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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
—— 5-Iodo-2-(methylthio)pyrimidine-4,6-diamine —— C5H7IN4S
5-Iodo-2-(methylthio)pyrimidine-4,6-diamine
—— methyl (3R)-3-[6-[(2,5-dimethylphenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(4-hydroxyphenyl)propanoate —— C24H24O6S
methyl (3R)-3-[6-[(2,5-dimethylphenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(4-hydroxyphenyl)propanoate
—— methyl (3S)-3-[3-hydroxy-4-oxo-6-(phenylsulfanylmethyl)pyran-2-yl]-3-(4-hydroxyphenyl)propanoate —— C22H20O6S
methyl (3S)-3-[3-hydroxy-4-oxo-6-(phenylsulfanylmethyl)pyran-2-yl]-3-(4-hydroxyphenyl)propanoate
—— methyl (3R)-3-[3-hydroxy-4-oxo-6-(phenylsulfanylmethyl)pyran-2-yl]-3-(4-hydroxyphenyl)propanoate —— C22H20O6S
methyl (3R)-3-[3-hydroxy-4-oxo-6-(phenylsulfanylmethyl)pyran-2-yl]-3-(4-hydroxyphenyl)propanoate
—— methyl (3S)-3-[6-[(2,5-dimethylphenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(4-hydroxyphenyl)propanoate —— C24H24O6S
methyl (3S)-3-[6-[(2,5-dimethylphenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(4-hydroxyphenyl)propanoate
—— 2-[(4-chlorophenyl)methylsulfanyl]-5-[(2S)-pyrrolidin-1-ium-2-yl]-1,3,4-oxadiazole —— C13H15ClN3OS+
2-[(4-chlorophenyl)methylsulfanyl]-5-[(2S)-pyrrolidin-1-ium-2-yl]-1,3,4-oxadiazole
—— 2-[[5-[(3-chloro-4-methylanilino)methyl]-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]-N-(furan-2-ylmethyl)acetamide —— C22H26ClN5O3S
2-[[5-[(3-chloro-4-methylanilino)methyl]-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]-N-(furan-2-ylmethyl)acetamide
—— (1R,2R,5R)-2-(4-methylphenyl)sulfanyl-6,8-dioxabicyclo[3.2.1]octan-4-one —— C13H14O3S
(1R,2R,5R)-2-(4-methylphenyl)sulfanyl-6,8-dioxabicyclo[3.2.1]octan-4-one
—— (1R)-1-[5-[(2,5-dimethylphenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-2-methylpropan-1-amine —— C15H21N3OS
(1R)-1-[5-[(2,5-dimethylphenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-2-methylpropan-1-amine
—— (2S)-N-[2-(cyclohexen-1-yl)ethyl]-2-phenylsulfanylpropanamide —— C17H23NOS
(2S)-N-[2-(cyclohexen-1-yl)ethyl]-2-phenylsulfanylpropanamide
—— N-[(Z)-[(1R)-cyclohex-3-en-1-yl]methylideneamino]-2-pyridin-2-ylsulfanylacetamide —— C14H17N3OS
N-[(Z)-[(1R)-cyclohex-3-en-1-yl]methylideneamino]-2-pyridin-2-ylsulfanylacetamide
—— N-benzyl-2-[4-[(3R,5S)-3,5-dimethylpiperidin-1-yl]pyrimidin-2-yl]sulfanylacetamide —— C20H26N4OS
N-benzyl-2-[4-[(3R,5S)-3,5-dimethylpiperidin-1-yl]pyrimidin-2-yl]sulfanylacetamide
—— N-benzyl-2-[4-[(3S,5S)-3,5-dimethylpiperidin-1-yl]pyrimidin-2-yl]sulfanylacetamide —— C20H26N4OS
N-benzyl-2-[4-[(3S,5S)-3,5-dimethylpiperidin-1-yl]pyrimidin-2-yl]sulfanylacetamide
—— N-benzyl-2-[4-[(3R,5R)-3,5-dimethylpiperidin-1-yl]pyrimidin-2-yl]sulfanylacetamide —— C20H26N4OS
N-benzyl-2-[4-[(3R,5R)-3,5-dimethylpiperidin-1-yl]pyrimidin-2-yl]sulfanylacetamide
—— 4-{5-[(4-Iodobenzyl)sulfanyl]-1,3,4-oxadiazol-2-yl}pyridine 478482-76-7 C14H10IN3OS
4-{5-[(4-Iodobenzyl)sulfanyl]-1,3,4-oxadiazol-2-yl}pyridine
—— (3Z)-1-methyl-3-[[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylidene]indol-2-one —— C20H16N4O3S
(3Z)-1-methyl-3-[[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylidene]indol-2-one
—— (4E)-4-[[5-(4-chlorophenyl)sulfanylthiophen-2-yl]methylidene]-5-methyl-2-phenylpyrazol-3-one —— C21H15ClN2OS2
(4E)-4-[[5-(4-chlorophenyl)sulfanylthiophen-2-yl]methylidene]-5-methyl-2-phenylpyrazol-3-one
