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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-[2-[(5Z)-5-[(2-fluorophenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]ethyl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C20H15FN4O5S2
N-[2-[(5Z)-5-[(2-fluorophenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]ethyl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 1-[(7E)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C24H20N4O5S
1-[(7E)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— 6-(2-nitrophenyl)sulfanyl-5-phenyl-N-[(Z)-thiophen-2-ylmethylideneamino]thieno[2,3-d]pyrimidin-4-amine —— C23H15N5O2S3
6-(2-nitrophenyl)sulfanyl-5-phenyl-N-[(Z)-thiophen-2-ylmethylideneamino]thieno[2,3-d]pyrimidin-4-amine
—— N-[2-[(5Z)-5-benzylidene-2,4-dioxo-1,3-thiazolidin-3-yl]ethyl]-2-(4-methylphenyl)sulfanylacetamide —— C21H20N2O3S2
N-[2-[(5Z)-5-benzylidene-2,4-dioxo-1,3-thiazolidin-3-yl]ethyl]-2-(4-methylphenyl)sulfanylacetamide
—— (E)-3-amino-2-[2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]but-2-enenitrile —— C12H10N4O3S
(E)-3-amino-2-[2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]but-2-enenitrile
—— N-[2-[(5Z)-5-benzylidene-2,4-dioxo-1,3-thiazolidin-3-yl]ethyl]-2-(2-fluorophenyl)sulfanylacetamide —— C20H17FN2O3S2
N-[2-[(5Z)-5-benzylidene-2,4-dioxo-1,3-thiazolidin-3-yl]ethyl]-2-(2-fluorophenyl)sulfanylacetamide
—— N-[2-[(5Z)-5-[(4-fluorophenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]ethyl]-2-(4-methylphenyl)sulfanylacetamide —— C21H19FN2O3S2
N-[2-[(5Z)-5-[(4-fluorophenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]ethyl]-2-(4-methylphenyl)sulfanylacetamide
—— N-[2-[(5E)-5-benzylidene-2,4-dioxo-1,3-thiazolidin-3-yl]ethyl]-2-(2-methylphenyl)sulfanylacetamide —— C21H20N2O3S2
N-[2-[(5E)-5-benzylidene-2,4-dioxo-1,3-thiazolidin-3-yl]ethyl]-2-(2-methylphenyl)sulfanylacetamide
—— 2-[N-(dimethylsulfamoyl)-2,5-dimethylanilino]-N-(2-phenylsulfanylphenyl)acetamide —— C24H27N3O3S2
2-[N-(dimethylsulfamoyl)-2,5-dimethylanilino]-N-(2-phenylsulfanylphenyl)acetamide
—— (2S)-N-[(2S)-1-methoxypropan-2-yl]-2-phenylsulfanylpropanamide —— C13H19NO2S
(2S)-N-[(2S)-1-methoxypropan-2-yl]-2-phenylsulfanylpropanamide
—— 1-[(7E)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C22H20F3N5O3S
1-[(7E)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— 1-[(7E)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C24H25N5O3S
1-[(7E)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— (8S)-3-methyl-8-(4-methylsulfanylphenyl)-6-oxo-2,4,7,8-tetrahydropyrido[2,1-b][1,3,5]thiadiazine-9-carbonitrile —— C16H17N3OS2
