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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
—— 1-Cyclopropyl-3-[3-[4-(2-methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propyl]thiourea —— C14H25N5S2
1-Cyclopropyl-3-[3-[4-(2-methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propyl]thiourea
—— 4-[(5-methyl-1,2-oxazol-3-yl)methyl]-N-(2-phenylsulfanylethyl)piperazin-4-ium-1-carbothioamide —— C18H25N4OS2+
4-[(5-methyl-1,2-oxazol-3-yl)methyl]-N-(2-phenylsulfanylethyl)piperazin-4-ium-1-carbothioamide
—— 4-(4-Bromophenyl)sulfanyl-3-nitrobenzenesulfonamide —— C12H9BrN2O4S2
4-(4-Bromophenyl)sulfanyl-3-nitrobenzenesulfonamide
—— 1-[2-(2-Fluorophenyl)ethyl]-3-(2-phenylsulfanylethyl)thiourea —— C17H19FN2S2
1-[2-(2-Fluorophenyl)ethyl]-3-(2-phenylsulfanylethyl)thiourea
—— 2-(4-Bromophenyl)sulfanyl-5-piperidin-1-ylsulfonylpyridine —— C16H17BrN2O2S2
2-(4-Bromophenyl)sulfanyl-5-piperidin-1-ylsulfonylpyridine
—— N-methyl-4-(1-methylimidazol-2-yl)sulfanyl-3-nitrobenzenesulfonamide —— C11H12N4O4S2
N-methyl-4-(1-methylimidazol-2-yl)sulfanyl-3-nitrobenzenesulfonamide
—— N-tert-butyl-4-(1-methylimidazol-2-yl)sulfanyl-3-nitrobenzenesulfonamide —— C14H18N4O4S2
N-tert-butyl-4-(1-methylimidazol-2-yl)sulfanyl-3-nitrobenzenesulfonamide
—— N-(4-methylcyclohexyl)-4-(1-methylimidazol-2-yl)sulfanyl-3-nitrobenzenesulfonamide —— C17H22N4O4S2
N-(4-methylcyclohexyl)-4-(1-methylimidazol-2-yl)sulfanyl-3-nitrobenzenesulfonamide
—— (3S,5S)-3,5-dimethyl-1-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]sulfonylpiperidine —— C17H22N4O4S2
(3S,5S)-3,5-dimethyl-1-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]sulfonylpiperidine
—— 4-[[(7R)-7-methyl-4-(1-methyltetrazol-5-yl)sulfanyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-2-yl]methyl]morpholin-4-ium —— C18H24N7OS2+
4-[[(7R)-7-methyl-4-(1-methyltetrazol-5-yl)sulfanyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-2-yl]methyl]morpholin-4-ium
—— 10-[(4-Methylpiperidin-1-yl)methyl]-12-(1-methyltetrazol-5-yl)sulfanyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraene —— C18H23N7S2
10-[(4-Methylpiperidin-1-yl)methyl]-12-(1-methyltetrazol-5-yl)sulfanyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraene
—— 12-(1-Methyltetrazol-5-yl)sulfanyl-10-(phenylsulfanylmethyl)-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraene —— C18H16N6S3
12-(1-Methyltetrazol-5-yl)sulfanyl-10-(phenylsulfanylmethyl)-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraene
—— N-ethyl-6-(1-methyltetrazol-5-yl)sulfanyl-N-phenylpyridine-3-sulfonamide —— C15H16N6O2S2
N-ethyl-6-(1-methyltetrazol-5-yl)sulfanyl-N-phenylpyridine-3-sulfonamide
—— 4-[[12-(1-Methylimidazol-2-yl)sulfanyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraen-10-yl]methyl]morpholin-4-ium —— C18H22N5OS2+
4-[[12-(1-Methylimidazol-2-yl)sulfanyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraen-10-yl]methyl]morpholin-4-ium
—— 12-(1-Methylimidazol-2-yl)sulfanyl-10-[(4-methylpiperidin-1-yl)methyl]-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraene —— C20H25N5S2
12-(1-Methylimidazol-2-yl)sulfanyl-10-[(4-methylpiperidin-1-yl)methyl]-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraene
—— 4-[[(7S)-7-methyl-4-(1-methyltetrazol-5-yl)sulfanyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-2-yl]methyl]morpholine —— C18H23N7OS2
4-[[(7S)-7-methyl-4-(1-methyltetrazol-5-yl)sulfanyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-2-yl]methyl]morpholine
