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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-[(4-amino-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2-fluorophenyl)methyl]acetamide —— C12H14FN5OS
2-[(4-amino-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2-fluorophenyl)methyl]acetamide
—— 2-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(R)-phenyl(thiophen-2-yl)methyl]acetamide —— C16H14F3N5OS2
2-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(R)-phenyl(thiophen-2-yl)methyl]acetamide
—— 2-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(4-methylphenyl)methyl]-N-propylacetamide —— C16H20F3N5OS
2-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(4-methylphenyl)methyl]-N-propylacetamide
—— 2-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[2-(2-methylphenyl)ethyl]acetamide —— C14H16F3N5OS
2-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[2-(2-methylphenyl)ethyl]acetamide
—— 2-[(4-amino-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-phenylethyl)-N-(thiophen-2-ylmethyl)acetamide —— C18H21N5OS2
2-[(4-amino-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-phenylethyl)-N-(thiophen-2-ylmethyl)acetamide
—— 2-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-cyclopropylethyl]acetamide —— C10H14F3N5OS
2-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-cyclopropylethyl]acetamide
—— 2-[(4-amino-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(5-methylthiophen-2-yl)methyl]-N-(2-phenylethyl)acetamide —— C19H23N5OS2
2-[(4-amino-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(5-methylthiophen-2-yl)methyl]-N-(2-phenylethyl)acetamide
—— 2-[(4-amino-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(2-fluorophenyl)ethyl]acetamide —— C13H16FN5OS
2-[(4-amino-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(2-fluorophenyl)ethyl]acetamide
—— 2-[(4-amino-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(R)-(4-fluorophenyl)-thiophen-2-ylmethyl]acetamide —— C16H16FN5OS2
2-[(4-amino-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(R)-(4-fluorophenyl)-thiophen-2-ylmethyl]acetamide
—— 2-[(4-amino-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-cyclopropylethyl]acetamide —— C10H17N5OS
2-[(4-amino-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-cyclopropylethyl]acetamide
—— 2-[(4-amino-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(5-bromothiophen-2-yl)methyl]-N-prop-2-enylacetamide —— C13H16BrN5OS2
2-[(4-amino-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(5-bromothiophen-2-yl)methyl]-N-prop-2-enylacetamide
—— 3-[[5-(Furan-2-yl)-1,2-oxazol-3-yl]methylsulfanyl]-5-methyl-1,2,4-triazol-4-amine —— C11H11N5O2S
3-[[5-(Furan-2-yl)-1,2-oxazol-3-yl]methylsulfanyl]-5-methyl-1,2,4-triazol-4-amine
—— 1-(5-methylthiophen-2-yl)-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)ethanone —— C14H17N3OS2
1-(5-methylthiophen-2-yl)-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)ethanone
—— 4-[4-Benzyl-5-[(1-propyltetrazol-5-yl)methylsulfanyl]-1,2,4-triazol-3-yl]morpholine —— C18H24N8OS
4-[4-Benzyl-5-[(1-propyltetrazol-5-yl)methylsulfanyl]-1,2,4-triazol-3-yl]morpholine
—— 2-(2,5-difluorophenyl)sulfanyl-N-[(1R)-1-(furan-2-yl)ethyl]acetamide —— C14H13F2NO2S
2-(2,5-difluorophenyl)sulfanyl-N-[(1R)-1-(furan-2-yl)ethyl]acetamide
—— N-benzyl-2-(2,5-difluorophenyl)sulfanyl-N-[(3R)-1,1-dioxo-2,3-dihydrothiophen-3-yl]acetamide —— C19H17F2NO3S2
N-benzyl-2-(2,5-difluorophenyl)sulfanyl-N-[(3R)-1,1-dioxo-2,3-dihydrothiophen-3-yl]acetamide
—— [2-[Methyl-[(4-methylsulfanylphenyl)methyl]amino]-2-oxoethyl] 2-(4-hydroxyphenyl)acetate —— C19H21NO4S
[2-[Methyl-[(4-methylsulfanylphenyl)methyl]amino]-2-oxoethyl] 2-(4-hydroxyphenyl)acetate
—— [(2R)-1-oxo-1-(2-phenylsulfanylanilino)propan-2-yl] 2-fluorobenzoate —— C22H18FNO3S
[(2R)-1-oxo-1-(2-phenylsulfanylanilino)propan-2-yl] 2-fluorobenzoate
—— [(2R)-1-oxo-1-(2-phenylsulfanylanilino)propan-2-yl] cyclopropanecarboxylate —— C19H19NO3S
[(2R)-1-oxo-1-(2-phenylsulfanylanilino)propan-2-yl] cyclopropanecarboxylate
—— (2S)-N-[(2-chlorophenyl)methyl]-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C15H18ClN3OS3
(2S)-N-[(2-chlorophenyl)methyl]-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-[(4-fluorophenyl)methyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylpropanamide —— C15H15FN2O2S
(2S)-N-[(4-fluorophenyl)methyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylpropanamide
—— methyl N-[(2S)-2-[(4-amino-5-benzylsulfanyl-1,2,4-triazol-3-yl)sulfanyl]propanoyl]carbamate —— C14H17N5O3S2
methyl N-[(2S)-2-[(4-amino-5-benzylsulfanyl-1,2,4-triazol-3-yl)sulfanyl]propanoyl]carbamate
—— (2R)-N-[(2-chlorophenyl)methyl]-2-[[4-(3-methoxypropyl)-5-oxo-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C16H21ClN4O3S
(2R)-N-[(2-chlorophenyl)methyl]-2-[[4-(3-methoxypropyl)-5-oxo-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2S)-N-cycloheptyl-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C20H28N4O2S
