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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
—— 2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-(2-phenylethyl)-N-(thiophen-2-ylmethyl)acetamide —— C19H21N5O2S2
2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-(2-phenylethyl)-N-(thiophen-2-ylmethyl)acetamide
—— 2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-[(2R)-6-methylheptan-2-yl]acetamide —— C14H25N5O2S
2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-[(2R)-6-methylheptan-2-yl]acetamide
—— N-methyl-N-[(5-methylfuran-2-yl)methyl]-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C20H23N3O3S2
N-methyl-N-[(5-methylfuran-2-yl)methyl]-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(2-methylphenyl)methyl]-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C21H23N3O2S2
N-[(2-methylphenyl)methyl]-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(2S)-heptan-2-yl]-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C20H29N3O2S2
N-[(2S)-heptan-2-yl]-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(3-propan-2-yloxypropyl)acetamide —— C19H27N3O3S2
2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(3-propan-2-yloxypropyl)acetamide
—— 1-(2,5-Difluorophenyl)sulfanyl-2,4-dinitrobenzene —— C12H6F2N2O4S
1-(2,5-Difluorophenyl)sulfanyl-2,4-dinitrobenzene
—— N-hexyl-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H27N3O2S2
N-hexyl-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(2-fluorophenyl)methyl]-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C20H20FN3O2S2
N-[(2-fluorophenyl)methyl]-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(2-fluorophenyl)methyl]-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C20H20FN3O2S2
N-[(2-fluorophenyl)methyl]-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(2S)-5-methylhexan-2-yl]-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C20H29N3O2S2
N-[(2S)-5-methylhexan-2-yl]-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 4-(2,5-difluorophenyl)sulfanyl-N,N-diethyl-3-nitrobenzenesulfonamide —— C16H16F2N2O4S2
4-(2,5-difluorophenyl)sulfanyl-N,N-diethyl-3-nitrobenzenesulfonamide
—— N-[(1R)-1-cyclopropylethyl]-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H23N3O2S2
N-[(1R)-1-cyclopropylethyl]-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[(4-amino-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(2-fluorophenyl)ethyl]acetamide —— C12H14FN5OS
2-[(4-amino-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(2-fluorophenyl)ethyl]acetamide
—— 4-[[4-(2,4-Difluorophenyl)sulfanyl-5,6-dimethylthieno[2,3-d]pyrimidin-2-yl]methyl]morpholin-4-ium —— C19H20F2N3OS2+
4-[[4-(2,4-Difluorophenyl)sulfanyl-5,6-dimethylthieno[2,3-d]pyrimidin-2-yl]methyl]morpholin-4-ium
—— 2-(2,4-Difluorophenyl)sulfanyl-5-nitrobenzonitrile —— C13H6F2N2O2S
2-(2,4-Difluorophenyl)sulfanyl-5-nitrobenzonitrile
—— 4-(2,4-difluorophenyl)sulfanyl-N,N-diethyl-3-nitrobenzenesulfonamide —— C16H16F2N2O4S2
4-(2,4-difluorophenyl)sulfanyl-N,N-diethyl-3-nitrobenzenesulfonamide
