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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-[4-(3,4-dimethylphenyl)sulfanylphenyl]-3-[[(2R)-oxolan-2-yl]methyl]thiourea —— C20H24N2OS2
1-[4-(3,4-dimethylphenyl)sulfanylphenyl]-3-[[(2R)-oxolan-2-yl]methyl]thiourea
—— 2-[[4-(3,4-Dimethylphenyl)sulfanylphenyl]carbamothioylamino]ethyl-dimethylazanium —— C19H26N3S2+
2-[[4-(3,4-Dimethylphenyl)sulfanylphenyl]carbamothioylamino]ethyl-dimethylazanium
—— 1-[4-(3,4-Dimethylphenyl)sulfanylphenyl]-3-ethylthiourea —— C17H20N2S2
1-[4-(3,4-Dimethylphenyl)sulfanylphenyl]-3-ethylthiourea
—— 1-(1-Adamantyl)-3-[2-(dimethylamino)ethyl]thiourea —— C15H27N3S
1-(1-Adamantyl)-3-[2-(dimethylamino)ethyl]thiourea
—— (2S)-N-(2-methoxyethyl)-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C14H20N4O3S
(2S)-N-(2-methoxyethyl)-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— [(3R)-1,1-dioxothiolan-3-yl] 2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C14H17N3O5S2
[(3R)-1,1-dioxothiolan-3-yl] 2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— (2E)-2-(2,5,6,7,8,9-hexahydro-[1,2,4]triazolo[4,3-a]azepin-3-ylidene)-4-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-3-oxobutanenitrile —— C19H21N7O2S
(2E)-2-(2,5,6,7,8,9-hexahydro-[1,2,4]triazolo[4,3-a]azepin-3-ylidene)-4-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-3-oxobutanenitrile
—— [2-Oxo-2-(2-oxo-1,3-oxazolidin-3-yl)ethyl] 2-(2-cyanophenyl)sulfanylbenzoate —— C19H14N2O5S
[2-Oxo-2-(2-oxo-1,3-oxazolidin-3-yl)ethyl] 2-(2-cyanophenyl)sulfanylbenzoate
—— (2S)-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2-phenylethyl)propanamide —— C19H22N4O2S
(2S)-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2-phenylethyl)propanamide
—— 2-[(5Z)-3-(4-methylphenyl)-5-[(4-methylsulfanylphenyl)methylidene]-4-oxo-1,3-thiazolidin-2-ylidene]propanedinitrile —— C21H15N3OS2
2-[(5Z)-3-(4-methylphenyl)-5-[(4-methylsulfanylphenyl)methylidene]-4-oxo-1,3-thiazolidin-2-ylidene]propanedinitrile
—— (2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-(1H-1,2,4-triazol-5-ylsulfanyl)propan-1-one —— C13H16N4O2S
(2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-(1H-1,2,4-triazol-5-ylsulfanyl)propan-1-one
—— 5-(4-fluorophenyl)-4-methyl-3-(1H-1,2,4-triazol-5-ylsulfanylmethyl)-1,2-oxazole —— C13H11FN4OS
5-(4-fluorophenyl)-4-methyl-3-(1H-1,2,4-triazol-5-ylsulfanylmethyl)-1,2-oxazole
—— (2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-(4-bromophenyl)sulfanylpropan-1-one —— C17H18BrNO2S
(2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-(4-bromophenyl)sulfanylpropan-1-one
—— 5-(((5-(Thiophen-2-yl)isoxazol-3-yl)methyl)thio)-1,3,4-thiadiazol-2-amine —— C10H8N4OS3
5-(((5-(Thiophen-2-yl)isoxazol-3-yl)methyl)thio)-1,3,4-thiadiazol-2-amine
—— 5-[(2-Thiophen-3-yl-1,3-thiazol-4-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C10H8N4S4
5-[(2-Thiophen-3-yl-1,3-thiazol-4-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— (2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]propan-1-one —— C13H16N4O2S2
(2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]propan-1-one
—— 3-[(2-thiophen-3-yl-1,3-thiazol-4-yl)methylsulfanyl]-1H-1,2,4-triazol-5-amine —— C10H9N5S3
3-[(2-thiophen-3-yl-1,3-thiazol-4-yl)methylsulfanyl]-1H-1,2,4-triazol-5-amine
—— 3-[5-[2-(Azocan-1-yl)-2-oxoethyl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]propanamide —— C16H27N5O2S
3-[5-[2-(Azocan-1-yl)-2-oxoethyl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]propanamide
—— 2-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-5-methylhexan-2-yl]acetamide —— C19H28N4OS2
2-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-5-methylhexan-2-yl]acetamide
—— 3-[(4-Cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanylmethyl]-5-(furan-2-yl)-1,2-oxazole —— C17H14N4O2S2
3-[(4-Cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanylmethyl]-5-(furan-2-yl)-1,2-oxazole
—— 2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2-methylphenyl)methyl]acetamide —— C19H20N4OS2
2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2-methylphenyl)methyl]acetamide
—— 2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(3-propan-2-yloxypropyl)acetamide —— C16H20ClN3O3S
2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(3-propan-2-yloxypropyl)acetamide
—— 2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-pentylacetamide —— C16H22N4OS2
2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-pentylacetamide
—— 2-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[2-(2-fluorophenyl)ethyl]acetamide —— C20H21FN4OS2
2-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[2-(2-fluorophenyl)ethyl]acetamide
—— 2-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-hexylacetamide —— C18H26N4OS2
