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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-[[4-(2-methylpropylcarbamoyl)cyclohexyl]methyl]-2,3-dihydropyrazolo[5,1-b][1,3]thiazole-7-carboxamide —— C18H28N4O2S
N-[[4-(2-methylpropylcarbamoyl)cyclohexyl]methyl]-2,3-dihydropyrazolo[5,1-b][1,3]thiazole-7-carboxamide
—— N-[[4-(propan-2-ylcarbamoyl)cyclohexyl]methyl]-2,3-dihydropyrazolo[5,1-b][1,3]thiazole-7-carboxamide —— C17H26N4O2S
N-[[4-(propan-2-ylcarbamoyl)cyclohexyl]methyl]-2,3-dihydropyrazolo[5,1-b][1,3]thiazole-7-carboxamide
—— Ethyl 2-[2-[2-(4-bromophenyl)sulfanylethylamino]-2-oxoethyl]sulfanylacetate —— C14H18BrNO3S2
Ethyl 2-[2-[2-(4-bromophenyl)sulfanylethylamino]-2-oxoethyl]sulfanylacetate
—— N-[[4-(benzylcarbamoyl)cyclohexyl]methyl]-2,3-dihydropyrazolo[5,1-b][1,3]thiazole-7-carboxamide —— C21H26N4O2S
N-[[4-(benzylcarbamoyl)cyclohexyl]methyl]-2,3-dihydropyrazolo[5,1-b][1,3]thiazole-7-carboxamide
—— (1S)-1,5-dimethyl-1-oxo-1λ6-thia-2-azacyclohexa-1,3,5-triene-4-carboxylic acid —— C7H9NO3S
(1S)-1,5-dimethyl-1-oxo-1λ6-thia-2-azacyclohexa-1,3,5-triene-4-carboxylic acid
—— ethyl 2-[2-[2-[[(3S)-3-methyl-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C14H20N2O5S3
ethyl 2-[2-[2-[[(3S)-3-methyl-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— (1R)-6-bromo-1,5-dimethyl-1-oxo-1λ6-thia-2-azacyclohexa-1,3,5-triene-4-carboxylic acid —— C7H8BrNO3S
(1R)-6-bromo-1,5-dimethyl-1-oxo-1λ6-thia-2-azacyclohexa-1,3,5-triene-4-carboxylic acid
—— (1S)-5-hydroxy-1-methyl-1-oxo-1λ6-thia-2-azacyclohexa-1,3,5-triene-4-carboxylic acid —— C6H7NO4S
(1S)-5-hydroxy-1-methyl-1-oxo-1λ6-thia-2-azacyclohexa-1,3,5-triene-4-carboxylic acid
—— N-[(2R)-butan-2-yl]-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C16H21N3O4S3
N-[(2R)-butan-2-yl]-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-[(2S)-6-methylheptan-2-yl]-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H27N3O2S
N-[(2S)-6-methylheptan-2-yl]-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[2-(2-fluorophenyl)ethyl]acetamide —— C16H16FN5O2S
2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[2-(2-fluorophenyl)ethyl]acetamide
—— N-methyl-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(thiophen-3-ylmethyl)acetamide —— C17H17N3O2S2
N-methyl-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(thiophen-3-ylmethyl)acetamide
—— 2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethanone —— C22H21N3O2S
2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethanone
—— N-[(1S)-1-(furan-2-yl)ethyl]-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C17H17N3O2S3
N-[(1S)-1-(furan-2-yl)ethyl]-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 1-(Azocan-1-yl)-2-[[5-(3-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C17H20BrN3O2S
1-(Azocan-1-yl)-2-[[5-(3-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— N-[3-(N-methylanilino)propyl]-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C21H24N4O2S
N-[3-(N-methylanilino)propyl]-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-butyl-N-ethyl-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C13H24N4O2S
N-butyl-N-ethyl-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-(furan-2-yl)ethyl]acetamide —— C14H15N5O3S
2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-(furan-2-yl)ethyl]acetamide
—— 3-[2-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-oxoethyl]sulfanyl-4-propyl-1H-1,2,4-triazol-5-one —— C16H19N3O4S
3-[2-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-oxoethyl]sulfanyl-4-propyl-1H-1,2,4-triazol-5-one
—— N-(2-cyanopropan-2-yl)-N-methyl-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C12H19N5O2S
N-(2-cyanopropan-2-yl)-N-methyl-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 3-[2-oxo-2-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethyl]sulfanyl-4-propyl-1H-1,2,4-triazol-5-one —— C18H22N4O2S
3-[2-oxo-2-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethyl]sulfanyl-4-propyl-1H-1,2,4-triazol-5-one
—— 2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(S)-phenyl(thiophen-2-yl)methyl]acetamide —— C18H20N4O2S2
2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(S)-phenyl(thiophen-2-yl)methyl]acetamide
—— 3-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-4-propyl-1H-1,2,4-triazol-5-one —— C15H17N5O2S
3-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-4-propyl-1H-1,2,4-triazol-5-one
—— N-butyl-N-methyl-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C12H22N4O2S
N-butyl-N-methyl-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[(2S)-6-methylheptan-2-yl]-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C19H27N3OS3
N-[(2S)-6-methylheptan-2-yl]-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— [2-[[(1R)-1-(furan-2-yl)ethyl]amino]-2-oxoethyl] 3-(4-chlorophenyl)sulfanylpropanoate —— C17H18ClNO4S
