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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-cyanoprop-2-yl dithioacetate —— C6H9NS2
2-cyanoprop-2-yl dithioacetate
—— 3-(4-tert-butylphenyl)sulfanylphenol —— C16H18OS
3-(4-tert-butylphenyl)sulfanylphenol
—— 2-methyl-2-(o-tolylthio)propanenitrile —— C11H13NS
2-methyl-2-(o-tolylthio)propanenitrile
—— 2-((2-chlorophenyl)thio)-2-methylpropanenitrile —— C10H10ClNS
2-((2-chlorophenyl)thio)-2-methylpropanenitrile
—— 2-((2-fluorophenyl)thio)-2-methylpropanenitrile —— C10H10FNS
2-((2-fluorophenyl)thio)-2-methylpropanenitrile
—— 4-nitro-2-cyanophenyl phenyl sulfide —— C13H8N2O2S
4-nitro-2-cyanophenyl phenyl sulfide
—— 2-((2-chlorophenyl)thio)-5-nitrobenzonitrile —— C13H7ClN2O2S
2-((2-chlorophenyl)thio)-5-nitrobenzonitrile
—— 2-chloro-8-methylthio-4-(1-oxido-thiomorpholino)-pyrimido-[5,4-d]-pyrimidine —— C11H12ClN5OS2
2-chloro-8-methylthio-4-(1-oxido-thiomorpholino)-pyrimido-[5,4-d]-pyrimidine
—— 2-chloro-8-(4-fluorobenzyl-thio)-4-(1-oxido-thiomorpholino)-pyrimido-[5,4-d]-pyrimidine —— C17H15ClFN5OS2
2-chloro-8-(4-fluorobenzyl-thio)-4-(1-oxido-thiomorpholino)-pyrimido-[5,4-d]-pyrimidine
—— (4S,5S)-4-hydroxymethyl-2-iso-propyl-5-[4-(methylthio)phenyl]-2-oxazoline —— C14H19NO2S
(4S,5S)-4-hydroxymethyl-2-iso-propyl-5-[4-(methylthio)phenyl]-2-oxazoline
—— naphthalen-2-yl(4-nitrophenyl)sulfane —— C16H11NO2S
naphthalen-2-yl(4-nitrophenyl)sulfane
—— 2-(((1-benzyl-1H-1,2,3-triazol-4-yl)fluoromethyl)thio)-5-methyl-1,3,4-thiadiazole —— C13H12FN5S2
2-(((1-benzyl-1H-1,2,3-triazol-4-yl)fluoromethyl)thio)-5-methyl-1,3,4-thiadiazole
—— 2-((4-nitrophenyl)thio)-1H-indole —— C14H10N2O2S
2-((4-nitrophenyl)thio)-1H-indole
—— 2-(2-Propionylthio)-4,6-pyrimindiol 61055-38-7 C7H6N2O2S
2-(2-Propionylthio)-4,6-pyrimindiol
—— 6-amino-2-prop-2-ynylsulfanyl-3<i>H</i>-pyrimidin-4-one 53918-43-7 C7H7N3OS
6-amino-2-prop-2-ynylsulfanyl-3<i>H</i>-pyrimidin-4-one
—— 1-benzyl-4-(difluoro(phenylthio)methyl)-1H-1,2,3-triazole —— C16H13F2N3S
1-benzyl-4-(difluoro(phenylthio)methyl)-1H-1,2,3-triazole
—— S-[3-chloro-1-cyanomethyl-4,4,4-trifluoro-butyl]-O-ethyl dithiocarbonate —— C9H11ClF3NOS2
S-[3-chloro-1-cyanomethyl-4,4,4-trifluoro-butyl]-O-ethyl dithiocarbonate
—— p-chlorophenyl α,α-difluoropropargyl sulfide —— C9H5ClF2S
p-chlorophenyl α,α-difluoropropargyl sulfide
—— 1-benzyl-4-(((4-chlorophenyl)thio)difluoromethyl)-1H-1,2,3-triazole —— C16H12ClF2N3S
1-benzyl-4-(((4-chlorophenyl)thio)difluoromethyl)-1H-1,2,3-triazole
—— 2-(((1-benzyl-1H-1,2,3-triazol-4-yl)fluoromethyl)thio)-5-phenyl-1,3,4-oxadiazole —— C18H14FN5OS
2-(((1-benzyl-1H-1,2,3-triazol-4-yl)fluoromethyl)thio)-5-phenyl-1,3,4-oxadiazole
—— 2-(((1-benzyl-1H-1,2,3-triazol-4-yl)methyl)thio)-5-phenyl-1,3,4-oxadiazole —— C18H15N5OS
2-(((1-benzyl-1H-1,2,3-triazol-4-yl)methyl)thio)-5-phenyl-1,3,4-oxadiazole
—— S-(1-buten-3-ynyl) methylxanthate —— C6H6OS2
S-(1-buten-3-ynyl) methylxanthate
—— 2-(but-1-en-3-yn-1-ylsulfanyl)ethylamine —— C6H9NS
2-(but-1-en-3-yn-1-ylsulfanyl)ethylamine
—— 5,10-dithiatetradeca-3,7,11-trien-1,13-diyne —— C12H12S2
5,10-dithiatetradeca-3,7,11-trien-1,13-diyne
—— 1,1,2,3,4,4-hexa(phenylthio)-1,3-butadiene —— C40H30S6
1,1,2,3,4,4-hexa(phenylthio)-1,3-butadiene
—— 3-methyl-2-thiomethyl-2-butenenitrile —— C6H9NS
3-methyl-2-thiomethyl-2-butenenitrile
—— 2-thiomethyl-2-butenenitrile —— C5H7NS
2-thiomethyl-2-butenenitrile
—— xanthogenate —— C3H5OS2
xanthogenate
—— N-[2-[(2,4-dinitrophenyl)thio]-4-oxo-5,6,7,8-hexahydro[l]benzothieno[2,3-d]pyrimidin-3(4H)-yl]methanesulfonamide —— C17H15N5O7S3
N-[2-[(2,4-dinitrophenyl)thio]-4-oxo-5,6,7,8-hexahydro[l]benzothieno[2,3-d]pyrimidin-3(4H)-yl]methanesulfonamide
—— N-[2-[(2,4-dinitrophenyl)thio]-5,6-dimethyl-4-oxothieno[2,3-d]pyrimidin-3(4H)-yl]methanesulfonamide —— C15H13N5O7S3
N-[2-[(2,4-dinitrophenyl)thio]-5,6-dimethyl-4-oxothieno[2,3-d]pyrimidin-3(4H)-yl]methanesulfonamide
—— tetrathiocyano argentate (I) (3-) —— C4AgN4S4
tetrathiocyano argentate (I) (3-)
—— dithiocarbonic acid S-[1-(2-acetylamino-3,3,3-trifluoro-propyl)-4-oxo-pentyl] ester O-ethyl ester —— C13H20F3NO3S2
dithiocarbonic acid S-[1-(2-acetylamino-3,3,3-trifluoro-propyl)-4-oxo-pentyl] ester O-ethyl ester
—— methyl 3-((5-amino-1H-1,2,4-triazol-3-yl)thio)propionate —— C6H10N4O2S
methyl 3-((5-amino-1H-1,2,4-triazol-3-yl)thio)propionate
—— 3-(2-hydroxyethylsulfonyl)propionitrile —— C5H9NO3S
3-(2-hydroxyethylsulfonyl)propionitrile
—— pentafluorophenylthioacetylene —— C8HF5S
pentafluorophenylthioacetylene
—— 4-((1H-1,2,4-triazol-3-yl)thio)-2-(prop-2-yn-1-ylthio)-6-(3,4,5-trimethoxyphenyl)pyrimidine-5-carbonitrile —— C19H16N6O3S2
4-((1H-1,2,4-triazol-3-yl)thio)-2-(prop-2-yn-1-ylthio)-6-(3,4,5-trimethoxyphenyl)pyrimidine-5-carbonitrile
—— N-[4-(4-Piperidinomethyl-pyridin-2-yloxy)-cis-2-butenyl]-4-(1,2,4-triazol-3-ylthio)butyramide —— C21H30N6O2S
N-[4-(4-Piperidinomethyl-pyridin-2-yloxy)-cis-2-butenyl]-4-(1,2,4-triazol-3-ylthio)butyramide
—— 3-(4-Fluorobenzylthio)-1H-1,2,4-triazole —— C9H8FN3S
3-(4-Fluorobenzylthio)-1H-1,2,4-triazole
—— 3-(3-Chlorobenzylthio)-1H-1,2,4-triazole —— C9H8ClN3S
3-(3-Chlorobenzylthio)-1H-1,2,4-triazole
—— 3-(4-cyano-2,5-difluorophenyl)thio-1-dimethylcarbamoyl-1H-1,2,4-triazole —— C12H9F2N5OS
3-(4-cyano-2,5-difluorophenyl)thio-1-dimethylcarbamoyl-1H-1,2,4-triazole
—— N-[4-(4-Piperidinomethyl-pyridin-2-yloxy)-cis-2-butenyl]-2-(1,2,4-triazol-3-ylthio)acetamide —— C19H26N6O2S
N-[4-(4-Piperidinomethyl-pyridin-2-yloxy)-cis-2-butenyl]-2-(1,2,4-triazol-3-ylthio)acetamide
—— 3-((2-bromoethyl)thio)-1H-1,2,4-triazole —— C4H6BrN3S
3-((2-bromoethyl)thio)-1H-1,2,4-triazole
—— 3-(4-nitrophenylthio)-1,2,4-triazole —— C8H6N4O2S
3-(4-nitrophenylthio)-1,2,4-triazole
—— [6-(4H-[1,2,4]triazol-3-ylsulfanyl)-pyrido[3,2-d]-pyrimidin-4-yl]-(thiazolo[5,4-b]pyridin-2-yl)-amine —— C15H9N9S2
[6-(4H-[1,2,4]triazol-3-ylsulfanyl)-pyrido[3,2-d]-pyrimidin-4-yl]-(thiazolo[5,4-b]pyridin-2-yl)-amine
—— cyclobutylmethyl 1,2,4-triazol-3-yl sulfide —— C7H11N3S
cyclobutylmethyl 1,2,4-triazol-3-yl sulfide
—— cyclopentylmethyl 1,2,4-triazol-3-yl sulfide —— C8H13N3S
cyclopentylmethyl 1,2,4-triazol-3-yl sulfide
—— 9-(2-fluorobenzyl)-6-(3H-1,2,4-triazol-3-ylthio)-9H-purine —— C14H10FN7S
9-(2-fluorobenzyl)-6-(3H-1,2,4-triazol-3-ylthio)-9H-purine
—— 3-(3-pyridylmethylsulfanyl)-1H-1,2,4-triazole —— C8H8N4S
3-(3-pyridylmethylsulfanyl)-1H-1,2,4-triazole
—— 3-(4-pyridylmethylsulfanyl)-1H-1,2,4-triazole —— C8H8N4S
3-(4-pyridylmethylsulfanyl)-1H-1,2,4-triazole
—— 9-decyl-6-(3H-1,2,4-triazol-3-ylthio)-9H-purine —— C17H25N7S
9-decyl-6-(3H-1,2,4-triazol-3-ylthio)-9H-purine