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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
—— N-[(3-chlorophenyl)methyl]-3-[4,6-dimethyl-2-(methylsulfanyl)pyrimidin-5-yl]propanamide —— C17H20ClN3OS
N-[(3-chlorophenyl)methyl]-3-[4,6-dimethyl-2-(methylsulfanyl)pyrimidin-5-yl]propanamide
—— 2-Cyclopropyl-5-[5-(4-fluorophenyl)thieno[2,3-d]pyrimidin-4-yl]sulfanyl-1,3,4-oxadiazole —— C17H11FN4OS2
2-Cyclopropyl-5-[5-(4-fluorophenyl)thieno[2,3-d]pyrimidin-4-yl]sulfanyl-1,3,4-oxadiazole
—— (2S)-4-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile —— C17H15N5OS3
(2S)-4-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile
—— 2-[(1R)-1-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-5-(3-methylphenyl)-1,3,4-oxadiazole —— C20H19N5OS2
2-[(1R)-1-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-5-(3-methylphenyl)-1,3,4-oxadiazole
—— 1-(2,5-Dimethyl-1-propylpyrrol-3-yl)-2-[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanylethanone —— C17H21N5OS2
1-(2,5-Dimethyl-1-propylpyrrol-3-yl)-2-[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanylethanone
—— 5-[(4-Cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanylmethyl]-3-thiophen-3-yl-1,2,4-oxadiazole —— C16H13N5OS3
5-[(4-Cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanylmethyl]-3-thiophen-3-yl-1,2,4-oxadiazole
—— 1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanylethanone —— C16H17N5O2S2
1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanylethanone
—— (3S,5R)-5-methyl-3-[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanyloxolan-2-one —— C11H12N4O2S2
(3S,5R)-5-methyl-3-[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanyloxolan-2-one
—— (3R,5S)-5-methyl-3-[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanyloxolan-2-one —— C11H12N4O2S2
(3R,5S)-5-methyl-3-[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanyloxolan-2-one
—— 4-(1-Cyclopropyltetrazol-5-yl)sulfanyl-5-(4-methylphenyl)thieno[2,3-d]pyrimidine —— C17H14N6S2
4-(1-Cyclopropyltetrazol-5-yl)sulfanyl-5-(4-methylphenyl)thieno[2,3-d]pyrimidine
—— 2-[5-[2-[(4-Cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetyl]thiophen-2-yl]acetamide —— C17H16N4O2S3
2-[5-[2-[(4-Cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetyl]thiophen-2-yl]acetamide
—— 2-(1-Cyclopentyltetrazol-5-yl)sulfanyl-1-(1-ethyl-2,5-dimethylpyrrol-3-yl)ethanone 878266-40-1 C16H23N5OS
2-(1-Cyclopentyltetrazol-5-yl)sulfanyl-1-(1-ethyl-2,5-dimethylpyrrol-3-yl)ethanone
—— 4-(1-Cyclopropyltetrazol-5-yl)sulfanyl-6-phenylthieno[2,3-d]pyrimidine —— C16H12N6S2
4-(1-Cyclopropyltetrazol-5-yl)sulfanyl-6-phenylthieno[2,3-d]pyrimidine
—— 1-(2,5-Dimethyl-1-prop-2-enylpyrrol-3-yl)-2-[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanylethanone —— C17H19N5OS2
1-(2,5-Dimethyl-1-prop-2-enylpyrrol-3-yl)-2-[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanylethanone
—— 2-(1-Cyclopentyltetrazol-5-yl)sulfanyl-1-[1-(2-methoxyethyl)-2,5-dimethylpyrrol-3-yl]ethanone —— C17H25N5O2S
2-(1-Cyclopentyltetrazol-5-yl)sulfanyl-1-[1-(2-methoxyethyl)-2,5-dimethylpyrrol-3-yl]ethanone
—— 1-methyl-N-[2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetyl]pyrrole-2-carboxamide —— C15H13N5O3S
1-methyl-N-[2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetyl]pyrrole-2-carboxamide
—— N-cyclopropyl-5-[(2-methyl-1,3-thiazol-4-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C10H12N4S3
N-cyclopropyl-5-[(2-methyl-1,3-thiazol-4-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-prop-2-enylpropanamide —— C13H19N3OS
3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-prop-2-enylpropanamide
—— 4-(1-Cyclopropyltetrazol-5-yl)sulfanyl-2-methyl-5-phenylthieno[2,3-d]pyrimidine —— C17H14N6S2
4-(1-Cyclopropyltetrazol-5-yl)sulfanyl-2-methyl-5-phenylthieno[2,3-d]pyrimidine
—— methyl 5-[2-[2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetyl]oxyacetyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C18H21N3O5S
methyl 5-[2-[2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetyl]oxyacetyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— 4-(1-Cyclopropyltetrazol-5-yl)sulfanylthieno[2,3-d]pyrimidine —— C10H8N6S2
4-(1-Cyclopropyltetrazol-5-yl)sulfanylthieno[2,3-d]pyrimidine
—— 2-[[5-(cyclopropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethylacetamide —— C13H20N4O3S3
2-[[5-(cyclopropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethylacetamide
—— N-[(5-chlorothiophen-2-yl)methyl]-N-methyl-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)acetamide —— C15H19ClN4OS2
N-[(5-chlorothiophen-2-yl)methyl]-N-methyl-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)acetamide
—— (6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl)-(2-phenylsulfanylpyridin-3-yl)methanone —— C23H22N2O3S
(6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl)-(2-phenylsulfanylpyridin-3-yl)methanone
—— N-cyclopropyl-5-[[2-(4-methylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C16H16N4S3
N-cyclopropyl-5-[[2-(4-methylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— (2S)-4-(2,5-dimethylphenyl)sulfanyl-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile —— C16H16N2OS2
(2S)-4-(2,5-dimethylphenyl)sulfanyl-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile
—— 3-(2-Oxo-2,3-dihydro-pyrido[2,3-b][1,4]thiazin-1-yl)-propionic acid —— C10H10N2O3S
3-(2-Oxo-2,3-dihydro-pyrido[2,3-b][1,4]thiazin-1-yl)-propionic acid
—— 2-(4-chlorophenyl)sulfanyl-N-(4-methylpiperazin-4-ium-1-yl)-5-nitrobenzamide —— C18H20ClN4O3S+
2-(4-chlorophenyl)sulfanyl-N-(4-methylpiperazin-4-ium-1-yl)-5-nitrobenzamide
—— 6-(3,4-Dimethylphenyl)sulfanyl-2,4-dimethyl-1,2,4-triazine-3,5-dione —— C13H15N3O2S
6-(3,4-Dimethylphenyl)sulfanyl-2,4-dimethyl-1,2,4-triazine-3,5-dione
—— 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-(4-methylpiperazin-4-ium-1-yl)propanamide —— C15H26N5OS+
3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-(4-methylpiperazin-4-ium-1-yl)propanamide
—— N-benzyl-N-tert-butyl-2-[[5-(cyclopropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C18H24N4OS2
N-benzyl-N-tert-butyl-2-[[5-(cyclopropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[(1S)-1-(1-cyclopropyltetrazol-5-yl)sulfanylethyl]-5-thiophen-2-yl-1,3,4-oxadiazole —— C12H12N6OS2
2-[(1S)-1-(1-cyclopropyltetrazol-5-yl)sulfanylethyl]-5-thiophen-2-yl-1,3,4-oxadiazole
—— (2R)-4-(2,5-dimethylphenyl)sulfanyl-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile —— C16H16N2OS2
(2R)-4-(2,5-dimethylphenyl)sulfanyl-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile
—— 2-[6-(4-Fluorophenyl)thieno[3,2-d]pyrimidin-4-yl]sulfanyl-5-(pyrrolidin-1-ium-1-ylmethyl)-1,3,4-oxadiazole —— C19H17FN5OS2+
2-[6-(4-Fluorophenyl)thieno[3,2-d]pyrimidin-4-yl]sulfanyl-5-(pyrrolidin-1-ium-1-ylmethyl)-1,3,4-oxadiazole
—— 2-[6-(4-Fluorophenyl)thieno[3,2-d]pyrimidin-4-yl]sulfanyl-5-(pyrrolidin-1-ylmethyl)-1,3,4-oxadiazole —— C19H16FN5OS2
2-[6-(4-Fluorophenyl)thieno[3,2-d]pyrimidin-4-yl]sulfanyl-5-(pyrrolidin-1-ylmethyl)-1,3,4-oxadiazole
—— 2-[(4-Cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanylmethyl]-5-phenyl-1,3,4-oxadiazole —— C18H15N5OS2
2-[(4-Cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanylmethyl]-5-phenyl-1,3,4-oxadiazole
—— 2-(4-methylphenyl)sulfanyl-N-(4-methylpiperazin-4-ium-1-yl)acetamide —— C14H22N3OS+
2-(4-methylphenyl)sulfanyl-N-(4-methylpiperazin-4-ium-1-yl)acetamide
—— 2-(3,4-dimethylphenyl)sulfanyl-N-(4-methylpiperazin-1-yl)acetamide —— C15H23N3OS
2-(3,4-dimethylphenyl)sulfanyl-N-(4-methylpiperazin-1-yl)acetamide
—— 2-(4-bromo-2-methylphenyl)sulfanyl-N-(4-methylpiperazin-4-ium-1-yl)acetamide —— C14H21BrN3OS+
2-(4-bromo-2-methylphenyl)sulfanyl-N-(4-methylpiperazin-4-ium-1-yl)acetamide
—— 2-(4-bromophenyl)sulfanyl-N-(4-methylpiperazin-1-yl)acetamide —— C13H18BrN3OS
2-(4-bromophenyl)sulfanyl-N-(4-methylpiperazin-1-yl)acetamide
—— 4-(4-fluorophenyl)sulfanyl-N-(4-methylpiperazin-1-yl)-3-nitrobenzamide —— C18H19FN4O3S
4-(4-fluorophenyl)sulfanyl-N-(4-methylpiperazin-1-yl)-3-nitrobenzamide
—— 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-(4-methylpiperazin-1-yl)acetamide —— C15H22N6O2S
2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-(4-methylpiperazin-1-yl)acetamide
—— 2-(3,4-dimethylphenyl)sulfanyl-N-(4-methylpiperazin-4-ium-1-yl)acetamide —— C15H24N3OS+
2-(3,4-dimethylphenyl)sulfanyl-N-(4-methylpiperazin-4-ium-1-yl)acetamide
—— 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-(4-methylpiperazin-4-ium-1-yl)acetamide —— C15H23N6O2S+
2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-(4-methylpiperazin-4-ium-1-yl)acetamide
—— 2-(4-fluorophenyl)sulfanyl-N-(4-methylpiperazin-1-yl)acetamide —— C13H18FN3OS
2-(4-fluorophenyl)sulfanyl-N-(4-methylpiperazin-1-yl)acetamide
—— 4-(4-methylphenyl)sulfanyl-N-(4-methylpiperazin-4-ium-1-yl)-3-nitrobenzamide —— C19H23N4O3S+
4-(4-methylphenyl)sulfanyl-N-(4-methylpiperazin-4-ium-1-yl)-3-nitrobenzamide
—— 2-[(5-cyclohexyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-1-[(1R,5S)-1,3,3-trimethyl-6-azabicyclo[3.2.1]octan-6-yl]ethanone —— C23H36N4OS
2-[(5-cyclohexyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-1-[(1R,5S)-1,3,3-trimethyl-6-azabicyclo[3.2.1]octan-6-yl]ethanone
—— 2-[[(4S)-1,3-dioxan-4-yl]methylsulfanyl]-5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazole —— C16H20N2O3S2
2-[[(4S)-1,3-dioxan-4-yl]methylsulfanyl]-5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazole
—— Methyl 4-chloro-3-hydroxy-5-(phenylthio)thiophene-2-carboxylate —— C12H9ClO3S2
Methyl 4-chloro-3-hydroxy-5-(phenylthio)thiophene-2-carboxylate
—— 2-[[(4S)-1,3-dioxan-4-yl]methylsulfanyl]-5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazole —— C16H20N2O3S2
2-[[(4S)-1,3-dioxan-4-yl]methylsulfanyl]-5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazole