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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
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-1-(4-chlorophenyl)ethylideneamino]-5-(phenylsulfanylmethyl)triazole-4-carboxamide —— C20H17ClN8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-1-(4-chlorophenyl)ethylideneamino]-5-(phenylsulfanylmethyl)triazole-4-carboxamide
—— (10'Z)-3'-phenylsulfanylspiro[1,3-dioxolane-2,4'-2,3,3a,5,6,7,8,9-octahydro-1H-cyclopenta[9]annulene] —— C20H26O2S
(10'Z)-3'-phenylsulfanylspiro[1,3-dioxolane-2,4'-2,3,3a,5,6,7,8,9-octahydro-1H-cyclopenta[9]annulene]
—— (E)-N-[2-(furan-2-ylmethylsulfanyl)ethyl]-3-phenylsulfanylprop-2-enamide —— C16H17NO2S2
(E)-N-[2-(furan-2-ylmethylsulfanyl)ethyl]-3-phenylsulfanylprop-2-enamide
—— 5-[2-(4-Chloroanilino)vinyl]-3-{[(2-methyl-1,3-thiazol-4-yl)methyl]sulfanyl}-4-isothiazolecarbonitrile —— C17H13ClN4S3
5-[2-(4-Chloroanilino)vinyl]-3-{[(2-methyl-1,3-thiazol-4-yl)methyl]sulfanyl}-4-isothiazolecarbonitrile
—— (Z)-N-methoxy-1-[2-(3-methoxyphenyl)sulfanyl-5-nitrophenyl]methanimine —— C15H14N2O4S
(Z)-N-methoxy-1-[2-(3-methoxyphenyl)sulfanyl-5-nitrophenyl]methanimine
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(1E)-1-(4-methylphenyl)ethylidene]-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazole-4-carbohydrazide —— C21H20N8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(1E)-1-(4-methylphenyl)ethylidene]-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazole-4-carbohydrazide
—— (E)-6-(benzylthio)imidazo[2,1-b]thiazole-5-carbaldehyde oxime —— C13H11N3OS2
(E)-6-(benzylthio)imidazo[2,1-b]thiazole-5-carbaldehyde oxime
—— 3-methyl-1-octylthio-1-phenylthio-1-butene —— C19H30S2
3-methyl-1-octylthio-1-phenylthio-1-butene
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-methylphenyl)sulfanylmethyl]-N-[(Z)-1-pyridin-2-ylethylideneamino]triazole-4-carboxamide —— C20H19N9O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-methylphenyl)sulfanylmethyl]-N-[(Z)-1-pyridin-2-ylethylideneamino]triazole-4-carboxamide
—— Methyl 5-(2-(4-((4-chlorophenyl)sulfanyl)-3-(2,6-dichlorophenyl)isoxazolo[4,5-c]pyridin-7-yl)vinyl)-3-(2,6-dichlorophenyl)-4-isoxazolecarboxylate —— C31H16Cl5N3O4S
Methyl 5-(2-(4-((4-chlorophenyl)sulfanyl)-3-(2,6-dichlorophenyl)isoxazolo[4,5-c]pyridin-7-yl)vinyl)-3-(2,6-dichlorophenyl)-4-isoxazolecarboxylate
—— 7-methyl-3-{(Z)-[4-oxo-3-(tetrahydrofuran-2-ylmethyl)-2-thioxo-1,3-thiazolidin-5-ylidene]methyl}-2-(phenylsulfanyl)-4H-pyrido[1,2-a]pyrimidin-4-one —— C24H21N3O3S3
7-methyl-3-{(Z)-[4-oxo-3-(tetrahydrofuran-2-ylmethyl)-2-thioxo-1,3-thiazolidin-5-ylidene]methyl}-2-(phenylsulfanyl)-4H-pyrido[1,2-a]pyrimidin-4-one
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(3-bromophenyl)methylideneamino]-5-(phenylsulfanylmethyl)triazole-4-carboxamide —— C19H15BrN8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(3-bromophenyl)methylideneamino]-5-(phenylsulfanylmethyl)triazole-4-carboxamide
