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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
—— 4-methylthio-3-(3-methyl-4,5-dihydroisoxazol-5-yl)-2-ethylbromobenzene 391199-95-4 C13H16BrNOS
4-methylthio-3-(3-methyl-4,5-dihydroisoxazol-5-yl)-2-ethylbromobenzene
—— (5R,6R)-6-(3-isohexylthio-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane 162299-98-1 C15H25N3S2
(5R,6R)-6-(3-isohexylthio-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane
—— 4-Isopropyl-5-isopropylthio-2-methyl-1-[(4-pyridyl)methyl]-1H-pyrrole-3-methanol —— C18H26N2OS
4-Isopropyl-5-isopropylthio-2-methyl-1-[(4-pyridyl)methyl]-1H-pyrrole-3-methanol
—— (E)-N-methoxy-1-[4-(4-methylphenyl)sulfanylthieno[2,3-c]pyridin-2-yl]methanimine —— C16H14N2OS2
(E)-N-methoxy-1-[4-(4-methylphenyl)sulfanylthieno[2,3-c]pyridin-2-yl]methanimine
—— Methyl 2-[4-(4-chloro-3,5-dimethylpyrazol-1-yl)pyrimidin-2-yl]sulfanylacetate —— C12H13ClN4O2S
Methyl 2-[4-(4-chloro-3,5-dimethylpyrazol-1-yl)pyrimidin-2-yl]sulfanylacetate
—— 5-(3-Hexylthio-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane —— C15H25N3S2
5-(3-Hexylthio-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane
—— 2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-thiophen-2-ylethyl]acetamide —— C16H14ClN3O2S2
2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-thiophen-2-ylethyl]acetamide
—— 2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-thiophen-2-ylethyl]acetamide —— C16H14ClN3O2S2
2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-thiophen-2-ylethyl]acetamide
—— (1R)-2,2-dichloro-N'-[2-(4-chlorophenyl)sulfanylacetyl]cyclopropane-1-carbohydrazide —— C12H11Cl3N2O2S
(1R)-2,2-dichloro-N'-[2-(4-chlorophenyl)sulfanylacetyl]cyclopropane-1-carbohydrazide
—— exo-8-methyl-6-(3-butylthio-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane —— C14H23N3S2
exo-8-methyl-6-(3-butylthio-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane
—— 2-([1,2,4]Oxadiazol-3-ylmethylsulfanyl)-5-thiophen-2-ylmethyl-pyrimidin-4-ylamine 476302-13-3 C12H11N5OS2
2-([1,2,4]Oxadiazol-3-ylmethylsulfanyl)-5-thiophen-2-ylmethyl-pyrimidin-4-ylamine
—— 3-(cyclohexylmethylsulfanyl)-5-[(3-methylphenyl)methyl]-1H-1,2,4-triazole —— C17H23N3S
3-(cyclohexylmethylsulfanyl)-5-[(3-methylphenyl)methyl]-1H-1,2,4-triazole
—— (1S)-2,2-dichloro-N'-[2-(4-chlorophenyl)sulfanylacetyl]cyclopropane-1-carbohydrazide —— C12H11Cl3N2O2S
(1S)-2,2-dichloro-N'-[2-(4-chlorophenyl)sulfanylacetyl]cyclopropane-1-carbohydrazide
—— 2-cyclopropylmethylsulfanyl-5-thiophen-2-ylmethyl-pyrimidin-4-ylamine 476302-12-2 C13H15N3S2
2-cyclopropylmethylsulfanyl-5-thiophen-2-ylmethyl-pyrimidin-4-ylamine
—— 7-methyl-4-[(4-methylphenyl)thio]thieno[3,2-d]pyrimidine —— C14H12N2S2
7-methyl-4-[(4-methylphenyl)thio]thieno[3,2-d]pyrimidine
—— Ethyl 2-[4-(3-methylpyrazol-1-yl)pyrimidin-2-yl]sulfanylacetate —— C12H14N4O2S
Ethyl 2-[4-(3-methylpyrazol-1-yl)pyrimidin-2-yl]sulfanylacetate
