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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
—— 2-(1,3-dimethyl-2,4-dioxo-7-propylpyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C18H25N5O4S
2-(1,3-dimethyl-2,4-dioxo-7-propylpyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— N-[[(2S)-oxolan-2-yl]methyl]-2-(1,3,7-trimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanylacetamide —— C16H21N5O4S
N-[[(2S)-oxolan-2-yl]methyl]-2-(1,3,7-trimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanylacetamide
—— 1,3-Dimethyl-5-methylsulfanyl-7-propan-2-ylpyrimido[4,5-d]pyrimidine-2,4-dione —— C12H16N4O2S
1,3-Dimethyl-5-methylsulfanyl-7-propan-2-ylpyrimido[4,5-d]pyrimidine-2,4-dione
—— 2-(1,3-Dimethyl-2,4-dioxo-7-propylpyrimido[4,5-d]pyrimidin-5-yl)sulfanylacetate —— C13H15N4O4S-
2-(1,3-Dimethyl-2,4-dioxo-7-propylpyrimido[4,5-d]pyrimidin-5-yl)sulfanylacetate
—— 7-Cyclopropyl-1,3-dimethyl-5-propan-2-ylsulfanylpyrimido[4,5-d]pyrimidine-2,4-dione —— C14H18N4O2S
7-Cyclopropyl-1,3-dimethyl-5-propan-2-ylsulfanylpyrimido[4,5-d]pyrimidine-2,4-dione
—— 5-[(2-Fluorophenyl)methylthio]-3-(trifluoromethyl)-1,2,4-triazole-4-ylamine —— C10H8F4N4S
5-[(2-Fluorophenyl)methylthio]-3-(trifluoromethyl)-1,2,4-triazole-4-ylamine
—— 3-(2-fluorophenyl)sulfanyl-N-[2-methyl-2-[(3R)-3-methylpiperidin-1-yl]propyl]propanamide —— C19H29FN2OS
3-(2-fluorophenyl)sulfanyl-N-[2-methyl-2-[(3R)-3-methylpiperidin-1-yl]propyl]propanamide
—— 1-[(2S)-5-(3-chlorophenyl)-2-(4-methylsulfanylphenyl)-2H-1,3,4-oxadiazol-3-yl]ethanone —— C17H15ClN2O2S
1-[(2S)-5-(3-chlorophenyl)-2-(4-methylsulfanylphenyl)-2H-1,3,4-oxadiazol-3-yl]ethanone
—— 4-[2-[(4-Benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]morpholin-4-ium —— C16H23N4OS+
4-[2-[(4-Benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]morpholin-4-ium
—— 3-[[5-[(4,6-Dimethylpyrimidin-2-yl)sulfanylmethyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]propanoate —— C13H16N5O2S2-
3-[[5-[(4,6-Dimethylpyrimidin-2-yl)sulfanylmethyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]propanoate
—— 2-[6-Methyl-2-[(4-methylphenyl)methylsulfanyl]pyrimidin-4-yl]sulfanylacetate —— C15H15N2O2S2-
2-[6-Methyl-2-[(4-methylphenyl)methylsulfanyl]pyrimidin-4-yl]sulfanylacetate
—— (2R)-2-[(4-benzyl-5-cyclohexyl-1,2,4-triazol-3-yl)sulfanyl]propanoate —— C18H22N3O2S-
(2R)-2-[(4-benzyl-5-cyclohexyl-1,2,4-triazol-3-yl)sulfanyl]propanoate
—— 2-[[5-[(2-Chloroanilino)methyl]-4-ethyl-1,2,4-triazol-3-yl]sulfanyl]acetate —— C13H14ClN4O2S-
2-[[5-[(2-Chloroanilino)methyl]-4-ethyl-1,2,4-triazol-3-yl]sulfanyl]acetate
—— 4-[2-[(4,5-Dimethyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]morpholin-4-ium —— C10H19N4OS+
4-[2-[(4,5-Dimethyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]morpholin-4-ium
—— 4-fluoro-N-[[5-(2-morpholin-4-ium-4-ylethylsulfanyl)-1,3,4-oxadiazol-2-yl]methyl]aniline —— C15H20FN4O2S+
4-fluoro-N-[[5-(2-morpholin-4-ium-4-ylethylsulfanyl)-1,3,4-oxadiazol-2-yl]methyl]aniline
—— (2S)-3-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]propane-1,2-diol —— C5H9N3O2S2
(2S)-3-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]propane-1,2-diol
