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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
—— 5-[[1-(difluoromethyl)imidazol-2-yl]methylsulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine —— C12H15F2N5OS2
5-[[1-(difluoromethyl)imidazol-2-yl]methylsulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine
—— 2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[4-[(1R)-1-phenylethyl]piperazin-1-yl]ethanone —— C22H23FN4O2S
2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[4-[(1R)-1-phenylethyl]piperazin-1-yl]ethanone
—— N-[(Z)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylideneamino]benzamide —— C19H14N4O2S
N-[(Z)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylideneamino]benzamide
—— 2-[[5-[(3S)-1,1-dioxothiolan-3-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-(furan-2-yl)ethyl]acetamide —— C17H22N4O4S2
2-[[5-[(3S)-1,1-dioxothiolan-3-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-(furan-2-yl)ethyl]acetamide
—— 2-[[5-[(3S)-1,1-dioxothiolan-3-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-(2-phenylsulfanylethyl)acetamide —— C19H24N4O3S3
2-[[5-[(3S)-1,1-dioxothiolan-3-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-(2-phenylsulfanylethyl)acetamide
—— (2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-[(3R)-1,1-dioxothiolan-3-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]propan-1-one —— C20H26N4O4S2
(2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-[(3R)-1,1-dioxothiolan-3-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]propan-1-one
—— 2-[[5-[(3R)-1,1-dioxothiolan-3-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-[2-(2-methylphenyl)ethyl]acetamide —— C20H26N4O3S2
2-[[5-[(3R)-1,1-dioxothiolan-3-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-[2-(2-methylphenyl)ethyl]acetamide
—— N-[2-(3-chlorophenyl)ethyl]-2-[[5-[(3R)-1,1-dioxothiolan-3-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C19H23ClN4O3S2
N-[2-(3-chlorophenyl)ethyl]-2-[[5-[(3R)-1,1-dioxothiolan-3-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-[(3R)-1,1-dioxothiolan-3-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]propan-1-one —— C20H26N4O4S2
(2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-[(3R)-1,1-dioxothiolan-3-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]propan-1-one
—— N-[2-(3-chlorophenyl)ethyl]-2-[[5-[(3S)-1,1-dioxothiolan-3-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C19H23ClN4O3S2
N-[2-(3-chlorophenyl)ethyl]-2-[[5-[(3S)-1,1-dioxothiolan-3-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-[[5-[(3R)-1,1-dioxothiolan-3-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-(furan-2-yl)ethyl]acetamide —— C17H22N4O4S2
2-[[5-[(3R)-1,1-dioxothiolan-3-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-(furan-2-yl)ethyl]acetamide
—— 2-[[5-[(3S)-1,1-dioxothiolan-3-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-(2-thiophen-2-ylethyl)acetamide —— C17H22N4O3S3
2-[[5-[(3S)-1,1-dioxothiolan-3-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-(2-thiophen-2-ylethyl)acetamide
—— 1-[2,5-dimethyl-1-(2-phenylethyl)pyrrol-3-yl]-2-[[5-[(3S)-1,1-dioxothiolan-3-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C25H30N4O3S2
1-[2,5-dimethyl-1-(2-phenylethyl)pyrrol-3-yl]-2-[[5-[(3S)-1,1-dioxothiolan-3-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— (2R)-N-[(4-chlorophenyl)methyl]-2-[[5-[(3R)-1,1-dioxothiolan-3-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C19H23ClN4O3S2
(2R)-N-[(4-chlorophenyl)methyl]-2-[[5-[(3R)-1,1-dioxothiolan-3-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2R)-2-(4-methylphenyl)sulfanyl-N-[2-(thiophen-3-ylmethylsulfanyl)ethyl]propanamide —— C17H21NOS3
(2R)-2-(4-methylphenyl)sulfanyl-N-[2-(thiophen-3-ylmethylsulfanyl)ethyl]propanamide
