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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-(4-bromophenylthio)-5-(tert-butylsulfonyl)pyrazine 1428549-06-7 C14H15BrN2O2S2
2-(4-bromophenylthio)-5-(tert-butylsulfonyl)pyrazine
—— 2-[(4-bromophenyl)thio]-N,N-diethylacetamide 927869-02-1 C12H16BrNOS
2-[(4-bromophenyl)thio]-N,N-diethylacetamide
—— (4-bromo-phenylsulfanyl)-pyruvic acid 104186-14-3 C9H7BrO3S
(4-bromo-phenylsulfanyl)-pyruvic acid
—— {2-[(4-bromophenyl)thio]ethoxy}(t-butyl)dimethylsilane 879488-02-5 C14H23BrOSSi
{2-[(4-bromophenyl)thio]ethoxy}(t-butyl)dimethylsilane
—— 2-((4-bromophenyl)thio)quinoline-3-carbaldehyde 1309388-91-7 C16H10BrNOS
2-((4-bromophenyl)thio)quinoline-3-carbaldehyde
—— 4-((4-bromophenyl)thio)-4-phenylbutan-2-one 1224876-31-6 C16H15BrOS
4-((4-bromophenyl)thio)-4-phenylbutan-2-one
—— ((4-nitrophenylthio)phenyl)((4-bromophenylthio)phenyl)thioether 865179-29-9 C24H16BrNO2S3
((4-nitrophenylthio)phenyl)((4-bromophenylthio)phenyl)thioether
—— 1-(4-nitrophenylthio)-4-(4-bromophenylthio)benzene 865179-25-5 C18H12BrNO2S2
1-(4-nitrophenylthio)-4-(4-bromophenylthio)benzene
—— 2-methanesulfinyl-2-methyl-propan-1-ol 25841-37-6 C5H12O2S
2-methanesulfinyl-2-methyl-propan-1-ol
—— N-Methallyl-N-methylthiocarbamidsaeure-O-ethylester 62371-13-5 C8H15NOS
N-Methallyl-N-methylthiocarbamidsaeure-O-ethylester
—— 2,2-Dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylic acid m-(phenylthio)benzyl ester 26003-02-1 C23H26O2S
2,2-Dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylic acid m-(phenylthio)benzyl ester
—— 2-Methylmercapto-5-(4-chlor-phenylmercapto)-pyrimidin-4-carbonsaeure 25818-46-6 C12H9ClN2O2S2
2-Methylmercapto-5-(4-chlor-phenylmercapto)-pyrimidin-4-carbonsaeure
—— 2-methylsulfinyl isobutyramide 25841-41-2 C5H11NO2S
2-methylsulfinyl isobutyramide
—— 4-Nitro-4'-carbomethoxydiphenylsulfid 33174-25-3 C14H11NO4S
4-Nitro-4'-carbomethoxydiphenylsulfid
—— 1-Methoxymethyl-3-[4-(4-nitro-phenylsulfanyl)-phenyl]-urea 54457-55-5 C15H15N3O4S
1-Methoxymethyl-3-[4-(4-nitro-phenylsulfanyl)-phenyl]-urea
—— 1-(Z-2-butenyloxy)-1-(phenylthio)propane 132816-07-0 C13H18OS
1-(Z-2-butenyloxy)-1-(phenylthio)propane
—— 2-Methylmercapto-5-(4-methyl-phenylmercapto)-pyrimido-4-carbonsaeure 26032-74-6 C13H12N2O2S2
2-Methylmercapto-5-(4-methyl-phenylmercapto)-pyrimido-4-carbonsaeure
