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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-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
—— 4-chloro-7-methoxy-10<i>H</i>-pyrido[2,3-<i>b</i>]pyrimido[4,5-<i>e</i>][1,4]thiazin-2-ylamine 63931-20-4 C10H8ClN5OS
4-chloro-7-methoxy-10<i>H</i>-pyrido[2,3-<i>b</i>]pyrimido[4,5-<i>e</i>][1,4]thiazin-2-ylamine
—— 3-(methylthio)-5-(pyridin-4-yl)isoxazole 120803-22-7 C9H8N2OS
3-(methylthio)-5-(pyridin-4-yl)isoxazole
—— 4-[(4-chlorophenyl)thio]-N-hydroxybutanamide 59513-54-1 C10H12ClNO2S
4-[(4-chlorophenyl)thio]-N-hydroxybutanamide
—— 2-[2-fluoro-4-(methylthio)phenyl]-5-[(1-{1-[3-(1-methylethyl)-1,2,4-oxadiazol-5-yl]-4-piperidinyl}ethyl)oxy]pyrazine 1032825-61-8 C23H28FN5O2S
2-[2-fluoro-4-(methylthio)phenyl]-5-[(1-{1-[3-(1-methylethyl)-1,2,4-oxadiazol-5-yl]-4-piperidinyl}ethyl)oxy]pyrazine
—— α-Methylsulfonylmethyl-acrylsaeure 36525-60-7 C5H8O4S
α-Methylsulfonylmethyl-acrylsaeure
—— isobutyl chloromethyl sulfoxide 77407-41-1 C5H11ClOS
isobutyl chloromethyl sulfoxide
—— N-[2-[(2,4-difluorophenyl)thio]-4-oxoquinazolin-3(4H)-yl]methanesulfonamide 1018471-52-7 C15H11F2N3O3S2
N-[2-[(2,4-difluorophenyl)thio]-4-oxoquinazolin-3(4H)-yl]methanesulfonamide
—— (2E)-Methyl 3-<Dimethyl(phenyl)silyl>-2-<(E)-1'-<2''-(1,3-dioxan-2-ylmethyl)-1'',3''-dithian-2''-yl>-3'-methyl-4'-oxopent-2'-enyloxymethyl>propenoate 145746-28-7 C28H40O6S2Si
(2E)-Methyl 3-<Dimethyl(phenyl)silyl>-2-<(E)-1'-<2''-(1,3-dioxan-2-ylmethyl)-1'',3''-dithian-2''-yl>-3'-methyl-4'-oxopent-2'-enyloxymethyl>propenoate
—— 1-Methyl-4-thia-3,9,10a-triaza-benzo[f]azulen-10-ol 81382-63-0 C11H9N3OS
1-Methyl-4-thia-3,9,10a-triaza-benzo[f]azulen-10-ol
—— 2-methyl-5-(4-methyl-1-piperazinyl)imidazo<2,1-b><1,3,5>benzothiadiazepine 81382-79-8 C16H19N5S
2-methyl-5-(4-methyl-1-piperazinyl)imidazo<2,1-b><1,3,5>benzothiadiazepine
—— triethylammonium (4-chlorophenylthio)difluoromethanesulfonate 744221-74-7 C6H15N*C7H5ClF2O3S2
triethylammonium (4-chlorophenylthio)difluoromethanesulfonate
—— 2-methylimidazo<2,1-b><1,3,5>benzothiadiazepine-5(6H)-one 87011-02-7 C11H9N3OS
2-methylimidazo<2,1-b><1,3,5>benzothiadiazepine-5(6H)-one
—— 1-<2-(4-methyl-2-imidazolyl)thiophenyliminocarbonyl>-4-methylpiperazine 81382-64-1 C16H21N5OS
1-<2-(4-methyl-2-imidazolyl)thiophenyliminocarbonyl>-4-methylpiperazine
—— 3-(3-Isoxazolyl)-2-thiophenesulfonylisocyanate 103092-74-6 C8H4N2O4S2
3-(3-Isoxazolyl)-2-thiophenesulfonylisocyanate
—— 4-methyl-2-(2-aminophenylthio)imidazole 88251-73-4 C10H11N3S
4-methyl-2-(2-aminophenylthio)imidazole
—— 3-(4-chlorobenzyl)-2-methylthio-5-(morpholino)pyrimidine-4(3H)-one 1359818-39-5 C16H18ClN3O2S
3-(4-chlorobenzyl)-2-methylthio-5-(morpholino)pyrimidine-4(3H)-one
—— 5-(t-butoxycarbonyl)amino-3-(4-chlorobenzyl)-2-(methylthio)pyrimidine-4(3H)-one 1359818-40-8 C17H20ClN3O3S
5-(t-butoxycarbonyl)amino-3-(4-chlorobenzyl)-2-(methylthio)pyrimidine-4(3H)-one
—— 5-amino-3-(4-chlorobenzyl)-2-(methylthio)pyrimidine-4(3H)-one 1359818-41-9 C12H12ClN3OS
5-amino-3-(4-chlorobenzyl)-2-(methylthio)pyrimidine-4(3H)-one
—— Oct-6-yne-1-thiol 77213-95-7 C8H14S
Oct-6-yne-1-thiol
—— 6-(4-chloro-phenylsulfanyl)-hexylamine 149599-92-8 C12H18ClNS
6-(4-chloro-phenylsulfanyl)-hexylamine
—— 1,1,2-trifluoro-2-(p-chlorophenylthio)propane 817562-59-7 C9H8ClF3S
1,1,2-trifluoro-2-(p-chlorophenylthio)propane
—— 1.6-Bis-(2.6-dichlor-benzylmercapto)-dipyridazo<4,5-b;4,5-e>-1.4-dithiin 13616-23-4 C22H12Cl4N4S4
1.6-Bis-(2.6-dichlor-benzylmercapto)-dipyridazo<4,5-b;4,5-e>-1.4-dithiin
—— 3-chloro-2-(2,4-dichlorophenylthio)-N-methyl-sulphonyl-aniline 210823-47-5 C13H10Cl3NO2S2
3-chloro-2-(2,4-dichlorophenylthio)-N-methyl-sulphonyl-aniline
—— 1,4-Bis<(2-chloroethyl)thio>-2,3,5,6-tetrafluorobenzene 16956-51-7 C10H8Cl2F4S2
1,4-Bis<(2-chloroethyl)thio>-2,3,5,6-tetrafluorobenzene