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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
—— phenyl(1,1,2,2-tetrafluorodecyl)sulfane —— C16H22F4S
phenyl(1,1,2,2-tetrafluorodecyl)sulfane
—— 3-methyl-2,2-bis-phenylsulfanyl-thiirane —— C15H14S3
3-methyl-2,2-bis-phenylsulfanyl-thiirane
—— N-methyl-Z-3-chloro-2-(phenylthio)propenamide —— C10H10ClNOS
N-methyl-Z-3-chloro-2-(phenylthio)propenamide
—— 2-(hexylthio)hexane —— C12H26S
2-(hexylthio)hexane
—— 3-allylthiobromobenzene —— C9H9BrS
3-allylthiobromobenzene
—— 1-(N,S-dimethyldithiocarbamoyl-N-oxycarbonyl)-adamantane —— C14H21NO2S2
1-(N,S-dimethyldithiocarbamoyl-N-oxycarbonyl)-adamantane
—— indium tri(n-propylthiolate) —— 3C3H7S*In
indium tri(n-propylthiolate)
—— 5-Bromo-2-[2-(5-chloropyrimidin-2-ylthio)phenylthio]-pyridine —— C15H9BrClN3S2
5-Bromo-2-[2-(5-chloropyrimidin-2-ylthio)phenylthio]-pyridine
—— indium tris(isopropylthiolate) —— 3C3H7S*In
indium tris(isopropylthiolate)
—— indium tris(tert-butylthiolate) —— 3C4H9S*In
indium tris(tert-butylthiolate)
—— 2,5-bis-ethylsulfanyl-pyridine —— C9H13NS2
2,5-bis-ethylsulfanyl-pyridine
—— 1-(4-chloro-2-(methylthio)pyrimidin-5-yl)propan-1-ol —— C8H11ClN2OS
1-(4-chloro-2-(methylthio)pyrimidin-5-yl)propan-1-ol
—— 2,3-bis-(acetylamino-methylsulfanyl)-propan-1-ol —— C9H18N2O3S2
2,3-bis-(acetylamino-methylsulfanyl)-propan-1-ol
—— methyl 4-(mercaptomethyl)-2-phenyl-1,3-oxathiolane-2-propanoate —— C14H18O3S2
methyl 4-(mercaptomethyl)-2-phenyl-1,3-oxathiolane-2-propanoate
—— Methyl 4-(mercaptomethyl)-2-ethyl-1,3-oxathiolane-2-propanoate —— C10H18O3S2
Methyl 4-(mercaptomethyl)-2-ethyl-1,3-oxathiolane-2-propanoate
—— 1-bromo-2,3-propanedithiol —— C3H7BrS2
1-bromo-2,3-propanedithiol
—— methyl 4-(mercaptomethyl)-2-methyl-1,3-oxathiolane-2-butanoate —— C10H18O3S2
methyl 4-(mercaptomethyl)-2-methyl-1,3-oxathiolane-2-butanoate
—— 2,2-dimethyl-3-butyn-1-thiol —— C6H10S
2,2-dimethyl-3-butyn-1-thiol
—— tris(tert-butylthio)cyclopropenium perchlorate —— C15H27S3*ClO4
tris(tert-butylthio)cyclopropenium perchlorate
—— acetone O-{4-[5-fluoro-3-(4-methoxytetrahydropyran-4-yl)phenylthio]-α-methylbenzyl}oxime —— C23H28FNO3S
acetone O-{4-[5-fluoro-3-(4-methoxytetrahydropyran-4-yl)phenylthio]-α-methylbenzyl}oxime
—— acetone O-{4-[5-fluoro-3-(4-methoxytetrahydropyran-4-yl)phenylthio]benzyl}oxime —— C22H26FNO3S
acetone O-{4-[5-fluoro-3-(4-methoxytetrahydropyran-4-yl)phenylthio]benzyl}oxime
—— 4-chloro-2-fluoro-5-(2,2,2-trifluoroethylthio)phenol —— C8H5ClF4OS
4-chloro-2-fluoro-5-(2,2,2-trifluoroethylthio)phenol
—— 5-(3,5-dichlorophenylthio)-4-isopropyl-2-methyl-1-[(pyridin-4-yl)methyl]-1H-pyrrole —— C20H20Cl2N2S
5-(3,5-dichlorophenylthio)-4-isopropyl-2-methyl-1-[(pyridin-4-yl)methyl]-1H-pyrrole
—— 5-(N,N-dimethylamino)pentyl isothiocyanate —— C8H16N2S
5-(N,N-dimethylamino)pentyl isothiocyanate
—— 5-(N,N-diethylamino)pentyl isothiocyanate —— C10H20N2S
5-(N,N-diethylamino)pentyl isothiocyanate
—— 1-methyl-5-((1-phenylethyl)thio)-1H-tetrazole —— C10H12N4S
1-methyl-5-((1-phenylethyl)thio)-1H-tetrazole
—— 2-((4-chlorophenyl)thio)-1-phenylethan-1-ol —— C14H13ClOS
2-((4-chlorophenyl)thio)-1-phenylethan-1-ol
—— 5,6-dihydro-5,5-dimethyl-4H-thieno[2,3-b]thiopyran-4-one-2-sulfonamide —— C9H11NO3S3
5,6-dihydro-5,5-dimethyl-4H-thieno[2,3-b]thiopyran-4-one-2-sulfonamide
