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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
—— N(2-Chlorethyl)-S-(p-chlorphenylthiocarbamat) 22039-90-3 C9H9Cl2NOS
N(2-Chlorethyl)-S-(p-chlorphenylthiocarbamat)
—— (3S)-3-mercapto-1-heptanol 914910-69-3 C7H16OS
(3S)-3-mercapto-1-heptanol
—— 2,5-bis(4-fluorobenzylthio)-1,3,4-thiadiazole 401641-24-5 C16H12F2N2S3
2,5-bis(4-fluorobenzylthio)-1,3,4-thiadiazole
—— 2-[(E)-hept-2-enyl]sulfanylphenol 210350-96-2 C13H18OS
2-[(E)-hept-2-enyl]sulfanylphenol
—— 3-Methylsulfanylhept-1-ene 90370-34-6 C8H16S
3-Methylsulfanylhept-1-ene
—— 2-(4-fluorobenzylthio)pyrimidine-4,6-diol 401581-40-6 C11H9FN2O2S
2-(4-fluorobenzylthio)pyrimidine-4,6-diol
—— 4-(4-aminobenzyl)-3-n-butyl-5-(carbomethoxymethylthio)-4H-1,2,4-triazole 134402-56-5 C16H22N4O2S
4-(4-aminobenzyl)-3-n-butyl-5-(carbomethoxymethylthio)-4H-1,2,4-triazole
—— 1-Fluoro-4-[(3-chloro-4-fluorophenyl)sulfanylmethyl]benzene 1443302-30-4 C13H9ClF2S
1-Fluoro-4-[(3-chloro-4-fluorophenyl)sulfanylmethyl]benzene
—— N,N-dimethylthiocarbamoyl-glycolonitrile 153648-58-9 C5H8N2OS
N,N-dimethylthiocarbamoyl-glycolonitrile
—— 4-(4-aminobenzyl)-3-n-butyl-5-phenylthio-4H-1,2,4-triazole 134402-65-6 C19H22N4S
4-(4-aminobenzyl)-3-n-butyl-5-phenylthio-4H-1,2,4-triazole
—— 3-n-butyl-4-(4-nitrobenzyl)-5-(phenylthio)-4H-1,2,4-triazole 134402-64-5 C19H20N4O2S
3-n-butyl-4-(4-nitrobenzyl)-5-(phenylthio)-4H-1,2,4-triazole
—— 5-[4-(2-{6-amino-8-[(7-bromo-2,3-dihydro-1,4-benzodioxin-6-yl)thio]-9H-purin-9-yl}ethyl)piperidin-1-yl]-3,4-dihydro-2H-pyrrol-2-one 1156466-89-5 C24H26BrN7O3S
5-[4-(2-{6-amino-8-[(7-bromo-2,3-dihydro-1,4-benzodioxin-6-yl)thio]-9H-purin-9-yl}ethyl)piperidin-1-yl]-3,4-dihydro-2H-pyrrol-2-one
—— 4-(4-aminobenzyl)-3-n-butyl-5-(N-methylcarbamoylmethylthio)-4H-1,2,4-triazole 134402-58-7 C16H23N5OS
4-(4-aminobenzyl)-3-n-butyl-5-(N-methylcarbamoylmethylthio)-4H-1,2,4-triazole
—— 4-(4-aminobenzyl)-3-n-butyl-5-<(4-chlorobenzyl)thio>-4H-1,2,4-triazole 134425-24-4 C20H23ClN4S
4-(4-aminobenzyl)-3-n-butyl-5-<(4-chlorobenzyl)thio>-4H-1,2,4-triazole
—— 4-[4-(2-{6-amino-8-[(7-bromo-2,3-dihydro-1,4-benzodioxin-6-yl)thio]-9H-purin-9-yl}ethyl)piperidin-1-yl]-4-oxobutanamide 1156466-88-4 C24H28BrN7O4S
4-[4-(2-{6-amino-8-[(7-bromo-2,3-dihydro-1,4-benzodioxin-6-yl)thio]-9H-purin-9-yl}ethyl)piperidin-1-yl]-4-oxobutanamide
—— 5-((4-fluorobenzyl)thio)-4H-1,2,4-triazol-3-amine 714203-98-2 C9H9FN4S
5-((4-fluorobenzyl)thio)-4H-1,2,4-triazol-3-amine