—— 2-[[5-[(4-Chloroanilino)methyl]-4-ethyl-1,2,4-triazol-3-yl]sulfanyl]acetate —— C13H14ClN4O2S-
2-[[5-[(4-Chloroanilino)methyl]-4-ethyl-1,2,4-triazol-3-yl]sulfanyl]acetate
—— 2-[[5-[(4-Chloroanilino)methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetate —— C12H12ClN4O2S-
2-[[5-[(4-Chloroanilino)methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetate
—— 3-[(5-Amino-1,3,4-thiadiazol-2-yl)sulfanyl]propyl-dimethylazanium —— C7H15N4S2+
3-[(5-Amino-1,3,4-thiadiazol-2-yl)sulfanyl]propyl-dimethylazanium
—— (3R)-3-[[(6R)-6H-benzo[c][1,5]benzoxathiepin-6-yl]methyl]-1-methylpiperidine —— C20H23NOS
(3R)-3-[[(6R)-6H-benzo[c][1,5]benzoxathiepin-6-yl]methyl]-1-methylpiperidine
—— 4-[(6S)-8-chloro-2-fluoro-6H-benzo[b][4,1]benzoxathiepin-6-yl]-1-methylpiperidine —— C19H19ClFNOS
4-[(6S)-8-chloro-2-fluoro-6H-benzo[b][4,1]benzoxathiepin-6-yl]-1-methylpiperidine
—— Dimethyl-[[2-(5,6,7,8-tetrahydronaphthalen-2-ylsulfanyl)phenyl]methyl]azanium —— C19H24NS+
Dimethyl-[[2-(5,6,7,8-tetrahydronaphthalen-2-ylsulfanyl)phenyl]methyl]azanium
—— (2R)-3-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]propane-1,2-diol —— C5H9N3O2S2
(2R)-3-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]propane-1,2-diol
—— N,N-dimethyl-1-[2-(5,6,7,8-tetrahydronaphthalen-2-ylsulfanyl)phenyl]methanamine —— C19H23NS
N,N-dimethyl-1-[2-(5,6,7,8-tetrahydronaphthalen-2-ylsulfanyl)phenyl]methanamine
—— (6S)-3-(1-adamantyl)-6-methyl-5,6-dihydro-[1,3]thiazolo[2,3-c][1,2,4]triazole —— C15H21N3S
(6S)-3-(1-adamantyl)-6-methyl-5,6-dihydro-[1,3]thiazolo[2,3-c][1,2,4]triazole
—— 2-[[5-[(2,4-Dimethylanilino)methyl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C18H19N4O3S-
2-[[5-[(2,4-Dimethylanilino)methyl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— 2,4-dimethyl-N-[[5-(2-morpholin-4-ium-4-ylethylsulfanyl)-1,3,4-oxadiazol-2-yl]methyl]aniline —— C17H25N4O2S+
2,4-dimethyl-N-[[5-(2-morpholin-4-ium-4-ylethylsulfanyl)-1,3,4-oxadiazol-2-yl]methyl]aniline
—— N-[[4-ethyl-5-(2-piperidin-1-ium-1-ylethylsulfanyl)-1,2,4-triazol-3-yl]methyl]-2,4-dimethylaniline —— C20H32N5S+
N-[[4-ethyl-5-(2-piperidin-1-ium-1-ylethylsulfanyl)-1,2,4-triazol-3-yl]methyl]-2,4-dimethylaniline
—— 2-[[5-[(2,4-Dimethylanilino)methyl]-4-ethyl-1,2,4-triazol-3-yl]sulfanyl]acetate —— C15H19N4O2S-
2-[[5-[(2,4-Dimethylanilino)methyl]-4-ethyl-1,2,4-triazol-3-yl]sulfanyl]acetate
—— Methyl 2-[(4-cyano-1-piperidin-1-yl-5,6,7,8-tetrahydroisoquinolin-2-ium-3-yl)sulfanyl]acetate —— C18H24N3O2S+
Methyl 2-[(4-cyano-1-piperidin-1-yl-5,6,7,8-tetrahydroisoquinolin-2-ium-3-yl)sulfanyl]acetate
—— (3S)-N,N-diethyl-5-phenyl-3-phenylsulfanyl-3H-azepin-2-amine —— C22H24N2S
(3S)-N,N-diethyl-5-phenyl-3-phenylsulfanyl-3H-azepin-2-amine
—— (2S)-N-[(Z)-3,3-dimethylbutan-2-ylideneamino]-2-phenylsulfanylpropanamide —— C15H22N2OS
(2S)-N-[(Z)-3,3-dimethylbutan-2-ylideneamino]-2-phenylsulfanylpropanamide
—— (2S)-N-[(Z)-butan-2-ylideneamino]-2-phenylsulfanylpropanamide —— C13H18N2OS
(2S)-N-[(Z)-butan-2-ylideneamino]-2-phenylsulfanylpropanamide
—— 2-[4-[4-[2-[4-[(2R)-butan-2-yl]anilino]-2-oxoethyl]sulfanylphenyl]sulfanylphenyl]sulfanyl-N-[4-[(2R)-butan-2-yl]phenyl]acetamide —— C36H40N2O2S3
