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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
—— 3-(3,4-dimethylphenyl)sulfanyl-N-[(1R,2R)-2-(trifluoromethyl)cyclohexyl]propanamide —— C18H24F3NOS
3-(3,4-dimethylphenyl)sulfanyl-N-[(1R,2R)-2-(trifluoromethyl)cyclohexyl]propanamide
—— 3-[3-[2-[[(2R)-2-cyano-3-methylbutan-2-yl]amino]-2-oxoethyl]sulfanyl-5-(furan-2-yl)-1,2,4-triazol-4-yl]propanamide —— C17H22N6O3S
3-[3-[2-[[(2R)-2-cyano-3-methylbutan-2-yl]amino]-2-oxoethyl]sulfanyl-5-(furan-2-yl)-1,2,4-triazol-4-yl]propanamide
—— 3-[3-[2-[[(2S)-2-cyano-3-methylbutan-2-yl]amino]-2-oxoethyl]sulfanyl-5-(furan-2-yl)-1,2,4-triazol-4-yl]propanamide —— C17H22N6O3S
3-[3-[2-[[(2S)-2-cyano-3-methylbutan-2-yl]amino]-2-oxoethyl]sulfanyl-5-(furan-2-yl)-1,2,4-triazol-4-yl]propanamide
—— N-(2-ethyl-6-methylphenyl)-5-[(1R)-1-(3-methyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-amine —— C16H19N5OS2
N-(2-ethyl-6-methylphenyl)-5-[(1R)-1-(3-methyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-amine
—— (1R)-5-methoxy-1-methyl-3-methylsulfanyl-1-oxo-1λ6-thia-2-azacyclohexa-1,3,5-triene-4-carbonitrile —— C8H10N2O2S2
(1R)-5-methoxy-1-methyl-3-methylsulfanyl-1-oxo-1λ6-thia-2-azacyclohexa-1,3,5-triene-4-carbonitrile
—— N-(2-ethyl-6-methylphenyl)-5-[(1S)-1-(3-methyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-amine —— C16H19N5OS2
N-(2-ethyl-6-methylphenyl)-5-[(1S)-1-(3-methyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-amine
—— 7-tert-butyl-1,3-dimethyl-5-[(1S)-1-(3-methyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanylpyrimido[4,5-d]pyrimidine-2,4-dione —— C17H22N6O3S
7-tert-butyl-1,3-dimethyl-5-[(1S)-1-(3-methyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanylpyrimido[4,5-d]pyrimidine-2,4-dione
—— 5-[(1S)-1-[[4-benzyl-5-(piperidin-1-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-3-methyl-1,2,4-oxadiazole —— C20H26N6OS
5-[(1S)-1-[[4-benzyl-5-(piperidin-1-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-3-methyl-1,2,4-oxadiazole
—— 5-[(1R)-1-[[4-benzyl-5-(piperidin-1-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-3-methyl-1,2,4-oxadiazole —— C20H26N6OS
5-[(1R)-1-[[4-benzyl-5-(piperidin-1-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-3-methyl-1,2,4-oxadiazole
—— (2E,5E)-2-[2-(furan-2-yl)-2-oxoethylidene]-5-[(4-methylsulfanylphenyl)methylidene]-1,3-thiazolidin-4-one —— C17H13NO3S2
(2E,5E)-2-[2-(furan-2-yl)-2-oxoethylidene]-5-[(4-methylsulfanylphenyl)methylidene]-1,3-thiazolidin-4-one
—— 5-[(1S)-1-[(5,6-diphenyl-1,2,4-triazin-3-yl)sulfanyl]ethyl]-3-methyl-1,2,4-oxadiazole —— C20H17N5OS
5-[(1S)-1-[(5,6-diphenyl-1,2,4-triazin-3-yl)sulfanyl]ethyl]-3-methyl-1,2,4-oxadiazole
