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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-(Allylthio)-3-bromopyridine, AldrichCPR —— C8H8BrNS
2-(Allylthio)-3-bromopyridine, AldrichCPR
—— 1-[[5,6-Bis(4-methylphenyl)-1,2,4-triazin-3-yl]sulfanyl]-3,3-dimethylbutan-2-one —— C23H25N3OS
1-[[5,6-Bis(4-methylphenyl)-1,2,4-triazin-3-yl]sulfanyl]-3,3-dimethylbutan-2-one
—— 2-[4-chloro-6-(diethylamino)pyrimidin-2-yl]sulfanyl-N-[(2S)-4-phenylbutan-2-yl]acetamide —— C20H27ClN4OS
2-[4-chloro-6-(diethylamino)pyrimidin-2-yl]sulfanyl-N-[(2S)-4-phenylbutan-2-yl]acetamide
—— 3-[(1R)-1-(4-fluorophenyl)ethyl]sulfanyl-5,6-bis(4-methylphenyl)-1,2,4-triazine —— C25H22FN3S
3-[(1R)-1-(4-fluorophenyl)ethyl]sulfanyl-5,6-bis(4-methylphenyl)-1,2,4-triazine
—— Ethyl 4-(4-ethyl-1-methyl-6-oxopyrimidin-2-yl)sulfanylbutanoate —— C13H20N2O3S
Ethyl 4-(4-ethyl-1-methyl-6-oxopyrimidin-2-yl)sulfanylbutanoate
—— methyl (2S)-2-(5-benzyl-1,4-dimethyl-6-oxopyrimidin-2-yl)sulfanylpropanoate —— C17H20N2O3S
methyl (2S)-2-(5-benzyl-1,4-dimethyl-6-oxopyrimidin-2-yl)sulfanylpropanoate
—— 2-[(3,5-Difluorophenyl)methylsulfanyl]-3-methyl-6-propan-2-ylpyrimidin-4-one —— C15H16F2N2OS
2-[(3,5-Difluorophenyl)methylsulfanyl]-3-methyl-6-propan-2-ylpyrimidin-4-one
—— 2-[(4-Fluorophenyl)methylsulfanyl]-3-methyl-6-propylpyrimidin-4-one —— C15H17FN2OS
2-[(4-Fluorophenyl)methylsulfanyl]-3-methyl-6-propylpyrimidin-4-one
—— (4R)-4-methyl-11-propan-2-yl-5-thia-2,7,13-triaza-11-azoniatricyclo[7.4.0.02,6]trideca-1(9),6-dien-8-one —— C12H19N4OS+
(4R)-4-methyl-11-propan-2-yl-5-thia-2,7,13-triaza-11-azoniatricyclo[7.4.0.02,6]trideca-1(9),6-dien-8-one
—— 2-[[6-cyclopentyl-1-(furan-2-ylmethyl)-4-oxo-1,5,7,8-tetrahydropyrimido[4,5-d]pyrimidin-1-ium-2-yl]sulfanyl]acetonitrile —— C18H22N5O2S+
2-[[6-cyclopentyl-1-(furan-2-ylmethyl)-4-oxo-1,5,7,8-tetrahydropyrimido[4,5-d]pyrimidin-1-ium-2-yl]sulfanyl]acetonitrile
—— (1'S,2S,4S,5'R,6'R)-2'-amino-4-methyl-6'-(4-methylsulfanylphenyl)spiro[1,3-dioxolane-2,4'-3-azabicyclo[3.1.0]hex-2-ene]-1',5'-dicarbonitrile —— C17H16N4O2S
(1'S,2S,4S,5'R,6'R)-2'-amino-4-methyl-6'-(4-methylsulfanylphenyl)spiro[1,3-dioxolane-2,4'-3-azabicyclo[3.1.0]hex-2-ene]-1',5'-dicarbonitrile
—— N-[[(2S)-oxiran-2-yl]methyl]-2-phenylsulfanylacetamide —— C11H13NO2S
N-[[(2S)-oxiran-2-yl]methyl]-2-phenylsulfanylacetamide
—— N-[[(2R)-oxiran-2-yl]methyl]-2-phenylsulfanylacetamide —— C11H13NO2S
N-[[(2R)-oxiran-2-yl]methyl]-2-phenylsulfanylacetamide
—— 4,4-dimethyl-11-propan-2-yl-5-thia-7,11,13-triaza-2-azoniatricyclo[7.4.0.02,6]trideca-1(9),6-dien-8-one —— C13H21N4OS+
4,4-dimethyl-11-propan-2-yl-5-thia-7,11,13-triaza-2-azoniatricyclo[7.4.0.02,6]trideca-1(9),6-dien-8-one
—— 1-cyclopropyl-3-[(2R)-2-methylbutyl]thiourea —— C9H18N2S
