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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
—— N-[(1S)-1-cyclopropylethyl]-2-(4-hydroxyphenyl)sulfanylacetamide —— C13H17NO2S
N-[(1S)-1-cyclopropylethyl]-2-(4-hydroxyphenyl)sulfanylacetamide
—— 4-[[[(2S)-2-pyridin-2-ylsulfanylpropanoyl]amino]methyl]cyclohexane-1-carboxylic acid —— C16H22N2O3S
4-[[[(2S)-2-pyridin-2-ylsulfanylpropanoyl]amino]methyl]cyclohexane-1-carboxylic acid
—— (2R)-N-(2-aminoethyl)-2-pyridin-2-ylsulfanylpropanamide —— C10H15N3OS
(2R)-N-(2-aminoethyl)-2-pyridin-2-ylsulfanylpropanamide
—— (2R)-2-(2-phenylsulfanylimidazo[4,5-b]pyridin-3-yl)butanoic acid —— C16H15N3O2S
(2R)-2-(2-phenylsulfanylimidazo[4,5-b]pyridin-3-yl)butanoic acid
—— 1-[(1R,8S)-4-azatricyclo[4.3.1.13,8]undecan-4-yl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)ethanone —— C14H19N3OS2
1-[(1R,8S)-4-azatricyclo[4.3.1.13,8]undecan-4-yl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)ethanone
—— (2R)-N-(3-methoxypropyl)-2-[(5-propan-2-yloxy-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C12H21N3O3S2
(2R)-N-(3-methoxypropyl)-2-[(5-propan-2-yloxy-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (2R)-N-[(2S)-pentan-2-yl]-2-[(5-propan-2-yloxy-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C13H23N3O2S2
(2R)-N-[(2S)-pentan-2-yl]-2-[(5-propan-2-yloxy-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— N-[(1S)-1-(2,5-dimethylfuran-3-yl)ethyl]-2-pyridin-4-ylsulfanylacetamide —— C15H18N2O2S
N-[(1S)-1-(2,5-dimethylfuran-3-yl)ethyl]-2-pyridin-4-ylsulfanylacetamide
—— N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-(3-methylphenyl)sulfanylacetamide —— C15H20N2OS
N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-(3-methylphenyl)sulfanylacetamide
—— (2R)-2-(cyclopropylmethoxy)-N-[(1S)-1-(4-methylsulfanylphenyl)ethyl]propanamide —— C16H23NO2S
(2R)-2-(cyclopropylmethoxy)-N-[(1S)-1-(4-methylsulfanylphenyl)ethyl]propanamide
—— (3S,5R)-3-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-5-methyloxolan-2-one —— C13H15N3O3S
(3S,5R)-3-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-5-methyloxolan-2-one
—— (2R)-2-methoxy-N-[4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]propanamide —— C12H13N3O2S2
(2R)-2-methoxy-N-[4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]propanamide
—— 4-amino-2-[(3S,5R)-5-methyl-2-oxooxolan-3-yl]sulfanylpyrimidine-5-carbonitrile —— C10H10N4O2S
4-amino-2-[(3S,5R)-5-methyl-2-oxooxolan-3-yl]sulfanylpyrimidine-5-carbonitrile
—— (2S)-2-[3-(2,2,2-trifluoroethoxy)propylsulfonyl]propanoic acid —— C8H13F3O5S
(2S)-2-[3-(2,2,2-trifluoroethoxy)propylsulfonyl]propanoic acid
—— (2R)-2-[2-(3-methoxypropylamino)-2-oxoethyl]sulfonylpropanoic acid —— C9H17NO6S
(2R)-2-[2-(3-methoxypropylamino)-2-oxoethyl]sulfonylpropanoic acid
—— (2R)-2-[2-oxo-2-[[(2R)-pentan-2-yl]amino]ethyl]sulfonylpropanoic acid —— C10H19NO5S
(2R)-2-[2-oxo-2-[[(2R)-pentan-2-yl]amino]ethyl]sulfonylpropanoic acid
—— (2S)-2-[2-[cyclopropyl(ethyl)amino]-2-oxoethyl]sulfonylpropanoic acid —— C10H17NO5S
