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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
—— 1-(2-(2-Hydroxymethylphenylthio)benzoyl)-4-methylpiperazine hydrogen maleate 93288-96-1 C23H26N2O6S
1-(2-(2-Hydroxymethylphenylthio)benzoyl)-4-methylpiperazine hydrogen maleate
—— Piperazine, 1-((5-chloro-2-((2-methylphenyl)thio)phenyl)methyl)-4-methyl-, (Z)-2-butenedioate (1:2) 93289-02-2 C27H31ClN2O8S
Piperazine, 1-((5-chloro-2-((2-methylphenyl)thio)phenyl)methyl)-4-methyl-, (Z)-2-butenedioate (1:2)
—— (7<i>H</i>-dibenzo[<i>b</i>,<i>g</i>][1,4]thiazocin-6-yl)-isobutyl-amine 54920-99-9 C18H20N2S
(7<i>H</i>-dibenzo[<i>b</i>,<i>g</i>][1,4]thiazocin-6-yl)-isobutyl-amine
—— (4S,5S)-2,2-dimethyl-5-[(E)-1-(4-methylphenyl)sulfanyldodec-3-enyl]-1,3-dioxolane-4-carbaldehyde 1018449-59-6 C25H38O3S
(4S,5S)-2,2-dimethyl-5-[(E)-1-(4-methylphenyl)sulfanyldodec-3-enyl]-1,3-dioxolane-4-carbaldehyde
—— [3-(2,4-dichloro-phenylsulfanyl)-6-fluoro-2-methyl-indolizin-1-yl]acetic acid 1034653-56-9 C17H12Cl2FNO2S
[3-(2,4-dichloro-phenylsulfanyl)-6-fluoro-2-methyl-indolizin-1-yl]acetic acid
—— 3,3'-bis(phenylthio)-1,1'-biazulene 1029874-34-7 C32H22S2
3,3'-bis(phenylthio)-1,1'-biazulene
—— tert-butyl-diphenyl-[[(8S)-8-(phenylsulfanylmethyl)-1,4-dioxaspiro[4.4]nonan-8-yl]methoxy]silane 1015073-22-9 C31H38O3SSi
tert-butyl-diphenyl-[[(8S)-8-(phenylsulfanylmethyl)-1,4-dioxaspiro[4.4]nonan-8-yl]methoxy]silane
—— 2-((2-Chloro-4-ethylphenyl)thio)acetonitrile 1093758-93-0 C10H10ClNS
2-((2-Chloro-4-ethylphenyl)thio)acetonitrile
—— N-hydroxy-N'-(4-methylsulfanylphenyl)cyclohexanecarboximidamide 1011231-96-1 C14H20N2OS
N-hydroxy-N'-(4-methylsulfanylphenyl)cyclohexanecarboximidamide
—— 1-Bromo-4-[[1-[(4-bromophenyl)sulfanylmethyl]cyclobutyl]methylsulfanyl]benzene 1009566-90-8 C18H18Br2S2
1-Bromo-4-[[1-[(4-bromophenyl)sulfanylmethyl]cyclobutyl]methylsulfanyl]benzene
—— (5S)-3-allyl-5-methyl-3-(phenylthio)-4,5-dihydrofuran-2(3H)-one 1030854-19-3 C14H16O2S
(5S)-3-allyl-5-methyl-3-(phenylthio)-4,5-dihydrofuran-2(3H)-one
—— (5S)-5-methyl-3-[(2S)-oxiran-2-ylmethyl]-3-(phenylthio)-4,5-dihydrofuran-2(3H)-one 1030854-20-6 C14H16O3S
(5S)-5-methyl-3-[(2S)-oxiran-2-ylmethyl]-3-(phenylthio)-4,5-dihydrofuran-2(3H)-one
—— N-methyl-2-(4'-hydroxymethyl-2'-nitrophenylthio)-5-fluorobenzylamine 1005412-76-9 C15H15FN2O3S
N-methyl-2-(4'-hydroxymethyl-2'-nitrophenylthio)-5-fluorobenzylamine
—— N-methyl-2-(4'-hydroxymethyl-2'-nitrophenylthio)-5-bromobenzylamine 1005412-77-0 C15H15BrN2O3S
N-methyl-2-(4'-hydroxymethyl-2'-nitrophenylthio)-5-bromobenzylamine
—— 4-(3-{[4-(3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl)phenyl]thio}phenyl) tetrahydro-2H-pyran-4-carboxamide 950205-52-4 C21H22N4O3S
4-(3-{[4-(3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl)phenyl]thio}phenyl) tetrahydro-2H-pyran-4-carboxamide
—— 2-(4-(4-chloro-2-nitrophenylthio)-3-((dimethylamino)methyl)phenoxy)ethyl methanesulfonate 1004535-17-4 C18H21ClN2O6S2
2-(4-(4-chloro-2-nitrophenylthio)-3-((dimethylamino)methyl)phenoxy)ethyl methanesulfonate
