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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
—— (5S)-3-(5-methyl-2-methylsulfanylthiophen-3-yl)-5-phenyl-4,5-dihydro-1,2-oxazole —— C15H15NOS2
(5S)-3-(5-methyl-2-methylsulfanylthiophen-3-yl)-5-phenyl-4,5-dihydro-1,2-oxazole
—— (1'S,2R,4S,5'R,6'R)-2'-amino-4-methyl-6'-(4-methylsulfanylphenyl)spiro[1,3-dioxolane-2,4'-3-azabicyclo[3.1.0]hex-2-ene]-1',5'-dicarbonitrile —— C17H16N4O2S
(1'S,2R,4S,5'R,6'R)-2'-amino-4-methyl-6'-(4-methylsulfanylphenyl)spiro[1,3-dioxolane-2,4'-3-azabicyclo[3.1.0]hex-2-ene]-1',5'-dicarbonitrile
—— (5aS,8S,9aR)-5,5,8-trimethyl-5a,6,7,8,9,9a-hexahydro-3H-isothiochromeno[3,4-d][1,3]thiazole-2-thione —— C13H19NS3
(5aS,8S,9aR)-5,5,8-trimethyl-5a,6,7,8,9,9a-hexahydro-3H-isothiochromeno[3,4-d][1,3]thiazole-2-thione
—— (5aR,8S,9aR)-5,5,8-trimethyl-5a,6,7,8,9,9a-hexahydro-3H-isothiochromeno[3,4-d][1,3]thiazole-2-thione —— C13H19NS3
(5aR,8S,9aR)-5,5,8-trimethyl-5a,6,7,8,9,9a-hexahydro-3H-isothiochromeno[3,4-d][1,3]thiazole-2-thione
—— (2R)-2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-1-(2-ethyl-5,7-dihydropyrrolo[3,4-d]pyrimidin-6-yl)propan-1-one —— C17H21N5OS
(2R)-2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-1-(2-ethyl-5,7-dihydropyrrolo[3,4-d]pyrimidin-6-yl)propan-1-one
—— (2S)-2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-1-(2-ethyl-5,7-dihydropyrrolo[3,4-d]pyrimidin-6-yl)propan-1-one —— C17H21N5OS
(2S)-2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-1-(2-ethyl-5,7-dihydropyrrolo[3,4-d]pyrimidin-6-yl)propan-1-one
—— 1-cyclopropyl-3-[(2S)-2-methylbutyl]thiourea —— C9H18N2S
1-cyclopropyl-3-[(2S)-2-methylbutyl]thiourea
—— 1-{[5-(2-Bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl}acetone —— C11H9BrN2O2S
1-{[5-(2-Bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl}acetone
—— N-[2-(4-fluorophenyl)ethyl]-3-(phenylsulfanyl)propanamide —— C17H18FNOS
N-[2-(4-fluorophenyl)ethyl]-3-(phenylsulfanyl)propanamide
—— (3R)-3-phenyl-N-(2-phenylsulfanylphenyl)butanamide —— C22H21NOS
(3R)-3-phenyl-N-(2-phenylsulfanylphenyl)butanamide
—— (2R)-N-methyl-N-[(5-methylfuran-2-yl)methyl]-2-[(4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanamide —— C15H19N3O3S
(2R)-N-methyl-N-[(5-methylfuran-2-yl)methyl]-2-[(4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanamide
—— (2S)-N-methyl-N-[(5-methylfuran-2-yl)methyl]-2-[(4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanamide —— C15H19N3O3S
(2S)-N-methyl-N-[(5-methylfuran-2-yl)methyl]-2-[(4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanamide
—— (2R)-2-methyl-N-[2-(1-methyltetrazol-5-yl)sulfanylethyl]oxane-2-carboxamide —— C11H19N5O2S
(2R)-2-methyl-N-[2-(1-methyltetrazol-5-yl)sulfanylethyl]oxane-2-carboxamide
—— 2-(4-methoxyphenyl)sulfanyl-N-[(E)-(5-phenylsulfanylfuran-2-yl)methylideneamino]acetamide —— C20H18N2O3S2
2-(4-methoxyphenyl)sulfanyl-N-[(E)-(5-phenylsulfanylfuran-2-yl)methylideneamino]acetamide
—— (2S)-2-methyl-N-[2-(1-methyltetrazol-5-yl)sulfanylethyl]oxane-2-carboxamide —— C11H19N5O2S
(2S)-2-methyl-N-[2-(1-methyltetrazol-5-yl)sulfanylethyl]oxane-2-carboxamide
—— N-[(Z)-[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylideneamino]-5-nitropyridin-2-amine —— C16H11ClN4O3S
N-[(Z)-[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylideneamino]-5-nitropyridin-2-amine
—— N-[(Z)-[5-(4-methylphenyl)sulfanylfuran-2-yl]methylideneamino]aniline —— C18H16N2OS
N-[(Z)-[5-(4-methylphenyl)sulfanylfuran-2-yl]methylideneamino]aniline
—— N-[(Z)-[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylideneamino]-2-hydroxybenzamide —— C18H13ClN2O3S
N-[(Z)-[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylideneamino]-2-hydroxybenzamide
—— N-[(Z)-[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylideneamino]-3-(dimethylamino)benzamide —— C20H18ClN3O2S
N-[(Z)-[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylideneamino]-3-(dimethylamino)benzamide
—— 2-(4,6-Diaminopyrimidin-2-yl)sulfanyl-2-methylpropanoate —— C8H11N4O2S-
2-(4,6-Diaminopyrimidin-2-yl)sulfanyl-2-methylpropanoate
—— (5R)-3-[(3-benzylsulfanyl-1H-1,2,4-triazol-5-yl)amino]-5-phenylcyclohex-2-en-1-one —— C21H20N4OS
(5R)-3-[(3-benzylsulfanyl-1H-1,2,4-triazol-5-yl)amino]-5-phenylcyclohex-2-en-1-one
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[[(3R)-1,3-dimethylpyrrolidin-3-yl]methyl]-N-methylacetamide —— C12H21N5OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[[(3R)-1,3-dimethylpyrrolidin-3-yl]methyl]-N-methylacetamide
—— (5S)-3-[(3-benzylsulfanyl-1H-1,2,4-triazol-5-yl)amino]-5-phenylcyclohex-2-en-1-one —— C21H20N4OS
(5S)-3-[(3-benzylsulfanyl-1H-1,2,4-triazol-5-yl)amino]-5-phenylcyclohex-2-en-1-one
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[[(3S)-1,3-dimethylpyrrolidin-3-yl]methyl]-N-methylacetamide —— C12H21N5OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[[(3S)-1,3-dimethylpyrrolidin-3-yl]methyl]-N-methylacetamide
—— ethyl (3aS,7aR)-2-[[2-(1-methyltetrazol-5-yl)sulfanylacetyl]amino]-3a,4,5,6,7,7a-hexahydro-1-benzothiophene-3-carboxylate —— C15H21N5O3S2
ethyl (3aS,7aR)-2-[[2-(1-methyltetrazol-5-yl)sulfanylacetyl]amino]-3a,4,5,6,7,7a-hexahydro-1-benzothiophene-3-carboxylate
—— ethyl (3aS,7aS)-2-[[2-(1-methyltetrazol-5-yl)sulfanylacetyl]amino]-3a,4,5,6,7,7a-hexahydro-1-benzothiophene-3-carboxylate —— C15H21N5O3S2
