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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
—— 4-(phenylthio)-4-(trimethylsilyl)butanal —— C13H20OSSi
4-(phenylthio)-4-(trimethylsilyl)butanal
—— O-sec-butyl S-6,6-dimethyl-4-oxo-1-(trimethylsilyl)heptyl carbonodithioate —— C17H34O2S2Si
O-sec-butyl S-6,6-dimethyl-4-oxo-1-(trimethylsilyl)heptyl carbonodithioate
—— O-sec-butyl-S-2-(2-oxocyclohexyl)-1-(trimethylsilyl)ethyl carbonodithioate —— C16H30O2S2Si
O-sec-butyl-S-2-(2-oxocyclohexyl)-1-(trimethylsilyl)ethyl carbonodithioate
—— 5-(2-naphthylsulfanyl)-9H-pyrimido[4,5-b]indole-2,4-diamine —— C20H15N5S
5-(2-naphthylsulfanyl)-9H-pyrimido[4,5-b]indole-2,4-diamine
—— 4-((1,3,4-thiadiazol-2-yl)thio)-2-(prop-2-yn-1-ylthio)-6-(3,4,5-trimethoxyphenyl)pyrimidine-5-carbonitrile —— C19H15N5O3S3
4-((1,3,4-thiadiazol-2-yl)thio)-2-(prop-2-yn-1-ylthio)-6-(3,4,5-trimethoxyphenyl)pyrimidine-5-carbonitrile
—— 1,3,4-thiadiazolyl vinyl sulfide —— C4H4N2S2
1,3,4-thiadiazolyl vinyl sulfide
—— 4-((1,3,4-thiadiazol-2-yl)thio)butanenitrile —— C6H7N3S2
4-((1,3,4-thiadiazol-2-yl)thio)butanenitrile
—— N-[4-(4-Piperidinomethyl-pyridin-2-yloxy)-cis-2-butenyl]-4-(1,3,4-thiadiazol-2-ylthio)butyramide —— C21H29N5O2S2
N-[4-(4-Piperidinomethyl-pyridin-2-yloxy)-cis-2-butenyl]-4-(1,3,4-thiadiazol-2-ylthio)butyramide
—— 7-((1,3,4-thiadiazol-2-yl)thio)-N-(naphthalen-1-yl)-5-(propylthio)thiazolo[5,4-d]pyrimidin-2-amine —— C20H16N6S4
7-((1,3,4-thiadiazol-2-yl)thio)-N-(naphthalen-1-yl)-5-(propylthio)thiazolo[5,4-d]pyrimidin-2-amine
—— 2-bromo-11-hydroxyundecyl bromomethyl sulfone —— C12H24Br2O3S
2-bromo-11-hydroxyundecyl bromomethyl sulfone
—— 2-((1-phenylethyl)mercapto)-1,3,4-thiadiazole —— C10H10N2S2
2-((1-phenylethyl)mercapto)-1,3,4-thiadiazole
—— tetrafluoro-1,2-ethane-sultone —— C2F4O2S
tetrafluoro-1,2-ethane-sultone
—— 1,10-dimethylthio-3,3,8,8-tetramethyldeca-4,6-diene —— C16H30S2
1,10-dimethylthio-3,3,8,8-tetramethyldeca-4,6-diene
—— tert-butyl N-(3-methanesulfonylpropyl)carbamate —— C9H19NO4S
tert-butyl N-(3-methanesulfonylpropyl)carbamate
—— 2-methyl-2-(methylthio)pentane —— C7H16S
2-methyl-2-(methylthio)pentane
—— 2-methyl-5-phenylthiobenzimidazole —— C14H12N2S
2-methyl-5-phenylthiobenzimidazole
—— 1-methylthiotricyclo[4.1.0.0(2,7)]heptane —— C8H12S
1-methylthiotricyclo[4.1.0.0(2,7)]heptane
—— [2-(3,3-dicyclohexyl-ureido)-thiazol-5-ylsulfanyl]-acetic acid methyl ester —— C19H29N3O3S2
[2-(3,3-dicyclohexyl-ureido)-thiazol-5-ylsulfanyl]-acetic acid methyl ester
—— 2,4-dimethyl-6-methylthio-8-phenylthiazolo<3,4-a>pyrimidinium perchlorate —— C15H15N2S2*ClO4
2,4-dimethyl-6-methylthio-8-phenylthiazolo<3,4-a>pyrimidinium perchlorate
—— methyl (3,6-dichloropyridazine-4-mercapto)acetate —— C7H6Cl2N2O2S
methyl (3,6-dichloropyridazine-4-mercapto)acetate
—— 3-Butylthio-6,6-dimethyl-1-(pyrazol-3-yl)-4,5,6,7-tetrahydrobenzo[c]thiophen-4-one —— C17H22N2OS2
3-Butylthio-6,6-dimethyl-1-(pyrazol-3-yl)-4,5,6,7-tetrahydrobenzo[c]thiophen-4-one
—— methyl 6-[(2-bromophenyl)thio]-4,5,7-trifluorobenzo[b]thiophene-2-carboxylate —— C16H8BrF3O2S2
methyl 6-[(2-bromophenyl)thio]-4,5,7-trifluorobenzo[b]thiophene-2-carboxylate
—— 3-n-Butylthio-2,5-dimethylfuran —— C10H16OS
