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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
—— (3R)-N-(4-chlorophenyl)-1-(3-phenylsulfanylpyrazin-2-yl)piperidine-3-carboxamide —— C22H21ClN4OS
(3R)-N-(4-chlorophenyl)-1-(3-phenylsulfanylpyrazin-2-yl)piperidine-3-carboxamide
—— (3R)-N-[(1R)-1-(4-methoxyphenyl)ethyl]-1-[3-(4-methylphenyl)sulfanylpyrazin-2-yl]piperidine-3-carboxamide —— C26H30N4O2S
(3R)-N-[(1R)-1-(4-methoxyphenyl)ethyl]-1-[3-(4-methylphenyl)sulfanylpyrazin-2-yl]piperidine-3-carboxamide
—— (3R)-N-(3-fluoro-4-methoxyphenyl)-1-(3-phenylsulfanylpyrazin-2-yl)piperidine-3-carboxamide —— C23H23FN4O2S
(3R)-N-(3-fluoro-4-methoxyphenyl)-1-(3-phenylsulfanylpyrazin-2-yl)piperidine-3-carboxamide
—— (3S)-N-(3,4-dimethylphenyl)-1-[3-(3-methylphenyl)sulfanylpyrazin-2-yl]piperidine-3-carboxamide —— C25H28N4OS
(3S)-N-(3,4-dimethylphenyl)-1-[3-(3-methylphenyl)sulfanylpyrazin-2-yl]piperidine-3-carboxamide
—— (3R)-1-[3-(3-methylphenyl)sulfanylpyrazin-2-yl]-N-(3-phenylpropyl)piperidine-3-carboxamide —— C26H30N4OS
(3R)-1-[3-(3-methylphenyl)sulfanylpyrazin-2-yl]-N-(3-phenylpropyl)piperidine-3-carboxamide
—— N-[(1R)-1-(4-methoxyphenyl)ethyl]-2-[3-(3-methylphenyl)sulfanylpyrazin-2-yl]sulfanylacetamide —— C22H23N3O2S2
N-[(1R)-1-(4-methoxyphenyl)ethyl]-2-[3-(3-methylphenyl)sulfanylpyrazin-2-yl]sulfanylacetamide
—— (3R)-N-(3-chloro-4-fluorophenyl)-1-[3-(4-methylphenyl)sulfanylpyrazin-2-yl]piperidine-3-carboxamide —— C23H22ClFN4OS
(3R)-N-(3-chloro-4-fluorophenyl)-1-[3-(4-methylphenyl)sulfanylpyrazin-2-yl]piperidine-3-carboxamide
—— (3R)-1-(3-phenylsulfanylpyrazin-2-yl)-N-[[2-(trifluoromethyl)phenyl]methyl]piperidine-3-carboxamide —— C24H23F3N4OS
(3R)-1-(3-phenylsulfanylpyrazin-2-yl)-N-[[2-(trifluoromethyl)phenyl]methyl]piperidine-3-carboxamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(2,5-difluorophenyl)methylideneamino]-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]triazole-4-carboxamide —— C16H13F2N11O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(2,5-difluorophenyl)methylideneamino]-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]triazole-4-carboxamide
—— (3R)-N-(3-fluorophenyl)-1-[3-(4-methylphenyl)sulfanylpyrazin-2-yl]piperidine-3-carboxamide —— C23H23FN4OS
(3R)-N-(3-fluorophenyl)-1-[3-(4-methylphenyl)sulfanylpyrazin-2-yl]piperidine-3-carboxamide
—— N-[(2R)-butan-2-yl]-2-[3-(2-methylphenyl)sulfanylpyrazin-2-yl]sulfanylacetamide —— C17H21N3OS2
N-[(2R)-butan-2-yl]-2-[3-(2-methylphenyl)sulfanylpyrazin-2-yl]sulfanylacetamide
—— (3S)-N-(4-methoxy-2-methylphenyl)-1-[3-(4-methylphenyl)sulfanylpyrazin-2-yl]piperidine-3-carboxamide —— C25H28N4O2S
