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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-(p-tolylthio)-1H-imidazole —— C10H10N2S
2-(p-tolylthio)-1H-imidazole
—— 5-ethylthiofuran-2(5H)-one —— C10H8O2S
5-ethylthiofuran-2(5H)-one
—— 4-(naphthalen-2-ylthio)aniline —— C16H13NS
4-(naphthalen-2-ylthio)aniline
—— 2-(naphthalen-2-ylthio)aniline —— C16H13NS
2-(naphthalen-2-ylthio)aniline
—— 1-(2-(phenylthio)ethyl)-1H-imidazole —— C11H12N2S
1-(2-(phenylthio)ethyl)-1H-imidazole
—— 2-((4,6-dimethylpyrimidin-2-yl)thio)-N-(4-(naphthalen-2-ylthio)phenyl)acetamide —— C24H21N3OS2
2-((4,6-dimethylpyrimidin-2-yl)thio)-N-(4-(naphthalen-2-ylthio)phenyl)acetamide
—— 2-(3-chloro-phenyl)-5-methylsulfanyl-[1,3,4]oxadiazole —— C9H7ClN2OS
2-(3-chloro-phenyl)-5-methylsulfanyl-[1,3,4]oxadiazole
—— 2-(2,4-difluorophenyl)-1-(4-(3-((5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl)thio)propyl)piperazin-1-yl)-3-(1H-1,2,4-triazol-1-yl)propan-2-ol —— C26H28ClF2N7O2S
2-(2,4-difluorophenyl)-1-(4-(3-((5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl)thio)propyl)piperazin-1-yl)-3-(1H-1,2,4-triazol-1-yl)propan-2-ol
—— ethyl-(1-bromo-ethyl)-sulfide —— C4H9BrS
ethyl-(1-bromo-ethyl)-sulfide
—— 3-(phenyl-[1,3,4]thiadiazol-2-ylmercapto)-propionic acid —— C11H10N2O2S2
3-(phenyl-[1,3,4]thiadiazol-2-ylmercapto)-propionic acid
—— 5-(2-carboxyethyl)thio-2-thiazole sulfonamide —— C6H8N2O4S3
5-(2-carboxyethyl)thio-2-thiazole sulfonamide
—— 3-(furan-2-ylthio)propionic acid —— C7H8O3S
3-(furan-2-ylthio)propionic acid
—— 3-[4-(n-butyl)-phenylthio]-propionic acid —— C13H18O2S
3-[4-(n-butyl)-phenylthio]-propionic acid
—— 3-[[2-amino-5-[[(2-fluorophenyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]oxy]-propanoic acid —— C15H13FN4O3S2
3-[[2-amino-5-[[(2-fluorophenyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]oxy]-propanoic acid
—— methyl 2-methyl-2-[(5-nitropyridin-2-yl)sulfanyl]propionate —— C10H12N2O4S
methyl 2-methyl-2-[(5-nitropyridin-2-yl)sulfanyl]propionate
—— 1-(2-methoxyethyl)-2-ethylthiopyrimidin-4-(1H)-one —— C9H14N2O2S
1-(2-methoxyethyl)-2-ethylthiopyrimidin-4-(1H)-one
—— 1-(2-methoxyethyl)-2-(methylthio)pyrimidin-4(1H)-one —— C8H12N2O2S
1-(2-methoxyethyl)-2-(methylthio)pyrimidin-4(1H)-one
—— 4-(benz[d]oxazol-2-ylthio)-2,6-di-tert-butylphenol —— C21H25NO2S
4-(benz[d]oxazol-2-ylthio)-2,6-di-tert-butylphenol
—— 2-((4-bromophenyl)thio)-1-(p-tolyl)ethanol —— C15H15BrOS
2-((4-bromophenyl)thio)-1-(p-tolyl)ethanol
—— 1-(p-tolyl)-2-(p-tolylthio)ethanol —— C16H18OS
1-(p-tolyl)-2-(p-tolylthio)ethanol
—— [(2S,3R)-3-(2,3,5,6-tetrafluorophenylthio)-4-methylpent-2-oxy]diphenylphosphine —— C24H23F4OPS
[(2S,3R)-3-(2,3,5,6-tetrafluorophenylthio)-4-methylpent-2-oxy]diphenylphosphine
—— [(2R,3R)-3-phenylthio-4-methylpent-2-oxy]diphenylphosphine —— C24H27OPS
[(2R,3R)-3-phenylthio-4-methylpent-2-oxy]diphenylphosphine
—— 2-((1-(p-tolyl)ethyl)thio)pyridine —— C14H15NS
2-((1-(p-tolyl)ethyl)thio)pyridine
—— [(2S,3R)-3-(3,5-dimethylphenylthio)-4-methylpent-2-oxy]diphenylphosphine —— C26H31OPS
[(2S,3R)-3-(3,5-dimethylphenylthio)-4-methylpent-2-oxy]diphenylphosphine
—— [(2R,3R)-3-(2,3,5,6-tetrafluorophenylthio)-4-methylpent-2-oxy]diphenylphosphine —— C24H23F4OPS
[(2R,3R)-3-(2,3,5,6-tetrafluorophenylthio)-4-methylpent-2-oxy]diphenylphosphine
