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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-Methoxy-2-methylpropane;methylsulfinylmethane —— C7H18O2S
2-Methoxy-2-methylpropane;methylsulfinylmethane
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-5-propan-2-yltriazole-4-carboxamide —— C16H18N8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-5-propan-2-yltriazole-4-carboxamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(2-chlorophenyl)methylideneamino]-5-(phenylsulfanylmethyl)triazole-4-carboxamide —— C19H15ClN8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(2-chlorophenyl)methylideneamino]-5-(phenylsulfanylmethyl)triazole-4-carboxamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(3-chlorophenyl)methylideneamino]-5-(phenylsulfanylmethyl)triazole-4-carboxamide —— C19H15ClN8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(3-chlorophenyl)methylideneamino]-5-(phenylsulfanylmethyl)triazole-4-carboxamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(4-methylphenyl)methylideneamino]-5-(phenylsulfanylmethyl)triazole-4-carboxamide —— C20H18N8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(4-methylphenyl)methylideneamino]-5-(phenylsulfanylmethyl)triazole-4-carboxamide
—— (R)-4-((R)-1-tert-butoxyethyl)-3-(6-(difluoromethyl)-2-(methylthio)pyrimidin-4-yl)oxazolidin-2-one —— C15H21F2N3O3S
(R)-4-((R)-1-tert-butoxyethyl)-3-(6-(difluoromethyl)-2-(methylthio)pyrimidin-4-yl)oxazolidin-2-one
—— 3-[6-(difluoromethyl)-2-methylsulfanylpyrimidin-4-yl]-4-[(1R)-1-[(2-methylpropan-2-yl)oxy]ethyl]-1,3-oxazolidin-2-one —— C15H21F2N3O3S
3-[6-(difluoromethyl)-2-methylsulfanylpyrimidin-4-yl]-4-[(1R)-1-[(2-methylpropan-2-yl)oxy]ethyl]-1,3-oxazolidin-2-one
—— 2,3-Dihydrothieno[2,3-d]pyridazine-3-carboxamide —— C7H7N3OS
2,3-Dihydrothieno[2,3-d]pyridazine-3-carboxamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(dimethylamino)methyl]-N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]triazole-4-carboxamide —— C16H19N9O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(dimethylamino)methyl]-N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]triazole-4-carboxamide
—— [3-(4-amino-1,2,5-oxadiazol-3-yl)-5-[[(Z)-(4-methylsulfanylphenyl)methylideneamino]carbamoyl]triazol-4-yl]methyl-dimethylazanium —— C16H20N9O2S+
[3-(4-amino-1,2,5-oxadiazol-3-yl)-5-[[(Z)-(4-methylsulfanylphenyl)methylideneamino]carbamoyl]triazol-4-yl]methyl-dimethylazanium
—— 6-[6-chloro-3-[(4-oxocyclohexa-2,5-dien-1-ylidene)methylamino]pyridin-2-yl]sulfanyl-1,3-dimethylpyrimidine-2,4-dione —— C18H15ClN4O3S
6-[6-chloro-3-[(4-oxocyclohexa-2,5-dien-1-ylidene)methylamino]pyridin-2-yl]sulfanyl-1,3-dimethylpyrimidine-2,4-dione
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-furan-3-ylmethylideneamino]-5-(phenylsulfanylmethyl)triazole-4-carboxamide —— C17H14N8O3S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-furan-3-ylmethylideneamino]-5-(phenylsulfanylmethyl)triazole-4-carboxamide
—— 2-[[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(Z)-(3-hydroxyphenyl)methylideneamino]acetamide —— C18H15ClN4O2S3
2-[[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(Z)-(3-hydroxyphenyl)methylideneamino]acetamide
—— N-[(Z)-(2-chloro-6-fluorophenyl)methylideneamino]-2-[[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C18H13Cl2FN4OS3
