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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)-2-[[5-(4-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-prop-2-enylpropanamide —— C14H14BrN3O2S
(2S)-2-[[5-(4-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-prop-2-enylpropanamide
—— [(2S)-1-oxo-1-(2-phenylsulfanylanilino)propan-2-yl] (2S)-oxolane-2-carboxylate —— C20H21NO4S
[(2S)-1-oxo-1-(2-phenylsulfanylanilino)propan-2-yl] (2S)-oxolane-2-carboxylate
—— [(2R)-1-oxo-1-(2-phenylsulfanylanilino)propan-2-yl] (2S)-oxolane-2-carboxylate —— C20H21NO4S
[(2R)-1-oxo-1-(2-phenylsulfanylanilino)propan-2-yl] (2S)-oxolane-2-carboxylate
—— (2S)-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N,N-di(propan-2-yl)propanamide —— C17H26N4O2S
(2S)-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N,N-di(propan-2-yl)propanamide
—— (2S)-N-cycloheptyl-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C18H26N4O2S
(2S)-N-cycloheptyl-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2R)-N-(2-cyanoethyl)-N-methyl-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C15H19N5O2S
(2R)-N-(2-cyanoethyl)-N-methyl-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2R)-N-cycloheptyl-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C18H26N4O2S
(2R)-N-cycloheptyl-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2S)-N-[(2-chlorophenyl)methyl]-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C18H19ClN4O2S
(2S)-N-[(2-chlorophenyl)methyl]-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C17H24N4O4S2
(2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2S)-1-(azepan-1-yl)-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propan-1-one —— C17H24N4O2S
(2S)-1-(azepan-1-yl)-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propan-1-one
—— (2S)-2-[(5-cyclopropyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-phenylbutyl]propanamide —— C20H28N4OS
(2S)-2-[(5-cyclopropyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-phenylbutyl]propanamide
—— 4-[(5-Cyclopropyl-4-ethyl-1,2,4-triazol-3-yl)sulfanylmethyl]-2-(4-methylphenyl)-1,3-thiazole —— C18H20N4S2
4-[(5-Cyclopropyl-4-ethyl-1,2,4-triazol-3-yl)sulfanylmethyl]-2-(4-methylphenyl)-1,3-thiazole
—— 2-[(4-cyclopropyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(2,4-difluorophenyl)ethyl]acetamide —— C16H18F2N4OS
2-[(4-cyclopropyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(2,4-difluorophenyl)ethyl]acetamide
—— 2-[(4-cyclopropyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(3,4-dimethylphenyl)ethyl]acetamide —— C18H24N4OS
2-[(4-cyclopropyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(3,4-dimethylphenyl)ethyl]acetamide
—— 3-((4-chlorobenzyl)thio)-1-(m-tolyl)pyrazin-2(1H)-one —— C18H15ClN2OS
3-((4-chlorobenzyl)thio)-1-(m-tolyl)pyrazin-2(1H)-one
—— N-cyclohexyl-2-[4-(3,4-dimethylphenyl)-3-oxopyrazin-2-yl]sulfanylacetamide —— C20H25N3O2S
N-cyclohexyl-2-[4-(3,4-dimethylphenyl)-3-oxopyrazin-2-yl]sulfanylacetamide
—— 2-[4-(3,4-dimethylphenyl)-3-oxopyrazin-2-yl]sulfanyl-N-[(4-methylphenyl)methyl]acetamide —— C22H23N3O2S
