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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
—— N-cyclohexyl-N-methyl-2-methylsulfanyl-5-[[[(2R)-4-phenylbutan-2-yl]amino]methyl]pyrimidin-4-amine —— C23H34N4S
N-cyclohexyl-N-methyl-2-methylsulfanyl-5-[[[(2R)-4-phenylbutan-2-yl]amino]methyl]pyrimidin-4-amine
—— (2S)-2-[[4-amino-5-[2-(diethylamino)-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]sulfanyl]-N-(cyclohexylmethyl)propanamide —— C18H32N6O2S2
(2S)-2-[[4-amino-5-[2-(diethylamino)-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]sulfanyl]-N-(cyclohexylmethyl)propanamide
—— (2S)-2-(4-chlorophenyl)sulfanyl-1-(2-propan-2-yliminopyridin-1-yl)propan-1-one —— C17H19ClN2OS
(2S)-2-(4-chlorophenyl)sulfanyl-1-(2-propan-2-yliminopyridin-1-yl)propan-1-one
—— (Z)-2-hexylsulfanylhex-2-en-4-yne-1,6-diol —— C12H20O2S
(Z)-2-hexylsulfanylhex-2-en-4-yne-1,6-diol
—— 2-ethyl-7-[[5-(4-methylpiperidin-1-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C21H29N7O2S2
2-ethyl-7-[[5-(4-methylpiperidin-1-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— 2-(3,5-dimethylphenyl)-5-[(2-thiophen-2-yl-1,3-thiazol-4-yl)methylsulfanyl]-1,3,4-oxadiazole —— C18H15N3OS3
2-(3,5-dimethylphenyl)-5-[(2-thiophen-2-yl-1,3-thiazol-4-yl)methylsulfanyl]-1,3,4-oxadiazole
—— (2R)-N-benzyl-2-[[4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C15H20N4O2S
(2R)-N-benzyl-2-[[4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2S)-N-benzyl-2-[[4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C15H20N4O2S
(2S)-N-benzyl-2-[[4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— N-[(Z)-[5-[(6-ethoxy-1,3-benzothiazol-2-yl)sulfanyl]furan-2-yl]methylideneamino]-3-nitrobenzamide —— C21H16N4O5S2
N-[(Z)-[5-[(6-ethoxy-1,3-benzothiazol-2-yl)sulfanyl]furan-2-yl]methylideneamino]-3-nitrobenzamide
—— 1-(2-chlorophenyl)-3-(2-methylsulfanylphenyl)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]azepine —— C20H20ClN3S
1-(2-chlorophenyl)-3-(2-methylsulfanylphenyl)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]azepine
—— 1-[(1R)-1-(4-methylsulfanylphenyl)ethyl]piperazine —— C13H20N2S
1-[(1R)-1-(4-methylsulfanylphenyl)ethyl]piperazine
—— 1-[(S)-(4-methylsulfanylphenyl)-pyridin-2-ylmethyl]piperazine —— C17H21N3S
1-[(S)-(4-methylsulfanylphenyl)-pyridin-2-ylmethyl]piperazine
—— (2S)-N-cyclohexyl-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C13H21N3OS3
(2S)-N-cyclohexyl-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— 1-[(S)-furan-2-yl-(4-methylsulfanylphenyl)methyl]piperazine —— C16H20N2OS
1-[(S)-furan-2-yl-(4-methylsulfanylphenyl)methyl]piperazine
—— (2R)-N-cyclohexyl-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C13H21N3OS3
(2R)-N-cyclohexyl-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— 2-[[4-cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-(4-fluorophenyl)ethyl]-N-methylacetamide —— C23H27FN4O2S
2-[[4-cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-(4-fluorophenyl)ethyl]-N-methylacetamide
—— 2-[[4-cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-(4-fluorophenyl)ethyl]-N-methylacetamide —— C23H27FN4O2S
2-[[4-cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-(4-fluorophenyl)ethyl]-N-methylacetamide
—— [2-(6-amino-1-benzyl-3-ethyl-2,4-dioxopyrimidin-5-yl)-2-oxoethyl] (2S)-2-phenylsulfanylpropanoate —— C24H25N3O5S
[2-(6-amino-1-benzyl-3-ethyl-2,4-dioxopyrimidin-5-yl)-2-oxoethyl] (2S)-2-phenylsulfanylpropanoate
—— (1S)-1-(4-methylsulfanylphenyl)-2-piperazin-1-ylethanol —— C13H20N2OS
(1S)-1-(4-methylsulfanylphenyl)-2-piperazin-1-ylethanol
