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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)-oxolan-2-yl]methyl 3-phenylsulfanylpropanoate —— C14H18O3S
[(2S)-oxolan-2-yl]methyl 3-phenylsulfanylpropanoate
—— 2-[[5-[(5R)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-cyclopropylacetamide —— C19H25N3O2S2
2-[[5-[(5R)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-cyclopropylacetamide
—— (2R)-2-[[5-[(5S)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-cyclopropylpropanamide —— C20H27N3O2S2
(2R)-2-[[5-[(5S)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-cyclopropylpropanamide
—— 2-[[5-[(5S)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-ethylacetamide —— C18H25N3O2S2
2-[[5-[(5S)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-ethylacetamide
—— 2-[[5-[(5S)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylacetamide —— C17H23N3O2S2
2-[[5-[(5S)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylacetamide
—— N-[(1S)-1-(4-ethylphenyl)ethyl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C21H23N3O2S
N-[(1S)-1-(4-ethylphenyl)ethyl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (2S)-2-[[5-[(5R)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-cyclopropylpropanamide —— C20H27N3O2S2
(2S)-2-[[5-[(5R)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-cyclopropylpropanamide
—— (2S)-2-[[5-[(5S)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-cyclopropylpropanamide —— C20H27N3O2S2
(2S)-2-[[5-[(5S)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-cyclopropylpropanamide
—— 2-[[5-[(5S)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-cyclopropylacetamide —— C19H25N3O2S2
2-[[5-[(5S)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-cyclopropylacetamide
—— 2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S,2R,3S)-2,3-dimethylcyclohexyl]acetamide —— C18H22ClN3O2S
2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S,2R,3S)-2,3-dimethylcyclohexyl]acetamide
—— (2R)-2-[[5-[(5R)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-cyclopropylpropanamide —— C20H27N3O2S2
(2R)-2-[[5-[(5R)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-cyclopropylpropanamide
—— 3-[[4-(4-Methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-one —— C24H20N4O3S2
3-[[4-(4-Methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-one
—— N-[2-(4-fluorophenyl)ethyl]-2-pyrimidin-2-ylsulfanylacetamide —— C14H14FN3OS
N-[2-(4-fluorophenyl)ethyl]-2-pyrimidin-2-ylsulfanylacetamide
—— 2-[[5-[(5R)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylacetamide —— C17H23N3O2S2
2-[[5-[(5R)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylacetamide
—— 2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R,2R,3S)-2,3-dimethylcyclohexyl]acetamide —— C18H22ClN3O2S
2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R,2R,3S)-2,3-dimethylcyclohexyl]acetamide
—— N-[(1R)-1-(4-ethylphenyl)ethyl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C21H23N3O2S
N-[(1R)-1-(4-ethylphenyl)ethyl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— [2-(1-Adamantylamino)-2-oxoethyl] 2-(4-bromo-2-methylphenyl)sulfanylacetate —— C21H26BrNO3S
[2-(1-Adamantylamino)-2-oxoethyl] 2-(4-bromo-2-methylphenyl)sulfanylacetate
—— Butyl-S-(6-hydroxy-4-methyl-2-pyrimidyl)-thioglycolat 21418-90-6 C11H16N2O3S
