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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
—— 3-[2-(2,4,6-Trimethylphenyl)sulfanylethylsulfonyl]propanamide —— C14H21NO3S2
3-[2-(2,4,6-Trimethylphenyl)sulfanylethylsulfonyl]propanamide
—— N-(1-adamantyl)-N-(2-cyanoethyl)-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C22H30N4O2S
N-(1-adamantyl)-N-(2-cyanoethyl)-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— [2-[[(1S)-1-cyclopropylethyl]amino]-2-oxoethyl] 2-(4-bromo-2-methylphenyl)sulfanylacetate —— C16H20BrNO3S
[2-[[(1S)-1-cyclopropylethyl]amino]-2-oxoethyl] 2-(4-bromo-2-methylphenyl)sulfanylacetate
—— 4-[6-(2,3-dihydro-1H-inden-5-ylsulfanyl)pyridin-3-yl]sulfonylmorpholine —— C18H20N2O3S2
4-[6-(2,3-dihydro-1H-inden-5-ylsulfanyl)pyridin-3-yl]sulfonylmorpholine
—— 2-(2,3-dihydro-1H-inden-5-ylsulfanyl)-5-nitrobenzonitrile —— C16H12N2O2S
2-(2,3-dihydro-1H-inden-5-ylsulfanyl)-5-nitrobenzonitrile
—— 4-Chloro-5-(3-chloro-4-fluorophenyl)sulfanyl-2-phenylpyridazin-3-one —— C16H9Cl2FN2OS
4-Chloro-5-(3-chloro-4-fluorophenyl)sulfanyl-2-phenylpyridazin-3-one
—— 4-[6-(3-Chloro-4-fluorophenyl)sulfanylpyridin-3-yl]sulfonylmorpholine —— C15H14ClFN2O3S2
4-[6-(3-Chloro-4-fluorophenyl)sulfanylpyridin-3-yl]sulfonylmorpholine
—— 4,5,6-Trimethyl-2-(2-nitrophenyl)sulfanylpyridine-3-carbonitrile —— C15H13N3O2S
4,5,6-Trimethyl-2-(2-nitrophenyl)sulfanylpyridine-3-carbonitrile
—— 1-(3-Chloro-4-fluorophenyl)sulfanyl-2,4-dinitrobenzene —— C12H6ClFN2O4S
1-(3-Chloro-4-fluorophenyl)sulfanyl-2,4-dinitrobenzene
—— 2-Chloro-1-fluoro-4-(4-methylsulfonyl-2-nitrophenyl)sulfanylbenzene —— C13H9ClFNO4S2
2-Chloro-1-fluoro-4-(4-methylsulfonyl-2-nitrophenyl)sulfanylbenzene
—— 4-(3-Chloro-4-fluorophenyl)sulfanyl-3-nitrobenzenesulfonamide —— C12H8ClFN2O4S2
4-(3-Chloro-4-fluorophenyl)sulfanyl-3-nitrobenzenesulfonamide
—— 2-[(5-Thieno[2,3-d]pyrimidin-4-ylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C10H7N5OS4
2-[(5-Thieno[2,3-d]pyrimidin-4-ylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— 5-[(10-methyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraen-12-yl)sulfanyl]-N-prop-2-enyl-1,3,4-thiadiazol-2-amine —— C15H15N5S3
5-[(10-methyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraen-12-yl)sulfanyl]-N-prop-2-enyl-1,3,4-thiadiazol-2-amine
—— 5-[[(7R)-7-methyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-yl]sulfanyl]-N-prop-2-enyl-1,3,4-thiadiazol-2-amine —— C16H17N5S3
5-[[(7R)-7-methyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-yl]sulfanyl]-N-prop-2-enyl-1,3,4-thiadiazol-2-amine
—— 2-(2-Chloro-4-nitrophenyl)sulfanyl-5-cyclohexyl-1,3,4-oxadiazole —— C14H14ClN3O3S
2-(2-Chloro-4-nitrophenyl)sulfanyl-5-cyclohexyl-1,3,4-oxadiazole
—— 2-[[5-(2-Nitrophenyl)sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C10H8N4O3S3
2-[[5-(2-Nitrophenyl)sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-prop-2-enyl-5-(2,5,6-trimethylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-1,3,4-thiadiazol-2-amine —— C14H15N5S3
N-prop-2-enyl-5-(2,5,6-trimethylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-1,3,4-thiadiazol-2-amine
—— N,N-diethyl-2-[[5-(2-nitrophenyl)sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C14H16N4O3S3
N,N-diethyl-2-[[5-(2-nitrophenyl)sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 10-Methyl-12-[[5-(2-methylpropylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraene —— C16H18N4S4
