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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-[(4-chlorophenyl)methyl]-2-(2,4-difluorophenyl)sulfanylacetamide —— C15H12ClF2NOS
N-[(4-chlorophenyl)methyl]-2-(2,4-difluorophenyl)sulfanylacetamide
—— (1R,2S)-1-(5-chlorothiophen-2-yl)-1-pyrimidin-4-ylsulfanylpropan-2-amine —— C11H12ClN3S2
(1R,2S)-1-(5-chlorothiophen-2-yl)-1-pyrimidin-4-ylsulfanylpropan-2-amine
—— 2-[[5-ethyl-4-[(3R)-6-oxopiperidin-3-yl]-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C11H16N4O3S
2-[[5-ethyl-4-[(3R)-6-oxopiperidin-3-yl]-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— 2-[[5-[[(3R)-6-oxopiperidin-3-yl]amino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetic acid —— C9H12N4O3S2
2-[[5-[[(3R)-6-oxopiperidin-3-yl]amino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetic acid
—— (1R,2S)-1-(3-methylphenyl)-1-pyrimidin-4-ylsulfanylbutan-2-amine —— C15H19N3S
(1R,2S)-1-(3-methylphenyl)-1-pyrimidin-4-ylsulfanylbutan-2-amine
—— (1S,2S)-1-(3-bromophenyl)-1-pyrimidin-4-ylsulfanylbutan-2-amine —— C14H16BrN3S
(1S,2S)-1-(3-bromophenyl)-1-pyrimidin-4-ylsulfanylbutan-2-amine
—— (1S)-1-(3-aminophenyl)-2-pyrimidin-4-ylsulfanylethanol —— C12H13N3OS
(1S)-1-(3-aminophenyl)-2-pyrimidin-4-ylsulfanylethanol
—— 2-[[5-[[(3S)-6-oxopiperidin-3-yl]amino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetic acid —— C9H12N4O3S2
2-[[5-[[(3S)-6-oxopiperidin-3-yl]amino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetic acid
—— 5-fluoro-N'-hydroxy-2-phenylsulfanylbenzenecarboximidamide —— C13H11FN2OS
5-fluoro-N'-hydroxy-2-phenylsulfanylbenzenecarboximidamide
—— 2-[4-oxo-1-[(3S)-6-oxopiperidin-3-yl]pyrimidin-2-yl]sulfanylacetic acid —— C11H13N3O4S
2-[4-oxo-1-[(3S)-6-oxopiperidin-3-yl]pyrimidin-2-yl]sulfanylacetic acid
—— 2-[4-oxo-1-[(3R)-6-oxopiperidin-3-yl]pyrimidin-2-yl]sulfanylacetic acid —— C11H13N3O4S
2-[4-oxo-1-[(3R)-6-oxopiperidin-3-yl]pyrimidin-2-yl]sulfanylacetic acid
—— N-[(1R)-1-(3,4-dimethylphenyl)ethyl]-2-(2-fluorophenyl)sulfanylacetamide —— C18H20FNOS
N-[(1R)-1-(3,4-dimethylphenyl)ethyl]-2-(2-fluorophenyl)sulfanylacetamide
—— (Z)-[(3E)-3-hydrazinylidene-1-[(S)-methylsulfinyl]-4-[(R)-methylsulfinyl]butan-2-ylidene]hydrazine —— C6H14N4O2S2
(Z)-[(3E)-3-hydrazinylidene-1-[(S)-methylsulfinyl]-4-[(R)-methylsulfinyl]butan-2-ylidene]hydrazine
—— 2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-5-fluoro-N'-hydroxybenzenecarboximidamide —— C11H12FN5OS
2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-5-fluoro-N'-hydroxybenzenecarboximidamide
—— (Z)-[(3Z)-3-hydrazinylidene-1-[(R)-methylsulfinyl]-4-[(S)-methylsulfinyl]butan-2-ylidene]hydrazine —— C6H14N4O2S2
(Z)-[(3Z)-3-hydrazinylidene-1-[(R)-methylsulfinyl]-4-[(S)-methylsulfinyl]butan-2-ylidene]hydrazine
—— 3-(3,4-difluorophenyl)sulfanyl-N-[(1S)-1-phenylethyl]propanamide —— C17H17F2NOS
3-(3,4-difluorophenyl)sulfanyl-N-[(1S)-1-phenylethyl]propanamide
—— (E)-2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3-(5-methylthiophen-2-yl)prop-2-enoate —— C16H10ClN2O3S2-
(E)-2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3-(5-methylthiophen-2-yl)prop-2-enoate
—— 2-[[6-(3,4-difluorophenyl)-5-oxo-4H-1,2,4-triazin-3-yl]sulfanyl]-N-[(1R,2S,3R)-2,3-dimethylcyclohexyl]acetamide —— C19H22F2N4O2S
2-[[6-(3,4-difluorophenyl)-5-oxo-4H-1,2,4-triazin-3-yl]sulfanyl]-N-[(1R,2S,3R)-2,3-dimethylcyclohexyl]acetamide
—— (2S)-2-(4-bromophenyl)-2-pyrimidin-4-ylsulfanylethanamine —— C12H12BrN3S
(2S)-2-(4-bromophenyl)-2-pyrimidin-4-ylsulfanylethanamine
—— (1S)-1-(4-aminophenyl)-2-pyrimidin-4-ylsulfanylethanol —— C12H13N3OS
(1S)-1-(4-aminophenyl)-2-pyrimidin-4-ylsulfanylethanol
—— (1R)-1-(4-aminophenyl)-2-pyrimidin-4-ylsulfanylethanol —— C12H13N3OS
(1R)-1-(4-aminophenyl)-2-pyrimidin-4-ylsulfanylethanol
—— (2S)-2-(2-methylphenyl)-2-pyrimidin-4-ylsulfanylethanamine —— C13H15N3S
(2S)-2-(2-methylphenyl)-2-pyrimidin-4-ylsulfanylethanamine
—— 2-[[6-(3,4-difluorophenyl)-5-oxo-4H-1,2,4-triazin-3-yl]sulfanyl]-N-[(1S,2S,3R)-2,3-dimethylcyclohexyl]acetamide —— C19H22F2N4O2S
2-[[6-(3,4-difluorophenyl)-5-oxo-4H-1,2,4-triazin-3-yl]sulfanyl]-N-[(1S,2S,3R)-2,3-dimethylcyclohexyl]acetamide
—— 2-[[6-(3,4-difluorophenyl)-5-oxo-2H-1,2,4-triazin-3-yl]sulfanyl]-N-[(1S,2S,3S)-2,3-dimethylcyclohexyl]acetamide —— C19H22F2N4O2S
2-[[6-(3,4-difluorophenyl)-5-oxo-2H-1,2,4-triazin-3-yl]sulfanyl]-N-[(1S,2S,3S)-2,3-dimethylcyclohexyl]acetamide
—— (2R)-2-(4-bromophenyl)-2-pyrimidin-4-ylsulfanylethanamine —— C12H12BrN3S
(2R)-2-(4-bromophenyl)-2-pyrimidin-4-ylsulfanylethanamine
—— 5-fluoro-N'-hydroxy-2-(4-methylpyrimidin-2-yl)sulfanylbenzenecarboximidamide —— C12H11FN4OS
5-fluoro-N'-hydroxy-2-(4-methylpyrimidin-2-yl)sulfanylbenzenecarboximidamide
—— 2-[[6-(3,4-difluorophenyl)-5-oxo-2H-1,2,4-triazin-3-yl]sulfanyl]-N-[(1R,2S,3S)-2,3-dimethylcyclohexyl]acetamide —— C19H22F2N4O2S
2-[[6-(3,4-difluorophenyl)-5-oxo-2H-1,2,4-triazin-3-yl]sulfanyl]-N-[(1R,2S,3S)-2,3-dimethylcyclohexyl]acetamide
—— 5-fluoro-N'-hydroxy-2-[(4-methyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]benzenecarboximidamide —— C10H10FN5O2S
5-fluoro-N'-hydroxy-2-[(4-methyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]benzenecarboximidamide
—— 5-fluoro-N'-hydroxy-2-[(5-methyl-1H-1,2,4-triazol-3-yl)sulfanyl]benzenecarboximidamide —— C10H10FN5OS
5-fluoro-N'-hydroxy-2-[(5-methyl-1H-1,2,4-triazol-3-yl)sulfanyl]benzenecarboximidamide
—— 5-fluoro-N'-hydroxy-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]benzenecarboximidamide —— C10H10FN5OS
5-fluoro-N'-hydroxy-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]benzenecarboximidamide
—— methyl (2E,5S)-7-methyl-2-[[5-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]furan-2-yl]methylidene]-3-oxo-5-(4-propan-2-ylphenyl)-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C26H24N4O5S2
methyl (2E,5S)-7-methyl-2-[[5-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]furan-2-yl]methylidene]-3-oxo-5-(4-propan-2-ylphenyl)-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— methyl (2E,5R)-7-methyl-2-[[5-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]furan-2-yl]methylidene]-3-oxo-5-(4-propan-2-ylphenyl)-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C26H24N4O5S2
methyl (2E,5R)-7-methyl-2-[[5-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]furan-2-yl]methylidene]-3-oxo-5-(4-propan-2-ylphenyl)-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 1-[4-(3,4-Difluorophenyl)sulfanyl-3-nitrophenyl]sulfonylpiperidine —— C17H16F2N2O4S2
1-[4-(3,4-Difluorophenyl)sulfanyl-3-nitrophenyl]sulfonylpiperidine