(2S)-N-cycloheptyl-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2R)-N-[(4-fluorophenyl)methyl]-2-[[4-(3-methoxypropyl)-5-oxo-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C16H21FN4O3S
(2R)-N-[(4-fluorophenyl)methyl]-2-[[4-(3-methoxypropyl)-5-oxo-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— 4-(2-phenylethyl)-3-[(3-thiophen-3-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1H-1,2,4-triazol-5-one —— C17H15N5O2S2
4-(2-phenylethyl)-3-[(3-thiophen-3-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1H-1,2,4-triazol-5-one
—— (2S)-N-cycloheptyl-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C17H28N4O3S
(2S)-N-cycloheptyl-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2R)-N-cycloheptyl-2-[[4-(3-methoxypropyl)-5-oxo-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C16H28N4O3S
(2R)-N-cycloheptyl-2-[[4-(3-methoxypropyl)-5-oxo-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2S)-2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(4-fluorophenyl)methyl]propanamide —— C20H21FN4OS
(2S)-2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(4-fluorophenyl)methyl]propanamide
—— (2S)-2-[[5-(2-amino-2-oxoethyl)sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-cycloheptylpropanamide —— C14H22N4O2S3
(2S)-2-[[5-(2-amino-2-oxoethyl)sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-cycloheptylpropanamide
—— (2R)-N-(1-cyanocyclohexyl)-N-methyl-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C21H27N5O2S
(2R)-N-(1-cyanocyclohexyl)-N-methyl-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2R)-2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2-chlorophenyl)methyl]propanamide —— C20H21ClN4OS
(2R)-2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2-chlorophenyl)methyl]propanamide
—— (2R)-N-prop-2-enyl-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C13H14N4O2S
(2R)-N-prop-2-enyl-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C15H18N4O4S2
(2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2S)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(4-methylphenyl)methyl]propanamide —— C22H26N4OS
(2S)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(4-methylphenyl)methyl]propanamide
—— (2S)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(4-fluorophenyl)methyl]propanamide —— C21H23FN4OS
(2S)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(4-fluorophenyl)methyl]propanamide
—— (2S)-N-(2-methylpropyl)-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C14H18N4O2S
(2S)-N-(2-methylpropyl)-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C16H20N4O4S2
(2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-[(2-chlorophenyl)methyl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C17H15ClN4O2S
(2S)-N-[(2-chlorophenyl)methyl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— 2-[(5-Benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanylmethyl]-7-methyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C18H18N6OS2
2-[(5-Benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanylmethyl]-7-methyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— (2S)-2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-prop-2-enylpropanamide —— C16H20N4OS
(2S)-2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-prop-2-enylpropanamide
—— (2R)-N-benzyl-N-tert-butyl-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C21H24N4O2S
(2R)-N-benzyl-N-tert-butyl-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2S)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[(2-chlorophenyl)methyl]propanamide —— C19H18ClN3O2S
(2S)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[(2-chlorophenyl)methyl]propanamide
—— (2S)-1-(azepan-1-yl)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one —— C17H20FN3O2S
(2S)-1-(azepan-1-yl)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one
—— (2S)-2-[[4-(4-chlorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-di(propan-2-yl)propanamide —— C17H22ClN3OS3
(2S)-2-[[4-(4-chlorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-di(propan-2-yl)propanamide
—— methyl N-[(2S)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoyl]carbamate —— C14H15N3O4S
methyl N-[(2S)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoyl]carbamate
—— (2R)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(4-methylphenyl)methyl]propanamide —— C19H18FN3O2S
(2R)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(4-methylphenyl)methyl]propanamide
—— (2R)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-prop-2-enylpropanamide —— C15H17N3O2S
(2R)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-prop-2-enylpropanamide
—— (2S)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[(4-methylphenyl)methyl]propanamide —— C20H21N3O2S
(2S)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[(4-methylphenyl)methyl]propanamide
—— (2S)-N-(1-cyanocyclohexyl)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylpropanamide —— C19H21FN4O2S
(2S)-N-(1-cyanocyclohexyl)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylpropanamide