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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
—— diisopropyl 4,4-bis(phenylthio)heptanedioate —— C25H32O4S2
diisopropyl 4,4-bis(phenylthio)heptanedioate
—— tributyl(8-ethoxy-8-oxo-5,5-bis(phenylthio)octyl)phosphonium bromide —— Br*C34H54O2PS2
tributyl(8-ethoxy-8-oxo-5,5-bis(phenylthio)octyl)phosphonium bromide
—— 2-(phenylsulfanyl)-N-(pyridin-2-ylmethyl)acetamide —— C14H14N2OS
2-(phenylsulfanyl)-N-(pyridin-2-ylmethyl)acetamide
—— 4-((phenylthio)methyl)-1,3-dioxolan-2-one —— C10H10O3S
4-((phenylthio)methyl)-1,3-dioxolan-2-one
—— ((2-(phenylethynyl)phenyl)methylene)bis(phenylsulfane) —— C27H20S2
((2-(phenylethynyl)phenyl)methylene)bis(phenylsulfane)
—— 3-hydroxy-6-(hydroxymethyl)-2-(phenyl(phenylthio)methyl)-4H-pyran-4-one —— C19H16O4S
3-hydroxy-6-(hydroxymethyl)-2-(phenyl(phenylthio)methyl)-4H-pyran-4-one
—— 4-(4-phenylthiofurazan-3-yl)benzenesulfonamide —— C14H11N3O3S2
4-(4-phenylthiofurazan-3-yl)benzenesulfonamide
—— 4-(4-phenylthiofuroxan-3-yl)benzenesulfonamide —— C14H11N3O4S2
4-(4-phenylthiofuroxan-3-yl)benzenesulfonamide
—— 4-(phenylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine 736142-84-0 C12H9N3S
4-(phenylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine
—— 4,4-difluoro-3-methyl-3-butenyl 4-methyl-2-(phenylthio)pyrimidine-5-carboxylate —— C17H16F2N2O2S
4,4-difluoro-3-methyl-3-butenyl 4-methyl-2-(phenylthio)pyrimidine-5-carboxylate
—— 4-(phenylsulfanyl)pyridin-2(1H)-one —— C11H9NOS
4-(phenylsulfanyl)pyridin-2(1H)-one
—— (R)-1-phenyl-3-phenylthiopropanol —— C15H16OS
(R)-1-phenyl-3-phenylthiopropanol
—— N-cyclopropyl-3-methoxy-1-methyl-N-{[4-(phenylthio)phenyl]sulfonyl}-1H-pyrazole-4-carboxamide —— C21H21N3O4S2
N-cyclopropyl-3-methoxy-1-methyl-N-{[4-(phenylthio)phenyl]sulfonyl}-1H-pyrazole-4-carboxamide
—— 2-amino-4-(furan-2-yl)-6-(phenylthio)pyridine-3,5-dicarbonitrile —— C17H10N4OS
2-amino-4-(furan-2-yl)-6-(phenylthio)pyridine-3,5-dicarbonitrile
—— tert-butyl-(1-(phenylthio)ethyl)carbamate —— C13H19NO2S
tert-butyl-(1-(phenylthio)ethyl)carbamate
—— 3,3-difluoroallyl phenyl sulfide —— C9H8F2S
3,3-difluoroallyl phenyl sulfide
—— N,N-dimethyl-3-(phenylthio)propanamide —— C11H15NOS
N,N-dimethyl-3-(phenylthio)propanamide
—— 2-(naphthalen-1-yl)-3-(phenylthio)imidazo[1,2-a]pyridine —— C23H16N2S
2-(naphthalen-1-yl)-3-(phenylthio)imidazo[1,2-a]pyridine
—— 1-bromo-4-[2-(phenylsulfanyl)ethyl]benzene —— C14H13BrS
1-bromo-4-[2-(phenylsulfanyl)ethyl]benzene
—— 2-amino-4-(thiophene-2-yl)-6-phenylsulfanyl-pyridine-3,5-dicarbonitrile —— C17H10N4S2
2-amino-4-(thiophene-2-yl)-6-phenylsulfanyl-pyridine-3,5-dicarbonitrile
—— 5-bromo-3-(phenylthio)-1H-indole —— C14H10BrNS
5-bromo-3-(phenylthio)-1H-indole
—— 1-(allyloxy)-3-(phenylsulfanyl)propan-2-ol —— C12H16O2S
1-(allyloxy)-3-(phenylsulfanyl)propan-2-ol
—— 3,5-dimethylphenyl phenyl sulfide —— C14H14S
3,5-dimethylphenyl phenyl sulfide
—— O-allyl S-phenyl thiocarbonate —— C10H10O2S
O-allyl S-phenyl thiocarbonate
—— methoxymethylthio ether —— C4H10O3S2
methoxymethylthio ether
—— <i>N</i>'-allyl-<i>N</i>,<i>N</i>-dibutyl-thiourea —— C12H24N2S
<i>N</i>'-allyl-<i>N</i>,<i>N</i>-dibutyl-thiourea
—— 4-(benzylthio)-2-methyl-2H-1,2,3-triazole —— C10H11N3S
