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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
—— 4-[2-(2-fluorophenyl)sulfanylethyl]-3-[(S)-methylsulfinyl]-1,2,4-triazole —— C11H12FN3OS2
4-[2-(2-fluorophenyl)sulfanylethyl]-3-[(S)-methylsulfinyl]-1,2,4-triazole
—— 3-(3,4-difluorophenyl)sulfanyl-N-[(2-methylphenyl)methyl]propanamide —— C17H17F2NOS
3-(3,4-difluorophenyl)sulfanyl-N-[(2-methylphenyl)methyl]propanamide
—— 2-(2-nitrophenyl)-N-[4-(4-nitrophenyl)sulfanylphenyl]acetamide —— C20H15N3O5S
2-(2-nitrophenyl)-N-[4-(4-nitrophenyl)sulfanylphenyl]acetamide
—— 3-[(4-fluorophenyl)methyl]-4-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-1H-1,2,4-triazole-5-thione —— C17H15FN4S2
3-[(4-fluorophenyl)methyl]-4-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-1H-1,2,4-triazole-5-thione
—— 3-(4,6-Dimethyl-2-methylsulfanylpyrimidin-5-yl)-1-[4-(thiophen-3-ylmethyl)piperazin-4-ium-1-yl]propan-1-one —— C19H27N4OS2+
3-(4,6-Dimethyl-2-methylsulfanylpyrimidin-5-yl)-1-[4-(thiophen-3-ylmethyl)piperazin-4-ium-1-yl]propan-1-one
—— N-[(1S)-1-(3-chlorophenyl)ethyl]-3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanamide —— C18H22ClN3OS
N-[(1S)-1-(3-chlorophenyl)ethyl]-3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanamide
—— 2-[[4-[(Z)-(3,4-difluorophenyl)methylideneamino]-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C16H11F2N4O3S-
2-[[4-[(Z)-(3,4-difluorophenyl)methylideneamino]-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— [(R)-2-ethoxyethylsulfinyl]methylcyclopentane —— C10H20O2S
[(R)-2-ethoxyethylsulfinyl]methylcyclopentane
—— 2-[[4-[(Z)-(2,4-dimethylphenyl)methylideneamino]-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C18H18N4O3S
2-[[4-[(Z)-(2,4-dimethylphenyl)methylideneamino]-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— 2-[[4-[(Z)-[2,5-dimethyl-1-(2-methylpropyl)pyrrol-3-yl]methylideneamino]-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C20H24N5O3S-
2-[[4-[(Z)-[2,5-dimethyl-1-(2-methylpropyl)pyrrol-3-yl]methylideneamino]-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— 2-[[4-[(Z)-(2,5-dimethyl-1-propan-2-ylpyrrol-3-yl)methylideneamino]-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C19H23N5O3S
2-[[4-[(Z)-(2,5-dimethyl-1-propan-2-ylpyrrol-3-yl)methylideneamino]-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— 2-[[4-[(Z)-[(1S)-cyclohex-3-en-1-yl]methylideneamino]-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C16H17N4O3S-
2-[[4-[(Z)-[(1S)-cyclohex-3-en-1-yl]methylideneamino]-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— 2-[[5-(2-methylfuran-3-yl)-4-[(Z)-(4-methylphenyl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetate —— C17H15N4O3S-
2-[[5-(2-methylfuran-3-yl)-4-[(Z)-(4-methylphenyl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetate
—— 2-[[5-(2-methylfuran-3-yl)-4-[(Z)-(3-methylphenyl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C17H16N4O3S
2-[[5-(2-methylfuran-3-yl)-4-[(Z)-(3-methylphenyl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— 2-[[4-[(Z)-[2,5-dimethyl-1-(2-methylpropyl)pyrrol-3-yl]methylideneamino]-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C20H25N5O3S
2-[[4-[(Z)-[2,5-dimethyl-1-(2-methylpropyl)pyrrol-3-yl]methylideneamino]-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— 2-[[5-(2-methylfuran-3-yl)-4-[(Z)-thiophen-3-ylmethylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetate —— C14H11N4O3S2-
2-[[5-(2-methylfuran-3-yl)-4-[(Z)-thiophen-3-ylmethylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetate
—— 2-[[4-Ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-1-[4-(thiophen-3-ylmethyl)piperazin-1-yl]ethanone —— C19H23N5O2S2
2-[[4-Ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-1-[4-(thiophen-3-ylmethyl)piperazin-1-yl]ethanone
—— 2-[[5-(2-methylfuran-3-yl)-4-[(Z)-(2-methylphenyl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C17H16N4O3S
2-[[5-(2-methylfuran-3-yl)-4-[(Z)-(2-methylphenyl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— 2-[[5-(2-methylfuran-3-yl)-4-[(Z)-(3-methylthiophen-2-yl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C15H14N4O3S2
2-[[5-(2-methylfuran-3-yl)-4-[(Z)-(3-methylthiophen-2-yl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— 2-[[4-[(Z)-(2,4-difluorophenyl)methylideneamino]-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C16H11F2N4O3S-
2-[[4-[(Z)-(2,4-difluorophenyl)methylideneamino]-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— 2-[[5-(2-methylfuran-3-yl)-4-[(Z)-(3-methylthiophen-2-yl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetate —— C15H13N4O3S2-
2-[[5-(2-methylfuran-3-yl)-4-[(Z)-(3-methylthiophen-2-yl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetate
—— 2-[[5-(2-methylfuran-3-yl)-4-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C17H16N4O3S2
2-[[5-(2-methylfuran-3-yl)-4-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— 2-[[5-(2-methylfuran-3-yl)-4-[(Z)-thiophen-3-ylmethylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C14H12N4O3S2
2-[[5-(2-methylfuran-3-yl)-4-[(Z)-thiophen-3-ylmethylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— 2-[[5-(2-methylfuran-3-yl)-4-[(Z)-(4-methylphenyl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C17H16N4O3S
2-[[5-(2-methylfuran-3-yl)-4-[(Z)-(4-methylphenyl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— (1S,2R)-2-methylsulfonyl-N-[(1-phenylsulfanylcyclopropyl)methyl]cyclopentan-1-amine —— C16H23NO2S2
(1S,2R)-2-methylsulfonyl-N-[(1-phenylsulfanylcyclopropyl)methyl]cyclopentan-1-amine
—— (1R,2R)-2-methylsulfonyl-N-[(1-phenylsulfanylcyclopropyl)methyl]cyclopentan-1-amine —— C16H23NO2S2
(1R,2R)-2-methylsulfonyl-N-[(1-phenylsulfanylcyclopropyl)methyl]cyclopentan-1-amine
—— 2-[[4-[(Z)-furan-2-ylmethylideneamino]-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C14H11N4O4S-
2-[[4-[(Z)-furan-2-ylmethylideneamino]-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— 2-[[4-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C18H19N5O3S
2-[[4-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— 2-[[4-[(Z)-(4-chlorophenyl)methylideneamino]-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C16H13ClN4O3S
2-[[4-[(Z)-(4-chlorophenyl)methylideneamino]-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— (1S,2S)-2-methylsulfonyl-N-[(1-phenylsulfanylcyclopropyl)methyl]cyclopentan-1-amine —— C16H23NO2S2
(1S,2S)-2-methylsulfonyl-N-[(1-phenylsulfanylcyclopropyl)methyl]cyclopentan-1-amine
—— (1R,2S)-2-methylsulfonyl-N-[(1-phenylsulfanylcyclopropyl)methyl]cyclopentan-1-amine —— C16H23NO2S2
