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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
—— (2S)-2-[[5-(2-amino-2-oxoethyl)sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(thiophen-2-ylmethyl)propanamide —— C12H14N4O2S4
(2S)-2-[[5-(2-amino-2-oxoethyl)sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(thiophen-2-ylmethyl)propanamide
—— (2R)-2-(3-methyl-2,4-dioxo-7-propan-2-yl-1-propylpyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N-(2-phenylethyl)propanamide —— C24H31N5O3S
(2R)-2-(3-methyl-2,4-dioxo-7-propan-2-yl-1-propylpyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N-(2-phenylethyl)propanamide
—— [(2S)-1-(azepan-1-yl)-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate —— C18H24FNO3S
[(2S)-1-(azepan-1-yl)-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate
—— (2S)-2-(3-methyl-2,4-dioxo-7-propan-2-yl-1-propylpyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N-(thiophen-2-ylmethyl)propanamide —— C21H27N5O3S2
(2S)-2-(3-methyl-2,4-dioxo-7-propan-2-yl-1-propylpyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N-(thiophen-2-ylmethyl)propanamide
—— 3-[2-(2-amino-2-oxoethyl)sulfanyl-4,6-dimethylpyrimidin-5-yl]-N-[(3-chlorophenyl)methyl]propanamide —— C18H21ClN4O2S
3-[2-(2-amino-2-oxoethyl)sulfanyl-4,6-dimethylpyrimidin-5-yl]-N-[(3-chlorophenyl)methyl]propanamide
—— (2R)-2-[[5-(2-amino-2-oxoethyl)sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(thiophen-2-ylmethyl)propanamide —— C12H14N4O2S4
(2R)-2-[[5-(2-amino-2-oxoethyl)sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(thiophen-2-ylmethyl)propanamide
—— (2S)-2-(3-methyl-2,4-dioxo-7-propan-2-yl-1-propylpyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N-(2-methylpropyl)propanamide —— C20H31N5O3S
(2S)-2-(3-methyl-2,4-dioxo-7-propan-2-yl-1-propylpyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N-(2-methylpropyl)propanamide
—— [(2S)-1-(azepan-1-yl)-1-oxopropan-2-yl] 2-(4-bromophenyl)sulfanylacetate —— C17H22BrNO3S
[(2S)-1-(azepan-1-yl)-1-oxopropan-2-yl] 2-(4-bromophenyl)sulfanylacetate
—— [(2R)-1-(azepan-1-yl)-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate —— C18H24FNO3S
[(2R)-1-(azepan-1-yl)-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate
—— (2R)-2-(3-methyl-2,4-dioxo-7-propan-2-yl-1-propylpyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N-(2-methylpropyl)propanamide —— C20H31N5O3S
(2R)-2-(3-methyl-2,4-dioxo-7-propan-2-yl-1-propylpyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N-(2-methylpropyl)propanamide
—— (2S)-1-(azepan-1-yl)-2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]propan-1-one —— C19H26N4OS
(2S)-1-(azepan-1-yl)-2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]propan-1-one
—— (2S)-1-(azepan-1-yl)-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propan-1-one —— C17H24N4OS2
(2S)-1-(azepan-1-yl)-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propan-1-one
—— (2R)-2-(3-cyanophenoxy)-N-(2-phenylsulfanylphenyl)propanamide —— C22H18N2O2S
(2R)-2-(3-cyanophenoxy)-N-(2-phenylsulfanylphenyl)propanamide
—— N-cyclopentyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C15H22N2O3S3
N-cyclopentyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— (2S)-2-(3-cyanophenoxy)-N-(2-phenylsulfanylphenyl)propanamide —— C22H18N2O2S
(2S)-2-(3-cyanophenoxy)-N-(2-phenylsulfanylphenyl)propanamide
—— 3-[2-(2-amino-2-oxoethyl)sulfanyl-4,6-dimethylpyrimidin-5-yl]-N-prop-2-enylpropanamide —— C14H20N4O2S
3-[2-(2-amino-2-oxoethyl)sulfanyl-4,6-dimethylpyrimidin-5-yl]-N-prop-2-enylpropanamide
—— 2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N-[(Z)-[5-[(1R,2R)-2-methylcyclopropyl]furan-2-yl]methylideneamino]acetamide —— C16H19N5O4S
