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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
—— 2-chloro-6-(1-methylpyrrolidin-3-ylmethylsulfanyl)pyridine 752972-52-4 C11H15ClN2S
2-chloro-6-(1-methylpyrrolidin-3-ylmethylsulfanyl)pyridine
—— 4-[4-(4-fluoro-phenylsulfanyl)-phenyl]-6-methyl-2-thioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester 1173658-69-9 C20H19FN2O2S2
4-[4-(4-fluoro-phenylsulfanyl)-phenyl]-6-methyl-2-thioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester
—— 4-[4-(4-fluoro-phenylsulfanyl)-phenyl]-6-methyl-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester 1173658-53-1 C20H19FN2O3S
4-[4-(4-fluoro-phenylsulfanyl)-phenyl]-6-methyl-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester
—— N-Methallylthiocarbamidsaeure-O-ethylester 64454-48-4 C7H13NOS
N-Methallylthiocarbamidsaeure-O-ethylester
—— 5-acetyl-4-[4-(4-fluoro-phenylsulfanyl)-phenyl]-6-methyl-3,4-dihydro-1H-pyrimidin-2-one 1173658-54-2 C19H17FN2O2S
5-acetyl-4-[4-(4-fluoro-phenylsulfanyl)-phenyl]-6-methyl-3,4-dihydro-1H-pyrimidin-2-one
—— 1-{4-[4-(4-fluoro-phenylsulfanyl)-phenyl]-6-methyl-2-thioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl}-ethanone 1173658-70-2 C19H17FN2OS2
1-{4-[4-(4-fluoro-phenylsulfanyl)-phenyl]-6-methyl-2-thioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl}-ethanone
—— Benzamide, 4-[[4-[(4,5-dihydro-1H-imidazol-2-yl)amino]phenyl]thio]- 827610-38-8 C16H16N4OS
Benzamide, 4-[[4-[(4,5-dihydro-1H-imidazol-2-yl)amino]phenyl]thio]-
—— 6-[1-(2,6-difluorophenyl)ethyl]-3,4-dihydro-2-methylthiopyrimidin-4(3H)-one 255898-88-5 C13H12F2N2OS
6-[1-(2,6-difluorophenyl)ethyl]-3,4-dihydro-2-methylthiopyrimidin-4(3H)-one
—— Pyrrolidine, 1-[[4-[(4-methoxyphenyl)thio]phenyl]methyl]- 677343-21-4 C18H21NOS
Pyrrolidine, 1-[[4-[(4-methoxyphenyl)thio]phenyl]methyl]-
—— 1-benzylsulfanyl-3-bromo-2-ethylbenzene 1182728-08-0 C15H15BrS
1-benzylsulfanyl-3-bromo-2-ethylbenzene
—— N-(3-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophen-2-ylthio)propyl)acetamide 1266480-74-3 C15H24BNO3S2
N-(3-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophen-2-ylthio)propyl)acetamide
—— N-(3-(5-bromothiophen-2-ylthio)propyl)acetamide 1266480-73-2 C9H12BrNOS2
N-(3-(5-bromothiophen-2-ylthio)propyl)acetamide
—— 5-((3,5-dichloropyridin-4-yl)thio)-N-(2-(methylthio)ethyl)-4-nitrothiophene-2-carboxamide 1247820-36-5 C13H11Cl2N3O3S3
5-((3,5-dichloropyridin-4-yl)thio)-N-(2-(methylthio)ethyl)-4-nitrothiophene-2-carboxamide
—— 3-cyclohexyl-2-(phenylthio)-1,3-butadiene 144453-31-6 C16H20S
3-cyclohexyl-2-(phenylthio)-1,3-butadiene
—— N-[2-(4-bromo-phenylsulfanyl)-ethyl]-i-propanesulfonamide 851199-48-9 C11H16BrNO2S2
N-[2-(4-bromo-phenylsulfanyl)-ethyl]-i-propanesulfonamide
—— N-[2-((4(4,4,5,5-tetramethyl)-[1,3,2]dioxaborolan-2-yl)phenylsulfanyl)-ethyl]-i-propanesulfonamide 851199-52-5 C17H28BNO4S2
N-[2-((4(4,4,5,5-tetramethyl)-[1,3,2]dioxaborolan-2-yl)phenylsulfanyl)-ethyl]-i-propanesulfonamide
—— Ethanethiol, 2,2'-[1,3,4-thiadiazole-2,5-diylbis(thio)]bis- 194918-42-8 C6H10N2S5
Ethanethiol, 2,2'-[1,3,4-thiadiazole-2,5-diylbis(thio)]bis-
—— 1,3,4,5-tetramethyl-2[(2-oxopropyl)thio]imidazolium chloride 134218-50-1 C10H17N2OS*Cl
1,3,4,5-tetramethyl-2[(2-oxopropyl)thio]imidazolium chloride
—— 2-(4-Methoxyphenyl)sulfanyl-6-nitrobenzonitrile 168910-87-0 C14H10N2O3S
2-(4-Methoxyphenyl)sulfanyl-6-nitrobenzonitrile
—— 8-methylthiopyrazolo<5,1-c><1,2,4>benzotriazine 5-oxide 177158-66-6 C10H8N4OS
8-methylthiopyrazolo<5,1-c><1,2,4>benzotriazine 5-oxide
—— N'-cyclopentyl-methyl-thiourea 117694-94-7 C7H14N2S
N'-cyclopentyl-methyl-thiourea
—— 2-chloro-6-(1-methylpiperidin-3-ylmethylsulfanyl)pyridine 289677-77-6 C12H17ClN2S
2-chloro-6-(1-methylpiperidin-3-ylmethylsulfanyl)pyridine
—— (E)-3-[1-Benzenesulfonyl-3-(3-benzyloxymethyl-2-phenylsulfanyl-3H-imidazol-4-yl)-1H-indol-2-yl]-acrylic acid ethyl ester 391913-52-3 C36H31N3O5S2
(E)-3-[1-Benzenesulfonyl-3-(3-benzyloxymethyl-2-phenylsulfanyl-3H-imidazol-4-yl)-1H-indol-2-yl]-acrylic acid ethyl ester
—— 2-methylpropanedithioperoxy acid methyl ester 118087-46-0 C5H10OS2
2-methylpropanedithioperoxy acid methyl ester
—— 1,2-bis-(2-ethoxy-ethanesulfonyl)-ethane 343595-56-2 C10H22O6S2
1,2-bis-(2-ethoxy-ethanesulfonyl)-ethane
—— Cyclopropanecarboxaldehyde, 3-methyl-2,2-bis(phenylthio)-, trans- 90141-35-8 C17H16OS2
Cyclopropanecarboxaldehyde, 3-methyl-2,2-bis(phenylthio)-, trans-
—— 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