10-Methyl-12-[[5-(2-methylpropylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraene
—— 2-(2-Chloro-4-nitrophenyl)sulfanyl-5-propylsulfanyl-1,3,4-thiadiazole —— C11H10ClN3O2S3
2-(2-Chloro-4-nitrophenyl)sulfanyl-5-propylsulfanyl-1,3,4-thiadiazole
—— 2-[[5-[[(7S)-7-methyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-yl]sulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C15H15N5OS4
2-[[5-[[(7S)-7-methyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-yl]sulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-(2-Chloro-4-nitrophenyl)sulfanyl-5-(3,5-dimethoxyphenyl)-1,3,4-oxadiazole —— C16H12ClN3O5S
2-(2-Chloro-4-nitrophenyl)sulfanyl-5-(3,5-dimethoxyphenyl)-1,3,4-oxadiazole
—— 2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-5-nitrobenzonitrile —— C18H14N4O3S2
2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-5-nitrobenzonitrile
—— 2-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-5-thieno[2,3-d]pyrimidin-4-ylsulfanyl-1,3,4-oxadiazole —— C17H14N4OS3
2-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-5-thieno[2,3-d]pyrimidin-4-ylsulfanyl-1,3,4-oxadiazole
—— 2-(3,5-Dimethoxyphenyl)-5-(2-nitrophenyl)sulfanyl-1,3,4-oxadiazole —— C16H13N3O5S
2-(3,5-Dimethoxyphenyl)-5-(2-nitrophenyl)sulfanyl-1,3,4-oxadiazole
—— 4,5,6-Trimethyl-2-thieno[2,3-d]pyrimidin-4-ylsulfanylpyridine-3-carbonitrile —— C15H12N4S2
4,5,6-Trimethyl-2-thieno[2,3-d]pyrimidin-4-ylsulfanylpyridine-3-carbonitrile
—— 2-[[5-[[(7R)-7-methyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-yl]sulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C15H15N5OS4
2-[[5-[[(7R)-7-methyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-yl]sulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-(2-chloro-4-nitrophenyl)sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylacetamide —— C13H13ClN4O3S3
2-[[5-(2-chloro-4-nitrophenyl)sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylacetamide
—— 10-Methyl-12-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraene —— C15H16N4S4
10-Methyl-12-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraene
—— N-propyl-2-[(5-thieno[2,3-d]pyrimidin-4-ylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C13H13N5OS4
N-propyl-2-[(5-thieno[2,3-d]pyrimidin-4-ylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— N-prop-2-enyl-5-thieno[2,3-d]pyrimidin-4-ylsulfanyl-1,3,4-thiadiazol-2-amine —— C11H9N5S3
N-prop-2-enyl-5-thieno[2,3-d]pyrimidin-4-ylsulfanyl-1,3,4-thiadiazol-2-amine
—— 2-[[5-[(10-Methyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraen-12-yl)sulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C14H13N5OS4
2-[[5-[(10-Methyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraen-12-yl)sulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 4-[[5-(2-Methylpropylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidine —— C16H18N4S4
4-[[5-(2-Methylpropylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidine
—— 5,6-Dimethyl-4-[[5-(2-methylpropylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]thieno[2,3-d]pyrimidine —— C14H16N4S4
5,6-Dimethyl-4-[[5-(2-methylpropylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]thieno[2,3-d]pyrimidine
—— 2-[[5-(2-Methylpropylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]-5-nitrobenzonitrile —— C13H12N4O2S3
2-[[5-(2-Methylpropylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]-5-nitrobenzonitrile
