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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-[(5Z)-5-[[4-bromo-5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]acetic acid —— C17H12BrNO4S3
2-[(5Z)-5-[[4-bromo-5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]acetic acid
—— (6E)-5-imino-6-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-2-(2-methylpropyl)-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one —— C21H20N4O2S2
(6E)-5-imino-6-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-2-(2-methylpropyl)-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one
—— (6E)-6-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-5-imino-2-(2-methylpropyl)-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one —— C20H17ClN4O2S2
(6E)-6-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-5-imino-2-(2-methylpropyl)-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one
—— (6E)-2-butyl-5-imino-6-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one —— C21H20N4O2S2
(6E)-2-butyl-5-imino-6-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one
—— (6E)-5-imino-2-(2-methylphenyl)-6-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one —— C24H18N4O2S2
(6E)-5-imino-2-(2-methylphenyl)-6-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one
—— N-[(1S)-1-cyclopropylethyl]-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C15H20N4OS2
N-[(1S)-1-cyclopropylethyl]-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-(2-cyanoethyl)-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(furan-2-ylmethyl)acetamide —— C18H19N5O2S2
N-(2-cyanoethyl)-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(furan-2-ylmethyl)acetamide
—— 2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2-fluorophenyl)methyl]acetamide —— C17H17FN4OS2
2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2-fluorophenyl)methyl]acetamide
—— 2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2-methylphenyl)methyl]acetamide —— C23H22N4O2S
2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2-methylphenyl)methyl]acetamide
—— 2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-5-methylhexan-2-yl]acetamide —— C22H28N4O2S
2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-5-methylhexan-2-yl]acetamide
—— N-prop-2-enyl-5-[(3-thiophen-3-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C12H11N5OS3
N-prop-2-enyl-5-[(3-thiophen-3-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— 2-[(4-benzyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-pentylacetamide —— C20H24N4OS2
2-[(4-benzyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-pentylacetamide
—— 2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-(furan-2-yl)ethyl]acetamide —— C21H20N4O3S
2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-(furan-2-yl)ethyl]acetamide
—— 4-O-ethyl 2-O-[2-oxo-2-(3-phenylsulfanylpropylamino)ethyl] 3,5-dimethyl-1H-pyrrole-2,4-dicarboxylate —— C21H26N2O5S
4-O-ethyl 2-O-[2-oxo-2-(3-phenylsulfanylpropylamino)ethyl] 3,5-dimethyl-1H-pyrrole-2,4-dicarboxylate
—— [(2R)-1-oxo-1-(2-phenylsulfanylanilino)propan-2-yl] 4-chloropyridine-2-carboxylate —— C21H17ClN2O3S
[(2R)-1-oxo-1-(2-phenylsulfanylanilino)propan-2-yl] 4-chloropyridine-2-carboxylate
—— 2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-[2-(2-fluorophenyl)ethyl]acetamide —— C14H16FN5O2S
2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-[2-(2-fluorophenyl)ethyl]acetamide
