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有机硫化合物

有机硫化合物是指含有硫原子的有机化合物。这些化合物在自然界中广泛存在,在医药、农药和材料科学等领域有着重要的应用。有机硫化合物因其化学性质独特,在药物设计、合成化学以及材料制备方面扮演着重要角色。

1. 结构与分类

有机硫化合物可以按硫的连接方式分为饱和和不饱和类,如二硫化物、噻吩衍生物、砜等。常见的结构类型有:

  • 二硫化物:含-S-S-键的化合物。
  • 硫醚(Thiols):含有-R-S-H或-R-S-R 基团的化合物。
  • 磺酸酯(Sulfonates)与磺酸盐(Sulfonates):带有-SO3H基团的化合物,广泛应用于合成和制药领域。
  • 噻吩及其衍生物:具有环状结构的有机硫化物。
2. 生物学活性

许多有机硫化合物在生物学上有重要功能或应用潜力。例如:

  • 某些硫醚类药物被用于抗真菌、抗菌以及抗癌治疗。
  • 硫代葡萄糖苷(Glycosinolate)是十字花科植物中的一种天然存在物质,具有生物活性。
3. 合成方法

有机硫化合物可通过多种途径合成:

  • 亲核取代反应:使用含硫试剂与卤化物进行反应。
  • 自由基加成法:采用氧化剂引发自由基形成,通过烯烃与H2S、R-S-H等反应制备。
  • 金属催化转化:利用钯、铜等催化剂促进特定硫化过程。
4. 应用领域

有机硫化合物的应用广泛:

  • 医药领域:用于开发抗菌剂、抗病毒药物及抗癌药物等。
  • 农学研究:某些有机硫化合物作为生物农药的有效成分,能够抑制病害的发生。
  • 材料科学与技术:在导电聚合物和塑料添加剂中有重要应用。
5. 环境与安全性

