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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
—— (S)-5-((2-chlorophenylthio)methyl)pyrrolidin-2-one 1448621-29-1 C11H12ClNOS
(S)-5-((2-chlorophenylthio)methyl)pyrrolidin-2-one
—— 3,3-Bis-(4-chloro-phenylsulfanyl)-3-phenyl-propionic acid ethyl ester 128671-24-9 C23H20Cl2O2S2
3,3-Bis-(4-chloro-phenylsulfanyl)-3-phenyl-propionic acid ethyl ester
—— 2,3-Dihydro-6-ethylthieno<2,3-c>furan 100103-55-7 C8H10OS
2,3-Dihydro-6-ethylthieno<2,3-c>furan
—— (1R,4S,5S,9R)-6-tert-butylsulfonyl-1-[(1R)-1-hydroxy-2,2-bis(phenylsulfanyl)ethyl]-4-methoxy-2-oxa-6-azabicyclo[3.3.1]nonan-9-ol 921203-12-5 C26H35NO6S3
(1R,4S,5S,9R)-6-tert-butylsulfonyl-1-[(1R)-1-hydroxy-2,2-bis(phenylsulfanyl)ethyl]-4-methoxy-2-oxa-6-azabicyclo[3.3.1]nonan-9-ol
—— 2,3-Dihydro-4,6-dimethylthieno<2,3-c>furan 78798-06-8 C8H10OS
2,3-Dihydro-4,6-dimethylthieno<2,3-c>furan
—— 2,3-Dihydro-4-methylthieno<2,3-c>furan 100103-52-4 C7H8OS
2,3-Dihydro-4-methylthieno<2,3-c>furan
—— 6-amino-3-carbamoyl-5-cyano-2-methylthio-3,4-dihydrospirocyclohexane-4-piperidine 402954-48-7 C13H18N4OS
6-amino-3-carbamoyl-5-cyano-2-methylthio-3,4-dihydrospirocyclohexane-4-piperidine
—— 2-Methyl-2-(4-pyridinylthio)propionyl chloride 125305-76-2 C9H10ClNOS
2-Methyl-2-(4-pyridinylthio)propionyl chloride
—— 2-bromo-3-{[(2-bromothien-3-ylthio)methyl]thio}thiophene 777097-39-9 C9H6Br2S4
2-bromo-3-{[(2-bromothien-3-ylthio)methyl]thio}thiophene
—— Methyl 2-[3-cyano-4-(furan-2-yl)-5,6-dimethylpyridin-2-yl]sulfanylacetate 94639-43-7 C15H14N2O3S
Methyl 2-[3-cyano-4-(furan-2-yl)-5,6-dimethylpyridin-2-yl]sulfanylacetate
—— 4-<Bis(phenylthio)methyl>pyridine 123195-61-9 C18H15NS2
4-<Bis(phenylthio)methyl>pyridine
—— ethyl 2-[[3-cyano-4-(furan-2-yl)-6,7-dihydro-5H-cyclopenta[b]pyridin-2-yl]sulfanyl]acetate 94639-48-2 C17H16N2O3S
ethyl 2-[[3-cyano-4-(furan-2-yl)-6,7-dihydro-5H-cyclopenta[b]pyridin-2-yl]sulfanyl]acetate
—— methyl (phenyl 4,5-N,O-carbonylamino-5,7-N,O-DTBS-8,9-O-DTBS-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-2-nonulopyranosid)onate 1190291-13-4 C33H53NO8SSi2
methyl (phenyl 4,5-N,O-carbonylamino-5,7-N,O-DTBS-8,9-O-DTBS-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-2-nonulopyranosid)onate
—— methyl 2-[[3-cyano-4-(furan-2-yl)-6,7-dihydro-5H-cyclopenta[b]pyridin-2-yl]sulfanyl]acetate 94639-47-1 C16H14N2O3S
methyl 2-[[3-cyano-4-(furan-2-yl)-6,7-dihydro-5H-cyclopenta[b]pyridin-2-yl]sulfanyl]acetate
—— 5-(o-tolylsulfanylmethyl)-furan-2-carbaldehyde 685904-04-5 C13H12O2S
5-(o-tolylsulfanylmethyl)-furan-2-carbaldehyde
—— Ethyl 2-[3-cyano-4-(furan-2-yl)-6-methylpyridin-2-yl]sulfanylacetate 94639-78-8 C15H14N2O3S
Ethyl 2-[3-cyano-4-(furan-2-yl)-6-methylpyridin-2-yl]sulfanylacetate
—— Methyl 2-[3-cyano-4-(furan-2-yl)-6-methylpyridin-2-yl]sulfanylacetate 94639-77-7 C14H12N2O3S
Methyl 2-[3-cyano-4-(furan-2-yl)-6-methylpyridin-2-yl]sulfanylacetate
—— S-{2-[(4-Methylphenyl)sulfanyl]ethyl} dimethylcarbamothioate 62988-35-6 C12H17NOS2
S-{2-[(4-Methylphenyl)sulfanyl]ethyl} dimethylcarbamothioate
—— 2-(2-aminoethylthio)-6-amino-4-(furan-2-yl)pyridine-3,5-dicarbonitrile 918901-41-4 C13H11N5OS
2-(2-aminoethylthio)-6-amino-4-(furan-2-yl)pyridine-3,5-dicarbonitrile
—— 2-(4-Chloro-phenyl)-4-p-tolylsulfanyl-thiazole 130775-35-8 C16H12ClNS2
2-(4-Chloro-phenyl)-4-p-tolylsulfanyl-thiazole
—— 2-amino-4-(furan-2-yl)-6-(propylthio)pyridine-3,5-dicarbonitrile 918901-51-6 C14H12N4OS
2-amino-4-(furan-2-yl)-6-(propylthio)pyridine-3,5-dicarbonitrile
—— 6-amino-2-(o-aminophenylthio)-3,5-dicyano-4-(2-furyl)pyridine 128453-32-7 C17H11N5OS
6-amino-2-(o-aminophenylthio)-3,5-dicyano-4-(2-furyl)pyridine
—— 2-(4-Chloro-phenyl)-4-(4-chloro-phenylsulfanyl)-thiazole 130775-32-5 C15H9Cl2NS2
2-(4-Chloro-phenyl)-4-(4-chloro-phenylsulfanyl)-thiazole
—— O-methyl N-amino-N-methylcarbamothioate 173673-29-5 C3H8N2OS
O-methyl N-amino-N-methylcarbamothioate
—— (diethylcarbamoylamino) N,N-diethylcarbamodithioate 138905-98-3 C10H21N3OS2
(diethylcarbamoylamino) N,N-diethylcarbamodithioate
—— 6-amino-2-(2-bromoethylthio)-4(3H)-pyrimidinone 127490-24-8 C6H8BrN3OS
6-amino-2-(2-bromoethylthio)-4(3H)-pyrimidinone
—— 2-<Bis(methylthio)methyl>cyclohept-1-one 128307-48-2 C10H18OS2
2-<Bis(methylthio)methyl>cyclohept-1-one
—— 4-chloro-2-fluoro-5-(2-tetrahydropyranyl)thiophenylisothiocyanate 121028-25-9 C12H11ClFNOS2
4-chloro-2-fluoro-5-(2-tetrahydropyranyl)thiophenylisothiocyanate
—— ethyl (nonafluorobutanesulfonyl)acetate 161123-65-5 C8H7F9O4S
ethyl (nonafluorobutanesulfonyl)acetate
—— 3-bromo-1-(methylthio)-5,6,7,8-tetrahydroisoquinoline 128736-36-7 C10H12BrNS
3-bromo-1-(methylthio)-5,6,7,8-tetrahydroisoquinoline
—— 2-(4-methoxyphenylthio)-6-methylbenzo[d]thiazole 1189350-88-6 C15H13NOS2
2-(4-methoxyphenylthio)-6-methylbenzo[d]thiazole
—— 2-(7-Acetyl-4-cyano-6-hydroxy-1,6-dimethyl-8-phenyl-5,6,7,8-tetrahydro-isoquinolin-3-ylsulfanyl)-acetamide 180985-11-9 C22H23N3O3S
2-(7-Acetyl-4-cyano-6-hydroxy-1,6-dimethyl-8-phenyl-5,6,7,8-tetrahydro-isoquinolin-3-ylsulfanyl)-acetamide