—— 2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-methyl-N-(thiophen-3-ylmethyl)acetamide —— C12H15N5O2S2
2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-methyl-N-(thiophen-3-ylmethyl)acetamide
—— 2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-[(2R)-2-ethylhexyl]acetamide —— C14H25N5O2S
2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-[(2R)-2-ethylhexyl]acetamide
—— 2-(3-Nitrophenyl)-5-(2-nitrophenyl)sulfanyl-1,3,4-oxadiazole —— C14H8N4O5S
2-(3-Nitrophenyl)-5-(2-nitrophenyl)sulfanyl-1,3,4-oxadiazole
—— 4-(2,5-Difluorophenyl)sulfanylthieno[2,3-d]pyrimidine —— C12H6F2N2S2
4-(2,5-Difluorophenyl)sulfanylthieno[2,3-d]pyrimidine
—— 2-[(4-amino-1,2,4-triazol-3-yl)sulfanyl]-N-[(4-methylphenyl)methyl]-N-propylacetamide —— C15H21N5OS
2-[(4-amino-1,2,4-triazol-3-yl)sulfanyl]-N-[(4-methylphenyl)methyl]-N-propylacetamide
—— 2-[(4-amino-1,2,4-triazol-3-yl)sulfanyl]-N-[(5-chlorothiophen-2-yl)methyl]-N-ethylacetamide —— C11H14ClN5OS2
2-[(4-amino-1,2,4-triazol-3-yl)sulfanyl]-N-[(5-chlorothiophen-2-yl)methyl]-N-ethylacetamide
—— 2-[(4-amino-1,2,4-triazol-3-yl)sulfanyl]-N-methyl-N-[(4-methylsulfanylphenyl)methyl]acetamide —— C13H17N5OS2
2-[(4-amino-1,2,4-triazol-3-yl)sulfanyl]-N-methyl-N-[(4-methylsulfanylphenyl)methyl]acetamide
—— 2-[(4-amino-1,2,4-triazol-3-yl)sulfanyl]-N-cyclopropyl-N-[(2-fluorophenyl)methyl]acetamide —— C14H16FN5OS
2-[(4-amino-1,2,4-triazol-3-yl)sulfanyl]-N-cyclopropyl-N-[(2-fluorophenyl)methyl]acetamide
—— 2-(Furan-2-yl)-5-[2-nitro-4-(trifluoromethyl)phenyl]sulfanyl-1,3,4-oxadiazole —— C13H6F3N3O4S
2-(Furan-2-yl)-5-[2-nitro-4-(trifluoromethyl)phenyl]sulfanyl-1,3,4-oxadiazole
—— 2-(3-Nitrophenyl)-5-thieno[2,3-d]pyrimidin-4-ylsulfanyl-1,3,4-oxadiazole —— C14H7N5O3S2
2-(3-Nitrophenyl)-5-thieno[2,3-d]pyrimidin-4-ylsulfanyl-1,3,4-oxadiazole
—— [2-[5-[(2,2-Dimethylpropanoylamino)methyl]thiophen-2-yl]-2-oxoethyl] 2-phenylsulfanylacetate —— C20H23NO4S2
[2-[5-[(2,2-Dimethylpropanoylamino)methyl]thiophen-2-yl]-2-oxoethyl] 2-phenylsulfanylacetate
—— 2-(4-Fluoro-2-nitrophenyl)sulfanyl-5-(3-nitrophenyl)-1,3,4-oxadiazole —— C14H7FN4O5S
2-(4-Fluoro-2-nitrophenyl)sulfanyl-5-(3-nitrophenyl)-1,3,4-oxadiazole
—— N-(1-adamantyl)-N-(2-cyanoethyl)-2-(1-methyltetrazol-5-yl)sulfanylacetamide —— C17H24N6OS
N-(1-adamantyl)-N-(2-cyanoethyl)-2-(1-methyltetrazol-5-yl)sulfanylacetamide
—— 2-(2-Fluorophenyl)-5-[2-nitro-4-(trifluoromethyl)phenyl]sulfanyl-1,3,4-oxadiazole —— C15H7F4N3O3S
2-(2-Fluorophenyl)-5-[2-nitro-4-(trifluoromethyl)phenyl]sulfanyl-1,3,4-oxadiazole
—— 2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[(5-chlorothiophen-2-yl)methyl]-N-ethylacetamide —— C16H14ClN5OS2
2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[(5-chlorothiophen-2-yl)methyl]-N-ethylacetamide
—— (2R,6R)-4-[4-[4-[(2R,6R)-2,6-dimethylmorpholin-4-yl]sulfonylphenyl]sulfanylphenyl]sulfonyl-2,6-dimethylmorpholine —— C24H32N2O6S3
(2R,6R)-4-[4-[4-[(2R,6R)-2,6-dimethylmorpholin-4-yl]sulfonylphenyl]sulfanylphenyl]sulfonyl-2,6-dimethylmorpholine
—— 2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-(2-methylbutan-2-yl)acetamide —— C14H17N5OS
2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-(2-methylbutan-2-yl)acetamide
—— 1-[2-(4-chlorophenyl)sulfanylethyl]-3-[[(3S)-1,1-dioxothiolane-3-carbonyl]amino]thiourea —— C14H18ClN3O3S3
1-[2-(4-chlorophenyl)sulfanylethyl]-3-[[(3S)-1,1-dioxothiolane-3-carbonyl]amino]thiourea
