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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
—— tert-butyl 2,4-bis(methylthio)imidazo[1,2-f][1,2,4]triazin-7-ylcarbamate 1062135-89-0 C12H17N5O2S2
tert-butyl 2,4-bis(methylthio)imidazo[1,2-f][1,2,4]triazin-7-ylcarbamate
—— (6R,7R)-7-<(1R)-1-hydroxy-2(phenylthio)ethyl>-2,2-dimethyl-8-oxo-3-oxa-1-azabicyclo<4.2.0>octane 116050-82-9 C16H21NO3S
(6R,7R)-7-<(1R)-1-hydroxy-2(phenylthio)ethyl>-2,2-dimethyl-8-oxo-3-oxa-1-azabicyclo<4.2.0>octane
—— (2-cyclopentylsulfanylpyridin-3-yl)methanol 1609289-06-6 C11H15NOS
(2-cyclopentylsulfanylpyridin-3-yl)methanol
—— 3-(2-(4-((tert-butyldiphenylsilyl)oxy)butyl)-1,3-dithian-2-yl)propan-1-ol 182008-78-2 C27H40O2S2Si
3-(2-(4-((tert-butyldiphenylsilyl)oxy)butyl)-1,3-dithian-2-yl)propan-1-ol
—— 3-[2-(4-oxo-pent-2-enyl)-1,3-dithian-2-yl]-propionaldehyde 871469-01-1 C12H18O2S2
3-[2-(4-oxo-pent-2-enyl)-1,3-dithian-2-yl]-propionaldehyde
—— tert-Butyl-[4-(2-but-3-ynyl-[1,3]dithian-2-yl)-butoxy]-diphenyl-silane 208400-08-2 C28H38OS2Si
tert-Butyl-[4-(2-but-3-ynyl-[1,3]dithian-2-yl)-butoxy]-diphenyl-silane
—— (2R)-1-[tert-butyl(dimethyl)silyl]oxy-3-[2-(2,2-dimethoxyethyl)-1,3-dithian-2-yl]propan-2-ol 159486-47-2 C17H36O4S2Si
(2R)-1-[tert-butyl(dimethyl)silyl]oxy-3-[2-(2,2-dimethoxyethyl)-1,3-dithian-2-yl]propan-2-ol
—— (E)-methyl 2-(4-t-butyldimethylsilyloxy-1-<2-(1,3-dioxan-2-ylmethyl)-1,3-dithian-2-yl>-3-methylpenta-2,4-dienyloxymetyl)prop-2-enoate 121362-87-6 C26H44O6S2Si
(E)-methyl 2-(4-t-butyldimethylsilyloxy-1-<2-(1,3-dioxan-2-ylmethyl)-1,3-dithian-2-yl>-3-methylpenta-2,4-dienyloxymetyl)prop-2-enoate
—— (E)-1-<2'-(2'',2''-Dimethoxyethyl)-1',3'-dithian-2'-yl>-4,4-(ethylenedioxy)pent-2-en-1-ol 145746-16-3 C15H26O5S2
(E)-1-<2'-(2'',2''-Dimethoxyethyl)-1',3'-dithian-2'-yl>-4,4-(ethylenedioxy)pent-2-en-1-ol
—— (8R)-8-(hydroxymethyl)-9-oxa-1,5-dithiaspiro[5.5]undecan-10-ol 135304-61-9 C9H16O3S2
(8R)-8-(hydroxymethyl)-9-oxa-1,5-dithiaspiro[5.5]undecan-10-ol
—— 4-(o-tolylthio)aniline 76590-35-7 C13H13NS
4-(o-tolylthio)aniline
—— (E)-Methyl 2-<1'-<2''-(2''',2'''-Dimethoxyethyl)-1'',3''-dithian-2''-yl>-4',4'-(ethylenedioxy)pent-2'-enyloxymethyl>propenoate 145746-17-4 C20H32O7S2
(E)-Methyl 2-<1'-<2''-(2''',2'''-Dimethoxyethyl)-1'',3''-dithian-2''-yl>-4',4'-(ethylenedioxy)pent-2'-enyloxymethyl>propenoate
—— 3-(2-(2-(cyclopenta-2,4-dienylidene)ethyl)-1,3-dithian-2-yl)propanal 1351600-40-2 C14H18OS2
3-(2-(2-(cyclopenta-2,4-dienylidene)ethyl)-1,3-dithian-2-yl)propanal
—— p'-Brom-p-acetylamino-diphenylsulfid 79995-57-6 C14H12BrNOS
p'-Brom-p-acetylamino-diphenylsulfid