—— 4-[4-(1H-1,2,4-triazol-5-ylsulfanylmethyl)phenyl]thiadiazole —— C11H9N5S2
4-[4-(1H-1,2,4-triazol-5-ylsulfanylmethyl)phenyl]thiadiazole
—— N-[2-[(5E)-2,4-dioxo-5-(pyridin-3-ylmethylidene)-1,3-thiazolidin-3-yl]ethyl]-2-(1-methyltetrazol-5-yl)sulfanylacetamide —— C15H15N7O3S2
N-[2-[(5E)-2,4-dioxo-5-(pyridin-3-ylmethylidene)-1,3-thiazolidin-3-yl]ethyl]-2-(1-methyltetrazol-5-yl)sulfanylacetamide
—— 2-allylsulfanyl-5-thiophen-2-ylmethyl-pyrimidin-4-ylamine 476302-11-1 C12H13N3S2
2-allylsulfanyl-5-thiophen-2-ylmethyl-pyrimidin-4-ylamine
—— N-[2-[(5E)-2,4-dioxo-5-(pyridin-3-ylmethylidene)-1,3-thiazolidin-3-yl]ethyl]-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C17H17N5O3S4
N-[2-[(5E)-2,4-dioxo-5-(pyridin-3-ylmethylidene)-1,3-thiazolidin-3-yl]ethyl]-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— 1-Cyclohex-3-enylmethyl-3-(2-hydroxy-ethyl)-thiourea —— C10H18N2OS
1-Cyclohex-3-enylmethyl-3-(2-hydroxy-ethyl)-thiourea
—— 1-[(3S,3aR,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone —— C20H19N5O3S2
1-[(3S,3aR,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone
—— 1-[(3S,3aS,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone —— C20H19N5O3S2
1-[(3S,3aS,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone
—— 2-(2,3-Dihydro-1-benzothiophen-2-ylmethyl)guanidine —— C10H13N3S
2-(2,3-Dihydro-1-benzothiophen-2-ylmethyl)guanidine
—— 3-aminopropyl[1-hydroxy-1-(2-methylthiocyclopropyl)methyl]phosphinic acid —— C8H18NO3PS
3-aminopropyl[1-hydroxy-1-(2-methylthiocyclopropyl)methyl]phosphinic acid
—— 3-(1-Azabicyclo[2.2.1]heptan-3-yl)-4-ethylsulfanyl-1,2,5-thiadiazole —— C10H15N3S2
3-(1-Azabicyclo[2.2.1]heptan-3-yl)-4-ethylsulfanyl-1,2,5-thiadiazole
—— 3-Isobutylthio-1,2,4-triazole —— C6H11N3S
3-Isobutylthio-1,2,4-triazole
—— 5,6-Dihydroxy-1-benzothiophen-3-one —— C8H6O3S
5,6-Dihydroxy-1-benzothiophen-3-one
—— 2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-pyridin-4-ylethyl]acetamide —— C22H21N5O2S
2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-pyridin-4-ylethyl]acetamide
—— 2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-pyridin-4-ylethyl]acetamide —— C22H21N5O2S
2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-pyridin-4-ylethyl]acetamide
—— N-[(1R)-1-(4-chlorophenyl)ethyl]-2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H15Cl2N3O2S
N-[(1R)-1-(4-chlorophenyl)ethyl]-2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[2-[(5E)-5-benzylidene-2,4-dioxo-1,3-thiazolidin-3-yl]ethyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C22H17FN4O4S2
N-[2-[(5E)-5-benzylidene-2,4-dioxo-1,3-thiazolidin-3-yl]ethyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-(4-ethylphenyl)ethyl]acetamide —— C20H20ClN3O2S
2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-(4-ethylphenyl)ethyl]acetamide
—— N-[(1S)-1-(4-chlorophenyl)ethyl]-2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H15Cl2N3O2S
