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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
—— 1-Benzylsulfonyl-4-[2-(4-methylphenyl)sulfanylethyl]piperazine —— C20H26N2O2S2
1-Benzylsulfonyl-4-[2-(4-methylphenyl)sulfanylethyl]piperazine
—— 2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-prop-2-enylacetamide —— C13H12ClN3O2S
2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-prop-2-enylacetamide
—— (2R)-2-(2-chlorophenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methylpropanamide —— C14H18ClNO3S2
(2R)-2-(2-chlorophenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methylpropanamide
—— (4R)-N-[(E)-(4-methylsulfanylphenyl)methylideneamino]-5-oxo-1,4-dihydropyrazole-4-carboxamide —— C12H12N4O2S
(4R)-N-[(E)-(4-methylsulfanylphenyl)methylideneamino]-5-oxo-1,4-dihydropyrazole-4-carboxamide
—— N-cycloheptyl-2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C13H22N4OS2
N-cycloheptyl-2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (4S)-N-[(E)-(4-methylsulfanylphenyl)methylideneamino]-5-oxo-1,4-dihydropyrazole-4-carboxamide —— C12H12N4O2S
(4S)-N-[(E)-(4-methylsulfanylphenyl)methylideneamino]-5-oxo-1,4-dihydropyrazole-4-carboxamide
—— 2-methyl-4-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanyl-5-phenylthieno[2,3-d]pyrimidine —— C19H18N6OS2
2-methyl-4-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanyl-5-phenylthieno[2,3-d]pyrimidine
—— (2E)-5-prop-2-enylsulfanyl-2-pyrrol-2-ylidene-3H-1,3,4-oxadiazole —— C9H9N3OS
(2E)-5-prop-2-enylsulfanyl-2-pyrrol-2-ylidene-3H-1,3,4-oxadiazole
—— (2E)-5-(2-methylprop-2-enylsulfanyl)-2-pyrrol-2-ylidene-3H-1,3,4-oxadiazole —— C10H11N3OS
(2E)-5-(2-methylprop-2-enylsulfanyl)-2-pyrrol-2-ylidene-3H-1,3,4-oxadiazole
—— 5-methyl-4-[1-[[(2S)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanyl-6-phenylthieno[2,3-d]pyrimidine —— C19H18N6OS2
5-methyl-4-[1-[[(2S)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanyl-6-phenylthieno[2,3-d]pyrimidine
—— 2-(3,4-dimethylphenyl)sulfanyl-N-[(2R)-2-(5-methylfuran-2-yl)-2-morpholin-4-ylethyl]pyridine-3-carboxamide —— C25H29N3O3S
2-(3,4-dimethylphenyl)sulfanyl-N-[(2R)-2-(5-methylfuran-2-yl)-2-morpholin-4-ylethyl]pyridine-3-carboxamide
—— 1-(5-Phenyl-3,4-dihydropyrazol-2-yl)-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone —— C17H14N4O2S2
1-(5-Phenyl-3,4-dihydropyrazol-2-yl)-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone
—— 2-(3,4-dimethylphenyl)sulfanyl-N-[(2S)-2-(5-methylfuran-2-yl)-2-morpholin-4-ylethyl]pyridine-3-carboxamide —— C25H29N3O3S
2-(3,4-dimethylphenyl)sulfanyl-N-[(2S)-2-(5-methylfuran-2-yl)-2-morpholin-4-ylethyl]pyridine-3-carboxamide
—— 2-(1-benzyltetrazol-5-yl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-propylacetamide —— C17H23N5O3S2
2-(1-benzyltetrazol-5-yl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-propylacetamide
—— 2-(4-bromo-2-methylphenyl)sulfanyl-N-methyl-N-[(1S)-1-thiophen-2-ylethyl]acetamide —— C16H18BrNOS2
2-(4-bromo-2-methylphenyl)sulfanyl-N-methyl-N-[(1S)-1-thiophen-2-ylethyl]acetamide
—— 1-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C15H22N4O2S
1-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— 1-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C15H22N4O2S