—— (3R)-8-tert-butyl-N-[2-(cyclohexen-1-yl)ethyl]-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C20H29N3O2S
(3R)-8-tert-butyl-N-[2-(cyclohexen-1-yl)ethyl]-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— (3S)-7-ethyl-8-methyl-6-oxo-N-(thiophen-2-ylmethyl)-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C16H19N3O2S2
(3S)-7-ethyl-8-methyl-6-oxo-N-(thiophen-2-ylmethyl)-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— (3S)-8-tert-butyl-6-oxo-N-[[(2S)-oxolan-2-yl]methyl]-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C17H25N3O3S
(3S)-8-tert-butyl-6-oxo-N-[[(2S)-oxolan-2-yl]methyl]-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— (3S)-N-cyclopentyl-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C13H17N3O2S
(3S)-N-cyclopentyl-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— (3R)-3-(4-cyclohexylpiperazine-1-carbonyl)-7-methyl-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazin-6-one —— C19H28N4O2S
(3R)-3-(4-cyclohexylpiperazine-1-carbonyl)-7-methyl-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazin-6-one
—— (3R)-N-[2-(cyclohexen-1-yl)ethyl]-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C16H21N3O2S
(3R)-N-[2-(cyclohexen-1-yl)ethyl]-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— (3S)-7-ethyl-8-methyl-6-oxo-N-[[(2S)-oxolan-2-yl]methyl]-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C16H23N3O3S
(3S)-7-ethyl-8-methyl-6-oxo-N-[[(2S)-oxolan-2-yl]methyl]-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— (3S)-8-tert-butyl-N-(furan-2-ylmethyl)-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C17H21N3O3S
(3S)-8-tert-butyl-N-(furan-2-ylmethyl)-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— (3S)-N-[(2R)-1-methoxypropan-2-yl]-7-methyl-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C13H19N3O3S
(3S)-N-[(2R)-1-methoxypropan-2-yl]-7-methyl-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— (3S)-N-(furan-2-ylmethyl)-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C13H13N3O3S
(3S)-N-(furan-2-ylmethyl)-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— (3S)-7-ethyl-8-methyl-6-oxo-N-(2,2,2-trifluoroethyl)-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C13H16F3N3O2S
(3S)-7-ethyl-8-methyl-6-oxo-N-(2,2,2-trifluoroethyl)-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— (3R)-N-(furan-2-ylmethyl)-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C13H13N3O3S
(3R)-N-(furan-2-ylmethyl)-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— (3S)-7-methyl-6-oxo-N-[(1R)-1-phenylethyl]-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C17H19N3O2S
(3S)-7-methyl-6-oxo-N-[(1R)-1-phenylethyl]-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— (3R)-7-ethyl-8-methyl-6-oxo-N-(2,2,2-trifluoroethyl)-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C13H16F3N3O2S
(3R)-7-ethyl-8-methyl-6-oxo-N-(2,2,2-trifluoroethyl)-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— (3S)-7-ethyl-N-methoxy-N,8-dimethyl-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C13H19N3O3S
(3S)-7-ethyl-N-methoxy-N,8-dimethyl-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— (3R)-8-tert-butyl-6-oxo-N-(thiophen-2-ylmethyl)-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C17H21N3O2S2
(3R)-8-tert-butyl-6-oxo-N-(thiophen-2-ylmethyl)-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— (3S)-N-[(2,4-difluorophenyl)methyl]-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C15H13F2N3O2S
(3S)-N-[(2,4-difluorophenyl)methyl]-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— (3R)-7-methyl-6-oxo-N-(thiophen-2-ylmethyl)-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C14H15N3O2S2
(3R)-7-methyl-6-oxo-N-(thiophen-2-ylmethyl)-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— (3S)-7-ethyl-8-methyl-N-[(3-methyl-1,2,4-oxadiazol-5-yl)methyl]-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C15H19N5O3S
(3S)-7-ethyl-8-methyl-N-[(3-methyl-1,2,4-oxadiazol-5-yl)methyl]-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— (3S)-8-tert-butyl-6-oxo-N-(pyridin-2-ylmethyl)-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C18H22N4O2S
(3S)-8-tert-butyl-6-oxo-N-(pyridin-2-ylmethyl)-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— (3S)-N-[2-(3,5-dimethylpyrazol-1-yl)ethyl]-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C15H19N5O2S
(3S)-N-[2-(3,5-dimethylpyrazol-1-yl)ethyl]-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— (3S)-7-ethyl-N-(3-imidazol-1-ylpropyl)-8-methyl-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C17H23N5O2S
(3S)-7-ethyl-N-(3-imidazol-1-ylpropyl)-8-methyl-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— (3S)-N-[2-(cyclohexen-1-yl)ethyl]-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C16H21N3O2S
(3S)-N-[2-(cyclohexen-1-yl)ethyl]-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— (3R)-7-ethyl-8-methyl-6-oxo-N-[[(2S)-oxolan-2-yl]methyl]-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C16H23N3O3S
(3R)-7-ethyl-8-methyl-6-oxo-N-[[(2S)-oxolan-2-yl]methyl]-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— (3R)-N-cyclopentyl-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C13H17N3O2S
(3R)-N-cyclopentyl-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— (3R)-7-ethyl-N-(3-imidazol-1-ylpropyl)-8-methyl-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C17H23N5O2S
(3R)-7-ethyl-N-(3-imidazol-1-ylpropyl)-8-methyl-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— (3R)-N-[(2,4-difluorophenyl)methyl]-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C15H13F2N3O2S
(3R)-N-[(2,4-difluorophenyl)methyl]-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— (3S)-6-oxo-N-(pyridin-3-ylmethyl)-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C14H14N4O2S
(3S)-6-oxo-N-(pyridin-3-ylmethyl)-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— (3R)-7-methyl-6-oxo-N-[(1S)-1-phenylethyl]-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C17H19N3O2S
(3R)-7-methyl-6-oxo-N-[(1S)-1-phenylethyl]-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— (3S)-N-cyclopropyl-7-methyl-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C12H15N3O2S
(3S)-N-cyclopropyl-7-methyl-6-oxo-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— (3S)-7-methyl-6-oxo-N-(pyridin-2-ylmethyl)-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C15H16N4O2S
(3S)-7-methyl-6-oxo-N-(pyridin-2-ylmethyl)-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— (3S)-8-tert-butyl-6-oxo-N-[[(2R)-oxolan-2-yl]methyl]-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide —— C17H25N3O3S
(3S)-8-tert-butyl-6-oxo-N-[[(2R)-oxolan-2-yl]methyl]-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-3-carboxamide
—— (3R)-3-[4-(2-hydroxyethyl)piperazine-1-carbonyl]-7-methyl-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazin-6-one —— C15H22N4O3S
(3R)-3-[4-(2-hydroxyethyl)piperazine-1-carbonyl]-7-methyl-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazin-6-one