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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
—— (2R)-2-[[5-benzyl-4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-prop-2-enylpropanamide —— C18H24N4O2S
(2R)-2-[[5-benzyl-4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-prop-2-enylpropanamide
—— 1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-(4-fluorophenyl)sulfanylethanone —— C17H15FO3S
1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-(4-fluorophenyl)sulfanylethanone
—— N-(1-adamantyl)-N-(2-cyanoethyl)-2-(4-fluorophenyl)sulfanylacetamide —— C21H25FN2OS
N-(1-adamantyl)-N-(2-cyanoethyl)-2-(4-fluorophenyl)sulfanylacetamide
—— methyl N-[(2R)-2-[[5-benzyl-4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]propanoyl]carbamate —— C17H22N4O4S
methyl N-[(2R)-2-[[5-benzyl-4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]propanoyl]carbamate
—— (2S)-2-[[5-benzyl-4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-prop-2-enylpropanamide —— C18H24N4O2S
(2S)-2-[[5-benzyl-4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-prop-2-enylpropanamide
—— (2S)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(thiophen-2-ylmethyl)propanamide —— C16H14FN3OS4
(2S)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(thiophen-2-ylmethyl)propanamide
—— (2R)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(thiophen-2-ylmethyl)propanamide —— C16H14FN3OS4
(2R)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(thiophen-2-ylmethyl)propanamide
—— (2S)-1-(azepan-1-yl)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one —— C17H20FN3OS3
(2S)-1-(azepan-1-yl)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one
—— (2R)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylpropanamide —— C14H16FN3OS3
(2R)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylpropanamide
—— 2-[2-(4-fluorophenyl)-1,3-thiazol-4-yl]-N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]acetamide —— C19H16FN3OS2
2-[2-(4-fluorophenyl)-1,3-thiazol-4-yl]-N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]acetamide
—— (2S)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-di(propan-2-yl)propanamide —— C17H22FN3OS3
(2S)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-di(propan-2-yl)propanamide
—— (2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[4-ethyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propan-1-one —— C20H24N4O3S
(2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[4-ethyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propan-1-one
—— (2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-(1,3,4-thiadiazol-2-ylsulfanyl)propan-1-one —— C13H15N3O2S2
(2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-(1,3,4-thiadiazol-2-ylsulfanyl)propan-1-one
—— 3-[2-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl]-1,3-oxazolidin-2-one —— C8H9N3O3S2
3-[2-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl]-1,3-oxazolidin-2-one
—— [(2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-1-oxopropan-2-yl] (2S)-2-(4-chlorophenyl)sulfanylpropanoate —— C20H22ClNO4S
[(2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-1-oxopropan-2-yl] (2S)-2-(4-chlorophenyl)sulfanylpropanoate
—— (2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propan-1-one —— C15H19N3O2S3
(2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propan-1-one
—— 3-[2-(1,3,4-Thiadiazol-2-ylsulfanyl)acetyl]-1,3-oxazolidin-2-one —— C7H7N3O3S2
3-[2-(1,3,4-Thiadiazol-2-ylsulfanyl)acetyl]-1,3-oxazolidin-2-one
—— N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-2-(4-phenyl-1,3-thiazol-2-yl)acetamide —— C19H17N3OS2
N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-2-(4-phenyl-1,3-thiazol-2-yl)acetamide
—— 4-cyclopropyl-3-[(5-thiophen-2-yl-1,2-oxazol-3-yl)methylsulfanyl]-1H-1,2,4-triazol-5-one —— C13H12N4O2S2
4-cyclopropyl-3-[(5-thiophen-2-yl-1,2-oxazol-3-yl)methylsulfanyl]-1H-1,2,4-triazol-5-one
—— 3-[2-[[5-(3-Methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]-1,3-oxazolidin-2-one —— C14H13N3O4S
3-[2-[[5-(3-Methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]-1,3-oxazolidin-2-one
—— (2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propan-1-one —— C14H17N3O2S2
(2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propan-1-one
—— N-[(S)-phenyl(thiophen-2-yl)methyl]-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C18H18N4OS2
N-[(S)-phenyl(thiophen-2-yl)methyl]-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[(Z)-[(4aS,8aS)-3,4,4a,5,6,7,8,8a-octahydro-1H-naphthalen-2-ylidene]amino]-2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]acetamide —— C17H25N5O3S
N-[(Z)-[(4aS,8aS)-3,4,4a,5,6,7,8,8a-octahydro-1H-naphthalen-2-ylidene]amino]-2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]acetamide
—— 3-[2-[[4-(4-Fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]-1,3-oxazolidin-2-one —— C13H10FN3O3S3
3-[2-[[4-(4-Fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]-1,3-oxazolidin-2-one
—— N-[2-(2-methylphenyl)ethyl]-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H20N4OS
N-[2-(2-methylphenyl)ethyl]-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 2-(2-Methylphenyl)-5-[(5-thiophen-2-yl-1,2-oxazol-3-yl)methylsulfanyl]-1,3,4-oxadiazole —— C17H13N3O2S2
2-(2-Methylphenyl)-5-[(5-thiophen-2-yl-1,2-oxazol-3-yl)methylsulfanyl]-1,3,4-oxadiazole
