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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
—— 1-methyl-2,4-dimethylthiopyrrole 102093-77-6 C7H11NS2
1-methyl-2,4-dimethylthiopyrrole
—— 4-[5-(ethylthio)-1,3,4-oxadiazol-2-yl]pyridine 500113-87-1 C9H9N3OS
4-[5-(ethylthio)-1,3,4-oxadiazol-2-yl]pyridine
—— 1-methyl-2-methylthio-5-(trifluoromethyl)pyrrole 135790-58-8 C7H8F3NS
1-methyl-2-methylthio-5-(trifluoromethyl)pyrrole
—— 1-methyl-2,5-bis(methylthio)-3-trifluoromethylpyrrole 135790-59-9 C8H10F3NS2
1-methyl-2,5-bis(methylthio)-3-trifluoromethylpyrrole
—— 7H-3-Ethyl-6-(p-chlorphenyl)-s-triazolo<3,4-b><1,3,4>thiadiazin 68468-99-5 C12H11ClN4S
7H-3-Ethyl-6-(p-chlorphenyl)-s-triazolo<3,4-b><1,3,4>thiadiazin
—— 7H-3-ethyl-6-phenyl-s-triazolo[3,4-b][1,3,4]thiadiazine 24848-29-1 C12H12N4S
7H-3-ethyl-6-phenyl-s-triazolo[3,4-b][1,3,4]thiadiazine
—— 4-[(chloromethyl)thio]benzylazide 142070-83-5 C8H8ClN3S
4-[(chloromethyl)thio]benzylazide
—— 2,3-dihydrothieno<2,3-f><1,4>thiazepine-5(4H)-thione 104587-42-0 C7H7NS3
2,3-dihydrothieno<2,3-f><1,4>thiazepine-5(4H)-thione
—— 5,6-dihydro-9-phenylthiazolo<3,2-d>thieno<2,3-f><1,4>thiazepin-7-ium 8-oxide 104587-48-6 C15H11NOS3
5,6-dihydro-9-phenylthiazolo<3,2-d>thieno<2,3-f><1,4>thiazepin-7-ium 8-oxide
—— 6-(3-chlorophenyl)-5-[(4-chlorophenyl)thio]-3,6-dihydro-3-phenyl-1,2,3-triazolo[4,5-d]pyrimidine-7-one 1364422-46-7 C22H13Cl2N5OS
6-(3-chlorophenyl)-5-[(4-chlorophenyl)thio]-3,6-dihydro-3-phenyl-1,2,3-triazolo[4,5-d]pyrimidine-7-one
—— <i>S</i>-(5,5,5-Trichlor-pentyl)-isothioharnstoff 68059-67-6 C6H11Cl3N2S
<i>S</i>-(5,5,5-Trichlor-pentyl)-isothioharnstoff
—— 6-(4-chlorophenyl)-3,6-dihydro-3-phenyl-5-phenylthio-1,2,3-triazolo[4,5-d]pyrimidine-7-one 1364422-31-0 C22H14ClN5OS
6-(4-chlorophenyl)-3,6-dihydro-3-phenyl-5-phenylthio-1,2,3-triazolo[4,5-d]pyrimidine-7-one
—— 6-(3-chlorophenyl)-3,6-dihydro-3-phenyl-5-phenylthio-1,2,3-triazolo[4,5-d]pyrimidine-7-one 1364422-43-4 C22H14ClN5OS
6-(3-chlorophenyl)-3,6-dihydro-3-phenyl-5-phenylthio-1,2,3-triazolo[4,5-d]pyrimidine-7-one
—— 6-(4-chlorophenyl)-5-[(4-chlorophenyl)thio]-3,6-dihydro-3-phenyl-1,2,3-triazolo[4,5-d]pyrimidine-7-one 1364422-34-3 C22H13Cl2N5OS
6-(4-chlorophenyl)-5-[(4-chlorophenyl)thio]-3,6-dihydro-3-phenyl-1,2,3-triazolo[4,5-d]pyrimidine-7-one
—— 6-(3-chlorophenyl)-3,6-dihydro-5-[(4-methylphenyl)thio]-3-phenyl-1,2,3-triazolo[4,5-d]pyrimidine-7-one 1364422-52-5 C23H16ClN5OS
6-(3-chlorophenyl)-3,6-dihydro-5-[(4-methylphenyl)thio]-3-phenyl-1,2,3-triazolo[4,5-d]pyrimidine-7-one
—— 3-benzyl-3-(phenylthio)-propionic acid 84837-75-2 C16H16O2S
3-benzyl-3-(phenylthio)-propionic acid
—— ethylsulfonyl diazomethane 2849-65-2 C3H6N2O2S
ethylsulfonyl diazomethane
—— propan-2-yl (5R,6S)-6-ethylsulfanyl-3-methyl-5-(2-oxoethyl)-2,5-dihydrothiopyran-6-carboxylate 1428246-09-6 C14H22O3S2
propan-2-yl (5R,6S)-6-ethylsulfanyl-3-methyl-5-(2-oxoethyl)-2,5-dihydrothiopyran-6-carboxylate
—— (E)-N,N-diethylbut-2-enethioamide 32819-29-7 C8H15NS
(E)-N,N-diethylbut-2-enethioamide
—— 1,2-dihydro-2-oxo-4-(phenylthio)-6-methylpyridine-3-carboxylic acid 86129-64-8 C13H11NO3S
1,2-dihydro-2-oxo-4-(phenylthio)-6-methylpyridine-3-carboxylic acid
—— 5-bromo-6-(phenylthio)-2-(1H-pyrazol-1-yl)pyrimidin-4-amine 1337962-97-6 C13H10BrN5S
5-bromo-6-(phenylthio)-2-(1H-pyrazol-1-yl)pyrimidin-4-amine
—— 1-ethylthio-1,2-hexadiene 3488-35-5 C8H14S
1-ethylthio-1,2-hexadiene
—— dimethyl-(2-methylsulfanyl-ethyl)-sulfonium ; iodide 117409-97-9 C5H13S2*I
dimethyl-(2-methylsulfanyl-ethyl)-sulfonium ; iodide
—— 1-Methyl-2-(1-phenylsulfanylprop-2-enyl)benzene 1173006-66-0 C16H16S
1-Methyl-2-(1-phenylsulfanylprop-2-enyl)benzene
—— 4-chloro-N-(6-(phenylthio)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-8-yl)benzamide 1380333-95-8 C23H20ClN5O2S
4-chloro-N-(6-(phenylthio)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-8-yl)benzamide
—— N-(4-nitrophenyl)-6-(phenylthio)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-8-amine 1380334-06-4 C22H20N6O3S
N-(4-nitrophenyl)-6-(phenylthio)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-8-amine
—— N-methyl-4-(4-(3-(4-(trifluoromethoxy)phenyl)thioureido)phenylthio)picolinamide 1417344-65-0 C21H17F3N4O2S2
N-methyl-4-(4-(3-(4-(trifluoromethoxy)phenyl)thioureido)phenylthio)picolinamide
—— 5-bromo-6-(methylthio)-2-(1H-pyrazol-1-yl)pyrimidin-4-amine 1337962-98-7 C8H8BrN5S
5-bromo-6-(methylthio)-2-(1H-pyrazol-1-yl)pyrimidin-4-amine
—— N-(4-methoxyphenyl)-6-(phenylthio)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-8-amine 1380334-04-2 C23H23N5O2S
N-(4-methoxyphenyl)-6-(phenylthio)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-8-amine
—— ethyl [[2-[[(2,3-difluorophenyl)methyl]thio]-4-hydroxy-6-[[(1R)-2-hydroxy-1-methylethyl]amino]-5-pyrimidinyl]thio]acetate 666752-81-4 C18H21F2N3O4S2
ethyl [[2-[[(2,3-difluorophenyl)methyl]thio]-4-hydroxy-6-[[(1R)-2-hydroxy-1-methylethyl]amino]-5-pyrimidinyl]thio]acetate
—— N-(6-(phenylthio)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-8-yl)benzamide 1380333-88-9 C23H21N5O2S
N-(6-(phenylthio)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-8-yl)benzamide
—— 4-methyl-N-(6-(phenylthio)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-8-yl)benzamide 1380333-93-6 C24H23N5O2S
4-methyl-N-(6-(phenylthio)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-8-yl)benzamide
—— 2-ethylsulfanyl-6-isopropyl-4H-thiopyran-4-one 935700-39-3 C10H14OS2
2-ethylsulfanyl-6-isopropyl-4H-thiopyran-4-one
—— N-(3-nitrophenyl)-6-(phenylthio)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-8-amine 1380334-05-3 C22H20N6O3S
N-(3-nitrophenyl)-6-(phenylthio)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-8-amine
—— 3-nitro-N-(6-(phenylthio)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-8-yl)benzamide 1380333-91-4 C23H20N6O4S
3-nitro-N-(6-(phenylthio)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-8-yl)benzamide
—— N-phenyl-6-(phenylthio)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-8-amine 1380334-03-1 C22H21N5OS
N-phenyl-6-(phenylthio)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-8-amine
—— 3-chloro-N-(6-(phenylthio)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-8-yl)benzamide 1380333-94-7 C23H20ClN5O2S
3-chloro-N-(6-(phenylthio)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-8-yl)benzamide
—— N-benzyl-6-(phenylthio)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-8-amine 1380334-09-7 C23H23N5OS
N-benzyl-6-(phenylthio)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-8-amine
—— 4-fluoro-N-(6-(phenylthio)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-8-yl)benzamide 1380333-97-0 C23H20FN5O2S
4-fluoro-N-(6-(phenylthio)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-8-yl)benzamide
—— 6-(phenylthio)-9-(tetrahydro-2H-pyran-2-yl)-N-p-tolyl-9H-purin-8-amine 1380334-08-6 C23H23N5OS
6-(phenylthio)-9-(tetrahydro-2H-pyran-2-yl)-N-p-tolyl-9H-purin-8-amine
—— 2-[[2-[[(2,3-difluorophenyl)methyl]thio]-4-hydroxy-6-[[(1R)-2-hydroxy-1-methylethyl]amino]-5-pyrimidinyl]thio]-N-[2-(dimethylamino)ethyl]acetamide 666752-83-6 C20H27F2N5O3S2
2-[[2-[[(2,3-difluorophenyl)methyl]thio]-4-hydroxy-6-[[(1R)-2-hydroxy-1-methylethyl]amino]-5-pyrimidinyl]thio]-N-[2-(dimethylamino)ethyl]acetamide
—— N-(4-fluorophenyl)-6-(phenylthio)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-8-amine 1380334-07-5 C22H20FN5OS
N-(4-fluorophenyl)-6-(phenylthio)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-8-amine
—— 1-[[[2-[[(2,3-difluorophenyl)methyl]thio]-4-hydroxy-6-[[(1R)-2-hydroxy-1-methylethyl]amino]-5-pyrimidinyl]thio]acetyl]piperazine 666752-84-7 C20H25F2N5O3S2
1-[[[2-[[(2,3-difluorophenyl)methyl]thio]-4-hydroxy-6-[[(1R)-2-hydroxy-1-methylethyl]amino]-5-pyrimidinyl]thio]acetyl]piperazine
—— 7-nitro-1,1-dioxo-N-phenyl-1lambda6,4,2-benzodithiazin-3-amine 379726-12-2 C13H9N3O4S2
7-nitro-1,1-dioxo-N-phenyl-1lambda6,4,2-benzodithiazin-3-amine
—— 2-[[2-[[(2,3-difluorophenyl)methyl]thio]-4-hydroxy-6-[[(1R)-2-hydroxy-1-methylethyl]amino]-5-pyrimidinyl]thio]-N-methyl-acetamide 666752-82-5 C17H20F2N4O3S2
2-[[2-[[(2,3-difluorophenyl)methyl]thio]-4-hydroxy-6-[[(1R)-2-hydroxy-1-methylethyl]amino]-5-pyrimidinyl]thio]-N-methyl-acetamide
—— 4-Chloro-N-[2,2-dichloro-1-(4-chloro-phenylsulfanyl)-ethyl]-thiobenzamide 130775-23-4 C15H11Cl4NS2
4-Chloro-N-[2,2-dichloro-1-(4-chloro-phenylsulfanyl)-ethyl]-thiobenzamide
—— bis-(1-dimethylsulphamoyl-2-phenylthioimidazol-5-yl)methanol 123914-20-5 C23H26N6O5S4
bis-(1-dimethylsulphamoyl-2-phenylthioimidazol-5-yl)methanol
—— bis-chloroacetyl-sulfane 819-95-4 C4H4Cl2O2S
bis-chloroacetyl-sulfane
—— tert-butyl N-(3-phenylthio-3-butenyl)-N-(2-furyl)carbamate 226710-84-5 C19H23NO3S
tert-butyl N-(3-phenylthio-3-butenyl)-N-(2-furyl)carbamate
—— 2,4,6-trichloro-5-phenylthiopyrimidine 183811-00-9 C10H5Cl3N2S
2,4,6-trichloro-5-phenylthiopyrimidine