N-[(Z)-(2-chloro-6-fluorophenyl)methylideneamino]-2-[[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-[4-(diethylamino)phenyl]methylideneamino]-5-(phenylsulfanylmethyl)triazole-4-carboxamide —— C23H25N9O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-[4-(diethylamino)phenyl]methylideneamino]-5-(phenylsulfanylmethyl)triazole-4-carboxamide
—— N-[(Z)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-2-(4-methoxyphenoxy)acetamide —— C21H18N4O4S
N-[(Z)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-2-(4-methoxyphenoxy)acetamide
—— 3,8,9-Trithiatricyclo[5.2.0.02,4]nona-1(7),2(4),5-triene —— C6H2S3
3,8,9-Trithiatricyclo[5.2.0.02,4]nona-1(7),2(4),5-triene
—— N-[(Z)-(2-chloro-6-fluorophenyl)methylideneamino]-2-[[5-[(4-methylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C19H16ClFN4OS3
N-[(Z)-(2-chloro-6-fluorophenyl)methylideneamino]-2-[[5-[(4-methylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[(5-benzylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(Z)-[(Z)-2-bromo-3-phenylprop-2-enylidene]amino]acetamide —— C20H17BrN4OS3
2-[(5-benzylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(Z)-[(Z)-2-bromo-3-phenylprop-2-enylidene]amino]acetamide
—— N-[(Z)-benzylideneamino]-2-[2-[2-[(2Z)-2-benzylidenehydrazinyl]-2-oxoethyl]sulfanyl-6-methylpyrimidin-4-yl]oxyacetamide —— C23H22N6O3S
N-[(Z)-benzylideneamino]-2-[2-[2-[(2Z)-2-benzylidenehydrazinyl]-2-oxoethyl]sulfanyl-6-methylpyrimidin-4-yl]oxyacetamide
—— [3-Hydroxy-3-[3-(oxan-4-ylmethylsulfanyl)phenyl]propyl]carbamic acid —— C16H23NO4S
[3-Hydroxy-3-[3-(oxan-4-ylmethylsulfanyl)phenyl]propyl]carbamic acid
—— 2-[[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(Z)-(1-methylpyrrol-2-yl)methylideneamino]acetamide —— C17H16ClN5OS3
2-[[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(Z)-(1-methylpyrrol-2-yl)methylideneamino]acetamide
—— 2-[[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(Z)-(3-fluorophenyl)methylideneamino]acetamide —— C18H14ClFN4OS3
2-[[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(Z)-(3-fluorophenyl)methylideneamino]acetamide
—— 2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(E)-pyridin-3-ylmethylideneamino]acetamide —— C17H14ClN5OS3
2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(E)-pyridin-3-ylmethylideneamino]acetamide
—— 2-[(5-benzylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(Z)-pyridin-3-ylmethylideneamino]acetamide —— C17H15N5OS3
2-[(5-benzylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(Z)-pyridin-3-ylmethylideneamino]acetamide
—— 2-[[5-[(4-methylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(Z)-pyridin-3-ylmethylideneamino]acetamide —— C18H17N5OS3
2-[[5-[(4-methylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(Z)-pyridin-3-ylmethylideneamino]acetamide
—— 2-[1-Hydroxy-2,2-bis(hydroxymethyl)-3,3-bis(2-oxoethylsulfanyl)-3-(2-oxoethylsulfanyloxy)propyl]sulfanylacetaldehyde —— C13H20O8S4
2-[1-Hydroxy-2,2-bis(hydroxymethyl)-3,3-bis(2-oxoethylsulfanyl)-3-(2-oxoethylsulfanyloxy)propyl]sulfanylacetaldehyde
—— C16H13ClN4O2S3 —— C16H13ClN4O2S3
C16H13ClN4O2S3
—— 4-(4-Bromophenylthio)-1,2,2,6,6-pentamethylpiperidine —— C16H24BrNS
4-(4-Bromophenylthio)-1,2,2,6,6-pentamethylpiperidine
—— N,N'-hexanediyl-di(thiocarbamic acid butyl ester) —— C16H32N2O2S2
N,N'-hexanediyl-di(thiocarbamic acid butyl ester)
—— O-(2-ethylhexyl) N-[6-(2-ethylhexoxycarbothioylamino)hexyl]carbamothioate —— C24H48N2O2S2
O-(2-ethylhexyl) N-[6-(2-ethylhexoxycarbothioylamino)hexyl]carbamothioate
—— Cyclohexa-1,3-dien-1-ylthiourea —— C7H10N2S
