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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
—— ethyl 2-[2-[2-[[(1S,2S,3S)-2,3-dimethylcyclohexyl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C17H26N2O3S2
ethyl 2-[2-[2-[[(1S,2S,3S)-2,3-dimethylcyclohexyl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C15H18N4O3S3
N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C16H20N4O3S3
N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C15H18N4O3S3
N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (2R)-1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-(1-methyltetrazol-5-yl)sulfanylpropan-1-one —— C11H19N5O2S
(2R)-1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-(1-methyltetrazol-5-yl)sulfanylpropan-1-one
—— N-benzyl-2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide —— C19H18ClF3N2O3S2
N-benzyl-2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide
—— [2-[[(3S)-1,1-dioxothiolan-3-yl]-methylamino]-2-oxoethyl] 2-(4-bromo-2-methylphenyl)sulfanylacetate —— C16H20BrNO5S2
[2-[[(3S)-1,1-dioxothiolan-3-yl]-methylamino]-2-oxoethyl] 2-(4-bromo-2-methylphenyl)sulfanylacetate
—— (2S)-N-[(Z)-[5-(dimethylamino)furan-2-yl]methylideneamino]-2-[[5-[(2R)-1-[(2Z)-2-[[5-(dimethylamino)furan-2-yl]methylidene]hydrazinyl]-1-oxopropan-2-yl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C22H28N8O4S3
(2S)-N-[(Z)-[5-(dimethylamino)furan-2-yl]methylideneamino]-2-[[5-[(2R)-1-[(2Z)-2-[[5-(dimethylamino)furan-2-yl]methylidene]hydrazinyl]-1-oxopropan-2-yl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-[(Z)-[5-(dimethylamino)furan-2-yl]methylideneamino]-2-[[5-[(2S)-1-[(2Z)-2-[[5-(dimethylamino)furan-2-yl]methylidene]hydrazinyl]-1-oxopropan-2-yl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C22H28N8O4S3
(2S)-N-[(Z)-[5-(dimethylamino)furan-2-yl]methylideneamino]-2-[[5-[(2S)-1-[(2Z)-2-[[5-(dimethylamino)furan-2-yl]methylidene]hydrazinyl]-1-oxopropan-2-yl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2S)-2-[(S)-octylsulfinyl]-3-[(R)-octylsulfinyl]propan-1-ol —— C19H40O3S2
(2S)-2-[(S)-octylsulfinyl]-3-[(R)-octylsulfinyl]propan-1-ol
—— (2R)-N-[(Z)-[5-(dimethylamino)furan-2-yl]methylideneamino]-2-[[5-[(2R)-1-[(2Z)-2-[[5-(dimethylamino)furan-2-yl]methylidene]hydrazinyl]-1-oxopropan-2-yl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C22H28N8O4S3
(2R)-N-[(Z)-[5-(dimethylamino)furan-2-yl]methylideneamino]-2-[[5-[(2R)-1-[(2Z)-2-[[5-(dimethylamino)furan-2-yl]methylidene]hydrazinyl]-1-oxopropan-2-yl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2R)-2-[(S)-octylsulfinyl]-3-[(R)-octylsulfinyl]propan-1-ol —— C19H40O3S2