N-[(1S)-1-(4-chlorophenyl)ethyl]-2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (4S)-N-ethyl-2,2-dimethyl-N-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]oxan-4-amine —— C17H26N4O2S
(4S)-N-ethyl-2,2-dimethyl-N-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]oxan-4-amine
—— 2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-(4-ethylphenyl)ethyl]acetamide —— C20H20ClN3O2S
2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-(4-ethylphenyl)ethyl]acetamide
—— (4R)-N-ethyl-2,2-dimethyl-N-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]oxan-4-amine —— C17H26N4O2S
(4R)-N-ethyl-2,2-dimethyl-N-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]oxan-4-amine
—— 2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]ethanone —— C16H18ClN3O3S
2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]ethanone
—— 2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]ethanone —— C16H18ClN3O3S
2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]ethanone
—— 2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[(2S,6R)-2,6-dimethylmorpholin-4-yl]ethanone —— C16H18ClN3O3S
2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[(2S,6R)-2,6-dimethylmorpholin-4-yl]ethanone
—— [(Z)-[5,5-dimethyl-2-(6-oxo-1,3-benzothiazol-2-ylidene)-1,3-thiazolidin-4-ylidene]-(4-methylphenyl)sulfanylmethyl] dihydrogen phosphate —— C20H19N2O5PS3
[(Z)-[5,5-dimethyl-2-(6-oxo-1,3-benzothiazol-2-ylidene)-1,3-thiazolidin-4-ylidene]-(4-methylphenyl)sulfanylmethyl] dihydrogen phosphate
—— (2S)-2-(4-fluorophenyl)sulfanyl-N-(2,2,2-trifluoroethyl)propanamide —— C11H11F4NOS
(2S)-2-(4-fluorophenyl)sulfanyl-N-(2,2,2-trifluoroethyl)propanamide
—— N-[(1S)-1-(2-chlorophenyl)ethyl]-2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H15Cl2N3O2S
N-[(1S)-1-(2-chlorophenyl)ethyl]-2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 3-pyridin-3-ylpropyl (2S)-2-phenylsulfanylpropanoate —— C17H19NO2S
3-pyridin-3-ylpropyl (2S)-2-phenylsulfanylpropanoate
—— (2R)-2-(4-fluorophenyl)sulfanyl-N-(2,2,2-trifluoroethyl)propanamide —— C11H11F4NOS
(2R)-2-(4-fluorophenyl)sulfanyl-N-(2,2,2-trifluoroethyl)propanamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-2-(4-fluorophenyl)sulfanyl-N-methylacetamide —— C13H16FNO3S2
N-[(3S)-1,1-dioxothiolan-3-yl]-2-(4-fluorophenyl)sulfanyl-N-methylacetamide
—— (1S)-2,2-dichloro-N-[3-(4-fluorophenyl)sulfanylpropyl]cyclopropane-1-carboxamide —— C13H14Cl2FNOS
(1S)-2,2-dichloro-N-[3-(4-fluorophenyl)sulfanylpropyl]cyclopropane-1-carboxamide
—— (1R)-2,2-dichloro-N-[3-(4-fluorophenyl)sulfanylpropyl]cyclopropane-1-carboxamide —— C13H14Cl2FNOS
(1R)-2,2-dichloro-N-[3-(4-fluorophenyl)sulfanylpropyl]cyclopropane-1-carboxamide
—— Bis-(6,7-dichloro-2-isopropylquinoxalin-3-yl)sulfide —— C22H18Cl4N4S
Bis-(6,7-dichloro-2-isopropylquinoxalin-3-yl)sulfide
—— 2-(Ethylthio)benzyl-3-(2,2-difluoro-2-(2-pyridyl-N-oxide)ethylamino)-6-chloropyrazin-2-one-1-acetamide —— C22H22ClF2N5O3S
2-(Ethylthio)benzyl-3-(2,2-difluoro-2-(2-pyridyl-N-oxide)ethylamino)-6-chloropyrazin-2-one-1-acetamide