—— (1R)-1-(2-ethylsulfanyl-5-methylphenyl)-2-piperazin-1-ylethanol —— C15H24N2OS
(1R)-1-(2-ethylsulfanyl-5-methylphenyl)-2-piperazin-1-ylethanol
—— (1S)-1-(5-chloro-2-methylsulfanylphenyl)-2-piperazin-1-ylethanol —— C13H19ClN2OS
(1S)-1-(5-chloro-2-methylsulfanylphenyl)-2-piperazin-1-ylethanol
—— (1R)-1-(5-chloro-2-methylsulfanylphenyl)-2-piperazin-1-ylethanol —— C13H19ClN2OS
(1R)-1-(5-chloro-2-methylsulfanylphenyl)-2-piperazin-1-ylethanol
—— (1R)-1-(5-chloro-2-ethylsulfanylphenyl)-2-piperazin-1-ylethanol —— C14H21ClN2OS
(1R)-1-(5-chloro-2-ethylsulfanylphenyl)-2-piperazin-1-ylethanol
—— 2-[[5-(3-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-3-methyl-1-phenylbutyl]acetamide —— C21H22BrN3O2S
2-[[5-(3-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-3-methyl-1-phenylbutyl]acetamide
—— (2R)-2-[[4-benzyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(3-fluorophenyl)methyl]-N-methylpropanamide —— C25H25FN4O2S
(2R)-2-[[4-benzyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(3-fluorophenyl)methyl]-N-methylpropanamide
—— N-[(1S)-3-methyl-1-phenylbutyl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C21H23N3OS3
N-[(1S)-3-methyl-1-phenylbutyl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— (2R)-2-(4,6-diaminopyrimidin-2-yl)sulfanyl-N-[(3-fluorophenyl)methyl]-N-methylpropanamide —— C15H18FN5OS
(2R)-2-(4,6-diaminopyrimidin-2-yl)sulfanyl-N-[(3-fluorophenyl)methyl]-N-methylpropanamide
—— [2-[(6-amino-1-benzyl-2,4-dioxopyrimidin-5-yl)-ethylamino]-2-oxoethyl] 2-(2-methylphenyl)sulfanylacetate —— C24H26N4O5S
[2-[(6-amino-1-benzyl-2,4-dioxopyrimidin-5-yl)-ethylamino]-2-oxoethyl] 2-(2-methylphenyl)sulfanylacetate
—— ethyl (2Z)-5-(2-methoxynaphthalen-1-yl)-7-methyl-3-oxo-2-[(5-pyrimidin-2-ylsulfanylfuran-2-yl)methylidene]-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C30H24N4O5S2
ethyl (2Z)-5-(2-methoxynaphthalen-1-yl)-7-methyl-3-oxo-2-[(5-pyrimidin-2-ylsulfanylfuran-2-yl)methylidene]-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— (5E)-5-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-3-(4-methylphenyl)-2-sulfanylidene-1,3-thiazolidin-4-one —— C23H15ClN2O3S3
(5E)-5-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-3-(4-methylphenyl)-2-sulfanylidene-1,3-thiazolidin-4-one
—— (2Z)-2-[(E)-3-anilinoprop-2-enylidene]-1-benzothiophen-3-one —— C17H13NOS
(2Z)-2-[(E)-3-anilinoprop-2-enylidene]-1-benzothiophen-3-one
—— (E)-3-(2,4-dimethoxypyrimidin-5-yl)-1-[2-[[6-(methoxymethyl)-2-methylsulfanylpyrimidin-4-yl]oxymethyl]morpholin-4-yl]prop-2-en-1-one —— C21H27N5O6S
(E)-3-(2,4-dimethoxypyrimidin-5-yl)-1-[2-[[6-(methoxymethyl)-2-methylsulfanylpyrimidin-4-yl]oxymethyl]morpholin-4-yl]prop-2-en-1-one
—— 2-[(E)-1,2-dichloro-2-pyridin-2-ylsulfanylethenyl]sulfanylpyridine —— C12H8Cl2N2S2
2-[(E)-1,2-dichloro-2-pyridin-2-ylsulfanylethenyl]sulfanylpyridine
—— (2E)-3-{5-[(4-chlorophenyl)sulfanyl]furan-2-yl}-2-cyano-N-(tetrahydrofuran-2-ylmethyl)prop-2-enamide —— C19H17ClN2O3S
(2E)-3-{5-[(4-chlorophenyl)sulfanyl]furan-2-yl}-2-cyano-N-(tetrahydrofuran-2-ylmethyl)prop-2-enamide
—— N-[(Z)-[4-bromo-5-(4-chlorophenyl)sulfanylfuran-2-yl]methylideneamino]-2-(2-nitrophenyl)acetamide —— C19H13BrClN3O4S
N-[(Z)-[4-bromo-5-(4-chlorophenyl)sulfanylfuran-2-yl]methylideneamino]-2-(2-nitrophenyl)acetamide
—— N-[(Z)-[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylideneamino]pyridine-4-carboxamide —— C18H12N4O2S2
N-[(Z)-[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylideneamino]pyridine-4-carboxamide
—— (5E)-5-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-2-(4-methoxyphenyl)imino-1,3-thiazolidin-4-one —— C23H16ClN3O4S2
