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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
—— 3',4'-Dihydro-4H,2'H-[2,3']bithietyl 1,1,1',1'-tetraoxide 17346-31-5 C6H8O4S2
3',4'-Dihydro-4H,2'H-[2,3']bithietyl 1,1,1',1'-tetraoxide
—— [(1S,5S,6S)-7,7-dioxo-7λ6-thiabicyclo[4.2.0]oct-3-en-5-yl]-trimethylazanium —— C10H18NO2S+
[(1S,5S,6S)-7,7-dioxo-7λ6-thiabicyclo[4.2.0]oct-3-en-5-yl]-trimethylazanium
—— [(1R,5S,6S)-7,7-dioxo-7λ6-thiabicyclo[4.2.0]oct-3-en-5-yl]-trimethylazanium —— C10H18NO2S+
[(1R,5S,6S)-7,7-dioxo-7λ6-thiabicyclo[4.2.0]oct-3-en-5-yl]-trimethylazanium
—— [(1S,5R,6S)-7,7-dioxo-7lambda6-thiabicyclo[4.2.0]oct-3-en-5-yl]-trimethylazanium —— C10H18NO2S+
[(1S,5R,6S)-7,7-dioxo-7lambda6-thiabicyclo[4.2.0]oct-3-en-5-yl]-trimethylazanium
—— [(2S,3S)-2-(1,1-dioxothietan-3-yl)-1,1-dioxothietan-3-yl]-trimethylazanium —— C9H18NO4S2+
[(2S,3S)-2-(1,1-dioxothietan-3-yl)-1,1-dioxothietan-3-yl]-trimethylazanium
—— [(2S,3R)-2-(1,1-dioxothietan-3-yl)-1,1-dioxothietan-3-yl]-trimethylazanium —— C9H18NO4S2+
[(2S,3R)-2-(1,1-dioxothietan-3-yl)-1,1-dioxothietan-3-yl]-trimethylazanium
—— 2-Butylsulfonylethyl(trimethyl)azanium —— C9H22NO2S+
2-Butylsulfonylethyl(trimethyl)azanium
—— [(2R,3S)-2-(1,1-dioxothietan-3-yl)-1,1-dioxothietan-3-yl]-trimethylazanium —— C9H18NO4S2+
[(2R,3S)-2-(1,1-dioxothietan-3-yl)-1,1-dioxothietan-3-yl]-trimethylazanium
—— (6S,7R)-7-[(2R,4R,6S)-4-ethenyl-4-methyl-6-phenylsulfanyloxan-2-yl]-6,7-dimethyl-3,4,5,6-tetrahydro-2H-inden-1-one —— C25H32O2S
(6S,7R)-7-[(2R,4R,6S)-4-ethenyl-4-methyl-6-phenylsulfanyloxan-2-yl]-6,7-dimethyl-3,4,5,6-tetrahydro-2H-inden-1-one
—— (1'S,2'R,3'R,7'S,8'E,11'S)-1',8'-dimethylspiro[1,3-dithiolane-2,12'-tricyclo[9.3.0.03,7]tetradeca-5,8-diene]-2'-ol —— C18H26OS2
(1'S,2'R,3'R,7'S,8'E,11'S)-1',8'-dimethylspiro[1,3-dithiolane-2,12'-tricyclo[9.3.0.03,7]tetradeca-5,8-diene]-2'-ol
—— (6R,7R)-7-[(2R,4R,6S)-4-ethenyl-4-methyl-6-phenylsulfanyloxan-2-yl]-6,7-dimethyl-3,4,5,6-tetrahydro-2H-inden-1-one —— C25H32O2S
(6R,7R)-7-[(2R,4R,6S)-4-ethenyl-4-methyl-6-phenylsulfanyloxan-2-yl]-6,7-dimethyl-3,4,5,6-tetrahydro-2H-inden-1-one
—— (8aR)-8a-methyl-5-[(phenylsulfanyl)methyl]-3,4,8,8a-tetrahydro-1,6(2H,7H)-naphthalenedione —— C18H20O2S
(8aR)-8a-methyl-5-[(phenylsulfanyl)methyl]-3,4,8,8a-tetrahydro-1,6(2H,7H)-naphthalenedione
—— 2-(4-cyanophenoxy)-N-(2-phenylsulfanylphenyl)acetamide —— C21H16N2O2S
2-(4-cyanophenoxy)-N-(2-phenylsulfanylphenyl)acetamide
—— (1'S,2'R,3'R,7'S,11'S)-1',8'-dimethylspiro[1,3-dithiolane-2,12'-tricyclo[9.3.0.03,7]tetradeca-5,8-diene]-2'-ol —— C18H26OS2
(1'S,2'R,3'R,7'S,11'S)-1',8'-dimethylspiro[1,3-dithiolane-2,12'-tricyclo[9.3.0.03,7]tetradeca-5,8-diene]-2'-ol
—— N-(1-cyanocyclohexyl)-2-[[4-cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-methylacetamide —— C22H29N5O2S
N-(1-cyanocyclohexyl)-2-[[4-cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-methylacetamide
—— (3S,5R)-5-[(4'S,5'R)-4',5'-dimethylspiro[1,3-dithiolane-2,3'-2,5,6,7-tetrahydro-1H-indene]-4'-yl]-3-ethenyl-3-methyloxolan-2-one —— C20H28O2S2
(3S,5R)-5-[(4'S,5'R)-4',5'-dimethylspiro[1,3-dithiolane-2,3'-2,5,6,7-tetrahydro-1H-indene]-4'-yl]-3-ethenyl-3-methyloxolan-2-one
—— (6S,7S)-7-[(2R,4R,6S)-4-ethenyl-4-methyl-6-phenylsulfanyloxan-2-yl]-6,7-dimethyl-3,4,5,6-tetrahydro-2H-inden-1-one —— C25H32O2S