—— (1Z,4Z)-1,5-bis(dimethylamino)-2,4-bis(phenylsulfanyl)penta-1,4-dien-3-one —— C21H24N2OS2
(1Z,4Z)-1,5-bis(dimethylamino)-2,4-bis(phenylsulfanyl)penta-1,4-dien-3-one
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-1-(4-methylphenyl)ethylideneamino]-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]triazole-4-carboxamide —— C18H19N11O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-1-(4-methylphenyl)ethylideneamino]-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]triazole-4-carboxamide
—— N-[(Z)-(4-nitrophenyl)methylideneamino]-4-(4-phenylsulfanylphenyl)-1,3-thiazol-2-amine —— C22H16N4O2S2
N-[(Z)-(4-nitrophenyl)methylideneamino]-4-(4-phenylsulfanylphenyl)-1,3-thiazol-2-amine
—— (5E)-2-phenyl-3-(6-phenylsulfanyl-1H-benzimidazol-2-yl)-5-[(3,4,5-trimethoxyphenyl)methylidene]imidazol-4-one —— C32H26N4O4S
(5E)-2-phenyl-3-(6-phenylsulfanyl-1H-benzimidazol-2-yl)-5-[(3,4,5-trimethoxyphenyl)methylidene]imidazol-4-one
—— methyl (E)-3-[4-[(E)-3-methoxy-3-oxoprop-1-enyl]sulfanyl-2-sulfanylidenepyrimidin-1-yl]prop-2-enoate —— C12H12N2O4S2
methyl (E)-3-[4-[(E)-3-methoxy-3-oxoprop-1-enyl]sulfanyl-2-sulfanylidenepyrimidin-1-yl]prop-2-enoate
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-furan-2-ylmethylideneamino]-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]triazole-4-carboxamide —— C14H13N11O3S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-furan-2-ylmethylideneamino]-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]triazole-4-carboxamide
—— N'-[(1E)-1-(4-fluorophenyl)ethylidene]-2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)acetohydrazide —— C20H19FN4OS3
N'-[(1E)-1-(4-fluorophenyl)ethylidene]-2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)acetohydrazide
—— 6-Acetyl-2-(2-chloro-benzylidene)-5-methyl-thiazolo[2,3-b]thiazol-3-one —— C15H11ClNO2S2+
6-Acetyl-2-(2-chloro-benzylidene)-5-methyl-thiazolo[2,3-b]thiazol-3-one
—— (5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one 1266110-50-2 C17H12N2O3S3
(5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— (6Z)-5-imino-6-[4-(methylsulfanyl)benzylidene]-2-[2-oxo-2-(pyrrolidin-1-yl)ethyl]-5,6-dihydro-7H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one —— C19H19N5O2S2
(6Z)-5-imino-6-[4-(methylsulfanyl)benzylidene]-2-[2-oxo-2-(pyrrolidin-1-yl)ethyl]-5,6-dihydro-7H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one
—— [(Z)-[2-(4-chlorophenyl)sulfanylphenyl]methylideneamino]thiourea —— C14H12ClN3S2
[(Z)-[2-(4-chlorophenyl)sulfanylphenyl]methylideneamino]thiourea
—— [(Z)-[4-bromo-5-(4-chlorophenyl)sulfanylfuran-2-yl]methylideneamino]urea —— C12H9BrClN3O2S
[(Z)-[4-bromo-5-(4-chlorophenyl)sulfanylfuran-2-yl]methylideneamino]urea
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-chlorophenyl)sulfanylmethyl]-N-[(Z)-1-(4-fluorophenyl)ethylideneamino]triazole-4-carboxamide —— C20H16ClFN8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-chlorophenyl)sulfanylmethyl]-N-[(Z)-1-(4-fluorophenyl)ethylideneamino]triazole-4-carboxamide
—— (Z)-1-[2-(2,6-dichlorophenyl)sulfanyl-5-nitrophenyl]-N-methoxymethanimine —— C14H10Cl2N2O3S
(Z)-1-[2-(2,6-dichlorophenyl)sulfanyl-5-nitrophenyl]-N-methoxymethanimine
—— 2-{[5-(benzylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl}-N'-{(E)-[4-(dimethylamino)phenyl]methylidene}acetohydrazide —— C20H21N5OS3
2-{[5-(benzylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl}-N'-{(E)-[4-(dimethylamino)phenyl]methylidene}acetohydrazide
—— methyl (2Z)-2-[(4-fluorophenyl)methylidene]-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C23H19FN2O3S2
methyl (2Z)-2-[(4-fluorophenyl)methylidene]-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— (2Z)-2-(4-fluorophenyl)-3-{5-[(4-methylphenyl)sulfanyl]furan-2-yl}prop-2-enenitrile —— C20H14FNOS
(2Z)-2-(4-fluorophenyl)-3-{5-[(4-methylphenyl)sulfanyl]furan-2-yl}prop-2-enenitrile
—— 2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[(Z)-(2-methylcyclohexylidene)amino]acetamide —— C17H23BrN2OS
2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[(Z)-(2-methylcyclohexylidene)amino]acetamide
—— 2-anilino-N-[(Z)-(3-nitro-4-quinolin-8-ylsulfanylphenyl)methylideneamino]acetamide —— C24H19N5O3S
2-anilino-N-[(Z)-(3-nitro-4-quinolin-8-ylsulfanylphenyl)methylideneamino]acetamide
—— methyl 2-[4-[(Z)-(4-chlorophenyl)methoxyiminomethyl]-2-methyl-5-(trifluoromethyl)pyrazol-3-yl]sulfanylbenzoate —— C21H17ClF3N3O3S
methyl 2-[4-[(Z)-(4-chlorophenyl)methoxyiminomethyl]-2-methyl-5-(trifluoromethyl)pyrazol-3-yl]sulfanylbenzoate
—— (E)-N-[2-(cyclohexen-1-yl)ethyl]-3-phenylsulfanylprop-2-enamide —— C17H21NOS
(E)-N-[2-(cyclohexen-1-yl)ethyl]-3-phenylsulfanylprop-2-enamide
—— (5Z)-5-[[2-(4-chlorophenyl)sulfanylphenyl]methylidene]-2-sulfanylidene-3-[3-(trifluoromethyl)phenyl]-1,3-thiazolidin-4-one —— C23H13ClF3NOS3
(5Z)-5-[[2-(4-chlorophenyl)sulfanylphenyl]methylidene]-2-sulfanylidene-3-[3-(trifluoromethyl)phenyl]-1,3-thiazolidin-4-one
—— [(Z)-[5-[(2-chlorophenyl)methylsulfanyl]-1-methyl-3-(trifluoromethyl)pyrazol-4-yl]methylideneamino] 2-methylpropanoate —— C17H17ClF3N3O2S
[(Z)-[5-[(2-chlorophenyl)methylsulfanyl]-1-methyl-3-(trifluoromethyl)pyrazol-4-yl]methylideneamino] 2-methylpropanoate
—— (5E)-3-ethyl-2-ethylimino-5-[(5-phenylsulfanylfuran-2-yl)methylidene]-1,3-thiazolidin-4-one —— C18H18N2O2S2
(5E)-3-ethyl-2-ethylimino-5-[(5-phenylsulfanylfuran-2-yl)methylidene]-1,3-thiazolidin-4-one
—— 3-{(Z)-[3-(3-methoxypropyl)-4-oxo-2-thioxo-1,3-thiazolidin-5-ylidene]methyl}-9-methyl-2-(phenylsulfanyl)-4H-pyrido[1,2-a]pyrimidin-4-one —— C23H21N3O3S3
3-{(Z)-[3-(3-methoxypropyl)-4-oxo-2-thioxo-1,3-thiazolidin-5-ylidene]methyl}-9-methyl-2-(phenylsulfanyl)-4H-pyrido[1,2-a]pyrimidin-4-one
—— 2-[(E)-2-(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)ethenyl]-5,6,7,8-tetrahydro-3H-[1]benzothiolo[2,3-d]pyrimidin-4-one —— C22H17N5O3S2
2-[(E)-2-(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)ethenyl]-5,6,7,8-tetrahydro-3H-[1]benzothiolo[2,3-d]pyrimidin-4-one
—— (E)-4-(4-chlorophenylthio)-3-nitrobenzaldehyde O-4-chlorobenzyl oxime —— C20H14Cl2N2O3S
(E)-4-(4-chlorophenylthio)-3-nitrobenzaldehyde O-4-chlorobenzyl oxime
—— (Z)-2-amino-3-[(5-nitro-2-pyridin-2-ylsulfanylphenyl)methylideneamino]but-2-enedinitrile —— C16H10N6O2S
(Z)-2-amino-3-[(5-nitro-2-pyridin-2-ylsulfanylphenyl)methylideneamino]but-2-enedinitrile
—— N-[(Z)-[5-[(6-nitro-1,3-benzothiazol-2-yl)sulfanyl]furan-2-yl]methylideneamino]furan-2-carboxamide —— C17H10N4O5S2
N-[(Z)-[5-[(6-nitro-1,3-benzothiazol-2-yl)sulfanyl]furan-2-yl]methylideneamino]furan-2-carboxamide
—— 4-[(2Z)-2-[[2-(1,3-benzothiazol-2-ylsulfanyl)-9-methyl-4-oxopyrido[1,2-a]pyrimidin-3-yl]methylidene]hydrazinyl]benzoic acid —— C24H17N5O3S2
4-[(2Z)-2-[[2-(1,3-benzothiazol-2-ylsulfanyl)-9-methyl-4-oxopyrido[1,2-a]pyrimidin-3-yl]methylidene]hydrazinyl]benzoic acid
—— (5Z)-3-(3,4-dimethylphenyl)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C25H20N2O3S3
(5Z)-3-(3,4-dimethylphenyl)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— 2-N-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]-4-N,6-N-diphenyl-1,3,5-triazine-2,4,6-triamine —— C28H21ClN8O2S
2-N-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]-4-N,6-N-diphenyl-1,3,5-triazine-2,4,6-triamine
—— N-{(E)-[2-(1,3-benzothiazol-2-ylsulfanyl)-5-nitrophenyl]methylidene}-4H-1,2,4-triazol-4-amine —— C16H10N6O2S2
N-{(E)-[2-(1,3-benzothiazol-2-ylsulfanyl)-5-nitrophenyl]methylidene}-4H-1,2,4-triazol-4-amine
—— (E)-3-[5-(3-chloro-4-methylphenyl)furan-2-yl]-N-[(3-ethylsulfanyl-5-methyl-1,2,4-triazol-4-yl)carbamothioyl]prop-2-enamide —— C20H20ClN5O2S2
(E)-3-[5-(3-chloro-4-methylphenyl)furan-2-yl]-N-[(3-ethylsulfanyl-5-methyl-1,2,4-triazol-4-yl)carbamothioyl]prop-2-enamide
—— N-[(Z)-[4-bromo-5-(4-chlorophenyl)sulfanylfuran-2-yl]methylideneamino]-2-naphthalen-1-ylacetamide —— C23H16BrClN2O2S
N-[(Z)-[4-bromo-5-(4-chlorophenyl)sulfanylfuran-2-yl]methylideneamino]-2-naphthalen-1-ylacetamide
—— N-(3-chloro-4-methylphenyl)-2-[(5Z)-5-({5-[(4-methylphenyl)sulfanyl]furan-2-yl}methylidene)-2,4-dioxo-1,3-thiazolidin-3-yl]acetamide —— C24H19ClN2O4S2
N-(3-chloro-4-methylphenyl)-2-[(5Z)-5-({5-[(4-methylphenyl)sulfanyl]furan-2-yl}methylidene)-2,4-dioxo-1,3-thiazolidin-3-yl]acetamide
—— [(Z)-[4-bromo-5-(4-chlorophenyl)sulfanylfuran-2-yl]methylideneamino]thiourea —— C12H9BrClN3OS2
[(Z)-[4-bromo-5-(4-chlorophenyl)sulfanylfuran-2-yl]methylideneamino]thiourea
—— diethyl (2Z)-5-amino-7-(4-methylsulfanylphenyl)-2-[(4-methylsulfanylphenyl)methylidene]-3-oxo-7H-[1,3]thiazolo[3,2-a]pyridine-6,8-dicarboxylate —— C28H28N2O5S3
diethyl (2Z)-5-amino-7-(4-methylsulfanylphenyl)-2-[(4-methylsulfanylphenyl)methylidene]-3-oxo-7H-[1,3]thiazolo[3,2-a]pyridine-6,8-dicarboxylate