—— 2-(3,4-Dimethylphenyl)-5-[(5-thiophen-2-yl-1,2-oxazol-3-yl)methylsulfanyl]-1,3,4-oxadiazole —— C18H15N3O2S2
2-(3,4-Dimethylphenyl)-5-[(5-thiophen-2-yl-1,2-oxazol-3-yl)methylsulfanyl]-1,3,4-oxadiazole
—— [(2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-1-oxopropan-2-yl] 3-(3,4-dimethylphenyl)sulfanylpropanoate —— C22H27NO4S
[(2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-1-oxopropan-2-yl] 3-(3,4-dimethylphenyl)sulfanylpropanoate
—— N-[2-(3-chlorophenyl)ethyl]-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C15H17ClN4OS
N-[2-(3-chlorophenyl)ethyl]-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[(Z)-1-(3,4-difluorophenyl)ethylideneamino]-2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]acetamide —— C15H15F2N5O3S
N-[(Z)-1-(3,4-difluorophenyl)ethylideneamino]-2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]acetamide
—— 2-(3,4-Dimethylphenyl)-5-[(2-thiophen-3-yl-1,3-thiazol-4-yl)methylsulfanyl]-1,3,4-oxadiazole —— C18H15N3OS3
2-(3,4-Dimethylphenyl)-5-[(2-thiophen-3-yl-1,3-thiazol-4-yl)methylsulfanyl]-1,3,4-oxadiazole
—— N-[2-(4-bromophenyl)sulfanylethyl]-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C15H17BrN4OS2
N-[2-(4-bromophenyl)sulfanylethyl]-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 2-(2-Methylphenyl)-5-[(2-thiophen-3-yl-1,3-thiazol-4-yl)methylsulfanyl]-1,3,4-oxadiazole —— C17H13N3OS3
2-(2-Methylphenyl)-5-[(2-thiophen-3-yl-1,3-thiazol-4-yl)methylsulfanyl]-1,3,4-oxadiazole
—— 2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N-[(Z)-(3-methyl-2-pentylcyclopent-2-en-1-ylidene)amino]acetamide —— C18H27N5O3S
2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N-[(Z)-(3-methyl-2-pentylcyclopent-2-en-1-ylidene)amino]acetamide
—— N-[(2-fluorophenyl)methyl]-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C14H15FN4OS
N-[(2-fluorophenyl)methyl]-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[[5-(4-chlorophenyl)furan-2-yl]methyl]-N-methyl-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C19H19ClN4O2S
N-[[5-(4-chlorophenyl)furan-2-yl]methyl]-N-methyl-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 3-[2-[[5-(3,4-Dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]-1,3-oxazolidin-2-one —— C15H15N3O4S
3-[2-[[5-(3,4-Dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]-1,3-oxazolidin-2-one
—— 2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N-[(Z)-[2,5-dimethyl-1-(2-methylpropyl)pyrrol-3-yl]methylideneamino]acetamide —— C18H26N6O3S
2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N-[(Z)-[2,5-dimethyl-1-(2-methylpropyl)pyrrol-3-yl]methylideneamino]acetamide
—— 2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N-[(Z)-[(2S)-2-phenylcyclohexylidene]amino]acetamide —— C19H23N5O3S
2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N-[(Z)-[(2S)-2-phenylcyclohexylidene]amino]acetamide
—— [(2S)-1-(methoxycarbonylamino)-1-oxopropan-2-yl] 3-(3,4-dimethylphenyl)sulfanylpropanoate —— C16H21NO5S
[(2S)-1-(methoxycarbonylamino)-1-oxopropan-2-yl] 3-(3,4-dimethylphenyl)sulfanylpropanoate
—— N-[[(2S,6S)-2,6-dimethylcyclohexylidene]amino]-2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]acetamide —— C15H23N5O3S
N-[[(2S,6S)-2,6-dimethylcyclohexylidene]amino]-2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]acetamide
—— 2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N-[(Z)-[(3S)-3-methylcyclohexylidene]amino]acetamide —— C14H21N5O3S
2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N-[(Z)-[(3S)-3-methylcyclohexylidene]amino]acetamide
—— 2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(propan-2-ylcarbamoyl)acetamide —— C15H19N5O2S2
2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(propan-2-ylcarbamoyl)acetamide
—— (7-Methyl-5-oxo-[1,3,4]thiadiazolo[3,2-a]pyrimidin-2-yl)methyl 3-(3,4-dimethylphenyl)sulfanylpropanoate —— C18H19N3O3S2
(7-Methyl-5-oxo-[1,3,4]thiadiazolo[3,2-a]pyrimidin-2-yl)methyl 3-(3,4-dimethylphenyl)sulfanylpropanoate
—— N-[[(2R,6R)-2,6-dimethylcyclohexylidene]amino]-2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]acetamide —— C15H23N5O3S
N-[[(2R,6R)-2,6-dimethylcyclohexylidene]amino]-2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]acetamide
—— 2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N-[(Z)-1-(2,5-dimethylthiophen-3-yl)ethylideneamino]acetamide —— C15H19N5O3S2
2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N-[(Z)-1-(2,5-dimethylthiophen-3-yl)ethylideneamino]acetamide
—— 2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N-[(Z)-[(2S)-2-methylcyclohexylidene]amino]acetamide —— C14H21N5O3S
2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N-[(Z)-[(2S)-2-methylcyclohexylidene]amino]acetamide
—— 2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(3,4-dimethylphenyl)ethyl]acetamide —— C21H24N4OS2
2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(3,4-dimethylphenyl)ethyl]acetamide
—— 2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N-(pentan-3-ylideneamino)acetamide —— C12H19N5O3S
2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N-(pentan-3-ylideneamino)acetamide
—— 2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N-[(Z)-1-thiophen-2-ylpropylideneamino]acetamide —— C14H17N5O3S2
2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N-[(Z)-1-thiophen-2-ylpropylideneamino]acetamide