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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
—— S-(2-Pyridyl) (1S,3aR,4S,5R,7aS)-1-ethyl-5-<2-(trimethylsilyl)ethynyl>-2,3,3a,4,5,7a-hexahydro-1H-indene-4-carboxythiolate 153868-82-7 C22H29NOSSi
S-(2-Pyridyl) (1S,3aR,4S,5R,7aS)-1-ethyl-5-<2-(trimethylsilyl)ethynyl>-2,3,3a,4,5,7a-hexahydro-1H-indene-4-carboxythiolate
—— 2-(2-ethylsulfanyl-6-oxo-1H-pyrimidin-4-yl)-2-phenylacetonitrile 936568-81-9 C14H13N3OS
2-(2-ethylsulfanyl-6-oxo-1H-pyrimidin-4-yl)-2-phenylacetonitrile
—— pentyl 2-pyridyl sulfide 90547-38-9 C10H15NS
pentyl 2-pyridyl sulfide
—— S-pyridin-2-yl hept-6-enethioate 1226949-08-1 C12H15NOS
S-pyridin-2-yl hept-6-enethioate
—— 14-Hydroxy-tetradecanethioic acid S-pyridin-2-yl ester 61888-27-5 C19H31NO2S
14-Hydroxy-tetradecanethioic acid S-pyridin-2-yl ester
—— S-pyridin-2-yl oct-7-enethioate 1226949-09-2 C13H17NOS
S-pyridin-2-yl oct-7-enethioate
—— S-2-pyridyl (tert-butyldimethylsiloxy)thioacetate 956317-83-2 C13H21NO2SSi
S-2-pyridyl (tert-butyldimethylsiloxy)thioacetate
—— Cyclohexene, 3-[[2,2,2-trifluoro-1-(trifluoromethyl)ethyl]thio]- 67263-11-0 C9H10F6S
Cyclohexene, 3-[[2,2,2-trifluoro-1-(trifluoromethyl)ethyl]thio]-
—— S-pyridin-2-yl hex-5-enethioate 532989-95-0 C11H13NOS
S-pyridin-2-yl hex-5-enethioate
—— 3-(4-Chlorophenyl)sulfanyl-1,1,1-trifluoropropan-2-one 92682-40-1 C9H6ClF3OS
3-(4-Chlorophenyl)sulfanyl-1,1,1-trifluoropropan-2-one
—— N-[2-(2-pyridylsulfo)ethyl]morpholine 349445-41-6 C11H16N2OS
N-[2-(2-pyridylsulfo)ethyl]morpholine
—— 6,6-dimethyl-3-methylthio-4-oxo-4,5,6,7-tetrahydro-2-benzothiophene-1-carbothioamide 207307-82-2 C12H15NOS3
6,6-dimethyl-3-methylthio-4-oxo-4,5,6,7-tetrahydro-2-benzothiophene-1-carbothioamide
—— 2-cyclopentylsulfanyl-4-hydroxy-1H-pyrimidin-6-one 933879-61-9 C9H12N2O2S
2-cyclopentylsulfanyl-4-hydroxy-1H-pyrimidin-6-one
—— 6,6-Dimethyl-1-((4-trifluoromethyl)thiazol-2-yl)-3-methylthio-4,5,6,7-tetrahydrobenzo[c]thiophen-4-one 207306-55-6 C15H14F3NOS3
6,6-Dimethyl-1-((4-trifluoromethyl)thiazol-2-yl)-3-methylthio-4,5,6,7-tetrahydrobenzo[c]thiophen-4-one
—— [(2R,3R)-2-[(2-oxo-2-pyridin-2-ylsulfanylethoxy)methyl]oxan-3-yl] 2-[[(2R,3R)-3-hydroxyoxan-2-yl]methoxy]acetate 740845-50-5 C21H29NO8S
[(2R,3R)-2-[(2-oxo-2-pyridin-2-ylsulfanylethoxy)methyl]oxan-3-yl] 2-[[(2R,3R)-3-hydroxyoxan-2-yl]methoxy]acetate
—— dithiocarbonic acid O-ethyl ester S-(2-oxo-3,3,3-trifluoropropyl) ester 879688-14-9 C6H7F3O2S2
dithiocarbonic acid O-ethyl ester S-(2-oxo-3,3,3-trifluoropropyl) ester
—— 2-Cyano-2-methyl-4H-3,1-benzoxathiin 135216-87-4 C10H9NOS
2-Cyano-2-methyl-4H-3,1-benzoxathiin
—— 2-benzyloxymethyl-4-isopropyl-5-(3-methoxy-phenylsulfanyl)-1H-imidazole 620969-32-6 C21H24N2O2S
2-benzyloxymethyl-4-isopropyl-5-(3-methoxy-phenylsulfanyl)-1H-imidazole
—— iso-butyldisulfanyl-acetic acid 220700-07-2 C6H12O2S2
iso-butyldisulfanyl-acetic acid
—— N-(4-methylthio-phenyl)benzamidine 613663-88-0 C14H14N2S
N-(4-methylthio-phenyl)benzamidine
—— 2-(2-Pyridin-2-ylsulfanylphenyl)sulfanylpyridine 1071150-76-9 C16H12N2S2
2-(2-Pyridin-2-ylsulfanylphenyl)sulfanylpyridine
—— (2R)-3-methyl-2-mercaptobutanol 126424-40-6 C5H12OS
(2R)-3-methyl-2-mercaptobutanol
—— N-(4-Methylsulfanyl-phenyl)-pyridine-2-carboxamidine 812692-63-0 C13H13N3S
N-(4-Methylsulfanyl-phenyl)-pyridine-2-carboxamidine
—— 1-(2-Hydroxy-ethoxymethyl)-5-methyl-6-(pyridin-2-ylsulfanyl)-1H-pyrimidine-2,4-dione 189637-41-0 C13H15N3O4S
1-(2-Hydroxy-ethoxymethyl)-5-methyl-6-(pyridin-2-ylsulfanyl)-1H-pyrimidine-2,4-dione
—— 4-methyl-N'-(4-methylsulfanylphenyl)benzenecarboximidamide 812692-53-8 C15H16N2S
4-methyl-N'-(4-methylsulfanylphenyl)benzenecarboximidamide
—— S-pyridin-2-yl 2-[(2S,3S,4S,6R)-6-[(2S)-2-hydroxy-2-[(1S,2S)-2-methylcyclopropyl]ethyl]-3-methyl-4-tri(propan-2-yl)silyloxyoxan-2-yl]ethanethioate 870096-02-9 C28H47NO4SSi
S-pyridin-2-yl 2-[(2S,3S,4S,6R)-6-[(2S)-2-hydroxy-2-[(1S,2S)-2-methylcyclopropyl]ethyl]-3-methyl-4-tri(propan-2-yl)silyloxyoxan-2-yl]ethanethioate
—— 2-(naphthalen-1-ylthio)pyridine 92498-41-4 C15H11NS
2-(naphthalen-1-ylthio)pyridine
—— N'-(4-methylsulfanylphenyl)pyridine-4-carboximidamide 812692-61-8 C13H13N3S
N'-(4-methylsulfanylphenyl)pyridine-4-carboximidamide
—— [3-(3-Chloro-1,1,2,2,3,3-hexafluoro-propoxy)-1,1,2,2,3,3-hexafluoro-propoxy]-difluoro-thioacetic acid S-pyridin-2-yl ester 380239-48-5 C13H4ClF14NO3S
[3-(3-Chloro-1,1,2,2,3,3-hexafluoro-propoxy)-1,1,2,2,3,3-hexafluoro-propoxy]-difluoro-thioacetic acid S-pyridin-2-yl ester
—— 4-(2-pyridylthio)-3,5-dimethylphenol 59089-58-6 C13H13NOS
4-(2-pyridylthio)-3,5-dimethylphenol
—— 5-methyl-N-[4-(methylthio)phenyl]-2-pyridinecarboximidamide 177662-56-5 C14H15N3S
5-methyl-N-[4-(methylthio)phenyl]-2-pyridinecarboximidamide
