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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
—— 1-[[5-(2-Chloro-4-nitrophenyl)sulfanyl-1,3,4-oxadiazol-2-yl]methyl]pyrrolidin-2-one —— C13H11ClN4O4S
1-[[5-(2-Chloro-4-nitrophenyl)sulfanyl-1,3,4-oxadiazol-2-yl]methyl]pyrrolidin-2-one
—— N-(2-methoxyethyl)-5-(2,5,6-trimethylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-1,3,4-thiadiazol-2-amine —— C14H17N5OS3
N-(2-methoxyethyl)-5-(2,5,6-trimethylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-1,3,4-thiadiazol-2-amine
—— 5-(2-chloro-4-nitrophenyl)sulfanyl-N-(2-methoxyethyl)-1,3,4-thiadiazol-2-amine —— C11H11ClN4O3S2
5-(2-chloro-4-nitrophenyl)sulfanyl-N-(2-methoxyethyl)-1,3,4-thiadiazol-2-amine
—— N-(2-methoxyethyl)-5-(7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraen-12-ylsulfanyl)-1,3,4-thiadiazol-2-amine —— C14H15N5OS3
N-(2-methoxyethyl)-5-(7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraen-12-ylsulfanyl)-1,3,4-thiadiazol-2-amine
—— 2-(Pyrrolidin-1-ylmethyl)-5-(5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-ylsulfanyl)-1,3,4-oxadiazole —— C17H19N5OS2
2-(Pyrrolidin-1-ylmethyl)-5-(5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-ylsulfanyl)-1,3,4-oxadiazole
—— N-(2-methoxyethyl)-5-(6-phenylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-1,3,4-thiadiazol-2-amine —— C17H15N5OS3
N-(2-methoxyethyl)-5-(6-phenylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-1,3,4-thiadiazol-2-amine
—— 2-(2-Nitrophenyl)sulfanyl-5-(pyrrolidin-1-ylmethyl)-1,3,4-oxadiazole —— C13H14N4O3S
2-(2-Nitrophenyl)sulfanyl-5-(pyrrolidin-1-ylmethyl)-1,3,4-oxadiazole
—— 2-(2-Chloro-4-nitrophenyl)sulfanyl-5-(pyrrolidin-1-ium-1-ylmethyl)-1,3,4-oxadiazole —— C13H14ClN4O3S+
2-(2-Chloro-4-nitrophenyl)sulfanyl-5-(pyrrolidin-1-ium-1-ylmethyl)-1,3,4-oxadiazole
—— 2-(3,4-Dimethylphenyl)-5-(2-nitrophenyl)sulfanyl-1,3,4-oxadiazole —— C16H13N3O3S
2-(3,4-Dimethylphenyl)-5-(2-nitrophenyl)sulfanyl-1,3,4-oxadiazole
—— 2-(5,6-Dimethylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-5-(pyrrolidin-1-ylmethyl)-1,3,4-oxadiazole —— C15H17N5OS2
2-(5,6-Dimethylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-5-(pyrrolidin-1-ylmethyl)-1,3,4-oxadiazole
—— 2-[[5-(3,4-Dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-5-nitrobenzonitrile —— C17H12N4O3S
2-[[5-(3,4-Dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-5-nitrobenzonitrile
—— 2-[[(7R)-7-methyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-yl]sulfanyl]-5-(pyrrolidin-1-ium-1-ylmethyl)-1,3,4-oxadiazole —— C18H22N5OS2+
2-[[(7R)-7-methyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-yl]sulfanyl]-5-(pyrrolidin-1-ium-1-ylmethyl)-1,3,4-oxadiazole
—— 2-[[(7S)-7-methyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-yl]sulfanyl]-5-(pyrrolidin-1-ium-1-ylmethyl)-1,3,4-oxadiazole —— C18H22N5OS2+
2-[[(7S)-7-methyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-yl]sulfanyl]-5-(pyrrolidin-1-ium-1-ylmethyl)-1,3,4-oxadiazole
—— 2-(4-Chloro-2-nitrophenyl)sulfanyl-5-(pyrrolidin-1-ylmethyl)-1,3,4-oxadiazole —— C13H13ClN4O3S
2-(4-Chloro-2-nitrophenyl)sulfanyl-5-(pyrrolidin-1-ylmethyl)-1,3,4-oxadiazole
—— 2-(2-methylphenyl)-5-[[(7S)-7-methyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-yl]sulfanyl]-1,3,4-oxadiazole —— C20H18N4OS2
2-(2-methylphenyl)-5-[[(7S)-7-methyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-yl]sulfanyl]-1,3,4-oxadiazole