—— (2S,3S,4S,6R)-2-Methyl-6-phenylsulfanyl-tetrahydro-pyran-3,4-diol 141805-54-1 C12H16O3S
(2S,3S,4S,6R)-2-Methyl-6-phenylsulfanyl-tetrahydro-pyran-3,4-diol
—— E-S-Phenyl Acetothiohydroximate 132637-62-8 C8H9NOS
E-S-Phenyl Acetothiohydroximate
—— 1-Ethyl-3-[4-(4-nitro-phenylsulfanyl)-phenyl]-urea 54458-17-2 C15H15N3O3S
1-Ethyl-3-[4-(4-nitro-phenylsulfanyl)-phenyl]-urea
—— 2-[4-(4-nitro-phenylsulfanyl)-phenyl]-2<i>H</i>-[1,2,4]triazine-3,5-dione 38571-22-1 C15H10N4O4S
2-[4-(4-nitro-phenylsulfanyl)-phenyl]-2<i>H</i>-[1,2,4]triazine-3,5-dione
—— 1-Isopropyl-3-[4-(4-nitro-phenylsulfanyl)-phenyl]-urea 54457-52-2 C16H17N3O3S
1-Isopropyl-3-[4-(4-nitro-phenylsulfanyl)-phenyl]-urea
—— N<sup>1</sup>-<4-(4-Nitrophenylthio)phenyl>-N<sup>3</sup>-phenylthiourea 78924-18-2 C19H15N3O2S2
N<sup>1</sup>-<4-(4-Nitrophenylthio)phenyl>-N<sup>3</sup>-phenylthiourea
—— N'-[2,4-bis(methylthio)-6-methyl-pyridin-3-yl]-N-heptyl-N-[2-[4-(3-hydroxypropyl)piperazin-1-yl]ethyl]urea 664340-40-3 C25H45N5O2S2
N'-[2,4-bis(methylthio)-6-methyl-pyridin-3-yl]-N-heptyl-N-[2-[4-(3-hydroxypropyl)piperazin-1-yl]ethyl]urea
—— 1-Butyl-3-[4-(4-nitro-phenylsulfanyl)-phenyl]-urea 54456-71-2 C17H19N3O3S
1-Butyl-3-[4-(4-nitro-phenylsulfanyl)-phenyl]-urea
—— 2-(phenylthio)isonicotinonitrile 1019524-32-3 C12H8N2S
2-(phenylthio)isonicotinonitrile
—— <i>N</i>-acetyl-sulfanilic acid-[4-(4-nitro-phenylsulfanyl)-anilide] 135209-93-7 C20H17N3O5S2
<i>N</i>-acetyl-sulfanilic acid-[4-(4-nitro-phenylsulfanyl)-anilide]
—— isobutyric acid-[4-(4-nitro-phenylsulfanyl)-anilide] 518010-58-7 C16H16N2O3S
isobutyric acid-[4-(4-nitro-phenylsulfanyl)-anilide]
—— S-phenyl 2,3-dideoxy-4,6-di-O-methyl-1-thio-α-D-erythro-hex-2-enopyranoside 112247-56-0 C14H18O3S
S-phenyl 2,3-dideoxy-4,6-di-O-methyl-1-thio-α-D-erythro-hex-2-enopyranoside
—— isovaleric acid-[4-(4-nitro-phenylsulfanyl)-anilide] 518010-59-8 C17H18N2O3S
isovaleric acid-[4-(4-nitro-phenylsulfanyl)-anilide]
—— 1-tert-Butyl-3-[4-(4-nitro-phenylsulfanyl)-phenyl]-urea 54457-54-4 C17H19N3O3S
1-tert-Butyl-3-[4-(4-nitro-phenylsulfanyl)-phenyl]-urea
—— 1-<2,2-bis(phenylthio)cyclohexyl>-3-methyl-2-pentene 152526-64-2 C24H30S2
1-<2,2-bis(phenylthio)cyclohexyl>-3-methyl-2-pentene
—— Trimethyl-((E)-1-phenylsulfanyl-non-1-enyl)-silane 148237-54-1 C18H30SSi
Trimethyl-((E)-1-phenylsulfanyl-non-1-enyl)-silane