—— 4-[[5,6-Dimethyl-4-(1-methyltetrazol-5-yl)sulfanylthieno[2,3-d]pyrimidin-2-yl]methyl]morpholine —— C15H19N7OS2
4-[[5,6-Dimethyl-4-(1-methyltetrazol-5-yl)sulfanylthieno[2,3-d]pyrimidin-2-yl]methyl]morpholine
—— 4-(1-methylimidazol-2-yl)sulfanyl-3-nitro-N-propan-2-ylbenzenesulfonamide —— C13H16N4O4S2
4-(1-methylimidazol-2-yl)sulfanyl-3-nitro-N-propan-2-ylbenzenesulfonamide
—— 4-(2-chlorophenyl)sulfanyl-N-methyl-3-nitrobenzenesulfonamide —— C13H11ClN2O4S2
4-(2-chlorophenyl)sulfanyl-N-methyl-3-nitrobenzenesulfonamide
—— 4-chloro-5-(4-chloro-benzylsulfanyl)-2-phenyl-2<i>H</i>-pyridazin-3-one 16461-50-0 C17H12Cl2N2OS
4-chloro-5-(4-chloro-benzylsulfanyl)-2-phenyl-2<i>H</i>-pyridazin-3-one
—— (2R)-2-[(4-amino-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R,2R)-2-methylcyclohexyl]propanamide —— C13H23N5OS
(2R)-2-[(4-amino-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R,2R)-2-methylcyclohexyl]propanamide
—— N,N-diethyl-3-nitro-4-phenylsulfanylbenzenesulfonamide —— C16H18N2O4S2
N,N-diethyl-3-nitro-4-phenylsulfanylbenzenesulfonamide
—— N-[2-(dimethylamino)ethyl]-3-nitro-4-phenylsulfanylbenzenesulfonamide —— C16H19N3O4S2
N-[2-(dimethylamino)ethyl]-3-nitro-4-phenylsulfanylbenzenesulfonamide
—— 2-Phenylsulfanyl-5-piperidin-1-ylsulfonylpyridine —— C16H18N2O2S2
2-Phenylsulfanyl-5-piperidin-1-ylsulfonylpyridine
—— 12-Phenylsulfanyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraene —— C15H12N2S2
12-Phenylsulfanyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraene
—— 1-Methyl-4-(3-nitro-4-phenylsulfanylphenyl)sulfonylpiperazine —— C17H19N3O4S2
1-Methyl-4-(3-nitro-4-phenylsulfanylphenyl)sulfonylpiperazine
—— N-tert-butyl-3-nitro-4-phenylsulfanylbenzenesulfonamide —— C16H18N2O4S2
N-tert-butyl-3-nitro-4-phenylsulfanylbenzenesulfonamide
—— 1-[3-(4,6-Dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoylamino]-3-(2-fluorophenyl)thiourea —— C17H20FN5OS2
1-[3-(4,6-Dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoylamino]-3-(2-fluorophenyl)thiourea
—— 1-[[2-(2,5-Difluorophenyl)sulfanylacetyl]amino]-3-(2-fluorophenyl)thiourea —— C15H12F3N3OS2
1-[[2-(2,5-Difluorophenyl)sulfanylacetyl]amino]-3-(2-fluorophenyl)thiourea
—— 5-[(Z)-but-2-enyl]sulfanyl-N-[(4-fluorophenyl)methyl]-1,3,4-thiadiazol-2-amine —— C13H14FN3S2
5-[(Z)-but-2-enyl]sulfanyl-N-[(4-fluorophenyl)methyl]-1,3,4-thiadiazol-2-amine
—— 2-[(5Z)-3-(3-methoxypropyl)-5-[(4-methylsulfanylphenyl)methylidene]-4-oxo-1,3-thiazolidin-2-ylidene]propanedinitrile —— C18H17N3O2S2
2-[(5Z)-3-(3-methoxypropyl)-5-[(4-methylsulfanylphenyl)methylidene]-4-oxo-1,3-thiazolidin-2-ylidene]propanedinitrile
—— 6-amino-1-cyclopropyl-5-[2-[[5-[(Z)-2-(5-methylfuran-2-yl)ethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetyl]pyrimidine-2,4-dione —— C18H18N6O4S
6-amino-1-cyclopropyl-5-[2-[[5-[(Z)-2-(5-methylfuran-2-yl)ethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetyl]pyrimidine-2,4-dione
—— (2Z)-2-[(5E)-3-(3-methylphenyl)-5-[(4-methylsulfanylphenyl)methylidene]-4-oxo-1,3-thiazolidin-2-ylidene]-3-(4-methylpiperazin-1-yl)-3-oxopropanenitrile —— C26H26N4O2S2
(2Z)-2-[(5E)-3-(3-methylphenyl)-5-[(4-methylsulfanylphenyl)methylidene]-4-oxo-1,3-thiazolidin-2-ylidene]-3-(4-methylpiperazin-1-yl)-3-oxopropanenitrile
—— ethyl (2Z)-2-[(5E)-3-[2-(diethylamino)-2-oxoethyl]-5-[(4-methylsulfanylphenyl)methylidene]-4-oxo-1,3-thiazolidin-2-ylidene]acetate —— C21H26N2O4S2
ethyl (2Z)-2-[(5E)-3-[2-(diethylamino)-2-oxoethyl]-5-[(4-methylsulfanylphenyl)methylidene]-4-oxo-1,3-thiazolidin-2-ylidene]acetate
—— ethyl (2E)-2-[(5E)-5-[(4-methylsulfanylphenyl)methylidene]-3-(2-morpholin-4-yl-2-oxoethyl)-4-oxo-1,3-thiazolidin-2-ylidene]acetate —— C21H24N2O5S2
ethyl (2E)-2-[(5E)-5-[(4-methylsulfanylphenyl)methylidene]-3-(2-morpholin-4-yl-2-oxoethyl)-4-oxo-1,3-thiazolidin-2-ylidene]acetate
—— ethyl (E)-3-(3-methylthiophen-2-yl)-2-(3-methyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-yl)prop-2-enoate —— C15H16N4O2S2
ethyl (E)-3-(3-methylthiophen-2-yl)-2-(3-methyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-yl)prop-2-enoate
—— 2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-benzyl-N-(2-phenylethyl)acetamide —— C21H23N5O2S
2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-benzyl-N-(2-phenylethyl)acetamide
—— ethyl 5-[2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]acetyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C15H19N5O4S
ethyl 5-[2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]acetyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— (2S)-2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-[2-(4-fluorophenyl)ethyl]propanamide —— C15H18FN5O2S
(2S)-2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-[2-(4-fluorophenyl)ethyl]propanamide
—— (2R)-2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-(1-cyanocyclohexyl)propanamide —— C14H20N6O2S
(2R)-2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-(1-cyanocyclohexyl)propanamide
—— 2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-cyclopentylacetamide —— C11H17N5O2S
2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-cyclopentylacetamide
—— (2S)-2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-[(2R)-2-phenylpropyl]propanamide —— C16H21N5O2S
(2S)-2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-[(2R)-2-phenylpropyl]propanamide
—— 3-(4-fluorophenyl)-2-[(Z)-2-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]ethenyl]quinazolin-4-one —— C26H18FN5O3S
3-(4-fluorophenyl)-2-[(Z)-2-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]ethenyl]quinazolin-4-one
—— 2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-[(1S)-1-cyclopropylethyl]-N-(2,2,2-trifluoroethyl)acetamide —— C13H18F3N5O2S
2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-[(1S)-1-cyclopropylethyl]-N-(2,2,2-trifluoroethyl)acetamide
—— 2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N,N-dibenzylacetamide —— C20H21N5O2S
2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N,N-dibenzylacetamide
—— 2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-[(1S)-1-(2-bromophenyl)ethyl]acetamide —— C14H16BrN5O2S
2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-[(1S)-1-(2-bromophenyl)ethyl]acetamide
—— 3-[(5-Phenyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-5-(trifluoromethyl)-1,2,4-triazol-4-amine —— C12H9F3N6OS
3-[(5-Phenyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-5-(trifluoromethyl)-1,2,4-triazol-4-amine
—— 2-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-benzyl-N-methylacetamide —— C13H14F3N5OS
2-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-benzyl-N-methylacetamide
—— 2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-[(2R)-3-methylbutan-2-yl]acetamide —— C11H19N5O2S
2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-[(2R)-3-methylbutan-2-yl]acetamide
—— 2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-[(2S)-butan-2-yl]acetamide —— C10H17N5O2S
2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-[(2S)-butan-2-yl]acetamide