—— 2-(Pyrrolidin-1-ylmethyl)-5-thieno[2,3-d]pyrimidin-4-ylsulfanyl-1,3,4-oxadiazole —— C13H13N5OS2
2-(Pyrrolidin-1-ylmethyl)-5-thieno[2,3-d]pyrimidin-4-ylsulfanyl-1,3,4-oxadiazole
—— 2-(3,4-Dimethylphenyl)-5-(5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-ylsulfanyl)-1,3,4-oxadiazole —— C20H18N4OS2
2-(3,4-Dimethylphenyl)-5-(5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-ylsulfanyl)-1,3,4-oxadiazole
—— 2-(2-Methylphenyl)-5-thieno[2,3-d]pyrimidin-4-ylsulfanyl-1,3,4-oxadiazole —— C15H10N4OS2
2-(2-Methylphenyl)-5-thieno[2,3-d]pyrimidin-4-ylsulfanyl-1,3,4-oxadiazole
—— 4-[(5-Ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidine —— C14H14N4S4
4-[(5-Ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidine
—— 2-(3-Methylphenyl)-5-(4-methylsulfonyl-2-nitrophenyl)sulfanyl-1,3,4-oxadiazole —— C16H13N3O5S2
2-(3-Methylphenyl)-5-(4-methylsulfonyl-2-nitrophenyl)sulfanyl-1,3,4-oxadiazole
—— 2-(3-Methylphenyl)-5-(2,5,6-trimethylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-1,3,4-oxadiazole —— C18H16N4OS2
2-(3-Methylphenyl)-5-(2,5,6-trimethylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-1,3,4-oxadiazole
—— 2-(3-Methylphenyl)-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-oxadiazole —— C19H16N4OS2
2-(3-Methylphenyl)-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-oxadiazole
—— 2-(2-Methylphenyl)-5-(2,5,6-trimethylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-1,3,4-oxadiazole —— C18H16N4OS2
2-(2-Methylphenyl)-5-(2,5,6-trimethylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-1,3,4-oxadiazole
—— 2-(4-Methylphenyl)-5-(4-methylsulfonyl-2-nitrophenyl)sulfanyl-1,3,4-oxadiazole —— C16H13N3O5S2
2-(4-Methylphenyl)-5-(4-methylsulfonyl-2-nitrophenyl)sulfanyl-1,3,4-oxadiazole
—— 2-(2-Methylphenyl)-5-(2-nitrophenyl)sulfanyl-1,3,4-oxadiazole —— C15H11N3O3S
2-(2-Methylphenyl)-5-(2-nitrophenyl)sulfanyl-1,3,4-oxadiazole
—— 2-(2-Nitrophenyl)sulfanyl-5-(pyrrolidin-1-ium-1-ylmethyl)-1,3,4-oxadiazole —— C13H15N4O3S+
2-(2-Nitrophenyl)sulfanyl-5-(pyrrolidin-1-ium-1-ylmethyl)-1,3,4-oxadiazole
—— 2-[[5-(2-Methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-5-nitrobenzonitrile —— C16H10N4O3S
2-[[5-(2-Methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-5-nitrobenzonitrile
—— 2-[(5-Ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-5-nitrobenzonitrile —— C11H8N4O2S3
2-[(5-Ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-5-nitrobenzonitrile
—— 12-[(5-Ethylsulfanyl-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 —— C13H12N4S4
12-[(5-Ethylsulfanyl-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-[[5-(3-Methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-5-nitrobenzonitrile —— C16H10N4O3S
2-[[5-(3-Methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-5-nitrobenzonitrile
—— 2-(2-Chloro-4-nitrophenyl)sulfanyl-5-(3-methylphenyl)-1,3,4-oxadiazole —— C15H10ClN3O3S
2-(2-Chloro-4-nitrophenyl)sulfanyl-5-(3-methylphenyl)-1,3,4-oxadiazole
—— 2-(4-Methylphenyl)-5-(2,5,6-trimethylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-1,3,4-oxadiazole —— C18H16N4OS2
2-(4-Methylphenyl)-5-(2,5,6-trimethylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-1,3,4-oxadiazole
—— N,N-diethyl-3-nitro-4-(4,5,6-trimethylpyrimidin-2-yl)sulfanylbenzenesulfonamide —— C17H22N4O4S2
