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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
—— (2S)-2-(6-chloropyridazin-3-yl)sulfanyl-N-(2-methylpropyl)propanamide —— C11H16ClN3OS
(2S)-2-(6-chloropyridazin-3-yl)sulfanyl-N-(2-methylpropyl)propanamide
—— (2R)-2-(6-chloropyridazin-3-yl)sulfanyl-N-(2-methylpropyl)propanamide —— C11H16ClN3OS
(2R)-2-(6-chloropyridazin-3-yl)sulfanyl-N-(2-methylpropyl)propanamide
—— 5-[[4-[[(2S)-oxolan-2-yl]methyl]-5-pyrrolidin-1-yl-1,2,4-triazol-3-yl]sulfanylmethyl]-3-propyl-1,2,4-oxadiazole —— C17H26N6O2S
5-[[4-[[(2S)-oxolan-2-yl]methyl]-5-pyrrolidin-1-yl-1,2,4-triazol-3-yl]sulfanylmethyl]-3-propyl-1,2,4-oxadiazole
—— 5-[(1R)-1-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]ethyl]-3-methyl-1,2,4-oxadiazole —— C9H13N5OS
5-[(1R)-1-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]ethyl]-3-methyl-1,2,4-oxadiazole
—— 4-[5-[(6-chloropyridin-3-yl)methylsulfanyl]-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]morpholine —— C17H22ClN5O2S
4-[5-[(6-chloropyridin-3-yl)methylsulfanyl]-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]morpholine
—— N-[(1S,2S)-2-methylcyclohexyl]-2-[(4-methyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C12H20N4O2S
N-[(1S,2S)-2-methylcyclohexyl]-2-[(4-methyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 1-[2-(1-methylpyrazol-4-yl)ethyl]-3-(2-phenylsulfanylethyl)urea —— C15H20N4OS
1-[2-(1-methylpyrazol-4-yl)ethyl]-3-(2-phenylsulfanylethyl)urea
—— N-[2-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-methylpropyl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C17H31N5O2S
N-[2-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-methylpropyl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 3-methyl-5-[(1R)-1-(1H-1,2,4-triazol-5-ylsulfanyl)ethyl]-1,2,4-oxadiazole —— C7H9N5OS
3-methyl-5-[(1R)-1-(1H-1,2,4-triazol-5-ylsulfanyl)ethyl]-1,2,4-oxadiazole
—— N-[2-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-methylpropyl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C17H31N5O2S
N-[2-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-methylpropyl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— [(1S)-1-(3-pyridin-3-yl-1,2,4-oxadiazol-5-yl)ethyl] (2R)-2-phenylsulfanylpropanoate —— C18H17N3O3S
[(1S)-1-(3-pyridin-3-yl-1,2,4-oxadiazol-5-yl)ethyl] (2R)-2-phenylsulfanylpropanoate
—— (4S)-4-[(2R)-2-[(4'R,5'S)-4',5'-dimethylspiro[1,3-dithiolane-2,3'-2,5,6,7-tetrahydro-1H-indene]-4'-yl]-2-methoxyethyl]-4-methylhex-5-en-3-one —— C23H36O2S2
(4S)-4-[(2R)-2-[(4'R,5'S)-4',5'-dimethylspiro[1,3-dithiolane-2,3'-2,5,6,7-tetrahydro-1H-indene]-4'-yl]-2-methoxyethyl]-4-methylhex-5-en-3-one
—— [(4'S,5'R)-4',5'-dimethylspiro[1,3-dithiolane-2,3'-2,5,6,7-tetrahydro-1H-indene]-4'-yl]methyl N-[(1S)-1-phenylethyl]carbamate —— C23H31NO2S2
[(4'S,5'R)-4',5'-dimethylspiro[1,3-dithiolane-2,3'-2,5,6,7-tetrahydro-1H-indene]-4'-yl]methyl N-[(1S)-1-phenylethyl]carbamate
—— (2R,5S)-2-ethenyl-2-methyl-5-phenylsulfanyloxolane —— C13H16OS
(2R,5S)-2-ethenyl-2-methyl-5-phenylsulfanyloxolane
