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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-[(2S)-butan-2-yl]sulfanyl-4,6-dimethylpyridin-3-yl]methanamine —— C12H20N2S
[2-[(2S)-butan-2-yl]sulfanyl-4,6-dimethylpyridin-3-yl]methanamine
—— 3-(furan-2-yl)-5-[(1R)-1-pyridin-2-ylsulfanylethyl]-1,2,4-oxadiazole —— C13H11N3O2S
3-(furan-2-yl)-5-[(1R)-1-pyridin-2-ylsulfanylethyl]-1,2,4-oxadiazole
—— 5-[(1R)-1-[1-[[(2S)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylethyl]-3-propan-2-yl-1,2,4-oxadiazole —— C13H20N6O2S
5-[(1R)-1-[1-[[(2S)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylethyl]-3-propan-2-yl-1,2,4-oxadiazole
—— (2R,4R)-4-hydroxy-2-pyridin-2-ylsulfanylpentanoic acid —— C10H13NO3S
(2R,4R)-4-hydroxy-2-pyridin-2-ylsulfanylpentanoic acid
—— (2S,4S)-4-hydroxy-2-pyridin-2-ylsulfanylpentanoic acid —— C10H13NO3S
(2S,4S)-4-hydroxy-2-pyridin-2-ylsulfanylpentanoic acid
—— 5-[(1S)-1-[1-[[(2S)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylethyl]-3-propyl-1,2,4-oxadiazole —— C13H20N6O2S
5-[(1S)-1-[1-[[(2S)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylethyl]-3-propyl-1,2,4-oxadiazole
—— 5-[(1S)-1-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylethyl]-3-propyl-1,2,4-oxadiazole —— C13H20N6O2S
5-[(1S)-1-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylethyl]-3-propyl-1,2,4-oxadiazole
—— 5-[(1S)-1-[1-[[(2S)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylethyl]-3-propan-2-yl-1,2,4-oxadiazole —— C13H20N6O2S
5-[(1S)-1-[1-[[(2S)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylethyl]-3-propan-2-yl-1,2,4-oxadiazole
—— 5-[(1R)-1-(3-chloropyridin-2-yl)sulfanylethyl]-3-methyl-1,2,4-oxadiazole —— C10H10ClN3OS
5-[(1R)-1-(3-chloropyridin-2-yl)sulfanylethyl]-3-methyl-1,2,4-oxadiazole
—— (2S)-2-(2-fluorophenyl)sulfanyl-N-prop-2-ynylpropanamide —— C12H12FNOS
(2S)-2-(2-fluorophenyl)sulfanyl-N-prop-2-ynylpropanamide
—— (4S)-4-(4-chlorophenyl)sulfanyl-4-phenylbutan-2-one —— C16H15ClOS
(4S)-4-(4-chlorophenyl)sulfanyl-4-phenylbutan-2-one
—— (3S,5R)-5-methyl-3-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanyloxolan-2-one —— C10H9F3N2O2S
(3S,5R)-5-methyl-3-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanyloxolan-2-one
—— 4-cyclopropyl-3-[[(2S)-oxan-2-yl]methylsulfanyl]-1,2,4-triazole —— C11H17N3OS
4-cyclopropyl-3-[[(2S)-oxan-2-yl]methylsulfanyl]-1,2,4-triazole
—— 4-cyclopropyl-3-[[(2R)-oxan-2-yl]methylsulfanyl]-1,2,4-triazole —— C11H17N3OS
4-cyclopropyl-3-[[(2R)-oxan-2-yl]methylsulfanyl]-1,2,4-triazole
—— (2S)-6-methyl-N-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylmethyl)-2,3-dihydro-1-benzothiophene-2-carboxamide —— C18H22N4OS
(2S)-6-methyl-N-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylmethyl)-2,3-dihydro-1-benzothiophene-2-carboxamide
—— 2-[[(2R)-oxan-2-yl]methylsulfanyl]-1-propylimidazole —— C12H20N2OS
2-[[(2R)-oxan-2-yl]methylsulfanyl]-1-propylimidazole
—— (3R,5S)-3-(1-ethylimidazol-2-yl)sulfanyl-5-methyloxolan-2-one —— C10H14N2O2S
(3R,5S)-3-(1-ethylimidazol-2-yl)sulfanyl-5-methyloxolan-2-one
—— (2S)-N-(6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-3-ylmethyl)-6-methyl-2,3-dihydro-1-benzothiophene-2-carboxamide —— C16H18N4OS
(2S)-N-(6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-3-ylmethyl)-6-methyl-2,3-dihydro-1-benzothiophene-2-carboxamide
—— (3S,5S)-5-methyl-3-pyridin-2-ylsulfanyloxolan-2-one —— C10H11NO2S
(3S,5S)-5-methyl-3-pyridin-2-ylsulfanyloxolan-2-one
—— (2R)-2-(2-bromophenyl)sulfanylpropanenitrile —— C9H8BrNS
(2R)-2-(2-bromophenyl)sulfanylpropanenitrile
—— methyl (2S)-2-[[5-(methylsulfanylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]butanoate —— C9H14N2O3S2
methyl (2S)-2-[[5-(methylsulfanylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]butanoate
—— (2S)-2-[1-(2-thiophen-2-ylethyl)tetrazol-5-yl]sulfanylpropanenitrile —— C10H11N5S2
(2S)-2-[1-(2-thiophen-2-ylethyl)tetrazol-5-yl]sulfanylpropanenitrile
—— (6R)-2-methyl-6,7-dihydro-5H-[1,2,4]triazolo[5,1-b][1,3]thiazin-6-ol —— C6H9N3OS
(6R)-2-methyl-6,7-dihydro-5H-[1,2,4]triazolo[5,1-b][1,3]thiazin-6-ol
—— 5-(2-morpholin-4-ylethylsulfanyl)-N-[[(2R)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine —— C13H22N4O2S2
5-(2-morpholin-4-ylethylsulfanyl)-N-[[(2R)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine
—— (3S,5R)-5-methyl-3-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]oxolan-2-one —— C10H15N3O2S
(3S,5R)-5-methyl-3-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]oxolan-2-one
—— (3R,5R)-5-methyl-3-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]oxolan-2-one —— C8H10N2O2S3
(3R,5R)-5-methyl-3-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]oxolan-2-one
—— (3R)-3-[[5-(2-methylpropylsulfanyl)-1,3,4-oxadiazol-2-yl]methyl]thiolane 1,1-dioxide —— C11H18N2O3S2
(3R)-3-[[5-(2-methylpropylsulfanyl)-1,3,4-oxadiazol-2-yl]methyl]thiolane 1,1-dioxide
—— 3-[5-[(1S)-1-(4-fluorophenyl)ethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]propanamide —— C14H17FN4OS
3-[5-[(1S)-1-(4-fluorophenyl)ethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]propanamide
—— (3R)-3-[(5-propylsulfanyl-1,3,4-oxadiazol-2-yl)methyl]thiolane 1,1-dioxide —— C10H16N2O3S2
(3R)-3-[(5-propylsulfanyl-1,3,4-oxadiazol-2-yl)methyl]thiolane 1,1-dioxide
—— (3S,5S)-5-methyl-3-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]oxolan-2-one —— C9H11NO2S2
(3S,5S)-5-methyl-3-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]oxolan-2-one
—— (3R,5R)-5-methyl-3-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]oxolan-2-one —— C10H15N3O2S
(3R,5R)-5-methyl-3-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]oxolan-2-one
—— (3S,5R)-5-methyl-3-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]oxolan-2-one —— C9H11NO2S2
(3S,5R)-5-methyl-3-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]oxolan-2-one
—— 2-[(2R)-butan-2-yl]sulfanyl-6-hydroxy-1-prop-2-enylpyrimidin-4-one —— C11H16N2O2S
2-[(2R)-butan-2-yl]sulfanyl-6-hydroxy-1-prop-2-enylpyrimidin-4-one
—— ethyl (2R)-2-[(3,5-dioxo-2H-1,2,4-triazin-6-yl)sulfanyl]propanoate —— C8H11N3O4S
ethyl (2R)-2-[(3,5-dioxo-2H-1,2,4-triazin-6-yl)sulfanyl]propanoate
—— N-[(2S)-butan-2-yl]-2-[[2-(4-methylpiperidin-1-yl)-7-oxo-6-propan-2-yl-[1,3]thiazolo[4,5-d]pyrimidin-5-yl]sulfanyl]acetamide —— C20H31N5O2S2
N-[(2S)-butan-2-yl]-2-[[2-(4-methylpiperidin-1-yl)-7-oxo-6-propan-2-yl-[1,3]thiazolo[4,5-d]pyrimidin-5-yl]sulfanyl]acetamide