(2R)-2-[(S)-octylsulfinyl]-3-[(R)-octylsulfinyl]propan-1-ol
—— 2-[[4-(4-chlorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethylacetamide —— C16H18ClN3O3S4
2-[[4-(4-chlorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethylacetamide
—— 2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethylacetamide —— C16H18BrN3O4S2
2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethylacetamide
—— 1,3-bis[(S)-octylsulfinyl]propan-2-ol —— C19H40O3S2
1,3-bis[(S)-octylsulfinyl]propan-2-ol
—— 1,3-bis[(R)-octylsulfinyl]propan-2-ol —— C19H40O3S2
1,3-bis[(R)-octylsulfinyl]propan-2-ol
—— (2R)-2,3-bis[(S)-octylsulfinyl]propan-1-ol —— C19H40O3S2
(2R)-2,3-bis[(S)-octylsulfinyl]propan-1-ol
—— 1-[(R)-octylsulfinyl]-3-[(S)-octylsulfinyl]propan-2-ol —— C19H40O3S2
1-[(R)-octylsulfinyl]-3-[(S)-octylsulfinyl]propan-2-ol
—— (NZ)-N-[(2S)-2-decylsulfonylcyclooctylidene]hydroxylamine —— C18H35NO3S
(NZ)-N-[(2S)-2-decylsulfonylcyclooctylidene]hydroxylamine
—— (4R)-N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-5-oxo-1,4-dihydropyrazole-4-carboxamide —— C12H12N4O2S
(4R)-N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-5-oxo-1,4-dihydropyrazole-4-carboxamide
—— (4S)-N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-5-oxo-1,4-dihydropyrazole-4-carboxamide —— C12H12N4O2S
(4S)-N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-5-oxo-1,4-dihydropyrazole-4-carboxamide
—— N-[(1S,2S,3S)-2,3-dimethylcyclohexyl]-2-[(4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C15H23N3O2S
N-[(1S,2S,3S)-2,3-dimethylcyclohexyl]-2-[(4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— (NZ)-N-[(2R)-2-decylsulfonylcyclooctylidene]hydroxylamine —— C18H35NO3S
(NZ)-N-[(2R)-2-decylsulfonylcyclooctylidene]hydroxylamine
—— N-[(2R)-2,3-dihydro-1-benzothiophen-2-yl]-4-[(1S,4R)-2-thia-5-azabicyclo[2.2.1]heptan-5-yl]butanamide —— C17H22N2OS2
N-[(2R)-2,3-dihydro-1-benzothiophen-2-yl]-4-[(1S,4R)-2-thia-5-azabicyclo[2.2.1]heptan-5-yl]butanamide
—— (NE)-N-[(6S)-6-methyl-6-phenylsulfanylcyclohex-3-en-1-ylidene]hydroxylamine —— C13H15NOS
(NE)-N-[(6S)-6-methyl-6-phenylsulfanylcyclohex-3-en-1-ylidene]hydroxylamine
—— N-[(2S)-2,3-dihydro-1-benzothiophen-2-yl]-4-[(1S,4R)-2-thia-5-azabicyclo[2.2.1]heptan-5-yl]butanamide —— C17H22N2OS2
N-[(2S)-2,3-dihydro-1-benzothiophen-2-yl]-4-[(1S,4R)-2-thia-5-azabicyclo[2.2.1]heptan-5-yl]butanamide
—— N-[(1S,2S,3S)-2,3-dimethylcyclohexyl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C15H26N4O2S
N-[(1S,2S,3S)-2,3-dimethylcyclohexyl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— [(1S)-1-[5-[2-[[(3S)-1,1-dioxothiolan-3-yl]-methylamino]-2-oxoethyl]sulfanyl-1,3,4-oxadiazol-2-yl]propyl]-dimethylazanium —— C14H25N4O4S2+
