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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
—— 4,5-Bis[2-[tert-butyl(diphenyl)silyl]oxyethylsulfanyl]-1,3-dithiol-2-one 160409-45-0 C39H46O3S4Si2
4,5-Bis[2-[tert-butyl(diphenyl)silyl]oxyethylsulfanyl]-1,3-dithiol-2-one
—— (S)-3-Phenyl-2-phenylsulfanyl-propan-1-ol 143359-30-2 C15H16OS
(S)-3-Phenyl-2-phenylsulfanyl-propan-1-ol
—— (2R<sup>*</sup>,3R<sup>*</sup>)-1,4-di-O-isopropylidene-3-phenylthio-1,2,4-butanetriol —— C13H18O3S
(2R<sup>*</sup>,3R<sup>*</sup>)-1,4-di-O-isopropylidene-3-phenylthio-1,2,4-butanetriol
—— (2Z,7S)-7-(t-butyldimethylsilyloxy)-8-(t-butyldiphenylsilyloxy)-2-methyl-5,5-(trimethylenedithio)-2-octenal 156261-87-9 C34H52O3S2Si2
(2Z,7S)-7-(t-butyldimethylsilyloxy)-8-(t-butyldiphenylsilyloxy)-2-methyl-5,5-(trimethylenedithio)-2-octenal
—— 2-(Propylsulfonyl)ethanamine 771583-65-4 C5H13NO2S
2-(Propylsulfonyl)ethanamine
—— N-[4-[[4-ethyl-6-[(5-methyl-1,3-thiazol-2-yl)amino]-1,3,5-triazin-2-yl]sulfanyl]phenyl]cyclopropanecarboxamide 1258423-76-5 C19H20N6OS2
N-[4-[[4-ethyl-6-[(5-methyl-1,3-thiazol-2-yl)amino]-1,3,5-triazin-2-yl]sulfanyl]phenyl]cyclopropanecarboxamide
—— bis-propoxythiocarbonyl-disulfane 3750-28-5 C8H14O2S4
bis-propoxythiocarbonyl-disulfane
—— N-(3-(6-amino-8-(6-(dimethylamino)benzo[d][1,3]dioxol-5-ylthio)-9H-purin-9-yl)propyl)cyclopropanecarboxamide 1402546-06-8 C21H25N7O3S
N-(3-(6-amino-8-(6-(dimethylamino)benzo[d][1,3]dioxol-5-ylthio)-9H-purin-9-yl)propyl)cyclopropanecarboxamide
—— 9-(3-aminopropyl)-8-(6-(dimethylamino)benzo[d][1,3]dioxol-5-ylthio)-9H-purin-6-amine 1402546-54-6 C17H21N7O2S
9-(3-aminopropyl)-8-(6-(dimethylamino)benzo[d][1,3]dioxol-5-ylthio)-9H-purin-6-amine
—— N-(3-(6-amino-8-(6-(dimethylamino)benzo[d][1,3]dioxol-5-ylthio)-9H-purin-9-yl)propyl)pivalamide 1402546-08-0 C22H29N7O3S
N-(3-(6-amino-8-(6-(dimethylamino)benzo[d][1,3]dioxol-5-ylthio)-9H-purin-9-yl)propyl)pivalamide
—— N-(3-(6-amino-8-(6-(dimethylamino)benzo[d][1,3]dioxol-5-ylthio)-9H-purin-9-yl)propyl)cyclopropanesulfonamide 1402546-10-4 C20H25N7O4S2
N-(3-(6-amino-8-(6-(dimethylamino)benzo[d][1,3]dioxol-5-ylthio)-9H-purin-9-yl)propyl)cyclopropanesulfonamide
—— 2-Phenylsulfanylethyl 3-hydroxy-2-methylidenebutanoate 124919-75-1 C13H16O3S
2-Phenylsulfanylethyl 3-hydroxy-2-methylidenebutanoate
—— 3-methyl-3-[(methylthio)methoxy]cyclopent-1-ene-1-carbonitrile 615265-48-0 C9H13NOS
3-methyl-3-[(methylthio)methoxy]cyclopent-1-ene-1-carbonitrile
—— 3,6-bis(methylthio)-4-ethyl-5-methyl-1,2-diazine 112740-81-5 C9H14N2S2
3,6-bis(methylthio)-4-ethyl-5-methyl-1,2-diazine
—— 3,6-bis(methythio)-4-(n-hexyl)-1,2-diazine 112740-83-7 C12H20N2S2
3,6-bis(methythio)-4-(n-hexyl)-1,2-diazine
—— 2-phenylsulfanylethyl (3S)-3-hydroxy-2-methylidenebutanoate 124990-55-2 C13H16O3S
2-phenylsulfanylethyl (3S)-3-hydroxy-2-methylidenebutanoate
—— 1-((1-n-dodecyl-1H-imidazol-2-yl)methyl)-2-(4-fluorobenzylthio)-6,7-dihydro-1H-cyclopenta[d]pyrimidin-4(5H)-one 1417527-04-8 C30H41FN4OS
1-((1-n-dodecyl-1H-imidazol-2-yl)methyl)-2-(4-fluorobenzylthio)-6,7-dihydro-1H-cyclopenta[d]pyrimidin-4(5H)-one
—— 3,5-bis(methylthio)-1,2,4-triazine 5102-66-9 C5H7N3S2
3,5-bis(methylthio)-1,2,4-triazine
—— 3-ethoxy-5-methylsulfanyl-[1,2,4]triazine 98197-19-4 C6H9N3OS
3-ethoxy-5-methylsulfanyl-[1,2,4]triazine
—— 3-<(1S,6R)-6-(p-tolylthio)bicyclo<4.1.0>hept-1-yl>prop-1-ene 169560-24-1 C17H22S
3-<(1S,6R)-6-(p-tolylthio)bicyclo<4.1.0>hept-1-yl>prop-1-ene
—— N,N-dimethyl-6-(methylthio)-1,2,4,5-tetrazin-3-amine 876-09-5 C5H9N5S
N,N-dimethyl-6-(methylthio)-1,2,4,5-tetrazin-3-amine
—— 3-hydrazino-6-methylsulfanyl-[1,2,4,5]tetrazine 64499-90-7 C3H6N6S
3-hydrazino-6-methylsulfanyl-[1,2,4,5]tetrazine
—— 1-Methyl-3,6-bis(methylsulfanyl)-4-(6-methylsulfanyl-1,2,4,5-tetrazin-3-yl)-1,2,4,5-tetrazine 136506-22-4 C8H12N8S3
1-Methyl-3,6-bis(methylsulfanyl)-4-(6-methylsulfanyl-1,2,4,5-tetrazin-3-yl)-1,2,4,5-tetrazine
—— 3-Amino-6-methylthio-1,2,4,5-tetrazin 64499-91-8 C3H5N5S
3-Amino-6-methylthio-1,2,4,5-tetrazin
—— 2-[(6-Methylsulfanyl-1,2,4,5-tetrazin-3-yl)amino]ethanol 185028-70-0 C5H9N5OS
2-[(6-Methylsulfanyl-1,2,4,5-tetrazin-3-yl)amino]ethanol
—— 1,2-(ethylenedisulfonyl)-4-(trimethylsilyl)-1-cyclohexene 137569-51-8 C11H20O4S2Si
1,2-(ethylenedisulfonyl)-4-(trimethylsilyl)-1-cyclohexene
—— 4-(diethylamino)-3,6-bis(methylthio)-5-methyl-1,2-diazine 112740-78-0 C11H19N3S2
4-(diethylamino)-3,6-bis(methylthio)-5-methyl-1,2-diazine
—— Ethyl 4,4-Difluoro-3-(trifluoromethyl)-2-(phenylthio)but-3-enoate 143063-58-5 C13H11F5O2S
Ethyl 4,4-Difluoro-3-(trifluoromethyl)-2-(phenylthio)but-3-enoate
—— 4-tert-butylsulfanyl-N,N-dimethylaniline 25752-94-7 C12H19NS
4-tert-butylsulfanyl-N,N-dimethylaniline
—— 2,3-(ethylenedisulfonyl)-1,4,4a,5,6,7,8,8a-octahydronaphthalene 137569-49-4 C12H18O4S2
2,3-(ethylenedisulfonyl)-1,4,4a,5,6,7,8,8a-octahydronaphthalene
—— 3,6-bis(methylthio)-4,5-cyclopenteno-1,2-diazine 112740-79-1 C9H12N2S2
3,6-bis(methylthio)-4,5-cyclopenteno-1,2-diazine
—— 3,6-bis(methylthio)-4-methoxy-1,2-diazine 112740-82-6 C7H10N2OS2
3,6-bis(methylthio)-4-methoxy-1,2-diazine
—— 4-acetyl-1,2-(ethylenedisulfonyl)-1-cyclohexene 125659-35-0 C10H14O5S2
4-acetyl-1,2-(ethylenedisulfonyl)-1-cyclohexene
—— 5,6-(ethylenedisulfonyl)-3a,4,7,7a-tetrahydroindene 137569-45-0 C11H14O4S2
5,6-(ethylenedisulfonyl)-3a,4,7,7a-tetrahydroindene
—— 5-[(4-Chlorophenyl)sulfanyl]-2-methyl-1,3-oxazole-4-carbonitrile 193212-76-9 C11H7ClN2OS
5-[(4-Chlorophenyl)sulfanyl]-2-methyl-1,3-oxazole-4-carbonitrile
—— 1,2-(ethylenedisulfonyl)-4-(phenylthio)-1-cyclohexene 137569-48-3 C14H16O4S3
1,2-(ethylenedisulfonyl)-4-(phenylthio)-1-cyclohexene
—— methyl 3,4-(ethylenedisulfonyl)-3-cyclohexene-1-carboxylate 125659-34-9 C10H14O6S2
methyl 3,4-(ethylenedisulfonyl)-3-cyclohexene-1-carboxylate
—— N-Ethyl-N-({[2-(triethylsilyl)ethyl]sulfanyl}methyl)ethanamine 50965-41-8 C13H31NSSi
N-Ethyl-N-({[2-(triethylsilyl)ethyl]sulfanyl}methyl)ethanamine
—— 2-Phenylsulfanyl-decanenitrile 115993-83-4 C16H23NS
2-Phenylsulfanyl-decanenitrile
—— N-{2,2-bis[(4-chlorophenyl)sulfanyl]-1-cyanoethenyl}acetamide 537709-53-8 C17H12Cl2N2OS2
N-{2,2-bis[(4-chlorophenyl)sulfanyl]-1-cyanoethenyl}acetamide
—— cyclohexane-1,3,5-trithiol 25276-86-2 C6H12S3
cyclohexane-1,3,5-trithiol
—— (7-oxo-2,3-dihydro-7<i>H</i>-thiazolo[3,2-<i>a</i>]pyrimidin-6-yl)-acetic acid 51068-07-6 C8H8N2O3S
(7-oxo-2,3-dihydro-7<i>H</i>-thiazolo[3,2-<i>a</i>]pyrimidin-6-yl)-acetic acid
—— Bis(triethylsilylethyl)thiosulfonate 55743-41-4 C16H38O2S2Si2
Bis(triethylsilylethyl)thiosulfonate
—— 5-Hydrazinyl-3-methylsulfanyl-1,2,4-triazin-6-amine 120588-37-6 C4H8N6S
5-Hydrazinyl-3-methylsulfanyl-1,2,4-triazin-6-amine
—— 1-(5-chloro-2-(2-chlorophenylthio)phenyl)ethanol 112446-21-6 C14H12Cl2OS
1-(5-chloro-2-(2-chlorophenylthio)phenyl)ethanol
—— 1-(2-Methylthiobenzyl)pyrrole-2-carboxylic acid 107096-44-6 C13H13NO2S
1-(2-Methylthiobenzyl)pyrrole-2-carboxylic acid
—— (1E,4E)-4-cyano-1-ethoxy-6,6-dimethyl-2-(phenylthio)hepta-1,4-dien-3-ol 403719-64-2 C18H23NO2S
(1E,4E)-4-cyano-1-ethoxy-6,6-dimethyl-2-(phenylthio)hepta-1,4-dien-3-ol
—— 3-cyano-1-(β-methylthioethyl)-2-methylisothiourea 72835-54-2 C6H11N3S2
3-cyano-1-(β-methylthioethyl)-2-methylisothiourea
—— 1-(2-Methylthiobenzyl)pyrrole-2-carbonitrile 107096-43-5 C13H12N2S
1-(2-Methylthiobenzyl)pyrrole-2-carbonitrile
—— 1-(2-Methylthiobenzyl)pyrrole-2-carboxylic acid chloride 107096-45-7 C13H12ClNOS
1-(2-Methylthiobenzyl)pyrrole-2-carboxylic acid chloride