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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-[(1R)-1-(4-bromophenyl)ethyl]-2-[[4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C17H17BrN4O2S
N-[(1R)-1-(4-bromophenyl)ethyl]-2-[[4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (3R)-5-chloro-7-methylsulfanyl-16,20-dioxa-10-thia-2,6,8,12-tetrazapentacyclo[11.9.0.02,11.04,9.015,21]docosa-1(22),4(9),5,7,11,13,15(21)-heptaen-3-ol —— C16H13ClN4O3S2
(3R)-5-chloro-7-methylsulfanyl-16,20-dioxa-10-thia-2,6,8,12-tetrazapentacyclo[11.9.0.02,11.04,9.015,21]docosa-1(22),4(9),5,7,11,13,15(21)-heptaen-3-ol
—— 2-[[4-cyclopropyl-5-(4-methylpiperidin-1-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-(4-ethylphenyl)ethyl]acetamide —— C23H33N5OS
2-[[4-cyclopropyl-5-(4-methylpiperidin-1-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-(4-ethylphenyl)ethyl]acetamide
—— 3-Phenylsulfanyl-1-(4-thiophen-2-ylsulfonylpiperazin-1-yl)propan-1-one —— C17H20N2O3S3
3-Phenylsulfanyl-1-(4-thiophen-2-ylsulfonylpiperazin-1-yl)propan-1-one
—— 2-(2-Methylphenyl)sulfanyl-1-(4-thiophen-2-ylsulfonylpiperazin-1-yl)ethanone —— C17H20N2O3S3
2-(2-Methylphenyl)sulfanyl-1-(4-thiophen-2-ylsulfonylpiperazin-1-yl)ethanone
—— N-[(1S)-1-(4-chlorophenyl)ethyl]-2-[[4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C17H17ClN4O2S
N-[(1S)-1-(4-chlorophenyl)ethyl]-2-[[4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (2R)-2-phenylsulfanyl-1-(4-thiophen-2-ylsulfonylpiperazin-1-yl)propan-1-one —— C17H20N2O3S3
(2R)-2-phenylsulfanyl-1-(4-thiophen-2-ylsulfonylpiperazin-1-yl)propan-1-one
—— 2-[(5-butylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(3R)-2-methyl-4-oxopentan-3-yl]acetamide —— C14H23N3O2S3
2-[(5-butylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(3R)-2-methyl-4-oxopentan-3-yl]acetamide
—— 2-[(5-butylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(3S)-2-methyl-4-oxopentan-3-yl]acetamide —— C14H23N3O2S3
2-[(5-butylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(3S)-2-methyl-4-oxopentan-3-yl]acetamide
—— 3-[5-[2-[[(3R)-2-methyl-4-oxopentan-3-yl]amino]-2-oxoethyl]sulfanyl-4-(2-methylpropyl)-1,2,4-triazol-3-yl]propanamide —— C17H29N5O3S
3-[5-[2-[[(3R)-2-methyl-4-oxopentan-3-yl]amino]-2-oxoethyl]sulfanyl-4-(2-methylpropyl)-1,2,4-triazol-3-yl]propanamide
—— 3-[5-[2-[[(3S)-2-methyl-4-oxopentan-3-yl]amino]-2-oxoethyl]sulfanyl-4-(2-methylpropyl)-1,2,4-triazol-3-yl]propanamide —— C17H29N5O3S
3-[5-[2-[[(3S)-2-methyl-4-oxopentan-3-yl]amino]-2-oxoethyl]sulfanyl-4-(2-methylpropyl)-1,2,4-triazol-3-yl]propanamide
—— N-[(3R)-2-methyl-4-oxopentan-3-yl]-2-[[4-(2-phenylethyl)-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C23H28N4O2S2
N-[(3R)-2-methyl-4-oxopentan-3-yl]-2-[[4-(2-phenylethyl)-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[(3S)-2-methyl-4-oxopentan-3-yl]-2-[[4-(2-phenylethyl)-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C23H28N4O2S2
N-[(3S)-2-methyl-4-oxopentan-3-yl]-2-[[4-(2-phenylethyl)-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-(4,5-dichloro-6-oxopyridazin-1-yl)-N-methyl-N-[(4-methylsulfanylphenyl)methyl]acetamide —— C15H15Cl2N3O2S
2-(4,5-dichloro-6-oxopyridazin-1-yl)-N-methyl-N-[(4-methylsulfanylphenyl)methyl]acetamide
—— [2-[(2-fluorophenyl)methylamino]-2-oxoethyl] (2S)-2-phenyl-2-phenylsulfanylacetate —— C23H20FNO3S
[2-[(2-fluorophenyl)methylamino]-2-oxoethyl] (2S)-2-phenyl-2-phenylsulfanylacetate
—— 1,3-dimethyl-6-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanylmethyl]pyrimidine-2,4-dione —— C14H19N5O4S
1,3-dimethyl-6-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanylmethyl]pyrimidine-2,4-dione
—— [2-[(2R)-2-methylmorpholin-4-yl]-2-oxoethyl] 3-(2-chlorophenyl)sulfanylpropanoate —— C16H20ClNO4S
[2-[(2R)-2-methylmorpholin-4-yl]-2-oxoethyl] 3-(2-chlorophenyl)sulfanylpropanoate
—— 3-[2-(difluoromethylsulfanyl)-4,6-dimethylpyrimidin-5-yl]-N-[(2-methylphenyl)methyl]propanamide —— C18H21F2N3OS
3-[2-(difluoromethylsulfanyl)-4,6-dimethylpyrimidin-5-yl]-N-[(2-methylphenyl)methyl]propanamide
—— 1,3-dimethyl-6-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanylmethyl]pyrimidine-2,4-dione —— C14H19N5O4S
1,3-dimethyl-6-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanylmethyl]pyrimidine-2,4-dione
—— 1,3-dimethyl-6-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanylmethyl]pyrimidine-2,4-dione —— C18H20N4O3S
1,3-dimethyl-6-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanylmethyl]pyrimidine-2,4-dione
—— [2-[(2S)-2-methylmorpholin-4-yl]-2-oxoethyl] 3-(2-chlorophenyl)sulfanylpropanoate —— C16H20ClNO4S
[2-[(2S)-2-methylmorpholin-4-yl]-2-oxoethyl] 3-(2-chlorophenyl)sulfanylpropanoate
—— 1-[(2R)-2-methylmorpholin-4-yl]-2-[[5-(2-thiophen-2-ylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C15H20N4O2S3
1-[(2R)-2-methylmorpholin-4-yl]-2-[[5-(2-thiophen-2-ylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— 1,3-dimethyl-6-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanylmethyl]pyrimidine-2,4-dione —— C18H20N4O3S
1,3-dimethyl-6-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanylmethyl]pyrimidine-2,4-dione
—— (2S)-N-[(1S)-1-phenylbutyl]-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C18H24N4OS2
(2S)-N-[(1S)-1-phenylbutyl]-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (1R,2S)-2-(4-fluorophenyl)-N-[3-[4-(2-methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propyl]cyclopropane-1-carboxamide —— C20H27FN4OS
(1R,2S)-2-(4-fluorophenyl)-N-[3-[4-(2-methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propyl]cyclopropane-1-carboxamide
—— 2-(2-fluorophenyl)sulfanyl-N-[(2S)-3-methylbutan-2-yl]-5-nitrobenzamide —— C18H19FN2O3S
2-(2-fluorophenyl)sulfanyl-N-[(2S)-3-methylbutan-2-yl]-5-nitrobenzamide
—— (1S,2R)-2-(4-fluorophenyl)-N-[3-[4-(2-methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propyl]cyclopropane-1-carboxamide —— C20H27FN4OS
(1S,2R)-2-(4-fluorophenyl)-N-[3-[4-(2-methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propyl]cyclopropane-1-carboxamide
—— (5E)-2-(2-chlorophenyl)imino-3-methyl-5-[(4-methylsulfanylphenyl)methylidene]-1,3-thiazolidin-4-one —— C18H15ClN2OS2
(5E)-2-(2-chlorophenyl)imino-3-methyl-5-[(4-methylsulfanylphenyl)methylidene]-1,3-thiazolidin-4-one
—— (5E)-3-methyl-2-(3-methylsulfanylphenyl)imino-5-[(4-methylsulfanylphenyl)methylidene]-1,3-thiazolidin-4-one —— C19H18N2OS3
(5E)-3-methyl-2-(3-methylsulfanylphenyl)imino-5-[(4-methylsulfanylphenyl)methylidene]-1,3-thiazolidin-4-one
—— (2S)-2-[(3-methylsulfanyl-1,2,4-thiadiazol-5-yl)sulfanyl]propanoate —— C6H7N2O2S3-
(2S)-2-[(3-methylsulfanyl-1,2,4-thiadiazol-5-yl)sulfanyl]propanoate
—— 2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(R)-cyclopropyl-(4-methylphenyl)methyl]acetamide —— C26H26N4O2S
2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(R)-cyclopropyl-(4-methylphenyl)methyl]acetamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[4-(2-thiophen-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(thiophen-2-ylmethyl)acetamide —— C19H22N4O3S4
N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[4-(2-thiophen-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(thiophen-2-ylmethyl)acetamide
—— N-[(1S)-1-(4-bromophenyl)ethyl]-2-[[4-(2-thiophen-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C18H19BrN4OS2
N-[(1S)-1-(4-bromophenyl)ethyl]-2-[[4-(2-thiophen-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (2S)-2-[(3-methylsulfanyl-1,2,4-thiadiazol-5-yl)sulfanyl]propanoic acid —— C6H8N2O2S3
(2S)-2-[(3-methylsulfanyl-1,2,4-thiadiazol-5-yl)sulfanyl]propanoic acid
—— (2S)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanoate —— C11H9N2O2S3-
(2S)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanoate
—— 3-[[5-(4-Fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate —— C11H8FN2O3S-
3-[[5-(4-Fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate
—— 3-{[5-(Furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl}propanoic acid —— C9H8N2O4S
3-{[5-(Furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl}propanoic acid
—— (2R)-N-benzyl-N-ethyl-2-[[4-(2-thiophen-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C20H24N4OS2
(2R)-N-benzyl-N-ethyl-2-[[4-(2-thiophen-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2S)-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoic acid —— C10H10N2O4S
(2S)-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoic acid
—— N-(2-cyanoethyl)-N-(furan-2-ylmethyl)-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C19H19N5O2S2
N-(2-cyanoethyl)-N-(furan-2-ylmethyl)-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-methyl-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(5-methylfuran-2-yl)methyl]acetamide —— C18H20N4O2S2
N-methyl-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(5-methylfuran-2-yl)methyl]acetamide
—— 2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(S)-cyclopropyl-(4-methylphenyl)methyl]acetamide —— C26H26N4O2S
2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(S)-cyclopropyl-(4-methylphenyl)methyl]acetamide
—— [(2S)-1-oxo-1-(propan-2-ylamino)propan-2-yl] 2-(2-fluorophenyl)sulfanylacetate —— C14H18FNO3S
[(2S)-1-oxo-1-(propan-2-ylamino)propan-2-yl] 2-(2-fluorophenyl)sulfanylacetate
—— (2S)-2-(1-methyltetrazol-5-yl)sulfanylpropanoic acid —— C5H8N4O2S
(2S)-2-(1-methyltetrazol-5-yl)sulfanylpropanoic acid
—— N-(2-methylphenyl)-5-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C19H17N5OS2
N-(2-methylphenyl)-5-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— N-[(1S)-1-(4-ethylphenyl)ethyl]-2-[[4-(2-thiophen-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C20H24N4OS2
N-[(1S)-1-(4-ethylphenyl)ethyl]-2-[[4-(2-thiophen-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (2S)-N-benzyl-N-ethyl-2-[[4-(2-thiophen-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C20H24N4OS2
(2S)-N-benzyl-N-ethyl-2-[[4-(2-thiophen-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— 2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2-fluorophenyl)methyl]acetamide —— C19H19FN4OS2
2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2-fluorophenyl)methyl]acetamide
—— 2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2-fluorophenyl)methyl]-N-methylacetamide —— C20H21FN4OS2
2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2-fluorophenyl)methyl]-N-methylacetamide
—— (1R,2R)-2-(4-fluorophenyl)-N-[3-[4-(2-methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propyl]cyclopropane-1-carboxamide —— C20H27FN4OS
(1R,2R)-2-(4-fluorophenyl)-N-[3-[4-(2-methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propyl]cyclopropane-1-carboxamide