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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-(cyclohexanecarboxamido)-5-(4-fluorophenylthio)-2,4-dinitrobenzene 1448876-54-7 C19H18FN3O5S
1-(cyclohexanecarboxamido)-5-(4-fluorophenylthio)-2,4-dinitrobenzene
—— N-methyl-cis-3-phenylsulfanylacrylamide 89024-25-9 C10H11NOS
N-methyl-cis-3-phenylsulfanylacrylamide
—— 1-(adamantan-1-yl)-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]ethanone 948153-49-9 C16H23N3OS
1-(adamantan-1-yl)-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— 1-(adamantan-1-yl)-2-(pyridin-2-ylsulfanyl)ethan-1-one 710311-13-0 C17H21NOS
1-(adamantan-1-yl)-2-(pyridin-2-ylsulfanyl)ethan-1-one
—— 1-(adamantan-1-yl)-2-(thiophen-2-ylsulfanyl)ethanone 911057-05-1 C16H20OS2
1-(adamantan-1-yl)-2-(thiophen-2-ylsulfanyl)ethanone
—— 1-(adamantan-1-yl)-2-(4-methyl-4H-1,2,4-triazol-3-ylsulfanyl)ethanone 778589-71-2 C15H21N3OS
1-(adamantan-1-yl)-2-(4-methyl-4H-1,2,4-triazol-3-ylsulfanyl)ethanone
—— 1-(adamantan-1-yl)-2-[(1-methyl-1,2,3,4-tetrazol-5-yl)sulfanyl]ethanone 710311-12-9 C14H20N4OS
1-(adamantan-1-yl)-2-[(1-methyl-1,2,3,4-tetrazol-5-yl)sulfanyl]ethanone
—— 1-(adamantan-1-yl)-2-{[5-(furan-2-yl)-1H-1,2,4-triazol-3-yl]sulfanyl}ethanone 1185752-83-3 C18H21N3O2S
1-(adamantan-1-yl)-2-{[5-(furan-2-yl)-1H-1,2,4-triazol-3-yl]sulfanyl}ethanone
—— 1-(adamantan-1-yl)-2-(1-methyl-1H-imidazol-2-ylsulfanyl)ethanone 749843-47-8 C16H22N2OS
1-(adamantan-1-yl)-2-(1-methyl-1H-imidazol-2-ylsulfanyl)ethanone
—— 1-(cyclohexanecarboxamido)-5-(phenylthio)-2,4-dinitrobenzene 1448876-52-5 C19H19N3O5S
1-(cyclohexanecarboxamido)-5-(phenylthio)-2,4-dinitrobenzene
—— 1-(3,4-difluorophenyl)-3-(4-(2-(pyrrolidine-1-carbonyl)pyridin-4-ylthio)phenyl)thiourea 1395063-32-7 C23H20F2N4OS2
1-(3,4-difluorophenyl)-3-(4-(2-(pyrrolidine-1-carbonyl)pyridin-4-ylthio)phenyl)thiourea
—— 1-(adamantan-1-yl)-2-{[5-(methylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl}ethanone 792960-91-9 C15H20N2OS3
1-(adamantan-1-yl)-2-{[5-(methylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl}ethanone
—— 1-(adamantan-1-yl)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone 393128-82-0 C14H19N3OS2
1-(adamantan-1-yl)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone
—— 1-(adamantan-1-yl)-2-[(6-methylpyridin-2-yl)sulfanyl]ethan-1-one 1185752-24-2 C18H23NOS
1-(adamantan-1-yl)-2-[(6-methylpyridin-2-yl)sulfanyl]ethan-1-one
—— 1-(adamantan-1-yl)-2-(pyridin-4-ylsulfanyl)ethan-1-one 1185752-26-4 C17H21NOS
1-(adamantan-1-yl)-2-(pyridin-4-ylsulfanyl)ethan-1-one
—— 1-(2'-Tetrahydrofuranyl)-3-(phenylthio)propanone 157756-87-1 C13H16O2S
1-(2'-Tetrahydrofuranyl)-3-(phenylthio)propanone