[(1S)-1-[5-[2-[[(3S)-1,1-dioxothiolan-3-yl]-methylamino]-2-oxoethyl]sulfanyl-1,3,4-oxadiazol-2-yl]propyl]-dimethylazanium
—— (NE)-N-[(2R)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]cyclooctylidene]hydroxylamine —— C11H18N4OS
(NE)-N-[(2R)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]cyclooctylidene]hydroxylamine
—— (NE)-N-[(2S)-2-(1H-1,2,4-triazol-5-ylsulfanyl)cyclooctylidene]hydroxylamine —— C10H16N4OS
(NE)-N-[(2S)-2-(1H-1,2,4-triazol-5-ylsulfanyl)cyclooctylidene]hydroxylamine
—— (NE)-N-[(2S)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]cyclooctylidene]hydroxylamine —— C11H18N4OS
(NE)-N-[(2S)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]cyclooctylidene]hydroxylamine
—— (NE)-N-[(2R)-2-(1H-1,2,4-triazol-5-ylsulfanyl)cyclooctylidene]hydroxylamine —— C10H16N4OS
(NE)-N-[(2R)-2-(1H-1,2,4-triazol-5-ylsulfanyl)cyclooctylidene]hydroxylamine
—— (4S,8Z)-2-amino-4-(4-methylsulfanylphenyl)-8-[(4-methylsulfanylphenyl)methylidene]-6-propyl-4,5,6,7-tetrahydropyrano[3,2-c]pyridin-6-ium-3-carbonitrile —— C27H30N3OS2+
(4S,8Z)-2-amino-4-(4-methylsulfanylphenyl)-8-[(4-methylsulfanylphenyl)methylidene]-6-propyl-4,5,6,7-tetrahydropyrano[3,2-c]pyridin-6-ium-3-carbonitrile
—— (NE)-N-[(2R)-2-phenylsulfanylcyclooctylidene]hydroxylamine —— C14H19NOS
(NE)-N-[(2R)-2-phenylsulfanylcyclooctylidene]hydroxylamine
—— (NE)-N-[(2S)-2-phenylsulfanylcyclooctylidene]hydroxylamine —— C14H19NOS
(NE)-N-[(2S)-2-phenylsulfanylcyclooctylidene]hydroxylamine
—— (3S,5R)-3-hexyl-5-(1H-1,2,4-triazol-5-ylsulfanylmethyl)oxolan-2-one —— C13H21N3O2S
(3S,5R)-3-hexyl-5-(1H-1,2,4-triazol-5-ylsulfanylmethyl)oxolan-2-one
—— ethyl (2R)-4-[(4-cyclopropyl-5-piperidin-1-yl-1,2,4-triazol-3-yl)sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanoate —— C20H27N5O3S2
ethyl (2R)-4-[(4-cyclopropyl-5-piperidin-1-yl-1,2,4-triazol-3-yl)sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanoate
—— ethyl (2S)-4-[(4-cyclopropyl-5-piperidin-1-yl-1,2,4-triazol-3-yl)sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanoate —— C20H27N5O3S2
ethyl (2S)-4-[(4-cyclopropyl-5-piperidin-1-yl-1,2,4-triazol-3-yl)sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanoate
—— (2S)-2-(4-chloro-2-methylphenoxy)-N-[2-(2,4-dinitrophenyl)sulfanyl-1,3-benzothiazol-6-yl]propanamide —— C23H17ClN4O6S2
(2S)-2-(4-chloro-2-methylphenoxy)-N-[2-(2,4-dinitrophenyl)sulfanyl-1,3-benzothiazol-6-yl]propanamide
—— (2R)-2-(4-chloro-2-methylphenoxy)-N-[2-(2,4-dinitrophenyl)sulfanyl-1,3-benzothiazol-6-yl]propanamide —— C23H17ClN4O6S2
