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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,2R,5R)-2-[4-(furan-2-yl)-6-(trifluoromethyl)pyrimidin-2-yl]sulfanyl-6,8-dioxabicyclo[3.2.1]octan-4-one —— C15H11F3N2O4S
(1R,2R,5R)-2-[4-(furan-2-yl)-6-(trifluoromethyl)pyrimidin-2-yl]sulfanyl-6,8-dioxabicyclo[3.2.1]octan-4-one
—— (1R,2R,5R)-2-[4-thiophen-2-yl-6-(trifluoromethyl)pyrimidin-2-yl]sulfanyl-6,8-dioxabicyclo[3.2.1]octan-4-one —— C15H11F3N2O3S2
(1R,2R,5R)-2-[4-thiophen-2-yl-6-(trifluoromethyl)pyrimidin-2-yl]sulfanyl-6,8-dioxabicyclo[3.2.1]octan-4-one
—— [(2S)-3-chloro-2-hydroxypropyl] carbamimidothioate —— C4H9ClN2OS
[(2S)-3-chloro-2-hydroxypropyl] carbamimidothioate
—— (8'aS)-8'a-methylspiro[1,3-dithiane-2,6'-3,4,7,8-tetrahydro-2H-naphthalene]-1'-one —— C14H20OS2
(8'aS)-8'a-methylspiro[1,3-dithiane-2,6'-3,4,7,8-tetrahydro-2H-naphthalene]-1'-one
—— ethyl (7R)-7-(3-chlorophenyl)-5-[(5-phenyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-1,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate —— C22H18ClN7O2S2
ethyl (7R)-7-(3-chlorophenyl)-5-[(5-phenyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-1,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate
—— ethyl (7S)-7-(3-chlorophenyl)-5-[(5-phenyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-1,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate —— C22H18ClN7O2S2
ethyl (7S)-7-(3-chlorophenyl)-5-[(5-phenyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-1,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate
—— methyl (7R)-7-(2-fluorophenyl)-5-[(5-phenyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-1,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate —— C21H16FN7O2S2
methyl (7R)-7-(2-fluorophenyl)-5-[(5-phenyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-1,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate
—— methyl (7S)-7-(3-fluorophenyl)-5-[(5-phenyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-1,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate —— C21H16FN7O2S2
methyl (7S)-7-(3-fluorophenyl)-5-[(5-phenyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-1,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate
—— methyl (7S)-7-[4-(dimethylamino)phenyl]-5-[(5-phenyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-1,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate —— C23H22N8O2S2
methyl (7S)-7-[4-(dimethylamino)phenyl]-5-[(5-phenyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-1,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate
—— methyl (7S)-7-(2-fluorophenyl)-5-[(5-phenyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-1,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate —— C21H16FN7O2S2
methyl (7S)-7-(2-fluorophenyl)-5-[(5-phenyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-1,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate
—— methyl (7S)-5-[(5-phenyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-7-thiophen-2-yl-1,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate —— C19H15N7O2S3
methyl (7S)-5-[(5-phenyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-7-thiophen-2-yl-1,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate
—— methyl (7R)-7-(4-chlorophenyl)-5-[(5-phenyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-1,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate —— C21H16ClN7O2S2
methyl (7R)-7-(4-chlorophenyl)-5-[(5-phenyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-1,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate
—— ethyl (7R)-7-(3-hydroxyphenyl)-5-[(5-phenyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-1,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate —— C22H19N7O3S2
ethyl (7R)-7-(3-hydroxyphenyl)-5-[(5-phenyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-1,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate
—— ethyl (7S)-5-[(5-phenyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-7-pyridin-3-yl-1,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate —— C21H18N8O2S2
ethyl (7S)-5-[(5-phenyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-7-pyridin-3-yl-1,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate
—— methyl (7S)-5-[(5-phenyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-7-pyridin-4-yl-1,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate —— C20H16N8O2S2
methyl (7S)-5-[(5-phenyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-7-pyridin-4-yl-1,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate
—— methyl (7S)-7-(4-fluorophenyl)-5-[(5-phenyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-1,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate —— C21H16FN7O2S2
methyl (7S)-7-(4-fluorophenyl)-5-[(5-phenyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-1,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate
—— 2-[(R)-propan-2-ylsulfinyl]ethanamine —— C5H13NOS
2-[(R)-propan-2-ylsulfinyl]ethanamine
—— 2-methylpropyl (2S)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoate —— C15H18N2O3S
2-methylpropyl (2S)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoate
—— (4R,8E)-2-amino-6-ethyl-4-(4-methylsulfanylphenyl)-8-[(4-methylsulfanylphenyl)methylidene]-5,7-dihydro-4H-pyrano[3,2-c]pyridine-3-carbonitrile —— C26H27N3OS2
(4R,8E)-2-amino-6-ethyl-4-(4-methylsulfanylphenyl)-8-[(4-methylsulfanylphenyl)methylidene]-5,7-dihydro-4H-pyrano[3,2-c]pyridine-3-carbonitrile
—— 2-[(S)-cyclohexylsulfinyl]ethanamine —— C8H17NOS
2-[(S)-cyclohexylsulfinyl]ethanamine
—— (2R)-3-[(S)-tert-butylsulfinyl]-2-methylpropanoic acid —— C8H16O3S
(2R)-3-[(S)-tert-butylsulfinyl]-2-methylpropanoic acid