[2-[[(1R)-1-(furan-2-yl)ethyl]amino]-2-oxoethyl] 3-(4-chlorophenyl)sulfanylpropanoate
—— 2-[(5Z)-5-[[4-bromo-5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]acetic acid —— C17H12BrNO4S3
2-[(5Z)-5-[[4-bromo-5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]acetic acid
—— (6E)-5-imino-6-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-2-(2-methylpropyl)-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one —— C21H20N4O2S2
(6E)-5-imino-6-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-2-(2-methylpropyl)-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one
—— (6E)-6-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-5-imino-2-(2-methylpropyl)-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one —— C20H17ClN4O2S2
(6E)-6-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-5-imino-2-(2-methylpropyl)-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one
—— (6E)-2-butyl-5-imino-6-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one —— C21H20N4O2S2
(6E)-2-butyl-5-imino-6-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one
—— (6E)-5-imino-2-(2-methylphenyl)-6-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one —— C24H18N4O2S2
(6E)-5-imino-2-(2-methylphenyl)-6-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one
—— N-[(1S)-1-cyclopropylethyl]-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C15H20N4OS2
N-[(1S)-1-cyclopropylethyl]-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-(2-cyanoethyl)-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(furan-2-ylmethyl)acetamide —— C18H19N5O2S2
N-(2-cyanoethyl)-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(furan-2-ylmethyl)acetamide
—— 2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2-fluorophenyl)methyl]acetamide —— C17H17FN4OS2
2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2-fluorophenyl)methyl]acetamide
—— 2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2-methylphenyl)methyl]acetamide —— C23H22N4O2S
2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2-methylphenyl)methyl]acetamide
—— 2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-5-methylhexan-2-yl]acetamide —— C22H28N4O2S
2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-5-methylhexan-2-yl]acetamide
—— N-prop-2-enyl-5-[(3-thiophen-3-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C12H11N5OS3
N-prop-2-enyl-5-[(3-thiophen-3-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— 2-[(4-benzyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-pentylacetamide —— C20H24N4OS2
2-[(4-benzyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-pentylacetamide
—— 2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-(furan-2-yl)ethyl]acetamide —— C21H20N4O3S
2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-(furan-2-yl)ethyl]acetamide
—— 4-O-ethyl 2-O-[2-oxo-2-(3-phenylsulfanylpropylamino)ethyl] 3,5-dimethyl-1H-pyrrole-2,4-dicarboxylate —— C21H26N2O5S
4-O-ethyl 2-O-[2-oxo-2-(3-phenylsulfanylpropylamino)ethyl] 3,5-dimethyl-1H-pyrrole-2,4-dicarboxylate
—— [(2R)-1-oxo-1-(2-phenylsulfanylanilino)propan-2-yl] 4-chloropyridine-2-carboxylate —— C21H17ClN2O3S
[(2R)-1-oxo-1-(2-phenylsulfanylanilino)propan-2-yl] 4-chloropyridine-2-carboxylate
—— 2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-[2-(2-fluorophenyl)ethyl]acetamide —— C14H16FN5O2S
2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-[2-(2-fluorophenyl)ethyl]acetamide
—— 2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-methyl-N-(thiophen-3-ylmethyl)acetamide —— C12H15N5O2S2
2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-methyl-N-(thiophen-3-ylmethyl)acetamide
—— 2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-[(2R)-2-ethylhexyl]acetamide —— C14H25N5O2S
2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-[(2R)-2-ethylhexyl]acetamide
—— 2-(3-Nitrophenyl)-5-(2-nitrophenyl)sulfanyl-1,3,4-oxadiazole —— C14H8N4O5S
2-(3-Nitrophenyl)-5-(2-nitrophenyl)sulfanyl-1,3,4-oxadiazole
—— 4-(2,5-Difluorophenyl)sulfanylthieno[2,3-d]pyrimidine —— C12H6F2N2S2
4-(2,5-Difluorophenyl)sulfanylthieno[2,3-d]pyrimidine
—— 2-[(4-amino-1,2,4-triazol-3-yl)sulfanyl]-N-[(4-methylphenyl)methyl]-N-propylacetamide —— C15H21N5OS
2-[(4-amino-1,2,4-triazol-3-yl)sulfanyl]-N-[(4-methylphenyl)methyl]-N-propylacetamide
—— 2-[(4-amino-1,2,4-triazol-3-yl)sulfanyl]-N-[(5-chlorothiophen-2-yl)methyl]-N-ethylacetamide —— C11H14ClN5OS2
2-[(4-amino-1,2,4-triazol-3-yl)sulfanyl]-N-[(5-chlorothiophen-2-yl)methyl]-N-ethylacetamide
—— 2-[(4-amino-1,2,4-triazol-3-yl)sulfanyl]-N-methyl-N-[(4-methylsulfanylphenyl)methyl]acetamide —— C13H17N5OS2
2-[(4-amino-1,2,4-triazol-3-yl)sulfanyl]-N-methyl-N-[(4-methylsulfanylphenyl)methyl]acetamide
—— 2-[(4-amino-1,2,4-triazol-3-yl)sulfanyl]-N-cyclopropyl-N-[(2-fluorophenyl)methyl]acetamide —— C14H16FN5OS
2-[(4-amino-1,2,4-triazol-3-yl)sulfanyl]-N-cyclopropyl-N-[(2-fluorophenyl)methyl]acetamide