N,N-diethyl-3-nitro-4-(4,5,6-trimethylpyrimidin-2-yl)sulfanylbenzenesulfonamide
—— 2-Thieno[2,3-d]pyrimidin-4-ylsulfanyl-5-thiophen-2-yl-1,3,4-oxadiazole —— C12H6N4OS3
2-Thieno[2,3-d]pyrimidin-4-ylsulfanyl-5-thiophen-2-yl-1,3,4-oxadiazole
—— 2-(4-Bromophenyl)-5-thieno[2,3-d]pyrimidin-4-ylsulfanyl-1,3,4-oxadiazole —— C14H7BrN4OS2
2-(4-Bromophenyl)-5-thieno[2,3-d]pyrimidin-4-ylsulfanyl-1,3,4-oxadiazole
—— 2-[[(7R)-7-methyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-yl]sulfanyl]-5-thiophen-2-yl-1,3,4-oxadiazole —— C17H14N4OS3
2-[[(7R)-7-methyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-yl]sulfanyl]-5-thiophen-2-yl-1,3,4-oxadiazole
—— 2-[5-(4-Methylphenyl)thieno[2,3-d]pyrimidin-4-yl]sulfanyl-5-thiophen-2-yl-1,3,4-oxadiazole —— C19H12N4OS3
2-[5-(4-Methylphenyl)thieno[2,3-d]pyrimidin-4-yl]sulfanyl-5-thiophen-2-yl-1,3,4-oxadiazole
—— 2-(5,6,7,8-Tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-ylsulfanyl)-5-thiophen-2-yl-1,3,4-oxadiazole —— C16H12N4OS3
2-(5,6,7,8-Tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-ylsulfanyl)-5-thiophen-2-yl-1,3,4-oxadiazole
—— 2-(4-Methylphenyl)-5-(2-nitrophenyl)sulfanyl-1,3,4-oxadiazole —— C15H11N3O3S
2-(4-Methylphenyl)-5-(2-nitrophenyl)sulfanyl-1,3,4-oxadiazole
—— 2-(4-Methylphenyl)-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-oxadiazole —— C19H16N4OS2
2-(4-Methylphenyl)-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-oxadiazole
—— 2-[[(7S)-7-methyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-yl]sulfanyl]-5-thiophen-2-yl-1,3,4-oxadiazole —— C17H14N4OS3
2-[[(7S)-7-methyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-yl]sulfanyl]-5-thiophen-2-yl-1,3,4-oxadiazole
—— 4,5,6-Trimethyl-2-(2-nitro-4-pyrrolidin-1-ylsulfonylphenyl)sulfanylpyrimidine —— C17H20N4O4S2
4,5,6-Trimethyl-2-(2-nitro-4-pyrrolidin-1-ylsulfonylphenyl)sulfanylpyrimidine
—— 2-(2-Bromophenyl)-5-(2-nitrophenyl)sulfanyl-1,3,4-oxadiazole —— C14H8BrN3O3S
2-(2-Bromophenyl)-5-(2-nitrophenyl)sulfanyl-1,3,4-oxadiazole
—— 2-(6-Phenylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-5-thiophen-2-yl-1,3,4-oxadiazole —— C18H10N4OS3
2-(6-Phenylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-5-thiophen-2-yl-1,3,4-oxadiazole
—— 12-[(5-Methylsulfanyl-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 —— C12H10N4S4
12-[(5-Methylsulfanyl-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-[(4-Methoxyphenyl)methylsulfanyl]-5-(2-nitrophenyl)sulfanyl-1,3,4-thiadiazole —— C16H13N3O3S3
2-[(4-Methoxyphenyl)methylsulfanyl]-5-(2-nitrophenyl)sulfanyl-1,3,4-thiadiazole
—— 2,5,6-Trimethyl-4-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]thieno[2,3-d]pyrimidine —— C12H12N4S4
2,5,6-Trimethyl-4-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]thieno[2,3-d]pyrimidine
—— 2-(2-Methyl-5-phenylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-5-thiophen-2-yl-1,3,4-oxadiazole —— C19H12N4OS3
2-(2-Methyl-5-phenylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-5-thiophen-2-yl-1,3,4-oxadiazole
—— 4-[[5,6-Dimethyl-4-(4,5,6-trimethylpyrimidin-2-yl)sulfanylthieno[2,3-d]pyrimidin-2-yl]methyl]morpholin-4-ium —— C20H26N5OS2+
4-[[5,6-Dimethyl-4-(4,5,6-trimethylpyrimidin-2-yl)sulfanylthieno[2,3-d]pyrimidin-2-yl]methyl]morpholin-4-ium
—— 5-Cyclopropyl-3-(2,4-dinitrophenyl)sulfanyl-1-phenyl-1,2,4-triazole —— C17H13N5O4S
5-Cyclopropyl-3-(2,4-dinitrophenyl)sulfanyl-1-phenyl-1,2,4-triazole