• 약학회지
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• 제28권4호
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• pp.197-206
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• 1984

The derivatives of N-(alkylcarbamoyl) amino acid methyl ester, N-(2-chloroethylcarbamoyl)-glycine methyl ester (7a), -valine methyl ester (8a), -phenylalanine methyl ester (9a), N-(N'-methylcarbamoyl)-glycine methyl ester (7b), -valine methyl ester (8b), and-phenylalanine methyl ester (9b), were prepared by reacting the corresponding free amino acid methyl ester (glycine-, valine-, phenylalanine-methyl ester) with isocyanate (R-N=C=O${\cdot};R=Cl-CH_2-CH_2-or\; CH_3-)$. The prepared N-(alkylcarbamoyl) amino acid methyl esters (7,8,9) were treated with $NaNO_2$/98% HCOOH in order to obtain their nitrosoated products, N-(alkyl-N'-nitrosocarbmoyl)amino acid methyl ester. The compound (7,8,9) gave N-(2-chloroethyl-N'-nitrosocarbamoyl)-valine methyl ester (14a),-phenylalanine methyl ester (15a), N-(N'-alkyl-N'-nitrosocarbamoyl)-glycine methyl ester (13b),-valine methyl ester. (14b), and-phenylalanine methyl ester (15b) respectively under the nitrosoation. On the other hand, N-(2-chloroethylcarbamoyl) glycine methyl ester produced N-(2-chloroethylcarbamoyl)-N-nitrosoglycine methyl ester (13a). The inhibitory activity of the prepared N-(alkylcarbamoyl) amino acid methyl ester (7,8,9) and N-(alkyl-N'-nitrosocarbamoyl) amino acid methyl ester (13,14,15) towards the growth of L1210 murine leukemia cells were examined. Among them the compound (14a) and (15a) exhibit excellent activity having $ED_{50}\; to\;be\;1.5{\mu}g/ml\;and\;3.0{\mu}g/ml respectively.

• Nuclear Engineering and Technology
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• 제9권1호
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• pp.39-44
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• 1977

N-methyl-C-phenylalkyl ketimine 이성질체, Ph-CR=N$CH_3$ (R=H, $CH_3$, $CH_3$CH$_2$)의 배치와 형태를 EHT 분자궤도함수법으로 연구하였다. 계산결과는 C=N 이중결함에 대하여 E-형의 배치가 Z-형의 배치보다 안전함을 나타내고 있다. N-methyl-C-phenylaldimine과 N-methyl-C-phenylmethylketimine에서는 phenyl 고러 회전자가 C=N 평면과 동일평면에 있는 형태가 안정하다. N-methyl-C-phenylethylketimine에서는 phenyl 고리와 C=N결합이 동일평면에 있고 회전자 $CH_3$CH$_2$-가 C=N 평면과 90$^{\circ}$인 gauche형이 가장 안정하다.

• 한국식품영양학회지
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• 제12권4호
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• pp.415-420
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• 1999

Petal of Azalea(Rhododendron mucronulatum Turcz) was incubated with Gokja at 3$0^{\circ}C$ for seven days and the essential oil components of petal of Azalea before and after incubated were analyzed using a GC/MSD. Ten or more essential oil components including n-heneicosane n-tricosane n-tetreacosane n-pentacosane n-heptacosane n-nonacosane and n-hentriacontane were identified from the petal of Azal-ea before incubated while oxygen-containng compounds including (E)-heptenal 2-ethoxy-1 -hexanol n-hexadecanoic acid methyl ester 9, 12-octadecadienoic acid methyl ester 9,12,15-octadecatrienoic acid methyl ester, n-octadecanoic acid methyl ester n-eicosanoic acid methyl ester and 9-docosaenoic acid methyl ester as well as n-alkanes such as n-tricosane that n-pentacosane were identified from the petal of Azalea after incubated. These results suggest that n-alkanes in petal of Azalea might be degraded and some oxygen-containing compounds such as aldehyde, esters and /or acids might be produced when pet-al of Azalea is incubated with Gokja.