—— 1-[[5-(6-Phenylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-1,3,4-oxadiazol-2-yl]methyl]pyrrolidin-2-one —— C19H15N5O2S2
1-[[5-(6-Phenylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-1,3,4-oxadiazol-2-yl]methyl]pyrrolidin-2-one
—— 1-[[5-(7-Thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraen-12-ylsulfanyl)-1,3,4-oxadiazol-2-yl]methyl]pyrrolidin-2-one —— C16H15N5O2S2
1-[[5-(7-Thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraen-12-ylsulfanyl)-1,3,4-oxadiazol-2-yl]methyl]pyrrolidin-2-one
—— 2-(2-Methylpropylsulfanyl)-5-(2-nitrophenyl)sulfanyl-1,3,4-thiadiazole —— C12H13N3O2S3
2-(2-Methylpropylsulfanyl)-5-(2-nitrophenyl)sulfanyl-1,3,4-thiadiazole
—— 1-[(5-Thieno[2,3-d]pyrimidin-4-ylsulfanyl-1,3,4-oxadiazol-2-yl)methyl]pyrrolidin-2-one —— C13H11N5O2S2
1-[(5-Thieno[2,3-d]pyrimidin-4-ylsulfanyl-1,3,4-oxadiazol-2-yl)methyl]pyrrolidin-2-one
—— 3-[[5-Benzyl-4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-5-(furan-2-yl)-1,2-oxazole —— C20H20N4O3S
3-[[5-Benzyl-4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-5-(furan-2-yl)-1,2-oxazole
—— N-(2-methoxyethyl)-5-[[(7R)-7-methyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-yl]sulfanyl]-1,3,4-thiadiazol-2-amine —— C16H19N5OS3
N-(2-methoxyethyl)-5-[[(7R)-7-methyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-yl]sulfanyl]-1,3,4-thiadiazol-2-amine
—— N-(2-methoxyethyl)-5-thieno[2,3-d]pyrimidin-4-ylsulfanyl-1,3,4-thiadiazol-2-amine —— C11H11N5OS3
N-(2-methoxyethyl)-5-thieno[2,3-d]pyrimidin-4-ylsulfanyl-1,3,4-thiadiazol-2-amine
—— N-(2-methoxyethyl)-5-(2-methyl-5-phenylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-1,3,4-thiadiazol-2-amine —— C18H17N5OS3
N-(2-methoxyethyl)-5-(2-methyl-5-phenylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-1,3,4-thiadiazol-2-amine
—— 2-[(10-Methyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraen-12-yl)sulfanyl]-5-(pyrrolidin-1-ylmethyl)-1,3,4-oxadiazole —— C17H19N5OS2
2-[(10-Methyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraen-12-yl)sulfanyl]-5-(pyrrolidin-1-ylmethyl)-1,3,4-oxadiazole
—— 2-(6-Phenylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-5-(pyrrolidin-1-ylmethyl)-1,3,4-oxadiazole —— C19H17N5OS2
2-(6-Phenylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-5-(pyrrolidin-1-ylmethyl)-1,3,4-oxadiazole
—— 2-[5-(4-Fluorophenyl)thieno[2,3-d]pyrimidin-4-yl]sulfanyl-5-(pyrrolidin-1-ium-1-ylmethyl)-1,3,4-oxadiazole —— C19H17FN5OS2+
2-[5-(4-Fluorophenyl)thieno[2,3-d]pyrimidin-4-yl]sulfanyl-5-(pyrrolidin-1-ium-1-ylmethyl)-1,3,4-oxadiazole
—— N-(2-methoxyethyl)-5-(5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-ylsulfanyl)-1,3,4-thiadiazol-2-amine —— C15H17N5OS3
N-(2-methoxyethyl)-5-(5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-ylsulfanyl)-1,3,4-thiadiazol-2-amine
—— 2-(2-Methyl-5-phenylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-5-(pyrrolidin-1-ium-1-ylmethyl)-1,3,4-oxadiazole —— C20H20N5OS2+
2-(2-Methyl-5-phenylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-5-(pyrrolidin-1-ium-1-ylmethyl)-1,3,4-oxadiazole
—— 2-(4-Chloro-2-nitrophenyl)sulfanyl-5-ethylsulfanyl-1,3,4-thiadiazole —— C10H8ClN3O2S3
2-(4-Chloro-2-nitrophenyl)sulfanyl-5-ethylsulfanyl-1,3,4-thiadiazole
—— 2-(3,4-Dimethylphenyl)-5-(4-methylsulfonyl-2-nitrophenyl)sulfanyl-1,3,4-oxadiazole —— C17H15N3O5S2
2-(3,4-Dimethylphenyl)-5-(4-methylsulfonyl-2-nitrophenyl)sulfanyl-1,3,4-oxadiazole