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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-(4-chlorophenyl)sulfanyl-1-[4-[(2R)-oxolane-2-carbonyl]piperazin-1-yl]butan-1-one —— C19H25ClN2O3S
4-(4-chlorophenyl)sulfanyl-1-[4-[(2R)-oxolane-2-carbonyl]piperazin-1-yl]butan-1-one
—— 2-(2-chlorophenyl)sulfanyl-1-[4-[(2R)-oxolane-2-carbonyl]piperazin-1-yl]ethanone —— C17H21ClN2O3S
2-(2-chlorophenyl)sulfanyl-1-[4-[(2R)-oxolane-2-carbonyl]piperazin-1-yl]ethanone
—— (1R,2R)-N-[3-(4-fluorophenyl)sulfanylpropyl]-2-methylcyclopropane-1-carboxamide —— C14H18FNOS
(1R,2R)-N-[3-(4-fluorophenyl)sulfanylpropyl]-2-methylcyclopropane-1-carboxamide
—— (2S)-2-phenylsulfanylpropan-1-amine —— C9H13NS
(2S)-2-phenylsulfanylpropan-1-amine
—— 2-[(2S)-1-methylpiperidin-2-yl]-N-(2-phenylsulfanylethyl)ethanamine —— C16H26N2S
2-[(2S)-1-methylpiperidin-2-yl]-N-(2-phenylsulfanylethyl)ethanamine
—— ethyl (2S)-2-methyl-3-(4-methylphenyl)sulfanylpropanoate —— C13H18O2S
ethyl (2S)-2-methyl-3-(4-methylphenyl)sulfanylpropanoate
—— 1-[1-(2-methoxyethyl)-2,5-dimethylpyrrol-3-yl]-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C22H27N3O3S
1-[1-(2-methoxyethyl)-2,5-dimethylpyrrol-3-yl]-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— N-[(3R)-1,1-dioxothiolan-3-yl]-N-(2-methylpropyl)-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C14H22N2O3S3
N-[(3R)-1,1-dioxothiolan-3-yl]-N-(2-methylpropyl)-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— 1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-(2,5-dimethylphenyl)sulfanylethanone —— C16H23NO2S
1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-(2,5-dimethylphenyl)sulfanylethanone
—— N-methyl-N-(penta-1,3-dien-3-ylsulfanylmethyl)ethanamine —— C9H17NS
N-methyl-N-(penta-1,3-dien-3-ylsulfanylmethyl)ethanamine
—— 9-benzyl-6-[(3-methyl-5-nitro-1H-imidazol-3-ium-4-yl)sulfanyl]purin-2-amine —— C16H15N8O2S+
9-benzyl-6-[(3-methyl-5-nitro-1H-imidazol-3-ium-4-yl)sulfanyl]purin-2-amine
—— 6-[(3-methyl-5-nitro-1H-imidazol-3-ium-4-yl)sulfanyl]-9-(2-methylpropyl)purin-2-amine —— C13H17N8O2S+
6-[(3-methyl-5-nitro-1H-imidazol-3-ium-4-yl)sulfanyl]-9-(2-methylpropyl)purin-2-amine
—— 2,4-Dimethyl-3-methylsulfanylpenta-1,4-diene —— C8H14S
2,4-Dimethyl-3-methylsulfanylpenta-1,4-diene
—— 2-(1-Chloroethenyl)but-2-enyl carbamimidothioate —— C7H11ClN2S
2-(1-Chloroethenyl)but-2-enyl carbamimidothioate
—— 2,4,6-Tris[(1-oxidopyridin-1-ium-2-yl)sulfanyl]-1,3,5-triazine —— C18H12N6O3S3
2,4,6-Tris[(1-oxidopyridin-1-ium-2-yl)sulfanyl]-1,3,5-triazine
—— (2R)-N-[(2R)-2-hydroxy-3-methoxypropyl]-N-methyl-2,3-dihydro-1-benzothiophene-2-carboxamide —— C14H19NO3S
(2R)-N-[(2R)-2-hydroxy-3-methoxypropyl]-N-methyl-2,3-dihydro-1-benzothiophene-2-carboxamide
—— 3-[2-[(2S)-1-methylpiperidin-2-yl]ethylsulfanyl]-4-(2-phenylethyl)-1H-1,2,4-triazol-5-one —— C18H26N4OS
3-[2-[(2S)-1-methylpiperidin-2-yl]ethylsulfanyl]-4-(2-phenylethyl)-1H-1,2,4-triazol-5-one
—— (2R)-N-[(2S)-2-hydroxy-3-methoxypropyl]-N-methyl-2,3-dihydro-1-benzothiophene-2-carboxamide —— C14H19NO3S
(2R)-N-[(2S)-2-hydroxy-3-methoxypropyl]-N-methyl-2,3-dihydro-1-benzothiophene-2-carboxamide
—— (2S)-3-[[(2R)-2,3-dihydro-1-benzothiophene-2-carbonyl]-methylamino]-2-methylpropanoic acid —— C14H17NO3S
(2S)-3-[[(2R)-2,3-dihydro-1-benzothiophene-2-carbonyl]-methylamino]-2-methylpropanoic acid
—— 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-1-[(2S)-2-pyridin-4-ylazepan-1-yl]propan-1-one —— C21H28N4OS
3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-1-[(2S)-2-pyridin-4-ylazepan-1-yl]propan-1-one
—— (2S)-3-[[(2S)-2,3-dihydro-1-benzothiophene-2-carbonyl]-methylamino]-2-methylpropanoic acid —— C14H17NO3S
(2S)-3-[[(2S)-2,3-dihydro-1-benzothiophene-2-carbonyl]-methylamino]-2-methylpropanoic acid
—— 2-(2-cyanophenyl)sulfanyl-N-(1-pyridin-2-ylpiperidin-4-yl)benzamide —— C24H22N4OS
2-(2-cyanophenyl)sulfanyl-N-(1-pyridin-2-ylpiperidin-4-yl)benzamide
—— (2S)-N-[(2S)-2-hydroxy-3-methoxypropyl]-N-methyl-2,3-dihydro-1-benzothiophene-2-carboxamide —— C14H19NO3S
(2S)-N-[(2S)-2-hydroxy-3-methoxypropyl]-N-methyl-2,3-dihydro-1-benzothiophene-2-carboxamide
—— 2-[[5-[(1R,4S)-2-azabicyclo[2.2.1]heptan-2-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C11H16N4O2S
2-[[5-[(1R,4S)-2-azabicyclo[2.2.1]heptan-2-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— (1S)-N-(1H-imidazol-2-ylmethyl)-1-(4-methylsulfanylphenyl)ethanamine —— C13H17N3S
(1S)-N-(1H-imidazol-2-ylmethyl)-1-(4-methylsulfanylphenyl)ethanamine
—— 3-fluoro-4-[[(3R)-oxolan-3-yl]methylsulfanyl]aniline —— C11H14FNOS
3-fluoro-4-[[(3R)-oxolan-3-yl]methylsulfanyl]aniline
—— 3-chloro-4-[[(3S)-oxolan-3-yl]methylsulfanyl]aniline —— C11H14ClNOS
3-chloro-4-[[(3S)-oxolan-3-yl]methylsulfanyl]aniline
—— 5-chloro-2-[[(3R)-oxolan-3-yl]methylsulfanyl]aniline —— C11H14ClNOS
5-chloro-2-[[(3R)-oxolan-3-yl]methylsulfanyl]aniline
—— (4S)-4-methyl-1-(2-methylsulfonylethyl)-1,5-diazocane —— C10H22N2O2S
(4S)-4-methyl-1-(2-methylsulfonylethyl)-1,5-diazocane
—— (3R,6S)-6-ethyl-3-methyl-1-(2-methylsulfonylethyl)-1,5-diazocane —— C12H26N2O2S
(3R,6S)-6-ethyl-3-methyl-1-(2-methylsulfonylethyl)-1,5-diazocane
—— 2-[(4-bromoanilino)methylidene]-1-benzothiophene-3-thione —— C15H10BrNS2
2-[(4-bromoanilino)methylidene]-1-benzothiophene-3-thione
—— (3R)-N-[2-(2-fluorophenyl)sulfanylethyl]-1,1-dioxothiolan-3-amine —— C12H16FNO2S2
(3R)-N-[2-(2-fluorophenyl)sulfanylethyl]-1,1-dioxothiolan-3-amine
—— 2-(4-fluorophenyl)sulfanyl-N-[[(2S)-oxolan-2-yl]methyl]ethanamine —— C13H18FNOS
2-(4-fluorophenyl)sulfanyl-N-[[(2S)-oxolan-2-yl]methyl]ethanamine
