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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-[[2-[(3R)-3-methylpiperidin-1-yl]-[1,3]thiazolo[4,5-d]pyrimidin-7-yl]sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]acetamide —— C23H29N5OS2
2-[[2-[(3R)-3-methylpiperidin-1-yl]-[1,3]thiazolo[4,5-d]pyrimidin-7-yl]sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]acetamide
—— N-[2-[(2S)-2-methylpiperidin-1-yl]ethyl]-1-(3-phenylsulfanylpyrazin-2-yl)piperidine-4-carboxamide —— C24H33N5OS
N-[2-[(2S)-2-methylpiperidin-1-yl]ethyl]-1-(3-phenylsulfanylpyrazin-2-yl)piperidine-4-carboxamide
—— N-[2-[(2R)-2-methylpiperidin-1-yl]ethyl]-1-(3-phenylsulfanylpyrazin-2-yl)piperidine-4-carboxamide —— C24H33N5OS
N-[2-[(2R)-2-methylpiperidin-1-yl]ethyl]-1-(3-phenylsulfanylpyrazin-2-yl)piperidine-4-carboxamide
—— (1R,5S)-spiro[bicyclo[3.2.1]octane-8,2'-[1,3]dithiolane]-3-carboxylic acid —— C11H16O2S2
(1R,5S)-spiro[bicyclo[3.2.1]octane-8,2'-[1,3]dithiolane]-3-carboxylic acid
—— dimethyl-[[[5-(2-nitrophenyl)sulfanyl-1,3-thiazol-2-yl]amino]methylidene]azanium —— C12H13N4O2S2+
dimethyl-[[[5-(2-nitrophenyl)sulfanyl-1,3-thiazol-2-yl]amino]methylidene]azanium
—— N-[(2R)-4-(furan-2-yl)butan-2-yl]-4-methylsulfanylaniline —— C15H19NOS
N-[(2R)-4-(furan-2-yl)butan-2-yl]-4-methylsulfanylaniline
—— (6Z)-5-imino-2-(3-methylphenyl)-6-[(4-methylsulfanylphenyl)methylidene]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one —— C20H16N4OS2
(6Z)-5-imino-2-(3-methylphenyl)-6-[(4-methylsulfanylphenyl)methylidene]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one
—— 1-[(Z)-but-2-enyl]sulfanyl-2-methylbenzene —— C11H14S
1-[(Z)-but-2-enyl]sulfanyl-2-methylbenzene
—— methyl N-[[(1-methylsulfanylethylideneamino)oxycarbonylamino]sulfanylcarbamoyloxy]ethanimidothioate —— C8H14N4O4S3
methyl N-[[(1-methylsulfanylethylideneamino)oxycarbonylamino]sulfanylcarbamoyloxy]ethanimidothioate
—— N-[(1R)-1-[4-(2-methoxyethylsulfanyl)phenyl]ethyl]propan-1-amine —— C14H23NOS
N-[(1R)-1-[4-(2-methoxyethylsulfanyl)phenyl]ethyl]propan-1-amine
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-chlorophenyl)sulfanylmethyl]-N-[(E)-[(Z)-2-methyl-3-phenylprop-2-enylidene]amino]triazole-4-carboxamide —— C22H19ClN8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-chlorophenyl)sulfanylmethyl]-N-[(E)-[(Z)-2-methyl-3-phenylprop-2-enylidene]amino]triazole-4-carboxamide
—— (1S)-N-ethyl-1-[3-fluoro-4-(2-methoxyethylsulfanyl)phenyl]ethanamine —— C13H20FNOS
(1S)-N-ethyl-1-[3-fluoro-4-(2-methoxyethylsulfanyl)phenyl]ethanamine
—— N-[(1S)-1-(5-chlorothiophen-2-yl)ethyl]-3-methylsulfanylaniline —— C13H14ClNS2
N-[(1S)-1-(5-chlorothiophen-2-yl)ethyl]-3-methylsulfanylaniline
—— (1R)-1-(4-methylsulfanylphenyl)-N-(thiophen-3-ylmethyl)ethanamine —— C14H17NS2
(1R)-1-(4-methylsulfanylphenyl)-N-(thiophen-3-ylmethyl)ethanamine
—— (1S)-1-(4-methylsulfanylphenyl)-N-(thiophen-3-ylmethyl)ethanamine —— C14H17NS2
(1S)-1-(4-methylsulfanylphenyl)-N-(thiophen-3-ylmethyl)ethanamine
—— 2-[(2-chloro-6-fluorobenzyl)sulfanyl]-5-[(2S)-pyrrolidin-2-yl]-1,3,4-oxadiazole —— C13H13ClFN3OS
