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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
—— (3S)-5-oxo-N-[(2-phenylsulfanylphenyl)methyl]-1-(2,2,2-trifluoroethyl)pyrrolidine-3-carboxamide —— C20H19F3N2O2S
(3S)-5-oxo-N-[(2-phenylsulfanylphenyl)methyl]-1-(2,2,2-trifluoroethyl)pyrrolidine-3-carboxamide
—— (3S)-1-(2,2-dimethylpropanoyl)-N-[(2-phenylsulfanylphenyl)methyl]piperidine-3-carboxamide —— C24H30N2O2S
(3S)-1-(2,2-dimethylpropanoyl)-N-[(2-phenylsulfanylphenyl)methyl]piperidine-3-carboxamide
—— 2-Ethyl-7-[(1-methyltetrazol-5-yl)sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C10H11N7OS2
2-Ethyl-7-[(1-methyltetrazol-5-yl)sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— [2-[(1-Cyanocyclohexyl)amino]-2-oxoethyl] 2-(4-fluorophenyl)sulfanylacetate —— C17H19FN2O3S
[2-[(1-Cyanocyclohexyl)amino]-2-oxoethyl] 2-(4-fluorophenyl)sulfanylacetate
—— (3R)-5-oxo-N-[(2-phenylsulfanylphenyl)methyl]-1-(2,2,2-trifluoroethyl)pyrrolidine-3-carboxamide —— C20H19F3N2O2S
(3R)-5-oxo-N-[(2-phenylsulfanylphenyl)methyl]-1-(2,2,2-trifluoroethyl)pyrrolidine-3-carboxamide
—— 1-(2-Phenylsulfanylphenyl)-3-(thiophen-2-ylmethyl)thiourea —— C18H16N2S3
1-(2-Phenylsulfanylphenyl)-3-(thiophen-2-ylmethyl)thiourea
—— 2-[[5-(pyrrolidin-1-ium-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[(1S,5R)-1,3,3-trimethyl-6-azabicyclo[3.2.1]octan-6-yl]ethanone —— C19H31N4O2S+
2-[[5-(pyrrolidin-1-ium-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[(1S,5R)-1,3,3-trimethyl-6-azabicyclo[3.2.1]octan-6-yl]ethanone
—— 2-[[5-(pyrrolidin-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[(1R,5S)-1,3,3-trimethyl-6-azabicyclo[3.2.1]octan-6-yl]ethanone —— C19H30N4O2S
2-[[5-(pyrrolidin-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[(1R,5S)-1,3,3-trimethyl-6-azabicyclo[3.2.1]octan-6-yl]ethanone
—— 4-(4-Chlorophenyl)sulfanyl-1-[4-(pyridin-4-ylmethyl)piperazin-4-ium-1-yl]butan-1-one —— C20H25ClN3OS+
4-(4-Chlorophenyl)sulfanyl-1-[4-(pyridin-4-ylmethyl)piperazin-4-ium-1-yl]butan-1-one
—— 3-(2-bromophenyl)sulfanyl-N-[(2S)-3,3-dimethylbutan-2-yl]propanamide —— C15H22BrNOS
3-(2-bromophenyl)sulfanyl-N-[(2S)-3,3-dimethylbutan-2-yl]propanamide
—— N-methyl-N-[(2R)-1-methylsulfonylpropan-2-yl]cyclobutanecarboxamide —— C10H19NO3S
N-methyl-N-[(2R)-1-methylsulfonylpropan-2-yl]cyclobutanecarboxamide
—— 2-(3,4-difluorophenyl)sulfanyl-N-[(2R)-3,3-dimethylbutan-2-yl]acetamide —— C14H19F2NOS
2-(3,4-difluorophenyl)sulfanyl-N-[(2R)-3,3-dimethylbutan-2-yl]acetamide
—— 2-(3,4-difluorophenyl)sulfanyl-N-[(2S)-3,3-dimethylbutan-2-yl]acetamide —— C14H19F2NOS
2-(3,4-difluorophenyl)sulfanyl-N-[(2S)-3,3-dimethylbutan-2-yl]acetamide
—— 2-cyclohexyl-N-methyl-N-[(2S)-1-methylsulfonylpropan-2-yl]acetamide —— C13H25NO3S
2-cyclohexyl-N-methyl-N-[(2S)-1-methylsulfonylpropan-2-yl]acetamide
—— N-methyl-N-[(2R)-1-methylsulfonylpropan-2-yl]-2-phenylsulfanylacetamide —— C13H19NO3S2
N-methyl-N-[(2R)-1-methylsulfonylpropan-2-yl]-2-phenylsulfanylacetamide
—— 3-(2-bromophenyl)sulfanyl-N-[(2R)-3,3-dimethylbutan-2-yl]propanamide —— C15H22BrNOS
3-(2-bromophenyl)sulfanyl-N-[(2R)-3,3-dimethylbutan-2-yl]propanamide
—— 2-cyclohexyl-N-methyl-N-[(2R)-1-methylsulfonylpropan-2-yl]acetamide —— C13H25NO3S
2-cyclohexyl-N-methyl-N-[(2R)-1-methylsulfonylpropan-2-yl]acetamide
—— N-methyl-N-[(2S)-1-methylsulfonylpropan-2-yl]cyclobutanecarboxamide —— C10H19NO3S
N-methyl-N-[(2S)-1-methylsulfonylpropan-2-yl]cyclobutanecarboxamide
—— N-methyl-N-[(2S)-1-methylsulfonylpropan-2-yl]-2-phenylsulfanylacetamide —— C13H19NO3S2
N-methyl-N-[(2S)-1-methylsulfonylpropan-2-yl]-2-phenylsulfanylacetamide
—— Dimethyl-[3-(4-oxo-2-thieno[2,3-d]pyrimidin-4-ylsulfanylquinazolin-3-yl)propyl]azanium —— C19H20N5OS2+
Dimethyl-[3-(4-oxo-2-thieno[2,3-d]pyrimidin-4-ylsulfanylquinazolin-3-yl)propyl]azanium
—— (7S)-7-methyl-4-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidine —— C15H14F3N5S2
(7S)-7-methyl-4-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidine
—— 2-(2-Chloro-4-nitrophenyl)sulfanyl-3-[3-(dimethylamino)propyl]quinazolin-4-one —— C19H19ClN4O3S
2-(2-Chloro-4-nitrophenyl)sulfanyl-3-[3-(dimethylamino)propyl]quinazolin-4-one
—— N-[(3S)-1-benzylpyrrolidin-3-yl]-2-(2-cyanophenyl)sulfanylbenzamide —— C25H23N3OS
N-[(3S)-1-benzylpyrrolidin-3-yl]-2-(2-cyanophenyl)sulfanylbenzamide
—— [2-[(3-Methoxyphenyl)methylamino]-2-oxoethyl] 2-phenylsulfanylpyridine-3-carboxylate —— C22H20N2O4S
[2-[(3-Methoxyphenyl)methylamino]-2-oxoethyl] 2-phenylsulfanylpyridine-3-carboxylate
—— 4-[[4-Methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidine —— C14H12F3N5S2
4-[[4-Methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidine
—— 4-(2,5-Dichlorophenyl)sulfanyl-3-nitrobenzenesulfonamide —— C12H8Cl2N2O4S2
4-(2,5-Dichlorophenyl)sulfanyl-3-nitrobenzenesulfonamide
—— 3-[3-(Dimethylamino)propyl]-2-thieno[2,3-d]pyrimidin-4-ylsulfanylquinazolin-4-one —— C19H19N5OS2
3-[3-(Dimethylamino)propyl]-2-thieno[2,3-d]pyrimidin-4-ylsulfanylquinazolin-4-one
—— 2,5,6-Trimethyl-4-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]thieno[2,3-d]pyrimidine —— C13H12F3N5S2
2,5,6-Trimethyl-4-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]thieno[2,3-d]pyrimidine
—— 1-[(3S)-3-ethylsulfanylazepan-1-yl]-2-phenylsulfanylethanone —— C16H23NOS2
1-[(3S)-3-ethylsulfanylazepan-1-yl]-2-phenylsulfanylethanone
—— 4-[[12-[(4-Methyl-1,3-thiazol-2-yl)sulfanyl]-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraen-10-yl]methyl]morpholin-4-ium —— C18H21N4OS3+
4-[[12-[(4-Methyl-1,3-thiazol-2-yl)sulfanyl]-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraen-10-yl]methyl]morpholin-4-ium
—— N,N-diethyl-4-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]-3-nitrobenzenesulfonamide —— C14H17N3O4S3
N,N-diethyl-4-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]-3-nitrobenzenesulfonamide
—— 10-Methyl-12-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraene —— C14H12F3N5S2
10-Methyl-12-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraene
—— 2-(2,3-Dihydro-1,4-benzodioxin-6-ylsulfanyl)pyrazine —— C12H10N2O2S
2-(2,3-Dihydro-1,4-benzodioxin-6-ylsulfanyl)pyrazine
—— 2-(2,5-Dimethylphenyl)sulfanyl-5-pyrrolidin-1-ylsulfonylpyridine —— C17H20N2O2S2
2-(2,5-Dimethylphenyl)sulfanyl-5-pyrrolidin-1-ylsulfonylpyridine
—— 3-(2,4-Dinitrophenyl)sulfanyl-4,5-dimethyl-1,2,4-triazole —— C10H9N5O4S
3-(2,4-Dinitrophenyl)sulfanyl-4,5-dimethyl-1,2,4-triazole
—— 6-(4-Nitro-phenylsulfanyl)-2,3-dihydro-benzo[1,4]dioxine 1026552-69-1 C14H11NO4S
6-(4-Nitro-phenylsulfanyl)-2,3-dihydro-benzo[1,4]dioxine
—— N-[4-(5-piperidin-1-ylsulfonylpyridin-2-yl)sulfanylphenyl]acetamide —— C18H21N3O3S2
N-[4-(5-piperidin-1-ylsulfonylpyridin-2-yl)sulfanylphenyl]acetamide
—— 10-Methyl-12-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraene —— C14H13N3S3
10-Methyl-12-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraene
—— N-[4-(5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-ylsulfanyl)phenyl]acetamide —— C18H17N3OS2
N-[4-(5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-ylsulfanyl)phenyl]acetamide
—— 4-(3,4-dimethylphenyl)sulfanyl-N-methyl-3-nitrobenzenesulfonamide —— C15H16N2O4S2
4-(3,4-dimethylphenyl)sulfanyl-N-methyl-3-nitrobenzenesulfonamide
—— 12-[[4-Methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraene —— C13H10F3N5S2
12-[[4-Methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraene
—— 4-[6-[[4-Methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]pyridin-3-yl]sulfonylmorpholine —— C13H14F3N5O3S2
4-[6-[[4-Methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]pyridin-3-yl]sulfonylmorpholine
—— 4-[6-(2,4-Dimethylphenyl)sulfanylpyridin-3-yl]sulfonylmorpholine —— C17H20N2O3S2
4-[6-(2,4-Dimethylphenyl)sulfanylpyridin-3-yl]sulfonylmorpholine
—— N-(4-quinolin-2-ylsulfanylphenyl)acetamide —— C17H14N2OS
N-(4-quinolin-2-ylsulfanylphenyl)acetamide
—— 2-[[4-Methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-5-nitrobenzonitrile —— C11H6F3N5O2S
2-[[4-Methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-5-nitrobenzonitrile
—— 4-[(4,5-Dimethyl-1,2,4-triazol-3-yl)sulfanyl]-5,6-dimethylthieno[2,3-d]pyrimidine —— C12H13N5S2
4-[(4,5-Dimethyl-1,2,4-triazol-3-yl)sulfanyl]-5,6-dimethylthieno[2,3-d]pyrimidine
—— 5-(4-Methylphenyl)-4-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]thieno[2,3-d]pyrimidine —— C17H12F3N5S2
5-(4-Methylphenyl)-4-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]thieno[2,3-d]pyrimidine
—— N-(4-pyrimidin-2-ylsulfanylphenyl)acetamide —— C12H11N3OS
N-(4-pyrimidin-2-ylsulfanylphenyl)acetamide
—— 4-(2,3-dihydro-1,4-benzodioxin-6-ylsulfanyl)-N-methyl-3-nitrobenzenesulfonamide —— C15H14N2O6S2
4-(2,3-dihydro-1,4-benzodioxin-6-ylsulfanyl)-N-methyl-3-nitrobenzenesulfonamide
—— 4-[(6,8-Dichloro-[1,2,4]triazolo[4,3-a]pyridin-3-yl)sulfanyl]-2,5,6-trimethylthieno[2,3-d]pyrimidine —— C15H11Cl2N5S2
4-[(6,8-Dichloro-[1,2,4]triazolo[4,3-a]pyridin-3-yl)sulfanyl]-2,5,6-trimethylthieno[2,3-d]pyrimidine