2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N-[(Z)-[5-[(1R,2R)-2-methylcyclopropyl]furan-2-yl]methylideneamino]acetamide
—— N-[(Z)-[5-[(1R,2S)-2-methylcyclopropyl]furan-2-yl]methylideneamino]-2-(4-methylphenyl)sulfanylacetamide —— C18H20N2O2S
N-[(Z)-[5-[(1R,2S)-2-methylcyclopropyl]furan-2-yl]methylideneamino]-2-(4-methylphenyl)sulfanylacetamide
—— [(2S)-1-[[(3S)-1,1-dioxothiolan-3-yl]-methylamino]-1-oxopropan-2-yl] 3-phenylsulfanylpropanoate —— C17H23NO5S2
[(2S)-1-[[(3S)-1,1-dioxothiolan-3-yl]-methylamino]-1-oxopropan-2-yl] 3-phenylsulfanylpropanoate
—— [(2R)-1-[[(3R)-1,1-dioxothiolan-3-yl]-methylamino]-1-oxopropan-2-yl] 3-phenylsulfanylpropanoate —— C17H23NO5S2
[(2R)-1-[[(3R)-1,1-dioxothiolan-3-yl]-methylamino]-1-oxopropan-2-yl] 3-phenylsulfanylpropanoate
—— [(2R)-1-[[(3S)-1,1-dioxothiolan-3-yl]-methylamino]-1-oxopropan-2-yl] 3-phenylsulfanylpropanoate —— C17H23NO5S2
[(2R)-1-[[(3S)-1,1-dioxothiolan-3-yl]-methylamino]-1-oxopropan-2-yl] 3-phenylsulfanylpropanoate
—— [(2R)-1-(azepan-1-yl)-1-oxopropan-2-yl] 3-(2-chlorophenyl)sulfanylpropanoate —— C18H24ClNO3S
[(2R)-1-(azepan-1-yl)-1-oxopropan-2-yl] 3-(2-chlorophenyl)sulfanylpropanoate
—— 2-(2-fluorophenyl)sulfanyl-N-[(Z)-[5-[(1S,2R)-2-methylcyclopropyl]furan-2-yl]methylideneamino]acetamide —— C17H17FN2O2S
2-(2-fluorophenyl)sulfanyl-N-[(Z)-[5-[(1S,2R)-2-methylcyclopropyl]furan-2-yl]methylideneamino]acetamide
—— [(2S)-1-[[(3R)-1,1-dioxothiolan-3-yl]-methylamino]-1-oxopropan-2-yl] 3-phenylsulfanylpropanoate —— C17H23NO5S2
[(2S)-1-[[(3R)-1,1-dioxothiolan-3-yl]-methylamino]-1-oxopropan-2-yl] 3-phenylsulfanylpropanoate
—— [(2S)-1-(azepan-1-yl)-1-oxopropan-2-yl] 3-(2-chlorophenyl)sulfanylpropanoate —— C18H24ClNO3S
[(2S)-1-(azepan-1-yl)-1-oxopropan-2-yl] 3-(2-chlorophenyl)sulfanylpropanoate
—— (Z)-N-[3-[(4-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-1-[5-[(1S,2R)-2-methylcyclopropyl]furan-2-yl]methanimine —— C18H17ClN4OS
(Z)-N-[3-[(4-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-1-[5-[(1S,2R)-2-methylcyclopropyl]furan-2-yl]methanimine
—— 3-(4-fluorophenyl)sulfanyl-N-[(Z)-[5-[(1R,2R)-2-methylcyclopropyl]furan-2-yl]methylideneamino]propanamide —— C18H19FN2O2S
3-(4-fluorophenyl)sulfanyl-N-[(Z)-[5-[(1R,2R)-2-methylcyclopropyl]furan-2-yl]methylideneamino]propanamide
—— 3-(3,4-dimethylphenyl)sulfanyl-N'-[2-[(3S)-1,1-dioxothiolan-3-yl]acetyl]propanehydrazide —— C17H24N2O4S2
3-(3,4-dimethylphenyl)sulfanyl-N'-[2-[(3S)-1,1-dioxothiolan-3-yl]acetyl]propanehydrazide
—— [(2S)-1-(2-methylpropylamino)-1-oxopropan-2-yl] 2-(4-bromo-2-methylphenyl)sulfanylacetate —— C16H22BrNO3S
[(2S)-1-(2-methylpropylamino)-1-oxopropan-2-yl] 2-(4-bromo-2-methylphenyl)sulfanylacetate
—— [(2R)-1-(2-methylpropylamino)-1-oxopropan-2-yl] 2-(4-bromo-2-methylphenyl)sulfanylacetate —— C16H22BrNO3S
[(2R)-1-(2-methylpropylamino)-1-oxopropan-2-yl] 2-(4-bromo-2-methylphenyl)sulfanylacetate
—— N'-[2-[(3R)-1,1-dioxothiolan-3-yl]acetyl]-3-phenylsulfanylpropanehydrazide —— C15H20N2O4S2
N'-[2-[(3R)-1,1-dioxothiolan-3-yl]acetyl]-3-phenylsulfanylpropanehydrazide
—— 2-(2,4-dimethylphenyl)sulfanyl-N'-[2-[(3R)-1,1-dioxothiolan-3-yl]acetyl]pyridine-3-carbohydrazide —— C20H23N3O4S2
2-(2,4-dimethylphenyl)sulfanyl-N'-[2-[(3R)-1,1-dioxothiolan-3-yl]acetyl]pyridine-3-carbohydrazide
—— 3-[4-[(Z)-N-[[2-(4-chlorophenyl)sulfanylacetyl]amino]-C-methylcarbonimidoyl]-5-methylfuran-2-yl]propanoate —— C18H18ClN2O4S-
3-[4-[(Z)-N-[[2-(4-chlorophenyl)sulfanylacetyl]amino]-C-methylcarbonimidoyl]-5-methylfuran-2-yl]propanoate
—— 2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[2-(4-fluorophenyl)ethyl]acetamide —— C18H15ClFN3O2S
2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[2-(4-fluorophenyl)ethyl]acetamide
