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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
—— N-[(Z)-[2-(4-chlorophenyl)sulfanylphenyl]methylideneamino]-4-morpholin-4-yl-6-piperidin-1-yl-1,3,5-triazin-2-amine —— C25H28ClN7OS
N-[(Z)-[2-(4-chlorophenyl)sulfanylphenyl]methylideneamino]-4-morpholin-4-yl-6-piperidin-1-yl-1,3,5-triazin-2-amine
—— (1Z)-1-Propenyl propanedithioate —— C6H10S2
(1Z)-1-Propenyl propanedithioate
—— [1-Methyl-2-(phenylthio)-2-(trimethylsilyl)ethyl]cyclopentane —— C17H28SSi
[1-Methyl-2-(phenylthio)-2-(trimethylsilyl)ethyl]cyclopentane
—— Methyl 4-bromo-7-(1,3-dioxan-2-yl)-3-methyl-6-phenylthio-4-octenoate —— C19H25BrO4S
Methyl 4-bromo-7-(1,3-dioxan-2-yl)-3-methyl-6-phenylthio-4-octenoate
—— Bis(trifluoromethylsulfonyl)diiodomethane —— C3F6I2O4S2
Bis(trifluoromethylsulfonyl)diiodomethane
—— N,N'-Thiocarbonylbis(2,2,2-trifluoro-N-methylacetamide) —— C7H6F6N2O2S
N,N'-Thiocarbonylbis(2,2,2-trifluoro-N-methylacetamide)
—— 2-Benzyl-2-methyl-1,3-dithiolane 1-oxide —— C11H14OS2
2-Benzyl-2-methyl-1,3-dithiolane 1-oxide
—— (7Z)-4-(furan-2-yl)-7-(furan-2-ylmethylidene)-2-(2-oxo-2-pyrrolidin-1-ylethyl)sulfanyl-5,6-dihydrocyclopenta[b]pyridine-3-carbonitrile —— C24H21N3O3S
(7Z)-4-(furan-2-yl)-7-(furan-2-ylmethylidene)-2-(2-oxo-2-pyrrolidin-1-ylethyl)sulfanyl-5,6-dihydrocyclopenta[b]pyridine-3-carbonitrile
—— Methyl 2,3,3,3-tetrafluoro-2-(1,1,2,3,3,3-hexafluoro-2-(1,1,2,2-tetrafluoro-2-[(pentafluorophenyl)thio]ethoxy)propoxy)propanoate —— C15H3F19O4S
Methyl 2,3,3,3-tetrafluoro-2-(1,1,2,3,3,3-hexafluoro-2-(1,1,2,2-tetrafluoro-2-[(pentafluorophenyl)thio]ethoxy)propoxy)propanoate
—— 2,5-Bis[4-[[2-(dimethylamino)ethyl]thio]phenyl]tiophene —— C24H30N2S3
2,5-Bis[4-[[2-(dimethylamino)ethyl]thio]phenyl]tiophene
—— N-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]furan-2-carboxamide —— C19H15N3O4S
N-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]furan-2-carboxamide
—— ethanamine, 2,2'-[oxybis(methylenesulfonyl)]bis[N,N-dimethyl- —— C10H24N2O5S2
ethanamine, 2,2'-[oxybis(methylenesulfonyl)]bis[N,N-dimethyl-
—— 5-(Tert-butylsulfanyl)-6-chloro-[1,2,5]oxadiazolo[3,4-b]pyrazine —— C8H9ClN4OS
5-(Tert-butylsulfanyl)-6-chloro-[1,2,5]oxadiazolo[3,4-b]pyrazine
—— (5E)-3-(4-methylphenyl)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C24H18N2O3S3
(5E)-3-(4-methylphenyl)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— (Z)-1-(But-2-en-1-yl)-2-(sec-butyl)disulfane —— C8H16S2
(Z)-1-(But-2-en-1-yl)-2-(sec-butyl)disulfane
—— (5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-3-(2-phenylethyl)-1,3-thiazolidine-2,4-dione —— C25H20N2O4S2
(5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-3-(2-phenylethyl)-1,3-thiazolidine-2,4-dione
—— N-(2-methoxyethyl)-6-(methylsulfanyl)-1,2,4,5-tetrazin-3-amine —— C6H11N5OS
N-(2-methoxyethyl)-6-(methylsulfanyl)-1,2,4,5-tetrazin-3-amine
—— (5E)-5-{4-[(4-chlorophenyl)sulfanyl]-3-nitrobenzylidene}-3-(prop-2-en-1-yl)-2-thioxo-1,3-thiazolidin-4-one —— C19H13ClN2O3S3
(5E)-5-{4-[(4-chlorophenyl)sulfanyl]-3-nitrobenzylidene}-3-(prop-2-en-1-yl)-2-thioxo-1,3-thiazolidin-4-one
—— 2-[(5-Formylfuran-2-yl)sulfanyl]pyridine-3-carbonitrile —— C11H6N2O2S
2-[(5-Formylfuran-2-yl)sulfanyl]pyridine-3-carbonitrile
—— 2,2,2-trifluoro-N-[(Z)-(2-methoxy-5-methylsulfanylthiophen-3-yl)methylideneamino]acetamide —— C9H9F3N2O2S2
2,2,2-trifluoro-N-[(Z)-(2-methoxy-5-methylsulfanylthiophen-3-yl)methylideneamino]acetamide
—— N-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]aniline —— C19H14ClN3O2S
N-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]aniline
—— N-[(Z)-[4-(diethylamino)phenyl]methylideneamino]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C16H21N5OS2
N-[(Z)-[4-(diethylamino)phenyl]methylideneamino]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— 1-(1-Ethyl-2,5-dimethylpyrrol-3-yl)-2-[5-fluoro-4-(methylamino)pyrimidin-2-yl]sulfanylethanone —— C15H19FN4OS
1-(1-Ethyl-2,5-dimethylpyrrol-3-yl)-2-[5-fluoro-4-(methylamino)pyrimidin-2-yl]sulfanylethanone
—— S-1-Propenyl-1-propenethiosulfonate —— C6H10O2S2
S-1-Propenyl-1-propenethiosulfonate
—— 6-tert-butyl-4-[(Z)-furan-2-ylmethylideneamino]-3-methylsulfanyl-1,2,4-triazin-5-one —— C13H16N4O2S
6-tert-butyl-4-[(Z)-furan-2-ylmethylideneamino]-3-methylsulfanyl-1,2,4-triazin-5-one
—— N-[(Z)-(3-bromophenyl)methylideneamino]-3-phenylsulfanylpropanamide —— C16H15BrN2OS
N-[(Z)-(3-bromophenyl)methylideneamino]-3-phenylsulfanylpropanamide
—— (NZ)-N-[(4Z)-8-pyrimidin-2-ylsulfanylcyclooct-4-en-1-ylidene]hydroxylamine —— C12H15N3OS
(NZ)-N-[(4Z)-8-pyrimidin-2-ylsulfanylcyclooct-4-en-1-ylidene]hydroxylamine
—— (5Z)-3-[(4-bromophenyl)methyl]-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-1,3-thiazolidine-2,4-dione —— C24H17BrN2O4S2
(5Z)-3-[(4-bromophenyl)methyl]-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-1,3-thiazolidine-2,4-dione
—— 3-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]quinazolin-4-one —— C21H13ClN4O3S
3-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]quinazolin-4-one
—— (5E)-5-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-3-(4-methoxyphenyl)-2-sulfanylidene-1,3-thiazolidin-4-one —— C23H15ClN2O4S3
(5E)-5-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-3-(4-methoxyphenyl)-2-sulfanylidene-1,3-thiazolidin-4-one
—— (2E)-2-phenylsulfanyl-2-(3-phenyl-1,3-thiazolidin-2-ylidene)acetonitrile —— C17H14N2S2
(2E)-2-phenylsulfanyl-2-(3-phenyl-1,3-thiazolidin-2-ylidene)acetonitrile
—— 3-[(2-chloro-6-fluorobenzyl)thio]-5-(difluoromethyl)-4H-1,2,4-triazol-4-amine —— C10H8ClF3N4S
3-[(2-chloro-6-fluorobenzyl)thio]-5-(difluoromethyl)-4H-1,2,4-triazol-4-amine
—— 3-(difluoromethyl)-5-[(3-methylbenzyl)thio]-4H-1,2,4-triazole —— C11H11F2N3S
3-(difluoromethyl)-5-[(3-methylbenzyl)thio]-4H-1,2,4-triazole
—— 3-[(2-chloro-6-fluorobenzyl)thio]-5-(difluoromethyl)-4H-1,2,4-triazole —— C10H7ClF3N3S
3-[(2-chloro-6-fluorobenzyl)thio]-5-(difluoromethyl)-4H-1,2,4-triazole
—— 3-(difluoromethyl)-5-[(3-methylbenzyl)thio]-4H-1,2,4-triazol-4-amine —— C11H12F2N4S
3-(difluoromethyl)-5-[(3-methylbenzyl)thio]-4H-1,2,4-triazol-4-amine
—— (5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-3-[(4-nitrophenyl)methyl]-1,3-thiazolidine-2,4-dione —— C24H17N3O6S2
(5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-3-[(4-nitrophenyl)methyl]-1,3-thiazolidine-2,4-dione
—— 3-[(2,4-dinitrophenyl)thio]-5-(trifluoromethyl)-4H-1,2,4-triazol-4-amine —— C9H5F3N6O4S
3-[(2,4-dinitrophenyl)thio]-5-(trifluoromethyl)-4H-1,2,4-triazol-4-amine
—— 3-(difluoromethyl)-5-[(2,4-dinitrophenyl)thio]-4H-1,2,4-triazol-4-amine —— C9H6F2N6O4S
3-(difluoromethyl)-5-[(2,4-dinitrophenyl)thio]-4H-1,2,4-triazol-4-amine
—— 3-[(4-chloro-2-nitrophenyl)thio]-5-(difluoromethyl)-4H-1,2,4-triazole —— C9H5ClF2N4O2S
3-[(4-chloro-2-nitrophenyl)thio]-5-(difluoromethyl)-4H-1,2,4-triazole
—— 3-[(4-chlorobenzyl)thio]-5-(difluoromethyl)-4H-1,2,4-triazol-4-amine —— C10H9ClF2N4S
3-[(4-chlorobenzyl)thio]-5-(difluoromethyl)-4H-1,2,4-triazol-4-amine
—— 3-(Difluoromethyl)-5-((4-nitrophenyl)thio)-4H-1,2,4-triazole —— C9H6F2N4O2S
3-(Difluoromethyl)-5-((4-nitrophenyl)thio)-4H-1,2,4-triazole
—— 3-(difluoromethyl)-5-[(2-fluorobenzyl)thio]-4H-1,2,4-triazol-4-amine —— C10H9F3N4S
3-(difluoromethyl)-5-[(2-fluorobenzyl)thio]-4H-1,2,4-triazol-4-amine
—— 3-(difluoromethyl)-5-[(2-methylbenzyl)thio]-4H-1,2,4-triazol-4-amine —— C11H12F2N4S
3-(difluoromethyl)-5-[(2-methylbenzyl)thio]-4H-1,2,4-triazol-4-amine
—— 3-(difluoromethyl)-5-{[2-nitro-4-(trifluoromethyl)phenyl]thio}-4H-1,2,4-triazol-4-amine —— C10H6F5N5O2S
3-(difluoromethyl)-5-{[2-nitro-4-(trifluoromethyl)phenyl]thio}-4H-1,2,4-triazol-4-amine
—— 3-[(4-bromobenzyl)thio]-5-(difluoromethyl)-4H-1,2,4-triazole —— C10H8BrF2N3S
3-[(4-bromobenzyl)thio]-5-(difluoromethyl)-4H-1,2,4-triazole
—— 3-[(2,4-dinitrophenyl)thio]-5-(trifluoromethyl)-4H-1,2,4-triazole —— C9H4F3N5O4S
3-[(2,4-dinitrophenyl)thio]-5-(trifluoromethyl)-4H-1,2,4-triazole
—— 3-[(4-chloro-2-nitrophenyl)thio]-5-(difluoromethyl)-4H-1,2,4-triazol-4-amine —— C9H6ClF2N5O2S
3-[(4-chloro-2-nitrophenyl)thio]-5-(difluoromethyl)-4H-1,2,4-triazol-4-amine
—— 3-(difluoromethyl)-5-[(4-fluorobenzyl)thio]-4H-1,2,4-triazol-4-amine —— C10H9F3N4S
3-(difluoromethyl)-5-[(4-fluorobenzyl)thio]-4H-1,2,4-triazol-4-amine
—— 3-[(2,4-dinitrophenyl)thio]-5-methyl-4H-1,2,4-triazole —— C9H7N5O4S
3-[(2,4-dinitrophenyl)thio]-5-methyl-4H-1,2,4-triazole
—— 3-[(2-chloro-4-fluorobenzyl)thio]-5-(difluoromethyl)-4H-1,2,4-triazole —— C10H7ClF3N3S
3-[(2-chloro-4-fluorobenzyl)thio]-5-(difluoromethyl)-4H-1,2,4-triazole