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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
—— (+/-)-<i>cis</i>-(2-methyl-cyclohexyl)-isothiocyanate —— C8H13NS
(+/-)-<i>cis</i>-(2-methyl-cyclohexyl)-isothiocyanate
—— 2-[[4-benzyl-5-[(1S)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C21H31N5O2S
2-[[4-benzyl-5-[(1S)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— 2-[[4-benzyl-5-[(1R)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide —— C21H31N5O2S
2-[[4-benzyl-5-[(1R)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide
—— [(1R)-1-[4-benzyl-5-[2-oxo-2-[[(2S)-oxolan-2-yl]methylamino]ethyl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium —— C21H32N5O2S+
[(1R)-1-[4-benzyl-5-[2-oxo-2-[[(2S)-oxolan-2-yl]methylamino]ethyl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium
—— [(1S)-1-[4-benzyl-5-[2-oxo-2-[[(2R)-oxolan-2-yl]methylamino]ethyl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium —— C21H32N5O2S+
[(1S)-1-[4-benzyl-5-[2-oxo-2-[[(2R)-oxolan-2-yl]methylamino]ethyl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium
—— [(1S)-1-[4-benzyl-5-[2-oxo-2-[[(2S)-oxolan-2-yl]methylamino]ethyl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium —— C21H32N5O2S+
[(1S)-1-[4-benzyl-5-[2-oxo-2-[[(2S)-oxolan-2-yl]methylamino]ethyl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium
—— (5R)-2-(1-adamantyl)-5-phenyl-5,6-dihydro-[1,2,4]triazolo[5,1-b][1,3]thiazin-7-one —— C21H23N3OS
(5R)-2-(1-adamantyl)-5-phenyl-5,6-dihydro-[1,2,4]triazolo[5,1-b][1,3]thiazin-7-one
—— (5S)-2-(1-adamantyl)-5-phenyl-5,6-dihydro-[1,2,4]triazolo[5,1-b][1,3]thiazin-7-one —— C21H23N3OS
(5S)-2-(1-adamantyl)-5-phenyl-5,6-dihydro-[1,2,4]triazolo[5,1-b][1,3]thiazin-7-one
—— 2-[(2R)-2,3-dibromopropyl]sulfanyl-4,6-dimethylpyridine-3-carbonitrile —— C11H12Br2N2S
2-[(2R)-2,3-dibromopropyl]sulfanyl-4,6-dimethylpyridine-3-carbonitrile
—— 4-Cyclohexyl-3-cyclopropyl-5-[(4-methylphenyl)methylsulfanyl]-1,2,4-triazole —— C19H25N3S
4-Cyclohexyl-3-cyclopropyl-5-[(4-methylphenyl)methylsulfanyl]-1,2,4-triazole
—— (1R,4S)-4,7,7-trimethyl-3-oxo-N-(2-phenylsulfanylphenyl)-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C22H23NO3S
(1R,4S)-4,7,7-trimethyl-3-oxo-N-(2-phenylsulfanylphenyl)-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— (5R)-2-(1-adamantyl)-5-(3-fluorophenyl)-5,6-dihydro-[1,2,4]triazolo[5,1-b][1,3]thiazin-7-one —— C21H22FN3OS