4-(benzylthio)-2-methyl-2H-1,2,3-triazole
—— 2-<2-(3-allylthioureido)ethoxy>ethanol —— C8H16N2O2S
2-<2-(3-allylthioureido)ethoxy>ethanol
—— 12,22,34-trimethyl-24,38-dioxo-15,31-dithia-2,9,13,21,25,33,36,37-octaazatetracyclo[30,3,1,1<sup>10,14</sup>,1<sup>21,25</sup>]octatriaconta-1(36),10(37),11,13,22,32,34-heptaene —— C31H46N8O2S2
12,22,34-trimethyl-24,38-dioxo-15,31-dithia-2,9,13,21,25,33,36,37-octaazatetracyclo[30,3,1,1<sup>10,14</sup>,1<sup>21,25</sup>]octatriaconta-1(36),10(37),11,13,22,32,34-heptaene
—— N,N'-bis(2-methyl-thio-6-methylpyrimidin-4-yl)hexamethylenediamine —— C18H28N6S2
N,N'-bis(2-methyl-thio-6-methylpyrimidin-4-yl)hexamethylenediamine
—— 2-chloro-4-((3-(methylthio)-1,2,4-thiadiazol-5-yl)diazenyl)phenol —— C9H7ClN4OS2
2-chloro-4-((3-(methylthio)-1,2,4-thiadiazol-5-yl)diazenyl)phenol
—— dithiocarbonic acid <i>S</i>-(β-amino-isopropyl ester)-<i>S</i>-<i>m</i>-tolyl ester; hydrochloride —— C11H15NOS2*ClH
dithiocarbonic acid <i>S</i>-(β-amino-isopropyl ester)-<i>S</i>-<i>m</i>-tolyl ester; hydrochloride
—— N,N''-1,3-propanediylbis[N-(2-propenyl)thiourea] —— C11H20N4S2
N,N''-1,3-propanediylbis[N-(2-propenyl)thiourea]
—— 1-ethyl-2-(ethylthio)pyrrole —— C8H13NS
1-ethyl-2-(ethylthio)pyrrole
—— N-(2-fluoroethyl)-N'-methylthiourea —— C4H9FN2S
N-(2-fluoroethyl)-N'-methylthiourea
—— 1,1-dimethyl-4-methylsulfanyl-1,5-diazapentadiene hydriodide —— C6H12N2S*HI
1,1-dimethyl-4-methylsulfanyl-1,5-diazapentadiene hydriodide
—— N-methyl-2-ethoxy-2-propenethioamide —— C6H11NOS
N-methyl-2-ethoxy-2-propenethioamide
—— 4-allyl-5-(4,6-dimethylpyrimidin-2-ylsulfanylmethyl)-4H-[1,2,4]triazole-3-thiol —— C12H15N5S2
4-allyl-5-(4,6-dimethylpyrimidin-2-ylsulfanylmethyl)-4H-[1,2,4]triazole-3-thiol
—— 2-(2-propynylthio)-1H-pyrrole —— C7H7NS
2-(2-propynylthio)-1H-pyrrole
—— 5-methoxy-1-methyl-3-(1-methylpyrrol-2-yl)-2-(methylthio)pyrrole —— C12H16N2OS
5-methoxy-1-methyl-3-(1-methylpyrrol-2-yl)-2-(methylthio)pyrrole
—— N-methyl-2-ethoxy-1-methylsulfanyl-2-propen-1-imine —— C7H13NOS
N-methyl-2-ethoxy-1-methylsulfanyl-2-propen-1-imine
—— 2-(4-Methylphenylthio)-3,5,6-trichlor-1,4-benzochinon —— C13H7Cl3O2S
2-(4-Methylphenylthio)-3,5,6-trichlor-1,4-benzochinon
—— N-{4-[5-fluoro-3-(4-methoxytetrahydropyran-4-yl)phenylthio]-α-methylbenzyloxy}urea —— C21H25FN2O4S
N-{4-[5-fluoro-3-(4-methoxytetrahydropyran-4-yl)phenylthio]-α-methylbenzyloxy}urea
—— N-methyl-2-ethylsulfanyl-2-propenethioamide —— C6H11NS2
N-methyl-2-ethylsulfanyl-2-propenethioamide
—— (+/-)-methylthiocarbamic acid O-(cyclohept-2-enyl) ester —— C9H15NOS
(+/-)-methylthiocarbamic acid O-(cyclohept-2-enyl) ester
—— 5-Dimethylamino-2-methylthio-1,3-thiazole —— C6H10N2S2
5-Dimethylamino-2-methylthio-1,3-thiazole
—— Methyl 5-(4,6-dimethyl-2-pyrimidinylthio)-2-phenylmethoxybenzoate —— C21H20N2O3S
Methyl 5-(4,6-dimethyl-2-pyrimidinylthio)-2-phenylmethoxybenzoate
—— tetrakis-<i>p</i>-tolylsulfanyl-[1,4]benzoquinone —— C34H28O2S4
tetrakis-<i>p</i>-tolylsulfanyl-[1,4]benzoquinone
—— (4-chloro-<i>m</i>-phenylenedimercapto)-di-acetic acid —— C10H9ClO4S2
(4-chloro-<i>m</i>-phenylenedimercapto)-di-acetic acid
—— 2,3,5,6-tetra(phenylthio)-1,4-benzoquinone —— C30H20O2S4
2,3,5,6-tetra(phenylthio)-1,4-benzoquinone