Butyl-S-(6-hydroxy-4-methyl-2-pyrimidyl)-thioglycolat
—— (2R)-2-(4-chlorophenyl)sulfanyl-N,N-bis(prop-2-enyl)propanamide —— C15H18ClNOS
(2R)-2-(4-chlorophenyl)sulfanyl-N,N-bis(prop-2-enyl)propanamide
—— (2S)-2-(4-chlorophenyl)sulfanyl-N,N-bis(prop-2-enyl)propanamide —— C15H18ClNOS
(2S)-2-(4-chlorophenyl)sulfanyl-N,N-bis(prop-2-enyl)propanamide
—— 2-[[5-(Benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-[1-[(2-chlorophenyl)methyl]-2,5-dimethylpyrrol-3-yl]ethanone —— C24H23ClN4OS2
2-[[5-(Benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-[1-[(2-chlorophenyl)methyl]-2,5-dimethylpyrrol-3-yl]ethanone
—— N-[[4-(3-methoxyphenyl)-5-[5-(trifluoromethyl)pyridin-2-yl]sulfanyl-1,2,4-triazol-3-yl]methyl]acetamide —— C18H16F3N5O2S
N-[[4-(3-methoxyphenyl)-5-[5-(trifluoromethyl)pyridin-2-yl]sulfanyl-1,2,4-triazol-3-yl]methyl]acetamide
—— 1-{5-[(4-chlorophenyl)sulfanyl]-4-phenyl-1,3-thiazol-2-yl}-4-(2-thienyl)-1H-pyrazol-5-amine —— C22H15ClN4S3
1-{5-[(4-chlorophenyl)sulfanyl]-4-phenyl-1,3-thiazol-2-yl}-4-(2-thienyl)-1H-pyrazol-5-amine
—— 3-benzyl-4-ethyl-5-[(1R)-1-phenylethyl]sulfanyl-1,2,4-triazole —— C19H21N3S
3-benzyl-4-ethyl-5-[(1R)-1-phenylethyl]sulfanyl-1,2,4-triazole
—— 2-[[5-[(3-chloroanilino)methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(5-methylfuran-2-yl)methylideneamino]propanamide —— C19H21ClN6O2S
2-[[5-[(3-chloroanilino)methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(5-methylfuran-2-yl)methylideneamino]propanamide
—— 3-benzyl-4-ethyl-5-[(1S)-1-phenylethyl]sulfanyl-1,2,4-triazole —— C19H21N3S
3-benzyl-4-ethyl-5-[(1S)-1-phenylethyl]sulfanyl-1,2,4-triazole
—— methyl (2S)-2-[[4-benzyl-5-(pyrrolidin-1-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanoate —— C18H24N4O2S
methyl (2S)-2-[[4-benzyl-5-(pyrrolidin-1-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanoate
—— 2-[[4-butyl-5-[(1R)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]ethanone —— C19H35N5O2S
2-[[4-butyl-5-[(1R)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]ethanone
—— (2S)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-cyclohexyl-N-methylpropanamide —— C21H30N4OS
(2S)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-cyclohexyl-N-methylpropanamide
—— 4-benzyl-3-[(1S)-1-phenylethyl]sulfanyl-5-(pyrrolidin-1-ylmethyl)-1,2,4-triazole —— C22H26N4S
4-benzyl-3-[(1S)-1-phenylethyl]sulfanyl-5-(pyrrolidin-1-ylmethyl)-1,2,4-triazole
—— 4-benzyl-3-[(1R)-1-phenylethyl]sulfanyl-5-(pyrrolidin-1-ylmethyl)-1,2,4-triazole —— C22H26N4S
4-benzyl-3-[(1R)-1-phenylethyl]sulfanyl-5-(pyrrolidin-1-ylmethyl)-1,2,4-triazole
—— 2-[[4-butyl-5-[(1R)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-1-[(2S,6R)-2,6-dimethylmorpholin-4-yl]ethanone —— C19H35N5O2S
2-[[4-butyl-5-[(1R)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-1-[(2S,6R)-2,6-dimethylmorpholin-4-yl]ethanone
—— 2-[(2R)-butan-2-yl]sulfanyl-5-(trifluoromethyl)pyridine —— C10H12F3NS
2-[(2R)-butan-2-yl]sulfanyl-5-(trifluoromethyl)pyridine
—— 2-[[4-butyl-5-[(1R)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]ethanone —— C19H35N5O2S
2-[[4-butyl-5-[(1R)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]ethanone
—— 2-[(4-Methylphenyl)sulfanyl]-5,6,7,8-tetrahydro-3-quinolinecarbonitrile —— C17H16N2S
