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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-(4-chlorophenyl)sulfanylethyl 4-acetyl-3,5-dimethyl-1H-pyrrole-2-carboxylate —— C17H18ClNO3S
2-(4-chlorophenyl)sulfanylethyl 4-acetyl-3,5-dimethyl-1H-pyrrole-2-carboxylate
—— [2-(6-Amino-1-methyl-2,4-dioxopyrimidin-5-yl)-2-oxoethyl] 3-(4-chlorophenyl)sulfanylpropanoate —— C16H16ClN3O5S
[2-(6-Amino-1-methyl-2,4-dioxopyrimidin-5-yl)-2-oxoethyl] 3-(4-chlorophenyl)sulfanylpropanoate
—— 4-O-[2-(4-chlorophenyl)sulfanylethyl] 2-O-ethyl 3,5-dimethyl-1H-pyrrole-2,4-dicarboxylate —— C18H20ClNO4S
4-O-[2-(4-chlorophenyl)sulfanylethyl] 2-O-ethyl 3,5-dimethyl-1H-pyrrole-2,4-dicarboxylate
—— 2-O-[2-(4-chlorophenyl)sulfanylethyl] 4-O-ethyl 3,5-dimethyl-1H-pyrrole-2,4-dicarboxylate —— C18H20ClNO4S
2-O-[2-(4-chlorophenyl)sulfanylethyl] 4-O-ethyl 3,5-dimethyl-1H-pyrrole-2,4-dicarboxylate
—— 3-[(1R)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-5-(trifluoromethyl)-1,2,4-triazol-4-amine —— C11H9F3N6OS2
3-[(1R)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-5-(trifluoromethyl)-1,2,4-triazol-4-amine
—— 3-[(1S)-4-methylsulfonyl-6-oxocyclohexa-2,4-dien-1-yl]propanoic acid —— C10H12O5S
3-[(1S)-4-methylsulfonyl-6-oxocyclohexa-2,4-dien-1-yl]propanoic acid
—— [2-(6-Amino-1-methyl-2,4-dioxopyrimidin-5-yl)-2-oxoethyl] 4-(4-chlorophenyl)sulfanylbutanoate —— C17H18ClN3O5S
[2-(6-Amino-1-methyl-2,4-dioxopyrimidin-5-yl)-2-oxoethyl] 4-(4-chlorophenyl)sulfanylbutanoate
—— [2-(6-Amino-1-methyl-2,4-dioxopyrimidin-5-yl)-2-oxoethyl] 3-phenylsulfanylpropanoate —— C16H17N3O5S
[2-(6-Amino-1-methyl-2,4-dioxopyrimidin-5-yl)-2-oxoethyl] 3-phenylsulfanylpropanoate
—— N-benzyl-5-[(1-butyltetrazol-5-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C15H19N7S2
N-benzyl-5-[(1-butyltetrazol-5-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— 2-(4-bromophenyl)sulfanyl-N-cyclopropyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide —— C15H18BrNO3S2
2-(4-bromophenyl)sulfanyl-N-cyclopropyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide
—— 6-Amino-1-methyl-5-[2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetyl]pyrimidine-2,4-dione —— C12H12N4O4S
6-Amino-1-methyl-5-[2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetyl]pyrimidine-2,4-dione
—— 1-butyl-5-(1H-1,2,4-triazol-5-ylsulfanylmethyl)tetrazole —— C8H13N7S
1-butyl-5-(1H-1,2,4-triazol-5-ylsulfanylmethyl)tetrazole
—— N-cyclopropyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide —— C11H16N4O3S2
N-cyclopropyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide
—— 2-[(1R)-1-(1-oxidopyridin-1-ium-2-yl)sulfanylethyl]-5-thiophen-2-yl-1,3,4-oxadiazole —— C13H11N3O2S2
2-[(1R)-1-(1-oxidopyridin-1-ium-2-yl)sulfanylethyl]-5-thiophen-2-yl-1,3,4-oxadiazole
—— 2-[(1S)-1-(1-oxidopyridin-1-ium-2-yl)sulfanylethyl]-5-thiophen-2-yl-1,3,4-oxadiazole —— C13H11N3O2S2
2-[(1S)-1-(1-oxidopyridin-1-ium-2-yl)sulfanylethyl]-5-thiophen-2-yl-1,3,4-oxadiazole
—— N-cyclopropyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-(1-methyltetrazol-5-yl)sulfanylacetamide —— C11H17N5O3S2
N-cyclopropyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-(1-methyltetrazol-5-yl)sulfanylacetamide
—— N-cyclopropyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-(1-methyltetrazol-5-yl)sulfanylacetamide —— C11H17N5O3S2
N-cyclopropyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-(1-methyltetrazol-5-yl)sulfanylacetamide
—— [2-[4-(2,5-dimethylphenyl)sulfanylanilino]-2-oxoethyl] (E)-but-2-enoate —— C20H21NO3S
[2-[4-(2,5-dimethylphenyl)sulfanylanilino]-2-oxoethyl] (E)-but-2-enoate
—— (6R)-2,6-diamino-4-[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]-5,6,7,8-tetrahydroquinoline-3-carbonitrile —— C17H17N7OS
(6R)-2,6-diamino-4-[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]-5,6,7,8-tetrahydroquinoline-3-carbonitrile
—— (3S)-3-[[(3S)-1-hydroxyhexan-3-yl]disulfanyl]hexan-1-ol —— C12H26O2S2
(3S)-3-[[(3S)-1-hydroxyhexan-3-yl]disulfanyl]hexan-1-ol
—— (6S)-2,6-diamino-4-[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]-5,6,7,8-tetrahydroquinoline-3-carbonitrile —— C17H17N7OS
(6S)-2,6-diamino-4-[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]-5,6,7,8-tetrahydroquinoline-3-carbonitrile
—— (Z)-N-(3-benzylsulfanyl-5-propyl-1,2,4-triazol-4-yl)-1-(2-methylphenyl)methanimine —— C20H22N4S
(Z)-N-(3-benzylsulfanyl-5-propyl-1,2,4-triazol-4-yl)-1-(2-methylphenyl)methanimine
—— (3R)-3-[[(3R)-1-hydroxyhexan-3-yl]disulfanyl]hexan-1-ol —— C12H26O2S2
(3R)-3-[[(3R)-1-hydroxyhexan-3-yl]disulfanyl]hexan-1-ol
—— 2-methylsulfanyl-5-[1-[(2R)-1-pyridin-3-ylpropan-2-yl]imidazol-2-yl]pyrimidine —— C16H17N5S
2-methylsulfanyl-5-[1-[(2R)-1-pyridin-3-ylpropan-2-yl]imidazol-2-yl]pyrimidine
—— (3S)-3-[[(3R)-1-hydroxyhexan-3-yl]disulfanyl]hexan-1-ol —— C12H26O2S2
(3S)-3-[[(3R)-1-hydroxyhexan-3-yl]disulfanyl]hexan-1-ol
—— 2-methylsulfanyl-5-[1-[(2S)-1-pyridin-3-ylpropan-2-yl]imidazol-2-yl]pyrimidine —— C16H17N5S
2-methylsulfanyl-5-[1-[(2S)-1-pyridin-3-ylpropan-2-yl]imidazol-2-yl]pyrimidine
—— [2-[2-(4-chlorophenyl)sulfanylanilino]-2-oxoethyl] (E)-but-2-enoate —— C18H16ClNO3S
[2-[2-(4-chlorophenyl)sulfanylanilino]-2-oxoethyl] (E)-but-2-enoate
—— 5-[(1-Butyltetrazol-5-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C8H13N7S2
5-[(1-Butyltetrazol-5-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— 2-(4-chlorophenyl)sulfanyl-N-cyclopropyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide —— C15H18ClNO3S2
2-(4-chlorophenyl)sulfanyl-N-cyclopropyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide
—— 6-Amino-5-[2-(4-chlorophenyl)sulfanylacetyl]-1-methylpyrimidine-2,4-dione —— C13H12ClN3O3S
6-Amino-5-[2-(4-chlorophenyl)sulfanylacetyl]-1-methylpyrimidine-2,4-dione
—— 3,3-Diethyl-7,8-dimethyl-1,5-dihydro-2,4-benzodithiepine —— C15H22S2
3,3-Diethyl-7,8-dimethyl-1,5-dihydro-2,4-benzodithiepine
—— ethyl (Z)-3-(4-bromophenyl)sulfanyl-2-cyano-3-methylsulfanylprop-2-enoate —— C13H12BrNO2S2
ethyl (Z)-3-(4-bromophenyl)sulfanyl-2-cyano-3-methylsulfanylprop-2-enoate
—— 4-[(4-Chloro-3-methylphenyl)sulfanylmethyl]-1,3-thiazol-2-amine —— C11H11ClN2S2
4-[(4-Chloro-3-methylphenyl)sulfanylmethyl]-1,3-thiazol-2-amine
—— 1-(1,4-Diazepan-1-yl)-3-thiophen-2-ylsulfanylpropan-1-one —— C12H18N2OS2
1-(1,4-Diazepan-1-yl)-3-thiophen-2-ylsulfanylpropan-1-one
—— [(1R)-2-[[2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl]amino]-1-phenylethyl]-dimethylazanium —— C16H23N4OS3+
[(1R)-2-[[2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl]amino]-1-phenylethyl]-dimethylazanium
—— N-[(2R)-2-(dimethylamino)-2-phenylethyl]-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C16H22N4OS3
N-[(2R)-2-(dimethylamino)-2-phenylethyl]-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— (2R)-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S)-1-(4-fluorophenyl)ethyl]propanamide —— C15H18FN3OS3
(2R)-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S)-1-(4-fluorophenyl)ethyl]propanamide
—— (2S)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C13H20N4OS3
(2S)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-cyclopropyl-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C10H15N3OS3
(2S)-N-cyclopropyl-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— 2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2-methylpropyl)acetamide —— C10H17N3OS3
2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2-methylpropyl)acetamide
—— ethyl N-[2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl]carbamate —— C9H13N3O3S3
ethyl N-[2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl]carbamate
—— 2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-methylacetamide —— C7H11N3OS3
2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-methylacetamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C10H15N3O3S4
N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— 2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1R)-1-thiophen-2-ylethyl]acetamide —— C12H15N3OS4
2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1R)-1-thiophen-2-ylethyl]acetamide
—— N-[(1S)-1-(2,4-difluorophenyl)ethyl]-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C14H15F2N3OS3
N-[(1S)-1-(2,4-difluorophenyl)ethyl]-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— (2R)-N-cyclopentyl-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C12H19N3OS3
(2R)-N-cyclopentyl-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (2R)-N-[2-(cyclohexen-1-yl)ethyl]-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C15H23N3OS3
(2R)-N-[2-(cyclohexen-1-yl)ethyl]-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— N-[(1R)-1-(1-adamantyl)ethyl]-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C18H27N3OS3
N-[(1R)-1-(1-adamantyl)ethyl]-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— N-(1-cyanocyclohexyl)-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C13H18N4OS3
N-(1-cyanocyclohexyl)-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— (2R)-N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C13H20N4OS3
(2R)-N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide