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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
—— 3-isopropyl-5-prop-2-ynylsulfanyl-1<i>H</i>-[1,2,4]triazole 58876-06-5 C8H11N3S
3-isopropyl-5-prop-2-ynylsulfanyl-1<i>H</i>-[1,2,4]triazole
—— 2-[(3E)-7-chloro-4,8-dimethylnona-3,8-dienyl]-2-methyl-1,3-dithiane 142669-96-3 C16H27ClS2
2-[(3E)-7-chloro-4,8-dimethylnona-3,8-dienyl]-2-methyl-1,3-dithiane
—— methyl 2-{[3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-2-methylphenyl]sulfanyl}acetate 339544-50-2 C17H28O3SSi
methyl 2-{[3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-2-methylphenyl]sulfanyl}acetate
—— 5-ethylsulfanyl-N-phenyl-1,3,4-thiadiazol-2-amine 50432-47-8 C10H11N3S2
5-ethylsulfanyl-N-phenyl-1,3,4-thiadiazol-2-amine
—— 2-ethylsulfanyl-5-(methylcarbamothioylamino)-1H-pyrrole-3,4-dicarboxamide 153621-09-1 C10H15N5O2S2
2-ethylsulfanyl-5-(methylcarbamothioylamino)-1H-pyrrole-3,4-dicarboxamide
—— 5-Ethylthio-2-aminopyrrol-3,4-dicarbonsaeurediamid 128815-97-4 C8H12N4O2S
5-Ethylthio-2-aminopyrrol-3,4-dicarbonsaeurediamid
—— 1-phenylmercapto-2-methylbut-2Z-en-4-ol 95684-44-9 C11H14OS
1-phenylmercapto-2-methylbut-2Z-en-4-ol
—— 6,6-dimethyl-3-methylthio-1-(1-(tert-butyloxycarbonyl)pyrrol-2-yl)-6,7-dihydro-2-benzothiophen-4(5H)-one 207307-85-5 C20H25NO3S2
6,6-dimethyl-3-methylthio-1-(1-(tert-butyloxycarbonyl)pyrrol-2-yl)-6,7-dihydro-2-benzothiophen-4(5H)-one
—— 4-(1,3-Benzodithiol-2-ylidene)-2,6-diphenylpyran 104845-93-4 C24H16OS2
4-(1,3-Benzodithiol-2-ylidene)-2,6-diphenylpyran
—— (3aRS,4RS,6aSR)-4-phenylsulfanylmethyl-3,3a,4,6a-tetrahydrocyclopenta[b]furan-2-one —— C14H14O2S
(3aRS,4RS,6aSR)-4-phenylsulfanylmethyl-3,3a,4,6a-tetrahydrocyclopenta[b]furan-2-one
—— 2-<(α-Methylbenzyl)thio>phenol 29549-70-0 C14H14OS
2-<(α-Methylbenzyl)thio>phenol
—— Lithium, [2-(methylthio)phenyl]- 51894-94-1 C7H7LiS
Lithium, [2-(methylthio)phenyl]-
—— (<i>E</i>)-1-methanesulfinyl-2-methyl-buta-1,3-diene 55833-46-0 C6H10OS
(<i>E</i>)-1-methanesulfinyl-2-methyl-buta-1,3-diene
—— (+/-)-methyl 1-propynyl sulfoxide 55833-42-6 C4H6OS
(+/-)-methyl 1-propynyl sulfoxide
—— 1-(1-Propylsulfinylethylsulfinyl)propane 130385-37-4 C8H18O2S2
1-(1-Propylsulfinylethylsulfinyl)propane
—— ethyl 4-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydro-2-naphthylthio)benzoate 179762-68-6 C24H30O2S
ethyl 4-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydro-2-naphthylthio)benzoate
—— 6-(4-chlorobenzyl)-3-(methylsulfanyl)-1,2,4-triazin-5(4H)-one 118779-02-5 C11H10ClN3OS
6-(4-chlorobenzyl)-3-(methylsulfanyl)-1,2,4-triazin-5(4H)-one
—— 6-[(4-Chlorophenyl)methyl]-3-methylsulfanyl-4-phenyl-1,2,4-triazin-5-one 117530-80-0 C17H14ClN3OS
6-[(4-Chlorophenyl)methyl]-3-methylsulfanyl-4-phenyl-1,2,4-triazin-5-one
—— 10,10-(ethylenedithio)-2,6-dimethylundec-6E-en-3-one 251636-37-0 C15H26OS2
10,10-(ethylenedithio)-2,6-dimethylundec-6E-en-3-one
—— 4-Tert-butyl-2-(2-phenylsulfanylphenyl)sulfanylphenol 163774-58-1 C22H22OS2
4-Tert-butyl-2-(2-phenylsulfanylphenyl)sulfanylphenol
—— (4S,5R)-5-Pentadec-12-ynyl-2-thioxo-[1,3]dioxolane-4-carboxylic acid ethyl ester 1055030-43-7 C21H34O4S
(4S,5R)-5-Pentadec-12-ynyl-2-thioxo-[1,3]dioxolane-4-carboxylic acid ethyl ester
—— phenyl 3-(O-benzylhydroxyamino)-2,3,6-trideoxy-3-C-methyl-1-thio-α-ribo-hexopyranoside 241490-66-4 C20H25NO3S
phenyl 3-(O-benzylhydroxyamino)-2,3,6-trideoxy-3-C-methyl-1-thio-α-ribo-hexopyranoside
—— 8-Chloro-3-methyl-5,5-dioxo-imidazo[1,2-b][1,4,2]benzodithiazine-7-carboxylic acid 885042-19-3 C11H7ClN2O4S2
8-Chloro-3-methyl-5,5-dioxo-imidazo[1,2-b][1,4,2]benzodithiazine-7-carboxylic acid
—— 2-tert-butylthio-3-(pyrrolidin-1-yl)cyclopropenethione 172039-95-1 C11H17NS2
2-tert-butylthio-3-(pyrrolidin-1-yl)cyclopropenethione
—— 4,4-dioxo-4λ<sup>6</sup>thia-heptanedioic acid diamide 13063-92-8 C6H12N2O4S
4,4-dioxo-4λ<sup>6</sup>thia-heptanedioic acid diamide
—— bis-(propane-1-sulfonyl)-methane 129136-24-9 C7H16O4S2
bis-(propane-1-sulfonyl)-methane
—— (phenylthiomethylene)cyclopentane 71221-44-8 C12H14S
(phenylthiomethylene)cyclopentane
—— 3-allylmercapto-6-isopropyl-4H-[1,2,4]triazin-5-one 925459-54-7 C9H13N3OS
3-allylmercapto-6-isopropyl-4H-[1,2,4]triazin-5-one
—— (5S)-5-methyl-3-[7-[(2S)-oxiran-2-yl]heptyl]-3-phenylsulfanyloxolan-2-one 184435-81-2 C20H28O3S
(5S)-5-methyl-3-[7-[(2S)-oxiran-2-yl]heptyl]-3-phenylsulfanyloxolan-2-one
—— 2-morpholin-4-ylimino-1-(4-phenylsulfanyl-phenyl)-ethanone 25561-45-9 C18H18N2O2S
2-morpholin-4-ylimino-1-(4-phenylsulfanyl-phenyl)-ethanone
—— oxo-(4-phenylsulfanyl-phenyl)-acetaldehyde 42069-43-2 C14H10O2S
oxo-(4-phenylsulfanyl-phenyl)-acetaldehyde
—— 1-[(2-bromo-5-fluorophenyl)sulfanyl]-N,N-dimethylformamide 147460-42-2 C9H9BrFNOS
1-[(2-bromo-5-fluorophenyl)sulfanyl]-N,N-dimethylformamide
—— 2,2-bis-(2-hydroxy-ethanesulfonyl)-propane 98433-55-7 C7H16O6S2
2,2-bis-(2-hydroxy-ethanesulfonyl)-propane
—— 2-chloroethyl butyl sulfone 59681-98-0 C6H13ClO2S
2-chloroethyl butyl sulfone
—— (Z,Z)-3-[5-(tert-butyldimethylsiloxy)pent-3-en-1-yl]-2-(6-{[4-methoxy-2-(phenylsulfanyl)methyl]pyridyn-3-yl}hex-3-en-1-yl)-4-methoxypyridine 211758-83-7 C36H50N2O3SSi
(Z,Z)-3-[5-(tert-butyldimethylsiloxy)pent-3-en-1-yl]-2-(6-{[4-methoxy-2-(phenylsulfanyl)methyl]pyridyn-3-yl}hex-3-en-1-yl)-4-methoxypyridine
—— 2,2-bis-(2-chloro-ethanesulfonyl)-propane 41123-60-8 C7H14Cl2O4S2
2,2-bis-(2-chloro-ethanesulfonyl)-propane
—— vinyl butyl sulfone 16841-53-5 C6H12O2S
vinyl butyl sulfone
—— (1-Methoxy-2-octyloxy-ethylsulfanyl)-benzene 92573-67-6 C17H28O2S
(1-Methoxy-2-octyloxy-ethylsulfanyl)-benzene
—— 2,2-bis-ethylenesulfonyl-propane 41123-56-2 C7H12O4S2
2,2-bis-ethylenesulfonyl-propane
—— 2-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}thio)-N-methylbenzamide 1005785-04-5 C18H17N5O2S
2-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}thio)-N-methylbenzamide
—— 2-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}thio)-N-(1,3-dimethyl-1H-pyrazol-5-yl)benzamide 1005787-57-4 C22H21N7O2S
2-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}thio)-N-(1,3-dimethyl-1H-pyrazol-5-yl)benzamide
—— 2-benzyl-2-(5-bromopentyl)-1,3-dithiane 108296-19-1 C16H23BrS2
2-benzyl-2-(5-bromopentyl)-1,3-dithiane
—— 1-difluoromethyl-4,5-dimethyl-2-(propylsulfonyl)cyclohexa-1,4-diene 389574-97-4 C12H18F2O2S
1-difluoromethyl-4,5-dimethyl-2-(propylsulfonyl)cyclohexa-1,4-diene
—— (4R)-4-[(tert-butoxycarbonyl)methylamino]-5-methylhexanethioamide 1174764-16-9 C13H26N2O2S
(4R)-4-[(tert-butoxycarbonyl)methylamino]-5-methylhexanethioamide
—— 5,6-diamino-2-[4,5-bis(decylthio)-1,3-dithio-2-ylidene]-benzo[d]-1,3-dithiole 1233730-95-4 C30H48N2S6
5,6-diamino-2-[4,5-bis(decylthio)-1,3-dithio-2-ylidene]-benzo[d]-1,3-dithiole
—— 3-{[(5-chloro-thiophen-3-yl)methyl]thio}-6-(2-phenylethyl)-1,2,4-triazin-5(2H)-one 824983-31-5 C16H14ClN3OS2
3-{[(5-chloro-thiophen-3-yl)methyl]thio}-6-(2-phenylethyl)-1,2,4-triazin-5(2H)-one
—— 1-methylthio-1,2-hexadiene 3488-34-4 C7H12S
1-methylthio-1,2-hexadiene
—— 3-dimethylcarbamoylthio-2-nitropyridine 152170-27-9 C8H9N3O3S
3-dimethylcarbamoylthio-2-nitropyridine
—— 1-<3-(phenylselanyl)propyl>-2-(phenylsulfanyl)-1H-benzimidazole 191542-43-5 C22H20N2SSe
1-<3-(phenylselanyl)propyl>-2-(phenylsulfanyl)-1H-benzimidazole
—— O-Methyl (Pentafluorosulfanyl)thiocarbamate 90597-99-2 C2H4F5NOS2
O-Methyl (Pentafluorosulfanyl)thiocarbamate