2-[(4-Methylphenyl)sulfanyl]-5,6,7,8-tetrahydro-3-quinolinecarbonitrile
—— 2-[(2S)-butan-2-yl]sulfanyl-5-(trifluoromethyl)pyridine —— C10H12F3NS
2-[(2S)-butan-2-yl]sulfanyl-5-(trifluoromethyl)pyridine
—— (2R)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-cyclohexyl-N-methylpropanamide —— C21H30N4OS
(2R)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-cyclohexyl-N-methylpropanamide
—— methyl (2R)-2-[[4-benzyl-5-(pyrrolidin-1-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanoate —— C18H24N4O2S
methyl (2R)-2-[[4-benzyl-5-(pyrrolidin-1-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanoate
—— 2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-6-methylheptan-2-yl]acetamide —— C18H24ClN3O2S
2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-6-methylheptan-2-yl]acetamide
—— (1S)-2,2-dichloro-N-(3-phenylsulfanylpropyl)cyclopropane-1-carboxamide —— C13H15Cl2NOS
(1S)-2,2-dichloro-N-(3-phenylsulfanylpropyl)cyclopropane-1-carboxamide
—— (Z)-3-[4-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanylmethyl]thiophen-2-yl]-2-cyanoprop-2-enethioamide —— C11H9N5S4
(Z)-3-[4-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanylmethyl]thiophen-2-yl]-2-cyanoprop-2-enethioamide
—— S-(4-chlorophenyl) N-[2-(furan-2-yl)ethenyl]carbamothioate —— C13H10ClNO2S
S-(4-chlorophenyl) N-[2-(furan-2-yl)ethenyl]carbamothioate
—— (1R)-2,2-dichloro-N-(3-phenylsulfanylpropyl)cyclopropane-1-carboxamide —— C13H15Cl2NOS
(1R)-2,2-dichloro-N-(3-phenylsulfanylpropyl)cyclopropane-1-carboxamide
—— (4S,8Z)-2-amino-4-(4-methylsulfanylphenyl)-8-[(4-methylsulfanylphenyl)methylidene]-4,5,6,7-tetrahydropyrano[3,2-c]pyridine-3-carbonitrile —— C24H23N3OS2
(4S,8Z)-2-amino-4-(4-methylsulfanylphenyl)-8-[(4-methylsulfanylphenyl)methylidene]-4,5,6,7-tetrahydropyrano[3,2-c]pyridine-3-carbonitrile
—— N-cyclohexyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C16H19N3OS3
N-cyclohexyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— ethyl (Z)-2-cyano-3-[4-[(1-methyltetrazol-5-yl)sulfanylmethyl]thiophen-2-yl]prop-2-enoate —— C13H13N5O2S2
ethyl (Z)-2-cyano-3-[4-[(1-methyltetrazol-5-yl)sulfanylmethyl]thiophen-2-yl]prop-2-enoate
—— (4R,8Z)-2-amino-4-(4-methylsulfanylphenyl)-8-[(4-methylsulfanylphenyl)methylidene]-4,5,6,7-tetrahydropyrano[3,2-c]pyridine-3-carbonitrile —— C24H23N3OS2
(4R,8Z)-2-amino-4-(4-methylsulfanylphenyl)-8-[(4-methylsulfanylphenyl)methylidene]-4,5,6,7-tetrahydropyrano[3,2-c]pyridine-3-carbonitrile
—— 2-[(Z)-4-[(3-cyano-6,7-dihydro-5H-cyclopenta[b]pyridin-2-yl)sulfanyl]but-2-enyl]sulfanyl-6,7-dihydro-5H-cyclopenta[b]pyridine-3-carbonitrile —— C22H20N4S2
2-[(Z)-4-[(3-cyano-6,7-dihydro-5H-cyclopenta[b]pyridin-2-yl)sulfanyl]but-2-enyl]sulfanyl-6,7-dihydro-5H-cyclopenta[b]pyridine-3-carbonitrile
—— (4S,8Z)-2-amino-4-(4-methylsulfanylphenyl)-8-[(4-methylsulfanylphenyl)methylidene]-6-propan-2-yl-5,7-dihydro-4H-pyrano[3,2-c]pyridine-3-carbonitrile —— C27H29N3OS2
(4S,8Z)-2-amino-4-(4-methylsulfanylphenyl)-8-[(4-methylsulfanylphenyl)methylidene]-6-propan-2-yl-5,7-dihydro-4H-pyrano[3,2-c]pyridine-3-carbonitrile
—— 2-[(4-ethyl-5-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-(thiophen-2-ylmethyl)acetamide —— C14H17N3O2S2
2-[(4-ethyl-5-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-(thiophen-2-ylmethyl)acetamide