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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
—— 2-(7-butyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N,N-diethylacetamide —— C18H27N5O3S
2-(7-butyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N,N-diethylacetamide
—— 2-(7-butyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N-(2-methoxyethyl)acetamide —— C17H25N5O4S
2-(7-butyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N-(2-methoxyethyl)acetamide
—— 2-[7-(3,5-Dimethylphenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylacetamide —— C18H19N5O3S
2-[7-(3,5-Dimethylphenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylacetamide
—— 2-[1,3-dimethyl-7-(2-methylphenyl)-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanyl-N-methylacetamide —— C18H19N5O3S
2-[1,3-dimethyl-7-(2-methylphenyl)-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanyl-N-methylacetamide
—— 2-[7-(2-Fluorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylacetamide —— C16H14FN5O3S
2-[7-(2-Fluorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylacetamide
—— 1-[(1S)-1-(4-methyl-1,2,4-triazol-3-yl)ethyl]-3-[(1S)-1-(4-propan-2-ylsulfanylphenyl)ethyl]urea —— C17H25N5OS
1-[(1S)-1-(4-methyl-1,2,4-triazol-3-yl)ethyl]-3-[(1S)-1-(4-propan-2-ylsulfanylphenyl)ethyl]urea
—— 1-[(1R)-1-(4-methyl-1,2,4-triazol-3-yl)ethyl]-3-[(1S)-1-(4-propan-2-ylsulfanylphenyl)ethyl]urea —— C17H25N5OS
1-[(1R)-1-(4-methyl-1,2,4-triazol-3-yl)ethyl]-3-[(1S)-1-(4-propan-2-ylsulfanylphenyl)ethyl]urea
—— 1-[(1R)-1-(4-methyl-1,2,4-triazol-3-yl)ethyl]-3-[(1R)-1-(4-propan-2-ylsulfanylphenyl)ethyl]urea —— C17H25N5OS
1-[(1R)-1-(4-methyl-1,2,4-triazol-3-yl)ethyl]-3-[(1R)-1-(4-propan-2-ylsulfanylphenyl)ethyl]urea
—— 2-[7-(Methoxymethyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylacetamide —— C12H15N5O4S
2-[7-(Methoxymethyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylacetamide
—— 2-methoxyethyl (2R,5S)-2-ethyl-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C20H24N2O4S2
2-methoxyethyl (2R,5S)-2-ethyl-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 2-[(2Z,5R)-2-[(Z)-(4-methylsulfanylphenyl)methylidenehydrazinylidene]-4-oxo-1,3-thiazolidin-5-yl]acetate —— C13H12N3O3S2-
2-[(2Z,5R)-2-[(Z)-(4-methylsulfanylphenyl)methylidenehydrazinylidene]-4-oxo-1,3-thiazolidin-5-yl]acetate
—— N-[(2R)-3-methylbutan-2-yl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide —— C9H15N3OS2
N-[(2R)-3-methylbutan-2-yl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide
—— 2-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(5-phenyl-3,4-dihydropyrazol-2-yl)ethanone —— C14H14N4OS2
2-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(5-phenyl-3,4-dihydropyrazol-2-yl)ethanone
—— 2-[(2E,5R)-2-[(Z)-(4-methylsulfanylphenyl)methylidenehydrazinylidene]-4-oxo-1,3-thiazolidin-5-yl]acetic acid —— C13H13N3O3S2
2-[(2E,5R)-2-[(Z)-(4-methylsulfanylphenyl)methylidenehydrazinylidene]-4-oxo-1,3-thiazolidin-5-yl]acetic acid
—— 2-(1,3,4-thiadiazol-2-ylsulfanyl)-N-[(1R)-1-thiophen-2-ylethyl]acetamide —— C10H11N3OS3
2-(1,3,4-thiadiazol-2-ylsulfanyl)-N-[(1R)-1-thiophen-2-ylethyl]acetamide
—— 2-methoxyethyl (2S,5S)-2-ethyl-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C20H24N2O4S2
2-methoxyethyl (2S,5S)-2-ethyl-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 2-methoxyethyl (2R,5R)-2-ethyl-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C20H24N2O4S2
2-methoxyethyl (2R,5R)-2-ethyl-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— N-[(2S)-3-methylbutan-2-yl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide —— C9H15N3OS2
N-[(2S)-3-methylbutan-2-yl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide
—— N-[(1R)-1-(3-chlorophenyl)ethyl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C13H14ClN3OS2
N-[(1R)-1-(3-chlorophenyl)ethyl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— N-tert-butyl-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide —— C8H13N3OS2
N-tert-butyl-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide
—— N-[(1S)-1-(1-adamantyl)ethyl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide —— C16H23N3OS2
N-[(1S)-1-(1-adamantyl)ethyl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide
—— 2-methoxyethyl (2S,5R)-2-ethyl-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C20H24N2O4S2
2-methoxyethyl (2S,5R)-2-ethyl-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— N-[(1S)-1-(2-chlorophenyl)ethyl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C13H14ClN3OS2