2-[(2-chloro-6-fluorobenzyl)sulfanyl]-5-[(2S)-pyrrolidin-2-yl]-1,3,4-oxadiazole
—— 4-ethyl-N-[(1S)-1-(4-methylsulfanylphenyl)ethyl]cyclohexan-1-amine —— C17H27NS
4-ethyl-N-[(1S)-1-(4-methylsulfanylphenyl)ethyl]cyclohexan-1-amine
—— N-[(3S)-2-methyl-4-oxopentan-3-yl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C12H17N3O3S
N-[(3S)-2-methyl-4-oxopentan-3-yl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— 2-(butylsulfanyl)-5-[(2S)-pyrrolidin-2-yl]-1,3,4-oxadiazole —— C10H17N3OS
2-(butylsulfanyl)-5-[(2S)-pyrrolidin-2-yl]-1,3,4-oxadiazole
—— (Z)-2-(5,6-dimethyl-4-oxo-3H-thieno[2,3-d]pyrimidin-2-yl)-3-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]prop-2-enenitrile —— C21H16N6O3S2
(Z)-2-(5,6-dimethyl-4-oxo-3H-thieno[2,3-d]pyrimidin-2-yl)-3-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]prop-2-enenitrile
—— (Z)-3-[5-(4-chlorophenyl)sulfanylfuran-2-yl]-2-cyano-N-(3-methylphenyl)prop-2-enamide —— C21H15ClN2O2S
(Z)-3-[5-(4-chlorophenyl)sulfanylfuran-2-yl]-2-cyano-N-(3-methylphenyl)prop-2-enamide
—— (5E)-5-[(7-methyl-4-oxo-2-phenylsulfanylpyrido[1,2-a]pyrimidin-3-yl)methylidene]-3-[(4-methylphenyl)methyl]-2-sulfanylidene-1,3-thiazolidin-4-one —— C27H21N3O2S3
(5E)-5-[(7-methyl-4-oxo-2-phenylsulfanylpyrido[1,2-a]pyrimidin-3-yl)methylidene]-3-[(4-methylphenyl)methyl]-2-sulfanylidene-1,3-thiazolidin-4-one
—— N,N-dimethyl-2-({5-[(2S)-pyrrolidin-2-yl]-1,3,4-oxadiazol-2-yl}sulfanyl)acetamide —— C10H16N4O2S
N,N-dimethyl-2-({5-[(2S)-pyrrolidin-2-yl]-1,3,4-oxadiazol-2-yl}sulfanyl)acetamide
—— (4S,8Z)-2-amino-4-(4-methylsulfanylphenyl)-8-[(4-methylsulfanylphenyl)methylidene]-6-propyl-5,7-dihydro-4H-pyrano[3,2-c]pyridine-3-carbonitrile —— C27H29N3OS2
(4S,8Z)-2-amino-4-(4-methylsulfanylphenyl)-8-[(4-methylsulfanylphenyl)methylidene]-6-propyl-5,7-dihydro-4H-pyrano[3,2-c]pyridine-3-carbonitrile
—— (2R)-2-(1-methylimidazol-2-yl)sulfanylcyclohexan-1-one —— C10H14N2OS
(2R)-2-(1-methylimidazol-2-yl)sulfanylcyclohexan-1-one
—— [(2R)-2,3-dihydro-1-benzothiophen-2-yl]-[4-(2-hydroxyethyl)piperazin-1-yl]methanone —— C15H20N2O2S
[(2R)-2,3-dihydro-1-benzothiophen-2-yl]-[4-(2-hydroxyethyl)piperazin-1-yl]methanone
—— (2R)-2-(1,3,4-thiadiazol-2-ylsulfanyl)cyclohexan-1-one —— C8H10N2OS2
(2R)-2-(1,3,4-thiadiazol-2-ylsulfanyl)cyclohexan-1-one
—— (2S)-2-(3,4-dimethylphenyl)sulfanylcyclohexan-1-one —— C14H18OS
(2S)-2-(3,4-dimethylphenyl)sulfanylcyclohexan-1-one
—— (2R)-2-(2,4-dimethylphenyl)sulfanylcyclohexan-1-one —— C14H18OS
(2R)-2-(2,4-dimethylphenyl)sulfanylcyclohexan-1-one
—— (2S)-2-(4-fluorophenyl)sulfanylcyclohexan-1-one —— C12H13FOS
(2S)-2-(4-fluorophenyl)sulfanylcyclohexan-1-one
—— 2-[(2E,5S)-2-[(Z)-(4-methylsulfanylphenyl)methylidenehydrazinylidene]-4-oxo-1,3-thiazolidin-5-yl]acetic acid —— C13H13N3O3S2
2-[(2E,5S)-2-[(Z)-(4-methylsulfanylphenyl)methylidenehydrazinylidene]-4-oxo-1,3-thiazolidin-5-yl]acetic acid
—— (2E)-2-[(pyridin-2-ylamino)methylidene]-1-benzothiophen-3-one —— C14H10N2OS
(2E)-2-[(pyridin-2-ylamino)methylidene]-1-benzothiophen-3-one
