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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
—— (1R,2S)-2-(4-fluorophenyl)-N-[3-[4-(2-methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propyl]cyclopropane-1-carboxamide —— C20H27FN4OS
(1R,2S)-2-(4-fluorophenyl)-N-[3-[4-(2-methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propyl]cyclopropane-1-carboxamide
—— 2-(2-fluorophenyl)sulfanyl-N-[(2S)-3-methylbutan-2-yl]-5-nitrobenzamide —— C18H19FN2O3S
2-(2-fluorophenyl)sulfanyl-N-[(2S)-3-methylbutan-2-yl]-5-nitrobenzamide
—— (1S,2R)-2-(4-fluorophenyl)-N-[3-[4-(2-methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propyl]cyclopropane-1-carboxamide —— C20H27FN4OS
(1S,2R)-2-(4-fluorophenyl)-N-[3-[4-(2-methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propyl]cyclopropane-1-carboxamide
—— (5E)-2-(2-chlorophenyl)imino-3-methyl-5-[(4-methylsulfanylphenyl)methylidene]-1,3-thiazolidin-4-one —— C18H15ClN2OS2
(5E)-2-(2-chlorophenyl)imino-3-methyl-5-[(4-methylsulfanylphenyl)methylidene]-1,3-thiazolidin-4-one
—— (5E)-3-methyl-2-(3-methylsulfanylphenyl)imino-5-[(4-methylsulfanylphenyl)methylidene]-1,3-thiazolidin-4-one —— C19H18N2OS3
(5E)-3-methyl-2-(3-methylsulfanylphenyl)imino-5-[(4-methylsulfanylphenyl)methylidene]-1,3-thiazolidin-4-one
—— (2S)-2-[(3-methylsulfanyl-1,2,4-thiadiazol-5-yl)sulfanyl]propanoate —— C6H7N2O2S3-
(2S)-2-[(3-methylsulfanyl-1,2,4-thiadiazol-5-yl)sulfanyl]propanoate
—— 2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(R)-cyclopropyl-(4-methylphenyl)methyl]acetamide —— C26H26N4O2S
2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(R)-cyclopropyl-(4-methylphenyl)methyl]acetamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[4-(2-thiophen-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(thiophen-2-ylmethyl)acetamide —— C19H22N4O3S4
N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[4-(2-thiophen-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(thiophen-2-ylmethyl)acetamide
—— N-[(1S)-1-(4-bromophenyl)ethyl]-2-[[4-(2-thiophen-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C18H19BrN4OS2
N-[(1S)-1-(4-bromophenyl)ethyl]-2-[[4-(2-thiophen-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (2S)-2-[(3-methylsulfanyl-1,2,4-thiadiazol-5-yl)sulfanyl]propanoic acid —— C6H8N2O2S3
(2S)-2-[(3-methylsulfanyl-1,2,4-thiadiazol-5-yl)sulfanyl]propanoic acid
—— (2S)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanoate —— C11H9N2O2S3-
(2S)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanoate
—— 3-[[5-(4-Fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate —— C11H8FN2O3S-
3-[[5-(4-Fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate
—— 3-{[5-(Furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl}propanoic acid —— C9H8N2O4S
3-{[5-(Furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl}propanoic acid
—— (2R)-N-benzyl-N-ethyl-2-[[4-(2-thiophen-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C20H24N4OS2
(2R)-N-benzyl-N-ethyl-2-[[4-(2-thiophen-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2S)-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoic acid —— C10H10N2O4S
(2S)-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoic acid
—— N-(2-cyanoethyl)-N-(furan-2-ylmethyl)-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C19H19N5O2S2
N-(2-cyanoethyl)-N-(furan-2-ylmethyl)-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-methyl-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(5-methylfuran-2-yl)methyl]acetamide —— C18H20N4O2S2
N-methyl-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(5-methylfuran-2-yl)methyl]acetamide
—— 2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(S)-cyclopropyl-(4-methylphenyl)methyl]acetamide —— C26H26N4O2S
2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(S)-cyclopropyl-(4-methylphenyl)methyl]acetamide
—— [(2S)-1-oxo-1-(propan-2-ylamino)propan-2-yl] 2-(2-fluorophenyl)sulfanylacetate —— C14H18FNO3S
[(2S)-1-oxo-1-(propan-2-ylamino)propan-2-yl] 2-(2-fluorophenyl)sulfanylacetate
—— (2S)-2-(1-methyltetrazol-5-yl)sulfanylpropanoic acid —— C5H8N4O2S
(2S)-2-(1-methyltetrazol-5-yl)sulfanylpropanoic acid
—— N-(2-methylphenyl)-5-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C19H17N5OS2
N-(2-methylphenyl)-5-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— N-[(1S)-1-(4-ethylphenyl)ethyl]-2-[[4-(2-thiophen-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C20H24N4OS2
N-[(1S)-1-(4-ethylphenyl)ethyl]-2-[[4-(2-thiophen-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (2S)-N-benzyl-N-ethyl-2-[[4-(2-thiophen-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C20H24N4OS2
(2S)-N-benzyl-N-ethyl-2-[[4-(2-thiophen-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— 2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2-fluorophenyl)methyl]acetamide —— C19H19FN4OS2
2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2-fluorophenyl)methyl]acetamide
—— 2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2-fluorophenyl)methyl]-N-methylacetamide —— C20H21FN4OS2
