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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-[[(7R)-7-methyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-yl]sulfanyl]-5-(pyrrolidin-1-ylmethyl)-1,3,4-oxadiazole —— C18H21N5OS2
2-[[(7R)-7-methyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-yl]sulfanyl]-5-(pyrrolidin-1-ylmethyl)-1,3,4-oxadiazole
—— 2-(2-Chloro-4-nitrophenyl)sulfanyl-5-(2-methylphenyl)-1,3,4-oxadiazole —— C15H10ClN3O3S
2-(2-Chloro-4-nitrophenyl)sulfanyl-5-(2-methylphenyl)-1,3,4-oxadiazole
—— 2-(3-Methylphenyl)-5-(2-nitrophenyl)sulfanyl-1,3,4-oxadiazole —— C15H11N3O3S
2-(3-Methylphenyl)-5-(2-nitrophenyl)sulfanyl-1,3,4-oxadiazole
—— 2-(2-Methylphenyl)-5-(6-phenylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-1,3,4-oxadiazole —— C21H14N4OS2
2-(2-Methylphenyl)-5-(6-phenylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-1,3,4-oxadiazole
—— 4-[(5-Ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-5-(4-fluorophenyl)thieno[2,3-d]pyrimidine —— C16H11FN4S4
4-[(5-Ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-5-(4-fluorophenyl)thieno[2,3-d]pyrimidine
—— 2-(3,4-Dimethylphenyl)-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 —— C20H18N4OS2
2-(3,4-Dimethylphenyl)-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
—— 4-[[5-[(4-Methoxyphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]thieno[2,3-d]pyrimidine —— C16H12N4OS4
4-[[5-[(4-Methoxyphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]thieno[2,3-d]pyrimidine
—— 5,6-Dimethyl-3-propan-2-yl-2-thieno[2,3-d]pyrimidin-4-ylsulfanylthieno[2,3-d]pyrimidin-4-one —— C17H16N4OS3
5,6-Dimethyl-3-propan-2-yl-2-thieno[2,3-d]pyrimidin-4-ylsulfanylthieno[2,3-d]pyrimidin-4-one
—— N-butyl-5-thieno[2,3-d]pyrimidin-4-ylsulfanyl-1,3,4-thiadiazol-2-amine —— C12H13N5S3
N-butyl-5-thieno[2,3-d]pyrimidin-4-ylsulfanyl-1,3,4-thiadiazol-2-amine
—— 4-[(5-Methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidine —— C13H12N4S4
4-[(5-Methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidine
—— 2-(2,4-Dinitrophenyl)sulfanyl-5-(3-methylphenyl)-1,3,4-oxadiazole —— C15H10N4O5S
2-(2,4-Dinitrophenyl)sulfanyl-5-(3-methylphenyl)-1,3,4-oxadiazole
—— 2-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]-N-(2-thiophen-2-ylethyl)acetamide —— C19H22N4O2S3
2-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]-N-(2-thiophen-2-ylethyl)acetamide
—— 2-[(1S)-1-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethyl]-5-phenyl-1,3,4-oxadiazole —— C14H14N4OS3
2-[(1S)-1-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethyl]-5-phenyl-1,3,4-oxadiazole
—— [(1R)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl] 3-(3,4-dimethylphenyl)sulfanylpropanoate —— C21H22N2O3S
[(1R)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl] 3-(3,4-dimethylphenyl)sulfanylpropanoate
—— 2-(2-Fluorophenyl)-5-thieno[2,3-d]pyrimidin-4-ylsulfanyl-1,3,4-oxadiazole —— C14H7FN4OS2
2-(2-Fluorophenyl)-5-thieno[2,3-d]pyrimidin-4-ylsulfanyl-1,3,4-oxadiazole
—— 2-(Furan-2-yl)-5-(2-methyl-5-phenylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-1,3,4-oxadiazole —— C19H12N4O2S2
2-(Furan-2-yl)-5-(2-methyl-5-phenylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-1,3,4-oxadiazole
—— 2-[[5-(Butylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-5-nitrobenzonitrile —— C13H13N5O2S2
2-[[5-(Butylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-5-nitrobenzonitrile
—— 2-(2-chlorophenyl)-5-[[(7R)-7-methyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-yl]sulfanyl]-1,3,4-oxadiazole —— C19H15ClN4OS2
2-(2-chlorophenyl)-5-[[(7R)-7-methyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-yl]sulfanyl]-1,3,4-oxadiazole
—— 2-(4-Fluorophenyl)-5-(6-phenylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-1,3,4-oxadiazole —— C20H11FN4OS2
2-(4-Fluorophenyl)-5-(6-phenylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-1,3,4-oxadiazole
—— 2-Thiophen-2-yl-5-(2,5,6-trimethylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-1,3,4-oxadiazole —— C15H12N4OS3
2-Thiophen-2-yl-5-(2,5,6-trimethylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-1,3,4-oxadiazole
—— 2-[(4-Amino-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-2-yl)sulfanyl]-5-nitrobenzonitrile —— C17H13N5O2S2
2-[(4-Amino-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-2-yl)sulfanyl]-5-nitrobenzonitrile
—— 2-(furan-2-yl)-5-[[(7R)-7-methyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-yl]sulfanyl]-1,3,4-oxadiazole —— C17H14N4O2S2
2-(furan-2-yl)-5-[[(7R)-7-methyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-yl]sulfanyl]-1,3,4-oxadiazole
—— 2-[[5-(2-Chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-5-nitrobenzonitrile —— C15H7ClN4O3S
2-[[5-(2-Chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-5-nitrobenzonitrile
—— 2-(2-Methylfuran-3-yl)-5-(2-methyl-5-phenylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-1,3,4-oxadiazole —— C20H14N4O2S2
2-(2-Methylfuran-3-yl)-5-(2-methyl-5-phenylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-1,3,4-oxadiazole
—— 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-pyridin-3-yl-1,3,4-oxadiazole —— C17H13N5OS2
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-pyridin-3-yl-1,3,4-oxadiazole
—— 2-(2-Fluorophenyl)-5-(2-nitrophenyl)sulfanyl-1,3,4-oxadiazole —— C14H8FN3O3S
2-(2-Fluorophenyl)-5-(2-nitrophenyl)sulfanyl-1,3,4-oxadiazole
—— 2-[5-(4-Fluorophenyl)thieno[2,3-d]pyrimidin-4-yl]sulfanyl-5-(furan-2-yl)-1,3,4-oxadiazole —— C18H9FN4O2S2
2-[5-(4-Fluorophenyl)thieno[2,3-d]pyrimidin-4-yl]sulfanyl-5-(furan-2-yl)-1,3,4-oxadiazole
—— 2-(Furan-2-yl)-5-(6-phenylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-1,3,4-oxadiazole —— C18H10N4O2S2
2-(Furan-2-yl)-5-(6-phenylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-1,3,4-oxadiazole
—— 2-(2-Methylfuran-3-yl)-5-(2-nitrophenyl)sulfanyl-1,3,4-oxadiazole —— C13H9N3O4S
2-(2-Methylfuran-3-yl)-5-(2-nitrophenyl)sulfanyl-1,3,4-oxadiazole
—— 2-(4-Methoxyphenyl)-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 —— C19H16N4O2S2
2-(4-Methoxyphenyl)-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-[[5-(4-Methoxyphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-5-nitrobenzonitrile —— C16H10N4O4S
2-[[5-(4-Methoxyphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-5-nitrobenzonitrile
—— 2-[[5-(Furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-5-nitrobenzonitrile —— C13H6N4O4S
2-[[5-(Furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-5-nitrobenzonitrile
—— 2-Phenyl-5-(5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-ylsulfanyl)-1,3,4-oxadiazole —— C18H14N4OS2
2-Phenyl-5-(5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-ylsulfanyl)-1,3,4-oxadiazole
—— N-benzyl-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-amine —— C19H17N5S3
N-benzyl-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-amine
—— 2-(4-Chlorophenyl)-5-thieno[2,3-d]pyrimidin-4-ylsulfanyl-1,3,4-oxadiazole —— C14H7ClN4OS2
2-(4-Chlorophenyl)-5-thieno[2,3-d]pyrimidin-4-ylsulfanyl-1,3,4-oxadiazole
—— 5-Nitro-2-[(12-oxo-11-prop-2-enyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9-trien-10-yl)sulfanyl]benzonitrile —— C19H14N4O3S2
5-Nitro-2-[(12-oxo-11-prop-2-enyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9-trien-10-yl)sulfanyl]benzonitrile
—— 5-Nitro-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]benzonitrile —— C15H8N4O3S
5-Nitro-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]benzonitrile
—— 4-Methyl-2-[4-(4-methylpiperidin-1-yl)sulfonyl-2-nitrophenyl]sulfanylpyrimidine —— C17H20N4O4S2
4-Methyl-2-[4-(4-methylpiperidin-1-yl)sulfonyl-2-nitrophenyl]sulfanylpyrimidine
—— 4-[[(7R)-7-methyl-4-pyrimidin-2-ylsulfanyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-2-yl]methyl]morpholin-4-ium —— C20H24N5OS2+
4-[[(7R)-7-methyl-4-pyrimidin-2-ylsulfanyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-2-yl]methyl]morpholin-4-ium
—— 2-(3,4-Dimethoxyphenyl)-5-(5,6-dimethylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-1,3,4-oxadiazole —— C18H16N4O3S2
2-(3,4-Dimethoxyphenyl)-5-(5,6-dimethylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-1,3,4-oxadiazole
—— 2-(1,3-Benzodioxol-5-yl)-5-(5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-ylsulfanyl)-1,3,4-oxadiazole —— C19H14N4O3S2
2-(1,3-Benzodioxol-5-yl)-5-(5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-ylsulfanyl)-1,3,4-oxadiazole
—— 2-(4-Chlorophenyl)-5-(2-nitrophenyl)sulfanyl-1,3,4-oxadiazole —— C14H8ClN3O3S
2-(4-Chlorophenyl)-5-(2-nitrophenyl)sulfanyl-1,3,4-oxadiazole
—— 2-[4-[(3R)-3-methylpiperidin-1-yl]sulfonyl-2-nitrophenyl]sulfanylpyrimidine —— C16H18N4O4S2
2-[4-[(3R)-3-methylpiperidin-1-yl]sulfonyl-2-nitrophenyl]sulfanylpyrimidine
—— 2-Methyl-5-phenyl-4-pyrimidin-2-ylsulfanylthieno[2,3-d]pyrimidine —— C17H12N4S2
2-Methyl-5-phenyl-4-pyrimidin-2-ylsulfanylthieno[2,3-d]pyrimidine
—— 2-(2-Nitro-4-pyrrolidin-1-ylsulfonylphenyl)sulfanylpyrimidine —— C14H14N4O4S2
2-(2-Nitro-4-pyrrolidin-1-ylsulfonylphenyl)sulfanylpyrimidine
—— 4-(4-Methylpyrimidin-2-yl)sulfanyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidine —— C15H14N4S2
4-(4-Methylpyrimidin-2-yl)sulfanyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidine
—— 5,6-Dimethyl-2-[(4-methylpiperidin-1-ium-1-yl)methyl]-4-pyrimidin-2-ylsulfanylthieno[2,3-d]pyrimidine —— C19H24N5S2+
5,6-Dimethyl-2-[(4-methylpiperidin-1-ium-1-yl)methyl]-4-pyrimidin-2-ylsulfanylthieno[2,3-d]pyrimidine
—— 5,6-Dimethyl-2-(phenylsulfanylmethyl)-4-pyrimidin-2-ylsulfanylthieno[2,3-d]pyrimidine —— C19H16N4S3
5,6-Dimethyl-2-(phenylsulfanylmethyl)-4-pyrimidin-2-ylsulfanylthieno[2,3-d]pyrimidine
—— 2-(4-Chloro-2-nitrophenyl)sulfanyl-4-methylpyrimidine —— C11H8ClN3O2S
2-(4-Chloro-2-nitrophenyl)sulfanyl-4-methylpyrimidine
—— 4-[[12-(4-Methylpyrimidin-2-yl)sulfanyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraen-10-yl]methyl]morpholine —— C19H21N5OS2
4-[[12-(4-Methylpyrimidin-2-yl)sulfanyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraen-10-yl]methyl]morpholine