—— (3S)-N-[2-(2-fluorophenyl)sulfanylethyl]-1,1-dioxothiolan-3-amine —— C12H16FNO2S2
(3S)-N-[2-(2-fluorophenyl)sulfanylethyl]-1,1-dioxothiolan-3-amine
—— (2R)-2-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(2S)-2-phenylpropyl]propanamide —— C22H26N4O2S
(2R)-2-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(2S)-2-phenylpropyl]propanamide
—— 5-[(1S,5S)-3,3,5-trimethylcyclohexyl]oxypentanethioamide —— C14H27NOS
5-[(1S,5S)-3,3,5-trimethylcyclohexyl]oxypentanethioamide
—— 5-[(2S)-but-3-en-2-yl]sulfanyl-1,3,4-thiadiazol-2-amine —— C6H9N3S2
5-[(2S)-but-3-en-2-yl]sulfanyl-1,3,4-thiadiazol-2-amine
—— 3-[(2R)-but-3-en-2-yl]sulfanyl-1H-1,2,4-triazol-5-amine —— C6H10N4S
3-[(2R)-but-3-en-2-yl]sulfanyl-1H-1,2,4-triazol-5-amine
—— 2-[[4-[(2S)-4-(dimethylamino)butan-2-yl]-5-methyl-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C11H20N4O2S
2-[[4-[(2S)-4-(dimethylamino)butan-2-yl]-5-methyl-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— (2R)-2-N-(2-ethylsulfonylethyl)-1-N,1-N,4-trimethylpentane-1,2-diamine —— C12H28N2O2S
(2R)-2-N-(2-ethylsulfonylethyl)-1-N,1-N,4-trimethylpentane-1,2-diamine
—— 2-[[5-[[(2S)-4-(dimethylamino)butan-2-yl]amino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetic acid —— C10H18N4O2S2
2-[[5-[[(2S)-4-(dimethylamino)butan-2-yl]amino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetic acid
—— (3R)-1-N,1-N-dimethyl-3-N-[(1S)-1-(4-methylsulfanylphenyl)ethyl]butane-1,3-diamine —— C15H26N2S
(3R)-1-N,1-N-dimethyl-3-N-[(1S)-1-(4-methylsulfanylphenyl)ethyl]butane-1,3-diamine
—— N-[(2S)-3-methylbutan-2-yl]-2-phenylsulfanylacetamide —— C13H19NOS
N-[(2S)-3-methylbutan-2-yl]-2-phenylsulfanylacetamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-phenylsulfanylacetamide —— C13H17NO3S2
N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-phenylsulfanylacetamide
—— (2S)-2-phenylsulfanyl-N-(2,2,2-trifluoroethyl)propanamide —— C11H12F3NOS
(2S)-2-phenylsulfanyl-N-(2,2,2-trifluoroethyl)propanamide
—— (2R)-N-benzyl-N-ethyl-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C15H19N3OS3
(2R)-N-benzyl-N-ethyl-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— 2-[1-[(1S)-1-thiophen-2-ylpropyl]tetrazol-5-yl]sulfanylacetic acid —— C10H12N4O2S2
2-[1-[(1S)-1-thiophen-2-ylpropyl]tetrazol-5-yl]sulfanylacetic acid
—— 2-[1-[(1R)-1-thiophen-2-ylpropyl]tetrazol-5-yl]sulfanylacetic acid —— C10H12N4O2S2
2-[1-[(1R)-1-thiophen-2-ylpropyl]tetrazol-5-yl]sulfanylacetic acid
—— N,N-diethyl-2-[[4-[[(2R)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C17H24N4O2S2
N,N-diethyl-2-[[4-[[(2R)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N,N-diethyl-2-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C17H24N4O2S2
N,N-diethyl-2-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide