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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
—— N-(1-adamantyl)-N-(2-cyanoethyl)-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide —— C20H25N3O2S
N-(1-adamantyl)-N-(2-cyanoethyl)-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide
—— N-benzyl-N-[(3S)-1,1-dioxo-2,3-dihydrothiophen-3-yl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide —— C18H18N2O4S2
N-benzyl-N-[(3S)-1,1-dioxo-2,3-dihydrothiophen-3-yl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide
—— N-benzyl-2-(1-oxidopyridin-1-ium-2-yl)sulfanyl-N-(4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)acetamide —— C21H21N3O2S2
N-benzyl-2-(1-oxidopyridin-1-ium-2-yl)sulfanyl-N-(4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)acetamide
—— N-benzyl-N-[(3R)-1,1-dioxo-2,3-dihydrothiophen-3-yl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide —— C18H18N2O4S2
N-benzyl-N-[(3R)-1,1-dioxo-2,3-dihydrothiophen-3-yl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide
—— N-[2-(4-chlorophenyl)sulfanylethyl]-4-[(5-methyl-1,2-oxazol-3-yl)methyl]piperazine-1-carbothioamide —— C18H23ClN4OS2
N-[2-(4-chlorophenyl)sulfanylethyl]-4-[(5-methyl-1,2-oxazol-3-yl)methyl]piperazine-1-carbothioamide
—— 1-Benzyl-3-[3-[4-(2-methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propyl]thiourea —— C18H27N5S2
1-Benzyl-3-[3-[4-(2-methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propyl]thiourea
—— 1-[3-[4-(2-Methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propyl]-3-prop-2-enylthiourea —— C14H25N5S2
1-[3-[4-(2-Methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propyl]-3-prop-2-enylthiourea
—— 1-Methyl-3-[3-[4-(2-methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propyl]thiourea —— C12H23N5S2
1-Methyl-3-[3-[4-(2-methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propyl]thiourea
—— 1-[3-[4-(2-Methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propyl]-3-(2-phenylethyl)thiourea —— C19H29N5S2
1-[3-[4-(2-Methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propyl]-3-(2-phenylethyl)thiourea
—— 1-[3-(Dimethylamino)propyl]-3-(2-phenylsulfanylethyl)thiourea —— C14H23N3S2
1-[3-(Dimethylamino)propyl]-3-(2-phenylsulfanylethyl)thiourea
—— 1-[(1S,2S)-2-methylcyclohexyl]-3-(2-phenylsulfanylethyl)thiourea —— C16H24N2S2
1-[(1S,2S)-2-methylcyclohexyl]-3-(2-phenylsulfanylethyl)thiourea
—— Dimethyl-[3-(2-phenylsulfanylethylcarbamothioylamino)propyl]azanium —— C14H24N3S2+
Dimethyl-[3-(2-phenylsulfanylethylcarbamothioylamino)propyl]azanium
—— 3-[2-(4-Chlorophenyl)sulfanylethyl]-1-cyclopropyl-1-[(4-fluorophenyl)methyl]thiourea —— C19H20ClFN2S2
3-[2-(4-Chlorophenyl)sulfanylethyl]-1-cyclopropyl-1-[(4-fluorophenyl)methyl]thiourea
—— 1-(2-Phenylethyl)-3-(2-phenylsulfanylethyl)thiourea —— C17H20N2S2
1-(2-Phenylethyl)-3-(2-phenylsulfanylethyl)thiourea
—— 1-(2-Morpholin-4-ium-4-ylethyl)-3-(2-phenylsulfanylethyl)thiourea —— C15H24N3OS2+
1-(2-Morpholin-4-ium-4-ylethyl)-3-(2-phenylsulfanylethyl)thiourea