—— 3-(4-(2-aminophenylthio)-3-((dimethylamino)methyl)phenoxy)-1-propanol 1004534-97-7 C18H24N2O2S
3-(4-(2-aminophenylthio)-3-((dimethylamino)methyl)phenoxy)-1-propanol
—— 6-chloro-3-[6-(4-methylsulfanylphenyl)-2-sulfanylidene-3,4-dihydro-1H-pyrimidin-4-yl]-3H-cinnolin-4-one 1064025-60-0 C19H15ClN4OS2
6-chloro-3-[6-(4-methylsulfanylphenyl)-2-sulfanylidene-3,4-dihydro-1H-pyrimidin-4-yl]-3H-cinnolin-4-one
—— 2-(2-((dimethylamino)methyl)-4-(3-fluoropropoxy)phenylthio)benzenamine 1004534-79-5 C18H23FN2OS
2-(2-((dimethylamino)methyl)-4-(3-fluoropropoxy)phenylthio)benzenamine
—— 2-(4-chloro-2-nitrophenylthio)-5-methoxy-N,N-dimethylbenzamide 1004534-37-5 C16H15ClN2O4S
2-(4-chloro-2-nitrophenylthio)-5-methoxy-N,N-dimethylbenzamide
—— 3-({5-[(Prop-2-yn-1-yl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)pyrazine-2-carbonitrile 797802-51-8 C10H5N5S3
3-({5-[(Prop-2-yn-1-yl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)pyrazine-2-carbonitrile
—— 2-(3-((dimethylamino)methyl)-4-(2-nitrophenylthio)phenoxy)ethanol 1004535-05-0 C17H20N2O4S
2-(3-((dimethylamino)methyl)-4-(2-nitrophenylthio)phenoxy)ethanol
—— 2-(3-((dimethylamino)methyl)-4-(2-nitrophenylthio)phenoxy)ethyl methanesulfonate 1004535-13-0 C18H22N2O6S2
2-(3-((dimethylamino)methyl)-4-(2-nitrophenylthio)phenoxy)ethyl methanesulfonate
—— 3-(3-((dimethylamino)methyl)-4-(4-bromo-2-nitrophenylthio)phenoxy)propanol 1004535-25-4 C18H21BrN2O4S
3-(3-((dimethylamino)methyl)-4-(4-bromo-2-nitrophenylthio)phenoxy)propanol
—— 3-(3-(dimethylcarbamoyl)-4-(2-nitrophenylthio)phenoxy)propyl methanesulfonate 1004534-69-3 C19H22N2O7S2
3-(3-(dimethylcarbamoyl)-4-(2-nitrophenylthio)phenoxy)propyl methanesulfonate
—— 2-(4-bromo-2-nitrophenylthio)-5-(2-hydroxyethoxy)-N,N-dimethylbenzamide 1004535-03-8 C17H17BrN2O5S
2-(4-bromo-2-nitrophenylthio)-5-(2-hydroxyethoxy)-N,N-dimethylbenzamide
—— 2-(3-((dimethylamino)methyl)-4-(4-fluoro-2-nitrophenylthio)phenoxy)ethyl methanesulfonate 1004535-15-2 C18H21FN2O6S2
2-(3-((dimethylamino)methyl)-4-(4-fluoro-2-nitrophenylthio)phenoxy)ethyl methanesulfonate
—— 2-(2-((dimethylamino)methyl)-4-(3-fluoropropoxy)phenylthio)-5-fluorobenzenamine 1004534-81-9 C18H22F2N2OS
2-(2-((dimethylamino)methyl)-4-(3-fluoropropoxy)phenylthio)-5-fluorobenzenamine
—— 3-(4-(2-amino-4-bromophenylthio)-3-((dimethylamino)methyl)phenoxy)-1-propanol 1004534-99-9 C18H23BrN2O2S
3-(4-(2-amino-4-bromophenylthio)-3-((dimethylamino)methyl)phenoxy)-1-propanol
—— 2-(4-chloro-2-nitrophenylthio)-5-(2-hydroxyethoxy)-N,N-dimethylbenzamide 1004535-01-6 C17H17ClN2O5S
2-(4-chloro-2-nitrophenylthio)-5-(2-hydroxyethoxy)-N,N-dimethylbenzamide
—— 2-(4-bromo-2-nitrophenylthio)-5-methoxy-N,N-dimethylbenzamide 939022-00-1 C16H15BrN2O4S
2-(4-bromo-2-nitrophenylthio)-5-methoxy-N,N-dimethylbenzamide
—— 5-bromo-2-(2-((dimethylamino)methyl)-4-(3-fluoropropoxy)phenylthio)benzenamine 1004534-83-1 C18H22BrFN2OS
5-bromo-2-(2-((dimethylamino)methyl)-4-(3-fluoropropoxy)phenylthio)benzenamine