1-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— 1-[1-[2-(Cyclohexen-1-yl)ethyl]-2,5-dimethylpyrrol-3-yl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C23H27N3O3S
1-[1-[2-(Cyclohexen-1-yl)ethyl]-2,5-dimethylpyrrol-3-yl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— (2R)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-cycloheptylpropanamide —— C18H22ClN3O2S
(2R)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-cycloheptylpropanamide
—— [(4'aR)-2',2',8'-trimethylspiro[1,3-dithiane-2,7'-3,4,5,6-tetrahydro-1H-naphthalene]-4'a-yl]methanol —— C17H28OS2
[(4'aR)-2',2',8'-trimethylspiro[1,3-dithiane-2,7'-3,4,5,6-tetrahydro-1H-naphthalene]-4'a-yl]methanol
—— (2R)-2-cyano-N-cyclohexyl-3-oxo-4-pyridin-4-ylsulfanylbutanamide —— C16H19N3O2S
(2R)-2-cyano-N-cyclohexyl-3-oxo-4-pyridin-4-ylsulfanylbutanamide
—— N-[(2S)-2-(diethylamino)-2-phenylethyl]-2-(3,4-difluorophenyl)sulfanylacetamide —— C20H24F2N2OS
N-[(2S)-2-(diethylamino)-2-phenylethyl]-2-(3,4-difluorophenyl)sulfanylacetamide
—— N-[(2R)-2-(diethylamino)-2-phenylethyl]-2-(3,4-difluorophenyl)sulfanylacetamide —— C20H24F2N2OS
N-[(2R)-2-(diethylamino)-2-phenylethyl]-2-(3,4-difluorophenyl)sulfanylacetamide
—— 2-[[5-(Furan-2-yl)-1,2-oxazol-3-yl]methylsulfanyl]-5-[(2-methyl-1,3-thiazol-4-yl)methyl]-1,3,4-oxadiazole —— C15H12N4O3S2
2-[[5-(Furan-2-yl)-1,2-oxazol-3-yl]methylsulfanyl]-5-[(2-methyl-1,3-thiazol-4-yl)methyl]-1,3,4-oxadiazole
—— [2-oxo-2-(2-phenylsulfanylanilino)ethyl] (1R,2R,4R)-bicyclo[2.2.1]heptane-2-carboxylate —— C22H23NO3S
[2-oxo-2-(2-phenylsulfanylanilino)ethyl] (1R,2R,4R)-bicyclo[2.2.1]heptane-2-carboxylate
—— (2S)-2-(2-chlorophenyl)sulfanyl-N-cycloheptylpropanamide —— C16H22ClNOS
(2S)-2-(2-chlorophenyl)sulfanyl-N-cycloheptylpropanamide
—— N-[(2-bromophenyl)methyl]-N-methyl-2-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylacetamide —— C16H20BrN5O2S
N-[(2-bromophenyl)methyl]-N-methyl-2-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylacetamide
—— N-[(2-bromophenyl)methyl]-N-methyl-2-[1-[[(2S)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylacetamide —— C16H20BrN5O2S
N-[(2-bromophenyl)methyl]-N-methyl-2-[1-[[(2S)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylacetamide
—— (2E)-3-{4-[(5-amino(1,3,4-thiadiazol-2-ylthio))methyl](2-thienyl)}-2-(aminothi oxomethyl)prop-2-enenitrile —— C11H9N5S4
(2E)-3-{4-[(5-amino(1,3,4-thiadiazol-2-ylthio))methyl](2-thienyl)}-2-(aminothi oxomethyl)prop-2-enenitrile
—— 5-[[2-(2-chlorophenyl)-1,3-thiazol-4-yl]methylsulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine —— C17H17ClN4OS3
5-[[2-(2-chlorophenyl)-1,3-thiazol-4-yl]methylsulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine
—— 5-[[2-(2-chlorophenyl)-1,3-thiazol-4-yl]methylsulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine —— C17H17ClN4OS3
5-[[2-(2-chlorophenyl)-1,3-thiazol-4-yl]methylsulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine
—— N-[2-(4-methylphenyl)sulfanylethyl]-2-[[5-[[(2S)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C18H24N4O2S3
N-[2-(4-methylphenyl)sulfanylethyl]-2-[[5-[[(2S)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— ethyl (2E)-2-cyano-3-{4-[(1-methyl(1,2,3,4-tetraazol-5-ylthio))methyl](2-thien yl)}prop-2-enoate —— C13H13N5O2S2
ethyl (2E)-2-cyano-3-{4-[(1-methyl(1,2,3,4-tetraazol-5-ylthio))methyl](2-thien yl)}prop-2-enoate
—— N-[2-(4-methylphenyl)sulfanylethyl]-2-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C18H24N4O2S3
N-[2-(4-methylphenyl)sulfanylethyl]-2-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-benzyl-2-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-phenylethyl)acetamide —— C24H28N4O2S2
N-benzyl-2-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-phenylethyl)acetamide
—— N-[(5-chlorothiophen-2-yl)methyl]-N-methyl-2-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C15H19ClN4O2S3
N-[(5-chlorothiophen-2-yl)methyl]-N-methyl-2-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[(5-chlorothiophen-2-yl)methyl]-N-methyl-2-[[5-[[(2S)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C15H19ClN4O2S3
N-[(5-chlorothiophen-2-yl)methyl]-N-methyl-2-[[5-[[(2S)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N,N-bis(3-methylbutyl)-2-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C19H34N4O2S2
N,N-bis(3-methylbutyl)-2-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[(1R)-1-(3,4-dimethylphenyl)ethyl]-2-[[5-[[(2S)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C19H26N4O2S2
N-[(1R)-1-(3,4-dimethylphenyl)ethyl]-2-[[5-[[(2S)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 1-(Azepan-1-yl)-3-phenylsulfanylpropan-1-one —— C15H21NOS
1-(Azepan-1-yl)-3-phenylsulfanylpropan-1-one
—— N-[(1R)-1-(3,4-dimethylphenyl)ethyl]-2-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C19H26N4O2S2
N-[(1R)-1-(3,4-dimethylphenyl)ethyl]-2-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-benzyl-2-[[5-[[(2S)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-phenylethyl)acetamide —— C24H28N4O2S2
N-benzyl-2-[[5-[[(2S)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-phenylethyl)acetamide
—— N-[(1R)-1-(4-chlorophenyl)ethyl]-2-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C17H21ClN4O2S2
N-[(1R)-1-(4-chlorophenyl)ethyl]-2-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N,N-bis(3-methylbutyl)-2-[[5-[[(2S)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C19H34N4O2S2
N,N-bis(3-methylbutyl)-2-[[5-[[(2S)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 3-(4-ethylphenyl)-N'-[2-(4-methylphenyl)sulfanylacetyl]propanehydrazide —— C20H24N2O2S
3-(4-ethylphenyl)-N'-[2-(4-methylphenyl)sulfanylacetyl]propanehydrazide
—— N-[4-(3,4-dimethylphenyl)sulfanylphenyl]-1-(2,2-dimethylpropanoyl)piperidine-4-carboxamide —— C25H32N2O2S
N-[4-(3,4-dimethylphenyl)sulfanylphenyl]-1-(2,2-dimethylpropanoyl)piperidine-4-carboxamide
—— 1-cyclopentyl-3-[[(2S)-2-(4-methylphenyl)sulfanylpropanoyl]amino]thiourea —— C16H23N3OS2
1-cyclopentyl-3-[[(2S)-2-(4-methylphenyl)sulfanylpropanoyl]amino]thiourea
—— 1-cyclopentyl-3-[[(2R)-2-(4-methylphenyl)sulfanylpropanoyl]amino]thiourea —— C16H23N3OS2
1-cyclopentyl-3-[[(2R)-2-(4-methylphenyl)sulfanylpropanoyl]amino]thiourea
—— 1-(4-fluorophenyl)-3-[[(2R)-2-(4-methylphenyl)sulfanylpropanoyl]amino]thiourea —— C17H18FN3OS2
1-(4-fluorophenyl)-3-[[(2R)-2-(4-methylphenyl)sulfanylpropanoyl]amino]thiourea
—— (2S)-N'-[2-(2-fluorophenyl)sulfanylacetyl]-2-(4-methylphenyl)sulfanylpropanehydrazide —— C18H19FN2O2S2
(2S)-N'-[2-(2-fluorophenyl)sulfanylacetyl]-2-(4-methylphenyl)sulfanylpropanehydrazide