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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)-2-[[5-(3-chloro-2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methylpropanamide —— C17H21ClN4O3S3
(2S)-2-[[5-(3-chloro-2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methylpropanamide
—— (5Z)-3-[2-(3,4-dihydro-1H-isoquinolin-2-yl)-2-oxoethyl]-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-1,3-thiazolidine-2,4-dione —— C28H23N3O5S2
(5Z)-3-[2-(3,4-dihydro-1H-isoquinolin-2-yl)-2-oxoethyl]-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-1,3-thiazolidine-2,4-dione
—— 1-[1-(2-methoxyethyl)-2,5-dimethylpyrrol-3-yl]-2-[[5-[[(2S)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C18H26N4O3S2
1-[1-(2-methoxyethyl)-2,5-dimethylpyrrol-3-yl]-2-[[5-[[(2S)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— 3-[2-[[5-(2-ethyl-6-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethyl]-4-methyl-1,3-thiazol-2-one —— C17H20N4OS3
3-[2-[[5-(2-ethyl-6-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethyl]-4-methyl-1,3-thiazol-2-one
—— (2E)-N-methyl-2-({5-[(4-methylphenyl)sulfanyl]furan-2-yl}methylidene)hydrazinecarbothioamide —— C14H15N3OS2
(2E)-N-methyl-2-({5-[(4-methylphenyl)sulfanyl]furan-2-yl}methylidene)hydrazinecarbothioamide
—— (2R)-2-[(5,6-diphenyl-1,2,4-triazin-3-yl)sulfanyl]-N,N-di(propan-2-yl)propanamide —— C24H28N4OS
(2R)-2-[(5,6-diphenyl-1,2,4-triazin-3-yl)sulfanyl]-N,N-di(propan-2-yl)propanamide
—— (2R)-2-[(5,6-diphenyl-1,2,4-triazin-3-yl)sulfanyl]-N-[(4-fluorophenyl)methyl]propanamide —— C25H21FN4OS
(2R)-2-[(5,6-diphenyl-1,2,4-triazin-3-yl)sulfanyl]-N-[(4-fluorophenyl)methyl]propanamide
—— (Z)-1-[4-(1,3-benzothiazol-2-ylsulfanyl)-3-nitrophenyl]-N-(1,2,4-triazol-4-yl)methanimine —— C16H10N6O2S2
(Z)-1-[4-(1,3-benzothiazol-2-ylsulfanyl)-3-nitrophenyl]-N-(1,2,4-triazol-4-yl)methanimine
—— (1R)-1-[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]ethanamine —— C11H12ClN3OS
(1R)-1-[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]ethanamine
—— tert-butyl N-[(1R)-1-[5-[(2-chloro-6-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-3-methylbutyl]carbamate —— C19H25ClFN3O3S
tert-butyl N-[(1R)-1-[5-[(2-chloro-6-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-3-methylbutyl]carbamate
—— tert-butyl N-[(1R,2R)-1-[5-[(2,5-dimethylphenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-2-methylbutyl]carbamate —— C21H31N3O3S
tert-butyl N-[(1R,2R)-1-[5-[(2,5-dimethylphenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-2-methylbutyl]carbamate
—— 2-(4-chlorophenyl)sulfanyl-N-[(2S)-2-(furan-2-yl)-2-piperidin-1-ylethyl]acetamide —— C19H23ClN2O2S
2-(4-chlorophenyl)sulfanyl-N-[(2S)-2-(furan-2-yl)-2-piperidin-1-ylethyl]acetamide
—— tert-butyl N-[(1R,2R)-2-methyl-1-[5-[(4-methylphenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]butyl]carbamate —— C20H29N3O3S
tert-butyl N-[(1R,2R)-2-methyl-1-[5-[(4-methylphenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]butyl]carbamate
—— tert-butyl N-[(1R)-1-[5-[(3-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]ethyl]carbamate —— C16H20FN3O3S
tert-butyl N-[(1R)-1-[5-[(3-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]ethyl]carbamate
—— tert-butyl N-[(1R,2S)-2-methyl-1-(5-propan-2-ylsulfanyl-1,3,4-oxadiazol-2-yl)butyl]carbamate —— C15H27N3O3S
tert-butyl N-[(1R,2S)-2-methyl-1-(5-propan-2-ylsulfanyl-1,3,4-oxadiazol-2-yl)butyl]carbamate
—— tert-butyl N-[(1R)-1-(5-ethylsulfanyl-1,3,4-oxadiazol-2-yl)-2-methylpropyl]carbamate —— C13H23N3O3S
tert-butyl N-[(1R)-1-(5-ethylsulfanyl-1,3,4-oxadiazol-2-yl)-2-methylpropyl]carbamate
—— (4Z)-2-(1,3-benzothiazol-2-yl)-5-[(4-chlorophenyl)sulfanylmethyl]-4-[1-(2-phenylsulfanylanilino)ethylidene]pyrazol-3-one —— C31H23ClN4OS3
(4Z)-2-(1,3-benzothiazol-2-yl)-5-[(4-chlorophenyl)sulfanylmethyl]-4-[1-(2-phenylsulfanylanilino)ethylidene]pyrazol-3-one
—— 2-(5-aminotetrazol-1-yl)-N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]acetamide —— C11H13N7OS
2-(5-aminotetrazol-1-yl)-N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]acetamide
—— (2S)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propan-1-amine —— C6H11N3S2
(2S)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propan-1-amine
—— 2-(4-fluorophenyl)sulfanyl-N-[2-[(5Z)-5-[(4-methylphenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]ethyl]acetamide —— C21H19FN2O3S2
2-(4-fluorophenyl)sulfanyl-N-[2-[(5Z)-5-[(4-methylphenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]ethyl]acetamide
—— 4-(3,4-dimethoxyphenyl)-2-[(E)-2-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]ethenyl]-1,3-thiazole —— C23H20N4O4S2
4-(3,4-dimethoxyphenyl)-2-[(E)-2-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]ethenyl]-1,3-thiazole
—— (Z)-N-(3-benzylsulfanyl-[1,2,4]triazolo[4,3-b][1,2,4]triazol-7-yl)-1-phenylmethanimine —— C17H14N6S
(Z)-N-(3-benzylsulfanyl-[1,2,4]triazolo[4,3-b][1,2,4]triazol-7-yl)-1-phenylmethanimine
—— (5R,7S)-5-(4-ethylphenyl)-7-(4-methylsulfanylphenyl)-1,5,6,7-tetrahydrotetrazolo[1,5-a]pyrimidine —— C19H21N5S
(5R,7S)-5-(4-ethylphenyl)-7-(4-methylsulfanylphenyl)-1,5,6,7-tetrahydrotetrazolo[1,5-a]pyrimidine
—— 6-[(2R)-1-(azepan-1-yl)-1-oxobutan-2-yl]-2-ethylsulfanylpyrimido[4,5-d]pyrimidin-5-one —— C18H25N5O2S
6-[(2R)-1-(azepan-1-yl)-1-oxobutan-2-yl]-2-ethylsulfanylpyrimido[4,5-d]pyrimidin-5-one
—— (2S)-2-[[5-(2-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-phenylethyl)propanamide —— C19H19FN4OS2
(2S)-2-[[5-(2-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-phenylethyl)propanamide
—— [(2R)-1-(2,6-difluoroanilino)-1-oxopropan-2-yl] 2-(2-cyanophenyl)sulfanylbenzoate —— C23H16F2N2O3S
[(2R)-1-(2,6-difluoroanilino)-1-oxopropan-2-yl] 2-(2-cyanophenyl)sulfanylbenzoate
—— (2R)-2-(4-bromophenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethylpropanamide —— C15H20BrNO3S2
(2R)-2-(4-bromophenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethylpropanamide
—— (2R)-2-(4-bromophenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethylpropanamide —— C15H20BrNO3S2
(2R)-2-(4-bromophenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethylpropanamide
—— N-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]-3-nitrobenzamide —— C21H16N4O5S
N-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]-3-nitrobenzamide
—— (2S)-2-(3,5-dimethyl-1H-pyrazol-4-yl)-N-[2-(4-methylsulfanylphenyl)ethyl]propanamide —— C17H23N3OS
(2S)-2-(3,5-dimethyl-1H-pyrazol-4-yl)-N-[2-(4-methylsulfanylphenyl)ethyl]propanamide
—— methyl 2-[4-[(Z)-methoxyiminomethyl]-2-nitrophenyl]sulfanylbenzoate —— C16H14N2O5S
methyl 2-[4-[(Z)-methoxyiminomethyl]-2-nitrophenyl]sulfanylbenzoate
—— (4S)-3-methyl-1-[5-(4-methylphenyl)-1,2,4-triazin-3-yl]-4-(4-methylsulfanylphenyl)-4,5-dihydro-2H-pyrazolo[3,4-b]pyridin-6-one —— C24H22N6OS
(4S)-3-methyl-1-[5-(4-methylphenyl)-1,2,4-triazin-3-yl]-4-(4-methylsulfanylphenyl)-4,5-dihydro-2H-pyrazolo[3,4-b]pyridin-6-one
—— (4S)-3-methyl-4-(4-methylsulfanylphenyl)-1-(5-phenyl-1,2,4-triazin-3-yl)-4,5-dihydro-2H-pyrazolo[3,4-b]pyridin-6-one —— C23H20N6OS
(4S)-3-methyl-4-(4-methylsulfanylphenyl)-1-(5-phenyl-1,2,4-triazin-3-yl)-4,5-dihydro-2H-pyrazolo[3,4-b]pyridin-6-one