ethyl (3aS,7aS)-2-[[2-(1-methyltetrazol-5-yl)sulfanylacetyl]amino]-3a,4,5,6,7,7a-hexahydro-1-benzothiophene-3-carboxylate
—— ethyl (3aR,7aS)-2-[[2-(1-methyltetrazol-5-yl)sulfanylacetyl]amino]-3a,4,5,6,7,7a-hexahydro-1-benzothiophene-3-carboxylate —— C15H21N5O3S2
ethyl (3aR,7aS)-2-[[2-(1-methyltetrazol-5-yl)sulfanylacetyl]amino]-3a,4,5,6,7,7a-hexahydro-1-benzothiophene-3-carboxylate
—— 2-[[5-(2-methylpropyl)-4-[(1R)-1-phenylethyl]-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C16H21N3O2S
2-[[5-(2-methylpropyl)-4-[(1R)-1-phenylethyl]-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— 2-[4-chloro-6-[methyl-(1-methylpiperidin-1-ium-4-yl)amino]pyrimidin-2-yl]sulfanyl-N-(2-methylpropyl)acetamide —— C17H29ClN5OS+
2-[4-chloro-6-[methyl-(1-methylpiperidin-1-ium-4-yl)amino]pyrimidin-2-yl]sulfanyl-N-(2-methylpropyl)acetamide
—— 6-Methyl-2-(2-piperidin-1-ium-1-ylethylsulfanyl)pyridine-3-carbonitrile —— C14H20N3S+
6-Methyl-2-(2-piperidin-1-ium-1-ylethylsulfanyl)pyridine-3-carbonitrile
—— (2S)-2-[(5-morpholin-4-yl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2S)-pentan-2-yl]propanamide —— C14H24N4O2S2
(2S)-2-[(5-morpholin-4-yl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2S)-pentan-2-yl]propanamide
—— (2R)-2-[(5-morpholin-4-yl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2S)-pentan-2-yl]propanamide —— C14H24N4O2S2
(2R)-2-[(5-morpholin-4-yl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2S)-pentan-2-yl]propanamide
—— N-[(1R)-1-(4-ethylphenyl)ethyl]-2-[(5-morpholin-4-yl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C18H24N4O2S2
N-[(1R)-1-(4-ethylphenyl)ethyl]-2-[(5-morpholin-4-yl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— 6-Methyl-2-(2-piperidin-1-ium-1-ylethylsulfanyl)-4-(trifluoromethyl)pyridine-3-carbonitrile —— C15H19F3N3S+
6-Methyl-2-(2-piperidin-1-ium-1-ylethylsulfanyl)-4-(trifluoromethyl)pyridine-3-carbonitrile
—— (2R)-2-[(5-morpholin-4-yl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2R)-pentan-2-yl]propanamide —— C14H24N4O2S2
(2R)-2-[(5-morpholin-4-yl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2R)-pentan-2-yl]propanamide
—— 3,6-Dimethyl-5-[(3-methylphenyl)methyl]-2-prop-2-enylsulfanylpyrimidin-4-one —— C17H20N2OS
3,6-Dimethyl-5-[(3-methylphenyl)methyl]-2-prop-2-enylsulfanylpyrimidin-4-one
—— 4-[5-[[(2S)-oxolan-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-yl]morpholine —— C11H17N3O2S2
4-[5-[[(2S)-oxolan-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-yl]morpholine
—— 2-[(3-Fluorophenyl)methylsulfanyl]-3,6-dimethyl-5-[(4-methylphenyl)methyl]pyrimidin-4-one —— C21H21FN2OS