(5R)-2-(1-adamantyl)-5-(3-fluorophenyl)-5,6-dihydro-[1,2,4]triazolo[5,1-b][1,3]thiazin-7-one
—— dimethyl (7S)-7-(4-chlorophenyl)-2-oxo-3,7-dihydrothiopyrano[2,3-d][1,3]thiazole-5,6-dicarboxylate —— C16H12ClNO5S2
dimethyl (7S)-7-(4-chlorophenyl)-2-oxo-3,7-dihydrothiopyrano[2,3-d][1,3]thiazole-5,6-dicarboxylate
—— dimethyl (7R)-7-(4-chlorophenyl)-2-oxo-3,7-dihydrothiopyrano[2,3-d][1,3]thiazole-5,6-dicarboxylate —— C16H12ClNO5S2
dimethyl (7R)-7-(4-chlorophenyl)-2-oxo-3,7-dihydrothiopyrano[2,3-d][1,3]thiazole-5,6-dicarboxylate
—— (1R,4R)-4,7,7-trimethyl-2,3-dioxo-N-(2-phenylsulfanylphenyl)bicyclo[2.2.1]heptane-1-carboxamide —— C23H23NO3S
(1R,4R)-4,7,7-trimethyl-2,3-dioxo-N-(2-phenylsulfanylphenyl)bicyclo[2.2.1]heptane-1-carboxamide
—— dimethyl (5R,6R,7S)-7-(4-chlorophenyl)-2-oxo-3,5,6,7-tetrahydrothiopyrano[2,3-d][1,3]thiazole-5,6-dicarboxylate —— C16H14ClNO5S2
dimethyl (5R,6R,7S)-7-(4-chlorophenyl)-2-oxo-3,5,6,7-tetrahydrothiopyrano[2,3-d][1,3]thiazole-5,6-dicarboxylate
—— 6-(1-Adamantyl)-2-(2-piperidin-1-ium-1-ylethylsulfanyl)pyridine-3-carbonitrile —— C23H32N3S+
6-(1-Adamantyl)-2-(2-piperidin-1-ium-1-ylethylsulfanyl)pyridine-3-carbonitrile
—— 1-thiophen-2-yl-2-[[(1R,8S)-8,11,11-trimethyl-3,4,6-triazatricyclo[6.2.1.02,7]undeca-2(7),3,5-trien-5-yl]sulfanyl]ethanone —— C17H19N3OS2
1-thiophen-2-yl-2-[[(1R,8S)-8,11,11-trimethyl-3,4,6-triazatricyclo[6.2.1.02,7]undeca-2(7),3,5-trien-5-yl]sulfanyl]ethanone
—— 1-thiophen-2-yl-2-[[(1S,8R)-8,11,11-trimethyl-3,4,6-triazatricyclo[6.2.1.02,7]undeca-2(7),3,5-trien-5-yl]sulfanyl]ethanone —— C17H19N3OS2
1-thiophen-2-yl-2-[[(1S,8R)-8,11,11-trimethyl-3,4,6-triazatricyclo[6.2.1.02,7]undeca-2(7),3,5-trien-5-yl]sulfanyl]ethanone
—— (2R)-2-[[5-[(3-chloroanilino)methyl]-4-(2-phenylethyl)-1,2,4-triazol-3-yl]sulfanyl]propanoate —— C20H20ClN4O2S-
(2R)-2-[[5-[(3-chloroanilino)methyl]-4-(2-phenylethyl)-1,2,4-triazol-3-yl]sulfanyl]propanoate
—— 2-((3-(o-Tolyl)-1,2,4-thiadiazol-5-yl)thio)acetamide —— C11H11N3OS2
2-((3-(o-Tolyl)-1,2,4-thiadiazol-5-yl)thio)acetamide
—— N-(4-fluorobenzyl)-2-((3-phenyl-1,2,4-thiadiazol-5-yl)thio)acetamide —— C17H14FN3OS2
N-(4-fluorobenzyl)-2-((3-phenyl-1,2,4-thiadiazol-5-yl)thio)acetamide
—— 2-[[3-(2-Methylphenyl)-1,2,4-thiadiazol-5-yl]sulfanyl]-1-morpholin-4-ylethanone —— C15H17N3O2S2
2-[[3-(2-Methylphenyl)-1,2,4-thiadiazol-5-yl]sulfanyl]-1-morpholin-4-ylethanone
—— N-(4-fluorobenzyl)-2-((3-(p-tolyl)-1,2,4-thiadiazol-5-yl)thio)acetamide —— C18H16FN3OS2
N-(4-fluorobenzyl)-2-((3-(p-tolyl)-1,2,4-thiadiazol-5-yl)thio)acetamide
—— N-(furan-2-ylmethyl)-2-((3-(p-tolyl)-1,2,4-thiadiazol-5-yl)thio)acetamide —— C16H15N3O2S2
N-(furan-2-ylmethyl)-2-((3-(p-tolyl)-1,2,4-thiadiazol-5-yl)thio)acetamide
—— 1-(Azepan-1-yl)-2-((3-phenyl-1,2,4-thiadiazol-5-yl)thio)ethanone —— C16H19N3OS2
1-(Azepan-1-yl)-2-((3-phenyl-1,2,4-thiadiazol-5-yl)thio)ethanone
—— N-[[(2S)-oxolan-2-yl]methyl]-2-[(3-phenyl-1,2,4-thiadiazol-5-yl)sulfanyl]acetamide —— C15H17N3O2S2
N-[[(2S)-oxolan-2-yl]methyl]-2-[(3-phenyl-1,2,4-thiadiazol-5-yl)sulfanyl]acetamide
—— N-(4-fluorobenzyl)-2-((3-(o-tolyl)-1,2,4-thiadiazol-5-yl)thio)acetamide —— C18H16FN3OS2
N-(4-fluorobenzyl)-2-((3-(o-tolyl)-1,2,4-thiadiazol-5-yl)thio)acetamide
—— (3-phenyl-[1,2,4]thiadiazol-5-ylsulfanyl)-acetic acid ethyl ester 33062-15-6 C12H12N2O2S2
(3-phenyl-[1,2,4]thiadiazol-5-ylsulfanyl)-acetic acid ethyl ester
—— 2-(3-phenyl-[1,2,4]thiadiazol-5-ylsulfanyl)-acetamide 32991-61-0 C10H9N3OS2
2-(3-phenyl-[1,2,4]thiadiazol-5-ylsulfanyl)-acetamide
—— 1-Morpholin-4-yl-2-[(3-phenyl-1,2,4-thiadiazol-5-yl)sulfanyl]ethanone 864855-89-0 C14H15N3O2S2
1-Morpholin-4-yl-2-[(3-phenyl-1,2,4-thiadiazol-5-yl)sulfanyl]ethanone
—— N-cyclopentyl-2-((3-(o-tolyl)-1,2,4-thiadiazol-5-yl)thio)acetamide —— C16H19N3OS2
N-cyclopentyl-2-((3-(o-tolyl)-1,2,4-thiadiazol-5-yl)thio)acetamide
—— N-benzyl-2-((3-phenyl-1,2,4-thiadiazol-5-yl)thio)acetamide —— C17H15N3OS2
N-benzyl-2-((3-phenyl-1,2,4-thiadiazol-5-yl)thio)acetamide
—— (2R)-2-[[5-[(3-chloroanilino)methyl]-4-(2-phenylethyl)-1,2,4-triazol-3-yl]sulfanyl]propanoic acid —— C20H21ClN4O2S
(2R)-2-[[5-[(3-chloroanilino)methyl]-4-(2-phenylethyl)-1,2,4-triazol-3-yl]sulfanyl]propanoic acid
—— (2S)-2-[[5-[(3-chloroanilino)methyl]-4-(2-phenylethyl)-1,2,4-triazol-3-yl]sulfanyl]propanoate —— C20H20ClN4O2S-
(2S)-2-[[5-[(3-chloroanilino)methyl]-4-(2-phenylethyl)-1,2,4-triazol-3-yl]sulfanyl]propanoate
—— 2-[[3-(4-methylphenyl)-1,2,4-thiadiazol-5-yl]sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C16H19N3O2S2
2-[[3-(4-methylphenyl)-1,2,4-thiadiazol-5-yl]sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— N-[(2R)-butan-2-yl]-2-[6-[(4-methylphenyl)methylamino]pyridazin-3-yl]sulfanylacetamide —— C18H24N4OS
N-[(2R)-butan-2-yl]-2-[6-[(4-methylphenyl)methylamino]pyridazin-3-yl]sulfanylacetamide
—— N-[(2S)-butan-2-yl]-2-[6-[(4-methylphenyl)methylamino]pyridazin-3-yl]sulfanylacetamide —— C18H24N4OS
