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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)-N-(cyclododecylideneamino)-2-phenylsulfanylpropanamide —— C21H32N2OS
(2S)-N-(cyclododecylideneamino)-2-phenylsulfanylpropanamide
—— (4S)-3-propyl-4-(2-propylsulfanylpyrimidin-5-yl)-2,4,5,7-tetrahydropyrazolo[3,4-b]pyridin-6-one —— C16H21N5OS
(4S)-3-propyl-4-(2-propylsulfanylpyrimidin-5-yl)-2,4,5,7-tetrahydropyrazolo[3,4-b]pyridin-6-one
—— (4R)-3-propyl-4-(2-propylsulfanylpyrimidin-5-yl)-2,4,5,7-tetrahydropyrazolo[3,4-b]pyridin-6-one —— C16H21N5OS
(4R)-3-propyl-4-(2-propylsulfanylpyrimidin-5-yl)-2,4,5,7-tetrahydropyrazolo[3,4-b]pyridin-6-one
—— (2R)-N-(cyclododecylideneamino)-2-phenylsulfanylpropanamide —— C21H32N2OS
(2R)-N-(cyclododecylideneamino)-2-phenylsulfanylpropanamide
—— 2-propylsulfanyl-5-[[(3S)-3-(1H-pyrazol-5-yl)piperidin-1-yl]methyl]pyrimidine —— C16H23N5S
2-propylsulfanyl-5-[[(3S)-3-(1H-pyrazol-5-yl)piperidin-1-yl]methyl]pyrimidine
—— 2-propylsulfanyl-5-[[(3R)-3-(1H-pyrazol-5-yl)piperidin-1-yl]methyl]pyrimidine —— C16H23N5S
2-propylsulfanyl-5-[[(3R)-3-(1H-pyrazol-5-yl)piperidin-1-yl]methyl]pyrimidine
—— 2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R,2R)-2-phenylcyclopropyl]acetamide —— C21H22N4OS
2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R,2R)-2-phenylcyclopropyl]acetamide
—— 2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S,2S)-2-phenylcyclopropyl]acetamide —— C21H22N4OS
2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S,2S)-2-phenylcyclopropyl]acetamide
—— 2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S,2R)-2-phenylcyclopropyl]acetamide —— C21H22N4OS
2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S,2R)-2-phenylcyclopropyl]acetamide
—— 5-Methyl-2-[(2-oxopropyl)sulfanyl]-6-(thiophen-2-yl)pyridine-3-carbonitrile —— C14H12N2OS2
5-Methyl-2-[(2-oxopropyl)sulfanyl]-6-(thiophen-2-yl)pyridine-3-carbonitrile
—— (2R)-1-[2-(2-methylpropyl)-5,7-dihydropyrrolo[3,4-d]pyrimidin-6-yl]-2-pyridin-2-ylsulfanylpropan-1-one —— C18H22N4OS
(2R)-1-[2-(2-methylpropyl)-5,7-dihydropyrrolo[3,4-d]pyrimidin-6-yl]-2-pyridin-2-ylsulfanylpropan-1-one
—— (4S)-6-methyl-N-[2-(1-methyltetrazol-5-yl)sulfanylethyl]-2-oxo-4-pyridin-3-yl-3,4-dihydro-1H-pyrimidine-5-carboxamide —— C15H18N8O2S
(4S)-6-methyl-N-[2-(1-methyltetrazol-5-yl)sulfanylethyl]-2-oxo-4-pyridin-3-yl-3,4-dihydro-1H-pyrimidine-5-carboxamide
—— Ethyl 4-[1,4-dimethyl-5-[(3-methylphenyl)methyl]-6-oxopyrimidin-2-yl]sulfanylbutanoate —— C20H26N2O3S
Ethyl 4-[1,4-dimethyl-5-[(3-methylphenyl)methyl]-6-oxopyrimidin-2-yl]sulfanylbutanoate
—— (4R)-6-methyl-N-[2-(1-methyltetrazol-5-yl)sulfanylethyl]-2-oxo-4-pyridin-3-yl-3,4-dihydro-1H-pyrimidine-5-carboxamide —— C15H18N8O2S
(4R)-6-methyl-N-[2-(1-methyltetrazol-5-yl)sulfanylethyl]-2-oxo-4-pyridin-3-yl-3,4-dihydro-1H-pyrimidine-5-carboxamide
—— (2S)-1-[2-(2-methylpropyl)-5,7-dihydropyrrolo[3,4-d]pyrimidin-6-yl]-2-pyridin-2-ylsulfanylpropan-1-one —— C18H22N4OS
(2S)-1-[2-(2-methylpropyl)-5,7-dihydropyrrolo[3,4-d]pyrimidin-6-yl]-2-pyridin-2-ylsulfanylpropan-1-one