—— (2S)-2-(2-chlorophenyl)sulfanylcyclohexan-1-one —— C12H13ClOS
(2S)-2-(2-chlorophenyl)sulfanylcyclohexan-1-one
—— 2-(propan-2-ylsulfanyl)-5-[(2S)-pyrrolidin-2-yl]-1,3,4-oxadiazole —— C9H15N3OS
2-(propan-2-ylsulfanyl)-5-[(2S)-pyrrolidin-2-yl]-1,3,4-oxadiazole
—— (5E)-3-[(2S)-2-ethylhexyl]-5-[(7-methyl-4-oxo-2-phenylsulfanylpyrido[1,2-a]pyrimidin-3-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C27H29N3O2S3
(5E)-3-[(2S)-2-ethylhexyl]-5-[(7-methyl-4-oxo-2-phenylsulfanylpyrido[1,2-a]pyrimidin-3-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— (2R)-2-(6-methyl-2-propan-2-ylpyrimidin-4-yl)sulfanylpropanoic acid —— C11H16N2O2S
(2R)-2-(6-methyl-2-propan-2-ylpyrimidin-4-yl)sulfanylpropanoic acid
—— (2S)-2-(6-methyl-2-propan-2-ylpyrimidin-4-yl)sulfanylpropanoic acid —— C11H16N2O2S
(2S)-2-(6-methyl-2-propan-2-ylpyrimidin-4-yl)sulfanylpropanoic acid
—— 1-[(3S,3aS,7Z)-3-thiophen-2-yl-7-(thiophen-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylethanone —— C25H26N4OS3
1-[(3S,3aS,7Z)-3-thiophen-2-yl-7-(thiophen-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylethanone
—— 1-[(E)-[(Z)-2-methylbut-2-enylidene]amino]-3-[(E)-[(E)-2-methylbut-2-enylidene]amino]thiourea —— C11H18N4S
1-[(E)-[(Z)-2-methylbut-2-enylidene]amino]-3-[(E)-[(E)-2-methylbut-2-enylidene]amino]thiourea
—— (2R)-2-(4-chlorophenyl)sulfanyl-N-[(2S)-2-hydroxypropyl]propanamide —— C12H16ClNO2S
(2R)-2-(4-chlorophenyl)sulfanyl-N-[(2S)-2-hydroxypropyl]propanamide
—— 2-(4-chlorophenyl)sulfanyl-N-[(2S)-1-hydroxybutan-2-yl]acetamide —— C12H16ClNO2S
2-(4-chlorophenyl)sulfanyl-N-[(2S)-1-hydroxybutan-2-yl]acetamide
—— 1-[(Z)-[(Z)-2-methylbut-2-enylidene]amino]-3-[(E)-[(Z)-2-methylbut-2-enylidene]amino]thiourea —— C11H18N4S
1-[(Z)-[(Z)-2-methylbut-2-enylidene]amino]-3-[(E)-[(Z)-2-methylbut-2-enylidene]amino]thiourea
—— N-[(2R)-1-hydroxybutan-2-yl]-2-(2-methylphenyl)sulfanylacetamide —— C13H19NO2S
N-[(2R)-1-hydroxybutan-2-yl]-2-(2-methylphenyl)sulfanylacetamide
—— (2S)-2-(4-chlorophenyl)sulfanyl-N-[(2R)-2-hydroxypropyl]propanamide —— C12H16ClNO2S
(2S)-2-(4-chlorophenyl)sulfanyl-N-[(2R)-2-hydroxypropyl]propanamide
—— N-[(2R)-1-hydroxybutan-2-yl]-2-(4-methylphenyl)sulfanylacetamide —— C13H19NO2S
N-[(2R)-1-hydroxybutan-2-yl]-2-(4-methylphenyl)sulfanylacetamide
—— 2-(4-bromophenyl)sulfanyl-N-[(2R)-1-hydroxybutan-2-yl]acetamide —— C12H16BrNO2S
2-(4-bromophenyl)sulfanyl-N-[(2R)-1-hydroxybutan-2-yl]acetamide
—— N-[(2S)-1-hydroxybutan-2-yl]-2-(2-methylphenyl)sulfanylacetamide —— C13H19NO2S
N-[(2S)-1-hydroxybutan-2-yl]-2-(2-methylphenyl)sulfanylacetamide
—— 2-(4-fluorophenyl)sulfanyl-N-[(2S)-1-hydroxybutan-2-yl]acetamide —— C12H16FNO2S
2-(4-fluorophenyl)sulfanyl-N-[(2S)-1-hydroxybutan-2-yl]acetamide
—— N-[(2R)-1-hydroxybutan-2-yl]-3-phenylsulfanylpropanamide —— C13H19NO2S
N-[(2R)-1-hydroxybutan-2-yl]-3-phenylsulfanylpropanamide
—— 2-(2,5-dimethylphenyl)sulfanyl-N-[(2R)-1-hydroxybutan-2-yl]acetamide —— C14H21NO2S
2-(2,5-dimethylphenyl)sulfanyl-N-[(2R)-1-hydroxybutan-2-yl]acetamide