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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
—— N'-acetyl-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetohydrazide —— C13H15N5O2S2
N'-acetyl-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetohydrazide
—— N-(3-methoxypropyl)-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C15H20N4O2S2
N-(3-methoxypropyl)-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[4-(4-bromophenyl)sulfanylphenyl]-6-oxo-4,5-dihydro-1H-pyridazine-3-carboxamide —— C17H14BrN3O2S
N-[4-(4-bromophenyl)sulfanylphenyl]-6-oxo-4,5-dihydro-1H-pyridazine-3-carboxamide
—— N-(2-cyanoethyl)-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C14H15N5OS2
N-(2-cyanoethyl)-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-(cycloheptylideneamino)-2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]acetamide —— C14H21N5O3S
N-(cycloheptylideneamino)-2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]acetamide
—— 2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N-[(Z)-pyridin-3-ylmethylideneamino]acetamide —— C13H14N6O3S
2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N-[(Z)-pyridin-3-ylmethylideneamino]acetamide
—— N-benzyl-N-ethyl-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C20H22N4OS2
N-benzyl-N-ethyl-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (2S)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C18H23N5OS2
(2S)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— N-[(4-fluorophenyl)methyl]-N-methyl-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C19H19FN4OS2
N-[(4-fluorophenyl)methyl]-N-methyl-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N-[(Z)-[(5S)-3,3,5-trimethylcyclohexylidene]amino]acetamide —— C16H25N5O3S
2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N-[(Z)-[(5S)-3,3,5-trimethylcyclohexylidene]amino]acetamide
—— methyl (2R)-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate —— C13H15N3O2S2
methyl (2R)-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate
—— (2S)-N-[2-(4-fluorophenyl)ethyl]-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C20H21FN4OS2
(2S)-N-[2-(4-fluorophenyl)ethyl]-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N-[(Z)-[(5R)-3,3,5-trimethylcyclohexylidene]amino]acetamide —— C16H25N5O3S
2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N-[(Z)-[(5R)-3,3,5-trimethylcyclohexylidene]amino]acetamide
—— 2-(2,5-difluorophenyl)sulfanyl-N-[(2-fluorophenyl)methyl]acetamide —— C15H12F3NOS
2-(2,5-difluorophenyl)sulfanyl-N-[(2-fluorophenyl)methyl]acetamide
—— 2-pyrimidin-2-ylsulfanyl-N-(2-thiophen-2-ylethyl)acetamide —— C12H13N3OS2
2-pyrimidin-2-ylsulfanyl-N-(2-thiophen-2-ylethyl)acetamide
—— 2-pyrimidin-2-ylsulfanyl-N-[2-(thiophen-2-ylmethylsulfanyl)ethyl]acetamide —— C13H15N3OS3
2-pyrimidin-2-ylsulfanyl-N-[2-(thiophen-2-ylmethylsulfanyl)ethyl]acetamide
—— 2-(2,5-difluorophenyl)sulfanyl-N-[(1S)-1-(3,4-dimethylphenyl)ethyl]acetamide —— C18H19F2NOS
2-(2,5-difluorophenyl)sulfanyl-N-[(1S)-1-(3,4-dimethylphenyl)ethyl]acetamide
—— 2-(2,5-difluorophenyl)sulfanyl-1-[4-[(3S)-1,1-dioxothiolan-3-yl]piperazin-1-yl]ethanone —— C16H20F2N2O3S2
2-(2,5-difluorophenyl)sulfanyl-1-[4-[(3S)-1,1-dioxothiolan-3-yl]piperazin-1-yl]ethanone
—— N-[(3S,4R)-4-chloro-1,1-dioxothiolan-3-yl]-2-(2,5-difluorophenyl)sulfanylacetamide —— C12H12ClF2NO3S2
N-[(3S,4R)-4-chloro-1,1-dioxothiolan-3-yl]-2-(2,5-difluorophenyl)sulfanylacetamide
—— 2-(2,5-difluorophenyl)sulfanyl-1-[4-[(3S)-1,1-dioxothiolan-3-yl]piperazin-4-ium-1-yl]ethanone —— C16H21F2N2O3S2+
2-(2,5-difluorophenyl)sulfanyl-1-[4-[(3S)-1,1-dioxothiolan-3-yl]piperazin-4-ium-1-yl]ethanone
—— 2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methyl-N-(thiophen-2-ylmethyl)acetamide —— C18H20N4OS3
2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methyl-N-(thiophen-2-ylmethyl)acetamide
—— N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-(2,5-difluorophenyl)sulfanylacetamide —— C14H16F2N2OS
N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-(2,5-difluorophenyl)sulfanylacetamide
—— N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-(2,5-difluorophenyl)sulfanylacetamide —— C14H16F2N2OS
N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-(2,5-difluorophenyl)sulfanylacetamide
—— (2R)-N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C19H25N5OS2
(2R)-N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-[(2-fluorophenyl)methyl]-2-phenylsulfanylpropanamide —— C16H16FNOS
(2R)-N-[(2-fluorophenyl)methyl]-2-phenylsulfanylpropanamide