2-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-hexylacetamide
—— 2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-methyl-N-[(3-methylthiophen-2-yl)methyl]acetamide —— C18H20N4OS3
2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-methyl-N-[(3-methylthiophen-2-yl)methyl]acetamide
—— N-[(1S)-1-cyclopropylethyl]-2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H20N4OS2
N-[(1S)-1-cyclopropylethyl]-2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(4-ethylphenyl)methyl]-N-methylacetamide —— C20H20ClN3O2S
2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(4-ethylphenyl)methyl]-N-methylacetamide
—— 2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methyl-N-[(5-methylfuran-2-yl)methyl]acetamide —— C17H16ClN3O3S
2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methyl-N-[(5-methylfuran-2-yl)methyl]acetamide
—— 2-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2S)-5-methylhexan-2-yl]acetamide —— C19H28N4OS2
2-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2S)-5-methylhexan-2-yl]acetamide
—— 2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-cyanopropan-2-yl)-N-methylacetamide —— C15H15ClN4O2S
2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-cyanopropan-2-yl)-N-methylacetamide
—— 2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2,4,4-trimethylpentan-2-yl)acetamide —— C18H24ClN3O2S
2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2,4,4-trimethylpentan-2-yl)acetamide
—— 2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methyl-N-(thiophen-3-ylmethyl)acetamide —— C16H14ClN3O2S2
2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methyl-N-(thiophen-3-ylmethyl)acetamide
—— N-[(2-fluorophenyl)methyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C15H12FN3O2S2
N-[(2-fluorophenyl)methyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-[(2S)-heptan-2-yl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C15H21N3O2S2
N-[(2S)-heptan-2-yl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— 3-(1-Methyltetrazol-5-yl)sulfanylpropyl-[(3-methylthiophen-2-yl)methyl]azanium —— C11H18N5S2+
3-(1-Methyltetrazol-5-yl)sulfanylpropyl-[(3-methylthiophen-2-yl)methyl]azanium
—— N-[(2R)-octan-2-yl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C16H23N3O2S2
N-[(2R)-octan-2-yl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— 2-(4-fluorophenyl)-5-[(1R)-1-[[4-(4-methylphenyl)-1,3-thiazol-2-yl]sulfanyl]ethyl]-1,3,4-oxadiazole —— C20H16FN3OS2
2-(4-fluorophenyl)-5-[(1R)-1-[[4-(4-methylphenyl)-1,3-thiazol-2-yl]sulfanyl]ethyl]-1,3,4-oxadiazole
—— (2S)-2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-ethylpropanamide —— C12H13N5OS
(2S)-2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-ethylpropanamide
—— (2R)-2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-ethylpropanamide —— C12H13N5OS
(2R)-2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-ethylpropanamide
—— (2S)-N-ethyl-2-[[5-(2-methylpropylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C11H19N3OS3
(2S)-N-ethyl-2-[[5-(2-methylpropylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-ethyl-2-[[5-(2-methylpropylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C11H19N3OS3
(2R)-N-ethyl-2-[[5-(2-methylpropylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2S)-2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-ethylpropanamide —— C12H14N5OS+
(2S)-2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-ethylpropanamide
—— (2R)-2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N,N-dimethylpropanamide —— C12H14N5OS+
(2R)-2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N,N-dimethylpropanamide
—— N-[(2-fluorophenyl)methyl]-10H-pyrazino[2,3-b][1,4]benzothiazine-8-carboxamide —— C18H13FN4OS
N-[(2-fluorophenyl)methyl]-10H-pyrazino[2,3-b][1,4]benzothiazine-8-carboxamide
—— N-[(4-fluorophenyl)methyl]-10H-pyrazino[2,3-b][1,4]benzothiazine-8-carboxamide —— C18H13FN4OS
N-[(4-fluorophenyl)methyl]-10H-pyrazino[2,3-b][1,4]benzothiazine-8-carboxamide
—— N-propan-2-yl-10H-pyrazino[2,3-b][1,4]benzothiazine-8-carboxamide —— C14H14N4OS
N-propan-2-yl-10H-pyrazino[2,3-b][1,4]benzothiazine-8-carboxamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2S)-2-phenylpropyl]acetamide —— C13H16N4OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2S)-2-phenylpropyl]acetamide
—— (2R)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(4-ethylpiperazin-1-yl)propan-1-one —— C11H19N5OS2
(2R)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(4-ethylpiperazin-1-yl)propan-1-one
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[1-[(3S)-1,1-dioxothiolan-3-yl]-2,5-dimethylpyrrol-3-yl]ethanone —— C14H18N4O3S3
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[1-[(3S)-1,1-dioxothiolan-3-yl]-2,5-dimethylpyrrol-3-yl]ethanone