(6S,7S)-7-[(2R,4R,6S)-4-ethenyl-4-methyl-6-phenylsulfanyloxan-2-yl]-6,7-dimethyl-3,4,5,6-tetrahydro-2H-inden-1-one
—— (1'S,3'R,7'S,11'S)-1',8'-dimethylspiro[1,3-dithiolane-2,12'-tricyclo[9.3.0.03,7]tetradeca-4,8-diene]-2'-one —— C18H24OS2
(1'S,3'R,7'S,11'S)-1',8'-dimethylspiro[1,3-dithiolane-2,12'-tricyclo[9.3.0.03,7]tetradeca-4,8-diene]-2'-one
—— (3S,5R)-5-[(4'S,5'S)-4',5'-dimethylspiro[1,3-dithiolane-2,3'-2,5,6,7-tetrahydro-1H-indene]-4'-yl]-3-ethenyl-3-methyloxolan-2-one —— C20H28O2S2
(3S,5R)-5-[(4'S,5'S)-4',5'-dimethylspiro[1,3-dithiolane-2,3'-2,5,6,7-tetrahydro-1H-indene]-4'-yl]-3-ethenyl-3-methyloxolan-2-one
—— (1'S,3'R,7'S,8'E,11'S)-1',8'-dimethylspiro[1,3-dithiolane-2,12'-tricyclo[9.3.0.03,7]tetradeca-4,8-diene]-2'-one —— C18H24OS2
(1'S,3'R,7'S,8'E,11'S)-1',8'-dimethylspiro[1,3-dithiolane-2,12'-tricyclo[9.3.0.03,7]tetradeca-4,8-diene]-2'-one
—— (1S)-1-[(4'S,5'R)-4',5'-dimethylspiro[1,3-dithiolane-2,3'-2,5,6,7-tetrahydro-1H-indene]-4'-yl]-3-(1,3-dioxan-2-yl)propan-1-ol —— C20H32O3S2
(1S)-1-[(4'S,5'R)-4',5'-dimethylspiro[1,3-dithiolane-2,3'-2,5,6,7-tetrahydro-1H-indene]-4'-yl]-3-(1,3-dioxan-2-yl)propan-1-ol
—— O-[(1S,2R,3R,7S,8E,11S)-1,8-dimethyl-2-tricyclo[9.3.0.03,7]tetradeca-5,8-dienyl] methylsulfanylmethanethioate —— C18H26OS2
O-[(1S,2R,3R,7S,8E,11S)-1,8-dimethyl-2-tricyclo[9.3.0.03,7]tetradeca-5,8-dienyl] methylsulfanylmethanethioate
—— (3S,5R)-5-[(4'R,5'S)-4',5'-dimethylspiro[1,3-dithiolane-2,3'-2,5,6,7-tetrahydro-1H-indene]-4'-yl]-3-ethenyl-3-methyloxolan-2-one —— C20H28O2S2
(3S,5R)-5-[(4'R,5'S)-4',5'-dimethylspiro[1,3-dithiolane-2,3'-2,5,6,7-tetrahydro-1H-indene]-4'-yl]-3-ethenyl-3-methyloxolan-2-one
—— (1S)-1-[(4'R,5'S)-4',5'-dimethylspiro[1,3-dithiolane-2,3'-2,5,6,7-tetrahydro-1H-indene]-4'-yl]-3-(1,3-dioxan-2-yl)propan-1-ol —— C20H32O3S2
(1S)-1-[(4'R,5'S)-4',5'-dimethylspiro[1,3-dithiolane-2,3'-2,5,6,7-tetrahydro-1H-indene]-4'-yl]-3-(1,3-dioxan-2-yl)propan-1-ol
—— (1'S,3'R,7'S,8'E,11'S)-1',8'-dimethylspiro[1,3-dithiolane-2,12'-tricyclo[9.3.0.03,7]tetradeca-5,8-diene]-2'-one —— C18H24OS2
(1'S,3'R,7'S,8'E,11'S)-1',8'-dimethylspiro[1,3-dithiolane-2,12'-tricyclo[9.3.0.03,7]tetradeca-5,8-diene]-2'-one
—— N-[2-(4-fluorophenyl)ethyl]-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H18FN3O2S
N-[2-(4-fluorophenyl)ethyl]-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[[4-cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-cyclopentylacetamide —— C19H26N4O2S
2-[[4-cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-cyclopentylacetamide
—— N-[(1R)-1-(3,4-dimethylphenyl)ethyl]-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C21H23N3O2S
N-[(1R)-1-(3,4-dimethylphenyl)ethyl]-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(1R)-1-(4-ethylphenyl)ethyl]-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C21H23N3O2S
N-[(1R)-1-(4-ethylphenyl)ethyl]-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (1R,7R)-1,5,5-trimethyl-3-[(2S)-4-phenylsulfanylbutan-2-yl]bicyclo[5.1.0]oct-2-ene —— C21H30S
(1R,7R)-1,5,5-trimethyl-3-[(2S)-4-phenylsulfanylbutan-2-yl]bicyclo[5.1.0]oct-2-ene
—— N-[(4-fluorophenyl)methyl]-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H16FN3O2S
N-[(4-fluorophenyl)methyl]-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 1-(1-Adamantyl)-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C21H24N2O2S
1-(1-Adamantyl)-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— (1R,7S)-1,5,5-trimethyl-3-[(2S)-4-phenylsulfanylbutan-2-yl]bicyclo[5.1.0]oct-2-ene —— C21H30S
(1R,7S)-1,5,5-trimethyl-3-[(2S)-4-phenylsulfanylbutan-2-yl]bicyclo[5.1.0]oct-2-ene
—— 2-[[4-cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S,2S)-2-methylcyclohexyl]acetamide —— C21H30N4O2S
2-[[4-cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S,2S)-2-methylcyclohexyl]acetamide
—— 2-[[4-cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-cyclopropylacetamide —— C17H22N4O2S
2-[[4-cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-cyclopropylacetamide
—— N-[(1S)-1-(3,4-dimethylphenyl)ethyl]-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C21H23N3O2S
N-[(1S)-1-(3,4-dimethylphenyl)ethyl]-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(1S)-1-(4-ethylphenyl)ethyl]-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C21H23N3O2S
N-[(1S)-1-(4-ethylphenyl)ethyl]-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[[4-cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-(thiophen-2-ylmethyl)acetamide —— C19H22N4O2S2
2-[[4-cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-(thiophen-2-ylmethyl)acetamide
—— 2-[[4-cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2,2,2-trifluoroethyl)acetamide —— C16H19F3N4O2S
2-[[4-cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2,2,2-trifluoroethyl)acetamide
—— 3-[[4-Cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]propanenitrile —— C15H18N4OS
3-[[4-Cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]propanenitrile
—— 2-[[4-Cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetonitrile —— C14H16N4OS
2-[[4-Cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetonitrile
—— [(2S,3S)-2-ethoxycarbonyl-2,4,4-trimethyl-1,1-dioxothietan-3-yl]-trimethylazanium —— C12H24NO4S+
[(2S,3S)-2-ethoxycarbonyl-2,4,4-trimethyl-1,1-dioxothietan-3-yl]-trimethylazanium
—— [(3R,4S)-4-ethoxycarbonyl-2,2-dimethyl-1,1-dioxothietan-3-yl]-trimethylazanium —— C11H22NO4S+
[(3R,4S)-4-ethoxycarbonyl-2,2-dimethyl-1,1-dioxothietan-3-yl]-trimethylazanium
—— 2-[[4-cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R,2S)-2-methylcyclohexyl]acetamide —— C21H30N4O2S
2-[[4-cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R,2S)-2-methylcyclohexyl]acetamide
—— 2-[[4-cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-methylacetamide —— C15H20N4O2S
2-[[4-cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-methylacetamide
—— 2-[[4-cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R,2R)-2-methylcyclohexyl]acetamide —— C21H30N4O2S
2-[[4-cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R,2R)-2-methylcyclohexyl]acetamide
—— 2-[[4-Cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]-5-methyl-1,3,4-oxadiazole —— C16H19N5O2S
2-[[4-Cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]-5-methyl-1,3,4-oxadiazole
—— 4-[[4-Cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]-2-thiophen-2-yl-1,3-oxazole —— C20H20N4O2S2
4-[[4-Cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]-2-thiophen-2-yl-1,3-oxazole
—— 2-[[4-Cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]-5-(furan-2-yl)-1,3,4-oxadiazole —— C19H19N5O3S
2-[[4-Cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]-5-(furan-2-yl)-1,3,4-oxadiazole
—— 7-[[4-Cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C19H19N5O2S2
7-[[4-Cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one