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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
—— 2-[1-(2-chloroanilino)ethylidene]-1-benzothiophen-3-one —— C16H12ClNOS
2-[1-(2-chloroanilino)ethylidene]-1-benzothiophen-3-one
—— 2-[1-(3-chloroanilino)ethylidene]-1-benzothiophen-3-one —— C16H12ClNOS
2-[1-(3-chloroanilino)ethylidene]-1-benzothiophen-3-one
—— 2-[1-(4-bromoanilino)ethylidene]-1-benzothiophen-3-one —— C16H12BrNOS
2-[1-(4-bromoanilino)ethylidene]-1-benzothiophen-3-one
—— 2,5-dibromo-N-[1-[[2-(4-chlorophenyl)sulfanylphenyl]methyl]pyrrolidin-3-yl]benzenesulfonamide —— C23H21Br2ClN2O2S2
2,5-dibromo-N-[1-[[2-(4-chlorophenyl)sulfanylphenyl]methyl]pyrrolidin-3-yl]benzenesulfonamide
—— 1-(1-Benzofuran-2-ylmethyl)-3-[1-[[2-(4-chlorophenyl)sulfanylphenyl]methyl]pyrrolidin-3-yl]-1-(furan-2-ylmethyl)urea —— C32H30ClN3O3S
1-(1-Benzofuran-2-ylmethyl)-3-[1-[[2-(4-chlorophenyl)sulfanylphenyl]methyl]pyrrolidin-3-yl]-1-(furan-2-ylmethyl)urea
—— 3-[1-[[2-(4-Chlorophenyl)sulfanylphenyl]methyl]pyrrolidin-3-yl]-1-[(4-ethoxy-3-methoxyphenyl)methyl]-1-(furan-2-ylmethyl)urea —— C33H36ClN3O4S
3-[1-[[2-(4-Chlorophenyl)sulfanylphenyl]methyl]pyrrolidin-3-yl]-1-[(4-ethoxy-3-methoxyphenyl)methyl]-1-(furan-2-ylmethyl)urea
—— 2-(2,4,6-trimethylphenyl)ethyl N-[2-[3,5-bis(methylsulfanyl)-1,2,4-triazol-4-yl]ethyl]carbamate —— C18H26N4O2S2
2-(2,4,6-trimethylphenyl)ethyl N-[2-[3,5-bis(methylsulfanyl)-1,2,4-triazol-4-yl]ethyl]carbamate
—— [(1'R,2'S,5'S)-7'-oxospiro[1,3-dithiane-2,4'-bicyclo[3.2.1]octane]-2'-yl] methanesulfonate —— C12H18O4S3
[(1'R,2'S,5'S)-7'-oxospiro[1,3-dithiane-2,4'-bicyclo[3.2.1]octane]-2'-yl] methanesulfonate
—— (1S,5R,6S)-N,N,8,8-tetramethyl-7,7-dioxo-7lambda6-thiabicyclo[4.2.0]oct-3-en-5-amine —— C11H19NO2S
(1S,5R,6S)-N,N,8,8-tetramethyl-7,7-dioxo-7lambda6-thiabicyclo[4.2.0]oct-3-en-5-amine
—— (1R,5S,6S)-N,N,8,8-tetramethyl-7,7-dioxo-7λ6-thiabicyclo[4.2.0]oct-3-en-5-amine —— C11H19NO2S
(1R,5S,6S)-N,N,8,8-tetramethyl-7,7-dioxo-7λ6-thiabicyclo[4.2.0]oct-3-en-5-amine
—— (1R,5R,6S)-N,N,8,8-tetramethyl-7,7-dioxo-7lambda6-thiabicyclo[4.2.0]oct-3-en-5-amine —— C11H19NO2S
(1R,5R,6S)-N,N,8,8-tetramethyl-7,7-dioxo-7lambda6-thiabicyclo[4.2.0]oct-3-en-5-amine
—— (1S,5S,6S)-N,N,8,8-tetramethyl-7,7-dioxo-7λ6-thiabicyclo[4.2.0]oct-3-en-5-amine —— C11H19NO2S
(1S,5S,6S)-N,N,8,8-tetramethyl-7,7-dioxo-7λ6-thiabicyclo[4.2.0]oct-3-en-5-amine
