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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
—— (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
—— N'-(2-Bromo-3-phenyl-2-propenylidene)-2-((4-(2-(2-(2-bromo-3-phenyl-2-propenylidene)hydrazino)-2-oxoethoxy)-6-methyl-2-pyrimidinyl)thio)acetohydrazide —— C27H24Br2N6O3S
N'-(2-Bromo-3-phenyl-2-propenylidene)-2-((4-(2-(2-(2-bromo-3-phenyl-2-propenylidene)hydrazino)-2-oxoethoxy)-6-methyl-2-pyrimidinyl)thio)acetohydrazide
—— (2E)-2-(4-methylpiperazin-1-yl)imino-1-(4-phenylsulfanylphenyl)ethanone —— C19H21N3OS
(2E)-2-(4-methylpiperazin-1-yl)imino-1-(4-phenylsulfanylphenyl)ethanone
—— N-[1-[4-[4-[(E)-N-(2,4-dinitroanilino)-C-methylcarbonimidoyl]phenyl]sulfanylphenyl]ethylideneamino]-2,4-dinitroaniline —— C28H22N8O8S
N-[1-[4-[4-[(E)-N-(2,4-dinitroanilino)-C-methylcarbonimidoyl]phenyl]sulfanylphenyl]ethylideneamino]-2,4-dinitroaniline
—— 2-[[5-[(2E)-2-[(3-bromophenyl)methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-N,N-diethylacetamide —— C15H19BrN6OS
2-[[5-[(2E)-2-[(3-bromophenyl)methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-N,N-diethylacetamide
—— 2-[[5-[(Z)-2-(5-methylfuran-2-yl)ethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-1-[4-(thiophen-2-ylmethyl)piperazin-1-yl]ethanone —— C20H23N5O2S2
2-[[5-[(Z)-2-(5-methylfuran-2-yl)ethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-1-[4-(thiophen-2-ylmethyl)piperazin-1-yl]ethanone
—— N-[(E)-1-(2-chlorophenyl)ethylideneamino]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide —— C12H12ClN5OS
N-[(E)-1-(2-chlorophenyl)ethylideneamino]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide
—— 4,10-dihydroimidazo[5,1-c][1,4]benzothiazepine-3-carboxylic acid —— C12H10N2O2S
4,10-dihydroimidazo[5,1-c][1,4]benzothiazepine-3-carboxylic acid
—— 3-ethyl-5-[[5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanylmethyl]-1,2,4-oxadiazole —— C13H13N5OS2
3-ethyl-5-[[5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanylmethyl]-1,2,4-oxadiazole
—— 5-[(Z)-2-(5-methylfuran-2-yl)ethenyl]-3-(2-methylprop-2-enylsulfanyl)-1H-1,2,4-triazole —— C13H15N3OS
5-[(Z)-2-(5-methylfuran-2-yl)ethenyl]-3-(2-methylprop-2-enylsulfanyl)-1H-1,2,4-triazole
—— N-[(E)-1-(4-chlorophenyl)ethylideneamino]-2-[(3-ethyl-1H-1,2,4-triazol-5-yl)sulfanyl]acetamide —— C14H16ClN5OS
N-[(E)-1-(4-chlorophenyl)ethylideneamino]-2-[(3-ethyl-1H-1,2,4-triazol-5-yl)sulfanyl]acetamide
—— N-[(E)-1-(4-chlorophenyl)ethylideneamino]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide —— C12H12ClN5OS
N-[(E)-1-(4-chlorophenyl)ethylideneamino]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide
—— N-[(E)-1-(2-chlorophenyl)ethylideneamino]-2-[(3-ethyl-1H-1,2,4-triazol-5-yl)sulfanyl]acetamide —— C14H16ClN5OS
N-[(E)-1-(2-chlorophenyl)ethylideneamino]-2-[(3-ethyl-1H-1,2,4-triazol-5-yl)sulfanyl]acetamide
—— (3-Benzylsulfanyl-(1,2,4)triazol-4-YL)-(4-bromo-benzylidene)-amine —— C16H13BrN4S
(3-Benzylsulfanyl-(1,2,4)triazol-4-YL)-(4-bromo-benzylidene)-amine
—— 2-(4-chlorophenyl)sulfanyl-3-[(E)-(phenylhydrazinylidene)methyl]pyrido[1,2-a]pyrimidin-4-one —— C21H15ClN4OS
2-(4-chlorophenyl)sulfanyl-3-[(E)-(phenylhydrazinylidene)methyl]pyrido[1,2-a]pyrimidin-4-one
—— 2-[(4,6-dimethyl-2-pyrimidinyl)thio]-N'-(2-thienylmethylene)propanohydrazide —— C14H16N4OS2
2-[(4,6-dimethyl-2-pyrimidinyl)thio]-N'-(2-thienylmethylene)propanohydrazide
—— 2-(2-fluorophenyl)sulfanyl-N-[(S)-phenyl(pyridin-2-yl)methyl]ethanamine —— C20H19FN2S
2-(2-fluorophenyl)sulfanyl-N-[(S)-phenyl(pyridin-2-yl)methyl]ethanamine
—— 4-Oxo-2-(2-pyridinylsulfanyl)-4H-pyrido[1,2-A]pyrimidine-3-carbaldehyde thiosemicarbazone —— C15H12N6OS2
4-Oxo-2-(2-pyridinylsulfanyl)-4H-pyrido[1,2-A]pyrimidine-3-carbaldehyde thiosemicarbazone
—— 2-(2-fluorophenyl)sulfanyl-N-[(R)-phenyl(pyridin-2-yl)methyl]ethanamine —— C20H19FN2S
2-(2-fluorophenyl)sulfanyl-N-[(R)-phenyl(pyridin-2-yl)methyl]ethanamine
—— 4-cyano-2-fluoro-N'-{(E)-[5-(phenylsulfanyl)furan-2-yl]methylidene}benzohydrazide —— C19H12FN3O2S
4-cyano-2-fluoro-N'-{(E)-[5-(phenylsulfanyl)furan-2-yl]methylidene}benzohydrazide
—— 3-[(3-bromobenzyl)sulfanyl]-N-[(E)-(4-fluorophenyl)methylidene]-7H-[1,2,4]triazolo[4,3-b][1,2,4]triazol-7-amine —— C17H12BrFN6S
3-[(3-bromobenzyl)sulfanyl]-N-[(E)-(4-fluorophenyl)methylidene]-7H-[1,2,4]triazolo[4,3-b][1,2,4]triazol-7-amine
—— N-[(E)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylideneamino]furan-2-carboxamide —— C17H12N4O3S
N-[(E)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylideneamino]furan-2-carboxamide
—— N'-{[5-(1,3-benzothiazol-2-ylsulfanyl)-2-furyl]methylene}-2-methoxyacetohydrazide —— C15H13N3O3S2
N'-{[5-(1,3-benzothiazol-2-ylsulfanyl)-2-furyl]methylene}-2-methoxyacetohydrazide
—— N'-{[5-(1,3-benzothiazol-2-ylsulfanyl)-2-furyl]methylene}-2-cyanoacetohydrazide —— C15H10N4O2S2
N'-{[5-(1,3-benzothiazol-2-ylsulfanyl)-2-furyl]methylene}-2-cyanoacetohydrazide
—— 4-Methoxy-N'-[(E)-[5-(quinolin-8-ylsulfanyl)furan-2-YL]methylidene]benzohydrazide —— C22H17N3O3S
4-Methoxy-N'-[(E)-[5-(quinolin-8-ylsulfanyl)furan-2-YL]methylidene]benzohydrazide