1-cyclopropyl-3-[(2R)-2-methylbutyl]thiourea
—— 1-{[5-(Furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl}propan-2-one —— C9H8N2O3S
1-{[5-(Furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl}propan-2-one
—— 2-{[5-(4-Bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl}-1-(pyrrolidin-1-yl)ethanone —— C14H14BrN3O2S
2-{[5-(4-Bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl}-1-(pyrrolidin-1-yl)ethanone
—— 1-(3-Chlorophenyl)-3-[2-(phenylsulfanyl)phenyl]thiourea —— C19H15ClN2S2
1-(3-Chlorophenyl)-3-[2-(phenylsulfanyl)phenyl]thiourea
—— 9-[(4-Chlorophenyl)sulfanyl]-5-methylbenzimidazo[2,1-a]phthalazine —— C21H14ClN3S
9-[(4-Chlorophenyl)sulfanyl]-5-methylbenzimidazo[2,1-a]phthalazine
—— 2-[[4-Methyl-5-(morpholin-4-ium-4-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-1-pyrrolidin-1-ylethanone —— C14H24N5O2S+
2-[[4-Methyl-5-(morpholin-4-ium-4-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-1-pyrrolidin-1-ylethanone
—— ethyl (3aR,7aR)-2-[[2-(1-methyltetrazol-5-yl)sulfanylacetyl]amino]-3a,4,5,6,7,7a-hexahydro-1-benzothiophene-3-carboxylate —— C15H21N5O3S2
ethyl (3aR,7aR)-2-[[2-(1-methyltetrazol-5-yl)sulfanylacetyl]amino]-3a,4,5,6,7,7a-hexahydro-1-benzothiophene-3-carboxylate
—— N-[(E)-1-(4-aminophenyl)ethylideneamino]-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C12H14N6OS2
N-[(E)-1-(4-aminophenyl)ethylideneamino]-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— 3-Methyl-2-[(2-methylphenyl)methylsulfanyl]-6-propan-2-ylpyrimidin-4-one —— C16H20N2OS
3-Methyl-2-[(2-methylphenyl)methylsulfanyl]-6-propan-2-ylpyrimidin-4-one
—— 2-[5-[(3-fluorophenyl)methyl]-1,4-dimethyl-6-oxopyrimidin-2-yl]sulfanyl-N,N-di(propan-2-yl)acetamide —— C21H28FN3O2S
2-[5-[(3-fluorophenyl)methyl]-1,4-dimethyl-6-oxopyrimidin-2-yl]sulfanyl-N,N-di(propan-2-yl)acetamide
—— (8R,8aR)-6-imino-8-(4-methylsulfanylphenyl)-2-propan-2-yl-1,2,3,5,8,8a-hexahydroisoquinolin-2-ium-5,7,7-tricarbonitrile —— C22H24N5S+
(8R,8aR)-6-imino-8-(4-methylsulfanylphenyl)-2-propan-2-yl-1,2,3,5,8,8a-hexahydroisoquinolin-2-ium-5,7,7-tricarbonitrile
—— (8R,8aS)-6-imino-8-(4-methylsulfanylphenyl)-2-propan-2-yl-3,5,8,8a-tetrahydro-1H-isoquinoline-5,7,7-tricarbonitrile —— C22H23N5S
(8R,8aS)-6-imino-8-(4-methylsulfanylphenyl)-2-propan-2-yl-3,5,8,8a-tetrahydro-1H-isoquinoline-5,7,7-tricarbonitrile
—— 6-Chloro-3,5-dimethyl-2-(methylthio)pyrimidin-4(3H)-one —— C7H9ClN2OS
6-Chloro-3,5-dimethyl-2-(methylthio)pyrimidin-4(3H)-one
—— ethyl (2R)-3-(ethylamino)-2-methyl-3-sulfanylidenepropanoate —— C8H15NO2S
ethyl (2R)-3-(ethylamino)-2-methyl-3-sulfanylidenepropanoate
—— 3-[4-Amino-3-[(4-fluorophenyl)methylsulfanyl]-5-oxo-1,2,4-triazin-6-yl]propanoate —— C13H12FN4O3S-
3-[4-Amino-3-[(4-fluorophenyl)methylsulfanyl]-5-oxo-1,2,4-triazin-6-yl]propanoate
—— (4S)-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
(4S)-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
—— ethyl (2S)-3-(ethylamino)-2-methyl-3-sulfanylidenepropanoate —— C8H15NO2S
ethyl (2S)-3-(ethylamino)-2-methyl-3-sulfanylidenepropanoate
—— 2-bromo-6-[[(2R)-pyrrolidin-2-yl]methylsulfanyl]pyridine —— C10H13BrN2S
2-bromo-6-[[(2R)-pyrrolidin-2-yl]methylsulfanyl]pyridine
—— 2-bromo-6-[[(3R)-pyrrolidin-3-yl]methylsulfanyl]pyridine —— C10H13BrN2S
2-bromo-6-[[(3R)-pyrrolidin-3-yl]methylsulfanyl]pyridine
—— 2-bromo-6-[(3S)-piperidin-3-yl]sulfanylpyridine —— C10H13BrN2S
2-bromo-6-[(3S)-piperidin-3-yl]sulfanylpyridine
—— 2-bromo-6-[[(3S)-pyrrolidin-3-yl]methylsulfanyl]pyridine —— C10H13BrN2S
2-bromo-6-[[(3S)-pyrrolidin-3-yl]methylsulfanyl]pyridine
—— 2-bromo-6-[(3R)-piperidin-3-yl]sulfanylpyridine —— C10H13BrN2S
2-bromo-6-[(3R)-piperidin-3-yl]sulfanylpyridine
—— 2-bromo-6-[[(2R)-piperidin-2-yl]methylsulfanyl]pyridine —— C11H15BrN2S
2-bromo-6-[[(2R)-piperidin-2-yl]methylsulfanyl]pyridine
—— 2-bromo-6-[[(2S)-piperidin-2-yl]methylsulfanyl]pyridine —— C11H15BrN2S
2-bromo-6-[[(2S)-piperidin-2-yl]methylsulfanyl]pyridine
—— 2-bromo-6-[[(2S)-pyrrolidin-2-yl]methylsulfanyl]pyridine —— C10H13BrN2S
2-bromo-6-[[(2S)-pyrrolidin-2-yl]methylsulfanyl]pyridine
—— 5-nitro-2-[[(3R)-pyrrolidin-3-yl]methylsulfanyl]pyridine —— C10H13N3O2S
5-nitro-2-[[(3R)-pyrrolidin-3-yl]methylsulfanyl]pyridine
—— (4S)-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+
(4S)-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-2-[[(3S)-pyrrolidin-3-yl]methylsulfanyl]pyridine —— C10H13N3O2S
5-nitro-2-[[(3S)-pyrrolidin-3-yl]methylsulfanyl]pyridine
—— 3-nitro-2-[[(2S)-pyrrolidin-2-yl]methylsulfanyl]pyridine —— C10H13N3O2S
3-nitro-2-[[(2S)-pyrrolidin-2-yl]methylsulfanyl]pyridine
—— 5-nitro-2-[[(2S)-pyrrolidin-2-yl]methylsulfanyl]pyridine —— C10H13N3O2S
5-nitro-2-[[(2S)-pyrrolidin-2-yl]methylsulfanyl]pyridine
—— 3,5,6-Trimethyl-2-[(2-methylphenyl)methylsulfanyl]pyrimidin-4-one —— C15H18N2OS
3,5,6-Trimethyl-2-[(2-methylphenyl)methylsulfanyl]pyrimidin-4-one
—— 5-nitro-2-[[(2R)-piperidin-2-yl]methylsulfanyl]pyridine —— C11H15N3O2S
5-nitro-2-[[(2R)-piperidin-2-yl]methylsulfanyl]pyridine
—— 5-nitro-2-[[(2R)-pyrrolidin-2-yl]methylsulfanyl]pyridine —— C10H13N3O2S
5-nitro-2-[[(2R)-pyrrolidin-2-yl]methylsulfanyl]pyridine
—— 5-nitro-2-[(3S)-piperidin-3-yl]sulfanylpyridine —— C10H13N3O2S
5-nitro-2-[(3S)-piperidin-3-yl]sulfanylpyridine
—— 5-nitro-2-[(3R)-piperidin-3-yl]sulfanylpyridine —— C10H13N3O2S
5-nitro-2-[(3R)-piperidin-3-yl]sulfanylpyridine
—— 3-nitro-2-[[(3R)-piperidin-3-yl]methylsulfanyl]pyridine —— C11H15N3O2S
3-nitro-2-[[(3R)-piperidin-3-yl]methylsulfanyl]pyridine