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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
—— phenyl(3-trifluoromethylbuta-1,3-dien-2-yl)sulfane 1192362-42-7 C11H9F3S
phenyl(3-trifluoromethylbuta-1,3-dien-2-yl)sulfane
—— 2,2-dimethylpropanethioamide 58065-61-5 C6H13NS
2,2-dimethylpropanethioamide
—— 1-[3-(4-chlorophenyl)-5-(methylsulfanyl)-2-thienyl]-1-ethanone 1038750-49-0 C13H11ClOS2
1-[3-(4-chlorophenyl)-5-(methylsulfanyl)-2-thienyl]-1-ethanone
—— 2-(2-oxopropylthio)-6-(2-thienyl)pyridine-3-carbonitrile 336181-09-0 C13H10N2OS2
2-(2-oxopropylthio)-6-(2-thienyl)pyridine-3-carbonitrile
—— 2H-3-methyl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine 78545-39-8 C5H6N4S
2H-3-methyl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— bis-dimethylthiocarbamoylsulfanyl-acetic acid ethyl ester 67705-52-6 C10H18N2O2S4
bis-dimethylthiocarbamoylsulfanyl-acetic acid ethyl ester
—— 1-[5-(methylsulfanyl)-3-phenyl-2-thienyl]-1-ethanone 1038750-48-9 C13H12OS2
1-[5-(methylsulfanyl)-3-phenyl-2-thienyl]-1-ethanone
—— 1,1-dimethyl-dithiobiuret 14812-36-3 C4H9N3S2
1,1-dimethyl-dithiobiuret
—— 1-(5-hydroxy-2-methyl-4-pyrimidinylthio)-2-propanone 91036-38-3 C8H10N2O2S
1-(5-hydroxy-2-methyl-4-pyrimidinylthio)-2-propanone
—— S-methyl cyclohexanone-2-dicarboxylate 83392-41-0 C8H12OS2
S-methyl cyclohexanone-2-dicarboxylate
—— (2aR*,3R*,5S*,5aR*,6S*,8aR*,8bR*)-methyl 3-dimethyl(phenyl)silyl-5,6-dihydroxy-5a-(2''-pivaloyloxyethyl)perhydronaphtho<1,8-bc>furan-8-spiro-2'-(1',3'-dithiane)-2a-carboxylate 145745-85-3 C31H46O7S2Si
(2aR*,3R*,5S*,5aR*,6S*,8aR*,8bR*)-methyl 3-dimethyl(phenyl)silyl-5,6-dihydroxy-5a-(2''-pivaloyloxyethyl)perhydronaphtho<1,8-bc>furan-8-spiro-2'-(1',3'-dithiane)-2a-carboxylate
—— 2-diethylaminoethylisothiocyanate 32813-52-8 C7H14N2S
2-diethylaminoethylisothiocyanate
—— Hept-1-en-3-ylsulfanylbenzene 112157-71-8 C13H18S
Hept-1-en-3-ylsulfanylbenzene
—— 4-Phenylmercapto-penten-(2) 17417-79-7 C11H14S
4-Phenylmercapto-penten-(2)
—— 5,8,11,14-Tetrathiaoctadecan 27256-29-7 C14H30S4
5,8,11,14-Tetrathiaoctadecan
—— chlorofluoromethyl phenyl sulfide 116109-54-7 C7H6ClFS
chlorofluoromethyl phenyl sulfide
—— 4-(methylthio)benzaldehyde oxime 93033-60-4 C8H9NOS
4-(methylthio)benzaldehyde oxime
—— [1-(R,S)-amino-3-(methylsulphanyl)propyl]phosphinic acid 67896-53-1 C4H12NO2PS
[1-(R,S)-amino-3-(methylsulphanyl)propyl]phosphinic acid
—— β-aminothiocrotonic acid amide 62069-87-8 C4H8N2S
β-aminothiocrotonic acid amide
—— 2-(6-Amino-8-(6-bromobenzo[d][1,3]dioxol-5-ylthio)-9H-purin-9-yl)ethanol 1012059-31-2 C14H12BrN5O3S
2-(6-Amino-8-(6-bromobenzo[d][1,3]dioxol-5-ylthio)-9H-purin-9-yl)ethanol
—— 2-(Methylideneamino)ethane-1-thiol 851189-30-5 C3H7NS
2-(Methylideneamino)ethane-1-thiol
—— diisopropyl (2-methylsulfanyl)phenylphosphonate 185815-14-9 C13H21O3PS
diisopropyl (2-methylsulfanyl)phenylphosphonate
—— o-(n-butylthio)phenol 24362-87-6 C10H14OS
o-(n-butylthio)phenol
—— Ethyl 4-(2-(6-amino-8-(6-bromobenzo[d][1,3]dioxol-5-ylthio)-9H-purin-9-yl)ethoxy)butanoate 1012059-42-5 C20H22BrN5O5S
Ethyl 4-(2-(6-amino-8-(6-bromobenzo[d][1,3]dioxol-5-ylthio)-9H-purin-9-yl)ethoxy)butanoate
