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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
—— (2S)-N-butyl-2-ethylhexanethioamide —— C12H25NS
(2S)-N-butyl-2-ethylhexanethioamide
—— (2S)-N-cyclohexyl-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C16H21N3O3S
(2S)-N-cyclohexyl-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-cyclohexyl-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C14H24N4O2S
(2S)-N-cyclohexyl-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— N-cyclohexyl-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C15H24N4O3S
N-cyclohexyl-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— ethyl 2-[2-[(2R)-1-(benzylamino)-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate —— C17H20N2O3S2
ethyl 2-[2-[(2R)-1-(benzylamino)-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate
—— (2S)-N-cyclohexyl-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C17H24N4O2S
(2S)-N-cyclohexyl-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— 2-(3-cyano-4,5,6-trimethylpyridin-2-yl)sulfanyl-N-[(1S)-1-cyclopropylethyl]-N-(2,2,2-trifluoroethyl)acetamide —— C18H22F3N3OS
2-(3-cyano-4,5,6-trimethylpyridin-2-yl)sulfanyl-N-[(1S)-1-cyclopropylethyl]-N-(2,2,2-trifluoroethyl)acetamide
—— (2S)-N-(cyclohexylmethyl)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C20H27N3O2S
(2S)-N-(cyclohexylmethyl)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— 2-(3-cyano-4,5,6-trimethylpyridin-2-yl)sulfanyl-N-[(1R)-1-cyclopropylethyl]-N-(2,2,2-trifluoroethyl)acetamide —— C18H22F3N3OS
2-(3-cyano-4,5,6-trimethylpyridin-2-yl)sulfanyl-N-[(1R)-1-cyclopropylethyl]-N-(2,2,2-trifluoroethyl)acetamide
—— [(2R)-1-[2-(4-fluorophenyl)ethylamino]-1-oxopropan-2-yl] 2-phenylsulfanylacetate —— C19H20FNO3S
[(2R)-1-[2-(4-fluorophenyl)ethylamino]-1-oxopropan-2-yl] 2-phenylsulfanylacetate
—— (6R)-6-ethyl-[1,3]dithiolo[4,5-b][1,4]dithiine-2,5-dione —— C7H6O2S4
(6R)-6-ethyl-[1,3]dithiolo[4,5-b][1,4]dithiine-2,5-dione
—— N-[(Z)-1-(2-chlorophenyl)ethylideneamino]-2-[[5-[(4-methylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C20H19ClN4OS3
N-[(Z)-1-(2-chlorophenyl)ethylideneamino]-2-[[5-[(4-methylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 4-(6,8-dimethyl-2-oxopyrido[2,3-b][1,4]thiazin-1-yl)-N-[3-[(3S,5R)-3,5-dimethylpiperidin-1-yl]propyl]butanamide —— C23H36N4O2S
4-(6,8-dimethyl-2-oxopyrido[2,3-b][1,4]thiazin-1-yl)-N-[3-[(3S,5R)-3,5-dimethylpiperidin-1-yl]propyl]butanamide
—— N-[(1R,2R,3R)-2,3-dimethylcyclohexyl]-4-(2-oxopyrido[2,3-b][1,4]thiazin-1-yl)butanamide —— C19H27N3O2S
N-[(1R,2R,3R)-2,3-dimethylcyclohexyl]-4-(2-oxopyrido[2,3-b][1,4]thiazin-1-yl)butanamide
—— (1S)-2-(1-methylimidazol-2-yl)sulfanyl-1-(4-methylphenyl)ethanol —— C13H16N2OS
(1S)-2-(1-methylimidazol-2-yl)sulfanyl-1-(4-methylphenyl)ethanol
—— (1S)-1-(4-methylphenyl)-2-(4-methylsulfanylphenyl)-1,5,6,7-tetrahydropyrazolo[1,2-a][1,2,4]triazol-3-one —— C19H21N3OS
(1S)-1-(4-methylphenyl)-2-(4-methylsulfanylphenyl)-1,5,6,7-tetrahydropyrazolo[1,2-a][1,2,4]triazol-3-one
—— tert-butyl N-[(1R,2R)-2-methyl-1-(5-methylsulfanyl-1,3,4-oxadiazol-2-yl)butyl]carbamate —— C13H23N3O3S
tert-butyl N-[(1R,2R)-2-methyl-1-(5-methylsulfanyl-1,3,4-oxadiazol-2-yl)butyl]carbamate
—— tert-butyl N-[(1R)-1-[5-[(2-chloro-6-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-2-methylpropyl]carbamate —— C18H23ClFN3O3S
tert-butyl N-[(1R)-1-[5-[(2-chloro-6-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-2-methylpropyl]carbamate
—— (2S)-3-(2-aminophenyl)sulfanyl-1,1,1-trifluoropropan-2-ol —— C9H10F3NOS
(2S)-3-(2-aminophenyl)sulfanyl-1,1,1-trifluoropropan-2-ol
—— (2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C11H12N4OS2
(2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— 2-(4,6-diaminopyrimidin-2-yl)sulfanyl-N-[(1R,2R,3S)-2,3-dimethylcyclohexyl]acetamide —— C14H23N5OS
2-(4,6-diaminopyrimidin-2-yl)sulfanyl-N-[(1R,2R,3S)-2,3-dimethylcyclohexyl]acetamide
—— (2S)-N-cyclohexyl-N-ethyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C19H25N3OS3
(2S)-N-cyclohexyl-N-ethyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-benzyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C18H17N3OS3
(2S)-N-benzyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— 2-[(6-amino-4-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[(2R)-3-methylbutan-2-yl]acetamide —— C11H18N4O2S
2-[(6-amino-4-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[(2R)-3-methylbutan-2-yl]acetamide
—— [(4S)-4-carbamimidoylsulfanylpentyl] carbamimidothioate —— C7H16N4S2
[(4S)-4-carbamimidoylsulfanylpentyl] carbamimidothioate
—— (E)-[(3Z)-3-hydrazinylidene-1-[(S)-methylsulfinyl]-4-[(R)-methylsulfinyl]butan-2-ylidene]hydrazine —— C6H14N4O2S2
(E)-[(3Z)-3-hydrazinylidene-1-[(S)-methylsulfinyl]-4-[(R)-methylsulfinyl]butan-2-ylidene]hydrazine
—— (1R)-2-[(2-methylsulfanylpyrimidin-4-yl)amino]-1-phenylethanol —— C13H15N3OS
(1R)-2-[(2-methylsulfanylpyrimidin-4-yl)amino]-1-phenylethanol
—— tert-butyl N-[(1R)-1-(5-benzylsulfanyl-1,3,4-oxadiazol-2-yl)ethyl]carbamate —— C16H21N3O3S
tert-butyl N-[(1R)-1-(5-benzylsulfanyl-1,3,4-oxadiazol-2-yl)ethyl]carbamate
—— tert-butyl N-[(1R)-1-[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]ethyl]carbamate —— C16H20ClN3O3S
tert-butyl N-[(1R)-1-[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]ethyl]carbamate
—— (3R)-7-[(3,5-dimethylphenyl)methyl]-3-ethoxy-6-ethyl-2,3-dihydro-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C19H24N2O2S
(3R)-7-[(3,5-dimethylphenyl)methyl]-3-ethoxy-6-ethyl-2,3-dihydro-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— tert-butyl N-[(1R,2S)-2-methyl-1-[5-[(2-methylphenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]butyl]carbamate —— C20H29N3O3S
tert-butyl N-[(1R,2S)-2-methyl-1-[5-[(2-methylphenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]butyl]carbamate
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(Z)-(4-bromophenyl)methylideneamino]acetamide —— C11H10BrN5OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(Z)-(4-bromophenyl)methylideneamino]acetamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(Z)-furan-2-ylmethylideneamino]acetamide —— C9H9N5O2S2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(Z)-furan-2-ylmethylideneamino]acetamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(Z)-thiophen-2-ylmethylideneamino]acetamide —— C9H9N5OS3
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(Z)-thiophen-2-ylmethylideneamino]acetamide
—— (2R)-N-benzyl-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C18H16ClN3O2S
(2R)-N-benzyl-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (3aR,6aS)-3a,6a-dimethyl-3,6-bis(phenylsulfanyl)-1,4-dihydropentalene —— C22H22S2
(3aR,6aS)-3a,6a-dimethyl-3,6-bis(phenylsulfanyl)-1,4-dihydropentalene
—— tert-butyl N-[(1R)-1-[5-[(2-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-3-methylsulfanylpropyl]carbamate —— C18H24FN3O3S2
tert-butyl N-[(1R)-1-[5-[(2-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-3-methylsulfanylpropyl]carbamate
—— (2S)-3-oxo-1-benzothiophene-2-carboxylic acid —— C9H6O3S
(2S)-3-oxo-1-benzothiophene-2-carboxylic acid
—— (2S)-N-[(2S)-4-phenylbutan-2-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C21H23N3O2S
(2S)-N-[(2S)-4-phenylbutan-2-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2S)-1-methanesulfonylpropan-2-ol —— C4H10O3S
(2S)-1-methanesulfonylpropan-2-ol
—— (2R)-2-[(2R)-1-hydroxypropan-2-yl]sulfanylpropan-1-ol —— C6H14O2S
(2R)-2-[(2R)-1-hydroxypropan-2-yl]sulfanylpropan-1-ol
—— 4-[[(1R)-4-methylsulfanylcyclohexa-2,4-dien-1-yl]methyl]-5-(trifluoromethyl)pyrazol-3-one —— C12H11F3N2OS
4-[[(1R)-4-methylsulfanylcyclohexa-2,4-dien-1-yl]methyl]-5-(trifluoromethyl)pyrazol-3-one
—— (5R)-1-benzyl-5-(3-ethylsulfanyl-1H-1,2,4-triazol-5-yl)pyrrolidin-2-one —— C15H18N4OS
(5R)-1-benzyl-5-(3-ethylsulfanyl-1H-1,2,4-triazol-5-yl)pyrrolidin-2-one
—— 2-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-1-methoxypropan-2-yl]acetamide —— C9H14F3N5O2S
2-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-1-methoxypropan-2-yl]acetamide
—— (3'aS,7'aR)-spiro[1,3-dithiolane-2,3'-3a,4,5,6,7,7a-hexahydro-1H-indene]-2'-one —— C11H16OS2
(3'aS,7'aR)-spiro[1,3-dithiolane-2,3'-3a,4,5,6,7,7a-hexahydro-1H-indene]-2'-one
—— [(2R)-2-methylbutoxy]methanedithioic acid —— C6H12OS2
[(2R)-2-methylbutoxy]methanedithioic acid
—— (3S)-3-phenylsulfanylthiolane 1,1-dioxide —— C10H12O2S2
(3S)-3-phenylsulfanylthiolane 1,1-dioxide
—— N-[(1S)-1-(4-chlorophenyl)ethyl]-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C17H17ClN4O2S
N-[(1S)-1-(4-chlorophenyl)ethyl]-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— ethyl 2-[(S)-tert-butylsulfinyl]acetate —— C8H16O3S
ethyl 2-[(S)-tert-butylsulfinyl]acetate
—— 1-[(R)-[(S)-hexylsulfinyl]sulfinyl]hexane —— C12H26O2S2
1-[(R)-[(S)-hexylsulfinyl]sulfinyl]hexane