N-[(1S)-1-(2-chlorophenyl)ethyl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— 1-[2,5-Dimethyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrol-3-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone —— C15H16N4O2S2
1-[2,5-Dimethyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrol-3-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone
—— (2S)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C14H16FN3OS2
(2S)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— N-[(2R)-3-methylbutan-2-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C10H17N3OS2
N-[(2R)-3-methylbutan-2-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— 2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-propan-2-ylacetamide —— C8H13N3OS2
2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-propan-2-ylacetamide
—— N-[(2S)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C13H21N3O3S3
N-[(2S)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C9H13N3O3S3
N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— (2R)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C6H9N3OS2
(2R)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— N-[(2R)-butan-2-yl]-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C13H21N3O3S3
N-[(2R)-butan-2-yl]-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— (2R)-N-(furan-2-ylmethyl)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C11H13N3O2S2
(2R)-N-(furan-2-ylmethyl)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (2R)-N-benzyl-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C13H15N3OS2
(2R)-N-benzyl-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (2R)-N-[2-(cyclohexen-1-yl)ethyl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C14H21N3OS2
(2R)-N-[2-(cyclohexen-1-yl)ethyl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— 3-methyl-7-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C11H10N4OS3
3-methyl-7-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— 1-(2-ethylsulfonylethyl)-3-[(2S)-1-methoxypropan-2-yl]urea —— C9H20N2O4S
1-(2-ethylsulfonylethyl)-3-[(2S)-1-methoxypropan-2-yl]urea
—— N-[(2S)-3-methylbutan-2-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C10H17N3OS2
N-[(2S)-3-methylbutan-2-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— N-[(2S)-2-phenyl-2-pyrrolidin-1-ylethyl]-3-phenylsulfanylpropanamide —— C21H26N2OS
N-[(2S)-2-phenyl-2-pyrrolidin-1-ylethyl]-3-phenylsulfanylpropanamide
—— (2R)-N-cyclopropyl-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C9H13N3OS2
(2R)-N-cyclopropyl-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— 1-(2-ethylsulfonylethyl)-3-[(2R)-1-methoxypropan-2-yl]urea —— C9H20N2O4S
1-(2-ethylsulfonylethyl)-3-[(2R)-1-methoxypropan-2-yl]urea
—— (2S)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C6H9N3OS2
(2S)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-[2-(cyclohexen-1-yl)ethyl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C14H21N3OS2
(2S)-N-[2-(cyclohexen-1-yl)ethyl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— N-[(2R)-2-phenyl-2-pyrrolidin-1-ylethyl]-3-phenylsulfanylpropanamide —— C21H26N2OS
N-[(2R)-2-phenyl-2-pyrrolidin-1-ylethyl]-3-phenylsulfanylpropanamide
—— N-(2-methoxyethyl)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C8H13N3O2S2
N-(2-methoxyethyl)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— (2R)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C14H16FN3OS2
(2R)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— ethyl 2,5-dimethyl-4-[2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl]-1H-pyrrole-3-carboxylate —— C14H17N3O3S2
ethyl 2,5-dimethyl-4-[2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl]-1H-pyrrole-3-carboxylate
—— 2-[(2S)-2-(4-bromophenyl)sulfanylpropyl]guanidine —— C10H14BrN3S
2-[(2S)-2-(4-bromophenyl)sulfanylpropyl]guanidine
—— 2-[(2R)-2-(4-bromophenyl)sulfanylpropyl]guanidine —— C10H14BrN3S
2-[(2R)-2-(4-bromophenyl)sulfanylpropyl]guanidine
—— (2E,5R)-5-[[4-(difluoromethylsulfanyl)phenyl]methyl]-2-[(E)-furan-2-ylmethylidenehydrazinylidene]-1,3-thiazolidin-4-one —— C16H13F2N3O2S2
(2E,5R)-5-[[4-(difluoromethylsulfanyl)phenyl]methyl]-2-[(E)-furan-2-ylmethylidenehydrazinylidene]-1,3-thiazolidin-4-one
—— [(2S)-2,3-dihydro-1-benzothiophen-2-yl]-[(2S)-2-(1-methylpyrazol-4-yl)pyrrolidin-1-yl]methanone —— C17H19N3OS
[(2S)-2,3-dihydro-1-benzothiophen-2-yl]-[(2S)-2-(1-methylpyrazol-4-yl)pyrrolidin-1-yl]methanone