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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
—— Propyl-thiocarbamic acid S-phenyl ester 14467-75-5 C10H13NOS
Propyl-thiocarbamic acid S-phenyl ester
—— 2-cyanot-N-methylethanethioamide 99171-09-2 C4H6N2S
2-cyanot-N-methylethanethioamide
—— n-butyl ethyl trithiocarbonate 26329-76-0 C7H14S3
n-butyl ethyl trithiocarbonate
—— 4-bromo-2-[(trifluoromethyl)sulfanyl]phenol 647856-39-1 C7H4BrF3OS
4-bromo-2-[(trifluoromethyl)sulfanyl]phenol
—— Dipropyl-trithiocarbonat 2314-50-3 C7H14S3
Dipropyl-trithiocarbonat
—— N-(Cyclopentyl)-S-n-butyl-thiolurethan 24363-65-3 C10H19NOS
N-(Cyclopentyl)-S-n-butyl-thiolurethan
—— 2-(butylthio)-4-methylthiazole 5316-70-1 C8H13NS2
2-(butylthio)-4-methylthiazole
—— 1,2-ethanediyl bis(methyl trithiocarbonate) 57443-63-7 C6H10S6
1,2-ethanediyl bis(methyl trithiocarbonate)
—— 3-Methyl-2-methylsulfanyl-6-pyrimidin-4-ylpyrimidin-4-one 1009075-36-8 C10H10N4OS
3-Methyl-2-methylsulfanyl-6-pyrimidin-4-ylpyrimidin-4-one
—— 4,4'-<1,3-Propandiylbis(thio)bis<2,5-dihydro-2,2,5,5-tetrakis(trifluormethyl)thiazol>> 124177-39-5 C17H6F24N2S4
4,4'-<1,3-Propandiylbis(thio)bis<2,5-dihydro-2,2,5,5-tetrakis(trifluormethyl)thiazol>>
—— S-<3-<1'-(Dimethylamino)ethyl>phenyl>-N-ethyl-N-(methyl)thiocarbamat 129053-29-8 C14H22N2OS
S-<3-<1'-(Dimethylamino)ethyl>phenyl>-N-ethyl-N-(methyl)thiocarbamat
—— tert-butyl-[(2S,3S,4R)-4-methoxy-2,4-dimethyl-6-pyridin-2-ylsulfanyloxan-3-yl]oxy-dimethylsilane 1148112-32-6 C19H33NO3SSi
tert-butyl-[(2S,3S,4R)-4-methoxy-2,4-dimethyl-6-pyridin-2-ylsulfanyloxan-3-yl]oxy-dimethylsilane
—— (3-fluorophenyl)(trifluoromethyl)sulfane 940-19-2 C7H4F4S
(3-fluorophenyl)(trifluoromethyl)sulfane
—— 2,2,4,4-Tetrakis(trifluormethyl)-1,3-dithietan-1,1,3-trioxid 96025-87-5 C6F12O3S2
2,2,4,4-Tetrakis(trifluormethyl)-1,3-dithietan-1,1,3-trioxid
—— Bis(1,1,1,3,3,3-Hexafluorisopropyl)sulfon 96025-72-8 C6H2F12O2S
Bis(1,1,1,3,3,3-Hexafluorisopropyl)sulfon
—— 5-(2,2,2-trifluoro-1-trifluoromethyl-ethylsulfanyl)-oct-3<i>t</i>-ene 67263-15-4 C11H16F6S
5-(2,2,2-trifluoro-1-trifluoromethyl-ethylsulfanyl)-oct-3<i>t</i>-ene
—— crotyl 2-pyridyl sulphide 58086-69-4 C9H11NS
crotyl 2-pyridyl sulphide
—— <2,5-Dihydro-2,2,5,5-tetrakis(trifluormethyl)-4-thiazolylthio>essigsaeure-methylester 124177-36-2 C10H5F12NO2S2
<2,5-Dihydro-2,2,5,5-tetrakis(trifluormethyl)-4-thiazolylthio>essigsaeure-methylester
—— 3-Amino-5,5-bis(trifluormethyl)-1,2,4-thiaselenazolin 125379-48-8 C4H2F6N2SSe
3-Amino-5,5-bis(trifluormethyl)-1,2,4-thiaselenazolin
—— (+/-)-(1S,3aR,4S,5R,7aS)-1-ethyl-3a,4,5,7a-tetrahydro-5-<(phenylthio)methyl>-4-indancarboxylic acid 81331-47-7 C19H24O2S
(+/-)-(1S,3aR,4S,5R,7aS)-1-ethyl-3a,4,5,7a-tetrahydro-5-<(phenylthio)methyl>-4-indancarboxylic acid
—— Pent-4-enethioic acid S-pyridin-2-yl ester 532989-94-9 C10H11NOS
Pent-4-enethioic acid S-pyridin-2-yl ester
—— 3-Amino-5,5-bis(trifluormethyl)-1,2,4-dithiazolin 125379-47-7 C4H2F6N2S2
3-Amino-5,5-bis(trifluormethyl)-1,2,4-dithiazolin
—— 2-cyclopentylsulfanyl-4-hydroxy-5-methyl-1H-pyrimidin-6-one 1027401-24-6 C10H14N2O2S
2-cyclopentylsulfanyl-4-hydroxy-5-methyl-1H-pyrimidin-6-one
—— 2'-pyridyl 2,3;5,6-di-O-isopropylidene-1-thio-β-D-mannofuranoside 140186-60-3 C17H23NO5S
2'-pyridyl 2,3;5,6-di-O-isopropylidene-1-thio-β-D-mannofuranoside
—— 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