—— (3S)-3-[4-methyl-5-[[(2S)-4-(2-methylpropyl)morpholin-4-ium-2-yl]methylsulfanyl]-1,2,4-triazol-3-yl]thiolane 1,1-dioxide —— C16H29N4O3S2+
(3S)-3-[4-methyl-5-[[(2S)-4-(2-methylpropyl)morpholin-4-ium-2-yl]methylsulfanyl]-1,2,4-triazol-3-yl]thiolane 1,1-dioxide
—— (2S)-2-[[5-[(3S)-1,1-dioxothiolan-3-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-(2-methoxyethyl)propanamide —— C13H22N4O4S2
(2S)-2-[[5-[(3S)-1,1-dioxothiolan-3-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-(2-methoxyethyl)propanamide
—— 1-[2-[[5-[(3R)-1,1-dioxothiolan-3-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetyl]pyrrolidin-2-one —— C13H18N4O4S2
1-[2-[[5-[(3R)-1,1-dioxothiolan-3-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetyl]pyrrolidin-2-one
—— 4-[[5-[(3S)-1,1-dioxothiolan-3-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-1-morpholin-4-ylbutan-1-one —— C15H24N4O4S2
4-[[5-[(3S)-1,1-dioxothiolan-3-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-1-morpholin-4-ylbutan-1-one
—— (3S)-3-[4-methyl-5-[(2-methyl-1,3-thiazol-4-yl)methylsulfanyl]-1,2,4-triazol-3-yl]thiolane 1,1-dioxide —— C12H16N4O2S3
(3S)-3-[4-methyl-5-[(2-methyl-1,3-thiazol-4-yl)methylsulfanyl]-1,2,4-triazol-3-yl]thiolane 1,1-dioxide
—— 1-(2,5-dimethylthiophen-3-yl)-2-[[5-[(3S)-1,1-dioxothiolan-3-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C15H19N3O3S3
1-(2,5-dimethylthiophen-3-yl)-2-[[5-[(3S)-1,1-dioxothiolan-3-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— 4-[[5-[(3S)-1,1-dioxothiolan-3-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]butanenitrile —— C11H16N4O2S2
4-[[5-[(3S)-1,1-dioxothiolan-3-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]butanenitrile
—— (3R)-3-[4-methyl-5-(2-pyrrolidin-1-ylethylsulfanyl)-1,2,4-triazol-3-yl]thiolane 1,1-dioxide —— C13H22N4O2S2
(3R)-3-[4-methyl-5-(2-pyrrolidin-1-ylethylsulfanyl)-1,2,4-triazol-3-yl]thiolane 1,1-dioxide
—— (3S)-3-[4-methyl-5-[2-[(2S)-1-methylpiperidin-1-ium-2-yl]ethylsulfanyl]-1,2,4-triazol-3-yl]thiolane 1,1-dioxide —— C15H27N4O2S2+
(3S)-3-[4-methyl-5-[2-[(2S)-1-methylpiperidin-1-ium-2-yl]ethylsulfanyl]-1,2,4-triazol-3-yl]thiolane 1,1-dioxide
—— (2S)-2-[[5-[(3R)-1,1-dioxothiolan-3-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-(2-methoxyethyl)propanamide —— C13H22N4O4S2
(2S)-2-[[5-[(3R)-1,1-dioxothiolan-3-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-(2-methoxyethyl)propanamide
—— 3-[[5-[(3S)-1,1-dioxothiolan-3-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]propanenitrile —— C10H14N4O2S2
3-[[5-[(3S)-1,1-dioxothiolan-3-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]propanenitrile
—— (2S)-2-[[5-[(3R)-1,1-dioxothiolan-3-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-ethylpropanamide —— C12H20N4O3S2
(2S)-2-[[5-[(3R)-1,1-dioxothiolan-3-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-ethylpropanamide
—— (3S)-3-[5-[(2-methyl-1,3-thiazol-4-yl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]thiolane 1,1-dioxide —— C11H13N3O3S3
(3S)-3-[5-[(2-methyl-1,3-thiazol-4-yl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]thiolane 1,1-dioxide
—— 2-[[5-[(3S)-1,1-dioxothiolan-3-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C14H22N4O4S2
2-[[5-[(3S)-1,1-dioxothiolan-3-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— (3S)-3-[5-(methoxymethylsulfanyl)-4-methyl-1,2,4-triazol-3-yl]thiolane 1,1-dioxide —— C9H15N3O3S2
(3S)-3-[5-(methoxymethylsulfanyl)-4-methyl-1,2,4-triazol-3-yl]thiolane 1,1-dioxide
—— (3R)-3-[4-methyl-5-[(2-methyl-1,3-thiazol-4-yl)methylsulfanyl]-1,2,4-triazol-3-yl]thiolane 1,1-dioxide —— C12H16N4O2S3
(3R)-3-[4-methyl-5-[(2-methyl-1,3-thiazol-4-yl)methylsulfanyl]-1,2,4-triazol-3-yl]thiolane 1,1-dioxide