—— 2-[(4-amino-1,2,4-triazol-3-yl)sulfanyl]-N-(3-phenylsulfanylpropyl)acetamide —— C13H17N5OS2
2-[(4-amino-1,2,4-triazol-3-yl)sulfanyl]-N-(3-phenylsulfanylpropyl)acetamide
—— N-(2-phenylsulfanylethyl)-4-(thiophen-3-ylmethyl)piperazin-4-ium-1-carbothioamide —— C18H24N3S3+
N-(2-phenylsulfanylethyl)-4-(thiophen-3-ylmethyl)piperazin-4-ium-1-carbothioamide
—— 2-(4-Methoxyphenyl)-5-[2-nitro-4-(trifluoromethyl)phenyl]sulfanyl-1,3,4-oxadiazole —— C16H10F3N3O4S
2-(4-Methoxyphenyl)-5-[2-nitro-4-(trifluoromethyl)phenyl]sulfanyl-1,3,4-oxadiazole
—— Ethyl 2-[2-(2-chloro-4-nitrophenyl)sulfanyl-1,3-thiazol-4-yl]acetate —— C13H11ClN2O4S2
Ethyl 2-[2-(2-chloro-4-nitrophenyl)sulfanyl-1,3-thiazol-4-yl]acetate
—— 2-[2-Nitro-4-(trifluoromethyl)phenyl]sulfanyl-5-phenyl-1,3,4-oxadiazole —— C15H8F3N3O3S
2-[2-Nitro-4-(trifluoromethyl)phenyl]sulfanyl-5-phenyl-1,3,4-oxadiazole
—— 2-[2-Nitro-4-(trifluoromethyl)phenyl]sulfanyl-5-thiophen-2-yl-1,3,4-oxadiazole —— C13H6F3N3O3S2
2-[2-Nitro-4-(trifluoromethyl)phenyl]sulfanyl-5-thiophen-2-yl-1,3,4-oxadiazole
—— ethyl 2-[2-[[(7R)-7-methyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-yl]sulfanyl]-1,3-thiazol-4-yl]acetate —— C18H19N3O2S3
ethyl 2-[2-[[(7R)-7-methyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-yl]sulfanyl]-1,3-thiazol-4-yl]acetate
—— (2S)-2-(1-methyltetrazol-5-yl)sulfanyl-N-(2-thiophen-2-ylethyl)propanamide —— C11H15N5OS2
(2S)-2-(1-methyltetrazol-5-yl)sulfanyl-N-(2-thiophen-2-ylethyl)propanamide
—— N-cyclopropyl-N-[(2-fluorophenyl)methyl]-2-(1-methyltetrazol-5-yl)sulfanylacetamide —— C14H16FN5OS
N-cyclopropyl-N-[(2-fluorophenyl)methyl]-2-(1-methyltetrazol-5-yl)sulfanylacetamide
—— N-(2-cyanoethyl)-N-(furan-2-ylmethyl)-2-[[4-(4-methylphenyl)-1,3-thiazol-2-yl]sulfanyl]acetamide —— C20H19N3O2S2
N-(2-cyanoethyl)-N-(furan-2-ylmethyl)-2-[[4-(4-methylphenyl)-1,3-thiazol-2-yl]sulfanyl]acetamide
—— 2-(1-Methyltetrazol-5-yl)sulfanyl-1-[4-(thiophen-2-ylmethyl)piperazin-4-ium-1-yl]ethanone —— C13H19N6OS2+
2-(1-Methyltetrazol-5-yl)sulfanyl-1-[4-(thiophen-2-ylmethyl)piperazin-4-ium-1-yl]ethanone
—— Ethyl 2-(2-thieno[2,3-d]pyrimidin-4-ylsulfanyl-1,3-thiazol-4-yl)acetate —— C13H11N3O2S3
Ethyl 2-(2-thieno[2,3-d]pyrimidin-4-ylsulfanyl-1,3-thiazol-4-yl)acetate
—— N-methyl-N-[(5-methylfuran-2-yl)methyl]-2-[[4-(4-methylphenyl)-1,3-thiazol-2-yl]sulfanyl]acetamide —— C19H20N2O2S2
N-methyl-N-[(5-methylfuran-2-yl)methyl]-2-[[4-(4-methylphenyl)-1,3-thiazol-2-yl]sulfanyl]acetamide
—— 2-(1-Methyltetrazol-5-yl)sulfanyl-1-[4-(thiophen-2-ylmethyl)piperazin-1-yl]ethanone —— C13H18N6OS2
2-(1-Methyltetrazol-5-yl)sulfanyl-1-[4-(thiophen-2-ylmethyl)piperazin-1-yl]ethanone
—— 1-[(R)-(4-chlorophenyl)-(1-methylimidazol-2-yl)methyl]-3-(2-phenylsulfanylethyl)thiourea —— C20H21ClN4S2
1-[(R)-(4-chlorophenyl)-(1-methylimidazol-2-yl)methyl]-3-(2-phenylsulfanylethyl)thiourea
—— 2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-methyl-N-(thiophen-3-ylmethyl)acetamide —— C15H13N5OS2
2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-methyl-N-(thiophen-3-ylmethyl)acetamide
—— 2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[(2-methylphenyl)methyl]acetamide —— C17H15N5OS
2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[(2-methylphenyl)methyl]acetamide
—— 2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-[(1R)-1-(furan-2-yl)ethyl]acetamide —— C15H14N5O2S+
2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-[(1R)-1-(furan-2-yl)ethyl]acetamide
—— 2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-ethyl-N-[(3-fluorophenyl)methyl]acetamide —— C18H16FN5OS
2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-ethyl-N-[(3-fluorophenyl)methyl]acetamide
—— 2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[4-(2-methylbutan-2-yl)cyclohexyl]acetamide —— C20H27N5OS
2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[4-(2-methylbutan-2-yl)cyclohexyl]acetamide
—— 2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-methyl-N-(thiophen-3-ylmethyl)acetamide —— C15H14N5OS2+
2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-methyl-N-(thiophen-3-ylmethyl)acetamide
—— N-[(2-fluorophenyl)methyl]-2-(2,4,6-trimethylphenyl)sulfanylacetamide —— C18H20FNOS
N-[(2-fluorophenyl)methyl]-2-(2,4,6-trimethylphenyl)sulfanylacetamide
—— 2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-ethyl-N-[(3-fluorophenyl)methyl]acetamide —— C18H17FN5OS+
2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-ethyl-N-[(3-fluorophenyl)methyl]acetamide
—— (2S)-2-(1-methylpyrrol-2-yl)-N-(2-phenylsulfanylethyl)azepane-1-carbothioamide —— C20H27N3S2
(2S)-2-(1-methylpyrrol-2-yl)-N-(2-phenylsulfanylethyl)azepane-1-carbothioamide
—— N-[(2R)-2-hydroxy-2-(4-methylsulfanylphenyl)ethyl]-2-thiophen-3-ylacetamide —— C15H17NO2S2
N-[(2R)-2-hydroxy-2-(4-methylsulfanylphenyl)ethyl]-2-thiophen-3-ylacetamide
—— methyl N-[(2R)-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoyl]carbamate —— C11H11N3O4S2
methyl N-[(2R)-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoyl]carbamate
—— (2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C13H15N3O4S3
(2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2R)-N-[(2-chlorophenyl)methyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C16H14ClN3O2S2
(2R)-N-[(2-chlorophenyl)methyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2R)-N-prop-2-enyl-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C12H13N3O2S2
(2R)-N-prop-2-enyl-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-[(4-methylphenyl)methyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C17H17N3O2S2
(2S)-N-[(4-methylphenyl)methyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— 2-(2-chlorophenyl)sulfanyl-1-[4-[(3R)-1,1-dioxothiolan-3-yl]piperazin-4-ium-1-yl]ethanone —— C16H22ClN2O3S2+
2-(2-chlorophenyl)sulfanyl-1-[4-[(3R)-1,1-dioxothiolan-3-yl]piperazin-4-ium-1-yl]ethanone
—— (2R)-N-benzyl-2-(2-chlorophenyl)sulfanylpropanamide —— C16H16ClNOS
(2R)-N-benzyl-2-(2-chlorophenyl)sulfanylpropanamide
—— 2-(4-Methylphenyl)-5-[(3-thiophen-3-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3,4-oxadiazole —— C16H12N4O2S2
2-(4-Methylphenyl)-5-[(3-thiophen-3-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3,4-oxadiazole