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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-(1-adamantyl)-N-[(4-chlorophenyl)methyl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide —— C21H25ClN4OS
N-(1-adamantyl)-N-[(4-chlorophenyl)methyl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide
—— N-[(2S)-2-phenylpropyl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide —— C13H16N4OS
N-[(2S)-2-phenylpropyl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide
—— (E)-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-(5-piperidin-1-ylfuran-2-yl)prop-2-enoic acid —— C15H17N3O4S
(E)-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-(5-piperidin-1-ylfuran-2-yl)prop-2-enoic acid
—— N-[(3R)-1,1-dioxothiolan-3-yl]-N-(2-methylpropyl)-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide —— C12H20N4O3S2
N-[(3R)-1,1-dioxothiolan-3-yl]-N-(2-methylpropyl)-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide
—— (Z)-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-(5-phenylsulfanylfuran-2-yl)prop-2-enoic acid —— C16H12N2O4S2
(Z)-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-(5-phenylsulfanylfuran-2-yl)prop-2-enoic acid
—— N-(1-adamantyl)-N-(furan-2-ylmethyl)-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide —— C19H24N4O2S
N-(1-adamantyl)-N-(furan-2-ylmethyl)-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide
—— (E)-3-(5-bromofuran-2-yl)-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]prop-2-enoic acid —— C10H7BrN2O4S
(E)-3-(5-bromofuran-2-yl)-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]prop-2-enoic acid
—— N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide —— C10H15N5OS
N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide
—— [5-(Furan-2-yl)-1,3,4-oxadiazol-2-yl]methyl 2-(4-bromo-2-methylphenyl)sulfanylacetate —— C16H13BrN2O4S
[5-(Furan-2-yl)-1,3,4-oxadiazol-2-yl]methyl 2-(4-bromo-2-methylphenyl)sulfanylacetate
—— [2-[[(2R)-2-cyano-3-methylbutan-2-yl]amino]-2-oxoethyl] 2-(4-bromo-2-methylphenyl)sulfanylacetate —— C17H21BrN2O3S
[2-[[(2R)-2-cyano-3-methylbutan-2-yl]amino]-2-oxoethyl] 2-(4-bromo-2-methylphenyl)sulfanylacetate
—— (E)-2-(1,3-benzoxazol-2-ylsulfanyl)-3-(5-phenylsulfanylfuran-2-yl)prop-2-enoate —— C20H12NO4S2-
(E)-2-(1,3-benzoxazol-2-ylsulfanyl)-3-(5-phenylsulfanylfuran-2-yl)prop-2-enoate
—— (Z)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3-(1,2,5-trimethylpyrrol-3-yl)prop-2-enoate —— C18H15ClN3O3S-
(Z)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3-(1,2,5-trimethylpyrrol-3-yl)prop-2-enoate
—— (E)-3-[5-(5-chloro-2-methylphenyl)furan-2-yl]-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]prop-2-enoic acid —— C17H13ClN2O4S
(E)-3-[5-(5-chloro-2-methylphenyl)furan-2-yl]-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]prop-2-enoic acid
—— (Z)-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-(3-methylthiophen-2-yl)prop-2-enoic acid —— C12H12N2O3S2
(Z)-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-(3-methylthiophen-2-yl)prop-2-enoic acid
—— (Z)-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-[(4S)-3-methyl-5-oxo-1-phenyl-4H-pyrazol-4-yl]prop-2-enoate —— C17H15N4O4S-
(Z)-2-[(5-ethyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-[(4S)-3-methyl-5-oxo-1-phenyl-4H-pyrazol-4-yl]prop-2-enoate
—— [2-(Methylamino)-2-oxoethyl] 2-(4-bromo-2-methylphenyl)sulfanylacetate —— C12H14BrNO3S
