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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-[(Z)-[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-2-(4-methylphenoxy)acetamide —— C21H17N3O3S2
N-[(Z)-[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-2-(4-methylphenoxy)acetamide
—— 3-{(2Z)-2-[1-(4-fluorophenyl)ethylidene]hydrazinyl}-5-(propylsulfanyl)-4H-1,2,4-triazole —— C13H16FN5S
3-{(2Z)-2-[1-(4-fluorophenyl)ethylidene]hydrazinyl}-5-(propylsulfanyl)-4H-1,2,4-triazole
—— (7Z)-3-(difluoromethyl)-7-[(1,5-dimethyl-1H-pyrazol-4-yl)methylidene]-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine —— C17H14F2N6S
(7Z)-3-(difluoromethyl)-7-[(1,5-dimethyl-1H-pyrazol-4-yl)methylidene]-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— [(1R)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl] 2-phenylsulfanylpyridine-3-carboxylate —— C22H17N3O3S
[(1R)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl] 2-phenylsulfanylpyridine-3-carboxylate
—— (7Z)-6-(2,4-difluorophenyl)-7-[(1,3-dimethyl-1H-pyrazol-4-yl)methylidene]-3-methyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine —— C17H14F2N6S
(7Z)-6-(2,4-difluorophenyl)-7-[(1,3-dimethyl-1H-pyrazol-4-yl)methylidene]-3-methyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— 2-[(1S)-1-[[4-cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-phenyl-1,3,4-oxadiazole —— C22H23N5O2S
2-[(1S)-1-[[4-cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-phenyl-1,3,4-oxadiazole
—— 2-[(1R)-1-[[4-cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-phenyl-1,3,4-oxadiazole —— C22H23N5O2S
2-[(1R)-1-[[4-cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-phenyl-1,3,4-oxadiazole
—— 3-{(2Z)-2-[1-(4-bromophenyl)ethylidene]hydrazinyl}-5-(propylsulfanyl)-4H-1,2,4-triazole —— C13H16BrN5S
3-{(2Z)-2-[1-(4-bromophenyl)ethylidene]hydrazinyl}-5-(propylsulfanyl)-4H-1,2,4-triazole
—— (7Z)-3-(difluoromethyl)-7-[(5-methylthiophen-2-yl)methylidene]-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine —— C17H12F2N4S2
(7Z)-3-(difluoromethyl)-7-[(5-methylthiophen-2-yl)methylidene]-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— (7Z)-3-(difluoromethyl)-6-methyl-7-(pyridin-2-ylmethylidene)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine —— C12H9F2N5S
(7Z)-3-(difluoromethyl)-6-methyl-7-(pyridin-2-ylmethylidene)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— 2-[(1R)-1-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-5-phenyl-1,3,4-oxadiazole —— C20H19N5OS
2-[(1R)-1-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-5-phenyl-1,3,4-oxadiazole
—— (7E)-3-(difluoromethyl)-6-methyl-7-[(1-methyl-1H-pyrazol-3-yl)methylidene]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine —— C11H10F2N6S
(7E)-3-(difluoromethyl)-6-methyl-7-[(1-methyl-1H-pyrazol-3-yl)methylidene]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— (7Z)-7-[(4-bromothiophen-2-yl)methylidene]-3-(difluoromethyl)-6-(2,4-difluorophenyl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine —— C16H7BrF4N4S2
(7Z)-7-[(4-bromothiophen-2-yl)methylidene]-3-(difluoromethyl)-6-(2,4-difluorophenyl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— N-[(Z)-(3-bromophenyl)methylideneamino]-3-prop-2-enylsulfanyl-1H-1,2,4-triazol-5-amine —— C12H12BrN5S
N-[(Z)-(3-bromophenyl)methylideneamino]-3-prop-2-enylsulfanyl-1H-1,2,4-triazol-5-amine
—— 7H-[1,2,4]Triazolo[3,4-b][1,3,4]thiadiazine, 3-difluoromethyl-6-phenyl-7-thiophen-2-ylmethylene- —— C16H10F2N4S2
7H-[1,2,4]Triazolo[3,4-b][1,3,4]thiadiazine, 3-difluoromethyl-6-phenyl-7-thiophen-2-ylmethylene-