3-n-Butylthio-2,5-dimethylfuran
—— 2-amino-4-butylsulfanyl-6-furan-2-yl-pyrimidine-5-carbonitrile —— C13H14N4OS
2-amino-4-butylsulfanyl-6-furan-2-yl-pyrimidine-5-carbonitrile
—— methyl 6-((4-(tert-butyl)phenyl)thio)-4,5,7-trifluorobenzo[b]thiophene-2-carboxylate —— C20H17F3O2S2
methyl 6-((4-(tert-butyl)phenyl)thio)-4,5,7-trifluorobenzo[b]thiophene-2-carboxylate
—— 4,6-dimethoxy-6-methyl-7-(p-tolylthio)hept-1-ene —— C17H26O2S
4,6-dimethoxy-6-methyl-7-(p-tolylthio)hept-1-ene
—— 4,6-diamino-2-butylsulfanylnicotinonitrile —— C10H14N4S
4,6-diamino-2-butylsulfanylnicotinonitrile
—— methyl 2-[(3,5-dinitropyridin-2-yl)sulfanyl]acetate —— C8H7N3O6S
methyl 2-[(3,5-dinitropyridin-2-yl)sulfanyl]acetate
—— 5,18-dithiadocosane —— C20H42S2
5,18-dithiadocosane
—— n-butyl 2,4,6-trimethylphenyl sulfide —— C13H20S
n-butyl 2,4,6-trimethylphenyl sulfide
—— 1-butylsulfanyl-3,5-dimethyl-benzene —— C12H18S
1-butylsulfanyl-3,5-dimethyl-benzene
—— 5-acetyl-9-(butylthio)-5,6-dihydro-dibenzo[b,f]azocine —— C21H23NOS
5-acetyl-9-(butylthio)-5,6-dihydro-dibenzo[b,f]azocine
—— (S)-S-(1-hexylcyclohex-2-enyl) N,N-diisopropylmonothiocarbamate —— C19H35NOS
(S)-S-(1-hexylcyclohex-2-enyl) N,N-diisopropylmonothiocarbamate
—— (R)-S-(1-hexylcyclohex-2-enyl) N,N-diisopropylmonothiocarbamate —— C19H35NOS
(R)-S-(1-hexylcyclohex-2-enyl) N,N-diisopropylmonothiocarbamate
—— 2-[(thiophen-2-yl)sulfanylmethyl]acrylic acid —— C8H8O2S2
2-[(thiophen-2-yl)sulfanylmethyl]acrylic acid
—— 5-methoxy-1-phenylsulfonyl-3-(thiophen-2-yl)thio-1H-indole —— C19H15NO3S3
5-methoxy-1-phenylsulfonyl-3-(thiophen-2-yl)thio-1H-indole
—— 1-phenylsulfonyl-3-(thiophen-2-yl)thio-1H-indole —— C18H13NO2S3
1-phenylsulfonyl-3-(thiophen-2-yl)thio-1H-indole
—— (2-methylbutyl)allyl sulfide —— C8H16S
(2-methylbutyl)allyl sulfide
—— 2,3-epoxypropyl sulfone —— C6H10O4S
2,3-epoxypropyl sulfone
—— 4-(3-(p-nitrophenylsulfenyl)benzo[b]thiophen-2-yl)butanenitrile —— C18H14N2O2S2
4-(3-(p-nitrophenylsulfenyl)benzo[b]thiophen-2-yl)butanenitrile
—— 2-nitro-5-(4-nitrophenylsulfenyl)pyrrole —— C10H7N3O4S
2-nitro-5-(4-nitrophenylsulfenyl)pyrrole
—— 4-(4-amino-phenylsulfanyl)-resorcinol —— C12H11NO2S
4-(4-amino-phenylsulfanyl)-resorcinol
—— 4-(4-amino-phenylsulfanyl)-3-methyl-phenol —— C13H13NOS
4-(4-amino-phenylsulfanyl)-3-methyl-phenol
—— [4-(4-hydroxy-2-methyl-phenylsulfanyl)-phenyl]-urea —— C14H14N2O2S
[4-(4-hydroxy-2-methyl-phenylsulfanyl)-phenyl]-urea
—— 5-(p-nitrophenyl)sulfenyl-6-phenyl-2(2H)-pyranone —— C17H11NO4S
5-(p-nitrophenyl)sulfenyl-6-phenyl-2(2H)-pyranone
—— 3-((p-nitrophenyl)sulfenyl)-2-trimethylsilylbenzo[b]thiophene —— C17H17NO2S2Si
3-((p-nitrophenyl)sulfenyl)-2-trimethylsilylbenzo[b]thiophene
—— 3-(p-nitrophenylsulfenyl)-2-octylbenzo[b]thiophene —— C22H25NO2S2
3-(p-nitrophenylsulfenyl)-2-octylbenzo[b]thiophene
—— 3-((4-nitrophenyl)thio)-2-phenyl-1-benzothiophene —— C20H13NO2S2
3-((4-nitrophenyl)thio)-2-phenyl-1-benzothiophene
—— 2-(cyclohex-1-enyl)-3-(p-nitrophenylsulfenyl)benzo[b]thiophene —— C20H17NO2S2
2-(cyclohex-1-enyl)-3-(p-nitrophenylsulfenyl)benzo[b]thiophene
—— 4-(tert-butylthio)-2,3,5,6-tetrafluoropyridine —— C9H9F4NS
4-(tert-butylthio)-2,3,5,6-tetrafluoropyridine