(2R)-2-(4-chloro-2-methylphenoxy)-N-[2-(2,4-dinitrophenyl)sulfanyl-1,3-benzothiazol-6-yl]propanamide
—— dimethyl (3R,4S,6S)-5,5-dicyano-4-(4-fluorophenyl)-2-hydroxy-6-(4-methylsulfanylphenyl)cyclohexene-1,3-dicarboxylate —— C25H21FN2O5S
dimethyl (3R,4S,6S)-5,5-dicyano-4-(4-fluorophenyl)-2-hydroxy-6-(4-methylsulfanylphenyl)cyclohexene-1,3-dicarboxylate
—— dimethyl (3R,4S,6R)-5,5-dicyano-2-hydroxy-4-(4-methylphenyl)-6-(4-methylsulfanylphenyl)cyclohexene-1,3-dicarboxylate —— C26H24N2O5S
dimethyl (3R,4S,6R)-5,5-dicyano-2-hydroxy-4-(4-methylphenyl)-6-(4-methylsulfanylphenyl)cyclohexene-1,3-dicarboxylate
—— dimethyl (3S,4R,6S)-5,5-dicyano-4-(4-fluorophenyl)-2-hydroxy-6-(4-methylsulfanylphenyl)cyclohexene-1,3-dicarboxylate —— C25H21FN2O5S
dimethyl (3S,4R,6S)-5,5-dicyano-4-(4-fluorophenyl)-2-hydroxy-6-(4-methylsulfanylphenyl)cyclohexene-1,3-dicarboxylate
—— dimethyl (3S,4R,6R)-5,5-dicyano-2-hydroxy-4-(4-methylphenyl)-6-(4-methylsulfanylphenyl)cyclohexene-1,3-dicarboxylate —— C26H24N2O5S
dimethyl (3S,4R,6R)-5,5-dicyano-2-hydroxy-4-(4-methylphenyl)-6-(4-methylsulfanylphenyl)cyclohexene-1,3-dicarboxylate
—— dimethyl (3R,4S,6S)-5,5-dicyano-2-hydroxy-6-(4-methylsulfanylphenyl)-4-pyridin-4-ylcyclohexene-1,3-dicarboxylate —— C24H21N3O5S
dimethyl (3R,4S,6S)-5,5-dicyano-2-hydroxy-6-(4-methylsulfanylphenyl)-4-pyridin-4-ylcyclohexene-1,3-dicarboxylate
—— dimethyl (3R,4R,6R)-5,5-dicyano-2-hydroxy-4-(4-methylphenyl)-6-(4-methylsulfanylphenyl)cyclohexene-1,3-dicarboxylate —— C26H24N2O5S
dimethyl (3R,4R,6R)-5,5-dicyano-2-hydroxy-4-(4-methylphenyl)-6-(4-methylsulfanylphenyl)cyclohexene-1,3-dicarboxylate
—— dimethyl (3S,4S,6R)-5,5-dicyano-2-hydroxy-4-(4-methylphenyl)-6-(4-methylsulfanylphenyl)cyclohexene-1,3-dicarboxylate —— C26H24N2O5S
dimethyl (3S,4S,6R)-5,5-dicyano-2-hydroxy-4-(4-methylphenyl)-6-(4-methylsulfanylphenyl)cyclohexene-1,3-dicarboxylate
—— dimethyl (3R,4R,6S)-5,5-dicyano-2-hydroxy-6-(4-methylsulfanylphenyl)-4-pyridin-4-ylcyclohexene-1,3-dicarboxylate —— C24H21N3O5S
dimethyl (3R,4R,6S)-5,5-dicyano-2-hydroxy-6-(4-methylsulfanylphenyl)-4-pyridin-4-ylcyclohexene-1,3-dicarboxylate
—— dimethyl (3R,4R,6S)-5,5-dicyano-4-(4-fluorophenyl)-2-hydroxy-6-(4-methylsulfanylphenyl)cyclohexene-1,3-dicarboxylate —— C25H21FN2O5S
dimethyl (3R,4R,6S)-5,5-dicyano-4-(4-fluorophenyl)-2-hydroxy-6-(4-methylsulfanylphenyl)cyclohexene-1,3-dicarboxylate
—— dimethyl (3S,4S,6S)-5,5-dicyano-2-hydroxy-6-(4-methylsulfanylphenyl)-4-pyridin-4-ylcyclohexene-1,3-dicarboxylate —— C24H21N3O5S
dimethyl (3S,4S,6S)-5,5-dicyano-2-hydroxy-6-(4-methylsulfanylphenyl)-4-pyridin-4-ylcyclohexene-1,3-dicarboxylate