—— 2-amino-6-[2-oxo-2-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethyl]sulfanylpyridin-1-ium-3,5-dicarbonitrile —— C20H18N5OS+
2-amino-6-[2-oxo-2-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethyl]sulfanylpyridin-1-ium-3,5-dicarbonitrile
—— 1-[2-(4-chlorophenyl)sulfanylethyl]-3-[[(3R)-1,1-dioxothiolane-3-carbonyl]amino]thiourea —— C14H18ClN3O3S3
1-[2-(4-chlorophenyl)sulfanylethyl]-3-[[(3R)-1,1-dioxothiolane-3-carbonyl]amino]thiourea
—— (2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C15H19N3O4S3
(2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-[(2-chlorophenyl)methyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C16H14ClN3O2S2
(2S)-N-[(2-chlorophenyl)methyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— methyl N-[(2S)-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoyl]carbamate —— C11H11N3O4S2
methyl N-[(2S)-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoyl]carbamate
—— (2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C15H19N3O4S3
(2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-(2-chlorophenyl)sulfanylpropan-1-one —— C17H18ClNO2S
(2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-(2-chlorophenyl)sulfanylpropan-1-one
—— 2-(2-chlorophenyl)sulfanyl-1-[4-[(3R)-1,1-dioxothiolan-3-yl]piperazin-1-yl]ethanone —— C16H21ClN2O3S2
2-(2-chlorophenyl)sulfanyl-1-[4-[(3R)-1,1-dioxothiolan-3-yl]piperazin-1-yl]ethanone
—— (2S)-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-phenylethyl)propanamide —— C20H21N3O2S
(2S)-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-phenylethyl)propanamide
—— 1-(2-Aminophenyl)sulfanyl-3,3-dimethylbutan-2-one —— C12H17NOS
1-(2-Aminophenyl)sulfanyl-3,3-dimethylbutan-2-one
—— (2R)-N-benzyl-N-tert-butyl-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C23H27N3O2S
(2R)-N-benzyl-N-tert-butyl-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-2-[[5-(anilinomethyl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(Z)-[5-[(4-fluorophenyl)methoxy]furan-2-yl]methylideneamino]propanamide —— C27H27FN6O3S
(2S)-2-[[5-(anilinomethyl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(Z)-[5-[(4-fluorophenyl)methoxy]furan-2-yl]methylideneamino]propanamide
—— (2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C16H19N3O4S2
(2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-2-[[5-(anilinomethyl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(Z)-[5-[(4-fluorophenyl)methoxy]furan-2-yl]methylideneamino]propanamide —— C27H27FN6O3S
(2R)-2-[[5-(anilinomethyl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(Z)-[5-[(4-fluorophenyl)methoxy]furan-2-yl]methylideneamino]propanamide
—— (11R,14E)-14-[[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylidene]-11-thiophen-2-yl-15-thia-12,17-diazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,16-pentaen-13-one —— C30H19N3O2S4
(11R,14E)-14-[[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylidene]-11-thiophen-2-yl-15-thia-12,17-diazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,16-pentaen-13-one
—— (11S,14E)-14-[[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylidene]-11-thiophen-2-yl-15-thia-12,17-diazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,16-pentaen-13-one —— C30H19N3O2S4
(11S,14E)-14-[[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylidene]-11-thiophen-2-yl-15-thia-12,17-diazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,16-pentaen-13-one