—— [(1'R,2'S,5'R)-7'-oxospiro[1,3-dithiane-2,4'-bicyclo[3.2.1]octane]-2'-yl] methanesulfonate —— C12H18O4S3
[(1'R,2'S,5'R)-7'-oxospiro[1,3-dithiane-2,4'-bicyclo[3.2.1]octane]-2'-yl] methanesulfonate
—— 2-(4-bromophenyl)sulfanyl-5-morpholin-4-ylsulfonyl-N-[[(2R)-oxolan-2-yl]methyl]benzamide —— C22H25BrN2O5S2
2-(4-bromophenyl)sulfanyl-5-morpholin-4-ylsulfonyl-N-[[(2R)-oxolan-2-yl]methyl]benzamide
—— 2-(4-bromophenyl)sulfanyl-5-morpholin-4-ylsulfonyl-N-[[(2S)-oxolan-2-yl]methyl]benzamide —— C22H25BrN2O5S2
2-(4-bromophenyl)sulfanyl-5-morpholin-4-ylsulfonyl-N-[[(2S)-oxolan-2-yl]methyl]benzamide
—— (2S,3S,6R)-N,N,2-trimethyl-6-pyrimidin-2-ylsulfanyloxan-3-amine —— C12H19N3OS
(2S,3S,6R)-N,N,2-trimethyl-6-pyrimidin-2-ylsulfanyloxan-3-amine
—— O-[(1R,2R,4R)-5,5-dimethyl-7-oxo-2-bicyclo[2.2.2]octanyl] methylsulfanylmethanethioate —— C12H18O2S2
O-[(1R,2R,4R)-5,5-dimethyl-7-oxo-2-bicyclo[2.2.2]octanyl] methylsulfanylmethanethioate
—— O-[(1R,2R,4S)-5,5-dimethyl-7-oxo-2-bicyclo[2.2.2]octanyl] methylsulfanylmethanethioate —— C12H18O2S2
O-[(1R,2R,4S)-5,5-dimethyl-7-oxo-2-bicyclo[2.2.2]octanyl] methylsulfanylmethanethioate
—— (1'S,2'R,5'S)-2'-[(N-methyl-S-phenylsulfonimidoyl)methyl]spiro[1,3-dithiolane-2,9'-bicyclo[3.2.2]nona-3,6-diene]-2'-ol —— C19H23NO2S3
(1'S,2'R,5'S)-2'-[(N-methyl-S-phenylsulfonimidoyl)methyl]spiro[1,3-dithiolane-2,9'-bicyclo[3.2.2]nona-3,6-diene]-2'-ol
—— (1'S,2'R,5'S)-2'-[(N-methyl-S-phenylsulfonimidoyl)methyl]spiro[1,3-dithiolane-2,9'-bicyclo[3.2.2]nona-3,6-diene]-2'-ol —— C19H23NO2S3
(1'S,2'R,5'S)-2'-[(N-methyl-S-phenylsulfonimidoyl)methyl]spiro[1,3-dithiolane-2,9'-bicyclo[3.2.2]nona-3,6-diene]-2'-ol
—— O-[(1S,7S)-4-tricyclo[5.3.1.02,6]undec-2(6)-enyl] methylsulfanylmethanethioate —— C13H18OS2
O-[(1S,7S)-4-tricyclo[5.3.1.02,6]undec-2(6)-enyl] methylsulfanylmethanethioate
—— 3-hydroxy-2-[(1R)-1-phenylsulfanylethyl]cyclohex-2-en-1-one —— C14H16O2S
3-hydroxy-2-[(1R)-1-phenylsulfanylethyl]cyclohex-2-en-1-one
—— O-[(1R,7R)-4-tricyclo[5.3.1.02,6]undec-2(6)-enyl] methylsulfanylmethanethioate —— C13H18OS2
O-[(1R,7R)-4-tricyclo[5.3.1.02,6]undec-2(6)-enyl] methylsulfanylmethanethioate
—— 3-hydroxy-2-[(1S)-2-methyl-1-phenylsulfanylpropyl]cyclopent-2-en-1-one —— C15H18O2S
3-hydroxy-2-[(1S)-2-methyl-1-phenylsulfanylpropyl]cyclopent-2-en-1-one
—— (1R,4R,5S,7S)-1-ethenyl-7-phenylsulfanyl-4-propan-2-ylbicyclo[3.1.1]heptan-6-one —— C18H22OS
(1R,4R,5S,7S)-1-ethenyl-7-phenylsulfanyl-4-propan-2-ylbicyclo[3.1.1]heptan-6-one
—— 3-hydroxy-2-[(1S)-1-phenylsulfanylbutyl]cyclopent-2-en-1-one —— C15H18O2S
3-hydroxy-2-[(1S)-1-phenylsulfanylbutyl]cyclopent-2-en-1-one
—— (1'S,2'S,5'S)-2'-[(N-methyl-S-phenylsulfonimidoyl)methyl]spiro[1,3-dithiolane-2,9'-bicyclo[3.2.2]nona-3,6-diene]-2'-ol —— C19H23NO2S3
(1'S,2'S,5'S)-2'-[(N-methyl-S-phenylsulfonimidoyl)methyl]spiro[1,3-dithiolane-2,9'-bicyclo[3.2.2]nona-3,6-diene]-2'-ol
—— (1'S,2'S,5'S)-2'-[(N-methyl-S-phenylsulfonimidoyl)methyl]spiro[1,3-dithiolane-2,9'-bicyclo[3.2.2]nona-3,6-diene]-2'-ol —— C19H23NO2S3
(1'S,2'S,5'S)-2'-[(N-methyl-S-phenylsulfonimidoyl)methyl]spiro[1,3-dithiolane-2,9'-bicyclo[3.2.2]nona-3,6-diene]-2'-ol
—— (1S,4S,5S,7S)-1-ethenyl-7-phenylsulfanyl-4-propan-2-ylbicyclo[3.1.1]heptan-6-one —— C18H22OS
(1S,4S,5S,7S)-1-ethenyl-7-phenylsulfanyl-4-propan-2-ylbicyclo[3.1.1]heptan-6-one
—— (1'R,5'S)-spiro[1,3-dithiolane-2,9'-bicyclo[3.2.2]non-6-ene]-2'-one —— C11H14OS2
(1'R,5'S)-spiro[1,3-dithiolane-2,9'-bicyclo[3.2.2]non-6-ene]-2'-one
—— (1S,4R,5S,7S)-1-ethenyl-7-phenylsulfanyl-4-propan-2-ylbicyclo[3.1.1]heptan-6-one —— C18H22OS
(1S,4R,5S,7S)-1-ethenyl-7-phenylsulfanyl-4-propan-2-ylbicyclo[3.1.1]heptan-6-one
—— (1R,4S,5S,7S)-1-ethenyl-7-phenylsulfanyl-4-propan-2-ylbicyclo[3.1.1]heptan-6-one —— C18H22OS
(1R,4S,5S,7S)-1-ethenyl-7-phenylsulfanyl-4-propan-2-ylbicyclo[3.1.1]heptan-6-one
—— 3-hydroxy-2-[(1R)-2-methyl-1-phenylsulfanylpropyl]cyclopent-2-en-1-one —— C15H18O2S
3-hydroxy-2-[(1R)-2-methyl-1-phenylsulfanylpropyl]cyclopent-2-en-1-one
—— 3-hydroxy-2-[(1R)-1-phenylsulfanylbutyl]cyclopent-2-en-1-one —— C15H18O2S
3-hydroxy-2-[(1R)-1-phenylsulfanylbutyl]cyclopent-2-en-1-one
—— 3-hydroxy-2-[(1S)-1-phenylsulfanylethyl]cyclohex-2-en-1-one —— C14H16O2S
3-hydroxy-2-[(1S)-1-phenylsulfanylethyl]cyclohex-2-en-1-one
—— (NE)-N-[(1S,2R,5R)-2-[4-(difluoromethyl)-6-methylpyrimidin-2-yl]sulfanyl-6,8-dioxabicyclo[3.2.1]octan-4-ylidene]hydroxylamine —— C12H13F2N3O3S
(NE)-N-[(1S,2R,5R)-2-[4-(difluoromethyl)-6-methylpyrimidin-2-yl]sulfanyl-6,8-dioxabicyclo[3.2.1]octan-4-ylidene]hydroxylamine
—— (2R)-N-[[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]methyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-propan-2-ylpropanamide —— C17H26N4OS
(2R)-N-[[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]methyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-propan-2-ylpropanamide