—— [(2S,3R)-3-phenylthio-4-methylpent-2-oxy]diphenylphosphine —— C24H27OPS
[(2S,3R)-3-phenylthio-4-methylpent-2-oxy]diphenylphosphine
—— ((1S,2S)-2-(3,5-dimethylphenylthio)-3-methoxy-1-phenylpropoxy)diphenylphosphine —— C30H31O2PS
((1S,2S)-2-(3,5-dimethylphenylthio)-3-methoxy-1-phenylpropoxy)diphenylphosphine
—— 2,2-dimethylbenzo[d]-1,3-oxathiin-4-one 1-oxide —— C10H10O3S
2,2-dimethylbenzo[d]-1,3-oxathiin-4-one 1-oxide
—— N-[4,5-dimethoxy-3-(2-hydroxyethoxy)phenyl]-4-(4-fluorophenylsulphanyl)pyrimidine-2-amine —— C20H20FN3O4S
N-[4,5-dimethoxy-3-(2-hydroxyethoxy)phenyl]-4-(4-fluorophenylsulphanyl)pyrimidine-2-amine
—— N-(4,5-dimethoxy-3-hydroxyphenyl)-4-(4-fluorophenylsulphanyl)-2-pyrimidineamine —— C18H16FN3O3S
N-(4,5-dimethoxy-3-hydroxyphenyl)-4-(4-fluorophenylsulphanyl)-2-pyrimidineamine
—— 2-phenyl-5-phenylthio-3H-1,3,4-benzotriazepine —— C20H15N3S
2-phenyl-5-phenylthio-3H-1,3,4-benzotriazepine
—— 1-[4-(methylsulfanyl)phenyl]cyclopropanecarbonitrile —— C11H11NS
1-[4-(methylsulfanyl)phenyl]cyclopropanecarbonitrile
—— 5-(4-tolyl)thio-2-phenyl-3H-1,3,4-benzotriazepine —— C21H17N3S
5-(4-tolyl)thio-2-phenyl-3H-1,3,4-benzotriazepine
—— 1-tert-butyl-1H-tetrazol-5-yl fluoromethyl sulfide —— C6H11FN4S
1-tert-butyl-1H-tetrazol-5-yl fluoromethyl sulfide
—— 2-(4-aminophenylthio)benzoxazole —— C13H10N2OS
2-(4-aminophenylthio)benzoxazole
—— 4-(1-methylpropylthio)phenol —— C10H14OS
4-(1-methylpropylthio)phenol
—— 4-(2,4-dinitro-phenylsulfanyl)-resorcinol —— C12H8N2O6S
4-(2,4-dinitro-phenylsulfanyl)-resorcinol
—— 2-t-butylthio-3-(aminomethyl)-5-ethyl-6-methylpyridine —— C13H22N2S
2-t-butylthio-3-(aminomethyl)-5-ethyl-6-methylpyridine
—— 2-((5-(p-tolyl)-1,3,4-oxadiazol-2-yl)thio)benzo[d]oxazole —— C16H11N3O2S
2-((5-(p-tolyl)-1,3,4-oxadiazol-2-yl)thio)benzo[d]oxazole
—— 8-Carbamoyl-3-(4-chlorophenylthiomethyl)imidazo[5,1-d][1,2,3,5]tetrazin-4(3H)-one —— C12H9ClN6O2S
8-Carbamoyl-3-(4-chlorophenylthiomethyl)imidazo[5,1-d][1,2,3,5]tetrazin-4(3H)-one
—— <2,4-Dichlorphenyl>-<4-chlorphenyl>-sulfid —— C12H7Cl3S
<2,4-Dichlorphenyl>-<4-chlorphenyl>-sulfid
—— 8-((3,5-dichlorophenyl)thio)-9-(3-(isopropylamino)propyl)-9H-purin-6-amine —— C17H20Cl2N6S
8-((3,5-dichlorophenyl)thio)-9-(3-(isopropylamino)propyl)-9H-purin-6-amine
—— 1,3,5-tris-(nonylthio)-benzene —— C33H60S3
1,3,5-tris-(nonylthio)-benzene
—— 2-phenylthio-3-trifluoromethylpyrazine —— C11H7F3N2S
2-phenylthio-3-trifluoromethylpyrazine
—— pentachloro(phenylthio)benzene —— C12H5Cl5S
pentachloro(phenylthio)benzene
—— 2,4,6-trithiaheptane 2,2,6-trioxide —— C4H10O3S3
2,4,6-trithiaheptane 2,2,6-trioxide
—— methyl (1R*,4S*,8R*)-6,6-dimethoxy-5-oxo-8-(phenylthio)bicyclo[2.2.2]oct-2-ene-2-carboxylate —— C18H20O5S
methyl (1R*,4S*,8R*)-6,6-dimethoxy-5-oxo-8-(phenylthio)bicyclo[2.2.2]oct-2-ene-2-carboxylate
—— 4-[4-(4-methoxy-benzyloxy)-2-(7-methyl-pyrido[2,3-d]pyrimidin-4-ylamino)-phenylsulfanyl]-phenol —— C28H24N4O3S
4-[4-(4-methoxy-benzyloxy)-2-(7-methyl-pyrido[2,3-d]pyrimidin-4-ylamino)-phenylsulfanyl]-phenol
—— 1-phenylsulfonyl-3-(benzo[b]thiophen-2-yl)thio-1H-indole —— C22H15NO2S3
1-phenylsulfonyl-3-(benzo[b]thiophen-2-yl)thio-1H-indole
—— 2,3-bis((4-fluorophenyl)thio)benzo[b]thiophene —— C20H12F2S3
2,3-bis((4-fluorophenyl)thio)benzo[b]thiophene