—— methyl (Z)-7-[(1R,2R,3R)-3-[tert-butyl(dimethyl)silyl]oxy-2-(methoxy-phenylsulfanyl-trimethylsilylmethyl)-5-oxocyclopentyl]hept-5-enoate 143261-28-3 C30H50O5SSi2
methyl (Z)-7-[(1R,2R,3R)-3-[tert-butyl(dimethyl)silyl]oxy-2-(methoxy-phenylsulfanyl-trimethylsilylmethyl)-5-oxocyclopentyl]hept-5-enoate
—— 2-(2-nitrophenylthio)-6-methylbenzo[d]thiazole 1189350-89-7 C14H10N2O2S2
2-(2-nitrophenylthio)-6-methylbenzo[d]thiazole
—— Diethylcarbamoyl-isothiocyanat 16011-85-1 C6H10N2OS
Diethylcarbamoyl-isothiocyanat
—— 4-methylcyclohexanethiol 60260-87-9 C7H14S
4-methylcyclohexanethiol
—— 2-(6-amino-8-(6-bromobenzo[d][1,3]dioxol-5-ylthio)-9H-purin-9-yl)ethyl methanesulfonate 1012059-32-3 C15H14BrN5O5S2
2-(6-amino-8-(6-bromobenzo[d][1,3]dioxol-5-ylthio)-9H-purin-9-yl)ethyl methanesulfonate
—— dimethyl 2,3-dihydro-5-phenylthio-1H-pyrrolizine-6,7-dicarboxylate 129503-31-7 C17H17NO4S
dimethyl 2,3-dihydro-5-phenylthio-1H-pyrrolizine-6,7-dicarboxylate
—— 2-[3-(4-[2-(2,2,2-trifluoroethyl)guanidino]pyrimid-2-ylthio)propylthio]acetamide 84544-67-2 C12H17F3N6OS2
2-[3-(4-[2-(2,2,2-trifluoroethyl)guanidino]pyrimid-2-ylthio)propylthio]acetamide
—— 6-(2-aminophenyl-1-thio)-9H-(2-tetrahydropyranyl)purine 128033-41-0 C16H17N5OS
6-(2-aminophenyl-1-thio)-9H-(2-tetrahydropyranyl)purine
—— 3-[4-(2-[2,2,2-trifluoroethyl]guanidino)pyrimid-2-ylthio]propanethiol hydrogen maleate 84544-66-1 C4H4O4*C10H14F3N5S2
3-[4-(2-[2,2,2-trifluoroethyl]guanidino)pyrimid-2-ylthio]propanethiol hydrogen maleate
—— 3-(4-Methylphenylthio)furan 128348-24-3 C11H10OS
3-(4-Methylphenylthio)furan
—— (+)-2-<(phenylthio)methyl>-(2R,3R)-3-propyloxirane 169738-71-0 C12H16OS
(+)-2-<(phenylthio)methyl>-(2R,3R)-3-propyloxirane
—— O-[17,20-bis(methylsulfanylcarbothioyloxy)-14-tetracyclo[11.5.2.01,12.012,16]icosanyl] methylsulfanylmethanethioate 130136-71-9 C26H40O3S6
O-[17,20-bis(methylsulfanylcarbothioyloxy)-14-tetracyclo[11.5.2.01,12.012,16]icosanyl] methylsulfanylmethanethioate
—— Ethyl 2-[4-(2-ethoxy-2-oxoethyl)sulfanylphenyl]sulfanylacetate 143526-80-1 C14H18O4S2
Ethyl 2-[4-(2-ethoxy-2-oxoethyl)sulfanylphenyl]sulfanylacetate
—— dodecylmethyl sulfide 126841-38-1 C26H54S
dodecylmethyl sulfide
—— 2,2-Dibenzylsulfonpropan 38377-25-2 C17H20O4S2
2,2-Dibenzylsulfonpropan
—— 2-p-tolylsulfanylbenzenesulfonamide 249555-70-2 C13H13NO2S2
2-p-tolylsulfanylbenzenesulfonamide
—— bis(methylsulfonyldichloromethyl) disulfide 74963-69-2 C4H6Cl4O4S4
bis(methylsulfonyldichloromethyl) disulfide
—— bis(n-octyl)pentasulfane 4089-80-9 C16H34S5
bis(n-octyl)pentasulfane