2-[4-(3,4-dimethylphenyl)-3-oxopyrazin-2-yl]sulfanyl-N-[(4-methylphenyl)methyl]acetamide
—— N-benzyl-2-{[4-(3-fluorophenyl)-3-oxo-3,4-dihydropyrazin-2-yl]sulfanyl}acetamide —— C19H16FN3O2S
N-benzyl-2-{[4-(3-fluorophenyl)-3-oxo-3,4-dihydropyrazin-2-yl]sulfanyl}acetamide
—— 1-(4-Chlorophenyl)-3-{[(2-fluorophenyl)methyl]sulfanyl}-1,2-dihydropyrazin-2-one —— C17H12ClFN2OS
1-(4-Chlorophenyl)-3-{[(2-fluorophenyl)methyl]sulfanyl}-1,2-dihydropyrazin-2-one
—— (2S)-N-[(4-chlorophenyl)methyl]-2-phenylsulfanylpropanamide —— C16H16ClNOS
(2S)-N-[(4-chlorophenyl)methyl]-2-phenylsulfanylpropanamide
—— 2-Benzylsulfanyl-5-propyl-1,3,4-oxadiazole —— C12H14N2OS
2-Benzylsulfanyl-5-propyl-1,3,4-oxadiazole
—— 2-Ethyl-5-ethylsulfanyl-1,3,4-oxadiazole —— C6H10N2OS
2-Ethyl-5-ethylsulfanyl-1,3,4-oxadiazole
—— Ethyl 2-[(5-propyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetate —— C9H14N2O3S
Ethyl 2-[(5-propyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetate
—— Methyl 2-[(4-ethyl-5-propyl-1,2,4-triazol-3-yl)sulfanyl]acetate —— C10H17N3O2S
Methyl 2-[(4-ethyl-5-propyl-1,2,4-triazol-3-yl)sulfanyl]acetate
—— 2-[(5-benzyl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-5-methyl-1,3,4-oxadiazole —— C13H13N5OS
2-[(5-benzyl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-5-methyl-1,3,4-oxadiazole
—— Ethyl 2-[(4-ethyl-5-propyl-1,2,4-triazol-3-yl)sulfanyl]acetate —— C11H19N3O2S
Ethyl 2-[(4-ethyl-5-propyl-1,2,4-triazol-3-yl)sulfanyl]acetate
—— 2-[(4-Ethyl-5-propyl-1,2,4-triazol-3-yl)sulfanylmethyl]-5-propyl-1,3,4-oxadiazole —— C13H21N5OS
2-[(4-Ethyl-5-propyl-1,2,4-triazol-3-yl)sulfanylmethyl]-5-propyl-1,3,4-oxadiazole
—— Methyl 2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetate —— C7H10N2O3S
Methyl 2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetate
—— Ethyl 2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetate —— C8H12N2O3S
Ethyl 2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetate
—— 2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-5-propyl-1,3,4-oxadiazole —— C10H15N5OS
2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-5-propyl-1,3,4-oxadiazole
—— 2-[(4-Ethyl-5-propyl-1,2,4-triazol-3-yl)sulfanylmethyl]-5-phenyl-1,3,4-oxadiazole —— C16H19N5OS
2-[(4-Ethyl-5-propyl-1,2,4-triazol-3-yl)sulfanylmethyl]-5-phenyl-1,3,4-oxadiazole
—— 2-[(5-benzyl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-5-propyl-1,3,4-oxadiazole —— C15H17N5OS
2-[(5-benzyl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-5-propyl-1,3,4-oxadiazole
—— 2-Methyl-5-[(5-propyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,3,4-oxadiazole —— C9H12N4O2S
2-Methyl-5-[(5-propyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,3,4-oxadiazole
—— 6-Amino-5-[2-(4-bromophenyl)sulfanylacetyl]-3-methyl-1-propylpyrimidine-2,4-dione —— C16H18BrN3O3S
6-Amino-5-[2-(4-bromophenyl)sulfanylacetyl]-3-methyl-1-propylpyrimidine-2,4-dione
—— (2S)-2-(4-bromophenyl)sulfanyl-N-(1-cyanocyclohexyl)propanamide —— C16H19BrN2OS
(2S)-2-(4-bromophenyl)sulfanyl-N-(1-cyanocyclohexyl)propanamide
—— (Z)-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-[(4S)-3-methyl-5-oxo-1-phenyl-4H-pyrazol-4-yl]prop-2-enoate —— C16H13N4O4S-
(Z)-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-[(4S)-3-methyl-5-oxo-1-phenyl-4H-pyrazol-4-yl]prop-2-enoate
—— (2R)-2-(4-bromophenyl)sulfanyl-N-(1-cyanocyclohexyl)propanamide —— C16H19BrN2OS
(2R)-2-(4-bromophenyl)sulfanyl-N-(1-cyanocyclohexyl)propanamide
—— methyl 3-[2,5-dimethyl-3-[2-(1H-1,2,4-triazol-5-ylsulfanyl)acetyl]pyrrol-1-yl]propanoate —— C14H18N4O3S
methyl 3-[2,5-dimethyl-3-[2-(1H-1,2,4-triazol-5-ylsulfanyl)acetyl]pyrrol-1-yl]propanoate
—— N-[(2S)-4-phenylbutan-2-yl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide —— C14H18N4OS
N-[(2S)-4-phenylbutan-2-yl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide
—— (E)-3-[5-(azepan-1-yl)furan-2-yl]-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]prop-2-enoic acid —— C16H19N3O4S
(E)-3-[5-(azepan-1-yl)furan-2-yl]-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]prop-2-enoic acid
—— 1-[(3S)-3-(furan-2-yl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)ethanone —— C18H17N5O2S
1-[(3S)-3-(furan-2-yl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)ethanone
—— 2-thiophen-2-yl-4-(1H-1,2,4-triazol-5-ylsulfanylmethyl)-1,3-oxazole —— C10H8N4OS2
2-thiophen-2-yl-4-(1H-1,2,4-triazol-5-ylsulfanylmethyl)-1,3-oxazole
—— (Z)-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-(1,2,5-trimethylpyrrol-3-yl)prop-2-enoate —— C13H14N3O3S-
(Z)-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-(1,2,5-trimethylpyrrol-3-yl)prop-2-enoate
—— (Z)-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-[(4S)-3-methyl-5-oxo-1-phenyl-4H-pyrazol-4-yl]prop-2-enoic acid —— C16H14N4O4S
(Z)-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-[(4S)-3-methyl-5-oxo-1-phenyl-4H-pyrazol-4-yl]prop-2-enoic acid
—— 1-[1-[(4-fluorophenyl)methyl]-2,5-dimethylpyrrol-3-yl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)ethanone —— C17H17FN4OS
1-[1-[(4-fluorophenyl)methyl]-2,5-dimethylpyrrol-3-yl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)ethanone
—— (Z)-3-(5-bromothiophen-2-yl)-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]prop-2-enoic acid —— C10H7BrN2O3S2
(Z)-3-(5-bromothiophen-2-yl)-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]prop-2-enoic acid
—— methyl 2,4-dimethyl-5-[(2S)-2-(1H-1,2,4-triazol-5-ylsulfanyl)propanoyl]-1H-pyrrole-3-carboxylate —— C13H16N4O3S
methyl 2,4-dimethyl-5-[(2S)-2-(1H-1,2,4-triazol-5-ylsulfanyl)propanoyl]-1H-pyrrole-3-carboxylate
—— 2-(1H-1,2,4-triazol-5-ylsulfanyl)-N-(2,2,2-trifluoroethyl)acetamide —— C6H7F3N4OS
2-(1H-1,2,4-triazol-5-ylsulfanyl)-N-(2,2,2-trifluoroethyl)acetamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-(2-methylpropyl)-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide —— C12H20N4O3S2
N-[(3S)-1,1-dioxothiolan-3-yl]-N-(2-methylpropyl)-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide
—— (Z)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3-(5-methylfuran-2-yl)prop-2-enoic acid —— C16H11ClN2O4S
(Z)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3-(5-methylfuran-2-yl)prop-2-enoic acid