—— N-methyl-2-(pyrid-2-yl)-1,3-dithiane-2-carbothioamide 82081-52-5 C11H14N2S3
N-methyl-2-(pyrid-2-yl)-1,3-dithiane-2-carbothioamide
—— ethyl 2-butyl-4-(phenylthio)-1H-imidazole-5-carboxylate 140917-49-3 C16H20N2O2S
ethyl 2-butyl-4-(phenylthio)-1H-imidazole-5-carboxylate
—— ethyl 2-butyl-4-thiophen-2-ylsulfanyl-1H-imidazole-5-carboxylate 164412-29-7 C14H18N2O2S2
ethyl 2-butyl-4-thiophen-2-ylsulfanyl-1H-imidazole-5-carboxylate
—— methyl thioallophanimidate 41160-90-1 C3H7N3OS
methyl thioallophanimidate
—— 2-(pyrid-2-yl)-1,3-dithiane-2-carbothioamide 82081-48-9 C10H12N2S3
2-(pyrid-2-yl)-1,3-dithiane-2-carbothioamide
—— Methyl 2-(pyrid-2-yl)-1,3-dithiane-2-carbodithioate 82081-47-8 C11H13NS4
Methyl 2-(pyrid-2-yl)-1,3-dithiane-2-carbodithioate
—— (2-methyl-6-methylidene-8-phenylsulfanyloct-1-en-3-yl) acetate 87639-59-6 C18H24O2S
(2-methyl-6-methylidene-8-phenylsulfanyloct-1-en-3-yl) acetate
—— 2-[[3-Hydroxy-2-(hydroxymethyl)propyl]sulfanylmethyl]propane-1,3-diol 189223-86-7 C8H18O4S
2-[[3-Hydroxy-2-(hydroxymethyl)propyl]sulfanylmethyl]propane-1,3-diol
—— 5-ethylsulfanyl-N-(4-methylphenyl)-1,3,4-thiadiazol-2-amine 50621-52-8 C11H13N3S2
5-ethylsulfanyl-N-(4-methylphenyl)-1,3,4-thiadiazol-2-amine
—— ethyl N-(dimethylcarbamoyl)carbamimidothioate 41160-49-0 C6H13N3OS
ethyl N-(dimethylcarbamoyl)carbamimidothioate
—— 4-[(4-fluorophenyl)ethynyl]-2-(methylthio)pyrimidine 474511-91-6 C13H9FN2S
4-[(4-fluorophenyl)ethynyl]-2-(methylthio)pyrimidine
—— (2-chloropyridin-3-yl)bis-[2-(methylsulfanyl)pyrimidin-4-yl]methanol 330823-21-7 C16H14ClN5OS2
(2-chloropyridin-3-yl)bis-[2-(methylsulfanyl)pyrimidin-4-yl]methanol
—— 2-(methylthio)-4-((trimethylsilyl)ethynyl)pyrimidine 544675-63-0 C10H14N2SSi
2-(methylthio)-4-((trimethylsilyl)ethynyl)pyrimidine
—— 6-chloro-3-(2-methylsulfanylpyrimidin-4-yl)imidazo[1,2-b]pyridazine 1330595-29-3 C11H8ClN5S
6-chloro-3-(2-methylsulfanylpyrimidin-4-yl)imidazo[1,2-b]pyridazine
—— 1,1-dimethylethyl 3-hydroxy-3-[2-(methylthio)pyrimidin-4-yl]azetidine-1-carboxylate 934665-07-3 C13H19N3O3S
1,1-dimethylethyl 3-hydroxy-3-[2-(methylthio)pyrimidin-4-yl]azetidine-1-carboxylate
—— (2-chloropyridin-3-yl)-[2-(4-fluorophenyl)-1-(2-methylthiopyrimidin-4-yl)-ethylidene]amine 1075197-91-9 C18H14ClFN4S
(2-chloropyridin-3-yl)-[2-(4-fluorophenyl)-1-(2-methylthiopyrimidin-4-yl)-ethylidene]amine
—— 2-methylthio-4-trifluoromethyl-6-tert-butylpyrimidine 62773-04-0 C10H13F3N2S
2-methylthio-4-trifluoromethyl-6-tert-butylpyrimidine
—— (3-bromophenyl)(4-fluorobenzyl)sulfane 1173993-78-6 C13H10BrFS
(3-bromophenyl)(4-fluorobenzyl)sulfane
—— 4,5-Dichloro-2-methylthio-6-trifluoromethylpyrimidine 85730-39-8 C6H3Cl2F3N2S
4,5-Dichloro-2-methylthio-6-trifluoromethylpyrimidine
—— 3-[2-(methylthio)pyrimidin-4-yl]pyrazolo[1,5-b]pyridazine 681432-35-9 C11H9N5S
3-[2-(methylthio)pyrimidin-4-yl]pyrazolo[1,5-b]pyridazine
—— (2-fluorophenyl)-(2-methylsulfanylpyrimidin-4-yl)methanol 918870-23-2 C12H11FN2OS
(2-fluorophenyl)-(2-methylsulfanylpyrimidin-4-yl)methanol
—— 1-(2-(Methylthio)pyrimidin-4-yl)ethanol 910112-38-8 C7H10N2OS
1-(2-(Methylthio)pyrimidin-4-yl)ethanol
—— 2-(4-chlorophenylthio)-N,N-dimethylethanamine hydrochloride 16928-92-0 C10H14ClNS*ClH
2-(4-chlorophenylthio)-N,N-dimethylethanamine hydrochloride
—— 2-{3-[3-(2-morpholin-4-yl-ethoxy)phenyl]-[1,2,4]triazolo[4,3-a]pyridin-6-ylsulfanyl}benzylamine 946051-03-2 C25H27N5O2S
2-{3-[3-(2-morpholin-4-yl-ethoxy)phenyl]-[1,2,4]triazolo[4,3-a]pyridin-6-ylsulfanyl}benzylamine
—— 5-amino-1-<2-(p-chlorophenyl)thioethyl>imidazole-4-carbonitrile 108575-35-5 C12H11ClN4S
5-amino-1-<2-(p-chlorophenyl)thioethyl>imidazole-4-carbonitrile
—— 4-amino-1-(p-chlorophenylthioethyl)-5-cyanoimidazole 108555-75-5 C12H11ClN4S
4-amino-1-(p-chlorophenylthioethyl)-5-cyanoimidazole
—— (3-Methylsulfanyl-[1,2,4-]thiadiazol-5-yl)-carbamic acid tert-butyl ester 881401-72-5 C8H13N3O2S2
(3-Methylsulfanyl-[1,2,4-]thiadiazol-5-yl)-carbamic acid tert-butyl ester
—— 6-chloro-2H,3H,4H-pyrido[3,2-b][1,4]thiazin-3-one 1220979-91-8 C7H5ClN2OS
6-chloro-2H,3H,4H-pyrido[3,2-b][1,4]thiazin-3-one
—— 2,4-Bis(methylsulfanyl)-6-thiophen-3-ylpyrimidine 116137-71-4 C10H10N2S3
2,4-Bis(methylsulfanyl)-6-thiophen-3-ylpyrimidine
—— 2,3-bis(methylthio)maleonitrile 57376-61-1 C6H6N2S2
2,3-bis(methylthio)maleonitrile
—— (2E,4E)-6-(1,3-Benzodithiol-2-yliden)hexa-2,4-dienal 181046-77-5 C13H10OS2
(2E,4E)-6-(1,3-Benzodithiol-2-yliden)hexa-2,4-dienal
—— (2E)-4-(1,3-Benzodithiol-2-yliden)but-2-enal 181296-27-5 C11H8OS2
(2E)-4-(1,3-Benzodithiol-2-yliden)but-2-enal
—— <2-Ethoxycarbonylmercapto-ethyl>-carbamidsaeure-ethylester 92347-67-6 C8H15NO4S
<2-Ethoxycarbonylmercapto-ethyl>-carbamidsaeure-ethylester
—— 2-[(2S,3S,4R,4aS,10aS)-3,4-dihydroxy-2-methyl-3,4,4a,10a-tetrahydro-2H-pyrano[2,3-b][1,4]benzoxathiin-7-yl]acetic acid 1442693-23-3 C14H16O6S
2-[(2S,3S,4R,4aS,10aS)-3,4-dihydroxy-2-methyl-3,4,4a,10a-tetrahydro-2H-pyrano[2,3-b][1,4]benzoxathiin-7-yl]acetic acid