—— (5Z)-3-{[(4-chlorophenyl)amino]methyl}-5-[4-(methylsulfanyl)benzylidene]-1,3-thiazolidine-2,4-dione —— C18H15ClN2O2S2
(5Z)-3-{[(4-chlorophenyl)amino]methyl}-5-[4-(methylsulfanyl)benzylidene]-1,3-thiazolidine-2,4-dione
—— 5-fluoro-N-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]-4-morpholin-4-ylpyrimidin-2-amine —— C22H21FN6O3S
5-fluoro-N-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]-4-morpholin-4-ylpyrimidin-2-amine
—— N-[(Z)-(4-chlorophenyl)methylideneamino]-2-(6-methyl-2-methylsulfanylpyrimidin-4-yl)oxyacetamide —— C15H15ClN4O2S
N-[(Z)-(4-chlorophenyl)methylideneamino]-2-(6-methyl-2-methylsulfanylpyrimidin-4-yl)oxyacetamide
—— (2R)-N-[(2R)-2-(4-fluorophenyl)-2-morpholin-4-ylethyl]-2-(4-methylphenyl)sulfanylpropanamide —— C22H27FN2O2S
(2R)-N-[(2R)-2-(4-fluorophenyl)-2-morpholin-4-ylethyl]-2-(4-methylphenyl)sulfanylpropanamide
—— (2S)-N-[(1R)-1-(2-fluorophenyl)ethyl]-2-(4-methylphenyl)sulfanylpropanamide —— C18H20FNOS
(2S)-N-[(1R)-1-(2-fluorophenyl)ethyl]-2-(4-methylphenyl)sulfanylpropanamide
—— (2R)-N-(2-benzylsulfanylethyl)-2-phenylsulfanylpropanamide —— C18H21NOS2
(2R)-N-(2-benzylsulfanylethyl)-2-phenylsulfanylpropanamide
—— (5E)-3-[(4-bromophenyl)methyl]-5-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-1,3-thiazolidine-2,4-dione —— C21H13BrClNO3S2
(5E)-3-[(4-bromophenyl)methyl]-5-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-1,3-thiazolidine-2,4-dione
—— N-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]-2,4-dinitroaniline —— C20H15N5O6S
N-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]-2,4-dinitroaniline
—— (2R)-2-(4-chlorophenyl)sulfanyl-N-[(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)methyl]propanamide —— C16H14ClN3O2S2
(2R)-2-(4-chlorophenyl)sulfanyl-N-[(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)methyl]propanamide
—— (2S)-N-[3-(N-methylanilino)propyl]-2-(4-methylphenyl)sulfanylpropanamide —— C20H26N2OS
(2S)-N-[3-(N-methylanilino)propyl]-2-(4-methylphenyl)sulfanylpropanamide
—— (5E)-3-(4-chlorophenyl)-5-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C22H12Cl2N2O3S3
(5E)-3-(4-chlorophenyl)-5-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— 6-amino-5-[(2R)-2-[[5-(3-chloro-4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoyl]-1,3-dimethylpyrimidine-2,4-dione —— C18H19ClN6O3S2
6-amino-5-[(2R)-2-[[5-(3-chloro-4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoyl]-1,3-dimethylpyrimidine-2,4-dione
—— 2-[[5-(4-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-[4-[(1R)-1-phenylethyl]piperazin-1-yl]ethanone —— C22H24FN5OS2
2-[[5-(4-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-[4-[(1R)-1-phenylethyl]piperazin-1-yl]ethanone
—— (14E)-14-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-11-thiophen-2-yl-15-thia-12,17-diazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,16-pentaen-13-one —— C29H19ClN2O2S3
(14E)-14-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-11-thiophen-2-yl-15-thia-12,17-diazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,16-pentaen-13-one
—— 6-amino-5-[2-[[5-[(3S)-1,1-dioxothiolan-3-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]acetyl]-1-propylpyrimidine-2,4-dione —— C18H24N6O5S2
6-amino-5-[2-[[5-[(3S)-1,1-dioxothiolan-3-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]acetyl]-1-propylpyrimidine-2,4-dione
—— (2S)-2-(2-bromophenyl)sulfanyl-N-[(4-fluorophenyl)methyl]propanamide —— C16H15BrFNOS
(2S)-2-(2-bromophenyl)sulfanyl-N-[(4-fluorophenyl)methyl]propanamide
—— 2-[[5-[(3S)-1,1-dioxothiolan-3-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(4-fluorophenyl)methyl]-N-methylacetamide —— C19H23FN4O3S2
2-[[5-[(3S)-1,1-dioxothiolan-3-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(4-fluorophenyl)methyl]-N-methylacetamide