—— (perfluorophenyl)(o-tolyl)sulfane 1374639-69-6 C13H7F5S
(perfluorophenyl)(o-tolyl)sulfane
—— 5-methyl-2-[4-hydroxy-1-[4-(methylthio)phenyl]-4-(trifluoromethyl)-4,5-dihydro-1H-imidazol-2-yl]pyridine 177662-57-6 C17H16F3N3OS
5-methyl-2-[4-hydroxy-1-[4-(methylthio)phenyl]-4-(trifluoromethyl)-4,5-dihydro-1H-imidazol-2-yl]pyridine
—— S-pyridin-2-yl 4-phenylbutanethioate 76063-11-1 C15H15NOS
S-pyridin-2-yl 4-phenylbutanethioate
—— (all-Z)-Octadeca-3,6,9,12,15-pentaene-1-thiol 300552-99-2 C18H28S
(all-Z)-Octadeca-3,6,9,12,15-pentaene-1-thiol
—— 4-mercapto-4-methylbutan-1-ol 90325-01-2 C5H12OS
4-mercapto-4-methylbutan-1-ol
—— tridec-1-ene-3-thiol 909025-52-1 C13H26S
tridec-1-ene-3-thiol
—— 6-Hydroxy-2-(isopropylthio)pyrimidin-4(3H)-one 1026862-83-8 C7H10N2O2S
6-Hydroxy-2-(isopropylthio)pyrimidin-4(3H)-one
—— S-pyridin-2-yl 5,5-dimethyl-1,3-dioxane-2-carbothioate 744220-88-0 C12H15NO3S
S-pyridin-2-yl 5,5-dimethyl-1,3-dioxane-2-carbothioate
—— S-(pyridin-2-yl) 3-cyclohexylpropanethioate 749928-21-0 C14H19NOS
S-(pyridin-2-yl) 3-cyclohexylpropanethioate
—— 2'-(2″-pyridylthio)-1,1,1,3,3,3-hexafluoro-2-phenylpropan-2-ol 1456629-15-4 C14H9F6NOS
2'-(2″-pyridylthio)-1,1,1,3,3,3-hexafluoro-2-phenylpropan-2-ol
—— N-[4-(methylthio)phenyl]-3-pyridinecarboxamide 298204-73-6 C13H13N3S
N-[4-(methylthio)phenyl]-3-pyridinecarboxamide
—— 2-oxopropanethioamide 31787-50-5 C3H5NOS
2-oxopropanethioamide
—— 3-cyclohex-1-enyl-thiopropionic acid S-pyridin-2-yl ester 749927-74-0 C14H17NOS
3-cyclohex-1-enyl-thiopropionic acid S-pyridin-2-yl ester
—— 4-hydroxy-1 - [4-(methylthio)phenyl]-2-[2-(methylthio)-1,3,4-thiadiazol-5-yl]-4-(trifluoromethyl)-4,5-dihydro-1H-imidazole 518015-15-1 C14H13F3N4OS3
4-hydroxy-1 - [4-(methylthio)phenyl]-2-[2-(methylthio)-1,3,4-thiadiazol-5-yl]-4-(trifluoromethyl)-4,5-dihydro-1H-imidazole
—— (2,4-dimethylphenyl)(perfluorophenyl)sulfane 1374639-70-9 C14H9F5S
(2,4-dimethylphenyl)(perfluorophenyl)sulfane
—— S-2-pyridyl ethanethioate 10111-76-9 C7H7NOS
S-2-pyridyl ethanethioate
—— 2,3-Dihydrothiopyrano<2,3-b>pyridine 103020-21-9 C8H9NS
2,3-Dihydrothiopyrano<2,3-b>pyridine
—— 4-Methyl-2-(pyridin-2-ylsulfanyl)-pentanoic acid amide 189809-77-6 C11H16N2OS
4-Methyl-2-(pyridin-2-ylsulfanyl)-pentanoic acid amide
—— 7-(2-pyridylthio)heptanoic acid ethyl ester 1356156-33-6 C14H21NO2S
7-(2-pyridylthio)heptanoic acid ethyl ester