(3S)-N-(4-methoxy-2-methylphenyl)-1-[3-(4-methylphenyl)sulfanylpyrazin-2-yl]piperidine-3-carboxamide
—— (3S)-1-[3-(3-methylphenyl)sulfanylpyrazin-2-yl]-N-[(1S)-1-phenylethyl]piperidine-3-carboxamide —— C25H28N4OS
(3S)-1-[3-(3-methylphenyl)sulfanylpyrazin-2-yl]-N-[(1S)-1-phenylethyl]piperidine-3-carboxamide
—— N-[(2S)-butan-2-yl]-2-[3-(3-methylphenyl)sulfanylpyrazin-2-yl]sulfanylacetamide —— C17H21N3OS2
N-[(2S)-butan-2-yl]-2-[3-(3-methylphenyl)sulfanylpyrazin-2-yl]sulfanylacetamide
—— (3R)-N-pentyl-1-(3-phenylsulfanylpyrazin-2-yl)piperidine-3-carboxamide —— C21H28N4OS
(3R)-N-pentyl-1-(3-phenylsulfanylpyrazin-2-yl)piperidine-3-carboxamide
—— (E)-1-[2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-5-nitrophenyl]-N-(1,2,4-triazol-4-yl)methanimine —— C15H13N7O2S
(E)-1-[2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-5-nitrophenyl]-N-(1,2,4-triazol-4-yl)methanimine
—— (3S)-N-cyclopentyl-1-[3-(3-methylphenyl)sulfanylpyrazin-2-yl]piperidine-3-carboxamide —— C22H28N4OS
(3S)-N-cyclopentyl-1-[3-(3-methylphenyl)sulfanylpyrazin-2-yl]piperidine-3-carboxamide
—— (3R)-N-(4-fluoro-3-methylphenyl)-1-[3-(4-methylphenyl)sulfanylpyrazin-2-yl]piperidine-3-carboxamide —— C24H25FN4OS
(3R)-N-(4-fluoro-3-methylphenyl)-1-[3-(4-methylphenyl)sulfanylpyrazin-2-yl]piperidine-3-carboxamide
—— (3R)-N-(3-methylbutyl)-1-[3-(3-methylphenyl)sulfanylpyrazin-2-yl]piperidine-3-carboxamide —— C22H30N4OS
(3R)-N-(3-methylbutyl)-1-[3-(3-methylphenyl)sulfanylpyrazin-2-yl]piperidine-3-carboxamide
—— (3R)-N-cyclohexyl-1-[3-(4-methylphenyl)sulfanylpyrazin-2-yl]piperidine-3-carboxamide —— C23H30N4OS
(3R)-N-cyclohexyl-1-[3-(4-methylphenyl)sulfanylpyrazin-2-yl]piperidine-3-carboxamide
—— (3R)-N-(2-fluoro-4-methylphenyl)-1-[3-(4-methylphenyl)sulfanylpyrazin-2-yl]piperidine-3-carboxamide —— C24H25FN4OS
(3R)-N-(2-fluoro-4-methylphenyl)-1-[3-(4-methylphenyl)sulfanylpyrazin-2-yl]piperidine-3-carboxamide
—— (3S)-N-(3-chloro-4-fluorophenyl)-1-[3-(4-methylphenyl)sulfanylpyrazin-2-yl]piperidine-3-carboxamide —— C23H22ClFN4OS
(3S)-N-(3-chloro-4-fluorophenyl)-1-[3-(4-methylphenyl)sulfanylpyrazin-2-yl]piperidine-3-carboxamide
—— (3S)-N-(3,5-dimethylphenyl)-1-[3-(4-methylphenyl)sulfanylpyrazin-2-yl]piperidine-3-carboxamide —— C25H28N4OS
(3S)-N-(3,5-dimethylphenyl)-1-[3-(4-methylphenyl)sulfanylpyrazin-2-yl]piperidine-3-carboxamide
—— (3S)-N-[(2S)-butan-2-yl]-1-[3-(4-methylphenyl)sulfanylpyrazin-2-yl]piperidine-3-carboxamide —— C21H28N4OS
(3S)-N-[(2S)-butan-2-yl]-1-[3-(4-methylphenyl)sulfanylpyrazin-2-yl]piperidine-3-carboxamide
—— (3R)-N-[(2,4-dimethoxyphenyl)methyl]-1-[3-(3-methylphenyl)sulfanylpyrazin-2-yl]piperidine-3-carboxamide —— C26H30N4O3S
(3R)-N-[(2,4-dimethoxyphenyl)methyl]-1-[3-(3-methylphenyl)sulfanylpyrazin-2-yl]piperidine-3-carboxamide
—— (3R)-N-(4-methoxy-2-methylphenyl)-1-[3-(4-methylphenyl)sulfanylpyrazin-2-yl]piperidine-3-carboxamide —— C25H28N4O2S
(3R)-N-(4-methoxy-2-methylphenyl)-1-[3-(4-methylphenyl)sulfanylpyrazin-2-yl]piperidine-3-carboxamide
—— (3R)-N-[(5-methylfuran-2-yl)methyl]-1-[3-(3-methylphenyl)sulfanylpyrazin-2-yl]piperidine-3-carboxamide —— C23H26N4O2S
(3R)-N-[(5-methylfuran-2-yl)methyl]-1-[3-(3-methylphenyl)sulfanylpyrazin-2-yl]piperidine-3-carboxamide
—— (3R)-N-(4-fluoro-2-methylphenyl)-1-[3-(4-methylphenyl)sulfanylpyrazin-2-yl]piperidine-3-carboxamide —— C24H25FN4OS
(3R)-N-(4-fluoro-2-methylphenyl)-1-[3-(4-methylphenyl)sulfanylpyrazin-2-yl]piperidine-3-carboxamide
—— (3R)-N-(furan-2-ylmethyl)-1-[3-(3-methylphenyl)sulfanylpyrazin-2-yl]piperidine-3-carboxamide —— C22H24N4O2S
(3R)-N-(furan-2-ylmethyl)-1-[3-(3-methylphenyl)sulfanylpyrazin-2-yl]piperidine-3-carboxamide
—— N-[(2R)-butan-2-yl]-2-[3-(3-methylphenyl)sulfanylpyrazin-2-yl]sulfanylacetamide —— C17H21N3OS2
N-[(2R)-butan-2-yl]-2-[3-(3-methylphenyl)sulfanylpyrazin-2-yl]sulfanylacetamide
—— (2Z)-6-chloro-2-[(2-hydroxyphenyl)methylidene]-4-methyl-1-benzothiophen-3-one —— C16H11ClO2S
(2Z)-6-chloro-2-[(2-hydroxyphenyl)methylidene]-4-methyl-1-benzothiophen-3-one
—— N-[4-(dimethylamino)phenyl]-1-[3-(2-ethoxy-2-oxo-1-phenylsulfanylethyl)-4-methoxy-6-oxopyran-2-yl]methanimine oxide —— C25H26N2O6S
N-[4-(dimethylamino)phenyl]-1-[3-(2-ethoxy-2-oxo-1-phenylsulfanylethyl)-4-methoxy-6-oxopyran-2-yl]methanimine oxide
—— 4-(4-Methyl-6-morpholin-4-ylpyrimidin-1-ium-2-yl)sulfanylbutan-2-one —— C13H20N3O2S+
4-(4-Methyl-6-morpholin-4-ylpyrimidin-1-ium-2-yl)sulfanylbutan-2-one
—— 5-[(E)-4-(1H-1,2,4-triazol-5-ylsulfanyl)but-2-enyl]sulfanyl-1H-1,2,4-triazole —— C8H10N6S2
5-[(E)-4-(1H-1,2,4-triazol-5-ylsulfanyl)but-2-enyl]sulfanyl-1H-1,2,4-triazole
—— 2-[[5-[(4-chloroanilino)methyl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(Z)-pyridin-3-ylmethylideneamino]acetamide —— C20H20ClN7OS
2-[[5-[(4-chloroanilino)methyl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(Z)-pyridin-3-ylmethylideneamino]acetamide
—— prop-2-enyl (2Z)-2-(furan-2-ylmethylidene)-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C23H20N2O4S2
prop-2-enyl (2Z)-2-(furan-2-ylmethylidene)-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— ethyl (2Z)-7-methyl-5-(4-methylsulfanylphenyl)-2-[(3-methylthiophen-2-yl)methylidene]-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C23H22N2O3S3
ethyl (2Z)-7-methyl-5-(4-methylsulfanylphenyl)-2-[(3-methylthiophen-2-yl)methylidene]-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— prop-2-enyl (2Z)-2-[[4-(dimethylamino)phenyl]methylidene]-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C27H27N3O3S2