(1R,2S)-2-methylsulfonyl-N-[(1-phenylsulfanylcyclopropyl)methyl]cyclopentan-1-amine
—— 2-[[4-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C18H18N5O3S-
2-[[4-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— (2S)-3-methyl-2-[4-[2-(5-methylpyridin-2-yl)sulfanylacetyl]piperazin-1-yl]butanenitrile —— C17H24N4OS
(2S)-3-methyl-2-[4-[2-(5-methylpyridin-2-yl)sulfanylacetyl]piperazin-1-yl]butanenitrile
—— (2S)-N',N'-dimethyl-2-(4-methylphenyl)sulfanylpropanehydrazide —— C12H18N2OS
(2S)-N',N'-dimethyl-2-(4-methylphenyl)sulfanylpropanehydrazide
—— (Z)-N-[3-[(4-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-1-[5-(2-fluorophenyl)furan-2-yl]methanimine —— C20H14ClFN4OS
(Z)-N-[3-[(4-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-1-[5-(2-fluorophenyl)furan-2-yl]methanimine
—— 5-[(phenylsulfanyl)methyl]-4-(prop-2-en-1-yl)-4H-1,2,4-triazole-3-thiol —— C12H13N3S2
5-[(phenylsulfanyl)methyl]-4-(prop-2-en-1-yl)-4H-1,2,4-triazole-3-thiol
—— (2R)-3-methyl-2-[4-[2-(5-methylpyridin-2-yl)sulfanylacetyl]piperazin-1-yl]butanenitrile —— C17H24N4OS
(2R)-3-methyl-2-[4-[2-(5-methylpyridin-2-yl)sulfanylacetyl]piperazin-1-yl]butanenitrile
—— (2R)-2-[4-[2-[(5-ethyl-1H-imidazol-2-yl)sulfanyl]acetyl]piperazin-1-yl]-3-methylbutanenitrile —— C16H25N5OS
(2R)-2-[4-[2-[(5-ethyl-1H-imidazol-2-yl)sulfanyl]acetyl]piperazin-1-yl]-3-methylbutanenitrile
—— (2S)-2-[4-[2-[(5-ethyl-1H-imidazol-2-yl)sulfanyl]acetyl]piperazin-1-yl]-3-methylbutanenitrile —— C16H25N5OS
(2S)-2-[4-[2-[(5-ethyl-1H-imidazol-2-yl)sulfanyl]acetyl]piperazin-1-yl]-3-methylbutanenitrile
—— (3S)-N-[(2S)-1-phenylsulfanylbutan-2-yl]oxolan-3-amine —— C14H21NOS
(3S)-N-[(2S)-1-phenylsulfanylbutan-2-yl]oxolan-3-amine
—— (3S)-N-[(2R)-1-phenylsulfanylbutan-2-yl]oxolan-3-amine —— C14H21NOS
(3S)-N-[(2R)-1-phenylsulfanylbutan-2-yl]oxolan-3-amine
—— (3R)-N-[(2R)-1-phenylsulfanylbutan-2-yl]oxolan-3-amine —— C14H21NOS
(3R)-N-[(2R)-1-phenylsulfanylbutan-2-yl]oxolan-3-amine
—— (3R)-N-[(2S)-1-phenylsulfanylbutan-2-yl]oxolan-3-amine —— C14H21NOS
(3R)-N-[(2S)-1-phenylsulfanylbutan-2-yl]oxolan-3-amine
—— 1-[(3S,3aS,7Z)-3-thiophen-2-yl-7-(thiophen-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C21H21N5OS3
1-[(3S,3aS,7Z)-3-thiophen-2-yl-7-(thiophen-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— (Z)-3-amino-2-[2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]but-2-enenitrile —— C9H11N5OS
(Z)-3-amino-2-[2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]but-2-enenitrile
—— 1-[(3R,3aS,7Z)-3-thiophen-2-yl-7-(thiophen-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C21H21N5OS3
1-[(3R,3aS,7Z)-3-thiophen-2-yl-7-(thiophen-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— 2-(3-bromophenyl)sulfanyl-N-[(1R)-1-cyanoethyl]acetamide —— C11H11BrN2OS
2-(3-bromophenyl)sulfanyl-N-[(1R)-1-cyanoethyl]acetamide
—— methyl (2S)-2-(3-bromophenyl)-2-(2H-triazol-4-ylsulfanyl)acetate —— C11H10BrN3O2S
methyl (2S)-2-(3-bromophenyl)-2-(2H-triazol-4-ylsulfanyl)acetate
—— 2-(3-bromophenyl)sulfanyl-N-[(1S)-1-cyanoethyl]acetamide —— C11H11BrN2OS
2-(3-bromophenyl)sulfanyl-N-[(1S)-1-cyanoethyl]acetamide
—— methyl (2R)-2-(3-bromophenyl)-2-(2H-triazol-4-ylsulfanyl)acetate —— C11H10BrN3O2S
methyl (2R)-2-(3-bromophenyl)-2-(2H-triazol-4-ylsulfanyl)acetate