(8S)-3-methyl-8-(4-methylsulfanylphenyl)-6-oxo-2,4,7,8-tetrahydropyrido[2,1-b][1,3,5]thiadiazine-9-carbonitrile
—— ethyl (2Z)-2-[(5Z)-3-[(4-fluorophenyl)methyl]-5-[(4-methylsulfanylphenyl)methylidene]-4-oxo-1,3-thiazolidin-2-ylidene]acetate —— C22H20FNO3S2
ethyl (2Z)-2-[(5Z)-3-[(4-fluorophenyl)methyl]-5-[(4-methylsulfanylphenyl)methylidene]-4-oxo-1,3-thiazolidin-2-ylidene]acetate
—— N-[2-[(5Z)-5-[(2-fluorophenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]ethyl]-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)acetamide —— C21H22FN5O3S2
N-[2-[(5Z)-5-[(2-fluorophenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]ethyl]-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)acetamide
—— 1-[(7E)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C21H21N5O3S
1-[(7E)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— (2R)-2-cyclohexylsulfonylpropanoic acid —— C9H16O4S
(2R)-2-cyclohexylsulfonylpropanoic acid
—— N-[2-(5-amino-1,3,4-thiadiazol-2-yl)ethyl]-2-(4-methylphenyl)sulfanylacetamide —— C13H16N4OS2
N-[2-(5-amino-1,3,4-thiadiazol-2-yl)ethyl]-2-(4-methylphenyl)sulfanylacetamide
—— N-[3-(5-amino-1,3,4-thiadiazol-2-yl)propyl]-3-(4-chlorophenyl)sulfanylpropanamide —— C14H17ClN4OS2
N-[3-(5-amino-1,3,4-thiadiazol-2-yl)propyl]-3-(4-chlorophenyl)sulfanylpropanamide
—— N-cyclohexyl-2-[[5-[(4-ethylphenyl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H25N3O2S
N-cyclohexyl-2-[[5-[(4-ethylphenyl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[2-(5-amino-1,3,4-thiadiazol-2-yl)ethyl]-3-phenylsulfanylpropanamide —— C13H16N4OS2
N-[2-(5-amino-1,3,4-thiadiazol-2-yl)ethyl]-3-phenylsulfanylpropanamide
—— N-[2-(5-amino-1,3,4-thiadiazol-2-yl)ethyl]-3-(4-methylphenyl)sulfanylpropanamide —— C14H18N4OS2
N-[2-(5-amino-1,3,4-thiadiazol-2-yl)ethyl]-3-(4-methylphenyl)sulfanylpropanamide
—— 2-[(3-Chlorophenyl)methylsulfanyl]-5-[(4-ethylphenyl)methyl]-1,3,4-oxadiazole —— C18H17ClN2OS
2-[(3-Chlorophenyl)methylsulfanyl]-5-[(4-ethylphenyl)methyl]-1,3,4-oxadiazole
—— 2-[(3,5-dimethyl-1,2-oxazol-4-yl)methylsulfanyl]-N-[2-[(5Z)-5-[(4-methylsulfanylphenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]ethyl]acetamide —— C21H23N3O4S3
2-[(3,5-dimethyl-1,2-oxazol-4-yl)methylsulfanyl]-N-[2-[(5Z)-5-[(4-methylsulfanylphenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]ethyl]acetamide
—— N-[(5-amino-1,3,4-thiadiazol-2-yl)methyl]-3-(4-chlorophenyl)sulfanylpropanamide —— C12H13ClN4OS2
N-[(5-amino-1,3,4-thiadiazol-2-yl)methyl]-3-(4-chlorophenyl)sulfanylpropanamide
—— 2-[(4-Ethylphenyl)methyl]-5-[(2-methylphenyl)methylsulfanyl]-1,3,4-oxadiazole —— C19H20N2OS
2-[(4-Ethylphenyl)methyl]-5-[(2-methylphenyl)methylsulfanyl]-1,3,4-oxadiazole
—— 2-[[5-[(4-Ethylphenyl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(4-propylpiperazin-1-yl)ethanone —— C20H28N4O2S
2-[[5-[(4-Ethylphenyl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(4-propylpiperazin-1-yl)ethanone
—— 2-[(4-Bromophenyl)methylsulfanyl]-5-[(3,4-dimethylphenyl)methyl]-1,3,4-oxadiazole —— C18H17BrN2OS
2-[(4-Bromophenyl)methylsulfanyl]-5-[(3,4-dimethylphenyl)methyl]-1,3,4-oxadiazole
—— 2-[(3,4-Dimethylphenyl)methyl]-5-[(4-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazole —— C18H17FN2OS
2-[(3,4-Dimethylphenyl)methyl]-5-[(4-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazole
—— (Z)-N-[3-(difluoromethyl)-5-methylsulfanyl-1,2,4-triazol-4-yl]-1-(1-ethyl-3-methylpyrazol-4-yl)methanimine —— C11H14F2N6S
(Z)-N-[3-(difluoromethyl)-5-methylsulfanyl-1,2,4-triazol-4-yl]-1-(1-ethyl-3-methylpyrazol-4-yl)methanimine
—— 2-[(4-Ethylphenyl)methyl]-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,3,4-oxadiazole —— C20H18N4O2S
2-[(4-Ethylphenyl)methyl]-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,3,4-oxadiazole
—— (Z)-N-[3-(difluoromethyl)-5-methylsulfanyl-1,2,4-triazol-4-yl]-1-(1-ethylpyrazol-4-yl)methanimine —— C10H12F2N6S
(Z)-N-[3-(difluoromethyl)-5-methylsulfanyl-1,2,4-triazol-4-yl]-1-(1-ethylpyrazol-4-yl)methanimine
—— (Z)-N-[3-(difluoromethyl)-5-methylsulfanyl-1,2,4-triazol-4-yl]-1-(4-fluorophenyl)methanimine —— C11H9F3N4S
(Z)-N-[3-(difluoromethyl)-5-methylsulfanyl-1,2,4-triazol-4-yl]-1-(4-fluorophenyl)methanimine
—— 3-[(Z)-[3-(difluoromethyl)-5-methylsulfanyl-1,2,4-triazol-4-yl]iminomethyl]phenol —— C11H10F2N4OS
3-[(Z)-[3-(difluoromethyl)-5-methylsulfanyl-1,2,4-triazol-4-yl]iminomethyl]phenol
—— (Z)-N-[3-(difluoromethyl)-5-methylsulfanyl-1,2,4-triazol-4-yl]-1-pyridin-3-ylmethanimine —— C10H9F2N5S
(Z)-N-[3-(difluoromethyl)-5-methylsulfanyl-1,2,4-triazol-4-yl]-1-pyridin-3-ylmethanimine
—— (Z)-N-[3-(difluoromethyl)-5-methylsulfanyl-1,2,4-triazol-4-yl]-1-(1-ethyl-5-methylpyrazol-4-yl)methanimine —— C11H14F2N6S
(Z)-N-[3-(difluoromethyl)-5-methylsulfanyl-1,2,4-triazol-4-yl]-1-(1-ethyl-5-methylpyrazol-4-yl)methanimine
—— N-[(E)-[3-(4-bromophenyl)pyrazol-4-ylidene]methyl]-3-(difluoromethyl)-5-methylsulfanyl-1,2,4-triazol-4-amine —— C14H11BrF2N6S
N-[(E)-[3-(4-bromophenyl)pyrazol-4-ylidene]methyl]-3-(difluoromethyl)-5-methylsulfanyl-1,2,4-triazol-4-amine
—— (Z)-N-[3-(difluoromethyl)-5-methylsulfanyl-1,2,4-triazol-4-yl]-1-(3-fluorophenyl)methanimine —— C11H9F3N4S
(Z)-N-[3-(difluoromethyl)-5-methylsulfanyl-1,2,4-triazol-4-yl]-1-(3-fluorophenyl)methanimine
