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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
—— (2R)-2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-N-methyl-N-[(3-methyl-1,2,4-oxadiazol-5-yl)methyl]propanamide —— C14H19N5O2S
(2R)-2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-N-methyl-N-[(3-methyl-1,2,4-oxadiazol-5-yl)methyl]propanamide
—— 2-(2-methylphenyl)sulfanyl-N-[(1S)-1-(1-methylpyrazol-4-yl)ethyl]acetamide —— C15H19N3OS
2-(2-methylphenyl)sulfanyl-N-[(1S)-1-(1-methylpyrazol-4-yl)ethyl]acetamide
—— 2-(2-methylphenyl)sulfanyl-N-[(1R)-1-(1-methylpyrazol-4-yl)ethyl]acetamide —— C15H19N3OS
2-(2-methylphenyl)sulfanyl-N-[(1R)-1-(1-methylpyrazol-4-yl)ethyl]acetamide
—— (2S)-2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-N-methyl-N-[(3-methyl-1,2,4-oxadiazol-5-yl)methyl]propanamide —— C14H19N5O2S
(2S)-2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-N-methyl-N-[(3-methyl-1,2,4-oxadiazol-5-yl)methyl]propanamide
—— (4R)-4,6-dimethyl-N-[3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propyl]-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxamide —— C13H19N5O2S2
(4R)-4,6-dimethyl-N-[3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propyl]-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxamide
—— 3-[4-Amino-3-[(3-chlorophenyl)methylsulfanyl]-5-oxo-1,2,4-triazin-6-yl]propanoate —— C13H12ClN4O3S-
3-[4-Amino-3-[(3-chlorophenyl)methylsulfanyl]-5-oxo-1,2,4-triazin-6-yl]propanoate
—— (4S)-4-(bromomethyl)-4-methyl-11-propyl-5-thia-2,7,13-triaza-11-azoniatricyclo[7.4.0.02,6]trideca-1(9),6-dien-8-one —— C13H20BrN4OS+
(4S)-4-(bromomethyl)-4-methyl-11-propyl-5-thia-2,7,13-triaza-11-azoniatricyclo[7.4.0.02,6]trideca-1(9),6-dien-8-one
—— (4R)-4-(bromomethyl)-4-methyl-11-propyl-5-thia-2,7,13-triaza-11-azoniatricyclo[7.4.0.02,6]trideca-1(9),6-dien-8-one —— C13H20BrN4OS+
(4R)-4-(bromomethyl)-4-methyl-11-propyl-5-thia-2,7,13-triaza-11-azoniatricyclo[7.4.0.02,6]trideca-1(9),6-dien-8-one
—— (4S)-4,6-dimethyl-N-[3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propyl]-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxamide —— C13H19N5O2S2
(4S)-4,6-dimethyl-N-[3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propyl]-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxamide
—— (4R)-4-(bromomethyl)-4-methyl-11-propyl-5-thia-2,7,11,13-tetrazatricyclo[7.4.0.02,6]trideca-1(9),6-dien-8-one —— C13H19BrN4OS
(4R)-4-(bromomethyl)-4-methyl-11-propyl-5-thia-2,7,11,13-tetrazatricyclo[7.4.0.02,6]trideca-1(9),6-dien-8-one
—— 3-[(3R)-3-(4-fluorophenyl)oxolan-3-yl]-5-(1H-1,2,4-triazol-5-ylsulfanylmethyl)-1,2,4-oxadiazole —— C15H14FN5O2S
3-[(3R)-3-(4-fluorophenyl)oxolan-3-yl]-5-(1H-1,2,4-triazol-5-ylsulfanylmethyl)-1,2,4-oxadiazole
—— 3-[(3S)-3-(4-fluorophenyl)oxolan-3-yl]-5-(1H-1,2,4-triazol-5-ylsulfanylmethyl)-1,2,4-oxadiazole —— C15H14FN5O2S
3-[(3S)-3-(4-fluorophenyl)oxolan-3-yl]-5-(1H-1,2,4-triazol-5-ylsulfanylmethyl)-1,2,4-oxadiazole
—— 2-(4-methyl-1,3-thiazol-5-yl)ethyl 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C16H18N4O3S2
2-(4-methyl-1,3-thiazol-5-yl)ethyl 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— 2-(4-methyl-1,3-thiazol-5-yl)ethyl (2S)-2-phenylsulfanylpropanoate —— C15H17NO2S2
2-(4-methyl-1,3-thiazol-5-yl)ethyl (2S)-2-phenylsulfanylpropanoate
—— 2-(4-methyl-1,3-thiazol-5-yl)ethyl (2R)-2-phenylsulfanylpropanoate —— C15H17NO2S2
2-(4-methyl-1,3-thiazol-5-yl)ethyl (2R)-2-phenylsulfanylpropanoate
—— (5E)-5-{[5-(phenylsulfanyl)furan-2-yl]methylidene}-1-(prop-2-en-1-yl)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione —— C18H14N2O3S2
(5E)-5-{[5-(phenylsulfanyl)furan-2-yl]methylidene}-1-(prop-2-en-1-yl)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
—— 1-[(3R)-3-methyl-4-propan-2-ylpiperazin-1-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone —— C13H22N4OS2
1-[(3R)-3-methyl-4-propan-2-ylpiperazin-1-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone
—— 1-[(3S)-3-methyl-4-propan-2-ylpiperazin-1-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone —— C13H22N4OS2
1-[(3S)-3-methyl-4-propan-2-ylpiperazin-1-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone
—— N-(cyanomethyl)-2-[(4-methylphenyl)sulfanyl]acetamide —— C11H12N2OS
N-(cyanomethyl)-2-[(4-methylphenyl)sulfanyl]acetamide
—— (2R)-N-[(6-chloropyridin-3-yl)methyl]-2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-N-methylpropanamide —— C16H19ClN4OS
(2R)-N-[(6-chloropyridin-3-yl)methyl]-2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-N-methylpropanamide
—— (4S)-4-methyl-11-[(1S)-1-phenylethyl]-5-thia-2,7,11,13-tetrazatricyclo[7.4.0.02,6]trideca-1(9),6-dien-8-one —— C17H20N4OS
(4S)-4-methyl-11-[(1S)-1-phenylethyl]-5-thia-2,7,11,13-tetrazatricyclo[7.4.0.02,6]trideca-1(9),6-dien-8-one
—— (4R)-4-methyl-11-[(1S)-1-phenylethyl]-5-thia-2,7,11,13-tetrazatricyclo[7.4.0.02,6]trideca-1(9),6-dien-8-one —— C17H20N4OS
(4R)-4-methyl-11-[(1S)-1-phenylethyl]-5-thia-2,7,11,13-tetrazatricyclo[7.4.0.02,6]trideca-1(9),6-dien-8-one
—— (4S)-4-methyl-11-[(1S)-1-phenylethyl]-5-thia-2,7,13-triaza-11-azoniatricyclo[7.4.0.02,6]trideca-1(9),6-dien-8-one —— C17H21N4OS+
(4S)-4-methyl-11-[(1S)-1-phenylethyl]-5-thia-2,7,13-triaza-11-azoniatricyclo[7.4.0.02,6]trideca-1(9),6-dien-8-one
—— (4R)-4-methyl-11-[(1S)-1-phenylethyl]-5-thia-2,7,13-triaza-11-azoniatricyclo[7.4.0.02,6]trideca-1(9),6-dien-8-one —— C17H21N4OS+
(4R)-4-methyl-11-[(1S)-1-phenylethyl]-5-thia-2,7,13-triaza-11-azoniatricyclo[7.4.0.02,6]trideca-1(9),6-dien-8-one
—— (5S)-5-[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]-1,2,5,6-tetrahydropyrazolo[4,3-g]quinolin-7-one —— C17H14N6O2S
(5S)-5-[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]-1,2,5,6-tetrahydropyrazolo[4,3-g]quinolin-7-one
—— (5R)-5-[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]-1,2,5,6-tetrahydropyrazolo[4,3-g]quinolin-7-one —— C17H14N6O2S
(5R)-5-[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]-1,2,5,6-tetrahydropyrazolo[4,3-g]quinolin-7-one
—— (2R)-5-amino-6-bromo-2-(bromomethyl)-2,3-dihydro-[1,3]thiazolo[3,2-a]pyrimidin-7-one —— C7H7Br2N3OS
(2R)-5-amino-6-bromo-2-(bromomethyl)-2,3-dihydro-[1,3]thiazolo[3,2-a]pyrimidin-7-one
—— 1-[4-(1-Adamantyl)piperazin-4-ium-1-yl]-2-[(3-methylsulfanyl-1,2,4-thiadiazol-5-yl)sulfanyl]ethanone —— C19H29N4OS3+
1-[4-(1-Adamantyl)piperazin-4-ium-1-yl]-2-[(3-methylsulfanyl-1,2,4-thiadiazol-5-yl)sulfanyl]ethanone
—— (2S)-5-amino-6-bromo-2-(bromomethyl)-2,3-dihydro-[1,3]thiazolo[3,2-a]pyrimidin-7-one —— C7H7Br2N3OS
(2S)-5-amino-6-bromo-2-(bromomethyl)-2,3-dihydro-[1,3]thiazolo[3,2-a]pyrimidin-7-one
—— 1-[4-(1-Adamantyl)piperazin-4-ium-1-yl]-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone —— C18H28N5OS2+
1-[4-(1-Adamantyl)piperazin-4-ium-1-yl]-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone
—— 2-[[4-[(1S)-1-phenylethyl]-5-(1H-pyrazol-5-yl)-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C15H15N5O2S
2-[[4-[(1S)-1-phenylethyl]-5-(1H-pyrazol-5-yl)-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— 2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N'-cyanoethanimidamide —— C10H8N7S+
2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N'-cyanoethanimidamide
—— 2-[[4-[(1R)-1-phenylethyl]-5-(1H-pyrazol-5-yl)-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C15H15N5O2S
2-[[4-[(1R)-1-phenylethyl]-5-(1H-pyrazol-5-yl)-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— (4R)-4-(bromomethyl)-11-cyclohexyl-4-methyl-5-thia-2,7,13-triaza-11-azoniatricyclo[7.4.0.02,6]trideca-1(9),6-dien-8-one —— C16H24BrN4OS+
(4R)-4-(bromomethyl)-11-cyclohexyl-4-methyl-5-thia-2,7,13-triaza-11-azoniatricyclo[7.4.0.02,6]trideca-1(9),6-dien-8-one
—— 5-nitro-N-(2-phenylsulfanylethyl)pyridin-1-ium-2-amine —— C13H14N3O2S+
5-nitro-N-(2-phenylsulfanylethyl)pyridin-1-ium-2-amine
—— (4S)-4-methyl-11-(2-phenylethyl)-5-thia-2,7,13-triaza-11-azoniatricyclo[7.4.0.02,6]trideca-1(9),6-dien-8-one —— C17H21N4OS+
(4S)-4-methyl-11-(2-phenylethyl)-5-thia-2,7,13-triaza-11-azoniatricyclo[7.4.0.02,6]trideca-1(9),6-dien-8-one
—— (4R)-4-(bromomethyl)-11-cyclohexyl-5-thia-2,7,13-triaza-11-azoniatricyclo[7.4.0.02,6]trideca-1(9),6-dien-8-one —— C15H22BrN4OS+
(4R)-4-(bromomethyl)-11-cyclohexyl-5-thia-2,7,13-triaza-11-azoniatricyclo[7.4.0.02,6]trideca-1(9),6-dien-8-one
—— ethyl (6S,7R)-6-(4-chlorophenyl)-3-methyl-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine-7-carboxylate —— C14H15ClN4O2S
ethyl (6S,7R)-6-(4-chlorophenyl)-3-methyl-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine-7-carboxylate
—— 11-cyclohexyl-4,4-dimethyl-5-thia-7,11,13-triaza-2-azoniatricyclo[7.4.0.02,6]trideca-1(9),6-dien-8-one —— C16H25N4OS+
11-cyclohexyl-4,4-dimethyl-5-thia-7,11,13-triaza-2-azoniatricyclo[7.4.0.02,6]trideca-1(9),6-dien-8-one
—— methyl (2S)-2-[1,4-dimethyl-5-[(2-methylphenyl)methyl]-6-oxopyrimidin-2-yl]sulfanylpropanoate —— C18H22N2O3S
methyl (2S)-2-[1,4-dimethyl-5-[(2-methylphenyl)methyl]-6-oxopyrimidin-2-yl]sulfanylpropanoate
—— 2-[(3,5-difluorobenzyl)sulfanyl]-3,6-dimethyl-5-(3-methylbenzyl)-4(3H)-pyrimidinone —— C21H20F2N2OS
2-[(3,5-difluorobenzyl)sulfanyl]-3,6-dimethyl-5-(3-methylbenzyl)-4(3H)-pyrimidinone
—— ethyl (6S,7S)-6-(4-fluorophenyl)-3-methyl-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine-7-carboxylate —— C14H15FN4O2S
ethyl (6S,7S)-6-(4-fluorophenyl)-3-methyl-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine-7-carboxylate
—— ethyl (6R,7R)-6-(4-hydroxyphenyl)-3-methyl-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine-7-carboxylate —— C14H16N4O3S
ethyl (6R,7R)-6-(4-hydroxyphenyl)-3-methyl-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine-7-carboxylate
—— ethyl (6R,7R)-6-(4-fluorophenyl)-3-methyl-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine-7-carboxylate —— C14H15FN4O2S
ethyl (6R,7R)-6-(4-fluorophenyl)-3-methyl-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine-7-carboxylate
—— ethyl (6S,7R)-3-methyl-6-(4-methylphenyl)-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine-7-carboxylate —— C15H18N4O2S
ethyl (6S,7R)-3-methyl-6-(4-methylphenyl)-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine-7-carboxylate
—— ethyl (6R,7S)-6-phenyl-3-(trifluoromethyl)-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine-7-carboxylate —— C14H13F3N4O2S
ethyl (6R,7S)-6-phenyl-3-(trifluoromethyl)-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine-7-carboxylate
—— [2-[2-(Morpholin-4-ium-4-ylmethyl)phenyl]sulfanylphenyl]methylazanium —— C18H24N2OS+2
[2-[2-(Morpholin-4-ium-4-ylmethyl)phenyl]sulfanylphenyl]methylazanium
—— ethyl (6R,7S)-6-(4-chlorophenyl)-3-methyl-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine-7-carboxylate —— C14H15ClN4O2S
ethyl (6R,7S)-6-(4-chlorophenyl)-3-methyl-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine-7-carboxylate
—— ethyl (6S,7S)-6-phenyl-3-(trifluoromethyl)-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine-7-carboxylate —— C14H13F3N4O2S
ethyl (6S,7S)-6-phenyl-3-(trifluoromethyl)-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine-7-carboxylate
—— ethyl (6R,7S)-6-(4-hydroxyphenyl)-3-methyl-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine-7-carboxylate —— C14H16N4O3S
ethyl (6R,7S)-6-(4-hydroxyphenyl)-3-methyl-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine-7-carboxylate