—— (3R)-3-(4,6-diaminopyrimidin-2-yl)sulfanyloxolan-2-one —— C8H10N4O2S
(3R)-3-(4,6-diaminopyrimidin-2-yl)sulfanyloxolan-2-one
—— (1R,2R)-N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-2-phenylcyclopropane-1-carboxamide —— C18H18N2OS
(1R,2R)-N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-2-phenylcyclopropane-1-carboxamide
—— (1R,2R,5R)-2-[4-propan-2-yl-6-(trifluoromethyl)pyrimidin-2-yl]sulfanyl-6,8-dioxabicyclo[3.2.1]octan-4-one —— C14H15F3N2O3S
(1R,2R,5R)-2-[4-propan-2-yl-6-(trifluoromethyl)pyrimidin-2-yl]sulfanyl-6,8-dioxabicyclo[3.2.1]octan-4-one
—— (5S)-2-(3-chloroanilino)-4,7-dioxo-N-(2-phenylsulfanylphenyl)-3,5,6,8-tetrahydropyrido[2,3-d]pyrimidine-5-carboxamide —— C26H20ClN5O3S
(5S)-2-(3-chloroanilino)-4,7-dioxo-N-(2-phenylsulfanylphenyl)-3,5,6,8-tetrahydropyrido[2,3-d]pyrimidine-5-carboxamide
—— N-[(2R)-1-amino-1-sulfanylidenepropan-2-yl]cyclohexanecarboxamide —— C10H18N2OS
N-[(2R)-1-amino-1-sulfanylidenepropan-2-yl]cyclohexanecarboxamide
—— 2-[4-({[5-(Pyridin-4-yl)-1,3,4-thiadiazol-2-yl]sulfanyl}methyl)phenyl]acetic acid —— C16H13N3O2S2
2-[4-({[5-(Pyridin-4-yl)-1,3,4-thiadiazol-2-yl]sulfanyl}methyl)phenyl]acetic acid
—— (5E)-3-ethyl-5-({5-[(4-methylphenyl)sulfanyl]furan-2-yl}methylidene)imidazolidine-2,4-dione —— C17H16N2O3S
(5E)-3-ethyl-5-({5-[(4-methylphenyl)sulfanyl]furan-2-yl}methylidene)imidazolidine-2,4-dione
—— (4E)-4-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-5-methyl-2-phenylpyrazol-3-one —— C21H15ClN2O2S
(4E)-4-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-5-methyl-2-phenylpyrazol-3-one
—— (2Z)-2-[[(6-methylpyridin-2-yl)amino]methylidene]-1-benzothiophen-3-one —— C15H12N2OS
(2Z)-2-[[(6-methylpyridin-2-yl)amino]methylidene]-1-benzothiophen-3-one
—— (E)-2-(methylsulfanylmethyl)but-2-en-1-ol —— C6H12OS
(E)-2-(methylsulfanylmethyl)but-2-en-1-ol
—— (2Z,5Z)-5-({4-bromo-5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)-3-(2-methoxyethyl)-2-[(4-methoxyphenyl)imino]-1,3-thiazolidin-4-one —— C24H20BrClN2O4S2
(2Z,5Z)-5-({4-bromo-5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)-3-(2-methoxyethyl)-2-[(4-methoxyphenyl)imino]-1,3-thiazolidin-4-one
—— (E)-3-phenylsulfanyl-3-propan-2-ylsulfanylprop-2-enal —— C12H14OS2
(E)-3-phenylsulfanyl-3-propan-2-ylsulfanylprop-2-enal
—— (10Z)-10-({5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)-7-(thiophen-2-yl)-5,7-dihydro-6H-benzo[h][1,3]thiazolo[2,3-b]quinazolin-9(10H)-one —— C29H19ClN2O2S3
(10Z)-10-({5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)-7-(thiophen-2-yl)-5,7-dihydro-6H-benzo[h][1,3]thiazolo[2,3-b]quinazolin-9(10H)-one
—— (2Z)-2-[(2-fluorophenyl)methylidene]-1-benzothiophen-3-one —— C15H9FOS
(2Z)-2-[(2-fluorophenyl)methylidene]-1-benzothiophen-3-one
—— (2Z)-4,4-dimethyl-2-[(5Z)-5-[(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)methylidene]-4-oxo-3-[2-(trifluoromethyl)phenyl]-1,3-thiazolidin-2-ylidene]-3-oxopentanenitrile —— C28H20F3N5O4S2
(2Z)-4,4-dimethyl-2-[(5Z)-5-[(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)methylidene]-4-oxo-3-[2-(trifluoromethyl)phenyl]-1,3-thiazolidin-2-ylidene]-3-oxopentanenitrile