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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-(4-Methoxy-phenyl)-N-(3-phenylsulfanyl-1H-indol-2-ylmethyl)-acetamide 171618-56-7 C24H22N2O2S
N-(4-Methoxy-phenyl)-N-(3-phenylsulfanyl-1H-indol-2-ylmethyl)-acetamide
—— 1-phenylsulfonyl-2-(2,4-dimethylbenzyl)-3-(phenylthio)-1H-indole 1150111-64-0 C29H25NO2S2
1-phenylsulfonyl-2-(2,4-dimethylbenzyl)-3-(phenylthio)-1H-indole
—— 1-phenylsulfonyl-2-(2,4,6-trimethylbenzyl)-3-(phenylthio)-1H-indole 1150111-66-2 C30H27NO2S2
1-phenylsulfonyl-2-(2,4,6-trimethylbenzyl)-3-(phenylthio)-1H-indole
—— 1-phenylsulfonyl-2-(2,5-dimethylbenzyl)-3-(phenylthio)-1H-indole 870639-67-1 C29H25NO2S2
1-phenylsulfonyl-2-(2,5-dimethylbenzyl)-3-(phenylthio)-1H-indole
—— 1-Benzenesulfonyl-2-(4-bromo-2,5-dimethoxy-benzyl)-3-phenylsulfanyl-1H-indole 144465-25-8 C29H24BrNO4S2
1-Benzenesulfonyl-2-(4-bromo-2,5-dimethoxy-benzyl)-3-phenylsulfanyl-1H-indole
—— 2-((3-aminophenyl)thio)ethanol 27122-79-8 C8H11NOS
2-((3-aminophenyl)thio)ethanol
—— 1-chloro-12H-quinoxalino<2,3-b><1,4>benzothiazine 110744-29-1 C14H8ClN3S
1-chloro-12H-quinoxalino<2,3-b><1,4>benzothiazine
—— Methylsulfinylmethylacetat 13921-25-0 C4H8O3S
Methylsulfinylmethylacetat
—— (1-Benzenesulfonyl-5-methoxy-3-phenylsulfanyl-1H-indol-2-ylmethyl)-phosphonic acid diethyl ester 98055-15-3 C26H28NO6PS2
(1-Benzenesulfonyl-5-methoxy-3-phenylsulfanyl-1H-indol-2-ylmethyl)-phosphonic acid diethyl ester
—— 3-ethyl-7,8,9,10,11,11a-hexahydro-6<i>H</i>-cycloocta[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine 60060-37-9 C12H18N4S
3-ethyl-7,8,9,10,11,11a-hexahydro-6<i>H</i>-cycloocta[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine
—— 6-(5-Methoxy-3-phenylsulfanyl-1H-indol-2-yl)-5H-[1,3]dioxolo[4,5-f]indole 156749-38-1 C24H18N2O3S
6-(5-Methoxy-3-phenylsulfanyl-1H-indol-2-yl)-5H-[1,3]dioxolo[4,5-f]indole
—— 2-Methylthio-4-methyl-imidazol 14395-85-8 C5H8N2S
2-Methylthio-4-methyl-imidazol
—— 1,4-bis(5-amino-6-cyano-2-oxo-thiopyrano[2,3-d]thiazolyl)benzene 1019848-49-7 C20H12N6O2S4
1,4-bis(5-amino-6-cyano-2-oxo-thiopyrano[2,3-d]thiazolyl)benzene
—— 2-ethylthio-2-methyl-5-phenyltetrahydrofuran 164113-08-0 C13H18OS
2-ethylthio-2-methyl-5-phenyltetrahydrofuran
—— 2-{[2-chloro-4-(methylsulfonyl)phenyl]thio}-4-fluorophenol 847148-90-7 C13H10ClFO3S2
2-{[2-chloro-4-(methylsulfonyl)phenyl]thio}-4-fluorophenol
—— 1,4-bis[6-ethoxycarbonyl-2-oxo-3,5,6,7-tetrahydro-2H-thiopyrano[2,3-d]thiazolyl]benzene 1019848-47-5 C24H24N2O6S4
1,4-bis[6-ethoxycarbonyl-2-oxo-3,5,6,7-tetrahydro-2H-thiopyrano[2,3-d]thiazolyl]benzene
—— Trimethylstannanylium;thiocyanate —— C4H9NSSn
Trimethylstannanylium;thiocyanate
—— 5-(6-methyl-2,4-dioxo-1,2,3,4-tetrahydro-3-pyrimidinyl)-methyl-2-methylsulfanyl-1,3,4-oxadiazole 445467-14-1 C9H10N4O3S
5-(6-methyl-2,4-dioxo-1,2,3,4-tetrahydro-3-pyrimidinyl)-methyl-2-methylsulfanyl-1,3,4-oxadiazole
—— 2-<4-(phenylthio)phenyl>ethanol 102293-53-8 C14H14OS
2-<4-(phenylthio)phenyl>ethanol
—— Chloro-[2-(4-phenylsulfanyl-phenyl)-ethylsulfanyl]-acetic acid ethyl ester 107291-87-2 C18H19ClO2S2
Chloro-[2-(4-phenylsulfanyl-phenyl)-ethylsulfanyl]-acetic acid ethyl ester
—— ethyl <4-(phenylthio)phenyl>acetate 74002-18-9 C16H16O2S
ethyl <4-(phenylthio)phenyl>acetate
—— 7-Phenylsulfanyl-isothiochroman-1-carboxylic acid ethyl ester 107291-95-2 C18H18O2S2
7-Phenylsulfanyl-isothiochroman-1-carboxylic acid ethyl ester
—— 4-(benzylthio)-1H-1,2,3-triazole —— C9H9N3S
4-(benzylthio)-1H-1,2,3-triazole
—— 5-Benzylsulfanyl-1H-[1,2,3]triazole 79100-69-9 C9H9N3S
5-Benzylsulfanyl-1H-[1,2,3]triazole
—— 4-(benzylthio)-2H-1,2,3-triazole —— C9H9N3S
4-(benzylthio)-2H-1,2,3-triazole
—— (3H-[1,2,3]Triazol-4-ylsulfanyl)-acetic acid methyl ester 79100-64-4 C5H7N3O2S
(3H-[1,2,3]Triazol-4-ylsulfanyl)-acetic acid methyl ester
—— 2-<(methylamino)(methylimino)methylthio>-4-neopentyloxypyrimidine 125189-21-1 C12H20N4OS
2-<(methylamino)(methylimino)methylthio>-4-neopentyloxypyrimidine
—— 4-Furan-2-yl-6-methyl-2-methylsulfanyl-nicotinonitrile 224320-84-7 C12H10N2OS
4-Furan-2-yl-6-methyl-2-methylsulfanyl-nicotinonitrile
—— 2-Amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-4-{2-[(2-hydroxyethyl)amino]-1,3-thiazol-5-yl}pyridine-3,5-dicarbonitrile 1187543-29-8 C22H16ClN7OS3
2-Amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-4-{2-[(2-hydroxyethyl)amino]-1,3-thiazol-5-yl}pyridine-3,5-dicarbonitrile
—— neopentyl 2-((3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazin-6-yl)thio)acetate 1426059-29-1 C10H15N3O4S
neopentyl 2-((3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazin-6-yl)thio)acetate
—— 4-methylthio-6-methyl-2-thienyl-5-acetylpyrimidine 189152-42-9 C12H12N2OS2
4-methylthio-6-methyl-2-thienyl-5-acetylpyrimidine
—— 2-azido-1-(4-methylsulfanyl-phenyl)-ethanol 1184850-61-0 C9H11N3OS
2-azido-1-(4-methylsulfanyl-phenyl)-ethanol
—— 4-(4-fluorophenylamino)-2-methyl-sulfanyl-pyrimidine-5-carbaldehyde 402927-91-7 C12H10FN3OS
4-(4-fluorophenylamino)-2-methyl-sulfanyl-pyrimidine-5-carbaldehyde
—— 2,8-di-tert-butyl-[1,4]dithilino[2,3-d:5,6-d']dipyridazine-1,9(2H,8H)-dione 1340508-96-4 C16H20N4O2S2
2,8-di-tert-butyl-[1,4]dithilino[2,3-d:5,6-d']dipyridazine-1,9(2H,8H)-dione
—— 9-[(4-bromophenyl)sulfanyl]-N-methoxy-N,1-dimethyl-1,4,5,6-tetrahydropyrazolo[4',3':6,7]cyclohepta[1,2-d]pyrimidine-3-carboxamide 1392050-03-1 C20H20BrN5O2S
9-[(4-bromophenyl)sulfanyl]-N-methoxy-N,1-dimethyl-1,4,5,6-tetrahydropyrazolo[4',3':6,7]cyclohepta[1,2-d]pyrimidine-3-carboxamide
—— 1,2-dithiacyclodecane 6573-66-6 C8H16S2
1,2-dithiacyclodecane
—— 2-({[2-(4-Chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-6-[(2-hydroxyethyl)amino]-4-(1,3-thiazol-5-yl)pyridine-3,5-dicarbonitrile 1187543-25-4 C22H15ClN6OS3
2-({[2-(4-Chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-6-[(2-hydroxyethyl)amino]-4-(1,3-thiazol-5-yl)pyridine-3,5-dicarbonitrile
—— 3,6,10,13-tetrathiapentadecane-1,15-diol 88458-56-4 C11H24O2S4
3,6,10,13-tetrathiapentadecane-1,15-diol
—— (R,S)-2-(4-fluorophenylthio)-7-methyl-N-(1H-pyrazol-3-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine 1361960-91-9 C16H13FN6S
(R,S)-2-(4-fluorophenylthio)-7-methyl-N-(1H-pyrazol-3-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine
—— 2-({[2-(4-Chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-6-[(3R)-3-hydroxypyrrolidin-1-yl]-4-(1,3-thiazol-5-yl)pyridine-3,5-dicarbonitrile 1187543-32-3 C24H17ClN6OS3
2-({[2-(4-Chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-6-[(3R)-3-hydroxypyrrolidin-1-yl]-4-(1,3-thiazol-5-yl)pyridine-3,5-dicarbonitrile
—— 2-bromo-5-[(2,5-difluorophenyl)[[6-(trifluoromethyl)pyridin-3-yl]thio]methyl]-4-methylpyridine 913091-72-2 C19H12BrF5N2S
2-bromo-5-[(2,5-difluorophenyl)[[6-(trifluoromethyl)pyridin-3-yl]thio]methyl]-4-methylpyridine
—— 2-(2,5-dimethylbenzylsulfanyl)-6-oxo-4-piperidin-4-yl-1,6-dihydro-pyrimidine-5-carbonitrile 1383539-75-0 C19H22N4OS
2-(2,5-dimethylbenzylsulfanyl)-6-oxo-4-piperidin-4-yl-1,6-dihydro-pyrimidine-5-carbonitrile
—— 4-chloro-2-(4-fluorophenylthio)-7-methyl-7H-pyrrolo[2,3-d]pyrimidine 1361960-97-5 C13H9ClFN3S
4-chloro-2-(4-fluorophenylthio)-7-methyl-7H-pyrrolo[2,3-d]pyrimidine
—— 2-(4-fluorophenylthio)-N-(1H-pyrazol-5-yl)-7H-pyrrolo[2,3-d]pyrimidine-4-amine 1361960-86-2 C15H11FN6S
2-(4-fluorophenylthio)-N-(1H-pyrazol-5-yl)-7H-pyrrolo[2,3-d]pyrimidine-4-amine
—— 2-(4-chloro-2-(4-fluorophenylthio)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-N,N-dimethylacetamide 1361961-06-9 C16H14ClFN4OS
2-(4-chloro-2-(4-fluorophenylthio)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-N,N-dimethylacetamide
—— tert-butyl 2-(cyclohexylsulfonyl)acetate 1504589-12-1 C12H22O4S
tert-butyl 2-(cyclohexylsulfonyl)acetate
—— 5-benzylmercapto-6-azauracil 4956-07-4 C10H9N3O2S
5-benzylmercapto-6-azauracil
—— ethyl 4-(2-Amino-phenylthio)butyrate 144879-18-5 C12H17NO2S
ethyl 4-(2-Amino-phenylthio)butyrate
—— 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)-2-thiothymine 125057-07-0 C14H16N2O3S2
1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)-2-thiothymine
—— 2-(N-acetyl-N-ethylamino)thioacetamide 91188-43-1 C6H12N2OS
2-(N-acetyl-N-ethylamino)thioacetamide