—— (1S,5R,6R,7E)-5,11,11-trimethyl-6-phenylsulfanylbicyclo[6.2.1]undec-7-en-3-one —— C20H26OS
(1S,5R,6R,7E)-5,11,11-trimethyl-6-phenylsulfanylbicyclo[6.2.1]undec-7-en-3-one
—— methyl (1R,3R,4R)-2-oxo-3-phenylsulfanyl-4-propan-2-ylcyclopentane-1-carboxylate —— C16H20O3S
methyl (1R,3R,4R)-2-oxo-3-phenylsulfanyl-4-propan-2-ylcyclopentane-1-carboxylate
—— (5S)-5-[2-(methoxymethoxy)ethyl]-2,2-bis[(E)-5-phenylsulfanylpent-3-enyl]cyclopentan-1-one —— C31H40O3S2
(5S)-5-[2-(methoxymethoxy)ethyl]-2,2-bis[(E)-5-phenylsulfanylpent-3-enyl]cyclopentan-1-one
—— [(4'R,5'S)-4',5'-dimethylspiro[1,3-dithiolane-2,3'-2,5,6,7-tetrahydro-1H-indene]-4'-yl]methyl N-[(1S)-1-phenylethyl]carbamate —— C23H31NO2S2
[(4'R,5'S)-4',5'-dimethylspiro[1,3-dithiolane-2,3'-2,5,6,7-tetrahydro-1H-indene]-4'-yl]methyl N-[(1S)-1-phenylethyl]carbamate
—— (5R)-5-[2-(methoxymethoxy)ethyl]-2,2-bis[(E)-5-phenylsulfanylpent-3-enyl]cyclopentan-1-one —— C31H40O3S2
(5R)-5-[2-(methoxymethoxy)ethyl]-2,2-bis[(E)-5-phenylsulfanylpent-3-enyl]cyclopentan-1-one
—— (6S,7S)-7-[(1R,3S)-3-(2-ethyl-1,3-dithiolan-2-yl)-1-methoxy-3-methylpent-4-enyl]-6,7-dimethyl-3,4,5,6-tetrahydro-2H-inden-1-one —— C23H36O2S2
(6S,7S)-7-[(1R,3S)-3-(2-ethyl-1,3-dithiolan-2-yl)-1-methoxy-3-methylpent-4-enyl]-6,7-dimethyl-3,4,5,6-tetrahydro-2H-inden-1-one
—— (E,2S,5S)-2-ethenyl-7-phenylsulfanyl-5-propan-2-ylhept-6-enenitrile —— C18H23NS
(E,2S,5S)-2-ethenyl-7-phenylsulfanyl-5-propan-2-ylhept-6-enenitrile
—— (2R)-2-[(E)-5-phenylsulfanylpent-3-enyl]cyclopentan-1-one —— C16H20OS
(2R)-2-[(E)-5-phenylsulfanylpent-3-enyl]cyclopentan-1-one
—— methyl (1S,3S,4R)-2-oxo-3-phenylsulfanyl-4-propan-2-ylcyclopentane-1-carboxylate —— C16H20O3S
methyl (1S,3S,4R)-2-oxo-3-phenylsulfanyl-4-propan-2-ylcyclopentane-1-carboxylate
—— (6R,7R)-7-[(1R,3S)-3-(2-ethyl-1,3-dithiolan-2-yl)-1-methoxy-3-methylpent-4-enyl]-6,7-dimethyl-3,4,5,6-tetrahydro-2H-inden-1-one —— C23H36O2S2
(6R,7R)-7-[(1R,3S)-3-(2-ethyl-1,3-dithiolan-2-yl)-1-methoxy-3-methylpent-4-enyl]-6,7-dimethyl-3,4,5,6-tetrahydro-2H-inden-1-one
—— (1R,3S)-1-[(4'S,5'S)-4',5'-dimethylspiro[1,3-dithiolane-2,3'-2,5,6,7-tetrahydro-1H-indene]-4'-yl]-3-(1,3-dithiolan-2-yl)-3-methylpent-4-en-1-ol —— C22H34OS4
(1R,3S)-1-[(4'S,5'S)-4',5'-dimethylspiro[1,3-dithiolane-2,3'-2,5,6,7-tetrahydro-1H-indene]-4'-yl]-3-(1,3-dithiolan-2-yl)-3-methylpent-4-en-1-ol
—— (2R)-3-oxo-2-(4-phenyl-1,3-thiazol-2-yl)-4-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]butanenitrile —— C22H15N3OS3
(2R)-3-oxo-2-(4-phenyl-1,3-thiazol-2-yl)-4-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]butanenitrile
—— 2-[[5-[(1S)-1-(3-methyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylacetamide —— C12H17N5O2S3
2-[[5-[(1S)-1-(3-methyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylacetamide
—— ethyl (2R)-2-(3-methylphenyl)sulfanylpropanoate —— C12H16O2S
ethyl (2R)-2-(3-methylphenyl)sulfanylpropanoate
—— (1S,2S)-2-(2-methylsulfonylethyl)cycloheptan-1-amine —— C10H21NO2S
(1S,2S)-2-(2-methylsulfonylethyl)cycloheptan-1-amine
—— (1R,2R)-2-(2-methylsulfonylethyl)cycloheptan-1-amine —— C10H21NO2S
(1R,2R)-2-(2-methylsulfonylethyl)cycloheptan-1-amine
—— (2S,3R)-N-ethyl-4,7-difluoro-2-methyl-2,3-dihydro-1-benzothiophen-3-amine —— C11H13F2NS
(2S,3R)-N-ethyl-4,7-difluoro-2-methyl-2,3-dihydro-1-benzothiophen-3-amine
—— (2S,3R)-2-methyl-2,3-dihydro-1-benzothiophen-3-amine —— C9H11NS
(2S,3R)-2-methyl-2,3-dihydro-1-benzothiophen-3-amine
—— (2S,3S)-4,7-difluoro-N,2-dimethyl-2,3-dihydro-1-benzothiophen-3-amine —— C10H11F2NS
(2S,3S)-4,7-difluoro-N,2-dimethyl-2,3-dihydro-1-benzothiophen-3-amine
—— (2R,3R)-N,2,7-trimethyl-2,3-dihydro-1-benzothiophen-3-amine —— C11H15NS
(2R,3R)-N,2,7-trimethyl-2,3-dihydro-1-benzothiophen-3-amine
—— (2S,3S)-N-ethyl-7-fluoro-2-methyl-2,3-dihydro-1-benzothiophen-3-amine —— C11H14FNS
(2S,3S)-N-ethyl-7-fluoro-2-methyl-2,3-dihydro-1-benzothiophen-3-amine
—— (2S,3R)-5-fluoro-N,2-dimethyl-2,3-dihydro-1-benzothiophen-3-amine —— C10H12FNS
(2S,3R)-5-fluoro-N,2-dimethyl-2,3-dihydro-1-benzothiophen-3-amine
—— (2R,3S)-5-fluoro-N,2-dimethyl-2,3-dihydro-1-benzothiophen-3-amine —— C10H12FNS
(2R,3S)-5-fluoro-N,2-dimethyl-2,3-dihydro-1-benzothiophen-3-amine
—— (2S,3S)-2,5-dimethyl-2,3-dihydro-1-benzothiophen-3-amine —— C10H13NS
(2S,3S)-2,5-dimethyl-2,3-dihydro-1-benzothiophen-3-amine
—— (2S,3R)-7-chloro-2-methyl-2,3-dihydro-1-benzothiophen-3-amine —— C9H10ClNS
(2S,3R)-7-chloro-2-methyl-2,3-dihydro-1-benzothiophen-3-amine
—— (2S,3S)-N,2-dimethyl-2,3-dihydro-1-benzothiophen-3-amine —— C10H13NS
(2S,3S)-N,2-dimethyl-2,3-dihydro-1-benzothiophen-3-amine
—— (2S,3R)-2,4,7-trimethyl-2,3-dihydro-1-benzothiophen-3-amine —— C11H15NS
(2S,3R)-2,4,7-trimethyl-2,3-dihydro-1-benzothiophen-3-amine
—— (2S)-2-(4-amino-2,6-difluorophenyl)sulfanylpropanoic acid —— C9H9F2NO2S
(2S)-2-(4-amino-2,6-difluorophenyl)sulfanylpropanoic acid
—— (2S,3S)-N-ethyl-4,7-difluoro-2-methyl-2,3-dihydro-1-benzothiophen-3-amine —— C11H13F2NS
(2S,3S)-N-ethyl-4,7-difluoro-2-methyl-2,3-dihydro-1-benzothiophen-3-amine
—— (2R,3S)-5,7-difluoro-2-methyl-2,3-dihydro-1-benzothiophen-3-amine —— C9H9F2NS
(2R,3S)-5,7-difluoro-2-methyl-2,3-dihydro-1-benzothiophen-3-amine
—— (2R,3R)-5-fluoro-N,2-dimethyl-2,3-dihydro-1-benzothiophen-3-amine —— C10H12FNS
(2R,3R)-5-fluoro-N,2-dimethyl-2,3-dihydro-1-benzothiophen-3-amine
—— (2S,3R)-5-chloro-N,2-dimethyl-2,3-dihydro-1-benzothiophen-3-amine —— C10H12ClNS
(2S,3R)-5-chloro-N,2-dimethyl-2,3-dihydro-1-benzothiophen-3-amine
—— ethyl (2S)-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]propanoate —— C9H13NO2S2
ethyl (2S)-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]propanoate
—— (2R,3R)-2,4,7-trimethyl-2,3-dihydro-1-benzothiophen-3-amine —— C11H15NS
(2R,3R)-2,4,7-trimethyl-2,3-dihydro-1-benzothiophen-3-amine
—— (2S,3S)-5-fluoro-N,2-dimethyl-2,3-dihydro-1-benzothiophen-3-amine —— C10H12FNS
(2S,3S)-5-fluoro-N,2-dimethyl-2,3-dihydro-1-benzothiophen-3-amine
—— (2S,3R)-N,2,5-trimethyl-2,3-dihydro-1-benzothiophen-3-amine —— C11H15NS
(2S,3R)-N,2,5-trimethyl-2,3-dihydro-1-benzothiophen-3-amine