—— N-[(Z)-(3-chlorophenyl)methylideneamino]-2-(4-methylphenyl)sulfanylacetamide —— C16H15ClN2OS
N-[(Z)-(3-chlorophenyl)methylideneamino]-2-(4-methylphenyl)sulfanylacetamide
—— 3-[(S)-ethylsulfinyl]propan-1-amine —— C5H13NOS
3-[(S)-ethylsulfinyl]propan-1-amine
—— N-[(Z)-(3-bromophenyl)methylideneamino]-2-[(5-phenyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C17H13BrN4OS2
N-[(Z)-(3-bromophenyl)methylideneamino]-2-[(5-phenyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— N-[(E)-(3-fluorophenyl)methylideneamino]-2-[(5-phenyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C17H13FN4OS2
N-[(E)-(3-fluorophenyl)methylideneamino]-2-[(5-phenyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— 3-[(R)-tert-butylsulfinyl]propan-1-amine —— C7H17NOS
3-[(R)-tert-butylsulfinyl]propan-1-amine
—— butyl (2S)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoate —— C15H18N2O3S
butyl (2S)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoate
—— N-[(Z)-(2-fluorophenyl)methylideneamino]-2-[(5-phenyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C17H13FN4OS2
N-[(Z)-(2-fluorophenyl)methylideneamino]-2-[(5-phenyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— N-[(E)-(2-fluorophenyl)methylideneamino]-2-[(5-phenyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C17H13FN4OS2
N-[(E)-(2-fluorophenyl)methylideneamino]-2-[(5-phenyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— [(2R)-2-methylbutyl] (2R)-2-[(5-phenyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanoate —— C16H20N2O2S2
[(2R)-2-methylbutyl] (2R)-2-[(5-phenyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanoate
—— ethyl (2R)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoate —— C13H14N2O3S
ethyl (2R)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoate
—— 2-[(5-phenyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(E)-pyridin-2-ylmethylideneamino]acetamide —— C16H13N5OS2
2-[(5-phenyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(E)-pyridin-2-ylmethylideneamino]acetamide
—— N-[(Z)-(3-methylthiophen-2-yl)methylideneamino]-2-[(5-phenyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C16H14N4OS3
N-[(Z)-(3-methylthiophen-2-yl)methylideneamino]-2-[(5-phenyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— cyclohexyl (2S)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoate —— C17H20N2O3S
cyclohexyl (2S)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoate
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(Z)-(4-ethylphenyl)methylideneamino]acetamide —— C13H15N5OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(Z)-(4-ethylphenyl)methylideneamino]acetamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(Z)-(2-chloro-6-fluorophenyl)methylideneamino]acetamide —— C11H9ClFN5OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(Z)-(2-chloro-6-fluorophenyl)methylideneamino]acetamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(E)-[4-(dimethylamino)phenyl]methylideneamino]acetamide —— C13H16N6OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(E)-[4-(dimethylamino)phenyl]methylideneamino]acetamide
—— 2-[(5-phenyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(E)-pyridin-3-ylmethylideneamino]acetamide —— C16H13N5OS2
2-[(5-phenyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(E)-pyridin-3-ylmethylideneamino]acetamide
—— butyl (2R)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]propanoate —— C9H15N3O2S2
butyl (2R)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]propanoate
—— [(2R)-butan-2-yl] (2S)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]propanoate —— C9H15N3O2S2
[(2R)-butan-2-yl] (2S)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]propanoate
—— propyl (2R)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]propanoate —— C8H13N3O2S2
propyl (2R)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]propanoate
—— 2-[[4-(4-chlorophenyl)-1,3-thiazol-2-yl]sulfanyl]-N-[(Z)-pyridin-4-ylmethylideneamino]acetamide —— C17H13ClN4OS2
2-[[4-(4-chlorophenyl)-1,3-thiazol-2-yl]sulfanyl]-N-[(Z)-pyridin-4-ylmethylideneamino]acetamide
—— N-[(Z)-(2-fluorophenyl)methylideneamino]-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C18H14FN3OS2
N-[(Z)-(2-fluorophenyl)methylideneamino]-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— 2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]-N-[(Z)-pyridin-4-ylmethylideneamino]acetamide —— C17H14N4OS2
2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]-N-[(Z)-pyridin-4-ylmethylideneamino]acetamide
—— [(2R)-butan-2-yl] 2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetate —— C15H17NO2S2
[(2R)-butan-2-yl] 2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetate
—— N-benzyl-2-[[5-[(3-chloro-4-methylanilino)methyl]-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C24H28ClN5O2S
N-benzyl-2-[[5-[(3-chloro-4-methylanilino)methyl]-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 5-amino-1-[(1S)-1-cyclopropylethyl]-3-methylsulfanylpyrazole-4-carbonitrile —— C10H14N4S
5-amino-1-[(1S)-1-cyclopropylethyl]-3-methylsulfanylpyrazole-4-carbonitrile
—— 2,4-dimethyl-N-[[4-[[(2S)-oxolan-2-yl]methyl]-5-(2-piperidin-1-ylethylsulfanyl)-1,2,4-triazol-3-yl]methyl]aniline —— C23H35N5OS
2,4-dimethyl-N-[[4-[[(2S)-oxolan-2-yl]methyl]-5-(2-piperidin-1-ylethylsulfanyl)-1,2,4-triazol-3-yl]methyl]aniline
—— N-[[(2R)-butan-2-yl]carbamothioyl]cyclohexanecarboxamide —— C12H22N2OS
N-[[(2R)-butan-2-yl]carbamothioyl]cyclohexanecarboxamide
—— N-[[(2R)-2-ethylhexyl]carbamothioyl]cyclohexanecarboxamide —— C16H30N2OS
N-[[(2R)-2-ethylhexyl]carbamothioyl]cyclohexanecarboxamide