—— N-[(1R)-1-(4-chlorophenyl)ethyl]-2-(4-fluorophenyl)sulfanylacetamide —— C16H15ClFNOS
N-[(1R)-1-(4-chlorophenyl)ethyl]-2-(4-fluorophenyl)sulfanylacetamide
—— N-[(1R)-1-(4-bromophenyl)ethyl]-2-phenylsulfanylacetamide —— C16H16BrNOS
N-[(1R)-1-(4-bromophenyl)ethyl]-2-phenylsulfanylacetamide
—— [2-[[(3S)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 2-(4-bromo-2,5-dimethylphenyl)sulfanylacetate —— C16H20BrNO5S2
[2-[[(3S)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 2-(4-bromo-2,5-dimethylphenyl)sulfanylacetate
—— [2-[[(3R)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 2-(4-bromo-2,5-dimethylphenyl)sulfanylacetate —— C16H20BrNO5S2
[2-[[(3R)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 2-(4-bromo-2,5-dimethylphenyl)sulfanylacetate
—— (2R)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]propanamide —— C16H21N3OS2
(2R)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]propanamide
—— [2-oxo-2-[[(1S)-1-thiophen-2-ylethyl]amino]ethyl] 2-(2-cyanophenyl)sulfanylbenzoate —— C22H18N2O3S2
[2-oxo-2-[[(1S)-1-thiophen-2-ylethyl]amino]ethyl] 2-(2-cyanophenyl)sulfanylbenzoate
—— N-[(2R)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(5,6-diphenyl-1,2,4-triazin-3-yl)sulfanyl]acetamide —— C25H28N4O3S2
N-[(2R)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(5,6-diphenyl-1,2,4-triazin-3-yl)sulfanyl]acetamide
—— 5-[5-(4-methoxyphenyl)thieno[2,3-d]pyrimidin-4-yl]sulfanyl-N-[[(2S)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine —— C20H19N5O2S3
5-[5-(4-methoxyphenyl)thieno[2,3-d]pyrimidin-4-yl]sulfanyl-N-[[(2S)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine
—— [2-[[(2S)-butan-2-yl]-[(3S)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 2-(2-cyanophenyl)sulfanylbenzoate —— C24H26N2O5S2
[2-[[(2S)-butan-2-yl]-[(3S)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 2-(2-cyanophenyl)sulfanylbenzoate
—— 5-(2,4-dinitrophenyl)sulfanyl-N-[[(2S)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine —— C13H13N5O5S2
5-(2,4-dinitrophenyl)sulfanyl-N-[[(2S)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine
—— 4-chloro-5-[[5-[[(2S)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]-2-[5-(trifluoromethyl)pyridin-2-yl]pyridazin-3-one —— C17H14ClF3N6O2S2
4-chloro-5-[[5-[[(2S)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]-2-[5-(trifluoromethyl)pyridin-2-yl]pyridazin-3-one
—— N-[[(2S)-oxolan-2-yl]methyl]-5-(2-phenylquinazolin-4-yl)sulfanyl-1,3,4-thiadiazol-2-amine —— C21H19N5OS2
N-[[(2S)-oxolan-2-yl]methyl]-5-(2-phenylquinazolin-4-yl)sulfanyl-1,3,4-thiadiazol-2-amine
—— 5-[5-(4-methoxyphenyl)thieno[2,3-d]pyrimidin-4-yl]sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine —— C20H19N5O2S3
5-[5-(4-methoxyphenyl)thieno[2,3-d]pyrimidin-4-yl]sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine
—— (3S)-1-[4-(1-benzyltetrazol-5-yl)sulfanyl-3-nitrophenyl]sulfonyl-3-methylpiperidine —— C20H22N6O4S2
(3S)-1-[4-(1-benzyltetrazol-5-yl)sulfanyl-3-nitrophenyl]sulfonyl-3-methylpiperidine
—— 3-(2,4-dinitrophenyl)sulfanyl-5-(4-methoxyphenyl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazole —— C20H19N5O6S
3-(2,4-dinitrophenyl)sulfanyl-5-(4-methoxyphenyl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazole
—— (2R)-N-(thiophen-2-ylmethyl)-2-(2,4,6-trimethylphenyl)sulfanylpropanamide —— C17H21NOS2
(2R)-N-(thiophen-2-ylmethyl)-2-(2,4,6-trimethylphenyl)sulfanylpropanamide
—— (2S)-N-(thiophen-2-ylmethyl)-2-(2,4,6-trimethylphenyl)sulfanylpropanamide —— C17H21NOS2
(2S)-N-(thiophen-2-ylmethyl)-2-(2,4,6-trimethylphenyl)sulfanylpropanamide