—— [(5-{(2Z)-2-[1-(4-fluorophenyl)ethylidene]hydrazinyl}-4H-1,2,4-triazol-3-yl)sulfanyl]acetonitrile —— C12H11FN6S
[(5-{(2Z)-2-[1-(4-fluorophenyl)ethylidene]hydrazinyl}-4H-1,2,4-triazol-3-yl)sulfanyl]acetonitrile
—— (7Z)-3-[chloro(difluoro)methyl]-6-methyl-7-[(5-methylthiophen-2-yl)methylidene]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine —— C12H9ClF2N4S2
(7Z)-3-[chloro(difluoro)methyl]-6-methyl-7-[(5-methylthiophen-2-yl)methylidene]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— N-[(Z)-(1,5-dimethylpyrazol-4-yl)methylideneamino]-2-[[4-ethyl-5-[1-methyl-5-(trifluoromethyl)pyrazol-3-yl]-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C17H20F3N9OS
N-[(Z)-(1,5-dimethylpyrazol-4-yl)methylideneamino]-2-[[4-ethyl-5-[1-methyl-5-(trifluoromethyl)pyrazol-3-yl]-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-[[4-ethyl-5-[1-methyl-5-(trifluoromethyl)pyrazol-3-yl]-1,2,4-triazol-3-yl]sulfanyl]-N-[(Z)-(2-fluorophenyl)methylideneamino]acetamide —— C18H17F4N7OS
2-[[4-ethyl-5-[1-methyl-5-(trifluoromethyl)pyrazol-3-yl]-1,2,4-triazol-3-yl]sulfanyl]-N-[(Z)-(2-fluorophenyl)methylideneamino]acetamide
—— [(5-{(2Z)-2-[1-(4-bromophenyl)ethylidene]hydrazinyl}-4H-1,2,4-triazol-3-yl)sulfanyl]acetonitrile —— C12H11BrN6S
[(5-{(2Z)-2-[1-(4-bromophenyl)ethylidene]hydrazinyl}-4H-1,2,4-triazol-3-yl)sulfanyl]acetonitrile
—— (7Z)-3-(difluoromethyl)-6-(2,4-difluorophenyl)-7-(thiophen-2-ylmethylidene)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine —— C16H8F4N4S2
(7Z)-3-(difluoromethyl)-6-(2,4-difluorophenyl)-7-(thiophen-2-ylmethylidene)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— (7Z)-3-[chloro(difluoro)methyl]-6-phenyl-7-(thiophen-2-ylmethylidene)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine —— C16H9ClF2N4S2
(7Z)-3-[chloro(difluoro)methyl]-6-phenyl-7-(thiophen-2-ylmethylidene)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— (7Z)-6-(2,4-difluorophenyl)-3-methyl-7-[(5-methylthiophen-2-yl)methylidene]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine —— C17H12F2N4S2
(7Z)-6-(2,4-difluorophenyl)-3-methyl-7-[(5-methylthiophen-2-yl)methylidene]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— ethyl (3E)-3-{2-[4-cyano-3-(methylsulfanyl)-1,2-thiazol-5-yl]hydrazinylidene}-4,4-difluorobutanoate —— C11H12F2N4O2S2
ethyl (3E)-3-{2-[4-cyano-3-(methylsulfanyl)-1,2-thiazol-5-yl]hydrazinylidene}-4,4-difluorobutanoate
—— 2-[[4-ethyl-5-[1-methyl-5-(trifluoromethyl)pyrazol-3-yl]-1,2,4-triazol-3-yl]sulfanyl]-N-[(Z)-pyridin-4-ylmethylideneamino]acetamide —— C17H17F3N8OS
2-[[4-ethyl-5-[1-methyl-5-(trifluoromethyl)pyrazol-3-yl]-1,2,4-triazol-3-yl]sulfanyl]-N-[(Z)-pyridin-4-ylmethylideneamino]acetamide
—— (7Z)-3-(difluoromethyl)-7-[(1-methyl-1H-pyrazol-3-yl)methylidene]-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine —— C16H12F2N6S
(7Z)-3-(difluoromethyl)-7-[(1-methyl-1H-pyrazol-3-yl)methylidene]-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— 2-[2-(4-chlorophenyl)-6-oxo-1H-pyrimidin-5-yl]-N-[(1R)-1-(4-methylsulfanylphenyl)ethyl]acetamide —— C21H20ClN3O2S
2-[2-(4-chlorophenyl)-6-oxo-1H-pyrimidin-5-yl]-N-[(1R)-1-(4-methylsulfanylphenyl)ethyl]acetamide
—— (3R)-1-(3-phenylpropylsulfonyl)-N-(2-phenylsulfanylphenyl)piperidine-3-carboxamide —— C27H30N2O3S2
(3R)-1-(3-phenylpropylsulfonyl)-N-(2-phenylsulfanylphenyl)piperidine-3-carboxamide
—— (2S)-2-(4-chlorophenyl)sulfanyl-N-[(1S)-1-(2,5-dimethylphenyl)ethyl]butanamide —— C20H24ClNOS
(2S)-2-(4-chlorophenyl)sulfanyl-N-[(1S)-1-(2,5-dimethylphenyl)ethyl]butanamide
—— (3S)-1-(3-phenylpropylsulfonyl)-N-(2-phenylsulfanylphenyl)piperidine-3-carboxamide —— C27H30N2O3S2
(3S)-1-(3-phenylpropylsulfonyl)-N-(2-phenylsulfanylphenyl)piperidine-3-carboxamide
—— (2S)-2-(2-chlorophenoxy)-N-(2-phenylsulfanylphenyl)butanamide —— C22H20ClNO2S
(2S)-2-(2-chlorophenoxy)-N-(2-phenylsulfanylphenyl)butanamide
—— (2S)-2-(4-chlorophenyl)sulfanyl-N-[(1R)-1-phenylethyl]butanamide —— C18H20ClNOS
(2S)-2-(4-chlorophenyl)sulfanyl-N-[(1R)-1-phenylethyl]butanamide
—— 2-(4-Fluorophenyl)-5-(phenylsulfanylmethyl)-1,3,4-oxadiazole —— C15H11FN2OS
2-(4-Fluorophenyl)-5-(phenylsulfanylmethyl)-1,3,4-oxadiazole
—— 2-(4-Bromophenyl)-5-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1,3,4-oxadiazole —— C17H10BrFN4O2S
2-(4-Bromophenyl)-5-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1,3,4-oxadiazole
—— 2-(3-Methylphenyl)-5-(phenylsulfanylmethyl)-1,3,4-oxadiazole —— C16H14N2OS
2-(3-Methylphenyl)-5-(phenylsulfanylmethyl)-1,3,4-oxadiazole
—— 2-(4-Bromophenyl)-5-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1,3,4-oxadiazole —— C18H13BrN4O2S
2-(4-Bromophenyl)-5-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1,3,4-oxadiazole
—— 2-(2-Chlorophenyl)-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,3,4-oxadiazole —— C17H11ClN4O2S
2-(2-Chlorophenyl)-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,3,4-oxadiazole
—— N-[(Z)-(4-oxo-2-pyrimidin-2-ylsulfanylpyrido[1,2-a]pyrimidin-3-yl)methylideneamino]benzamide —— C20H14N6O2S
N-[(Z)-(4-oxo-2-pyrimidin-2-ylsulfanylpyrido[1,2-a]pyrimidin-3-yl)methylideneamino]benzamide
—— (E)-3-(5-pentylsulfanylthiophen-2-yl)prop-2-enoic acid —— C12H16O2S2
(E)-3-(5-pentylsulfanylthiophen-2-yl)prop-2-enoic acid
—— (E)-3-[5-(2-methylpropylsulfanyl)thiophen-2-yl]prop-2-enoic acid —— C11H14O2S2
(E)-3-[5-(2-methylpropylsulfanyl)thiophen-2-yl]prop-2-enoic acid
—— (E)-3-(5-propylsulfanylthiophen-2-yl)prop-2-enoic acid —— C10H12O2S2
(E)-3-(5-propylsulfanylthiophen-2-yl)prop-2-enoic acid
—— (E)-3-(5-butylsulfanylthiophen-2-yl)prop-2-enoic acid —— C11H14O2S2
(E)-3-(5-butylsulfanylthiophen-2-yl)prop-2-enoic acid
—— (E)-3-[5-(3-methylbutylsulfanyl)thiophen-2-yl]prop-2-enoic acid —— C12H16O2S2
(E)-3-[5-(3-methylbutylsulfanyl)thiophen-2-yl]prop-2-enoic acid
—— (E)-3-[5-(oxolan-2-ylmethylsulfanyl)thiophen-2-yl]prop-2-enoic acid —— C12H14O3S2
(E)-3-[5-(oxolan-2-ylmethylsulfanyl)thiophen-2-yl]prop-2-enoic acid
—— (E)-[(3-fluorophenyl)sulfanyl-methylsulfanylmethylidene]cyanamide —— C9H7FN2S2
(E)-[(3-fluorophenyl)sulfanyl-methylsulfanylmethylidene]cyanamide
—— (E)-[ethylsulfanyl-[(3-methylsulfanyl-1,2,4-thiadiazol-5-yl)sulfanylmethylsulfanyl]methylidene]cyanamide —— C8H10N4S5
(E)-[ethylsulfanyl-[(3-methylsulfanyl-1,2,4-thiadiazol-5-yl)sulfanylmethylsulfanyl]methylidene]cyanamide
—— [(E)-N-cyano-C-methylsulfanylcarbonimidoyl]sulfanylmethyl N,N-dimethylcarbamodithioate —— C7H11N3S4
[(E)-N-cyano-C-methylsulfanylcarbonimidoyl]sulfanylmethyl N,N-dimethylcarbamodithioate
—— (Z)-N-[3-(difluoromethyl)-5-methylsulfanyl-1,2,4-triazol-4-yl]-1-(2-methylphenyl)methanimine —— C12H12F2N4S
(Z)-N-[3-(difluoromethyl)-5-methylsulfanyl-1,2,4-triazol-4-yl]-1-(2-methylphenyl)methanimine
—— (E)-[methylsulfanyl-[(3-prop-2-enylsulfanyl-1,2,4-thiadiazol-5-yl)sulfanylmethylsulfanyl]methylidene]cyanamide —— C9H10N4S5
(E)-[methylsulfanyl-[(3-prop-2-enylsulfanyl-1,2,4-thiadiazol-5-yl)sulfanylmethylsulfanyl]methylidene]cyanamide
—— (2Z)-2-[hydroxy(phenyl)methylidene]-1-benzothiophen-3-one —— C15H10O2S
(2Z)-2-[hydroxy(phenyl)methylidene]-1-benzothiophen-3-one