—— (E)-Methyl 2-<4'-(tert-Butyldimethylsiloxy)-1'-<2''-(1,3-dioxan-2-ylmethyl)-1'',3''-dithian-2''-yl>penta-2',4'-dienyloxymethyl>propenoate 145746-11-8 C25H42O6S2Si
(E)-Methyl 2-<4'-(tert-Butyldimethylsiloxy)-1'-<2''-(1,3-dioxan-2-ylmethyl)-1'',3''-dithian-2''-yl>penta-2',4'-dienyloxymethyl>propenoate
—— (E)-methyl 2-(1-<2-(1,3-dioxan-2-ylmethyl)-1,3-dithian-2-yl>-3-methyl-4-oxopent-2-enyloxymethyl)prop-2-enoate 121362-98-9 C20H30O6S2
(E)-methyl 2-(1-<2-(1,3-dioxan-2-ylmethyl)-1,3-dithian-2-yl>-3-methyl-4-oxopent-2-enyloxymethyl)prop-2-enoate
—— (E)-Methyl 2-<1-<2''-(1,3-Dioxan-2-ylmethyl)-1'',3''-dithian-2''-yl>-4'-oxopent-2'-enyloxymethyl>propenoate 145746-19-6 C19H28O6S2
(E)-Methyl 2-<1-<2''-(1,3-Dioxan-2-ylmethyl)-1'',3''-dithian-2''-yl>-4'-oxopent-2'-enyloxymethyl>propenoate
—— [5-(3,5-Dichlorophenylthio)-4-isopropyl-1-methyl-1H-imidazol-2-yl]acetic Acid 178979-71-0 C15H16Cl2N2O2S
[5-(3,5-Dichlorophenylthio)-4-isopropyl-1-methyl-1H-imidazol-2-yl]acetic Acid
—— 1-Benzyl-3,3-bis(methylsulfanyl)pyrrolidin-2-one 261967-37-7 C13H17NOS2
1-Benzyl-3,3-bis(methylsulfanyl)pyrrolidin-2-one
—— 1-bromo-5-chloro-2-isocyanato-4-methylsulfanyl-benzene 1232688-58-2 C8H5BrClNOS
1-bromo-5-chloro-2-isocyanato-4-methylsulfanyl-benzene
—— 5-allyloxy-4-phenylthio-1,3-benzodioxole 316800-25-6 C16H14O3S
5-allyloxy-4-phenylthio-1,3-benzodioxole
—— 5-hydroxy-4-phenylthio-6-(2-propenyl)-1,3-benzodioxole 316800-31-4 C16H14O3S
5-hydroxy-4-phenylthio-6-(2-propenyl)-1,3-benzodioxole
—— bromomethyl ethyl sulfide 36056-14-1 C3H7BrS
bromomethyl ethyl sulfide
—— 4-phenylthio-5-methoxymethoxy-1,3-benzodioxole 316800-28-9 C15H14O4S
4-phenylthio-5-methoxymethoxy-1,3-benzodioxole
—— 1-methoxymethyl-2-phenylthioindole-3-carbaldehyde 145235-94-5 C17H15NO2S
1-methoxymethyl-2-phenylthioindole-3-carbaldehyde
—— 5-hydroxy-4-(4'-methoxyphenylthio)-6-(2-propenyl)-1,3-benzodioxole 316800-32-5 C17H16O4S
5-hydroxy-4-(4'-methoxyphenylthio)-6-(2-propenyl)-1,3-benzodioxole
—— 5-methoxy-4-phenylthio-6-(2-propenyl)-1,3-benzodioxole 316800-34-7 C17H16O3S
5-methoxy-4-phenylthio-6-(2-propenyl)-1,3-benzodioxole
—— 5-methoxy-4-(4'-methoxyphenylthio)-6-(2-propenyl)-1,3-benzodioxole 316800-35-8 C18H18O4S
5-methoxy-4-(4'-methoxyphenylthio)-6-(2-propenyl)-1,3-benzodioxole
—— 5-allyloxy-4-(4'-methoxyphenylthio)-1,3-benzodioxole 316800-26-7 C17H16O4S
5-allyloxy-4-(4'-methoxyphenylthio)-1,3-benzodioxole
—— 5-hydroxy-4-(4'-methoxyphenylthio)-1,3-benzodioxole 316800-22-3 C14H12O4S
5-hydroxy-4-(4'-methoxyphenylthio)-1,3-benzodioxole
—— 5-hydroxy-4-phenylthio-1,3-benzodioxole 316800-21-2 C13H10O3S