—— 5-[(1R)-1-[(5,6-diphenyl-1,2,4-triazin-3-yl)sulfanyl]ethyl]-3-methyl-1,2,4-oxadiazole —— C20H17N5OS
5-[(1R)-1-[(5,6-diphenyl-1,2,4-triazin-3-yl)sulfanyl]ethyl]-3-methyl-1,2,4-oxadiazole
—— 7-tert-butyl-1,3-dimethyl-5-[(1R)-1-(3-methyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanylpyrimido[4,5-d]pyrimidine-2,4-dione —— C17H22N6O3S
7-tert-butyl-1,3-dimethyl-5-[(1R)-1-(3-methyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanylpyrimido[4,5-d]pyrimidine-2,4-dione
—— 5-[(1R)-1-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-3-methyl-1,2,4-oxadiazole —— C18H17N5O2S
5-[(1R)-1-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-3-methyl-1,2,4-oxadiazole
—— [(E)-(6,6-dimethyl-3-methylsulfanyl-5,7-dihydro-2-benzothiophen-4-ylidene)amino] N-methylcarbamate —— C13H18N2O2S2
[(E)-(6,6-dimethyl-3-methylsulfanyl-5,7-dihydro-2-benzothiophen-4-ylidene)amino] N-methylcarbamate
—— 2-(4-cyano-5-methylsulfanyl-3-thiophen-2-ylpyrazol-1-yl)-N-[(E)-thiophen-2-ylmethylideneamino]acetamide —— C16H13N5OS3
2-(4-cyano-5-methylsulfanyl-3-thiophen-2-ylpyrazol-1-yl)-N-[(E)-thiophen-2-ylmethylideneamino]acetamide
—— (E)-2-tert-butylsulfonyl-3-[(2E)-2-(2,2-dimethylpropylidene)hydrazinyl]prop-2-enenitrile —— C12H21N3O2S
(E)-2-tert-butylsulfonyl-3-[(2E)-2-(2,2-dimethylpropylidene)hydrazinyl]prop-2-enenitrile
—— (2E)-2-[(5Z)-3-ethyl-5-[(4-methylsulfanylphenyl)methylidene]-4-oxo-1,3-thiazolidin-2-ylidene]-4,4-dimethyl-3-oxopentanenitrile —— C20H22N2O2S2
(2E)-2-[(5Z)-3-ethyl-5-[(4-methylsulfanylphenyl)methylidene]-4-oxo-1,3-thiazolidin-2-ylidene]-4,4-dimethyl-3-oxopentanenitrile
—— 5-[(1S)-1-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-3-methyl-1,2,4-oxadiazole —— C18H17N5O2S
5-[(1S)-1-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-3-methyl-1,2,4-oxadiazole
—— [(E)-(4,6-dichloro-2-methylsulfanylpyrimidin-5-yl)methylideneamino] N-(4-chlorophenyl)carbamate —— C13H9Cl3N4O2S
[(E)-(4,6-dichloro-2-methylsulfanylpyrimidin-5-yl)methylideneamino] N-(4-chlorophenyl)carbamate
—— N,N-dimethyl-N'-(5-{[2-nitro-4-(trifluoromethyl)phenyl]thio}-1H-1,2,4-triazol-3-yl)iminoformamide —— C12H11F3N6O2S
N,N-dimethyl-N'-(5-{[2-nitro-4-(trifluoromethyl)phenyl]thio}-1H-1,2,4-triazol-3-yl)iminoformamide
—— N,N-dimethyl-N'-[5-[2-nitro-4-(trifluoromethyl)phenyl]sulfanyl-1,3,4-thiadiazol-2-yl]methanimidamide —— C12H10F3N5O2S2
N,N-dimethyl-N'-[5-[2-nitro-4-(trifluoromethyl)phenyl]sulfanyl-1,3,4-thiadiazol-2-yl]methanimidamide
—— 3-nitro-4-(phenylsulfanyl)benzenecarbaldehyde O-(2,4-dichlorobenzyl)oxime —— C20H14Cl2N2O3S
3-nitro-4-(phenylsulfanyl)benzenecarbaldehyde O-(2,4-dichlorobenzyl)oxime
—— 2-methyl-2-[(4-methylphenyl)sulfanyl]propanal O-methyloxime —— C12H17NOS
2-methyl-2-[(4-methylphenyl)sulfanyl]propanal O-methyloxime
—— [(E)-[3-(4-chlorophenyl)sulfanyl-5-(trifluoromethyl)pyridin-2-yl]methylideneamino] thiophene-2-carboxylate —— C18H10ClF3N2O2S2
[(E)-[3-(4-chlorophenyl)sulfanyl-5-(trifluoromethyl)pyridin-2-yl]methylideneamino] thiophene-2-carboxylate
—— 3-[[2-(furan-2-yl)-1,3-thiazol-4-yl]methylsulfanyl]-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one —— C15H16N4O3S2
3-[[2-(furan-2-yl)-1,3-thiazol-4-yl]methylsulfanyl]-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one
—— (2S,3R)-3-chloro-2-(2-chloroethylsulfanyl)butanoic acid —— C6H10Cl2O2S
(2S,3R)-3-chloro-2-(2-chloroethylsulfanyl)butanoic acid
—— (1S)-5-amino-1-methyl-3-methylsulfanyl-1-oxo-1λ6-thia-2-azacyclohexa-1,3,5-triene-4-carbonitrile —— C7H9N3OS2
(1S)-5-amino-1-methyl-3-methylsulfanyl-1-oxo-1λ6-thia-2-azacyclohexa-1,3,5-triene-4-carbonitrile
—— (2S,3S)-3-chloro-2-(2-chloroethylsulfanyl)butanoic acid —— C6H10Cl2O2S
(2S,3S)-3-chloro-2-(2-chloroethylsulfanyl)butanoic acid
—— (1S)-5-hydroxy-1-methyl-3-methylsulfanyl-1-oxo-1λ6-thia-2-azacyclohexa-1,3,5-triene-4-carbonitrile —— C7H8N2O2S2
(1S)-5-hydroxy-1-methyl-3-methylsulfanyl-1-oxo-1λ6-thia-2-azacyclohexa-1,3,5-triene-4-carbonitrile
—— (5-Pyridin-2-yl-[1,3,4]thiadiazol-2-ylsulfanyl)-acetic acid [4-phenyl-3-m-tolyl-3H-thiazol-(2E)-ylidene]-hydrazide —— C25H20N6OS3
(5-Pyridin-2-yl-[1,3,4]thiadiazol-2-ylsulfanyl)-acetic acid [4-phenyl-3-m-tolyl-3H-thiazol-(2E)-ylidene]-hydrazide
—— N-[(E)-(2-bromo-5-hydroxy-phenyl)methyleneamino]-2-[[4-ethyl-5-(2-furyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C17H16BrN5O3S
N-[(E)-(2-bromo-5-hydroxy-phenyl)methyleneamino]-2-[[4-ethyl-5-(2-furyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[(E)-[4-(2-bromophenyl)-3-phenyl-thiazol-2-ylidene]amino]-2-[[5-(2-pyridyl)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C24H17BrN6OS3
N-[(E)-[4-(2-bromophenyl)-3-phenyl-thiazol-2-ylidene]amino]-2-[[5-(2-pyridyl)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[2-[(2R,6R)-2,6-dimethylmorpholin-4-yl]ethyl]-2-(3,4-dimethylphenyl)sulfanylpyridine-3-carboxamide —— C22H29N3O2S
N-[2-[(2R,6R)-2,6-dimethylmorpholin-4-yl]ethyl]-2-(3,4-dimethylphenyl)sulfanylpyridine-3-carboxamide
—— (3S)-1-(5-methylthiophen-2-yl)sulfonyl-N-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]phenyl]piperidine-3-carboxamide —— C20H23N5O3S3
(3S)-1-(5-methylthiophen-2-yl)sulfonyl-N-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]phenyl]piperidine-3-carboxamide
—— N-[2-[(2S,6S)-2,6-dimethylmorpholin-4-yl]ethyl]-2-(3,4-dimethylphenyl)sulfanylpyridine-3-carboxamide —— C22H29N3O2S