• 대한화학회지
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• 제36권2호
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• pp.318-323
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• 1992

Vinylsulfilimine 유도체(H, p-$CH_3$, m-TEX>$CH_3$, p-Cl, p-Br, p-$OCH_3$, 및 p-$NO_2$)에 1-methyl-5-mercapto-1,2,3,4-tetrazole을 반응시켜 다음 7가지의 새로운 호합물을 합성하였다. S-Phenyl-S-2-(1-methyl-1,2,3,4-tetrazole-5-thio)-ethyl-N-p-tosylsulfilimine, S-p-tolyl-S-2-(1-methyl-1,2,3,4-tetrazole-5-thio)-ethyl-N-p-tosylsulfilimine, S-m-tolyl-S-2-(1-methyl-1,2,3,4-tetrazole-5-thio)-ethyl-N-p-tosylsulfilimine, S-p-chlorophenyl-S-2-(1-methyl-1,2,3,4-tetrazole-5-thio)-ethyl-N-p-tosylsulfilimine, S-p-bromophenyl-S-2-(1-methyl-1,2,3,4-tetrazole-5-thio)-ethyl-N-p-tosylsulfilimine, S-p-methoxyphenyl-S-2-(1-methyl-1,2,3,4-tetrazole-5-thio)-ethyl-N-p-tosylsulfilimine and S-p-nitrophenyl-S-2-(1-methyl-1,2,3,4-tetrazole-5-thio)-ethyl-N-p-tosylsulfilimine. 이 화합물들의 구조는 원소분석, MP, UV, IR 및 NMR 스펙트럼에 의해 확인되었다.

• Applied Biological Chemistry
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• 제36권5호
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• pp.381-386
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• 1993

새로운 25종의 Imazethapyr 유도체, (2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-3-(N-methyl-N-(X)치환-phenylaminooxoacetyl)-5-methylpyridine)들을 합성하여 치환기(X) 변화에 따른 발아 전 후, 피(Echinochla crus-galli.)의 제초활성에 미치는 3-(N-mothy-N-(X)치환-phenylaminoozoacetyl) group의 영향을 검토한 바, 발아 전보다 발아 후의 제초활성에 더 큰 영향을 미침을 알 수 있었다. 발아 후의 제초활성은 X-치환기의 전자밀게 효과와 입체상수 $(E_s)$에 의존적이었으며 가장 큰 제초활성을 나타내는 화합물로는 $bulky(E_s<0)$하고 전자밀게$(\sigma<0)$가 치환된 화합물, 15(4-t-butyl group)와 20(3,5-dimethyl group)이었다. 그리고 높은 제초활성을 나타낼 것으로 예상되는 화합물의 조건들이 검토되었다.

• 약학회지
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• 제33권4호
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• pp.246-252
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• 1989

2-Amino-1-N-methyl benzamide, 2-N-benzyl amino benzamide, 2-N-phenyl amino benzamide of 2-amino benzamide derivatives were reacted with ${\alpha}-bromo$ acetaldehyde diethyl acetal in basic condition. 2-N-alkylated products were prepared from 2-amino-1-N-methyl benzamide and 2-N-phenyl amino benzamide. 1-N-benzyl-1.4-benzodiazepin-5-one was prerpared from 2-N-benzyl aminobenzamide via intramolecular cyclization. However, 2-amino-1-N-methyl benzamide with sodium amide did not react to 1.4-benzodiazepin-5-one derivative but 3-methyl-quinazoline-2.4-dione was obtained.

• 약학회지
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• 제34권1호
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• pp.15-21
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• 1990

-4,9-dione derivatives were prepared from $2-chloro-3-({\alpha}-accetyl-{\alpha}-ethoxycarbonyl-methyl)-1,4-naphthoquinone$ and 2-chloro-3-N-phenylamino-1,4-naphthoquinone. $2-Chloro-3-({\alpha}-acetyl-{\alpha}-ethoxycarbonyl-methyl)-1,4-naphthoquinone$ was reacted with amines to give $2-amino-3-({\alpha}-acetyl-{\alpha}-ethoxycarbonyl-methyl)-1,4-naphthoquinone$ derivatives. Subsequent treatment of $2-amino-3-({\alpha}-acetyl-{\alpha}-ethoxycarbonyl-methyl)-1,4-naphthoquinone$ with sodium ethoxide gave -4,9-dione derivatives. When 2-chloro-3-N-phenylamino-1,4-naphthoquinone reacted with sodium ${\alpha}-cyano$ ethyl acetate, 2-amino-3-ethoxycarbonyl-N-phenyl--4,9-dione was obtained. However, with sodium diethyl malonate, not -4,9-dione but 2-chloro-3-bis-(methoxycarbonyl)-methyl-2H-3-N-phenylamino-1,4-naphthoquinone was obtained.