—— 5,6-dihydro-5,5-dimethyl-4H-thieno[2,3-b]thiopyran-4-one —— C9H10OS2
5,6-dihydro-5,5-dimethyl-4H-thieno[2,3-b]thiopyran-4-one
—— 2-(mesitylthio)acetic acid —— C11H14O2S
2-(mesitylthio)acetic acid
—— 4-[(5-methyl-1,2,4-triazin-3-yl)methylthio]aniline —— C11H12N4S
4-[(5-methyl-1,2,4-triazin-3-yl)methylthio]aniline
—— 2-((4-cyano-1-morpholin-4-yl-6,7-dihydro-5H-cyclopenta[c]pyridin-3-yl)sulfanyl)acetamide —— C15H18N4O2S
2-((4-cyano-1-morpholin-4-yl-6,7-dihydro-5H-cyclopenta[c]pyridin-3-yl)sulfanyl)acetamide
—— 5-(ethylsulfanyl)pyridine-2-carbonitrile —— C8H8N2S
5-(ethylsulfanyl)pyridine-2-carbonitrile
—— ethyl (±)-2-(3-hydroxyphenylthio)propanoate —— C11H14O3S
ethyl (±)-2-(3-hydroxyphenylthio)propanoate
—— 4,6-diethoxy-2-(methylthio)pyrimidine —— C9H14N2O2S
4,6-diethoxy-2-(methylthio)pyrimidine
—— 4-(4-fluorophenylthio)-1,2,3-trimethoxybenzene —— C15H15FO3S
4-(4-fluorophenylthio)-1,2,3-trimethoxybenzene
—— 1-methyl-2-phenylsulfanyl-5-((E)-1-propenyl)-1H-imidazole —— C13H14N2S
1-methyl-2-phenylsulfanyl-5-((E)-1-propenyl)-1H-imidazole
—— (4RS,5RS,6RS)-1,5,6-trimethyl-4-(1-methyl-2-phenylsulfanyl-1H-imidazol-5-yl)-2-phenylsulfanyl-4,5,6,7-tetrahydro-1H-benzimidazole —— C26H28N4S2
(4RS,5RS,6RS)-1,5,6-trimethyl-4-(1-methyl-2-phenylsulfanyl-1H-imidazol-5-yl)-2-phenylsulfanyl-4,5,6,7-tetrahydro-1H-benzimidazole
—— (4RS,5RS,6SR)-5,6-bis(hydroxymethyl)-1-methyl-4-(1-methyl-2-phenylsulfanyl-1H-imidazol-5-yl)-2-phenylsulfanyl-4,5,6,7-tetrahydro-1H-benzimidazole —— C26H28N4O2S2
(4RS,5RS,6SR)-5,6-bis(hydroxymethyl)-1-methyl-4-(1-methyl-2-phenylsulfanyl-1H-imidazol-5-yl)-2-phenylsulfanyl-4,5,6,7-tetrahydro-1H-benzimidazole
—— 1-methyl-2-phenylsulfanyl-5-ethenyl-1H-imidazole —— C12H12N2S
1-methyl-2-phenylsulfanyl-5-ethenyl-1H-imidazole
—— (4RS,5RS,6SR)-5,6-bis[(tert-butyldiphenylsiloxy)methyl]-1-methyl-4-(1-methyl-2-phenylsulfanyl-1H-imidazol-5-yl)-2-phenylsulfanyl-4,5,6,7-tetrahydro-1H-benzimidazole —— C58H64N4O2S2Si2
(4RS,5RS,6SR)-5,6-bis[(tert-butyldiphenylsiloxy)methyl]-1-methyl-4-(1-methyl-2-phenylsulfanyl-1H-imidazol-5-yl)-2-phenylsulfanyl-4,5,6,7-tetrahydro-1H-benzimidazole
—— 2-((2,3,4-trimethoxyphenyl)thio)benz[d]oxazole —— C16H15NO4S
2-((2,3,4-trimethoxyphenyl)thio)benz[d]oxazole
—— 5-chloro-2-((2,3,4-trimethoxyphenyl)thio)benz[d]oxazole —— C16H14ClNO4S
5-chloro-2-((2,3,4-trimethoxyphenyl)thio)benz[d]oxazole
—— p-tolyl(2,3,4-trimethoxyphenyl)sulfane —— C16H18O3S
p-tolyl(2,3,4-trimethoxyphenyl)sulfane
—— trimercaptomethylethane —— C3H8S3
trimercaptomethylethane
—— 4-(allyloxy)-6-[((1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethyl)amino]-2-[(2,3-difluorobenzyl)thio]pyrimidine-5-carbaldehyde —— C24H33F2N3O3SSi
4-(allyloxy)-6-[((1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethyl)amino]-2-[(2,3-difluorobenzyl)thio]pyrimidine-5-carbaldehyde
—— 1,1,1-trifluoro-3-(4-methylphenylthio)propan-2-one —— C10H9F3OS
1,1,1-trifluoro-3-(4-methylphenylthio)propan-2-one
—— 2-[5-fluoro-3-(4-methoxytetrahydropyran-4-yl)phenylthio]-5-(1-hydroxyethyl)pyridine —— C19H22FNO3S
2-[5-fluoro-3-(4-methoxytetrahydropyran-4-yl)phenylthio]-5-(1-hydroxyethyl)pyridine
—— 3-(1-hydroxyethyl)-2-(4-methoxyphenylthio)thiophene —— C13H14O2S2
3-(1-hydroxyethyl)-2-(4-methoxyphenylthio)thiophene
—— (4-butylphenyl)(methyl)sulfane —— C11H16S
(4-butylphenyl)(methyl)sulfane