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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
—— [(2R)-4-(2-methylpropyl)morpholin-2-yl]methyl (2R)-2-phenylsulfanylpropanoate —— C18H27NO3S
[(2R)-4-(2-methylpropyl)morpholin-2-yl]methyl (2R)-2-phenylsulfanylpropanoate
—— 4-[(4-chlorophenyl)sulfanyl]-3-nitrobenzenecarbaldehyde O-(4-nitrobenzyl)oxime —— C20H14ClN3O5S
4-[(4-chlorophenyl)sulfanyl]-3-nitrobenzenecarbaldehyde O-(4-nitrobenzyl)oxime
—— 4-[(4-methylphenyl)sulfanyl]-3-nitrobenzenecarbaldehyde O-(2,6-dichlorobenzyl)oxime —— C21H16Cl2N2O3S
4-[(4-methylphenyl)sulfanyl]-3-nitrobenzenecarbaldehyde O-(2,6-dichlorobenzyl)oxime
—— 2-methoxyethyl (2R)-2-phenylsulfanylpropanoate —— C12H16O3S
2-methoxyethyl (2R)-2-phenylsulfanylpropanoate
—— [(2R)-4-(2-methylpropyl)morpholin-2-yl]methyl 2-(2-methylphenyl)sulfanylacetate —— C18H27NO3S
[(2R)-4-(2-methylpropyl)morpholin-2-yl]methyl 2-(2-methylphenyl)sulfanylacetate
—— 2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-cyano-1-cyclopropylethyl]acetamide —— C16H15ClN4O2S
2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-cyano-1-cyclopropylethyl]acetamide
—— 2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-2-cyano-3-methylbutan-2-yl]acetamide —— C16H17ClN4O2S
2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-2-cyano-3-methylbutan-2-yl]acetamide
—— N-[(E)-[3-(4-chlorophenyl)sulfanyl-5-(trifluoromethyl)pyridin-2-yl]methylideneamino]benzenesulfonamide —— C19H13ClF3N3O2S2
N-[(E)-[3-(4-chlorophenyl)sulfanyl-5-(trifluoromethyl)pyridin-2-yl]methylideneamino]benzenesulfonamide
—— 1-(3-chlorophenyl)-5-(4-chlorophenyl)sulfanyl-N-[(E)-dimethylaminomethylideneamino]-4-oxopyridazine-3-carboxamide —— C20H17Cl2N5O2S
1-(3-chlorophenyl)-5-(4-chlorophenyl)sulfanyl-N-[(E)-dimethylaminomethylideneamino]-4-oxopyridazine-3-carboxamide
—— 2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-2-cyano-3-methylbutan-2-yl]acetamide —— C16H17ClN4O2S
2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-2-cyano-3-methylbutan-2-yl]acetamide
—— N,N-dimethyl-N'-(5-octadecylsulfanyl-1,3,4-thiadiazol-2-yl)methanimidamide —— C23H44N4S2
N,N-dimethyl-N'-(5-octadecylsulfanyl-1,3,4-thiadiazol-2-yl)methanimidamide
—— 1-(4-chlorophenyl)-3-[(E)-[3-(4-chlorophenyl)sulfanyl-5-(trifluoromethyl)pyridin-2-yl]methylideneamino]thiourea —— C20H13Cl2F3N4S2
1-(4-chlorophenyl)-3-[(E)-[3-(4-chlorophenyl)sulfanyl-5-(trifluoromethyl)pyridin-2-yl]methylideneamino]thiourea
—— 1-(4-chlorophenyl)-3-[(E)-[6-(4-chlorophenyl)sulfanylimidazo[2,1-b][1,3]thiazol-5-yl]methylideneamino]thiourea —— C19H13Cl2N5S3
1-(4-chlorophenyl)-3-[(E)-[6-(4-chlorophenyl)sulfanylimidazo[2,1-b][1,3]thiazol-5-yl]methylideneamino]thiourea
—— [(E)-[6-(4-chlorophenyl)sulfanylimidazo[2,1-b][1,3]thiazol-5-yl]methylideneamino]thiourea —— C13H10ClN5S3
[(E)-[6-(4-chlorophenyl)sulfanylimidazo[2,1-b][1,3]thiazol-5-yl]methylideneamino]thiourea
—— 2-(Methylthio)thiophene-3-carbaldehyde oxime —— C6H7NOS2
2-(Methylthio)thiophene-3-carbaldehyde oxime
—— N'-[(E)-[5-(Phenylsulfanyl)furan-2-YL]methylidene]pyridine-4-carbohydrazide —— C17H13N3O2S
N'-[(E)-[5-(Phenylsulfanyl)furan-2-YL]methylidene]pyridine-4-carbohydrazide
—— (1S)-1-[4-(4-fluorophenyl)-5-(8-nitroisoquinolin-5-yl)sulfanyl-1,2,4-triazol-3-yl]-N,N-dimethylethanamine —— C21H19FN6O2S
(1S)-1-[4-(4-fluorophenyl)-5-(8-nitroisoquinolin-5-yl)sulfanyl-1,2,4-triazol-3-yl]-N,N-dimethylethanamine
—— (1R)-1-[4-(4-fluorophenyl)-5-(8-nitroisoquinolin-5-yl)sulfanyl-1,2,4-triazol-3-yl]-N,N-dimethylethanamine —— C21H19FN6O2S
(1R)-1-[4-(4-fluorophenyl)-5-(8-nitroisoquinolin-5-yl)sulfanyl-1,2,4-triazol-3-yl]-N,N-dimethylethanamine
—— 2-[(4-chlorophenyl)sulfanyl]-N'-[(E)-(3-methylphenyl)methylidene]acetohydrazide —— C16H15ClN2OS
2-[(4-chlorophenyl)sulfanyl]-N'-[(E)-(3-methylphenyl)methylidene]acetohydrazide
—— N-[(E)-(4-fluorophenyl)methylidene]-3-(methylsulfanyl)-7H-[1,2,4]triazolo[4,3-b][1,2,4]triazol-7-amine —— C11H9FN6S
N-[(E)-(4-fluorophenyl)methylidene]-3-(methylsulfanyl)-7H-[1,2,4]triazolo[4,3-b][1,2,4]triazol-7-amine
—— N-[(E)-benzylideneamino]-2-[2-(dimethylamino)-6-methylpyrimidin-4-yl]sulfanylacetamide —— C16H19N5OS
N-[(E)-benzylideneamino]-2-[2-(dimethylamino)-6-methylpyrimidin-4-yl]sulfanylacetamide
—— S-methyl (2Z)-5-benzylsulfanyl-2-methylsulfanylcarbonylimino-1,3,4-thiadiazole-3-carbothioate; S-methyl (2Z)-5-benzylsulfanyl-2-propanoylimino-1,3,4-thiadiazole-3-carbothioate —— C27H28N6O4S7
S-methyl (2Z)-5-benzylsulfanyl-2-methylsulfanylcarbonylimino-1,3,4-thiadiazole-3-carbothioate; S-methyl (2Z)-5-benzylsulfanyl-2-propanoylimino-1,3,4-thiadiazole-3-carbothioate
—— (5-Pyridin-2-yl-[1,3,4]thiadiazol-2-ylsulfanyl)-acetic acid [3-(4-chloro-phenyl)-4-phenyl-3H-thiazol-(2E)-ylidene]-hydrazide —— C24H17ClN6OS3
(5-Pyridin-2-yl-[1,3,4]thiadiazol-2-ylsulfanyl)-acetic acid [3-(4-chloro-phenyl)-4-phenyl-3H-thiazol-(2E)-ylidene]-hydrazide
—— (5-Pyridin-2-yl-[1,3,4]thiadiazol-2-ylsulfanyl)-acetic acid [4-(4-chloro-phenyl)-3-phenyl-3H-thiazol-(2E)-ylidene]-hydrazide —— C24H17ClN6OS3
(5-Pyridin-2-yl-[1,3,4]thiadiazol-2-ylsulfanyl)-acetic acid [4-(4-chloro-phenyl)-3-phenyl-3H-thiazol-(2E)-ylidene]-hydrazide
—— (5-Pyridin-2-yl-[1,3,4]thiadiazol-2-ylsulfanyl)-acetic acid [4-phenyl-3-p-tolyl-3H-thiazol-(2E)-ylidene]-hydrazide —— C25H20N6OS3
(5-Pyridin-2-yl-[1,3,4]thiadiazol-2-ylsulfanyl)-acetic acid [4-phenyl-3-p-tolyl-3H-thiazol-(2E)-ylidene]-hydrazide
—— N-[(E)-[3-(3-bromophenyl)-4-phenyl-thiazol-2-ylidene]amino]-2-[[5-(2-pyridyl)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C24H17BrN6OS3
N-[(E)-[3-(3-bromophenyl)-4-phenyl-thiazol-2-ylidene]amino]-2-[[5-(2-pyridyl)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (5-Pyridin-2-yl-[1,3,4]thiadiazol-2-ylsulfanyl)-acetic acid [3-phenyl-4-p-tolyl-3H-thiazol-(2E)-ylidene]-hydrazide —— C25H20N6OS3
(5-Pyridin-2-yl-[1,3,4]thiadiazol-2-ylsulfanyl)-acetic acid [3-phenyl-4-p-tolyl-3H-thiazol-(2E)-ylidene]-hydrazide
—— (5-Pyridin-2-yl-[1,3,4]thiadiazol-2-ylsulfanyl)-acetic acid [4-(4-bromo-phenyl)-3-phenyl-3H-thiazol-(2E)-ylidene]-hydrazide —— C24H17BrN6OS3
(5-Pyridin-2-yl-[1,3,4]thiadiazol-2-ylsulfanyl)-acetic acid [4-(4-bromo-phenyl)-3-phenyl-3H-thiazol-(2E)-ylidene]-hydrazide
—— [(5-pyridin-2-yl)-1,3,4-thiadiazol-2-ylthio]acetic acid (3,4-diphenyl-3H-thiazol-2-ylidene)hydrazide —— C24H18N6OS3
[(5-pyridin-2-yl)-1,3,4-thiadiazol-2-ylthio]acetic acid (3,4-diphenyl-3H-thiazol-2-ylidene)hydrazide
—— 1-[(E)-1-(1-adamantyl)ethylideneamino]-3-amino-thiourea —— C13H22N4S
1-[(E)-1-(1-adamantyl)ethylideneamino]-3-amino-thiourea
—— (2E,4Z)-N-[4-(4-nitrophenyl)sulfanylphenyl]hexa-2,4-dienamide —— C18H16N2O3S
(2E,4Z)-N-[4-(4-nitrophenyl)sulfanylphenyl]hexa-2,4-dienamide
—— (2Z,4Z)-N-[4-(4-nitrophenyl)sulfanylphenyl]hexa-2,4-dienamide —— C18H16N2O3S
(2Z,4Z)-N-[4-(4-nitrophenyl)sulfanylphenyl]hexa-2,4-dienamide
—— (3Z)-3-[[2-[2-[(2Z)-2-(3-carboxy-4-oxocyclohexa-2,5-dien-1-ylidene)hydrazinyl]phenyl]sulfanylphenyl]hydrazinylidene]-6-oxocyclohexa-1,4-diene-1-carboxylic acid —— C26H18N4O6S
(3Z)-3-[[2-[2-[(2Z)-2-(3-carboxy-4-oxocyclohexa-2,5-dien-1-ylidene)hydrazinyl]phenyl]sulfanylphenyl]hydrazinylidene]-6-oxocyclohexa-1,4-diene-1-carboxylic acid
—— (Z)-N-methyl-N-[(4-methylsulfanylphenyl)methyl]-3-pyridin-3-ylprop-2-enamide —— C17H18N2OS
(Z)-N-methyl-N-[(4-methylsulfanylphenyl)methyl]-3-pyridin-3-ylprop-2-enamide
—— 1-[3-nitro-4-[[5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]phenyl]sulfonylpiperidine —— C19H19N5O4S3
1-[3-nitro-4-[[5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]phenyl]sulfonylpiperidine
—— (2Z,4E)-N-[4-(4-nitrophenyl)sulfanylphenyl]hexa-2,4-dienamide —— C18H16N2O3S
(2Z,4E)-N-[4-(4-nitrophenyl)sulfanylphenyl]hexa-2,4-dienamide
—— 2-[[5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]pyridine-3-carbonitrile —— C14H9N5S2
2-[[5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]pyridine-3-carbonitrile
—— disodium;(3E)-3-[[4-[4-[(2E)-2-(3-carboxylato-4-oxocyclohexa-2,5-dien-1-ylidene)hydrazinyl]phenyl]sulfanylphenyl]hydrazinylidene]-6-oxocyclohexa-1,4-diene-1-carboxylate —— C26H16N4Na2O6S
disodium;(3E)-3-[[4-[4-[(2E)-2-(3-carboxylato-4-oxocyclohexa-2,5-dien-1-ylidene)hydrazinyl]phenyl]sulfanylphenyl]hydrazinylidene]-6-oxocyclohexa-1,4-diene-1-carboxylate
—— (3E)-3-[[4-[4-[(2E)-2-(3-carboxy-4-oxocyclohexa-2,5-dien-1-ylidene)hydrazinyl]phenyl]sulfanylphenyl]hydrazinylidene]-6-oxocyclohexa-1,4-diene-1-carboxylic acid —— C26H18N4O6S
(3E)-3-[[4-[4-[(2E)-2-(3-carboxy-4-oxocyclohexa-2,5-dien-1-ylidene)hydrazinyl]phenyl]sulfanylphenyl]hydrazinylidene]-6-oxocyclohexa-1,4-diene-1-carboxylic acid
—— (2R)-2-[[(E)-3-[(S)-methylsulfinyl]prop-2-enyl]disulfanyl]butane —— C8H16OS3
(2R)-2-[[(E)-3-[(S)-methylsulfinyl]prop-2-enyl]disulfanyl]butane
—— 1-(amino-lambda4-sulfanylidyne)-N-[(E)-1-(4-chloro-2,5-dimethylphenyl)sulfanylpropan-2-ylideneamino]methanamine —— C12H16ClN3S2
1-(amino-lambda4-sulfanylidyne)-N-[(E)-1-(4-chloro-2,5-dimethylphenyl)sulfanylpropan-2-ylideneamino]methanamine
—— 1-[(4R)-4-amino-3-methylsulfanyl-4,5,6,7-tetrahydro-2-benzothiophen-1-yl]ethanone —— C11H15NOS2
1-[(4R)-4-amino-3-methylsulfanyl-4,5,6,7-tetrahydro-2-benzothiophen-1-yl]ethanone
—— 1-[(4S)-4-amino-3-methylsulfanyl-4,5,6,7-tetrahydro-2-benzothiophen-1-yl]ethanone —— C11H15NOS2
1-[(4S)-4-amino-3-methylsulfanyl-4,5,6,7-tetrahydro-2-benzothiophen-1-yl]ethanone
—— (6E)-4-amino-3-[(2,5-dichlorophenyl)diazenyl]-5-oxo-6-[[4-[4-[2-(4-oxocyclohexa-2,5-dien-1-ylidene)hydrazinyl]phenyl]sulfanylphenyl]hydrazinylidene]naphthalene-2,7-disulfonic acid —— C34H23Cl2N7O8S3
(6E)-4-amino-3-[(2,5-dichlorophenyl)diazenyl]-5-oxo-6-[[4-[4-[2-(4-oxocyclohexa-2,5-dien-1-ylidene)hydrazinyl]phenyl]sulfanylphenyl]hydrazinylidene]naphthalene-2,7-disulfonic acid
—— methyl N'-[(E)-[(1E)-1-[(Z)-[amino(methylsulfanyl)methylidene]hydrazinylidene]propan-2-ylidene]amino]carbamimidothioate —— C7H14N6S2
methyl N'-[(E)-[(1E)-1-[(Z)-[amino(methylsulfanyl)methylidene]hydrazinylidene]propan-2-ylidene]amino]carbamimidothioate
—— 2-(5-methyl-7-methylsulfanylimidazo[5,1-b][1,3]thiazol-2-yl)acetic acid —— C9H10N2O2S2
2-(5-methyl-7-methylsulfanylimidazo[5,1-b][1,3]thiazol-2-yl)acetic acid
—— N'-{3-nitro-4-[(1-methyl-1H-imidazol-2-yl)sulfanyl]benzylidene}octanohydrazide —— C19H25N5O3S
N'-{3-nitro-4-[(1-methyl-1H-imidazol-2-yl)sulfanyl]benzylidene}octanohydrazide
—— (E)-1-(furan-2-yl)-N-(5-phenylsulfanyl-1H-indol-2-yl)methanimine —— C19H14N2OS
(E)-1-(furan-2-yl)-N-(5-phenylsulfanyl-1H-indol-2-yl)methanimine
—— N'-[(E)-furan-2-ylmethylidene]-2-(pyrimidin-2-ylsulfanyl)acetohydrazide —— C11H10N4O2S
N'-[(E)-furan-2-ylmethylidene]-2-(pyrimidin-2-ylsulfanyl)acetohydrazide
—— 1-[(E)-(6-chloro-2,3-dihydroimidazo[2,1-b]thiazol-5-yl)methyleneamino]guanidine —— C7H9ClN6S
1-[(E)-(6-chloro-2,3-dihydroimidazo[2,1-b]thiazol-5-yl)methyleneamino]guanidine