2-[(3-Fluorophenyl)methylsulfanyl]-3,6-dimethyl-5-[(4-methylphenyl)methyl]pyrimidin-4-one
—— [(3R)-1-[(2-propylsulfanylpyrimidin-5-yl)methyl]pyrrolidin-3-yl]methanamine —— C13H22N4S
[(3R)-1-[(2-propylsulfanylpyrimidin-5-yl)methyl]pyrrolidin-3-yl]methanamine
—— 2-(1-methyl-6-oxo-4-propylpyrimidin-2-yl)sulfanyl-N,N-di(propan-2-yl)acetamide —— C16H27N3O2S
2-(1-methyl-6-oxo-4-propylpyrimidin-2-yl)sulfanyl-N,N-di(propan-2-yl)acetamide
—— [(3S)-1-[(2-propylsulfanylpyrimidin-5-yl)methyl]pyrrolidin-3-yl]methanamine —— C13H22N4S
[(3S)-1-[(2-propylsulfanylpyrimidin-5-yl)methyl]pyrrolidin-3-yl]methanamine
—— 5-[(2S)-1-[(2-methylsulfanylpyrimidin-5-yl)methyl]pyrrolidin-2-yl]-3-propan-2-yl-1,2,4-oxadiazole —— C15H21N5OS
5-[(2S)-1-[(2-methylsulfanylpyrimidin-5-yl)methyl]pyrrolidin-2-yl]-3-propan-2-yl-1,2,4-oxadiazole
—— 5-[(2R)-1-[(2-methylsulfanylpyrimidin-5-yl)methyl]pyrrolidin-2-yl]-3-propan-2-yl-1,2,4-oxadiazole —— C15H21N5OS
5-[(2R)-1-[(2-methylsulfanylpyrimidin-5-yl)methyl]pyrrolidin-2-yl]-3-propan-2-yl-1,2,4-oxadiazole
—— N-[5-[(2S)-butan-2-yl]sulfanyl-1,3,4-thiadiazol-2-yl]-1-phenylmethanesulfonamide —— C13H17N3O2S3
N-[5-[(2S)-butan-2-yl]sulfanyl-1,3,4-thiadiazol-2-yl]-1-phenylmethanesulfonamide
—— (8S,8aS)-6-imino-8-(4-methylsulfanylphenyl)-2-propyl-1,2,3,5,8,8a-hexahydroisoquinolin-2-ium-5,7,7-tricarbonitrile —— C22H24N5S+
(8S,8aS)-6-imino-8-(4-methylsulfanylphenyl)-2-propyl-1,2,3,5,8,8a-hexahydroisoquinolin-2-ium-5,7,7-tricarbonitrile
—— (8S,8aS)-6-imino-8-(4-methylsulfanylphenyl)-2-propyl-3,5,8,8a-tetrahydro-1H-isoquinoline-5,7,7-tricarbonitrile —— C22H23N5S
(8S,8aS)-6-imino-8-(4-methylsulfanylphenyl)-2-propyl-3,5,8,8a-tetrahydro-1H-isoquinoline-5,7,7-tricarbonitrile
—— (8R,8aS)-6-imino-8-(4-methylsulfanylphenyl)-2-propan-2-yl-1,2,3,5,8,8a-hexahydroisoquinolin-2-ium-5,7,7-tricarbonitrile —— C22H24N5S+
(8R,8aS)-6-imino-8-(4-methylsulfanylphenyl)-2-propan-2-yl-1,2,3,5,8,8a-hexahydroisoquinolin-2-ium-5,7,7-tricarbonitrile
—— (8R,8aR)-6-imino-8-(4-methylsulfanylphenyl)-2-propan-2-yl-3,5,8,8a-tetrahydro-1H-isoquinoline-5,7,7-tricarbonitrile —— C22H23N5S
(8R,8aR)-6-imino-8-(4-methylsulfanylphenyl)-2-propan-2-yl-3,5,8,8a-tetrahydro-1H-isoquinoline-5,7,7-tricarbonitrile
—— (2R)-N-[2-[cyclopropyl(methyl)amino]ethyl]-2,3-dihydro-1-benzothiophene-2-carboxamide —— C15H20N2OS
(2R)-N-[2-[cyclopropyl(methyl)amino]ethyl]-2,3-dihydro-1-benzothiophene-2-carboxamide
—— (2S)-N-methyl-2-(4-methylphenyl)sulfanyl-N-[(4-methylthiadiazol-5-yl)methyl]propanamide —— C15H19N3OS2
(2S)-N-methyl-2-(4-methylphenyl)sulfanyl-N-[(4-methylthiadiazol-5-yl)methyl]propanamide