N-[(2S)-butan-2-yl]-2-[6-[(4-methylphenyl)methylamino]pyridazin-3-yl]sulfanylacetamide
—— N-(furan-2-ylmethyl)-2-[[2-[(3S)-3-methylpiperidin-1-yl]-[1,3]thiazolo[4,5-d]pyrimidin-7-yl]sulfanyl]acetamide —— C18H21N5O2S2
N-(furan-2-ylmethyl)-2-[[2-[(3S)-3-methylpiperidin-1-yl]-[1,3]thiazolo[4,5-d]pyrimidin-7-yl]sulfanyl]acetamide
—— 2-[2-[[5-[(1R)-1-(dimethylamino)propyl]-4-(2-morpholin-4-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]ethylamino]ethanol —— C17H34N6O2S
2-[2-[[5-[(1R)-1-(dimethylamino)propyl]-4-(2-morpholin-4-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]ethylamino]ethanol
—— 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methylacetamide —— C15H24N4O3S3
2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methylacetamide
—— 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methylacetamide —— C15H24N4O3S3
2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methylacetamide
—— 2-Amino-6-ethylsulfanyl-4-thiophen-2-ylpyridin-1-ium-3,5-dicarbonitrile —— C13H11N4S2+
2-Amino-6-ethylsulfanyl-4-thiophen-2-ylpyridin-1-ium-3,5-dicarbonitrile
—— 2-[[2-(3-methylbutyl)-1,3-thiazol-4-yl]methylsulfanyl]-5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazole —— C20H25N3OS2
2-[[2-(3-methylbutyl)-1,3-thiazol-4-yl]methylsulfanyl]-5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazole
—— (3R)-3-[[4-methyl-5-[(2,4,6-trimethylphenyl)methylsulfanyl]-1,2,4-triazol-3-yl]methyl]thiolane 1,1-dioxide —— C18H25N3O2S2
(3R)-3-[[4-methyl-5-[(2,4,6-trimethylphenyl)methylsulfanyl]-1,2,4-triazol-3-yl]methyl]thiolane 1,1-dioxide
—— 2-Amino-6-ethylsulfanyl-4-thiophen-2-ylpyridine-3,5-dicarbonitrile —— C13H10N4S2
2-Amino-6-ethylsulfanyl-4-thiophen-2-ylpyridine-3,5-dicarbonitrile
—— 3-[6-(1-Adamantyl)-3-cyano-4-(trifluoromethyl)pyridin-2-yl]sulfanylpropanoate —— C20H20F3N2O2S-
3-[6-(1-Adamantyl)-3-cyano-4-(trifluoromethyl)pyridin-2-yl]sulfanylpropanoate
—— 1-ethyl-3-[(E)-1-(4-methylsulfanylphenyl)ethylideneamino]urea —— C12H17N3OS
1-ethyl-3-[(E)-1-(4-methylsulfanylphenyl)ethylideneamino]urea
—— (3R)-1'-methyl-3-(2-methylphenyl)spiro[3H-1-benzothiophene-2,4'-piperidin-1-ium] —— C20H24NS+
(3R)-1'-methyl-3-(2-methylphenyl)spiro[3H-1-benzothiophene-2,4'-piperidin-1-ium]
—— (3S)-1'-methyl-3-(2-methylphenyl)spiro[3H-1-benzothiophene-2,4'-piperidin-1-ium] —— C20H24NS+
(3S)-1'-methyl-3-(2-methylphenyl)spiro[3H-1-benzothiophene-2,4'-piperidin-1-ium]