(5E)-5-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-2-(4-methoxyphenyl)imino-1,3-thiazolidin-4-one
—— (5E)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-3-propyl-2-sulfanylidene-1,3-thiazolidin-4-one —— C20H18N2O3S3
(5E)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-3-propyl-2-sulfanylidene-1,3-thiazolidin-4-one
—— (5E)-5-[[4-(4-chlorophenyl)sulfanylphenyl]methylidene]-2-(4-ethoxyphenyl)imino-1,3-thiazolidin-4-one —— C24H19ClN2O2S2
(5E)-5-[[4-(4-chlorophenyl)sulfanylphenyl]methylidene]-2-(4-ethoxyphenyl)imino-1,3-thiazolidin-4-one
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-chlorophenyl)sulfanylmethyl]-N-[(Z)-(2,5-difluorophenyl)methylideneamino]triazole-4-carboxamide —— C19H13ClF2N8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-chlorophenyl)sulfanylmethyl]-N-[(Z)-(2,5-difluorophenyl)methylideneamino]triazole-4-carboxamide
—— N-[(2S)-butan-2-yl]-2-(2-ethylsulfanyl-5-oxopyrimido[4,5-d]pyrimidin-6-yl)acetamide —— C14H19N5O2S
N-[(2S)-butan-2-yl]-2-(2-ethylsulfanyl-5-oxopyrimido[4,5-d]pyrimidin-6-yl)acetamide
—— 3-nitro-N-[(Z)-[3-nitro-4-[(6-nitro-1,3-benzothiazol-2-yl)sulfanyl]phenyl]methylideneamino]benzamide —— C21H12N6O7S2
3-nitro-N-[(Z)-[3-nitro-4-[(6-nitro-1,3-benzothiazol-2-yl)sulfanyl]phenyl]methylideneamino]benzamide
—— (6Z)-5-imino-6-({5-[(4-methylphenyl)sulfanyl]furan-2-yl}methylidene)-2-propyl-5,6-dihydro-7H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one —— C20H18N4O2S2
(6Z)-5-imino-6-({5-[(4-methylphenyl)sulfanyl]furan-2-yl}methylidene)-2-propyl-5,6-dihydro-7H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one
—— (6Z)-6-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-5-imino-2-(2-morpholin-4-yl-2-oxoethyl)-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one —— C22H18ClN5O4S2
(6Z)-6-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-5-imino-2-(2-morpholin-4-yl-2-oxoethyl)-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one
—— 2-N-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]-4-N-phenyl-6-piperidin-1-yl-1,3,5-triazine-2,4-diamine —— C27H25ClN8O2S
2-N-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]-4-N-phenyl-6-piperidin-1-yl-1,3,5-triazine-2,4-diamine
—— methyl (4Z)-2-methyl-4-[(4-methylsulfanylphenyl)methylidene]-5-oxo-1-(pyridin-3-ylmethyl)pyrrole-3-carboxylate —— C21H20N2O3S
methyl (4Z)-2-methyl-4-[(4-methylsulfanylphenyl)methylidene]-5-oxo-1-(pyridin-3-ylmethyl)pyrrole-3-carboxylate
—— (5E)-3-[(2-chloro-6-fluorophenyl)methyl]-5-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-1,3-thiazolidine-2,4-dione —— C23H13Cl2FN2O4S2
(5E)-3-[(2-chloro-6-fluorophenyl)methyl]-5-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-1,3-thiazolidine-2,4-dione
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-furan-3-ylmethylideneamino]-5-[(4-methylphenyl)sulfanylmethyl]triazole-4-carboxamide —— C18H16N8O3S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-furan-3-ylmethylideneamino]-5-[(4-methylphenyl)sulfanylmethyl]triazole-4-carboxamide
—— [(2Z)-2-benzylidenehydrazinyl] 2-[2-[[(Z)-benzylideneamino]carbamoyloxymethylsulfanyl]-6-methylpyrimidin-4-yl]oxyacetate —— C23H22N6O5S
[(2Z)-2-benzylidenehydrazinyl] 2-[2-[[(Z)-benzylideneamino]carbamoyloxymethylsulfanyl]-6-methylpyrimidin-4-yl]oxyacetate
—— (5Z)-3-[(6-chloro-1,3-benzodioxol-5-yl)methyl]-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-1,3-thiazolidine-2,4-dione —— C25H17ClN2O6S2
(5Z)-3-[(6-chloro-1,3-benzodioxol-5-yl)methyl]-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-1,3-thiazolidine-2,4-dione