prop-2-enyl (2Z)-2-[[4-(dimethylamino)phenyl]methylidene]-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— (E)-1,4-bis(butylsulfanyl)but-2-ene —— C12H24S2
(E)-1,4-bis(butylsulfanyl)but-2-ene
—— (6Z)-2-hydroxy-6-[[4-[4-[[(E)-(5-hydroxy-6-oxocyclohexa-2,4-dien-1-ylidene)methyl]amino]phenyl]sulfanylanilino]methylidene]cyclohexa-2,4-dien-1-one —— C26H20N2O4S
(6Z)-2-hydroxy-6-[[4-[4-[[(E)-(5-hydroxy-6-oxocyclohexa-2,4-dien-1-ylidene)methyl]amino]phenyl]sulfanylanilino]methylidene]cyclohexa-2,4-dien-1-one
—— (3S)-1-[6-(4-bromophenyl)sulfanylpyridazin-3-yl]-N-[(2R)-1-hydroxybutan-2-yl]piperidine-3-carboxamide —— C20H25BrN4O2S
(3S)-1-[6-(4-bromophenyl)sulfanylpyridazin-3-yl]-N-[(2R)-1-hydroxybutan-2-yl]piperidine-3-carboxamide
—— 4-bromo-N-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]benzamide —— C21H16BrN3O3S
4-bromo-N-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]benzamide
—— 1-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]-3-phenylthiourea —— C20H15ClN4O2S2
1-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]-3-phenylthiourea
—— 1-(3-methylphenyl)-3-(2-methylsulfanylphenyl)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]azepine —— C21H23N3S
1-(3-methylphenyl)-3-(2-methylsulfanylphenyl)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]azepine
—— 4-amino-N'-[(E)-(4-methylsulfanylphenyl)methylideneamino]-1,2,5-oxadiazole-3-carboximidamide —— C11H12N6OS
4-amino-N'-[(E)-(4-methylsulfanylphenyl)methylideneamino]-1,2,5-oxadiazole-3-carboximidamide
—— 2-[6-[(2-chlorophenyl)methylamino]pyrimidin-4-yl]sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C18H21ClN4O2S
2-[6-[(2-chlorophenyl)methylamino]pyrimidin-4-yl]sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— 2-[[6-methyl-3-(4-methylphenyl)-7-oxo-[1,2]thiazolo[4,5-d]pyrimidin-5-yl]sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]acetamide —— C25H26N4O2S2
2-[[6-methyl-3-(4-methylphenyl)-7-oxo-[1,2]thiazolo[4,5-d]pyrimidin-5-yl]sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]acetamide
—— 4-chloro-2-(methylsulfanyl)-6-[(2E)-2-(phenylmethylidene)hydrazin-1-yl]pyrimidine —— C12H11ClN4S
4-chloro-2-(methylsulfanyl)-6-[(2E)-2-(phenylmethylidene)hydrazin-1-yl]pyrimidine
—— (3R)-N-[[(2S)-oxolan-2-yl]methyl]-1-(3-phenylsulfanylpyrazin-2-yl)piperidine-3-carboxamide —— C21H26N4O2S
(3R)-N-[[(2S)-oxolan-2-yl]methyl]-1-(3-phenylsulfanylpyrazin-2-yl)piperidine-3-carboxamide
—— [(3R)-1-(3-phenylsulfanylpyrazin-2-yl)piperidin-3-yl]-piperidin-1-ylmethanone —— C21H26N4OS
[(3R)-1-(3-phenylsulfanylpyrazin-2-yl)piperidin-3-yl]-piperidin-1-ylmethanone