—— N-(3,4-dimethylphenyl)-5-[[(4S)-1,3-dioxan-4-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C15H19N3O2S2
N-(3,4-dimethylphenyl)-5-[[(4S)-1,3-dioxan-4-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— N'-acetyl-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetohydrazide —— C14H17N5O2S2
N'-acetyl-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetohydrazide
—— methyl (2R)-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate —— C14H17N3O2S2
methyl (2R)-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate
—— 2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2,2,2-trifluoroethyl)acetamide —— C14H15F3N4OS2
2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2,2,2-trifluoroethyl)acetamide
—— N-(3,4-dimethylphenyl)-5-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C17H15N5O2S2
N-(3,4-dimethylphenyl)-5-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— (2R)-N-(furan-2-ylmethyl)-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C17H18N4O2S2
(2R)-N-(furan-2-ylmethyl)-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2-fluorophenyl)methyl]acetamide —— C17H21FN4OS2
2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2-fluorophenyl)methyl]acetamide
—— (2R)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C20H21FN4OS2
(2R)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 5-[[(2R)-4-(2-methylpropyl)morpholin-4-ium-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C11H21N4OS2+
5-[[(2R)-4-(2-methylpropyl)morpholin-4-ium-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— N,N-diethyl-4-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]butanamide —— C17H24N4OS2
N,N-diethyl-4-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]butanamide
—— 5-[[(4S)-1,3-dioxan-4-yl]methylsulfanyl]-N-(2-methylphenyl)-1,3,4-thiadiazol-2-amine —— C14H17N3O2S2
5-[[(4S)-1,3-dioxan-4-yl]methylsulfanyl]-N-(2-methylphenyl)-1,3,4-thiadiazol-2-amine
—— methyl (2R)-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate —— C13H15N3O2S2
methyl (2R)-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate
—— 2-(2-chlorophenyl)sulfanyl-N-[2-(thiophen-2-ylmethylsulfanyl)ethyl]acetamide —— C15H16ClNOS3
2-(2-chlorophenyl)sulfanyl-N-[2-(thiophen-2-ylmethylsulfanyl)ethyl]acetamide
—— 2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S)-1-thiophen-2-ylethyl]acetamide —— C17H18N4OS3
2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S)-1-thiophen-2-ylethyl]acetamide
—— (2S)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C18H23N5OS2
(2S)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-(2-phenylsulfanylethyl)acetamide —— C12H15N5OS2
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-(2-phenylsulfanylethyl)acetamide
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(4-methylphenyl)sulfanylethyl]acetamide —— C13H17N5OS2
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(4-methylphenyl)sulfanylethyl]acetamide
—— 2-(4-chlorophenyl)sulfanylethyl N,N'-dimethylcarbamimidothioate —— C11H15ClN2S2
2-(4-chlorophenyl)sulfanylethyl N,N'-dimethylcarbamimidothioate
—— 2-[(3S)-1,1-dioxothiolan-3-yl]-N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]acetamide —— C14H18N2O3S2
2-[(3S)-1,1-dioxothiolan-3-yl]-N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]acetamide
—— (E)-N-[(1S)-1-phenylethyl]-3-phenylsulfanylprop-2-enamide —— C17H17NOS
(E)-N-[(1S)-1-phenylethyl]-3-phenylsulfanylprop-2-enamide
—— 1-O-ethyl 4-O-[2-oxo-2-(2-phenylsulfanylethylamino)ethyl] (E)-but-2-enedioate —— C16H19NO5S
1-O-ethyl 4-O-[2-oxo-2-(2-phenylsulfanylethylamino)ethyl] (E)-but-2-enedioate
—— (2S)-2-(4-methyl-1,3-thiazol-2-yl)-3-oxo-4-phenylsulfanylbutanenitrile —— C14H12N2OS2
(2S)-2-(4-methyl-1,3-thiazol-2-yl)-3-oxo-4-phenylsulfanylbutanenitrile
—— N-[2-(4-chlorophenyl)sulfanylphenyl]-2-[4-(dimethylamino)pyridin-1-ium-1-yl]acetamide —— C21H21ClN3OS+
N-[2-(4-chlorophenyl)sulfanylphenyl]-2-[4-(dimethylamino)pyridin-1-ium-1-yl]acetamide
—— 2-[(5E)-3-(2-ethylphenyl)-5-[(4-methylsulfanylphenyl)methylidene]-4-oxo-1,3-thiazolidin-2-ylidene]propanedinitrile —— C22H17N3OS2
2-[(5E)-3-(2-ethylphenyl)-5-[(4-methylsulfanylphenyl)methylidene]-4-oxo-1,3-thiazolidin-2-ylidene]propanedinitrile
—— 2-[(5Z)-3-[(4-fluorophenyl)methyl]-5-[(4-methylsulfanylphenyl)methylidene]-4-oxo-1,3-thiazolidin-2-ylidene]propanedinitrile —— C21H14FN3OS2
2-[(5Z)-3-[(4-fluorophenyl)methyl]-5-[(4-methylsulfanylphenyl)methylidene]-4-oxo-1,3-thiazolidin-2-ylidene]propanedinitrile