—— N-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]-4,6-dipyrrolidin-1-yl-1,3,5-triazin-2-amine —— C24H25ClN8O2S
N-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]-4,6-dipyrrolidin-1-yl-1,3,5-triazin-2-amine
—— N-[(2S)-butan-2-yl]-N-[(3S)-1,1-dioxothiolan-3-yl]-2-(1-ethyltetrazol-5-yl)sulfanylacetamide —— C13H23N5O3S2
N-[(2S)-butan-2-yl]-N-[(3S)-1,1-dioxothiolan-3-yl]-2-(1-ethyltetrazol-5-yl)sulfanylacetamide
—— 2-[[5-(4-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-[4-[(1S)-1-phenylethyl]piperazin-1-yl]ethanone —— C22H24FN5OS2
2-[[5-(4-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-[4-[(1S)-1-phenylethyl]piperazin-1-yl]ethanone
—— 2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-1-[4-[(1S)-1-phenylethyl]piperazin-1-yl]ethanone —— C25H31N5OS
2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-1-[4-[(1S)-1-phenylethyl]piperazin-1-yl]ethanone
—— N-[(Z)-benzylideneamino]-2-(4,6-dimethoxypyrimidin-2-yl)sulfanylacetamide —— C15H16N4O3S
N-[(Z)-benzylideneamino]-2-(4,6-dimethoxypyrimidin-2-yl)sulfanylacetamide
—— (2R)-2-[[5-(3-chloro-2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethylpropanamide —— C18H23ClN4O3S3
(2R)-2-[[5-(3-chloro-2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethylpropanamide
—— 2-(1-tert-butyltetrazol-5-yl)sulfanyl-1-[4-[(3S)-1,1-dioxothiolan-3-yl]piperazin-1-yl]ethanone —— C15H26N6O3S2
2-(1-tert-butyltetrazol-5-yl)sulfanyl-1-[4-[(3S)-1,1-dioxothiolan-3-yl]piperazin-1-yl]ethanone
—— 2-(1-benzyltetrazol-5-yl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethylacetamide —— C16H21N5O3S2
2-(1-benzyltetrazol-5-yl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethylacetamide
—— (2R)-2-[[5-(3-chloro-2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2,2,2-trifluoroethyl)propanamide —— C14H14ClF3N4OS2
(2R)-2-[[5-(3-chloro-2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2,2,2-trifluoroethyl)propanamide
—— 5-([1]benzofuro[3,2-d]pyrimidin-4-ylsulfanyl)-N-[[(2R)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine —— C17H15N5O2S2
5-([1]benzofuro[3,2-d]pyrimidin-4-ylsulfanyl)-N-[[(2R)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine
—— 4-[1-[[(2S)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanyl-[1]benzofuro[3,2-d]pyrimidine —— C16H14N6O2S
4-[1-[[(2S)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanyl-[1]benzofuro[3,2-d]pyrimidine
—— 5-([1]benzofuro[3,2-d]pyrimidin-4-ylsulfanyl)-N-[[(2S)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine —— C17H15N5O2S2
5-([1]benzofuro[3,2-d]pyrimidin-4-ylsulfanyl)-N-[[(2S)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine
—— 4-[1-[[(2S)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanyl-2-(trifluoromethyl)quinazoline —— C15H13F3N6OS
4-[1-[[(2S)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanyl-2-(trifluoromethyl)quinazoline
—— 4-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanyl-2-(trifluoromethyl)quinazoline —— C15H13F3N6OS
4-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanyl-2-(trifluoromethyl)quinazoline
—— (NZ)-N-[2-(1-methyltetrazol-5-yl)sulfanylcyclooctylidene]hydroxylamine —— C10H17N5OS
(NZ)-N-[2-(1-methyltetrazol-5-yl)sulfanylcyclooctylidene]hydroxylamine
—— 2-[[5-[2-[[(3R)-1,1-dioxothiolan-3-yl]-ethylamino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C12H18N4O4S4
2-[[5-[2-[[(3R)-1,1-dioxothiolan-3-yl]-ethylamino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-[2-[[(3S)-1,1-dioxothiolan-3-yl]-ethylamino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C12H18N4O4S4
2-[[5-[2-[[(3S)-1,1-dioxothiolan-3-yl]-ethylamino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (2R)-2-(4-chlorophenyl)sulfanyl-N-[2-(thiophen-3-ylmethylsulfanyl)ethyl]propanamide —— C16H18ClNOS3
(2R)-2-(4-chlorophenyl)sulfanyl-N-[2-(thiophen-3-ylmethylsulfanyl)ethyl]propanamide