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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
—— 6-phenylthio-7-nitro-1,4-dimethylquinoxaline-2,3-dione 126473-88-9 C16H13N3O4S
6-phenylthio-7-nitro-1,4-dimethylquinoxaline-2,3-dione
—— (7R,8R,9S)-8-(tert-butyldimethylsilyloxymethyl)-9-methyl-1,4-dithiaspiro<4.4>nonane-7-carbaldehyde 124443-58-9 C16H30O2S2Si
(7R,8R,9S)-8-(tert-butyldimethylsilyloxymethyl)-9-methyl-1,4-dithiaspiro<4.4>nonane-7-carbaldehyde
—— methyl 3-(3-cyano-4-methoxypyridin-2-ylthio)propanoate 1097202-29-3 C11H12N2O3S
methyl 3-(3-cyano-4-methoxypyridin-2-ylthio)propanoate
—— methyl 3-<<4-<ethyl(2-hydroxyethyl)amino>phenyl>thio>propanoate 131042-39-2 C14H21NO3S
methyl 3-<<4-<ethyl(2-hydroxyethyl)amino>phenyl>thio>propanoate
—— Hexanothiohydroxamic Acid 132637-58-2 C6H13NOS
Hexanothiohydroxamic Acid
—— (1'R,5'R,6'S)-2',6'-dimethylspiro<1,3-dithiolane-2,7'-<3>oxabicyclo<3.3.0>octan>-2'-ol 124443-62-5 C11H18O2S2
(1'R,5'R,6'S)-2',6'-dimethylspiro<1,3-dithiolane-2,7'-<3>oxabicyclo<3.3.0>octan>-2'-ol
—— (8a-Methylspiro[1,2,3,4,7,8-hexahydronaphthalene-6,2'-1,3-dithiolane]-1-yl)-phenylmethanol 571203-03-7 C20H26OS2
(8a-Methylspiro[1,2,3,4,7,8-hexahydronaphthalene-6,2'-1,3-dithiolane]-1-yl)-phenylmethanol
—— ethyl (E)-4-[1-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)piperidin-4-yl]-2-methylbutenoate 741729-91-9 C23H28N4O2S
ethyl (E)-4-[1-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)piperidin-4-yl]-2-methylbutenoate
—— 4'a-methylspiro[1,3-dithiolane-2,5'-4,6,7,8-tetrahydro-3H-naphthalene]-2'-one 61571-89-9 C13H18OS2
4'a-methylspiro[1,3-dithiolane-2,5'-4,6,7,8-tetrahydro-3H-naphthalene]-2'-one
—— ethyl 4-[1-[2-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-yl)ethyl]piperidin-4-yl]-2-methylbutanoate 203650-01-5 C24H32N4O2S
ethyl 4-[1-[2-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-yl)ethyl]piperidin-4-yl]-2-methylbutanoate
—— ethyl 4-[1-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)piperidin-4-yl]-2-methylbutanoate 203649-68-7 C23H30N4O2S
ethyl 4-[1-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)piperidin-4-yl]-2-methylbutanoate
—— 9-Methyl-Δ<sup>5(10)</sup>-octalin-1,6-dione 1,6-bis(ethylene-dithioacetal) 70499-17-1 C15H22S4
9-Methyl-Δ<sup>5(10)</sup>-octalin-1,6-dione 1,6-bis(ethylene-dithioacetal)
—— 4a-methyl-4,4a,7,8-tetrahydro-3H-spiro[naphthalene-2,2'-[1,3]dithian]-5(6H)-one 134836-77-4 C14H20OS2
4a-methyl-4,4a,7,8-tetrahydro-3H-spiro[naphthalene-2,2'-[1,3]dithian]-5(6H)-one
—— Ethyl-4-(benzylthio)-2-oxo-2H-pyran-5-carboxylat 127351-34-2 C15H14O4S
Ethyl-4-(benzylthio)-2-oxo-2H-pyran-5-carboxylat
—— 3-[3-(2-methylsulfanyl-pyrimidin-4-yl)pyrrol-1-yl]propionic acid methyl ester 778646-68-7 C13H15N3O2S
3-[3-(2-methylsulfanyl-pyrimidin-4-yl)pyrrol-1-yl]propionic acid methyl ester
—— 3-Phenyl-3,3-bis-p-tolylsulfanyl-propionic acid ethyl ester 128671-21-6 C25H26O2S2
3-Phenyl-3,3-bis-p-tolylsulfanyl-propionic acid ethyl ester
—— 6-amino-2-(benzylsulfanyl)-5-[1-(4-bromophenyl)-2-nitroethyl]-4(3H)-pyrimidinone 1160570-15-9 C19H17BrN4O3S
6-amino-2-(benzylsulfanyl)-5-[1-(4-bromophenyl)-2-nitroethyl]-4(3H)-pyrimidinone
—— 6-amino-2-(benzylthio)-5-(2-nitrocyclohexyl)pyrimidin-4(3H)-one 1160569-79-8 C17H20N4O3S
6-amino-2-(benzylthio)-5-(2-nitrocyclohexyl)pyrimidin-4(3H)-one
—— 5-allyl-6-amino-2-(benzylthio)-4(3H)-pyrimidinone 1308253-01-1 C14H15N3OS
5-allyl-6-amino-2-(benzylthio)-4(3H)-pyrimidinone
—— 2-(benzylthio)-3-methyl-6-amino-4-pyrimidone 98421-05-7 C12H13N3OS
2-(benzylthio)-3-methyl-6-amino-4-pyrimidone
—— ethyl 2-{(4-amino-2-(benzylsulfanyl)-1,6-dihydro-6-oxopyrimidin-5-yl)methyl} acrylate 1308253-06-6 C17H19N3O3S
ethyl 2-{(4-amino-2-(benzylsulfanyl)-1,6-dihydro-6-oxopyrimidin-5-yl)methyl} acrylate
—— 6-amino-2-(benzylsulfanyl)-5-(2-nitro-1-phenylethyl)-4(3H)-pyrimidinone 1160570-16-0 C19H18N4O3S
6-amino-2-(benzylsulfanyl)-5-(2-nitro-1-phenylethyl)-4(3H)-pyrimidinone
—— 6-(allyloxy)-2-(benzylthio)-pyrimidin-4-amine 1308252-99-4 C14H15N3OS
6-(allyloxy)-2-(benzylthio)-pyrimidin-4-amine
—— 6-amino-2-(benzylthio)-5-nitrosopyrimidin-4(3H)-one 66604-43-1 C11H10N4O2S
6-amino-2-(benzylthio)-5-nitrosopyrimidin-4(3H)-one
—— (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