—— 3-(3-((dimethylamino)methyl)-4-(2-nitrophenylthio)phenoxy)propanol 1004535-21-0 C18H22N2O4S
3-(3-((dimethylamino)methyl)-4-(2-nitrophenylthio)phenoxy)propanol
—— 3-(3-(dimethylcarbamoyl)-4-(4-fluoro-2-nitrophenylthio)phenoxy)propyl methanesulfonate 1004534-71-7 C19H21FN2O7S2
3-(3-(dimethylcarbamoyl)-4-(4-fluoro-2-nitrophenylthio)phenoxy)propyl methanesulfonate
—— 3-(3-((dimethylamino)methyl)-4-(4-bromo-2-nitrophenylthio)phenoxy)propyl methanesulfonate 1004535-31-2 C19H23BrN2O6S2
3-(3-((dimethylamino)methyl)-4-(4-bromo-2-nitrophenylthio)phenoxy)propyl methanesulfonate
—— 3-(3-((dimethylamino)methyl)-4-(4-fluoro-2-nitrophenylthio)phenoxy)propanol 1004535-23-2 C18H21FN2O4S
3-(3-((dimethylamino)methyl)-4-(4-fluoro-2-nitrophenylthio)phenoxy)propanol
—— 2-(2-((dimethylamino)methyl)-4-(3[18F]-fluoropropoxy)phenylthio)benzenamine 1004534-16-0 C18H23FN2OS
2-(2-((dimethylamino)methyl)-4-(3[18F]-fluoropropoxy)phenylthio)benzenamine
—— 2-(3-((dimethylamino)methyl)-4-(4-fluoro-2-nitrophenylthio)phenoxy)ethanol 1004535-07-2 C17H19FN2O4S
2-(3-((dimethylamino)methyl)-4-(4-fluoro-2-nitrophenylthio)phenoxy)ethanol
—— 2-(2-((dimethylamino)methyl)-4-(methoxy)phenylthio)benzenamine 1004534-85-3 C16H20N2OS
2-(2-((dimethylamino)methyl)-4-(methoxy)phenylthio)benzenamine
—— 2-(4-(2-aminophenylthio)-3-((dimethylamino)methyl)phenoxy)ethanol 1004534-93-3 C17H22N2O2S
2-(4-(2-aminophenylthio)-3-((dimethylamino)methyl)phenoxy)ethanol
—— 2-(4-(4-bromo-2-nitrophenylthio)-3-((dimethylamino)methyl)phenoxy)ethanol 1004535-11-8 C17H19BrN2O4S
2-(4-(4-bromo-2-nitrophenylthio)-3-((dimethylamino)methyl)phenoxy)ethanol
—— 3-(3-((dimethylamino)methyl)-4-(4-fluoro-2-nitrophenylthio)phenoxy)propyl methanesulfonate 1004535-29-8 C19H23FN2O6S2
3-(3-((dimethylamino)methyl)-4-(4-fluoro-2-nitrophenylthio)phenoxy)propyl methanesulfonate
—— 2-(4-(4-chloro-2-nitrophenylthio)-3-((dimethylamino)methyl)phenoxy)ethanol 1004535-09-4 C17H19ClN2O4S
2-(4-(4-chloro-2-nitrophenylthio)-3-((dimethylamino)methyl)phenoxy)ethanol
—— O2-(2-methylsulfonylethyl) 1-(N-Boc-isopropylamino)-diazen-1-ium-1,2-diolate 1404220-35-4 C11H23N3O6S
O2-(2-methylsulfonylethyl) 1-(N-Boc-isopropylamino)-diazen-1-ium-1,2-diolate
—— Cyclohexyl 2-(4-thiomethylphenyl)ethyl ketone 898781-93-6 C16H22OS
Cyclohexyl 2-(4-thiomethylphenyl)ethyl ketone
—— Cyclopropyl 2-(4-thiomethylphenyl)ethyl ketone 898781-87-8 C13H16OS
Cyclopropyl 2-(4-thiomethylphenyl)ethyl ketone
—— N-[2-(2-chlorophenyl)sulfanyl-1-(2,5-dichlorothiophen-3-yl)ethylidene]hydroxylamine 1404219-08-4 C12H8Cl3NOS2
N-[2-(2-chlorophenyl)sulfanyl-1-(2,5-dichlorothiophen-3-yl)ethylidene]hydroxylamine
—— 2-Bromo-3-[(2-methylthio)phenyl]-1-propene 951889-15-9 C10H11BrS
2-Bromo-3-[(2-methylthio)phenyl]-1-propene
—— 2-Chloro-3-[(4-Ethylthio)phenyl]-1-propene 951890-63-4 C11H13ClS
2-Chloro-3-[(4-Ethylthio)phenyl]-1-propene
—— (2-amino-thiazol-5-ylsulfanyl)-acetic acid methyl ester 1017047-89-0 C6H8N2O2S2
(2-amino-thiazol-5-ylsulfanyl)-acetic acid methyl ester