2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2-fluorophenyl)methyl]-N-methylacetamide
—— (1R,2R)-2-(4-fluorophenyl)-N-[3-[4-(2-methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propyl]cyclopropane-1-carboxamide —— C20H27FN4OS
(1R,2R)-2-(4-fluorophenyl)-N-[3-[4-(2-methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propyl]cyclopropane-1-carboxamide
—— 2-phenyl-5-[(1S)-1-[[4-(2-thiophen-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-1,3,4-oxadiazole —— C18H17N5OS2
2-phenyl-5-[(1S)-1-[[4-(2-thiophen-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-1,3,4-oxadiazole
—— 3-[(5-Methyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoate —— C6H7N2O3S-
3-[(5-Methyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoate
—— 2-[[5-(4-Bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetic acid —— C10H7BrN2O3S
2-[[5-(4-Bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetic acid
—— N-[(2-fluorophenyl)methyl]-N-methyl-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C19H19FN4OS2
N-[(2-fluorophenyl)methyl]-N-methyl-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (5E)-5-[(5-chloro-2-hydroxyphenyl)methylidene]-3-methyl-2-(3-methylsulfanylphenyl)imino-1,3-thiazolidin-4-one —— C18H15ClN2O2S2
(5E)-5-[(5-chloro-2-hydroxyphenyl)methylidene]-3-methyl-2-(3-methylsulfanylphenyl)imino-1,3-thiazolidin-4-one
—— N-ethyl-N-[(3-fluorophenyl)methyl]-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C20H21FN4OS2
N-ethyl-N-[(3-fluorophenyl)methyl]-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— [(2R)-1-oxo-1-(propan-2-ylamino)propan-2-yl] 2-(2-fluorophenyl)sulfanylacetate —— C14H18FNO3S
[(2R)-1-oxo-1-(propan-2-ylamino)propan-2-yl] 2-(2-fluorophenyl)sulfanylacetate
—— 2-phenyl-5-[(1R)-1-[[4-(2-thiophen-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-1,3,4-oxadiazole —— C18H17N5OS2
2-phenyl-5-[(1R)-1-[[4-(2-thiophen-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-1,3,4-oxadiazole
—— N-[(1R)-1-(4-bromophenyl)ethyl]-2-[[4-(2-thiophen-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C18H19BrN4OS2
N-[(1R)-1-(4-bromophenyl)ethyl]-2-[[4-(2-thiophen-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (1S,2S)-2-(4-fluorophenyl)-N-[3-[4-(2-methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propyl]cyclopropane-1-carboxamide —— C20H27FN4OS
(1S,2S)-2-(4-fluorophenyl)-N-[3-[4-(2-methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propyl]cyclopropane-1-carboxamide
—— (5E)-3-methyl-2-(3-methylsulfanylphenyl)imino-5-(thiophen-2-ylmethylidene)-1,3-thiazolidin-4-one —— C16H14N2OS3
(5E)-3-methyl-2-(3-methylsulfanylphenyl)imino-5-(thiophen-2-ylmethylidene)-1,3-thiazolidin-4-one
—— (2S)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoate —— C12H11N2O3S-
(2S)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoate
—— N-butyl-N-ethyl-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C17H24N4OS2
N-butyl-N-ethyl-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (2R)-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoic acid —— C10H9N3O3S
(2R)-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoic acid
—— (5E)-5-[(5-bromofuran-2-yl)methylidene]-3-methyl-2-(3-methylsulfanylphenyl)imino-1,3-thiazolidin-4-one —— C16H13BrN2O2S2
(5E)-5-[(5-bromofuran-2-yl)methylidene]-3-methyl-2-(3-methylsulfanylphenyl)imino-1,3-thiazolidin-4-one
—— 2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2-methylphenyl)methyl]acetamide —— C20H22N4OS2
2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2-methylphenyl)methyl]acetamide
—— N-(2-cyanopropan-2-yl)-N-methyl-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C16H19N5OS2
N-(2-cyanopropan-2-yl)-N-methyl-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[(1R)-1-(furan-2-yl)ethyl]-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C17H18N4O2S2
N-[(1R)-1-(furan-2-yl)ethyl]-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 4-oxo-N-(2-phenylsulfanylethyl)-4-thiophen-2-ylbutanamide —— C16H17NO2S2
4-oxo-N-(2-phenylsulfanylethyl)-4-thiophen-2-ylbutanamide
—— (5E)-5-[(4-fluorophenyl)methylidene]-3-methyl-2-(3-methylsulfanylphenyl)imino-1,3-thiazolidin-4-one —— C18H15FN2OS2
(5E)-5-[(4-fluorophenyl)methylidene]-3-methyl-2-(3-methylsulfanylphenyl)imino-1,3-thiazolidin-4-one
—— N-[(1S)-1-(furan-2-yl)ethyl]-2-(2-methylphenyl)sulfanylacetamide —— C15H17NO2S
N-[(1S)-1-(furan-2-yl)ethyl]-2-(2-methylphenyl)sulfanylacetamide
—— (2S)-4-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-3-oxo-2-(4-phenyl-1,3-thiazol-2-yl)butanenitrile —— C23H19N5OS3
(2S)-4-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-3-oxo-2-(4-phenyl-1,3-thiazol-2-yl)butanenitrile
—— N-butyl-N-ethyl-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C17H24N4OS2
N-butyl-N-ethyl-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (2R)-4-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-3-oxo-2-(4-phenyl-1,3-thiazol-2-yl)butanenitrile —— C23H19N5OS3
(2R)-4-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-3-oxo-2-(4-phenyl-1,3-thiazol-2-yl)butanenitrile