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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-Methylsulfanyl-4-(sulfinoamino)but-2-yne —— C5H9NO2S2
1-Methylsulfanyl-4-(sulfinoamino)but-2-yne
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(2,5-difluorophenyl)methylideneamino]-5-[(4-methylphenyl)sulfanylmethyl]triazole-4-carboxamide —— C20H16F2N8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(2,5-difluorophenyl)methylideneamino]-5-[(4-methylphenyl)sulfanylmethyl]triazole-4-carboxamide
—— 1-Ethenylcyclohexane-1,2-dithiol —— C8H14S2
1-Ethenylcyclohexane-1,2-dithiol
—— (2E)-2-[[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylidene]-3,4-dihydronaphthalen-1-one —— C21H17N3O3S
(2E)-2-[[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylidene]-3,4-dihydronaphthalen-1-one
—— (4E)-1-[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-5-(furan-2-yl)pyrrolidine-2,3-dione —— C26H20ClN3O4S2
(4E)-1-[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-5-(furan-2-yl)pyrrolidine-2,3-dione
—— 1-[2-[7-Methyl-1,3,8-tris(2-sulfanylpropylsulfanyl)octan-2-yl]sulfanylethylsulfanyl]propane-2-thiol —— C23H48S9
1-[2-[7-Methyl-1,3,8-tris(2-sulfanylpropylsulfanyl)octan-2-yl]sulfanylethylsulfanyl]propane-2-thiol
—— 4-Ethylsulfonylhepta-1,3,5-triene —— C9H14O2S
4-Ethylsulfonylhepta-1,3,5-triene
—— 2-[[7-(Furan-2-yl)-14-methylsulfanyl-8,13,15-triazatetracyclo[7.7.0.02,6.011,16]hexadeca-1,6,9,11(16),12,14-hexaen-12-yl]-(2-hydroxyethyl)amino]ethanol —— C22H24N4O3S
2-[[7-(Furan-2-yl)-14-methylsulfanyl-8,13,15-triazatetracyclo[7.7.0.02,6.011,16]hexadeca-1,6,9,11(16),12,14-hexaen-12-yl]-(2-hydroxyethyl)amino]ethanol
—— (4E)-1-[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-5-pyridin-4-ylpyrrolidine-2,3-dione —— C27H21ClN4O3S2
(4E)-1-[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-5-pyridin-4-ylpyrrolidine-2,3-dione
—— 2-(Fluoromethyl)-4-prop-2-ynylsulfanylaniline —— C10H10FNS
2-(Fluoromethyl)-4-prop-2-ynylsulfanylaniline
—— 1-(4-fluorophenyl)-3-(2-methylsulfanylphenyl)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]azepine —— C20H20FN3S
1-(4-fluorophenyl)-3-(2-methylsulfanylphenyl)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]azepine
—— 2-Hexylsulfonylpentane-2-sulfinate —— C11H23O4S2-
2-Hexylsulfonylpentane-2-sulfinate
—— 2-[(5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]-N-(3-methylsulfanylphenyl)acetamide —— C26H21N3O5S3
2-[(5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]-N-(3-methylsulfanylphenyl)acetamide
—— carbaldehyde O-3,4-dichlorobenzyl oxime —— C20H15Cl2N3OS2
carbaldehyde O-3,4-dichlorobenzyl oxime
—— 1,2,6-Tris(sulfanyl)hexane-3-thione —— C6H12S4
1,2,6-Tris(sulfanyl)hexane-3-thione
—— 2-(1,3-Benzodithiol-2-ylidene)-1,3-benzodithiole;propane —— C26H40S4
2-(1,3-Benzodithiol-2-ylidene)-1,3-benzodithiole;propane
—— [5-(3,5-dichlorophenyl)sulfanyl-2-methyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrol-3-yl]methyl N-methylcarbamate —— C23H25Cl2N3O2S
[5-(3,5-dichlorophenyl)sulfanyl-2-methyl-4-propan-2-yl-1-(pyridin-4-ylmethyl)pyrrol-3-yl]methyl N-methylcarbamate
—— (4E)-1-[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-5-thiophen-2-ylpyrrolidine-2,3-dione —— C26H20ClN3O3S3
(4E)-1-[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-5-thiophen-2-ylpyrrolidine-2,3-dione
—— N'-[5-(cyanomethylsulfanyl)-1,3,4-thiadiazol-2-yl]-N,N-dimethylmethanimidamide —— C7H9N5S2
N'-[5-(cyanomethylsulfanyl)-1,3,4-thiadiazol-2-yl]-N,N-dimethylmethanimidamide
—— (4E)-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-5-(5-methylfuran-2-yl)-1-[5-[(4-methylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]pyrrolidine-2,3-dione —— C28H25N3O4S2
(4E)-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-5-(5-methylfuran-2-yl)-1-[5-[(4-methylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]pyrrolidine-2,3-dione
—— [1-Ethyl-1-(3-phenylsulfanylpropyl)pyrrolidin-1-ium-2-yl] 2-cyclohexyl-2-(furan-2-yl)-2-hydroxyacetate —— C27H38NO4S+
[1-Ethyl-1-(3-phenylsulfanylpropyl)pyrrolidin-1-ium-2-yl] 2-cyclohexyl-2-(furan-2-yl)-2-hydroxyacetate
—— 3-Nitrosopropanethioamide —— C3H6N2OS
3-Nitrosopropanethioamide
—— 8-(2,5-diethoxyphenyl)sulfanyl-3-(2-phenylethyl)-7H-purin-3-ium-6-amine —— C23H26N5O2S+
8-(2,5-diethoxyphenyl)sulfanyl-3-(2-phenylethyl)-7H-purin-3-ium-6-amine
—— (NZ)-N-(1-bromo-6,6-dimethyl-3-methylsulfanyl-5,7-dihydro-2-benzothiophen-4-ylidene)hydroxylamine —— C11H14BrNOS2
(NZ)-N-(1-bromo-6,6-dimethyl-3-methylsulfanyl-5,7-dihydro-2-benzothiophen-4-ylidene)hydroxylamine
—— Sulfanyl-(sulfinoamino)methane —— CH5NO2S2
Sulfanyl-(sulfinoamino)methane
—— 4-(2,2-Dimethylpropyl)-5-methylcyclohept-2-ene-1-thione —— C13H22S
4-(2,2-Dimethylpropyl)-5-methylcyclohept-2-ene-1-thione
—— 3-(1-benzothiophen-3-yl)-5-[(4-methoxyphenyl)methyl]-1H-pyrazole;5-benzyl-3-[4-(cyclohexen-1-yl)thiophen-3-yl]-1H-pyrazole;5-benzyl-3-(4-phenylsulfanylthiophen-3-yl)-1H-pyrazole —— C59H52N6OS4
3-(1-benzothiophen-3-yl)-5-[(4-methoxyphenyl)methyl]-1H-pyrazole;5-benzyl-3-[4-(cyclohexen-1-yl)thiophen-3-yl]-1H-pyrazole;5-benzyl-3-(4-phenylsulfanylthiophen-3-yl)-1H-pyrazole
—— 4-[2-(6-Butan-2-ylsulfanylpyridin-3-yl)ethynyl]-2-methyl-2,3-dihydro-1,3-thiazole —— C15H18N2S2
4-[2-(6-Butan-2-ylsulfanylpyridin-3-yl)ethynyl]-2-methyl-2,3-dihydro-1,3-thiazole
—— 3-(2-ethylphenyl)sulfanyl-5-fluoro-1H-indole —— C16H14FNS
3-(2-ethylphenyl)sulfanyl-5-fluoro-1H-indole
—— 4-ethenyl-2-(pyridin-3-ylmethylsulfanyl)-1H-pyrimidin-6-one —— C12H11N3OS
4-ethenyl-2-(pyridin-3-ylmethylsulfanyl)-1H-pyrimidin-6-one
—— (E)-2-(4-chlorophenylthio)nicotinaldehyde O-4-methylbenzyl oxime —— C20H17ClN2OS
(E)-2-(4-chlorophenylthio)nicotinaldehyde O-4-methylbenzyl oxime
—— (3R)-5-bromo-3-tritiooxyhex-4-enethioamide —— C6H10BrNOS
(3R)-5-bromo-3-tritiooxyhex-4-enethioamide
—— 1-[6-(4-Cyclopropyl-1-methylcyclohepta-2,4,6-trien-1-yl)-1,6-dimethylcyclododecyl]ethanethione —— C27H42S
1-[6-(4-Cyclopropyl-1-methylcyclohepta-2,4,6-trien-1-yl)-1,6-dimethylcyclododecyl]ethanethione
—— N-cycloheptyl-2-(4-methylpentanoyl)-5-(pyridin-2-ylmethylsulfanyl)-1,3,4-oxadiazol-3-ium-3-carboxamide —— C22H31N4O3S+
N-cycloheptyl-2-(4-methylpentanoyl)-5-(pyridin-2-ylmethylsulfanyl)-1,3,4-oxadiazol-3-ium-3-carboxamide
—— (4E)-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-5-(furan-2-yl)-1-[5-[(4-methylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]pyrrolidine-2,3-dione —— C27H23N3O4S2
(4E)-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-5-(furan-2-yl)-1-[5-[(4-methylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]pyrrolidine-2,3-dione
—— (4E)-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-1-[5-[(4-methylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]-5-pyridin-4-ylpyrrolidine-2,3-dione —— C28H24N4O3S2
(4E)-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-1-[5-[(4-methylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]-5-pyridin-4-ylpyrrolidine-2,3-dione
—— 3-Cyclohexyl-1-methyl-1-[3-[[5-(4-methylpentanoyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propyl]urea —— C19H32N4O3S
3-Cyclohexyl-1-methyl-1-[3-[[5-(4-methylpentanoyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propyl]urea
—— 4-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]-9-(2-hydroxy-3-morpholin-4-ylpropyl)-4,4a,6,8a-tetrahydro-1H-pyrazolo[3,4-b][1,7]naphthyridin-5-one —— C27H29N7O4S
4-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]-9-(2-hydroxy-3-morpholin-4-ylpropyl)-4,4a,6,8a-tetrahydro-1H-pyrazolo[3,4-b][1,7]naphthyridin-5-one
—— 5,6-dihydro-4H-thiocine —— C7H10S
5,6-dihydro-4H-thiocine
—— N-[(E)-[2-[(5-ethyl-4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-1-phenylethylidene]amino]acetamide —— C17H20N4O2S
N-[(E)-[2-[(5-ethyl-4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-1-phenylethylidene]amino]acetamide
—— Thia-3-azacyclodecane —— C8H17NS
Thia-3-azacyclodecane
—— 2-[(5E)-5-{[7-Methyl-4-oxo-2-(phenylsulfanyl)-4H-pyrido[1,2-A]pyrimidin-3-YL]methylidene}-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-YL]acetic acid —— C21H15N3O4S3
2-[(5E)-5-{[7-Methyl-4-oxo-2-(phenylsulfanyl)-4H-pyrido[1,2-A]pyrimidin-3-YL]methylidene}-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-YL]acetic acid
—— 2-[(5E)-5-{[9-Methyl-4-oxo-2-(phenylsulfanyl)-4H-pyrido[1,2-A]pyrimidin-3-YL]methylidene}-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-YL]acetic acid —— C21H15N3O4S3
2-[(5E)-5-{[9-Methyl-4-oxo-2-(phenylsulfanyl)-4H-pyrido[1,2-A]pyrimidin-3-YL]methylidene}-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-YL]acetic acid
—— 2-[(5Z)-5-[(7-methyl-4-oxo-2-phenylsulfanylpyrido[1,2-a]pyrimidin-3-yl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]acetate —— C21H14N3O4S3-
2-[(5Z)-5-[(7-methyl-4-oxo-2-phenylsulfanylpyrido[1,2-a]pyrimidin-3-yl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]acetate
—— [4-[3-[Heptyl(phenylcarbamoyl)amino]phenyl]sulfanylphenyl] butanoate —— C30H36N2O3S
[4-[3-[Heptyl(phenylcarbamoyl)amino]phenyl]sulfanylphenyl] butanoate
—— 5-[4-[1-(Dimethylamino)propan-2-ylsulfanyl]phenyl]-3-[(2-fluorophenyl)methylidene]pyrazin-4-id-2-amine —— C22H24FN4S-
5-[4-[1-(Dimethylamino)propan-2-ylsulfanyl]phenyl]-3-[(2-fluorophenyl)methylidene]pyrazin-4-id-2-amine
—— [4-[4-(3-Hydroxyphenyl)-1,3-thiazol-2-yl]-5-methylsulfanylthiophen-2-yl]-methylidene-[(2-methylpropan-2-yl)oxycarbamoyl]azanium —— C20H22N3O3S3+
[4-[4-(3-Hydroxyphenyl)-1,3-thiazol-2-yl]-5-methylsulfanylthiophen-2-yl]-methylidene-[(2-methylpropan-2-yl)oxycarbamoyl]azanium
—— [Dimethyl(2-oxooctyl)-lambda4-sulfanyl]-(trifluoromethylsulfonyl)oxidanium —— C11H22F3O4S2+
[Dimethyl(2-oxooctyl)-lambda4-sulfanyl]-(trifluoromethylsulfonyl)oxidanium
—— (5E)-3-methyl-5-[5-nitro-2-(pyridin-2-ylsulfanyl)benzylidene]-2-thioxo-1,3-thiazolidin-4-one —— C16H11N3O3S3
(5E)-3-methyl-5-[5-nitro-2-(pyridin-2-ylsulfanyl)benzylidene]-2-thioxo-1,3-thiazolidin-4-one
—— (4E)-1-(5-benzylsulfanyl-1,3,4-thiadiazol-2-yl)-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-5-(5-methylfuran-2-yl)pyrrolidine-2,3-dione —— C27H23N3O4S2
(4E)-1-(5-benzylsulfanyl-1,3,4-thiadiazol-2-yl)-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-5-(5-methylfuran-2-yl)pyrrolidine-2,3-dione