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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
—— ethyl 2-(4,6-bis(2-cycloheptylethoxy)pyrimidin-2-ylthio)hexanoate 1231734-01-2 C30H50N2O4S
ethyl 2-(4,6-bis(2-cycloheptylethoxy)pyrimidin-2-ylthio)hexanoate
—— 1-Phenylsulfanyl-tetrahydro-pentalene-2,5-dione 89074-10-2 C14H14O2S
1-Phenylsulfanyl-tetrahydro-pentalene-2,5-dione
—— 3-ethyl-4-hex-3-ynyl-1,2-dithiete 1,1,2-trioxide 1319722-87-6 C10H14O3S2
3-ethyl-4-hex-3-ynyl-1,2-dithiete 1,1,2-trioxide
—— 5-ethoxymethyl-2-methylsulfanyl-pyrimidin-4-ylamine 774-75-4 C8H13N3OS
5-ethoxymethyl-2-methylsulfanyl-pyrimidin-4-ylamine
—— (E)-2-Methylsulfanyl-pent-2-ene 86049-93-6 C6H12S
(E)-2-Methylsulfanyl-pent-2-ene
—— 2-Methylsulfanyl-pent-1-ene 86049-92-5 C6H12S
2-Methylsulfanyl-pent-1-ene
—— (3R,4S,5S)-5-bromo-3-methyl-4-phenylsulfanyl-dihydro-furan-2-one 205815-64-1 C11H11BrO2S
(3R,4S,5S)-5-bromo-3-methyl-4-phenylsulfanyl-dihydro-furan-2-one
—— (Z)-2-Methylsulfanyl-pent-2-ene 86049-94-7 C6H12S
(Z)-2-Methylsulfanyl-pent-2-ene
—— (3aS,6aS)-3-[1-((2R,3R,4R)-4-Methyl-5-oxo-3-phenylsulfanyl-tetrahydro-furan-2-yloxy)-meth-(E)-ylidene]-3,3a,4,6a-tetrahydro-cyclopenta[b]furan-2-one 205815-50-5 C19H18O5S
(3aS,6aS)-3-[1-((2R,3R,4R)-4-Methyl-5-oxo-3-phenylsulfanyl-tetrahydro-furan-2-yloxy)-meth-(E)-ylidene]-3,3a,4,6a-tetrahydro-cyclopenta[b]furan-2-one
—— 3-methyl-4-phenylsulfanyl-5H-furan-2-one 117621-13-3 C11H10O2S
3-methyl-4-phenylsulfanyl-5H-furan-2-one
—— (3R,4R,5S)-5-bromo-3-methyl-4-phenylsulfanyl-dihydro-furan-2-one 205815-41-4 C11H11BrO2S
(3R,4R,5S)-5-bromo-3-methyl-4-phenylsulfanyl-dihydro-furan-2-one
—— (Z)-5,5'-Dibutyl-[2,2']bi[benzo[b]thiophenylidene]-3,3'-dione 122630-25-5 C24H24O2S2
(Z)-5,5'-Dibutyl-[2,2']bi[benzo[b]thiophenylidene]-3,3'-dione
—— 1,2,9-Trithiacyclopentadeca-5,12-diin 115465-39-9 C12H16S3
1,2,9-Trithiacyclopentadeca-5,12-diin
—— 3-Hexin-1,6-dithiol 115465-35-5 C6H10S2
3-Hexin-1,6-dithiol
—— 1,8-Dithiacyclotetradeca-4,11-diin-1,8-dioxid 115465-43-5 C12H16O2S2
1,8-Dithiacyclotetradeca-4,11-diin-1,8-dioxid
—— 13,13-Dimethyl-1,4,8,11-tetrathiadispiro[4.1.4.3]tetradecane 1,1,4,4,8,8,11,11-octaoxide 15814-66-1 C12H20O8S4
13,13-Dimethyl-1,4,8,11-tetrathiadispiro[4.1.4.3]tetradecane 1,1,4,4,8,8,11,11-octaoxide
—— 3-Trimethylsilyloxy-3-[1-(phenylsulfanyl)cyclohexyl]propanal 253152-15-7 C18H28O2SSi
3-Trimethylsilyloxy-3-[1-(phenylsulfanyl)cyclohexyl]propanal
—— methyl (phenyl 4,5-N,O-carbonylamino-5,7-N,O-DTBS-8,9-O-TIPDS-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-2-nonulopyranosid)onate 1190291-15-6 C37H63NO9SSi3
methyl (phenyl 4,5-N,O-carbonylamino-5,7-N,O-DTBS-8,9-O-TIPDS-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-2-nonulopyranosid)onate
—— 2-(2-{5'-[2-(2-Hydroxy-ethoxy)-ethyl]-4,6,4',6'-tetramethyl-5'H-[2,2']bi[[1,3]dithiolo[4,5-c]pyrrolylidene]-5-yl}-ethoxy)-ethanol 287980-46-5 C22H30N2O4S4
2-(2-{5'-[2-(2-Hydroxy-ethoxy)-ethyl]-4,6,4',6'-tetramethyl-5'H-[2,2']bi[[1,3]dithiolo[4,5-c]pyrrolylidene]-5-yl}-ethoxy)-ethanol
—— (3aS,5aS,8aR,8bR)-6-Eth-(Z)-ylidene-5a-methyl-octahydro-1,3-dioxa-as-indacene-2-thione 910229-09-3 C13H18O2S
(3aS,5aS,8aR,8bR)-6-Eth-(Z)-ylidene-5a-methyl-octahydro-1,3-dioxa-as-indacene-2-thione
—— 2,5-Diamino-4-benzylmercapto-6-<2-hydroxy-aethylamino>-pyrimidin 2879-77-8 C13H17N5OS
2,5-Diamino-4-benzylmercapto-6-<2-hydroxy-aethylamino>-pyrimidin
—— (E)-3-cyclopentyl-2-(6-methylsulfanylpyridin-3-yl)acrylic acid 745816-32-4 C14H17NO2S
(E)-3-cyclopentyl-2-(6-methylsulfanylpyridin-3-yl)acrylic acid
—— 8,10-Dichloro-5-thia-4,11-diaza-dibenzo[a,d]cycloheptene 1026055-15-1 C12H6Cl2N2S
8,10-Dichloro-5-thia-4,11-diaza-dibenzo[a,d]cycloheptene
—— [(Diphenyl-phosphinoyl)-phenylsulfanyl-methyl]-trimethyl-silane 87762-60-5 C22H25OPSSi
[(Diphenyl-phosphinoyl)-phenylsulfanyl-methyl]-trimethyl-silane
—— 6-methoxy-3-[(4-methylphenyl)thio]indole 889129-56-0 C16H15NOS
6-methoxy-3-[(4-methylphenyl)thio]indole
—— 3-((4-chlorophenyl)thio)-6-methoxy-1H-indole 1224875-73-3 C15H12ClNOS
3-((4-chlorophenyl)thio)-6-methoxy-1H-indole
—— (E)-(3-hexylnon-1-enyl)(phenyl)sulfane 1393672-37-1 C21H34S
(E)-(3-hexylnon-1-enyl)(phenyl)sulfane
—— (E)-2-((3-hexylnon-1-en-1-yl)thio)ethanol 1393672-41-7 C17H34OS
(E)-2-((3-hexylnon-1-en-1-yl)thio)ethanol
—— (E)-tert-butyl(3-hexylnon-1-en-1-yl)sulfane 1393672-39-3 C19H38S
(E)-tert-butyl(3-hexylnon-1-en-1-yl)sulfane
—— 2-Benzylsulfanyl-4-tert-butoxy-pyrimidine 497944-59-9 C15H18N2OS
2-Benzylsulfanyl-4-tert-butoxy-pyrimidine
—— 6-bromo-2,3-dihydro-7-methyl-5H-thiazolo<3,2-a>pyrimidin-5-one 111730-47-3 C7H7BrN2OS
6-bromo-2,3-dihydro-7-methyl-5H-thiazolo<3,2-a>pyrimidin-5-one
—— 2-Benzylsulfanyl-3-isopropyl-3H-pyrimidin-4-one 497944-65-7 C14H16N2OS
2-Benzylsulfanyl-3-isopropyl-3H-pyrimidin-4-one
—— 3-(phenylthio)-2,4,7,7a-tetrahydrobenzothiophene 1,1-dioxide 1268357-04-5 C14H14O2S2
3-(phenylthio)-2,4,7,7a-tetrahydrobenzothiophene 1,1-dioxide
—— (E)-5-Phenylsulfanyl-pent-4-enenitrile 104260-99-3 C11H11NS
(E)-5-Phenylsulfanyl-pent-4-enenitrile