5-hydroxy-4-phenylthio-1,3-benzodioxole
—— 4-[(2-bromo-N,4-dimethylanilino)methyl]-7-methyl-2H-thiopyrano[3,2-c]pyran-5-one 1205745-52-3 C18H18BrNO2S
4-[(2-bromo-N,4-dimethylanilino)methyl]-7-methyl-2H-thiopyrano[3,2-c]pyran-5-one
—— Bis-(N,N-dimethyl-methylamin)-sulfid 5695-39-6 C6H16N2S
Bis-(N,N-dimethyl-methylamin)-sulfid
—— 4-(phenylthio)-3,4-dihydro-2H-pyran 959682-63-4 C11H12OS
4-(phenylthio)-3,4-dihydro-2H-pyran
—— 6-amino-2-(benzylthio)-3-isobutylpyrimidin-4(3H)-one 1620909-79-6 C15H19N3OS
6-amino-2-(benzylthio)-3-isobutylpyrimidin-4(3H)-one
—— 4-[(2,6-difluorophenyl)methyl]-2-isobutylsulfanyl-1H-pyrimidin-6-one 221122-04-9 C15H16F2N2OS
4-[(2,6-difluorophenyl)methyl]-2-isobutylsulfanyl-1H-pyrimidin-6-one
—— 2-(benzylthio)-6-isobutoxypyrimidin-4-amine 1620909-67-2 C15H19N3OS
2-(benzylthio)-6-isobutoxypyrimidin-4-amine
—— methyl (E)-2-methyl-3-(phenylthio)-2-propenoate 71847-74-0 C11H12O2S
methyl (E)-2-methyl-3-(phenylthio)-2-propenoate
—— 2-Ethoxymethyl-4-(4-fluorophenyl)-3-(2-methylsulfanyl-pyrimidin-4-yl)-2H-isoxazol-5-one 476313-99-2 C17H16FN3O3S
2-Ethoxymethyl-4-(4-fluorophenyl)-3-(2-methylsulfanyl-pyrimidin-4-yl)-2H-isoxazol-5-one
—— 4-(4-fluorophenyl)-3-(2-methylsulfanyl-pyrimidin-4-yl)-2H-isoxazol-5-one 476313-98-1 C14H10FN3O2S
4-(4-fluorophenyl)-3-(2-methylsulfanyl-pyrimidin-4-yl)-2H-isoxazol-5-one
—— 1-hydroxy-3-methylthiourea 25684-18-8 C2H6N2OS
1-hydroxy-3-methylthiourea
—— dimethyl-dithiocarbamic acid butoxymethyl ester 66229-40-1 C8H17NOS2
dimethyl-dithiocarbamic acid butoxymethyl ester
—— bis(2-nitro-4,5-dicyanophenyl)sulfide 357617-32-4 C16H4N6O4S
bis(2-nitro-4,5-dicyanophenyl)sulfide
—— 2,2'-di(methylsulfonyl)diethyl ether 16523-03-8 C6H14O5S2
2,2'-di(methylsulfonyl)diethyl ether
—— methyl-(1,2,2,2-tetrachloro-ethyl)-sulfide 741258-61-7 C3H4Cl4S
methyl-(1,2,2,2-tetrachloro-ethyl)-sulfide
—— N-methyl-N-({3-[4-(methylsulfanyl)benzyl]-4-pyridinyl}methyl)amine 662150-40-5 C15H18N2S
N-methyl-N-({3-[4-(methylsulfanyl)benzyl]-4-pyridinyl}methyl)amine
—— 1-imino-3-methoxy-λ<sup>6</sup>-thietane 1-oxide 1609964-34-2 C4H9NO2S
1-imino-3-methoxy-λ<sup>6</sup>-thietane 1-oxide
—— 4-Hydroxy-2-(1-phenylsulfanylpropan-2-yl)-5-(2,4,6-trimethylphenyl)-2,3-dihydropyran-6-one 1612830-39-3 C23H26O3S
4-Hydroxy-2-(1-phenylsulfanylpropan-2-yl)-5-(2,4,6-trimethylphenyl)-2,3-dihydropyran-6-one
—— 4,6-dichloro-5-(piperidin-1-yl)-2-(methylthio)pyrimidine 1137576-72-7 C10H13Cl2N3S
4,6-dichloro-5-(piperidin-1-yl)-2-(methylthio)pyrimidine
—— 1-(2,2-Difluoro-2-methylsulfanylethyl)adamantane 1028315-33-4 C13H20F2S
1-(2,2-Difluoro-2-methylsulfanylethyl)adamantane