic quinolones (2-6) showed little stronger activities to their pivaloyloxymethyl esters (7-11). In quinolone analogues, longer alkyl chain compounds showed stronger activities than shorter one.

• 대한화학회지
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• 제32권4호
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• pp.371-376
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• 1988

Thebaine과 diisopropyl azodicarboxylate을 반응시켜 northebaine을 합성한 다음 thebaine의 diene에 nitrosobenzene을 dienophile로 하여 Diels-Alder반응을 시도한 후 가수분해하고 succinic anhydride와 chloroacetyl chloride를 각각 반응시켜 14-carbon에 새로운 치환기인 phenylhydroxylamine과 17-nitrogen에 acyl group을 도입한 새로운 화합물(16-A)와 (16-B)를 각각 22와 16%의 수율로 얻었다.

• Bulletin of the Korean Chemical Society
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• 제35권6호
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• pp.1743-1748
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• 2014

A facile and effective method has been developed for the synthesis of a novel series of benzofuran derivatives via N-acylation, O-alkylation and intramolecular condensation reactions, starting from readily available substituted o-hydroxy aryl ketone, and chloroacetyl arylamides. This metal-free transition process is characterized by mild reaction conditions, atom economy, short reaction time and a high yield with a decreased amount of by-products.

• Applied Biological Chemistry
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• 제31권3호
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• pp.234-240
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• 1988

2,6위(位)의 alkylaniline 또는 3,4위(位)의 chloroaniline으로부터 N-(1'-methoxycarbonylethyl)-N-chloroacetyl-2,6-dimethylaniline(ACRI-S-8609) 등(等) chloroacetamide형(型) 화합물(化合物) 7종(種)을 합성(合成)하여 elemental analyzer, NMR, GC/MS 등(等)에 의(依)하여 화학구조(化學構造)를 확인(確認)하였다. 합성(合成)한 화합물(化合物)은 25% 수화제(水和劑)로 제제(製劑)하여 몇가지 화본과잡초(禾本科雜草) 및 광엽잡초(廣葉雜草)에 대(對)하여 50g, 100g 및 200g a i/10a로 발아전(發芽前) 처리(處理)를 하여 제초활성(除草活性)을 조사(調査)한 결과(結果)는 다음과 같다. ACRI-S-8701은 화본과잡초(禾本科雜草)에 , ACRI-S-8702는 광엽잡초(廣葉雜草)에 대(對)하여 가장 강(强)한 제초활성(除草活性)을 나타냈으며 200g a i/10a처리시(處理時), 각각(各各) 95%, 81%의 잡초(雜草)가 방제(防除)되었으나 3,4위(位)의 chloroaniline으로부터 합성(合成)한 ACRI-S-8705${\sim}$7은 제초활성(除草活性)이 아주 약(弱)하였다. 화학구조(化學構造)와 제초활성(除草活性)과를 관련(關連)지어 보면 benzene ring의 3,4위(位)의 chloro 치환(置換) 화합물(化合物)보다 2,6위(位)의 alkyl 치환(置換) 화합물(化合物)이 대체로 제초활성(除草活性)이 높은데 그 중(中)에서도 ACRI-S-8701은 화본과잡초(禾本科雜草) 방제용(防除用)으로 개발(開發)할 가치(價値)가 있는 것으로 생각된다.

• Archives of Pharmacal Research
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• 제10권3호
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• pp.153-157
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• 1987

Reaction of oxazolin-5-ones 1 with p-amino-diphenylamine was resulted in the formation of the corresponding imidazoline-5-ones 2 which on treatment with sulphur afforded phenothizaines 3. Acridine derivatives 5 were obtained from acetylaminodiphenyl amines derivatives 6 on heating with AnCl$_2$ at $200^{\circ}C.$3 reacted with chloroacetyl chloride to give 7 which reacted in turn with different amines to give 8. Antibacterial activity of the obtained products was studied.

• 대한화학회지
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• 제62권5호
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• pp.377-385
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• 2018

A new class of Chalcone-Sulphonamide hybrids has been designed by condensing appropriate sulphonamide scaffold with substituted chalcones tethered by chloroacetyl chloride as a multi-target drug for therapeutic treatment. Chalcones were prepared by Claisen-Schmidt condensation of a substituted aldehyde with para aminoacetophenone. These Chalcone-Sulphonamide hybrids were screened by means of their antibacterial activity by NCCLS method. Among all these compounds, 5e and 5c displayed more potent growth inhibitory activity against Staphylococcus epidermidis and Pseudomonas aeruginosa bacteria respectively. Further, these hybrids were evaluated for their antifungal activity, among all hybrid 5a exhibited potent antifungal activity. The synthesized compounds were characterized by FT-IR, $^1HNMR$, $^{13}CNMR$ and HR-LCMS and spectral study supports the structures of synthesized Chalcone-Sulphonamide hybrids.

• Bulletin of the Korean Chemical Society
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• 제30권3호
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• pp.561-566
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• 2009

Chloroacylation of 3-amino-2-phenylpyrazole-4-carboxamide (2) using chloroacetyl-(propionyl) chloride affording 6-chloromethyl(ethyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4[5H]-one (3) or (6). Chlorine atom in compound (3) or (6) underwent nucleophilic substitution reaction with primary or secondary amines to give 6-alkyl(aryl)aminomethyl(ethyl)-1-phenylpyrazolo[3,4-d]pyrimidin-4[5H]-one (4a-g,7a-f). When arylaminomethyl( ethyl)pyrazolopyrimidine was treated with formaline (30%) solution in ethanol, underwent Mannich reaction to afford imidazopyrazolopyrimidines (5a-e) and pyrazolopyrimidopyrimidines (8a-e). Chloromethylpyrimidine derivative 3 was converted into the corresponding mercaptomethylpyrazolopyrimidene 9, Which cyclized using bromomalononitrile or phenacyl bromide into pyrazolopyrimidothiazine 11,12.

• Bulletin of the Korean Chemical Society
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• 제34권2호
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• pp.394-398
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• 2013

An efficient process for the synthesis of N-azaaryl anilines via Smiles rearrangement as a tool. A variety of N-azaaryl anilines were generated by the reaction of substituted phenols, substituted anilines, aminopyridines and chloroacetyl chloride or pyridols, under base condition in good to excellent yields.