—— (2R)-N-[(3,5-dimethyl-1,2-oxazol-4-yl)methyl]-2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-N-methylpropanamide —— C16H22N4O2S
(2R)-N-[(3,5-dimethyl-1,2-oxazol-4-yl)methyl]-2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-N-methylpropanamide
—— (2S)-N-[(3,5-dimethyl-1,2-oxazol-4-yl)methyl]-2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-N-methylpropanamide —— C16H22N4O2S
(2S)-N-[(3,5-dimethyl-1,2-oxazol-4-yl)methyl]-2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-N-methylpropanamide
—— 2-[[5-cyclohexyl-4-[(1S)-1-phenylethyl]-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C18H23N3O2S
2-[[5-cyclohexyl-4-[(1S)-1-phenylethyl]-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— (2S)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]butanoic acid —— C7H11N3O2S
(2S)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]butanoic acid
—— (5E)-5-{[5-(1H-benzimidazol-2-ylthio)-2-furyl]methylene}-3-isopropyl-1,3-thiazolidine-2,4-dione —— C18H15N3O3S2
(5E)-5-{[5-(1H-benzimidazol-2-ylthio)-2-furyl]methylene}-3-isopropyl-1,3-thiazolidine-2,4-dione
—— (2S)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]butanoate —— C7H10N3O2S-
(2S)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]butanoate
—— (2R)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]butanoic acid —— C7H11N3O2S
(2R)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]butanoic acid
—— 4-(4-Methyl-4H-[1,2,4]triazol-3-ylsulfanyl)-but-2-yn-1-ol —— C7H9N3OS
4-(4-Methyl-4H-[1,2,4]triazol-3-ylsulfanyl)-but-2-yn-1-ol
—— (1R,2R,3S,5R,7R)-2-[(S)-butylsulfinyl]-1,5-dimethyladamantane —— C16H28OS
(1R,2R,3S,5R,7R)-2-[(S)-butylsulfinyl]-1,5-dimethyladamantane
—— (1R,2S,3S,5R,7R)-2-[(S)-butylsulfinyl]-1,5-dimethyladamantane —— C16H28OS
(1R,2S,3S,5R,7R)-2-[(S)-butylsulfinyl]-1,5-dimethyladamantane
—— 4-{[5-(3-Bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl}but-2-yn-1-ol —— C12H9BrN2O2S
4-{[5-(3-Bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl}but-2-yn-1-ol
—— (2E,5Z)-3-(2-ethoxyethyl)-5-[4-(methylsulfanyl)benzylidene]-2-(phenylimino)-1,3-thiazolidin-4-one —— C21H22N2O2S2
(2E,5Z)-3-(2-ethoxyethyl)-5-[4-(methylsulfanyl)benzylidene]-2-(phenylimino)-1,3-thiazolidin-4-one
—— (3S)-3-amino-1-[[5-(1H-1,2,4-triazol-5-ylsulfanyl)furan-2-yl]methyl]pyrrolidine-3-carboxylic acid —— C12H15N5O3S
(3S)-3-amino-1-[[5-(1H-1,2,4-triazol-5-ylsulfanyl)furan-2-yl]methyl]pyrrolidine-3-carboxylic acid
—— (3R)-3-amino-1-[[5-(1H-1,2,4-triazol-5-ylsulfanyl)furan-2-yl]methyl]pyrrolidine-3-carboxylic acid —— C12H15N5O3S
(3R)-3-amino-1-[[5-(1H-1,2,4-triazol-5-ylsulfanyl)furan-2-yl]methyl]pyrrolidine-3-carboxylic acid
—— 1-[(1R)-1-isothiocyanatoethyl]adamantane —— C13H19NS
1-[(1R)-1-isothiocyanatoethyl]adamantane
—— 1-[(3S)-3-phenyl-3,4-dihydropyrazol-2-yl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone —— C19H16N4OS3
1-[(3S)-3-phenyl-3,4-dihydropyrazol-2-yl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone
—— 1-[(1S)-1-isothiocyanatoethyl]adamantane —— C13H19NS
1-[(1S)-1-isothiocyanatoethyl]adamantane
—— (3S)-N-[2-(1H-1,2,4-triazol-5-ylsulfanyl)ethyl]piperidin-3-amine —— C9H17N5S
(3S)-N-[2-(1H-1,2,4-triazol-5-ylsulfanyl)ethyl]piperidin-3-amine
—— (2S)-N-[(4-tert-butylcyclohexylidene)amino]-2-(4-methylphenyl)sulfanylpropanamide —— C20H30N2OS
(2S)-N-[(4-tert-butylcyclohexylidene)amino]-2-(4-methylphenyl)sulfanylpropanamide
—— (3R)-N-[2-(1H-1,2,4-triazol-5-ylsulfanyl)ethyl]piperidin-3-amine —— C9H17N5S
(3R)-N-[2-(1H-1,2,4-triazol-5-ylsulfanyl)ethyl]piperidin-3-amine
—— (4S)-4-[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine —— C13H14N6OS
(4S)-4-[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine
—— (4R)-4-[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine —— C13H14N6OS
(4R)-4-[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine
—— (5R)-2-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]-2,9-diazaspiro[4.5]decane —— C16H23N5OS
(5R)-2-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]-2,9-diazaspiro[4.5]decane
—— (5S)-2-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]-2,9-diazaspiro[4.5]decane —— C16H23N5OS
(5S)-2-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]-2,9-diazaspiro[4.5]decane
—— 2-[[4-methyl-5-(2-phenylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide —— C18H24N4O2S
2-[[4-methyl-5-(2-phenylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide
—— 2-[3-Cyano-6-(2-methylpropyl)pyridin-2-yl]sulfanyl-2-methylpropanoate —— C14H17N2O2S-
2-[3-Cyano-6-(2-methylpropyl)pyridin-2-yl]sulfanyl-2-methylpropanoate
—— (2R)-N-[2-[(2-chloro-6-fluorophenyl)methylsulfanyl]ethyl]-2-(4-methylphenyl)sulfanylpropanamide —— C19H21ClFNOS2
(2R)-N-[2-[(2-chloro-6-fluorophenyl)methylsulfanyl]ethyl]-2-(4-methylphenyl)sulfanylpropanamide
—— 2-[(5E)-5-[[4-(4-chlorophenyl)sulfanylphenyl]methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]acetate —— C18H11ClNO4S2-
2-[(5E)-5-[[4-(4-chlorophenyl)sulfanylphenyl]methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]acetate
—— (2S)-N-[2-[(2-chloro-6-fluorophenyl)methylsulfanyl]ethyl]-2-(4-methylphenyl)sulfanylpropanamide —— C19H21ClFNOS2
(2S)-N-[2-[(2-chloro-6-fluorophenyl)methylsulfanyl]ethyl]-2-(4-methylphenyl)sulfanylpropanamide
—— [(5E)-5-{4-[(4-chlorophenyl)sulfanyl]benzylidene}-2,4-dioxo-1,3-thiazolidin-3-yl]acetic acid —— C18H12ClNO4S2
[(5E)-5-{4-[(4-chlorophenyl)sulfanyl]benzylidene}-2,4-dioxo-1,3-thiazolidin-3-yl]acetic acid
—— (2R)-N-(2-tert-butylsulfanylethyl)-2-(4-methylphenyl)sulfanylpropanamide —— C16H25NOS2
(2R)-N-(2-tert-butylsulfanylethyl)-2-(4-methylphenyl)sulfanylpropanamide
—— ethyl (2S)-2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-2-phenylacetate —— C16H18N2O2S
ethyl (2S)-2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-2-phenylacetate
—— (2S)-N-(2-tert-butylsulfanylethyl)-2-(4-methylphenyl)sulfanylpropanamide —— C16H25NOS2
(2S)-N-(2-tert-butylsulfanylethyl)-2-(4-methylphenyl)sulfanylpropanamide
—— ethyl (2R)-2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-2-phenylacetate —— C16H18N2O2S
ethyl (2R)-2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-2-phenylacetate
—— (2R)-2-tert-butyl-2,3-dihydropyrido[1,2-b][1,4,2]oxathiazin-5-ium —— C11H16NOS+
(2R)-2-tert-butyl-2,3-dihydropyrido[1,2-b][1,4,2]oxathiazin-5-ium