—— 1-(3-Morpholin-4-ium-4-ylpropyl)-3-(2-phenylsulfanylethyl)thiourea —— C16H26N3OS2+
1-(3-Morpholin-4-ium-4-ylpropyl)-3-(2-phenylsulfanylethyl)thiourea
—— 1-Cyclopropyl-3-(2-phenylsulfanylethyl)thiourea —— C12H16N2S2
1-Cyclopropyl-3-(2-phenylsulfanylethyl)thiourea
—— 1,3-Bis(2-phenylsulfanylethyl)thiourea —— C17H20N2S3
1,3-Bis(2-phenylsulfanylethyl)thiourea
—— 1-Methyl-3-(2-phenylsulfanylethyl)thiourea —— C10H14N2S2
1-Methyl-3-(2-phenylsulfanylethyl)thiourea
—— 1-(2-phenylsulfanylethyl)-3-[(S)-phenyl(thiophen-2-yl)methyl]thiourea —— C20H20N2S3
1-(2-phenylsulfanylethyl)-3-[(S)-phenyl(thiophen-2-yl)methyl]thiourea
—— 6-(4-bromophenyl)sulfanyl-N,N-diethylpyridine-3-sulfonamide —— C15H17BrN2O2S2
6-(4-bromophenyl)sulfanyl-N,N-diethylpyridine-3-sulfonamide
—— 2-(4-Bromophenyl)sulfanyl-5-pyrrolidin-1-ylsulfonylpyridine —— C15H15BrN2O2S2
2-(4-Bromophenyl)sulfanyl-5-pyrrolidin-1-ylsulfonylpyridine
—— 4-(4-bromophenyl)sulfanyl-N-methyl-3-nitrobenzenesulfonamide —— C13H11BrN2O4S2
4-(4-bromophenyl)sulfanyl-N-methyl-3-nitrobenzenesulfonamide
—— 2-Methyl-4-(1-methyltetrazol-5-yl)sulfanyl-5-phenylthieno[2,3-d]pyrimidine 920662-94-8 C15H12N6S2
2-Methyl-4-(1-methyltetrazol-5-yl)sulfanyl-5-phenylthieno[2,3-d]pyrimidine
—— 4-Chloro-5-(1-methyltetrazol-5-yl)sulfanyl-2-phenylpyridazin-3-one —— C12H9ClN6OS
4-Chloro-5-(1-methyltetrazol-5-yl)sulfanyl-2-phenylpyridazin-3-one
—— 4-[[(7R)-7-methyl-4-(1-methyltetrazol-5-yl)sulfanyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-2-yl]methyl]morpholine —— C18H23N7OS2
4-[[(7R)-7-methyl-4-(1-methyltetrazol-5-yl)sulfanyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-2-yl]methyl]morpholine
—— 4-[[5,6-Dimethyl-4-(1-methyltetrazol-5-yl)sulfanylthieno[2,3-d]pyrimidin-2-yl]methyl]morpholin-4-ium —— C15H20N7OS2+
4-[[5,6-Dimethyl-4-(1-methyltetrazol-5-yl)sulfanylthieno[2,3-d]pyrimidin-2-yl]methyl]morpholin-4-ium
—— 12-(1-Methylimidazol-2-yl)sulfanyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraene —— C13H12N4S2
12-(1-Methylimidazol-2-yl)sulfanyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraene
—— N,N-diethyl-6-(1-methyltetrazol-5-yl)sulfanylpyridine-3-sulfonamide —— C11H16N6O2S2
N,N-diethyl-6-(1-methyltetrazol-5-yl)sulfanylpyridine-3-sulfonamide
—— 4-(1-Methylimidazol-2-yl)sulfanyl-5-(4-methylphenyl)thieno[2,3-d]pyrimidine —— C17H14N4S2
4-(1-Methylimidazol-2-yl)sulfanyl-5-(4-methylphenyl)thieno[2,3-d]pyrimidine
—— 4-(1-Methyltetrazol-5-yl)sulfanyl-6-phenylthieno[2,3-d]pyrimidine 878462-69-2 C14H10N6S2
4-(1-Methyltetrazol-5-yl)sulfanyl-6-phenylthieno[2,3-d]pyrimidine
—— 12-[(1-methyl-1H-imidazol-2-yl)sulfanyl]-10-[(morpholin-4-yl)methyl]-7-thia-9,11-diazatricyclo[6.4.0.0^{2,6}]dodeca-1(12),2(6),8,10-tetraene —— C18H21N5OS2
12-[(1-methyl-1H-imidazol-2-yl)sulfanyl]-10-[(morpholin-4-yl)methyl]-7-thia-9,11-diazatricyclo[6.4.0.0^{2,6}]dodeca-1(12),2(6),8,10-tetraene
—— (3R,5R)-3,5-dimethyl-1-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]sulfonylpiperidine —— C17H22N4O4S2