[2-(Methylamino)-2-oxoethyl] 2-(4-bromo-2-methylphenyl)sulfanylacetate
—— N-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-(4-methylphenyl)sulfanylpyridine-3-carboxamide —— C21H18N2O3S
N-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-(4-methylphenyl)sulfanylpyridine-3-carboxamide
—— 2-[2-[(4-fluorophenyl)sulfanylmethyl]-5-methoxy-4-oxopyridin-1-yl]-N-(furan-2-ylmethyl)acetamide —— C20H19FN2O4S
2-[2-[(4-fluorophenyl)sulfanylmethyl]-5-methoxy-4-oxopyridin-1-yl]-N-(furan-2-ylmethyl)acetamide
—— Ethyl 2-[2-[(5-oxo-[1,3]thiazolo[3,2-a]pyrimidin-7-yl)methylsulfanyl]-1,3-thiazol-4-yl]acetate —— C14H13N3O3S3
Ethyl 2-[2-[(5-oxo-[1,3]thiazolo[3,2-a]pyrimidin-7-yl)methylsulfanyl]-1,3-thiazol-4-yl]acetate
—— 1-(2,5-Dimethylphenyl)-3-[3-(4-fluorophenyl)sulfanylpropanoylamino]thiourea —— C18H20FN3OS2
1-(2,5-Dimethylphenyl)-3-[3-(4-fluorophenyl)sulfanylpropanoylamino]thiourea
—— 1-[4-[(3S)-1,1-dioxothiolan-3-yl]piperazin-4-ium-1-yl]-2-(2,4,6-trimethylphenyl)sulfanylethanone —— C19H29N2O3S2+
1-[4-[(3S)-1,1-dioxothiolan-3-yl]piperazin-4-ium-1-yl]-2-(2,4,6-trimethylphenyl)sulfanylethanone
—— N-[(3S,4R)-4-chloro-1,1-dioxothiolan-3-yl]-2-(2,4,6-trimethylphenyl)sulfanylacetamide —— C15H20ClNO3S2
N-[(3S,4R)-4-chloro-1,1-dioxothiolan-3-yl]-2-(2,4,6-trimethylphenyl)sulfanylacetamide
—— 1-(2,5-Dimethylphenyl)-3-[[2-(4-methylphenyl)sulfanylacetyl]amino]thiourea —— C18H21N3OS2
1-(2,5-Dimethylphenyl)-3-[[2-(4-methylphenyl)sulfanylacetyl]amino]thiourea
—— (2S)-N-benzyl-2-(2,4,6-trimethylphenyl)sulfanylpropanamide —— C19H23NOS
(2S)-N-benzyl-2-(2,4,6-trimethylphenyl)sulfanylpropanamide
—— N-(furan-2-ylmethyl)-2-(2,4,6-trimethylphenyl)sulfanylacetamide —— C16H19NO2S
N-(furan-2-ylmethyl)-2-(2,4,6-trimethylphenyl)sulfanylacetamide
—— (2S)-N-cyclopentyl-2-(2,4,6-trimethylphenyl)sulfanylpropanamide —— C17H25NOS
(2S)-N-cyclopentyl-2-(2,4,6-trimethylphenyl)sulfanylpropanamide
—— 2-(3-chloro-4-fluorophenyl)sulfanyl-N-[2-(2-fluorophenyl)ethyl]acetamide —— C16H14ClF2NOS
2-(3-chloro-4-fluorophenyl)sulfanyl-N-[2-(2-fluorophenyl)ethyl]acetamide
—— (2R)-N-benzyl-2-(2,4,6-trimethylphenyl)sulfanylpropanamide —— C19H23NOS
(2R)-N-benzyl-2-(2,4,6-trimethylphenyl)sulfanylpropanamide
—— (2R)-2-(3-chloro-4-fluorophenyl)sulfanyl-N-cyclopropylpropanamide —— C12H13ClFNOS
(2R)-2-(3-chloro-4-fluorophenyl)sulfanyl-N-cyclopropylpropanamide
—— 7-[(3-Chloro-4-fluorophenyl)sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C13H8ClFN2OS2
7-[(3-Chloro-4-fluorophenyl)sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— 1-[4-(2,4-Dimethylphenyl)sulfanylphenyl]-3-(2-morpholin-4-ylethyl)thiourea —— C21H27N3OS2
1-[4-(2,4-Dimethylphenyl)sulfanylphenyl]-3-(2-morpholin-4-ylethyl)thiourea
—— 1-[4-(2,5-Dimethylphenyl)sulfanylphenyl]-3-(3-morpholin-4-ylpropyl)thiourea —— C22H29N3OS2
1-[4-(2,5-Dimethylphenyl)sulfanylphenyl]-3-(3-morpholin-4-ylpropyl)thiourea
—— 1-[4-(2,4-Dimethylphenyl)sulfanylphenyl]-3-(2-morpholin-4-ium-4-ylethyl)thiourea —— C21H28N3OS2+
1-[4-(2,4-Dimethylphenyl)sulfanylphenyl]-3-(2-morpholin-4-ium-4-ylethyl)thiourea
—— 1-[4-(2,4-Dimethylphenyl)sulfanylphenyl]-3-(3-morpholin-4-ylpropyl)thiourea —— C22H29N3OS2
1-[4-(2,4-Dimethylphenyl)sulfanylphenyl]-3-(3-morpholin-4-ylpropyl)thiourea
—— (2S)-2-[[5-(3-chloroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(4-ethylpiperazin-4-ium-1-yl)propan-1-one —— C17H23ClN5OS2+
(2S)-2-[[5-(3-chloroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(4-ethylpiperazin-4-ium-1-yl)propan-1-one
—— (2S)-N-benzyl-2-[[5-(3-chloroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methylpropanamide —— C19H19ClN4OS2
(2S)-N-benzyl-2-[[5-(3-chloroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methylpropanamide
—— 1-[2-[[5-(3-Chloroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]pyrrolidin-2-one —— C14H13ClN4O2S2
1-[2-[[5-(3-Chloroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]pyrrolidin-2-one
—— 2-[[5-(3-chloroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(cyclohexylmethyl)acetamide —— C17H21ClN4OS2
2-[[5-(3-chloroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(cyclohexylmethyl)acetamide
—— N-(3-chlorophenyl)-5-[(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C15H10ClN5OS3
N-(3-chlorophenyl)-5-[(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— 2-[[5-(3-chloroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-phenylethyl)acetamide —— C18H17ClN4OS2
2-[[5-(3-chloroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-phenylethyl)acetamide
—— 2-[[5-(3-chloroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(cyclopropylmethyl)-N-propylacetamide —— C17H21ClN4OS2
2-[[5-(3-chloroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(cyclopropylmethyl)-N-propylacetamide
—— 2-[[5-(3-chloroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]ethanone —— C16H19ClN4O2S2
2-[[5-(3-chloroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]ethanone
—— 2-[[5-(3-chloroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methyl-N-(thiophen-2-ylmethyl)acetamide —— C16H15ClN4OS3
2-[[5-(3-chloroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methyl-N-(thiophen-2-ylmethyl)acetamide
—— 4-[[5-(3-chloroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-diethylbutanamide —— C16H21ClN4OS2
4-[[5-(3-chloroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-diethylbutanamide
—— 2-[[5-(3-chloroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methyl-N-[(1S)-1-phenylethyl]acetamide —— C19H19ClN4OS2
2-[[5-(3-chloroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methyl-N-[(1S)-1-phenylethyl]acetamide
—— 2-[[5-(3-chloroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-[(2S,6R)-2,6-dimethylmorpholin-4-yl]ethanone —— C16H19ClN4O2S2
2-[[5-(3-chloroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-[(2S,6R)-2,6-dimethylmorpholin-4-yl]ethanone
—— 2-[[5-(3-chloroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2S)-3-methylbutan-2-yl]acetamide —— C15H19ClN4OS2
2-[[5-(3-chloroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2S)-3-methylbutan-2-yl]acetamide
—— 2-[[5-(3-chloroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1R,2S)-2-methylcyclohexyl]acetamide —— C17H21ClN4OS2
2-[[5-(3-chloroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1R,2S)-2-methylcyclohexyl]acetamide
—— (2R)-N-benzyl-2-[[5-(3-chloroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methylpropanamide —— C19H19ClN4OS2
(2R)-N-benzyl-2-[[5-(3-chloroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methylpropanamide
—— (2R)-2-[[5-(3-chloroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(4-ethylpiperazin-1-yl)propan-1-one —— C17H22ClN5OS2
(2R)-2-[[5-(3-chloroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(4-ethylpiperazin-1-yl)propan-1-one