—— 2-[[10-(morpholin-4-ium-4-ylmethyl)-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraen-12-yl]sulfanyl]-1H-pyrimidin-6-one —— C18H20N5O2S2+
2-[[10-(morpholin-4-ium-4-ylmethyl)-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraen-12-yl]sulfanyl]-1H-pyrimidin-6-one
—— 2-[5,6-dimethyl-2-[(4-methylpiperidin-1-ium-1-yl)methyl]thieno[2,3-d]pyrimidin-4-yl]sulfanyl-1H-pyrimidin-6-one —— C19H24N5OS2+
2-[5,6-dimethyl-2-[(4-methylpiperidin-1-ium-1-yl)methyl]thieno[2,3-d]pyrimidin-4-yl]sulfanyl-1H-pyrimidin-6-one
—— 2-[5-(4-fluorophenyl)thieno[2,3-d]pyrimidin-4-yl]sulfanyl-1H-pyrimidin-6-one —— C16H9FN4OS2
2-[5-(4-fluorophenyl)thieno[2,3-d]pyrimidin-4-yl]sulfanyl-1H-pyrimidin-6-one
—— 2-(6-phenylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-1H-pyrimidin-6-one —— C16H10N4OS2
2-(6-phenylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-1H-pyrimidin-6-one
—— 2-(7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraen-12-ylsulfanyl)-1H-pyrimidin-6-one —— C13H10N4OS2
2-(7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraen-12-ylsulfanyl)-1H-pyrimidin-6-one
—— 3-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1H-1,2,4-triazol-5-amine —— C12H12N6OS
3-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1H-1,2,4-triazol-5-amine
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[4-(2-methylbutan-2-yl)cyclohexyl]acetamide —— C15H27N5OS
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[4-(2-methylbutan-2-yl)cyclohexyl]acetamide
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(2-methylphenyl)ethyl]acetamide —— C13H17N5OS
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(2-methylphenyl)ethyl]acetamide
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-cyclopropyl-N-[(2-fluorophenyl)methyl]acetamide —— C14H16FN5OS
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-cyclopropyl-N-[(2-fluorophenyl)methyl]acetamide
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]-N-methylacetamide —— C14H20N6OS
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]-N-methylacetamide
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-benzyl-N-(4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)acetamide —— C18H20N6OS2
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-benzyl-N-(4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)acetamide
—— ethyl (2S)-2-[(3,5-dioxo-2H-1,2,4-triazin-6-yl)sulfanyl]dodecanoate —— C17H29N3O4S
ethyl (2S)-2-[(3,5-dioxo-2H-1,2,4-triazin-6-yl)sulfanyl]dodecanoate
—— 5-[(1S)-2-amino-1-(3-chlorophenyl)ethyl]sulfanyl-N,N-dimethyl-1,3,4-thiadiazol-2-amine —— C12H15ClN4S2
5-[(1S)-2-amino-1-(3-chlorophenyl)ethyl]sulfanyl-N,N-dimethyl-1,3,4-thiadiazol-2-amine
—— 5-[(1R)-2-amino-1-(3-chlorophenyl)ethyl]sulfanyl-N,N-dimethyl-1,3,4-thiadiazol-2-amine —— C12H15ClN4S2
5-[(1R)-2-amino-1-(3-chlorophenyl)ethyl]sulfanyl-N,N-dimethyl-1,3,4-thiadiazol-2-amine
—— 4-chloro-6-[(1S,3R)-3-methylcyclohexyl]sulfanyl-5-propan-2-ylpyrimidine —— C14H21ClN2S
4-chloro-6-[(1S,3R)-3-methylcyclohexyl]sulfanyl-5-propan-2-ylpyrimidine
—— ethyl (2S)-2-[(3,5-dioxo-2H-1,2,4-triazin-6-yl)sulfanyl]decanoate —— C15H25N3O4S
ethyl (2S)-2-[(3,5-dioxo-2H-1,2,4-triazin-6-yl)sulfanyl]decanoate
—— ethyl (2R)-2-[(3,5-dioxo-2H-1,2,4-triazin-6-yl)sulfanyl]dodecanoate —— C17H29N3O4S
ethyl (2R)-2-[(3,5-dioxo-2H-1,2,4-triazin-6-yl)sulfanyl]dodecanoate