Cyclohexa-1,3-dien-1-ylthiourea
—— 4-(4-Aminosulfanylphenyl)sulfanylbenzenethiol —— C12H11NS3
4-(4-Aminosulfanylphenyl)sulfanylbenzenethiol
—— 2-(3-methyl-5-oxo-1,2-dihydropyrazol-4-yl)-N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]acetamide —— C14H16N4O2S
2-(3-methyl-5-oxo-1,2-dihydropyrazol-4-yl)-N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]acetamide
—— 2-[[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(Z)-(2-fluorophenyl)methylideneamino]acetamide —— C18H14ClFN4OS3
2-[[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(Z)-(2-fluorophenyl)methylideneamino]acetamide
—— 2-[(5-benzylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(Z)-[(E)-3-(furan-2-yl)prop-2-enylidene]amino]acetamide —— C18H16N4O2S3
2-[(5-benzylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(Z)-[(E)-3-(furan-2-yl)prop-2-enylidene]amino]acetamide
—— 4,6-Dichloro-5-methyl-2-propylsulfanylpyrimidine —— C8H10Cl2N2S
4,6-Dichloro-5-methyl-2-propylsulfanylpyrimidine
—— N-[(Z)-(3-bromophenyl)methylideneamino]-2-[[5-[(4-methylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C19H17BrN4OS3
N-[(Z)-(3-bromophenyl)methylideneamino]-2-[[5-[(4-methylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(E)-(4-ethylphenyl)methylideneamino]acetamide —— C20H19ClN4OS3
2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(E)-(4-ethylphenyl)methylideneamino]acetamide
—— Pentafluoro(tritiomethyl)-lambda6-sulfane —— CH3F5S
Pentafluoro(tritiomethyl)-lambda6-sulfane
—— 2-[[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(Z)-(3-methylphenyl)methylideneamino]acetamide —— C19H17ClN4OS3
2-[[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(Z)-(3-methylphenyl)methylideneamino]acetamide
—— Tributyl-(4-methyl-7-oxo-4-phenylsulfanyl-7-propan-2-yloxyheptyl)phosphanium —— C29H52O2PS+
Tributyl-(4-methyl-7-oxo-4-phenylsulfanyl-7-propan-2-yloxyheptyl)phosphanium
—— 2-[(5-benzylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(Z)-furan-2-ylmethylideneamino]acetamide —— C16H14N4O2S3
2-[(5-benzylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(Z)-furan-2-ylmethylideneamino]acetamide
—— (4,6-Dimethyl-2-propylsulfanylpyrimidin-5-yl)-methyl-oxoazanium —— C10H16N3OS+
(4,6-Dimethyl-2-propylsulfanylpyrimidin-5-yl)-methyl-oxoazanium
—— 3-Hexylsulfanyl-5-methyl-1,2,4-thiadiazole —— C9H16N2S2
3-Hexylsulfanyl-5-methyl-1,2,4-thiadiazole
—— 2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(E)-(2-fluorophenyl)methylideneamino]acetamide —— C18H14ClFN4OS3
2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(E)-(2-fluorophenyl)methylideneamino]acetamide
—— 2-[[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(Z)-(4-fluorophenyl)methylideneamino]acetamide —— C18H14ClFN4OS3
2-[[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(Z)-(4-fluorophenyl)methylideneamino]acetamide
—— 2-[(5-benzylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(Z)-(2-chloro-6-fluorophenyl)methylideneamino]acetamide —— C18H14ClFN4OS3
2-[(5-benzylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(Z)-(2-chloro-6-fluorophenyl)methylideneamino]acetamide
—— 4-[(4-Bromophenyl)sulfanylmethyl]-1-tert-butylpiperidine —— C16H24BrNS
4-[(4-Bromophenyl)sulfanylmethyl]-1-tert-butylpiperidine
—— 2-[[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(Z)-pyridin-2-ylmethylideneamino]acetamide —— C17H14ClN5OS3
2-[[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(Z)-pyridin-2-ylmethylideneamino]acetamide