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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
—— (1R,5R,6R)-6-[4-(3-Phenyl-prop-2-ynylsulfanyl)-[1,2,5]thiadiazol-3-yl]-1-aza-bicyclo[3.2.1]octane —— C18H19N3S2
(1R,5R,6R)-6-[4-(3-Phenyl-prop-2-ynylsulfanyl)-[1,2,5]thiadiazol-3-yl]-1-aza-bicyclo[3.2.1]octane
—— 4-[2-(2-Thiophen-3-ylsulfanylethoxy)ethylsulfanyl]phenol —— C14H16O2S3
4-[2-(2-Thiophen-3-ylsulfanylethoxy)ethylsulfanyl]phenol
—— Tert-butyl-hydroxy-[[5-(4-methoxyphenyl)sulfanylthiophen-2-yl]methyl]azanium —— C16H22NO2S2+
Tert-butyl-hydroxy-[[5-(4-methoxyphenyl)sulfanylthiophen-2-yl]methyl]azanium
—— 3-[(6R)-2-azabicyclo[2.2.2]octan-6-yl]-4-hexylsulfanyl-1,2,5-thiadiazole —— C15H25N3S2
3-[(6R)-2-azabicyclo[2.2.2]octan-6-yl]-4-hexylsulfanyl-1,2,5-thiadiazole
—— N-(4-methylphenyl)-3-(2-phenylethylsulfanyl)-1H-1,2,4-triazol-5-amine —— C17H18N4S
N-(4-methylphenyl)-3-(2-phenylethylsulfanyl)-1H-1,2,4-triazol-5-amine
—— (2S)-N-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]-2-[[5-[(2S)-1-[(2Z)-2-[[4-(dimethylamino)phenyl]methylidene]hydrazinyl]-1-oxopropan-2-yl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C26H32N8O2S3
(2S)-N-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]-2-[[5-[(2S)-1-[(2Z)-2-[[4-(dimethylamino)phenyl]methylidene]hydrazinyl]-1-oxopropan-2-yl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 5-(4-methylsulfanylphenyl)-6-pyridin-4-yl-2,3-dihydro-1H-imidazo[1,2-a]imidazole —— C17H16N4S
5-(4-methylsulfanylphenyl)-6-pyridin-4-yl-2,3-dihydro-1H-imidazo[1,2-a]imidazole
—— N-(4-methylphenyl)-3-(5-methylthiophen-2-yl)sulfanyl-1H-1,2,4-triazol-5-amine —— C14H14N4S2
N-(4-methylphenyl)-3-(5-methylthiophen-2-yl)sulfanyl-1H-1,2,4-triazol-5-amine
—— (2R)-N-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]-2-[[5-[(2S)-1-[(2Z)-2-[[4-(dimethylamino)phenyl]methylidene]hydrazinyl]-1-oxopropan-2-yl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C26H32N8O2S3
(2R)-N-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]-2-[[5-[(2S)-1-[(2Z)-2-[[4-(dimethylamino)phenyl]methylidene]hydrazinyl]-1-oxopropan-2-yl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]-2-[[5-[(2R)-1-[(2Z)-2-[[4-(dimethylamino)phenyl]methylidene]hydrazinyl]-1-oxopropan-2-yl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C26H32N8O2S3
(2R)-N-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]-2-[[5-[(2R)-1-[(2Z)-2-[[4-(dimethylamino)phenyl]methylidene]hydrazinyl]-1-oxopropan-2-yl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 3-anilino-5-(2-methyl-thiazol-4-ylmethylthio)-1,2,4-triazole 334538-65-7 C13H13N5S2
3-anilino-5-(2-methyl-thiazol-4-ylmethylthio)-1,2,4-triazole
—— 3-Chloro-4-(2,4-dimethylphenyl)sulfanylaniline —— C14H14ClNS
3-Chloro-4-(2,4-dimethylphenyl)sulfanylaniline
—— 3-(4-fluorophenyl)thio-2,3-dihydro-1,1-dioxidebenzo[b]thiophene 246169-05-1 C14H11FO2S2
3-(4-fluorophenyl)thio-2,3-dihydro-1,1-dioxidebenzo[b]thiophene
—— 4-[2-[2-(1H-1,2,4-triazol-5-ylsulfanyl)ethoxy]ethylsulfanyl]phenol —— C12H15N3O2S2
4-[2-[2-(1H-1,2,4-triazol-5-ylsulfanyl)ethoxy]ethylsulfanyl]phenol
—— 3-Chloro-4-(2,4-dimethylphenyl)sulfanylaniline;hydrochloride —— C14H15Cl2NS
3-Chloro-4-(2,4-dimethylphenyl)sulfanylaniline;hydrochloride
—— (1S)-1-[5-(benzylsulfanyl)-4H-1,2,4-triazol-3-yl]-3-(methylsulfanyl)propan-1-amine —— C13H18N4S2
(1S)-1-[5-(benzylsulfanyl)-4H-1,2,4-triazol-3-yl]-3-(methylsulfanyl)propan-1-amine
—— 2,4-Dichloro-6-(2-hydroxyphenyl)sulfanylphenol —— C12H8Cl2O2S
2,4-Dichloro-6-(2-hydroxyphenyl)sulfanylphenol
—— 3-(furan-2-ylsulfanyl)-N-(4-methylphenyl)-1H-1,2,4-triazol-5-amine —— C13H12N4OS
3-(furan-2-ylsulfanyl)-N-(4-methylphenyl)-1H-1,2,4-triazol-5-amine
—— 3-anilino-5-(pyridin-2-ylmethylthio)-1,2,4-triazole 334538-66-8 C14H13N5S
3-anilino-5-(pyridin-2-ylmethylthio)-1,2,4-triazole
—— (2Z,5R)-2-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-7-methyl-3-oxo-N,5-diphenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxamide —— C31H22ClN3O3S2
(2Z,5R)-2-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-7-methyl-3-oxo-N,5-diphenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxamide
—— (2Z,5R)-7-methyl-2-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-3-oxo-N,5-diphenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxamide —— C32H25N3O3S2
(2Z,5R)-7-methyl-2-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-3-oxo-N,5-diphenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxamide
—— (2Z,5S)-2-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-7-methyl-3-oxo-N,5-diphenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxamide —— C31H22ClN3O3S2
(2Z,5S)-2-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-7-methyl-3-oxo-N,5-diphenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxamide
—— (2Z,5S)-7-methyl-2-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-3-oxo-N,5-diphenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxamide —— C32H25N3O3S2
(2Z,5S)-7-methyl-2-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-3-oxo-N,5-diphenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxamide
—— N-(5-methyl-1H-pyrazol-3-yl)-2-(phenylsulfanylmethyl)-6,7,8,9-tetrahydro-5H-cyclohepta[d]pyrimidin-4-amine —— C20H23N5S
N-(5-methyl-1H-pyrazol-3-yl)-2-(phenylsulfanylmethyl)-6,7,8,9-tetrahydro-5H-cyclohepta[d]pyrimidin-4-amine
—— 1-N',3-N'-bis(cyclopropanecarbothioyl)-1-N',3-N',2,2-tetramethylpropanedihydrazide —— C15H24N4O2S2
1-N',3-N'-bis(cyclopropanecarbothioyl)-1-N',3-N',2,2-tetramethylpropanedihydrazide
—— 4-[(1R,3S)-3-amino-1-(3-fluorothiophen-2-yl)-4-hydroxybutyl]sulfanyl-6-methoxypyridine-3-carbonitrile —— C15H16FN3O2S2
4-[(1R,3S)-3-amino-1-(3-fluorothiophen-2-yl)-4-hydroxybutyl]sulfanyl-6-methoxypyridine-3-carbonitrile
—— 4-[4-(3,3-Dimethyl-4-oxo-butylsulfanyl)-phenylsulfanyl]-2,2-dimethyl-butyraldehyde —— C18H26O2S2
4-[4-(3,3-Dimethyl-4-oxo-butylsulfanyl)-phenylsulfanyl]-2,2-dimethyl-butyraldehyde
—— (4-amino-5-benzyl-pyrimidin-2-ylsulfanyl)-acetic acid cyclobutylmethyl ester 476302-26-8 C18H21N3O2S
(4-amino-5-benzyl-pyrimidin-2-ylsulfanyl)-acetic acid cyclobutylmethyl ester
—— 3-[(5-chlorothiophen-2-yl)methylsulfanyl]-5-[(2-methylphenyl)methyl]-1H-1,2,4-triazole —— C15H14ClN3S2
3-[(5-chlorothiophen-2-yl)methylsulfanyl]-5-[(2-methylphenyl)methyl]-1H-1,2,4-triazole
—— 2-[(1R,3S)-3-amino-4-hydroxy-1-phenylbutyl]sulfanyl-6-propan-2-ylpyridine-3-carbonitrile —— C19H23N3OS
2-[(1R,3S)-3-amino-4-hydroxy-1-phenylbutyl]sulfanyl-6-propan-2-ylpyridine-3-carbonitrile
—— 1-[[4-(2-Anilinopyrimidin-4-yl)-5-methyl-1,2-oxazol-3-yl]sulfanyl]propan-2-one —— C17H16N4O2S
1-[[4-(2-Anilinopyrimidin-4-yl)-5-methyl-1,2-oxazol-3-yl]sulfanyl]propan-2-one
—— (2R)-2-amino-4-[4-(4-amino-2-nitrophenyl)sulfanylphenyl]butan-1-ol —— C16H19N3O3S
(2R)-2-amino-4-[4-(4-amino-2-nitrophenyl)sulfanylphenyl]butan-1-ol
—— 4-[5-methyl-3-(2-methylpropylsulfanyl)-1,2-oxazol-4-yl]-N-phenylpyrimidin-2-amine —— C18H20N4OS
4-[5-methyl-3-(2-methylpropylsulfanyl)-1,2-oxazol-4-yl]-N-phenylpyrimidin-2-amine
—— 5-(3,6-dimethoxyphenylsulphanyl)-2-amino-1H-indole-3-carbonitrile 378236-87-4 C17H15N3O2S
5-(3,6-dimethoxyphenylsulphanyl)-2-amino-1H-indole-3-carbonitrile
—— 4-(3-ethylsulfanyl-5-methyl-1,2-oxazol-4-yl)-N-(3-fluorophenyl)pyrimidin-2-amine —— C16H15FN4OS
4-(3-ethylsulfanyl-5-methyl-1,2-oxazol-4-yl)-N-(3-fluorophenyl)pyrimidin-2-amine
—— Ethyl 2-[4-(4,5,6,7-tetrahydroindazol-1-yl)pyrimidin-2-yl]sulfanylacetate —— C15H18N4O2S
Ethyl 2-[4-(4,5,6,7-tetrahydroindazol-1-yl)pyrimidin-2-yl]sulfanylacetate
—— 2-[4-Amino-1-(1,2-oxazol-5-yl)butyl]sulfanyl-6-methoxypyridine-3-carbonitrile —— C14H16N4O2S
2-[4-Amino-1-(1,2-oxazol-5-yl)butyl]sulfanyl-6-methoxypyridine-3-carbonitrile
—— 4-(3,3-Dimethylpiperidin-1-yl)-4b,5,6,7,8,8a-hexahydro-[1]benzothiolo[2,3-d]pyrimidine —— C17H25N3S
4-(3,3-Dimethylpiperidin-1-yl)-4b,5,6,7,8,8a-hexahydro-[1]benzothiolo[2,3-d]pyrimidine
—— Methyl 2-[4-amino-5-(thiophen-3-ylmethyl)pyrimidin-2-yl]sulfanylacetate —— C12H13N3O2S2
Methyl 2-[4-amino-5-(thiophen-3-ylmethyl)pyrimidin-2-yl]sulfanylacetate
—— 3-(furan-2-ylmethylsulfanyl)-5-[(3-methylphenyl)methyl]-1H-1,2,4-triazole —— C15H15N3OS
3-(furan-2-ylmethylsulfanyl)-5-[(3-methylphenyl)methyl]-1H-1,2,4-triazole
—— Methyl 2-[4-(4-methylpyrazol-1-yl)pyrimidin-2-yl]sulfanylacetate —— C11H12N4O2S
Methyl 2-[4-(4-methylpyrazol-1-yl)pyrimidin-2-yl]sulfanylacetate
—— propan-2-yl (2E,5R)-5-(4-chlorophenyl)-7-methyl-3-oxo-2-[(5-pyrimidin-2-ylsulfanylfuran-2-yl)methylidene]-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C26H21ClN4O4S2
propan-2-yl (2E,5R)-5-(4-chlorophenyl)-7-methyl-3-oxo-2-[(5-pyrimidin-2-ylsulfanylfuran-2-yl)methylidene]-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— propan-2-yl (2E,5S)-5-(4-chlorophenyl)-7-methyl-3-oxo-2-[(5-pyrimidin-2-ylsulfanylfuran-2-yl)methylidene]-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C26H21ClN4O4S2
propan-2-yl (2E,5S)-5-(4-chlorophenyl)-7-methyl-3-oxo-2-[(5-pyrimidin-2-ylsulfanylfuran-2-yl)methylidene]-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 5-Methyl-2-phenylsulfanylthieno[2,3-d][1,3]thiazole —— C12H9NS3
5-Methyl-2-phenylsulfanylthieno[2,3-d][1,3]thiazole
—— phenyl (2E,5S)-7-methyl-2-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-3-oxo-5-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C32H24N2O4S2
phenyl (2E,5S)-7-methyl-2-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-3-oxo-5-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— phenyl (2E,5R)-7-methyl-2-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-3-oxo-5-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C32H24N2O4S2
phenyl (2E,5R)-7-methyl-2-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-3-oxo-5-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— (5R,6S)-6-(3-propylthio-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane —— C12H19N3S2
(5R,6S)-6-(3-propylthio-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane
—— phenyl (2E,5S)-2-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-7-methyl-3-oxo-5-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C31H21ClN2O4S2
phenyl (2E,5S)-2-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-7-methyl-3-oxo-5-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 5-Methylsulfanyl-10,12,13,14,15,16-hexazatetracyclo[7.7.0.02,7.011,15]hexadeca-1(16),2(7),3,5,9,11,13-heptaen-8-one —— C11H6N6OS
5-Methylsulfanyl-10,12,13,14,15,16-hexazatetracyclo[7.7.0.02,7.011,15]hexadeca-1(16),2(7),3,5,9,11,13-heptaen-8-one
—— 3-[(E)-2-methylbut-1-enyl]sulfanyl-1H-1,2,4-triazol-5-amine —— C7H12N4S
3-[(E)-2-methylbut-1-enyl]sulfanyl-1H-1,2,4-triazol-5-amine