尽管有机硫化合物具有许多潜在益处,但其生产和使用也可能对环境造成影响。因此,在设计和合成这些化合物时需要考虑可持续性和环保性因素。

以上是对有机硫化合物的简单介绍,包括它们的结构、生物学活性、合成方法及其应用领域等基本信息。

中文名称 英文名称 CAS号 化学式 结构式图片
—— 1-<(trifluoroacetoxy)methylthio>-4-(methylthio)benzene —— C10H9F3O2S2
1-<(trifluoroacetoxy)methylthio>-4-(methylthio)benzene
—— 6-(naphthalen-2-ylthio)nicotinamide —— C16H12N2OS
6-(naphthalen-2-ylthio)nicotinamide
—— 2,3-epithioopropyl butyl sulfone —— C7H14O2S2
2,3-epithioopropyl butyl sulfone
—— 1-ethyl-3-isothiocyanatoadamantane —— C13H19NS
1-ethyl-3-isothiocyanatoadamantane
—— (-)-((S)-cyclohex-2-enylsulfanyl)-benzene —— C12H14S
(-)-((S)-cyclohex-2-enylsulfanyl)-benzene
—— Methyl (+/-)-3-<(1R*,2R*,3S*,4R*)-1-Cyano-3,4-dimethyl-1-<(1E,3Z)-4-(phenylthio)butadien-1-yl>-3-vinylcyclohex-2-yl>propionate —— C25H31NO2S
Methyl (+/-)-3-<(1R*,2R*,3S*,4R*)-1-Cyano-3,4-dimethyl-1-<(1E,3Z)-4-(phenylthio)butadien-1-yl>-3-vinylcyclohex-2-yl>propionate
—— Methyl (+/-)-3-<(1R*,2R*,3S*,4R*)-1-Cyano-3,4-dimethyl-1-<(1E,3E)-4-(phenylthio)butadien-1-yl>-3-vinylcyclohex-2-yl>propionate —— C25H31NO2S
Methyl (+/-)-3-<(1R*,2R*,3S*,4R*)-1-Cyano-3,4-dimethyl-1-<(1E,3E)-4-(phenylthio)butadien-1-yl>-3-vinylcyclohex-2-yl>propionate
—— (E)-crotyl o-fluorophenyl sulfide —— C10H11FS
(E)-crotyl o-fluorophenyl sulfide
—— diethyl 6,7-dihydro-5H-bis[1,2,3]triazolo[1,5-g:5',1'-b][1,3,7]thiadiazocine-1,11-dicarboxylate —— C13H16N6O4S
diethyl 6,7-dihydro-5H-bis[1,2,3]triazolo[1,5-g:5',1'-b][1,3,7]thiadiazocine-1,11-dicarboxylate
—— 3-(4-bromophenylthio)-2,2-dimethylpropionic acid —— C11H13BrO2S
3-(4-bromophenylthio)-2,2-dimethylpropionic acid
—— 2-((3,3,3-trifluoropropyl)thio)pyrimidine-4,6-diol —— C7H7F3N2O2S
2-((3,3,3-trifluoropropyl)thio)pyrimidine-4,6-diol
—— 5-amino-7-(methylthio)-3-thioxo-2,3-dihydro-1H-imidazo[1,5-c]imidazol-1-one —— C6H6N4OS2
5-amino-7-(methylthio)-3-thioxo-2,3-dihydro-1H-imidazo[1,5-c]imidazol-1-one
—— 2,5-diisothiocyanatohex-3-yne —— C8H8N2S2
2,5-diisothiocyanatohex-3-yne
—— <i>N</i>,<i>N</i>'-di-octadec-9-enyl-thiourea —— C37H72N2S
<i>N</i>,<i>N</i>'-di-octadec-9-enyl-thiourea
—— (3RS,4RS)-3-Methyl-4-phenylsulfanyl-1,8-dioxaspiro[4.5]decane —— C15H20O2S
(3RS,4RS)-3-Methyl-4-phenylsulfanyl-1,8-dioxaspiro[4.5]decane
—— (3R,4S)-3-Methyl-4-phenylsulfanyl-1,8-dioxaspiro[4.5]decane —— C15H20O2S
(3R,4S)-3-Methyl-4-phenylsulfanyl-1,8-dioxaspiro[4.5]decane
—— ethyl 9-[5-(1H-benzimidazol-2-ylsulfanyl)-2-furyl]-8-oxo-2,4,5,6,7,9-hexahydropyrazolo[4,3-b]quinoline-3-carboxylate —— C24H21N5O4S
ethyl 9-[5-(1H-benzimidazol-2-ylsulfanyl)-2-furyl]-8-oxo-2,4,5,6,7,9-hexahydropyrazolo[4,3-b]quinoline-3-carboxylate
—— 4-((2,4-dimethylphenyl)thio)benzonitrile —— C15H13NS
4-((2,4-dimethylphenyl)thio)benzonitrile
—— 3-propyl-7<i>H</i>-[1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine —— C7H10N4S
3-propyl-7<i>H</i>-[1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine
—— 2-nitro-3-phenylsulfanylbenzo[b]thiophene —— C14H9NO2S2
2-nitro-3-phenylsulfanylbenzo[b]thiophene
—— S-(p-tolyl) hydrazinocarbothioate —— C8H10N2OS
S-(p-tolyl) hydrazinocarbothioate
—— 2-(4,5-dihydrothiazol-2-ylsulfanyl)-5-(trifluoromethyl)pyridine —— C9H7F3N2S2
2-(4,5-dihydrothiazol-2-ylsulfanyl)-5-(trifluoromethyl)pyridine
—— 2-[(4-Fluoro-2-nitrophenyl)thio]-1-methyl-1H-imidazole —— C10H8FN3O2S
2-[(4-Fluoro-2-nitrophenyl)thio]-1-methyl-1H-imidazole
—— 3-[(E)-2-(methoxycarbonyl)vinyl]-1-[2-(phenylsulfanyl)ethyl]pyridinium bromide —— Br*C17H18NO2S
3-[(E)-2-(methoxycarbonyl)vinyl]-1-[2-(phenylsulfanyl)ethyl]pyridinium bromide
—— 2-amino-5H-pyrido[3',2':5,6]thiopyrano[4,3-d]pyrimidine —— C10H8N4S
2-amino-5H-pyrido[3',2':5,6]thiopyrano[4,3-d]pyrimidine
—— 2-methoxy-5-(phenylsulfanyl)aniline —— C13H13NOS
2-methoxy-5-(phenylsulfanyl)aniline
—— 2-(4-phenylsulfanyl-benzenesulfonyl)acetic acid sodium salt —— C14H11O4S2*Na
2-(4-phenylsulfanyl-benzenesulfonyl)acetic acid sodium salt
—— 2-t-butyl-3-(p-nitrophenylsulfenyl)benzo[b]thiophene —— C18H17NO2S2
2-t-butyl-3-(p-nitrophenylsulfenyl)benzo[b]thiophene
—— 4,4,5,5,6,6,6-heptafluoro-2-(3,3,4,4,4-pentafluorobutylsulfonyl)hexanenitrile —— C10H7F12NO2S
4,4,5,5,6,6,6-heptafluoro-2-(3,3,4,4,4-pentafluorobutylsulfonyl)hexanenitrile
—— 2-((4-methoxy-2,6-dimethylphenyl)thio)benz[d]oxazole —— C16H15NO2S
2-((4-methoxy-2,6-dimethylphenyl)thio)benz[d]oxazole
—— 1-bromo-2-fluoro-4-methyl-5-[(2,2,2-trifluoroethyl)sulphanyl]benzene —— C9H7BrF4S
1-bromo-2-fluoro-4-methyl-5-[(2,2,2-trifluoroethyl)sulphanyl]benzene
—— isopropyl-thiocarbamic acid S-((R)-(E)-1-methyl-but-2-enyl) ester —— C9H17NOS
isopropyl-thiocarbamic acid S-((R)-(E)-1-methyl-but-2-enyl) ester
—— N-(3-(methylthio)phenyl)-[2,4'-bithiazol]-2'-amine —— C13H11N3S3
N-(3-(methylthio)phenyl)-[2,4'-bithiazol]-2'-amine
—— 6-[(3,5-dimethylphenyl)thio]-1-(2-phenylethoxy)thymine —— C21H22N2O3S
6-[(3,5-dimethylphenyl)thio]-1-(2-phenylethoxy)thymine
—— 6-tert-butylthio-4-hydroxy-2-methyl-5-(trifluoromethyl)pyrimidine —— C10H13F3N2OS
6-tert-butylthio-4-hydroxy-2-methyl-5-(trifluoromethyl)pyrimidine
—— 3-amino-8-methylthio-s-triazolo<4,3-a>pyrazine —— C6H7N5S
3-amino-8-methylthio-s-triazolo<4,3-a>pyrazine
—— 5-(N-butylcarbamoyloxy)-7-((2-naphthyl)sulfanyl)benzo[1,3]oxathiol-2-one —— C22H19NO4S2
5-(N-butylcarbamoyloxy)-7-((2-naphthyl)sulfanyl)benzo[1,3]oxathiol-2-one
—— 2-(carboxyethyl)-3-(cyanoethyl)-2H,3H-benzo[b]thiophene —— C13H13NO2S
2-(carboxyethyl)-3-(cyanoethyl)-2H,3H-benzo[b]thiophene
—— 2-[[2-Amino-5-[[(2-methyl-4-thiazolyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl ]amino]-2-methyl-1-propanol —— C14H18N6OS3
2-[[2-Amino-5-[[(2-methyl-4-thiazolyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl ]amino]-2-methyl-1-propanol
—— 2-((phenylethynyl)thio)aniline —— C14H11NS
2-((phenylethynyl)thio)aniline
—— (aS)-S-(4,4-dimethylpenta-1,2-dienyl) N,N-diisopropylcarbamate —— C14H25NOS
(aS)-S-(4,4-dimethylpenta-1,2-dienyl) N,N-diisopropylcarbamate
—— 1-(cyclohexyldifluoromethyl)-1-{2-[1-(cyclohexyldifluoromethyl)-1,2,2,2-tetrafluoroethylthio]ethylthio}-1,2,2,2-tetrafluoroethane —— C20H26F12S2
1-(cyclohexyldifluoromethyl)-1-{2-[1-(cyclohexyldifluoromethyl)-1,2,2,2-tetrafluoroethylthio]ethylthio}-1,2,2,2-tetrafluoroethane
—— {2-[6-amino-8-(7-chlorothiazolo[4,5-c]pyridin-2-ylsulfanyl)-purin-9-yl]-ethyl}-phosphonic acid diethyl ester —— C17H19ClN7O3PS2
{2-[6-amino-8-(7-chlorothiazolo[4,5-c]pyridin-2-ylsulfanyl)-purin-9-yl]-ethyl}-phosphonic acid diethyl ester
—— 2-(3-methyl-1-phenylthiobut-2-enyl)cyclohexanone —— C17H22OS
2-(3-methyl-1-phenylthiobut-2-enyl)cyclohexanone
—— 3-(perfluorobutylsulfinyl)propan-1-ol —— C7H7F9O2S
3-(perfluorobutylsulfinyl)propan-1-ol
—— 2-(N-methyl)-acetylamino-5-iso-propyl-mercapto-1,3,4-thiadiazole —— C8H13N3OS2
2-(N-methyl)-acetylamino-5-iso-propyl-mercapto-1,3,4-thiadiazole
—— N-(3-(methylthio)phenyl)-4-(4-pentylphenyl)thiazol-2-amine —— C21H24N2S2
N-(3-(methylthio)phenyl)-4-(4-pentylphenyl)thiazol-2-amine
—— 2-[(1R)-3,3-dibromo-1-methylallyl]-2-[(tetrahydropyran-2-yloxy)-ethyl]-[1,3]dithiane —— C15H24Br2O2S2
2-[(1R)-3,3-dibromo-1-methylallyl]-2-[(tetrahydropyran-2-yloxy)-ethyl]-[1,3]dithiane
—— N-(2,3-dihydroxypropyl)-4-[(4-methylphenyl)thio]thieno[2,3-c]pyridine-2-carboxamide —— C18H18N2O3S2
N-(2,3-dihydroxypropyl)-4-[(4-methylphenyl)thio]thieno[2,3-c]pyridine-2-carboxamide
—— 3-(4-cyano-2,5-difluoro-phenylthio)-1-diethylaminocarbonyl-1H-1,2,4-triazole —— C14H13F2N5OS
3-(4-cyano-2,5-difluoro-phenylthio)-1-diethylaminocarbonyl-1H-1,2,4-triazole