—— 2-(4-bromophenyl)-2-(phenylsulfanyl)cyclohept-4-enone 878480-55-8 C19H17BrOS
2-(4-bromophenyl)-2-(phenylsulfanyl)cyclohept-4-enone
—— Allylthiocarbaminsaeure-isopropylester 76014-84-1 C7H13NOS
Allylthiocarbaminsaeure-isopropylester
—— (E)-3-(2-cyanovinyl)-9,10-dimethoxy-4-oxo-2-(phenylthio)-6,7-dihydro-4H-pyrido[2,1-a]isoquinoline-1-carbonitrile 1463869-15-9 C25H19N3O3S
(E)-3-(2-cyanovinyl)-9,10-dimethoxy-4-oxo-2-(phenylthio)-6,7-dihydro-4H-pyrido[2,1-a]isoquinoline-1-carbonitrile
—— 1-bromo-1-(methylsulfonyl)propan-2-one 1271024-83-9 C4H7BrO3S
1-bromo-1-(methylsulfonyl)propan-2-one
—— 2-Cyano-2-N,N-dimethylcarbamoyl-5-isopropylthio-1,3-dithiane 126832-94-8 C11H18N2OS3
2-Cyano-2-N,N-dimethylcarbamoyl-5-isopropylthio-1,3-dithiane
—— [4-(4,6-diamino-2-methylsulfanyl-pyrimidin-5-ylazo)-phenyl]-arsonic acid 17174-29-7 C11H13AsN6O3S
[4-(4,6-diamino-2-methylsulfanyl-pyrimidin-5-ylazo)-phenyl]-arsonic acid
—— 5-((4-chlorophenylthio)methyl)pyridazin-3(2H)-one 1243253-41-9 C11H9ClN2OS
5-((4-chlorophenylthio)methyl)pyridazin-3(2H)-one
—— 2-((4-chlorophenyl)thio)butanoic acid 155748-59-7 C10H11ClO2S
2-((4-chlorophenyl)thio)butanoic acid
—— 3-(3-bromo-phenylsulfanyl)-6-chloro-1H-indole 1359982-48-1 C14H9BrClNS
3-(3-bromo-phenylsulfanyl)-6-chloro-1H-indole
—— (-)-(S)-2-(4-Chlorothiophenoxy)butanoic acid 176021-34-4 C10H11ClO2S
(-)-(S)-2-(4-Chlorothiophenoxy)butanoic acid
—— ethyl 2-(p-chlorophenylthio)-2-fluorobutanoate 380859-98-3 C12H14ClFO2S
ethyl 2-(p-chlorophenylthio)-2-fluorobutanoate
—— Diethyl {4-[(2-amino-5-bromophenyl)thio]butyl}phosphonate 288073-37-0 C14H23BrNO3PS
Diethyl {4-[(2-amino-5-bromophenyl)thio]butyl}phosphonate
—— (1R<sup>*</sup>,3aS<sup>*</sup>,8b<sup>R*</sup>)-Methyl 1-<2-(2'',2''-Dimethoxyethyl)-1,3-dithian-2-yl>-1,4,5,7,8,8b-hexahydro-3H-benzo<1,2-b:3,4-c'>-difuran-3a-carboxylate 145746-32-3 C20H30O6S2
(1R<sup>*</sup>,3aS<sup>*</sup>,8b<sup>R*</sup>)-Methyl 1-<2-(2'',2''-Dimethoxyethyl)-1,3-dithian-2-yl>-1,4,5,7,8,8b-hexahydro-3H-benzo<1,2-b:3,4-c'>-difuran-3a-carboxylate
—— Methyl 2-<2'-tert-Butyldimethylsiloxy-1'-<2''-(2''',2'''-dimethoxyethyl)-1'',3''-dithian-2''-yl>ethoxymethyl>propenoate 145746-21-0 C21H40O6S2Si
Methyl 2-<2'-tert-Butyldimethylsiloxy-1'-<2''-(2''',2'''-dimethoxyethyl)-1'',3''-dithian-2''-yl>ethoxymethyl>propenoate
—— 2-[2,2-Bis(sulfanylmethyl)-1,3-dithian-5-ylidene]hydrazinecarboxamide 4085-04-5 C7H13N3OS4
2-[2,2-Bis(sulfanylmethyl)-1,3-dithian-5-ylidene]hydrazinecarboxamide
—— 4,6-dichloro-2-(ethylthio)pyrimidine 68498-47-5 C6H6Cl2N2S
4,6-dichloro-2-(ethylthio)pyrimidine