—— 1-(2'-Tetrahydropyranyl)-3-(phenylthio)propanone 153757-39-2 C14H18O2S
1-(2'-Tetrahydropyranyl)-3-(phenylthio)propanone
—— 4-isopropyl-5-phenylthio-1-(4-pyridinylmethyl)-1H-pyrrole-3-methanol 481006-20-6 C20H22N2OS
4-isopropyl-5-phenylthio-1-(4-pyridinylmethyl)-1H-pyrrole-3-methanol
—— (1'S,2R,3R)-3-(1'-hydroxyethyl)-2-(4''-methylphenylthio)-2-nitrooxirane 160349-82-6 C11H13NO4S
(1'S,2R,3R)-3-(1'-hydroxyethyl)-2-(4''-methylphenylthio)-2-nitrooxirane
—— 3-[(2-Bromophenyl)sulfanyl]-2,3-dihydro-1H-1lambda~6~-thiophene-1,1-dione 194085-42-2 C10H9BrO2S2
3-[(2-Bromophenyl)sulfanyl]-2,3-dihydro-1H-1lambda~6~-thiophene-1,1-dione
—— 5-(3,5-Dichlorophenylthio)-4-isopropyl-1-[(pyridin-4-yl)methyl]-1H-pyrrole-3-methanol 388112-72-9 C20H20Cl2N2OS
5-(3,5-Dichlorophenylthio)-4-isopropyl-1-[(pyridin-4-yl)methyl]-1H-pyrrole-3-methanol
—— 5-Phenylsulfanylfuran-2-carbonitrile 93104-64-4 C11H7NOS
5-Phenylsulfanylfuran-2-carbonitrile
—— 3-<(4-Amino-5-tert-butyl-1,2,4-triazol-3-yl)thio>acrylic acid 73396-64-2 C9H14N4O2S
3-<(4-Amino-5-tert-butyl-1,2,4-triazol-3-yl)thio>acrylic acid
—— 5-Ethylthio-3H-1,2-dithiole-3-thione 74477-37-5 C5H6S4
5-Ethylthio-3H-1,2-dithiole-3-thione
—— 5-[(4-Methylphenyl)sulfanyl]furan-2-carbonitrile 93104-65-5 C12H9NOS
5-[(4-Methylphenyl)sulfanyl]furan-2-carbonitrile
—— 5-[(Phenylthio)methyl]-1,3,4-thiadiazol-2-amine 88743-03-7 C9H9N3S2
5-[(Phenylthio)methyl]-1,3,4-thiadiazol-2-amine
—— 5-Benzylthio-3H-1,2-dithiole-3-thione 120060-18-6 C10H8S4
5-Benzylthio-3H-1,2-dithiole-3-thione
—— 5-(3,5-Dichlorophenylthio)-1-(2-carbamoyloxyethyl)-2-carbamoyloxymethyl-4-isopropyl-1H-imidazole 178980-28-4 C17H20Cl2N4O4S
5-(3,5-Dichlorophenylthio)-1-(2-carbamoyloxyethyl)-2-carbamoyloxymethyl-4-isopropyl-1H-imidazole
—— 2-(5-(3,5-dichlorophenylthio)-2-hydroxymethyl-4-isopropyl-1H-imidazol-1-yl)ethanol 178980-54-6 C15H18Cl2N2O2S
2-(5-(3,5-dichlorophenylthio)-2-hydroxymethyl-4-isopropyl-1H-imidazol-1-yl)ethanol
—— N,N,3-Trimethylbut-2-enethioamide 67797-24-4 C7H13NS
N,N,3-Trimethylbut-2-enethioamide
—— (E)-N,N-dimethylbut-2-enethioamide 80095-84-7 C6H11NS
(E)-N,N-dimethylbut-2-enethioamide
—— 3-ethyl-4-methyl-2-methylsulfanyl-thiazolium; iodide 53845-14-0 C7H12NS2*I
3-ethyl-4-methyl-2-methylsulfanyl-thiazolium; iodide
—— (2E,4E)-N,N-dimethylhexa-2,4-dienethioamide 67797-27-7 C8H13NS
(2E,4E)-N,N-dimethylhexa-2,4-dienethioamide
—— dimethyl-(5-methylsulfanyl-[1,3,4]thiadiazol-2-yl)-amine 51412-78-3 C5H9N3S2
dimethyl-(5-methylsulfanyl-[1,3,4]thiadiazol-2-yl)-amine
—— 2-Ethylamino-4,6-dichloro-5-methylthio-pyrimidine 40765-74-0 C7H9Cl2N3S
2-Ethylamino-4,6-dichloro-5-methylthio-pyrimidine
—— 5-(2-amino-ethylsulfanyl)-[1,3,4]thiadiazol-2-ylamine 111461-31-5 C4H8N4S2
5-(2-amino-ethylsulfanyl)-[1,3,4]thiadiazol-2-ylamine
—— 1-Methylthiomethyloxy-butan 61865-93-8 C6H14OS
1-Methylthiomethyloxy-butan
—— <i>N</i>-(2,2-diethoxy-ethyl)-<i>N</i>'-methyl-thiourea 90203-43-3 C8H18N2O2S
<i>N</i>-(2,2-diethoxy-ethyl)-<i>N</i>'-methyl-thiourea
—— N-benzyl-2-methyl-3-phenylsulfanylpropan-1-imine 183381-81-9 C17H19NS
N-benzyl-2-methyl-3-phenylsulfanylpropan-1-imine
—— O-ethyl [(1S,3R)-2,2-dimethyl-3-[2-(2-methyl-1,3-dithiolan-2-yl)ethyl]cyclopropanecarbonyl]sulfanylmethanethioate 823797-68-8 C15H24O2S4
O-ethyl [(1S,3R)-2,2-dimethyl-3-[2-(2-methyl-1,3-dithiolan-2-yl)ethyl]cyclopropanecarbonyl]sulfanylmethanethioate
—— metazathioprine 97746-12-8 C10H9N7O2S
metazathioprine
—— (3R,4R)-3-<(tert-Butyldimethylsilyl)oxy>-4-<(phenylthio)methyl>-γ-butyrolactone 159685-36-6 C17H26O3SSi
(3R,4R)-3-<(tert-Butyldimethylsilyl)oxy>-4-<(phenylthio)methyl>-γ-butyrolactone
—— 1-{5-[6-Cyano-7-(2-methoxyethoxy)quinolin-4-ylsulfanyl]thiophen-2-yl}-3-(4-cyanophenyl)urea 417715-71-0 C25H19N5O3S2
1-{5-[6-Cyano-7-(2-methoxyethoxy)quinolin-4-ylsulfanyl]thiophen-2-yl}-3-(4-cyanophenyl)urea
—— 3-(4-Bromo-2-fluorophenyl)-3,4-dihydro-2-methylthio-6-trifluoromethylpyrimidin-4-one 205385-33-7 C12H7BrF4N2OS
3-(4-Bromo-2-fluorophenyl)-3,4-dihydro-2-methylthio-6-trifluoromethylpyrimidin-4-one
—— (2R)-2-[[6-amino-2-[[(2,3-difluorophenyl)methyl]thio]-5-nitroso-4-pyrimidinyl]amino]-1-propanol 503271-72-5 C14H15F2N5O2S
(2R)-2-[[6-amino-2-[[(2,3-difluorophenyl)methyl]thio]-5-nitroso-4-pyrimidinyl]amino]-1-propanol
—— 3-Azidopropyl [(ethoxycarbonothioyl)sulfanyl]acetate 921940-78-5 C8H13N3O3S2
3-Azidopropyl [(ethoxycarbonothioyl)sulfanyl]acetate
—— (2R)-2-[(2-chloro-5-{[(1R)-1-phenylethyl]sulfanyl}[1,3]thiazolo[4,5-d]pyrimidin-7-yl)amino]-4-methylpentan-1-ol 911715-88-3 C19H23ClN4OS2
(2R)-2-[(2-chloro-5-{[(1R)-1-phenylethyl]sulfanyl}[1,3]thiazolo[4,5-d]pyrimidin-7-yl)amino]-4-methylpentan-1-ol
—— (2R)-2-[(2-chloro-5-{[(1S)-1-phenylethyl]sulfanyl}[1,3]thiazolo[4,5-d]pyrimidin-7-yl)amino]-4-methylpentan-1-ol 911715-91-8 C19H23ClN4OS2
(2R)-2-[(2-chloro-5-{[(1S)-1-phenylethyl]sulfanyl}[1,3]thiazolo[4,5-d]pyrimidin-7-yl)amino]-4-methylpentan-1-ol
—— (2R)-2-[(2-methoxy-5-{[(1S)-1-phenylethyl]sulfanyl}[1,3]thiazolo[4,5-d]pyrimidin-7-yl)amino]-4-methylpentan-1-ol 911715-92-9 C20H26N4O2S2
(2R)-2-[(2-methoxy-5-{[(1S)-1-phenylethyl]sulfanyl}[1,3]thiazolo[4,5-d]pyrimidin-7-yl)amino]-4-methylpentan-1-ol
—— (2R)-2-[(2-methoxy-5-{[(1R)-1-phenylethyl]sulfanyl}-[1,3]thiazolo[4,5-d]pyrimidin-7-yl)amino]-4-methylpentan-1-ol 911715-89-4 C20H26N4O2S2
(2R)-2-[(2-methoxy-5-{[(1R)-1-phenylethyl]sulfanyl}-[1,3]thiazolo[4,5-d]pyrimidin-7-yl)amino]-4-methylpentan-1-ol