2-[4-[4-[2-[4-[(2R)-butan-2-yl]anilino]-2-oxoethyl]sulfanylphenyl]sulfanylphenyl]sulfanyl-N-[4-[(2R)-butan-2-yl]phenyl]acetamide
—— 2-[4-[4-[2-[4-[(2S)-butan-2-yl]anilino]-2-oxoethyl]sulfanylphenyl]sulfanylphenyl]sulfanyl-N-[4-[(2R)-butan-2-yl]phenyl]acetamide —— C36H40N2O2S3
2-[4-[4-[2-[4-[(2S)-butan-2-yl]anilino]-2-oxoethyl]sulfanylphenyl]sulfanylphenyl]sulfanyl-N-[4-[(2R)-butan-2-yl]phenyl]acetamide
—— (2R)-N-[(Z)-3,3-dimethylbutan-2-ylideneamino]-2-phenylsulfanylpropanamide —— C15H22N2OS
(2R)-N-[(Z)-3,3-dimethylbutan-2-ylideneamino]-2-phenylsulfanylpropanamide
—— 2-[(4-Cyano-1-ethyl-5,6,7,8-tetrahydroisoquinolin-3-yl)sulfanyl]acetate —— C14H15N2O2S-
2-[(4-Cyano-1-ethyl-5,6,7,8-tetrahydroisoquinolin-3-yl)sulfanyl]acetate
—— methyl (1S,6S)-3-(4-chlorophenyl)sulfanyl-2-hydroxy-4-oxo-6-phenylcyclohex-2-ene-1-carboxylate —— C20H17ClO4S
methyl (1S,6S)-3-(4-chlorophenyl)sulfanyl-2-hydroxy-4-oxo-6-phenylcyclohex-2-ene-1-carboxylate
—— methyl N-(1-adamantyl)-3,3-dimethylbutanimidothioate —— C17H29NS
methyl N-(1-adamantyl)-3,3-dimethylbutanimidothioate
—— (3S)-8-amino-3-hydroxy-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazin-6-one —— C7H9N3O2S
(3S)-8-amino-3-hydroxy-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazin-6-one
—— S-phenyl N-[(3S)-1,1-dioxothiolan-3-yl]carbamothioate —— C11H13NO3S2
S-phenyl N-[(3S)-1,1-dioxothiolan-3-yl]carbamothioate
—— (5R)-5-(4-chlorophenyl)sulfanyl-1,3-thiazolidine-2,4-dione —— C9H6ClNO2S2
(5R)-5-(4-chlorophenyl)sulfanyl-1,3-thiazolidine-2,4-dione
—— 2-[[5-(Prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C7H8N3O2S2-
2-[[5-(Prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— ethyl (2R)-2-pyrazin-2-ylsulfanylpropanoate —— C9H12N2O2S
ethyl (2R)-2-pyrazin-2-ylsulfanylpropanoate
—— (2R)-2-(cyclopropylmethoxy)-N-[4-(4,6-dimethylpyrimidin-2-yl)sulfanylphenyl]propanamide —— C19H23N3O2S
(2R)-2-(cyclopropylmethoxy)-N-[4-(4,6-dimethylpyrimidin-2-yl)sulfanylphenyl]propanamide
—— ethyl (2R)-2-[[4-[(4-fluorophenyl)methyl]-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]propanoate —— C15H15F4N3O2S
ethyl (2R)-2-[[4-[(4-fluorophenyl)methyl]-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]propanoate
—— 2-[[5-[(3,5-Dimethyl-1,2-oxazole-4-carbonyl)amino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C10H9N4O4S2-
2-[[5-[(3,5-Dimethyl-1,2-oxazole-4-carbonyl)amino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— 2-[[2-[(3S)-3-methylpiperidin-1-yl]-[1,3]thiazolo[4,5-d]pyrimidin-7-yl]sulfanyl]-N-(thiophen-2-ylmethyl)acetamide —— C18H21N5OS3
2-[[2-[(3S)-3-methylpiperidin-1-yl]-[1,3]thiazolo[4,5-d]pyrimidin-7-yl]sulfanyl]-N-(thiophen-2-ylmethyl)acetamide
—— 2-[[2-[(3R)-3-methylpiperidin-1-yl]-[1,3]thiazolo[4,5-d]pyrimidin-7-yl]sulfanyl]-N-(thiophen-2-ylmethyl)acetamide —— C18H21N5OS3
2-[[2-[(3R)-3-methylpiperidin-1-yl]-[1,3]thiazolo[4,5-d]pyrimidin-7-yl]sulfanyl]-N-(thiophen-2-ylmethyl)acetamide
—— (1'S,5'R,6'R)-2'-amino-6'-(4-methylsulfanylphenyl)spiro[1,3-dioxolane-2,4'-3-azabicyclo[3.1.0]hex-2-ene]-1',5'-dicarbonitrile —— C16H14N4O2S
(1'S,5'R,6'R)-2'-amino-6'-(4-methylsulfanylphenyl)spiro[1,3-dioxolane-2,4'-3-azabicyclo[3.1.0]hex-2-ene]-1',5'-dicarbonitrile