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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,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
—— (2R)-3-(dodecylsulfanylmethylsulfonyl)-2-methylpropanamide —— C17H35NO3S2
(2R)-3-(dodecylsulfanylmethylsulfonyl)-2-methylpropanamide
—— 4-(2-oxopyrido[2,3-b][1,4]thiazin-1-yl)-N-propan-2-ylbutanamide —— C14H19N3O2S
4-(2-oxopyrido[2,3-b][1,4]thiazin-1-yl)-N-propan-2-ylbutanamide
—— 6,8-dimethyl-1-(3-methylbenzyl)-1H-pyrido[2,3-b][1,4]thiazin-2(3H)-one —— C17H18N2OS
6,8-dimethyl-1-(3-methylbenzyl)-1H-pyrido[2,3-b][1,4]thiazin-2(3H)-one
—— 2-((6-(pyridin-4-yl)pyridazin-3-yl)thio)-N-((tetrahydrofuran-2-yl)methyl)acetamide —— C16H18N4O2S
2-((6-(pyridin-4-yl)pyridazin-3-yl)thio)-N-((tetrahydrofuran-2-yl)methyl)acetamide
—— 2-(2-methylanilino)-N-[(Z)-[5-[5-[(Z)-[[2-(2-methylanilino)acetyl]hydrazinylidene]methyl]furan-2-yl]sulfanylfuran-2-yl]methylideneamino]acetamide —— C28H28N6O4S
2-(2-methylanilino)-N-[(Z)-[5-[5-[(Z)-[[2-(2-methylanilino)acetyl]hydrazinylidene]methyl]furan-2-yl]sulfanylfuran-2-yl]methylideneamino]acetamide
—— (4-phenyl-3,6-dihydro-2H-pyridin-1-yl)-[(1'S,5'S)-spiro[1,3-dithiolane-2,8'-bicyclo[3.2.1]octane]-3'-yl]methanone —— C22H27NOS2
(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)-[(1'S,5'S)-spiro[1,3-dithiolane-2,8'-bicyclo[3.2.1]octane]-3'-yl]methanone
—— 5-[[5-(1H-benzimidazol-2-ylthio)-2-furanyl]methylidene]-3-propan-2-ylthiazolidine-2,4-dione —— C18H15N3O3S2
5-[[5-(1H-benzimidazol-2-ylthio)-2-furanyl]methylidene]-3-propan-2-ylthiazolidine-2,4-dione
—— (4-phenyl-3,6-dihydro-2H-pyridin-1-yl)-[(1'R,5'R)-spiro[1,3-dithiolane-2,8'-bicyclo[3.2.1]octane]-3'-yl]methanone —— C22H27NOS2
(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)-[(1'R,5'R)-spiro[1,3-dithiolane-2,8'-bicyclo[3.2.1]octane]-3'-yl]methanone
—— N-[3-(1,3-benzothiazol-2-ylsulfanyl)-4-hydroxyphenyl]benzenesulfonamide —— C19H14N2O3S3
N-[3-(1,3-benzothiazol-2-ylsulfanyl)-4-hydroxyphenyl]benzenesulfonamide
—— N-Cyclohexyl-2-({4-oxo-3H,4H,5H,6H,7H-cyclopenta[D]pyrimidin-2-YL}sulfanyl)butanamide —— C17H25N3O2S
N-Cyclohexyl-2-({4-oxo-3H,4H,5H,6H,7H-cyclopenta[D]pyrimidin-2-YL}sulfanyl)butanamide
—— (4R)-5-methyl-4-(2,3,4,5,6-pentafluorophenyl)sulfanyl-2-phenyl-4H-pyrazol-3-one —— C16H9F5N2OS
(4R)-5-methyl-4-(2,3,4,5,6-pentafluorophenyl)sulfanyl-2-phenyl-4H-pyrazol-3-one
—— (4S)-5-methyl-4-[(5-methyl-1H-1,2,4-triazol-3-yl)sulfanyl]-2-phenyl-4H-pyrazol-3-one —— C13H13N5OS
(4S)-5-methyl-4-[(5-methyl-1H-1,2,4-triazol-3-yl)sulfanyl]-2-phenyl-4H-pyrazol-3-one
—— 4-bromo-N-(3,4,4-trichloro-2-nitro-1-phenylsulfanylbuta-1,3-dienyl)aniline —— C16H10BrCl3N2O2S
4-bromo-N-(3,4,4-trichloro-2-nitro-1-phenylsulfanylbuta-1,3-dienyl)aniline
—— 6-(Furan-2-ylmethyl)-5-methylsulfanyl-3-(2-phenylethyl)-2-sulfanylidene-[1,3]thiazolo[4,5-d]pyrimidin-7-one —— C19H17N3O2S3
6-(Furan-2-ylmethyl)-5-methylsulfanyl-3-(2-phenylethyl)-2-sulfanylidene-[1,3]thiazolo[4,5-d]pyrimidin-7-one
—— 4-(4-Phenylsulfanyl-6-prop-2-enoxy-1,3,5-triazin-2-yl)morpholine —— C16H18N4O2S
4-(4-Phenylsulfanyl-6-prop-2-enoxy-1,3,5-triazin-2-yl)morpholine
—— 2-[(4-Bromophenyl)sulfanyl]-N-[3-(morpholin-4-YL)propyl]-5-(morpholine-4-sulfonyl)benzamide —— C24H30BrN3O5S2
2-[(4-Bromophenyl)sulfanyl]-N-[3-(morpholin-4-YL)propyl]-5-(morpholine-4-sulfonyl)benzamide
—— (5-Aminotetrazol-1-yl)-methyl-[(4-methylsulfanylphenyl)methylidene]azanium —— C10H13N6S+
(5-Aminotetrazol-1-yl)-methyl-[(4-methylsulfanylphenyl)methylidene]azanium
—— 2-[(pyridin-4-ylmethylamino)methylidene]-1-benzothiophen-3-one —— C15H12N2OS
2-[(pyridin-4-ylmethylamino)methylidene]-1-benzothiophen-3-one
—— 1-[(3R,5R)-3,5-dimethyl-1-adamantyl]-3-prop-2-enylthiourea —— C16H26N2S
1-[(3R,5R)-3,5-dimethyl-1-adamantyl]-3-prop-2-enylthiourea
—— 1-[(3R,5R)-3,5-dimethyl-1-adamantyl]-3-(2-methylprop-2-enyl)thiourea —— C17H28N2S
1-[(3R,5R)-3,5-dimethyl-1-adamantyl]-3-(2-methylprop-2-enyl)thiourea
—— 1-[(3S,5S)-3,5-dimethyl-1-adamantyl]-3-(2-methylprop-2-enyl)thiourea —— C17H28N2S
1-[(3S,5S)-3,5-dimethyl-1-adamantyl]-3-(2-methylprop-2-enyl)thiourea
—— 1-[(3S,5S)-3,5-dimethyl-1-adamantyl]-3-prop-2-enylthiourea —— C16H26N2S
1-[(3S,5S)-3,5-dimethyl-1-adamantyl]-3-prop-2-enylthiourea
—— (NE)-N-[(4E,8E,12S)-12-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]cyclododeca-4,8-dien-1-ylidene]hydroxylamine —— C15H21N3OS2
(NE)-N-[(4E,8E,12S)-12-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]cyclododeca-4,8-dien-1-ylidene]hydroxylamine
—— (NE)-N-[(8R)-8-(1H-1,2,4-triazol-5-ylsulfanyl)cyclooct-4-en-1-ylidene]hydroxylamine —— C10H14N4OS
(NE)-N-[(8R)-8-(1H-1,2,4-triazol-5-ylsulfanyl)cyclooct-4-en-1-ylidene]hydroxylamine