—— (Z)-1-(4,5-dibromothiophen-2-yl)-N-[3-(difluoromethyl)-5-methylsulfanyl-1,2,4-triazol-4-yl]methanimine —— C9H6Br2F2N4S2
(Z)-1-(4,5-dibromothiophen-2-yl)-N-[3-(difluoromethyl)-5-methylsulfanyl-1,2,4-triazol-4-yl]methanimine
—— 4-bromo-3-[(Z)-[3-(difluoromethyl)-5-methylsulfanyl-1,2,4-triazol-4-yl]iminomethyl]phenol —— C11H9BrF2N4OS
4-bromo-3-[(Z)-[3-(difluoromethyl)-5-methylsulfanyl-1,2,4-triazol-4-yl]iminomethyl]phenol
—— (Z)-N-[3-(difluoromethyl)-5-methylsulfanyl-1,2,4-triazol-4-yl]-1-(3-methylthiophen-2-yl)methanimine —— C10H10F2N4S2
(Z)-N-[3-(difluoromethyl)-5-methylsulfanyl-1,2,4-triazol-4-yl]-1-(3-methylthiophen-2-yl)methanimine
—— (Z)-N-[3-(difluoromethyl)-5-methylsulfanyl-1,2,4-triazol-4-yl]-1-(5-methylthiophen-2-yl)methanimine —— C10H10F2N4S2
(Z)-N-[3-(difluoromethyl)-5-methylsulfanyl-1,2,4-triazol-4-yl]-1-(5-methylthiophen-2-yl)methanimine
—— methyl 2-[[5-[(2Z)-2-[(2-fluorophenyl)methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetate —— C12H12FN5O2S
methyl 2-[[5-[(2Z)-2-[(2-fluorophenyl)methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetate
—— 2-[(5-{(2Z)-2-[1-(pyridin-2-yl)ethylidene]hydrazinyl}-4H-1,2,4-triazol-3-yl)sulfanyl]-N-(tricyclo[3.3.1.1~3,7~]dec-2-yl)acetamide —— C21H27N7OS
2-[(5-{(2Z)-2-[1-(pyridin-2-yl)ethylidene]hydrazinyl}-4H-1,2,4-triazol-3-yl)sulfanyl]-N-(tricyclo[3.3.1.1~3,7~]dec-2-yl)acetamide
—— (7Z)-3-[chloro(difluoro)methyl]-6-(2,4-difluorophenyl)-7-[(5-methylthiophen-2-yl)methylidene]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine —— C17H9ClF4N4S2
(7Z)-3-[chloro(difluoro)methyl]-6-(2,4-difluorophenyl)-7-[(5-methylthiophen-2-yl)methylidene]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— 3-[(3-bromophenyl)methylsulfanyl]-N-[(Z)-[4-(diethylamino)phenyl]methylideneamino]-1H-1,2,4-triazol-5-amine —— C20H23BrN6S
3-[(3-bromophenyl)methylsulfanyl]-N-[(Z)-[4-(diethylamino)phenyl]methylideneamino]-1H-1,2,4-triazol-5-amine
—— (7Z)-7-[(4-bromo-1-ethyl-1H-pyrazol-5-yl)methylidene]-3-(difluoromethyl)-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine —— C17H13BrF2N6S
(7Z)-7-[(4-bromo-1-ethyl-1H-pyrazol-5-yl)methylidene]-3-(difluoromethyl)-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— Smssf-0625219 —— C23H18BrN3O2S2
Smssf-0625219
—— N-[(Z)-[4-(diethylamino)phenyl]methylideneamino]-3-(pyridin-2-ylmethylsulfanyl)-1H-1,2,4-triazol-5-amine —— C19H23N7S
N-[(Z)-[4-(diethylamino)phenyl]methylideneamino]-3-(pyridin-2-ylmethylsulfanyl)-1H-1,2,4-triazol-5-amine
—— 2-(4-methylphenoxy)-N-[(Z)-(5-pyridin-2-ylsulfanylfuran-2-yl)methylideneamino]acetamide —— C19H17N3O3S
2-(4-methylphenoxy)-N-[(Z)-(5-pyridin-2-ylsulfanylfuran-2-yl)methylideneamino]acetamide