• 약학회지
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• 제33권5호
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• pp.280-284
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• 1989

When 2,6-Dimethyl-4-(3'-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-mono methyl ester(3) was reacted with dimethyl methylene ammonium chloride (5a) and $K_2CO_3$ in DMF, 2,6-dimethyl-4-(3'-nitrophenyl)-5-(N,N-dimethylamino)methyl-1,4-dihydropyridine-3-carboxylic acid methyl ester (6a) was obtained in 41% yield. As the same procedure with compound (3) and the other dialkylaminomethylating reagents (5b, c, d, e), 2,6-dimethyl-4-(3'-nitrophenyl)-5-(N,N-diethylamino)methyl-1,4-dihydropyridine-3-carboxylic acid methylester(6b), 2,6-dimethyl-4-(3'-nitrophenyl)-5-(1'-pyrrolidinyl)methyl-1,4-dihydropyridine-3-carboxylic acid methyl ester (6c), 2,6-dimethyl-4-(3'-nitrophenyl)-5-(1'-piperidinyl)methyl-1,4-dihydropyridine-3-carboxylic acid methyl ester (6d) and 2,6-dimethyl-4-(3'-nitrophenyl)-5-(1'-morpholinyl)methyl-1,4-dihydropyridine-3-carboxylic acid methyl ester (6e) were obtained in 28%, 49%, 48% and 18% yield respectively.

• 대한화학회지
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• 제20권1호
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• pp.73-86
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• 1976

다음과 같은 새로운 4종의 N-(arylsulfonyl)benzamide 유도체와 6종의 N-(arylsulfonyl)benzimidothiophenyl ester 유도체를 합성하였다. m-methyl-N-(arylsulfonyl)benzamide, p-methyl-N-(arylsulfonyl)benzamide, m-nitro-N-(arylsulfonyl)benzamide, p-methoxy-N-(arylsulfonyl)benzamide, p-methyl-N-(arylsulfonyl)benzimidothiophenyl esters, m-methyl-N-(arylsulfonyl)benzimidothiophenyl ester, p-methoxy-N-(arylsulfonyl)benzimidothiophenyl ester, p-nitro-N-(arylsulfonyl)benzimidothiophenyl ester, m-nitro-N-(arylsulfonyl)benzimidothiophenyl ester, p-chloro-N-(arylsulfonyl)benzimidothiophenyl ester. 넓은 pH 범위에서 N-(arylsulfonyl)benzimidothiophenyl esters 유도체의 가수분해속도 상수를 자외선 분광광도법으로 측정하여 넓은 pH 범위에 적용되는 반응속도식을 구하였다. 이 속도식과 치환기효과등으로부터 N-arylsulfonylbenzimidothiophenyl esters 유도체에 대한 가수분해 반응메카니즘을 제안하였다. 즉 pH 11 이상에서는 hydroxide ion이 pH 9 이하에서는 azomethine 기에 물분자가 첨가되므로서 반응이 시작되며 pH 9∼11 사이에서는 물분자와 hydroxide ion이 경쟁적으로 반응함을 알았다.

• 대한화학회지
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• 제32권3호
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• pp.163-170
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• 1988

N-methyl formamide, N,N-dimethyl formamide, N-methyl acetamide, 및 N,N-dimethyl acetamide의 여러 형태에 대한 상대에너지를 MNDO법으로 구하여 C-N결합 및 메틸기 회전에 대한 회전장벽에 미치는 1-전자 및 입체 반발에너지의 영향을 논의하였다. 그 결과 formamide의 형태안정화는 주로 1-전자 에너지항에 의하여 결정되고, acetamide의 형태안정화는 주로 입체인자항에 의하여 결정됨을 알았다. C-N 결합에 대한 회전장벽을 구한 결과 N-methyl formamide와 N-methyl acetamide에서 입체 장애 효과는 바닥상태에서 보다 전이상태에서 크게 작용하지만 N,N-dimethyl formamide와 N,N-dimethyl acetamide에서 입체장애 효과는 전이상태에서 보다 바닥상태에서 더 크게 작용함을 알았다.