N-[2-[(2S,6S)-2,6-dimethylmorpholin-4-yl]ethyl]-2-(3,4-dimethylphenyl)sulfanylpyridine-3-carboxamide
—— N-[2-[(2S,6R)-2,6-dimethylmorpholin-4-yl]ethyl]-2-(3,4-dimethylphenyl)sulfanylpyridine-3-carboxamide —— C22H29N3O2S
N-[2-[(2S,6R)-2,6-dimethylmorpholin-4-yl]ethyl]-2-(3,4-dimethylphenyl)sulfanylpyridine-3-carboxamide
—— [(2R)-1-(4-acetylpiperazin-1-yl)-1-oxopropan-2-yl] 3-(3,4-dimethylphenyl)sulfanylpropanoate —— C20H28N2O4S
[(2R)-1-(4-acetylpiperazin-1-yl)-1-oxopropan-2-yl] 3-(3,4-dimethylphenyl)sulfanylpropanoate
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(S)-cyclopropyl(phenyl)methyl]acetamide —— C20H20N4OS2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(S)-cyclopropyl(phenyl)methyl]acetamide
—— [(2S)-1-(4-acetylpiperazin-1-yl)-1-oxopropan-2-yl] 3-(3,4-dimethylphenyl)sulfanylpropanoate —— C20H28N2O4S
[(2S)-1-(4-acetylpiperazin-1-yl)-1-oxopropan-2-yl] 3-(3,4-dimethylphenyl)sulfanylpropanoate
—— (2S)-2-(7-tert-butyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N-(3-methoxypropyl)propanamide —— C19H29N5O4S
(2S)-2-(7-tert-butyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N-(3-methoxypropyl)propanamide
—— N'-[(E)-[2-(4-chlorophenyl)sulfanylphenyl]methyleneamino]pyridine-2-carboxamidine —— C19H15ClN4S
N'-[(E)-[2-(4-chlorophenyl)sulfanylphenyl]methyleneamino]pyridine-2-carboxamidine
—— 2-[(E)-1-(4-methyl-2-methylsulfanylpyrimidin-5-yl)ethylideneamino]guanidine —— C9H14N6S
2-[(E)-1-(4-methyl-2-methylsulfanylpyrimidin-5-yl)ethylideneamino]guanidine
—— (2E)-2-hydroxyimino-2-methylsulfonylacetonitrile —— C3H4N2O3S
(2E)-2-hydroxyimino-2-methylsulfonylacetonitrile
—— (2R)-2-(7-tert-butyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N-(3-methoxypropyl)propanamide —— C19H29N5O4S
(2R)-2-(7-tert-butyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N-(3-methoxypropyl)propanamide
—— 1,1-dimethoxy-2-[(S)-methylsulfinyl]ethane —— C5H12O3S
1,1-dimethoxy-2-[(S)-methylsulfinyl]ethane
—— [2-[[(R)-cyclopropyl(phenyl)methyl]amino]-2-oxoethyl] 2-phenylsulfanylacetate —— C20H21NO3S
[2-[[(R)-cyclopropyl(phenyl)methyl]amino]-2-oxoethyl] 2-phenylsulfanylacetate
—— N-[(R)-cyclopropyl(phenyl)methyl]-2-[(5,6-diphenyl-1,2,4-triazin-3-yl)sulfanyl]acetamide —— C27H24N4OS
N-[(R)-cyclopropyl(phenyl)methyl]-2-[(5,6-diphenyl-1,2,4-triazin-3-yl)sulfanyl]acetamide
—— N-[(R)-cyclopropyl(phenyl)methyl]-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C19H24N4O3S
N-[(R)-cyclopropyl(phenyl)methyl]-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— [2-[[(S)-cyclopropyl(phenyl)methyl]amino]-2-oxoethyl] 2-phenylsulfanylacetate —— C20H21NO3S
[2-[[(S)-cyclopropyl(phenyl)methyl]amino]-2-oxoethyl] 2-phenylsulfanylacetate