—— diethyl 2-[3,3-bis(phenylsulfanyl)propyl]-2-(6-oxocyclohex-1-enyl)malonate 459167-87-4 C28H32O5S2
diethyl 2-[3,3-bis(phenylsulfanyl)propyl]-2-(6-oxocyclohex-1-enyl)malonate
—— Diethoxy(phenylthio)methane 25604-67-5 C11H16O2S
Diethoxy(phenylthio)methane
—— (1-Cyclopropyl-ethylsulfanyl)-benzene 113235-23-7 C11H14S
(1-Cyclopropyl-ethylsulfanyl)-benzene
—— S-phenyl 2,3,6-trideoxy-4-O-methyl-1-thio-α-L-erythro-hex-2-enopyranoside 112247-57-1 C13H16O2S
S-phenyl 2,3,6-trideoxy-4-O-methyl-1-thio-α-L-erythro-hex-2-enopyranoside
—— 2-Oxo-3-phenylsulfanyl-cyclopentanecarboxylic acid ethyl ester 78424-61-0 C14H16O3S
2-Oxo-3-phenylsulfanyl-cyclopentanecarboxylic acid ethyl ester
—— (5-fluoro-2,4-dinitrophenyl)phenylthioether 1246999-91-6 C12H7FN2O4S
(5-fluoro-2,4-dinitrophenyl)phenylthioether
—— N-Butylthiopropionamid 2955-70-6 C7H15NS
N-Butylthiopropionamid
—— 2-Methylmercapto-5-<4-methoxy-phenylmercapto>-pyrimidin-4-carbonsaeure 25818-48-8 C13H12N2O3S2
2-Methylmercapto-5-<4-methoxy-phenylmercapto>-pyrimidin-4-carbonsaeure
—— 4-Acetyl-1-[3-[[2-[N-[6-(1-piperidinyl)pyridin-2-yl]amino]thiazol-5-yl]thio]benzoyl]piperazine 439574-36-4 C26H30N6O2S2
4-Acetyl-1-[3-[[2-[N-[6-(1-piperidinyl)pyridin-2-yl]amino]thiazol-5-yl]thio]benzoyl]piperazine
—— Methyl-phenyl-carbamic acid 5-phenylsulfanyl-pyrazol-1-yl ester 548770-00-9 C17H15N3O2S
Methyl-phenyl-carbamic acid 5-phenylsulfanyl-pyrazol-1-yl ester
—— Methyl-phenyl-carbamic acid 2-methylsulfanyl-imidazol-1-yl ester 548767-33-5 C12H13N3O2S
Methyl-phenyl-carbamic acid 2-methylsulfanyl-imidazol-1-yl ester
—— (1R,2R,4R)-2-(1-cyanocyclopropylcarbamoyl)-4-phenylsulfanylcyclopentanecarboxylic acid ethyl ester 1258451-22-7 C19H22N2O3S
(1R,2R,4R)-2-(1-cyanocyclopropylcarbamoyl)-4-phenylsulfanylcyclopentanecarboxylic acid ethyl ester
—— 5-fluoro-2-(phenylthio)benzaldehyde 1158577-41-3 C13H9FOS
5-fluoro-2-(phenylthio)benzaldehyde
—— Methyl-phenyl-carbamic acid 2-phenylsulfanyl-imidazol-1-yl ester 548767-51-7 C17H15N3O2S
Methyl-phenyl-carbamic acid 2-phenylsulfanyl-imidazol-1-yl ester
—— 1-hydroxy-5-phenylsulfanylpyrazole 548770-01-0 C9H8N2OS
1-hydroxy-5-phenylsulfanylpyrazole
—— 4-heptylsulfanyl-phenol 41796-12-7 C13H20OS
4-heptylsulfanyl-phenol
—— 2-(ethoxycarbonylmethyl)-3-phenylthiomethyl cyclopentanone 62344-33-6 C16H20O3S
2-(ethoxycarbonylmethyl)-3-phenylthiomethyl cyclopentanone