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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)-1-[4-butyl-5-[2-[2-(4-fluorophenyl)ethylamino]-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium —— C21H33FN5OS+
[(1R)-1-[4-butyl-5-[2-[2-(4-fluorophenyl)ethylamino]-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium
—— [(1S)-1-[4-benzyl-5-[(1R)-1-(4-fluorophenyl)ethyl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium —— C22H28FN4S+
[(1S)-1-[4-benzyl-5-[(1R)-1-(4-fluorophenyl)ethyl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium
—— [(1R)-1-[4-benzyl-5-[(1S)-1-(4-fluorophenyl)ethyl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium —— C22H28FN4S+
[(1R)-1-[4-benzyl-5-[(1S)-1-(4-fluorophenyl)ethyl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium
—— (2S)-2-[[4-butyl-5-[(1S)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-carbamoyl-3-methylbutanamide —— C17H32N6O2S
(2S)-2-[[4-butyl-5-[(1S)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-carbamoyl-3-methylbutanamide
—— 2-[[4-benzyl-5-[(1S)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-(3-methylbutyl)acetamide —— C21H33N5OS
2-[[4-benzyl-5-[(1S)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-(3-methylbutyl)acetamide
—— 2-[[4-benzyl-5-[(1S)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-cyclopentylacetamide —— C21H31N5OS
2-[[4-benzyl-5-[(1S)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-cyclopentylacetamide
—— 2-[[4-benzyl-5-[(1R)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-(2-methoxyethyl)acetamide —— C19H29N5O2S
2-[[4-benzyl-5-[(1R)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-(2-methoxyethyl)acetamide
—— (1R,2R)-1,2-bis(methylsulfonyl)ethane-1,2-diol —— C4H10O6S2
(1R,2R)-1,2-bis(methylsulfonyl)ethane-1,2-diol
—— (1S,2R)-1,2-bis(methylsulfonyl)ethane-1,2-diol —— C4H10O6S2
(1S,2R)-1,2-bis(methylsulfonyl)ethane-1,2-diol
—— (2R)-N-[(E)-3,3-dimethylbutan-2-ylideneamino]-2-pyrimidin-2-ylsulfanylpropanamide —— C13H20N4OS
(2R)-N-[(E)-3,3-dimethylbutan-2-ylideneamino]-2-pyrimidin-2-ylsulfanylpropanamide
—— (1S,2S)-1,2-bis(methylsulfonyl)ethane-1,2-diol —— C4H10O6S2
(1S,2S)-1,2-bis(methylsulfonyl)ethane-1,2-diol
—— (2R)-2-ethanimidoyl-4-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3-oxobutanenitrile —— C15H14N4O2S
(2R)-2-ethanimidoyl-4-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3-oxobutanenitrile
—— 2-(2-methylphenyl)sulfanyl-N-[[(3R)-1-pyrimidin-2-ylpiperidin-3-yl]methyl]acetamide —— C19H24N4OS
2-(2-methylphenyl)sulfanyl-N-[[(3R)-1-pyrimidin-2-ylpiperidin-3-yl]methyl]acetamide
—— 2-[(2,4-Difluorophenyl)methylsulfanyl]-3,6-dimethyl-5-[(2-methylphenyl)methyl]pyrimidin-4-one —— C21H20F2N2OS
2-[(2,4-Difluorophenyl)methylsulfanyl]-3,6-dimethyl-5-[(2-methylphenyl)methyl]pyrimidin-4-one
—— 2-(2-methylphenyl)sulfanyl-N-[[(3S)-1-pyrimidin-2-ylpiperidin-3-yl]methyl]acetamide —— C19H24N4OS
2-(2-methylphenyl)sulfanyl-N-[[(3S)-1-pyrimidin-2-ylpiperidin-3-yl]methyl]acetamide
—— 3-[(1S)-1-(2-fluorophenyl)ethyl]sulfanyl-1-(2-methylpropyl)pyrazin-2-one —— C16H19FN2OS
3-[(1S)-1-(2-fluorophenyl)ethyl]sulfanyl-1-(2-methylpropyl)pyrazin-2-one
—— [5-(3-Chloro-2-methylphenyl)furan-2-yl]methyl-[2-(1-methyltetrazol-5-yl)sulfanylethyl]azanium —— C16H19ClN5OS+
[5-(3-Chloro-2-methylphenyl)furan-2-yl]methyl-[2-(1-methyltetrazol-5-yl)sulfanylethyl]azanium
—— 3-[(1R)-1-(2-fluorophenyl)ethyl]sulfanyl-1-(2-methylpropyl)pyrazin-2-one —— C16H19FN2OS
3-[(1R)-1-(2-fluorophenyl)ethyl]sulfanyl-1-(2-methylpropyl)pyrazin-2-one
—— 3-[(1R)-1-(4-fluorophenyl)ethyl]sulfanyl-1-(2-methylpropyl)pyrazin-2-one —— C16H19FN2OS
3-[(1R)-1-(4-fluorophenyl)ethyl]sulfanyl-1-(2-methylpropyl)pyrazin-2-one
—— 3-[(1S)-1-(4-fluorophenyl)ethyl]sulfanyl-1-(2-methylpropyl)pyrazin-2-one —— C16H19FN2OS
3-[(1S)-1-(4-fluorophenyl)ethyl]sulfanyl-1-(2-methylpropyl)pyrazin-2-one
—— (4-methylsulfanylphenyl)methyl-(2H-tetrazol-5-yl)azanide —— C9H10N5S-
(4-methylsulfanylphenyl)methyl-(2H-tetrazol-5-yl)azanide
—— 4-[2-[(6-Phenyl-1,2,4-triazin-3-yl)sulfanyl]ethyl]morpholin-4-ium —— C15H19N4OS+
4-[2-[(6-Phenyl-1,2,4-triazin-3-yl)sulfanyl]ethyl]morpholin-4-ium
—— (2R,6S)-N,2,6-trimethyl-N-[(4-methylsulfanylphenyl)methyl]oxane-4-carboxamide —— C17H25NO2S
(2R,6S)-N,2,6-trimethyl-N-[(4-methylsulfanylphenyl)methyl]oxane-4-carboxamide
—— (2S,6S)-N,2,6-trimethyl-N-[(4-methylsulfanylphenyl)methyl]oxane-4-carboxamide —— C17H25NO2S
(2S,6S)-N,2,6-trimethyl-N-[(4-methylsulfanylphenyl)methyl]oxane-4-carboxamide
—— 2-Ethanimidoyl-4-(2-fluorophenyl)sulfanyl-3-oxobutanenitrile —— C12H11FN2OS
2-Ethanimidoyl-4-(2-fluorophenyl)sulfanyl-3-oxobutanenitrile
—— (6S)-4-methyl-5-[3-(4-methylphenyl)-2H-1,2,4-oxadiazol-5-ylidene]-6-(4-methylsulfanylphenyl)-1,6-dihydropyrimidine-2-thione —— C21H20N4OS2
(6S)-4-methyl-5-[3-(4-methylphenyl)-2H-1,2,4-oxadiazol-5-ylidene]-6-(4-methylsulfanylphenyl)-1,6-dihydropyrimidine-2-thione
—— (2R,6R)-N,2,6-trimethyl-N-[(4-methylsulfanylphenyl)methyl]oxane-4-carboxamide —— C17H25NO2S
(2R,6R)-N,2,6-trimethyl-N-[(4-methylsulfanylphenyl)methyl]oxane-4-carboxamide
—— N-[[(1R)-cyclohex-3-en-1-yl]methyl]-N,2-dimethyl-2-methylsulfonylpropan-1-amine —— C13H25NO2S
N-[[(1R)-cyclohex-3-en-1-yl]methyl]-N,2-dimethyl-2-methylsulfonylpropan-1-amine
—— N-[[(1S)-cyclohex-3-en-1-yl]methyl]-N,2-dimethyl-2-methylsulfonylpropan-1-amine —— C13H25NO2S
N-[[(1S)-cyclohex-3-en-1-yl]methyl]-N,2-dimethyl-2-methylsulfonylpropan-1-amine
—— (2R)-N-(cyclododecylideneamino)-2-(4,6-dimethylpyrimidin-2-yl)sulfanylpropanamide —— C21H34N4OS
(2R)-N-(cyclododecylideneamino)-2-(4,6-dimethylpyrimidin-2-yl)sulfanylpropanamide
—— 2-[[(1R)-2,2-dichlorocyclopropyl]methylsulfanyl]-5-phenyl-1,3,4-oxadiazole —— C12H10Cl2N2OS
2-[[(1R)-2,2-dichlorocyclopropyl]methylsulfanyl]-5-phenyl-1,3,4-oxadiazole
—— (2R)-5-ethoxy-2-[C-methyl-N-(2-phenylethyl)carbonimidoyl]-1-benzothiophen-3-one —— C20H21NO2S
(2R)-5-ethoxy-2-[C-methyl-N-(2-phenylethyl)carbonimidoyl]-1-benzothiophen-3-one
—— 5-[(2Z)-2-[(2-fluorophenyl)methylidene]hydrazinyl]-3-methylsulfanyl-1,2-thiazole-4-carbonitrile —— C12H9FN4S2
5-[(2Z)-2-[(2-fluorophenyl)methylidene]hydrazinyl]-3-methylsulfanyl-1,2-thiazole-4-carbonitrile
—— 5-Benzyl-3,6-dimethyl-2-(2-morpholin-4-yl-2-oxoethyl)sulfanylpyrimidin-4-one —— C19H23N3O3S
5-Benzyl-3,6-dimethyl-2-(2-morpholin-4-yl-2-oxoethyl)sulfanylpyrimidin-4-one
—— 3-methyl-2-[[1-[[(2S)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylmethyl]pyridine —— C13H17N5OS
3-methyl-2-[[1-[[(2S)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylmethyl]pyridine
—— 5-[(3-methylpyridin-2-yl)methylsulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine —— C14H18N4OS2
5-[(3-methylpyridin-2-yl)methylsulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine
—— 3-methyl-2-[[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylmethyl]pyridine —— C13H17N5OS
3-methyl-2-[[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylmethyl]pyridine
—— 5-[(3-methylpyridin-2-yl)methylsulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine —— C14H18N4OS2
5-[(3-methylpyridin-2-yl)methylsulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine
—— 3-[(3-methylpyridin-2-yl)methylsulfanyl]-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one —— C14H18N4O2S
3-[(3-methylpyridin-2-yl)methylsulfanyl]-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one
—— 3-[(3-methylpyridin-2-yl)methylsulfanyl]-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one —— C14H18N4O2S
3-[(3-methylpyridin-2-yl)methylsulfanyl]-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one
—— (8R,8aS)-2-ethyl-6-imino-8-(4-methylsulfanylphenyl)-3,5,8,8a-tetrahydro-1H-isoquinoline-5,7,7-tricarbonitrile —— C21H21N5S
(8R,8aS)-2-ethyl-6-imino-8-(4-methylsulfanylphenyl)-3,5,8,8a-tetrahydro-1H-isoquinoline-5,7,7-tricarbonitrile
—— [(2S)-5-ethoxy-3-oxo-1-benzothiophen-2-yl]methylidene-(2-methylpropyl)azanium —— C15H20NO2S+
[(2S)-5-ethoxy-3-oxo-1-benzothiophen-2-yl]methylidene-(2-methylpropyl)azanium
—— 6-Ethyl-2-[(3-fluorophenyl)methylsulfanyl]-3-methylpyrimidin-4-one —— C14H15FN2OS
6-Ethyl-2-[(3-fluorophenyl)methylsulfanyl]-3-methylpyrimidin-4-one
—— (8R,8aS)-6-imino-8-(4-methylsulfanylphenyl)-2-propyl-3,5,8,8a-tetrahydro-1H-isoquinoline-5,7,7-tricarbonitrile —— C22H23N5S
(8R,8aS)-6-imino-8-(4-methylsulfanylphenyl)-2-propyl-3,5,8,8a-tetrahydro-1H-isoquinoline-5,7,7-tricarbonitrile
—— (2R)-2-methyl-3-[(2-methylsulfanyl-[1,3]thiazolo[4,5-d]pyrimidin-7-yl)sulfanyl]propan-1-ol —— C10H13N3OS3
(2R)-2-methyl-3-[(2-methylsulfanyl-[1,3]thiazolo[4,5-d]pyrimidin-7-yl)sulfanyl]propan-1-ol
—— 5-[[4-cyclopropyl-5-[(3S)-piperidin-3-yl]-1,2,4-triazol-3-yl]sulfanyl]-3-ethyl-1,2,4-thiadiazole —— C14H20N6S2
5-[[4-cyclopropyl-5-[(3S)-piperidin-3-yl]-1,2,4-triazol-3-yl]sulfanyl]-3-ethyl-1,2,4-thiadiazole
—— 5-[[4-cyclopropyl-5-[(3R)-piperidin-3-yl]-1,2,4-triazol-3-yl]sulfanyl]-3-ethyl-1,2,4-thiadiazole —— C14H20N6S2
5-[[4-cyclopropyl-5-[(3R)-piperidin-3-yl]-1,2,4-triazol-3-yl]sulfanyl]-3-ethyl-1,2,4-thiadiazole
—— (2S)-2-methyl-3-[(2-methylsulfanyl-[1,3]thiazolo[4,5-d]pyrimidin-7-yl)sulfanyl]propan-1-ol —— C10H13N3OS3
(2S)-2-methyl-3-[(2-methylsulfanyl-[1,3]thiazolo[4,5-d]pyrimidin-7-yl)sulfanyl]propan-1-ol
—— (5S,7S)-5,7-dimethyl-2-sulfanylidene-[1,3]dithiolo[4,5-b][1,4]dithiepin-6-one —— C8H8OS5
(5S,7S)-5,7-dimethyl-2-sulfanylidene-[1,3]dithiolo[4,5-b][1,4]dithiepin-6-one
—— ethyl (2S)-2-[5-[(3-fluorophenyl)methyl]-1,4-dimethyl-6-oxopyrimidin-2-yl]sulfanylpropanoate —— C18H21FN2O3S
ethyl (2S)-2-[5-[(3-fluorophenyl)methyl]-1,4-dimethyl-6-oxopyrimidin-2-yl]sulfanylpropanoate