(3R,5R)-3,5-dimethyl-1-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]sulfonylpiperidine
—— 2-(2-Chlorophenyl)sulfanyl-5-piperidin-1-ylsulfonylpyridine —— C16H17ClN2O2S2
2-(2-Chlorophenyl)sulfanyl-5-piperidin-1-ylsulfonylpyridine
—— 12-(1-Methyltetrazol-5-yl)sulfanyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraene —— C11H10N6S2
12-(1-Methyltetrazol-5-yl)sulfanyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraene
—— (3S)-3-methyl-1-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]sulfonylpiperidine —— C16H20N4O4S2
(3S)-3-methyl-1-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]sulfonylpiperidine
—— (3R,5S)-3,5-dimethyl-1-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]sulfonylpiperidine —— C17H22N4O4S2
(3R,5S)-3,5-dimethyl-1-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]sulfonylpiperidine
—— 2-(2-Chlorophenyl)sulfanyl-5-pyrrolidin-1-ylsulfonylpyridine —— C15H15ClN2O2S2
2-(2-Chlorophenyl)sulfanyl-5-pyrrolidin-1-ylsulfonylpyridine
—— 6-(2-chlorophenyl)sulfanyl-N,N-diethylpyridine-3-sulfonamide —— C15H17ClN2O2S2
6-(2-chlorophenyl)sulfanyl-N,N-diethylpyridine-3-sulfonamide
—— N-[(2R)-1-methoxypropan-2-yl]-3-nitro-4-phenylsulfanylbenzenesulfonamide —— C16H18N2O5S2
N-[(2R)-1-methoxypropan-2-yl]-3-nitro-4-phenylsulfanylbenzenesulfonamide
—— 4-[(5,6-Dimethyl-4-phenylsulfanylthieno[2,3-d]pyrimidin-2-yl)methyl]morpholin-4-ium —— C19H22N3OS2+
4-[(5,6-Dimethyl-4-phenylsulfanylthieno[2,3-d]pyrimidin-2-yl)methyl]morpholin-4-ium
—— N-ethyl-N-phenyl-6-phenylsulfanylpyridine-3-sulfonamide —— C19H18N2O2S2
N-ethyl-N-phenyl-6-phenylsulfanylpyridine-3-sulfonamide
—— 3-nitro-4-phenylsulfanyl-N-propan-2-ylbenzenesulfonamide —— C15H16N2O4S2
3-nitro-4-phenylsulfanyl-N-propan-2-ylbenzenesulfonamide
—— N-methyl-3-nitro-4-phenylsulfanylbenzenesulfonamide —— C13H12N2O4S2
N-methyl-3-nitro-4-phenylsulfanylbenzenesulfonamide
—— Dimethyl-[2-[(3-nitro-4-phenylsulfanylphenyl)sulfonylamino]ethyl]azanium —— C16H20N3O4S2+
Dimethyl-[2-[(3-nitro-4-phenylsulfanylphenyl)sulfonylamino]ethyl]azanium
—— 2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-[(1S)-1-phenylethyl]acetamide —— C14H17N5O2S
2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-[(1S)-1-phenylethyl]acetamide
—— 2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-(3-phenylpropyl)acetamide —— C15H19N5O2S
2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-(3-phenylpropyl)acetamide
—— N-[(1R)-1-(1-adamantyl)ethyl]-2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]acetamide —— C18H27N5O2S
N-[(1R)-1-(1-adamantyl)ethyl]-2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]acetamide
—— (2R)-N-(1-adamantyl)-2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]propanamide —— C17H25N5O2S
(2R)-N-(1-adamantyl)-2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]propanamide
—— (2S)-2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-(1-cyanocyclohexyl)propanamide —— C14H20N6O2S
(2S)-2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-(1-cyanocyclohexyl)propanamide