(2S)-2-[2-[cyclopropyl(ethyl)amino]-2-oxoethyl]sulfonylpropanoic acid
—— (3R,5R)-3-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-5-methyloxolan-2-one —— C13H19N3O2S2
(3R,5R)-3-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-5-methyloxolan-2-one
—— N-[[(1S)-cyclohex-3-en-1-yl]methyl]-2-pyridin-4-ylsulfanylacetamide —— C14H18N2OS
N-[[(1S)-cyclohex-3-en-1-yl]methyl]-2-pyridin-4-ylsulfanylacetamide
—— 2-[1-[(2S)-1-(ethylamino)-1-oxopropan-2-yl]tetrazol-5-yl]sulfanylacetic acid —— C8H13N5O3S
2-[1-[(2S)-1-(ethylamino)-1-oxopropan-2-yl]tetrazol-5-yl]sulfanylacetic acid
—— 2-[[4-[(3R)-1-ethylpiperidin-3-yl]-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C11H18N4O2S
2-[[4-[(3R)-1-ethylpiperidin-3-yl]-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— 2-[[4-[(2R)-1-(ethylamino)-1-oxopropan-2-yl]-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C9H14N4O3S
2-[[4-[(2R)-1-(ethylamino)-1-oxopropan-2-yl]-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— 2-[[4-[(2S)-1-(dimethylamino)-3-methylbutan-2-yl]-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C11H20N4O2S
2-[[4-[(2S)-1-(dimethylamino)-3-methylbutan-2-yl]-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— 2-pyridin-4-ylsulfanyl-N-[(1S)-1-thiophen-2-ylpropyl]acetamide —— C14H16N2OS2
2-pyridin-4-ylsulfanyl-N-[(1S)-1-thiophen-2-ylpropyl]acetamide
—— 2-[[4-[(2S)-1-(ethylamino)-1-oxopropan-2-yl]-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C9H14N4O3S
2-[[4-[(2S)-1-(ethylamino)-1-oxopropan-2-yl]-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— 2-[1-[(3R)-1-ethylpiperidin-3-yl]tetrazol-5-yl]sulfanylacetic acid —— C10H17N5O2S
2-[1-[(3R)-1-ethylpiperidin-3-yl]tetrazol-5-yl]sulfanylacetic acid
—— 2-[[4-[(1S)-1-(5-methylfuran-2-yl)ethyl]-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C11H13N3O3S
2-[[4-[(1S)-1-(5-methylfuran-2-yl)ethyl]-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— 2-[1-[(1R)-1-(5-methylthiophen-2-yl)ethyl]tetrazol-5-yl]sulfanylacetic acid —— C10H12N4O2S2
2-[1-[(1R)-1-(5-methylthiophen-2-yl)ethyl]tetrazol-5-yl]sulfanylacetic acid
—— 2-[1-[(2R)-1-pyrrolidin-1-ylpropan-2-yl]tetrazol-5-yl]sulfanylacetic acid —— C10H17N5O2S
2-[1-[(2R)-1-pyrrolidin-1-ylpropan-2-yl]tetrazol-5-yl]sulfanylacetic acid
—— 1-[[(2R)-2-(2-chlorophenyl)sulfanylpropanoyl]amino]-3-ethylurea —— C12H16ClN3O2S
1-[[(2R)-2-(2-chlorophenyl)sulfanylpropanoyl]amino]-3-ethylurea
—— 2-[[4-[(1R)-1-(5-methylthiophen-2-yl)ethyl]-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C11H13N3O2S2
2-[[4-[(1R)-1-(5-methylthiophen-2-yl)ethyl]-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— N-[(1S)-1-(5-chlorothiophen-2-yl)ethyl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide —— C10H10ClN3OS3
N-[(1S)-1-(5-chlorothiophen-2-yl)ethyl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide
—— N-[3-[(3S)-3-methylpiperidin-1-yl]propyl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide —— C13H22N4OS2
N-[3-[(3S)-3-methylpiperidin-1-yl]propyl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide
—— 6-[(1S)-1-(2-chlorophenyl)ethyl]sulfanyltetrazolo[1,5-b]pyridazine —— C12H10ClN5S
6-[(1S)-1-(2-chlorophenyl)ethyl]sulfanyltetrazolo[1,5-b]pyridazine
—— 6-[(1R)-1-(2-chlorophenyl)ethyl]sulfanyltetrazolo[1,5-b]pyridazine —— C12H10ClN5S
6-[(1R)-1-(2-chlorophenyl)ethyl]sulfanyltetrazolo[1,5-b]pyridazine
—— (2R)-2-(3-cyano-5-nitropyridin-2-yl)sulfanylpropanoic acid —— C9H7N3O4S
(2R)-2-(3-cyano-5-nitropyridin-2-yl)sulfanylpropanoic acid
—— N-[(1S)-2-(2-oxopyrrolidin-1-yl)-1-phenylethyl]-2-phenylsulfanylacetamide —— C20H22N2O2S
N-[(1S)-2-(2-oxopyrrolidin-1-yl)-1-phenylethyl]-2-phenylsulfanylacetamide
—— (2S)-N-cyclopropyl-2-(1-prop-2-enyltetrazol-5-yl)sulfanylpropanamide —— C10H15N5OS
(2S)-N-cyclopropyl-2-(1-prop-2-enyltetrazol-5-yl)sulfanylpropanamide
—— (2R)-N-[(2S)-2-hydroxy-2-phenylethyl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)propanamide —— C13H15N3O2S2
(2R)-N-[(2S)-2-hydroxy-2-phenylethyl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)propanamide
—— (2R)-2-(1-prop-2-enyltetrazol-5-yl)sulfanylpropanamide —— C7H11N5OS
(2R)-2-(1-prop-2-enyltetrazol-5-yl)sulfanylpropanamide
—— N-[(1R)-1-cyano-1-cyclopropylethyl]-2-(1,3-thiazol-2-ylsulfanyl)acetamide —— C11H13N3OS2
N-[(1R)-1-cyano-1-cyclopropylethyl]-2-(1,3-thiazol-2-ylsulfanyl)acetamide
—— N-[(1S)-1-(3,4-dimethylphenyl)ethyl]-2-(1,3-thiazol-2-ylsulfanyl)acetamide —— C15H18N2OS2
N-[(1S)-1-(3,4-dimethylphenyl)ethyl]-2-(1,3-thiazol-2-ylsulfanyl)acetamide
—— (2S,4S)-4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-oxo-2-[5-(trifluoromethyl)pyridin-2-yl]pentanenitrile —— C14H12F3N5OS
(2S,4S)-4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-oxo-2-[5-(trifluoromethyl)pyridin-2-yl]pentanenitrile
—— (2S,4R)-4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-oxo-2-[5-(trifluoromethyl)pyridin-2-yl]pentanenitrile —— C14H12F3N5OS
(2S,4R)-4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-oxo-2-[5-(trifluoromethyl)pyridin-2-yl]pentanenitrile
—— (2R,4S)-4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-oxo-2-[5-(trifluoromethyl)pyridin-2-yl]pentanenitrile —— C14H12F3N5OS
(2R,4S)-4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-oxo-2-[5-(trifluoromethyl)pyridin-2-yl]pentanenitrile
—— 2-(4-chlorophenyl)sulfanyl-N-[[(2S)-1,4-dioxan-2-yl]methyl]acetamide —— C13H16ClNO3S
2-(4-chlorophenyl)sulfanyl-N-[[(2S)-1,4-dioxan-2-yl]methyl]acetamide
—— N-[(1S)-1-cyano-1-cyclopropylethyl]-2-(1-prop-2-enyltetrazol-5-yl)sulfanylacetamide —— C12H16N6OS
N-[(1S)-1-cyano-1-cyclopropylethyl]-2-(1-prop-2-enyltetrazol-5-yl)sulfanylacetamide
—— (2R)-5-(2-fluorophenyl)sulfanyl-2-(4-methyl-1,3-thiazol-2-yl)-3-oxopentanenitrile —— C15H13FN2OS2
(2R)-5-(2-fluorophenyl)sulfanyl-2-(4-methyl-1,3-thiazol-2-yl)-3-oxopentanenitrile
—— (2R)-2-methyl-N-[4-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]phenyl]butanamide —— C15H18N2OS2
(2R)-2-methyl-N-[4-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]phenyl]butanamide
—— (2R)-N-(1-cyanocyclohexyl)-2-(1,3-thiazol-2-ylsulfanyl)propanamide —— C13H17N3OS2
(2R)-N-(1-cyanocyclohexyl)-2-(1,3-thiazol-2-ylsulfanyl)propanamide