—— (2R)-N-[[(1R,2S,4S)-2-bicyclo[2.2.1]hept-5-enyl]methyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-propan-2-ylpropanamide —— C17H26N4OS
(2R)-N-[[(1R,2S,4S)-2-bicyclo[2.2.1]hept-5-enyl]methyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-propan-2-ylpropanamide
—— (3'aR)-spiro[1,3-dithiane-2,4'-2,3,3a,5-tetrahydropentalene]-1'-one —— C11H14OS2
(3'aR)-spiro[1,3-dithiane-2,4'-2,3,3a,5-tetrahydropentalene]-1'-one
—— (1'R,5'S)-spiro[1,3-dithiane-2,2'-bicyclo[3.2.1]oct-3-ene]-6'-one —— C11H14OS2
(1'R,5'S)-spiro[1,3-dithiane-2,2'-bicyclo[3.2.1]oct-3-ene]-6'-one
—— (1R,4R,6R,9R)-5,12-bis(2-phenylsulfanylethyl)tetracyclo[7.2.1.04,11.06,10]dodeca-2,7-diene —— C28H30S2
(1R,4R,6R,9R)-5,12-bis(2-phenylsulfanylethyl)tetracyclo[7.2.1.04,11.06,10]dodeca-2,7-diene
—— (1E)-N,N-dimethyl-2,4-bis(methylsulfonyl)cycloocta-1,3-dien-1-amine —— C12H21NO4S2
(1E)-N,N-dimethyl-2,4-bis(methylsulfonyl)cycloocta-1,3-dien-1-amine
—— (1R,6R)-8-methylsulfanyl-7-azabicyclo[4.2.2]deca-2,4,7,9-tetraene —— C10H11NS
(1R,6R)-8-methylsulfanyl-7-azabicyclo[4.2.2]deca-2,4,7,9-tetraene
—— (1E,3Z)-N,N-dimethyl-2,4-bis(methylsulfonyl)cycloocta-1,3-dien-1-amine —— C12H21NO4S2
(1E,3Z)-N,N-dimethyl-2,4-bis(methylsulfonyl)cycloocta-1,3-dien-1-amine
—— methyl (1R,3S,6S)-3-(4-chlorophenyl)sulfanyl-2,4-dioxo-6-phenylcyclohexane-1-carboxylate —— C20H17ClO4S
methyl (1R,3S,6S)-3-(4-chlorophenyl)sulfanyl-2,4-dioxo-6-phenylcyclohexane-1-carboxylate
—— methyl (1S,3S,6S)-3-(4-chlorophenyl)sulfanyl-2,4-dioxo-6-phenylcyclohexane-1-carboxylate —— C20H17ClO4S
methyl (1S,3S,6S)-3-(4-chlorophenyl)sulfanyl-2,4-dioxo-6-phenylcyclohexane-1-carboxylate
—— methyl (1R,3S,6R)-3-(4-chlorophenyl)sulfanyl-2,4-dioxo-6-phenylcyclohexane-1-carboxylate —— C20H17ClO4S
methyl (1R,3S,6R)-3-(4-chlorophenyl)sulfanyl-2,4-dioxo-6-phenylcyclohexane-1-carboxylate
—— [2-oxo-2-[(1S,5S)-1,3,3-trimethyl-6-azabicyclo[3.2.1]octan-6-yl]ethyl] 2-(2-cyanophenyl)sulfanylbenzoate —— C26H28N2O3S
[2-oxo-2-[(1S,5S)-1,3,3-trimethyl-6-azabicyclo[3.2.1]octan-6-yl]ethyl] 2-(2-cyanophenyl)sulfanylbenzoate
—— (1R,5R)-6,6-dimethyl-3-[2-(2-methylprop-2-enylsulfanyl)ethyl]bicyclo[3.1.1]hept-2-ene —— C15H24S
(1R,5R)-6,6-dimethyl-3-[2-(2-methylprop-2-enylsulfanyl)ethyl]bicyclo[3.1.1]hept-2-ene
—— (1S,5S)-6,6-dimethyl-3-[2-(2-methylprop-2-enylsulfanyl)ethyl]bicyclo[3.1.1]hept-2-ene —— C15H24S
(1S,5S)-6,6-dimethyl-3-[2-(2-methylprop-2-enylsulfanyl)ethyl]bicyclo[3.1.1]hept-2-ene