—— 6-(4-bromophenyl)-4-(methylthio)-2-oxo-2H-pyran-3-carboxylic acid 115411-58-0 C13H9BrO4S
6-(4-bromophenyl)-4-(methylthio)-2-oxo-2H-pyran-3-carboxylic acid
—— 3,4-Bis(butylthio)thiophene 211236-84-9 C12H20S3
3,4-Bis(butylthio)thiophene
—— VUF 8333 2986-36-9 C5H12N4S2
VUF 8333
—— VUF 8335 2986-38-1 C7H16N4S2
VUF 8335
—— VUF 8332 2986-35-8 C4H10N4S2
VUF 8332
—— 1,2-bis(3-mercaptopropylthio)ethane 27431-34-1 C8H18S4
1,2-bis(3-mercaptopropylthio)ethane
—— thiophosphoric acid <i>S</i>-allyl ester <i>O</i>,<i>O</i>'-diisopropyl ester 10428-97-4 C9H19O3PS
thiophosphoric acid <i>S</i>-allyl ester <i>O</i>,<i>O</i>'-diisopropyl ester
—— 5-methyl-3-methylthioisothiazole-4-carbonitrile 82000-50-8 C6H6N2S2
5-methyl-3-methylthioisothiazole-4-carbonitrile
—— ethyl 4-p-tolylthiobutyrate 20458-90-6 C13H18O2S
ethyl 4-p-tolylthiobutyrate
—— 3-Isopropylmercapto-anilin 27122-82-3 C9H13NS
3-Isopropylmercapto-anilin
—— 5-isopropylthio-1-methyl-1H-tetrazole 88276-01-1 C5H10N4S
5-isopropylthio-1-methyl-1H-tetrazole
—— 2,5-Bis[(butoxymethyl)sulfanyl]-1,3,4-thiadiazole 171885-14-6 C12H22N2O2S3
2,5-Bis[(butoxymethyl)sulfanyl]-1,3,4-thiadiazole
—— 5-methylthio-3-trifluoromethyl-1H-1,2,4-triazole 111451-94-6 C4H4F3N3S
5-methylthio-3-trifluoromethyl-1H-1,2,4-triazole
—— 2-Chloro-1-(2,3-dihydro-1H-pyrido[2,3-b][1,4]thiazin-1-yl)ethan-1-one 827336-95-8 C9H9ClN2OS
2-Chloro-1-(2,3-dihydro-1H-pyrido[2,3-b][1,4]thiazin-1-yl)ethan-1-one
—— 1-<3-Methyl-buten-3-yl>-thioharnstoff 13009-50-2 C6H12N2S
1-<3-Methyl-buten-3-yl>-thioharnstoff
—— 1-isopropyl-5-methylthio-3-trifluoromethyl-1H-1,2,4-triazole 910923-02-3 C7H10F3N3S
1-isopropyl-5-methylthio-3-trifluoromethyl-1H-1,2,4-triazole
—— N-[4-(dimethylamino)phenyl]-1-(3-phenylsulfanylquinoxalin-2-yl)methanimine oxide 111339-53-8 C23H20N4OS
N-[4-(dimethylamino)phenyl]-1-(3-phenylsulfanylquinoxalin-2-yl)methanimine oxide
—— ethyl 4-((4-bromophenyl) thio)butanoate 15085-43-5 C12H15BrO2S
ethyl 4-((4-bromophenyl) thio)butanoate
—— 4-[3-(5-chloro-2-thienyl)-1-isopropyl-1H-pyrazol-4-yl]-2-(methylsulfanyl)pyrimidine 1313382-15-8 C15H15ClN4S2
4-[3-(5-chloro-2-thienyl)-1-isopropyl-1H-pyrazol-4-yl]-2-(methylsulfanyl)pyrimidine
—— dimethyl sulfoxide; deprotonated form 43630-10-0 C2H7OS
dimethyl sulfoxide; deprotonated form
—— 4-[3-(5-chloro-2-thienyl)-1H-pyrazol-4-yl]-2-(methylsulfanyl)pyrimidine 1313384-51-8 C12H9ClN4S2
4-[3-(5-chloro-2-thienyl)-1H-pyrazol-4-yl]-2-(methylsulfanyl)pyrimidine
—— dithiopentanoic acid 35329-05-6 C5H10S2
dithiopentanoic acid
—— 2,4-Diphenyl-6-(methylthio)-4H-1,3,4-pyrimido<4,5-e>oxadiazine 74298-49-0 C18H14N4OS
2,4-Diphenyl-6-(methylthio)-4H-1,3,4-pyrimido<4,5-e>oxadiazine
—— 1-bromo-4-hydroxy-7-(phenylsulfanyl)isoquinoline-3-carboxylic acid methyl ester 808116-12-3 C17H12BrNO3S
1-bromo-4-hydroxy-7-(phenylsulfanyl)isoquinoline-3-carboxylic acid methyl ester
—— 4-Hydroxy-1-methyl-7-phenylsulfanyl-isoquinoline-3-carboxylic acid methyl ester 808116-13-4 C18H15NO3S
4-Hydroxy-1-methyl-7-phenylsulfanyl-isoquinoline-3-carboxylic acid methyl ester
—— 6-nitro-4-(phenylthio)-1H-indole 1608182-28-0 C14H10N2O2S
6-nitro-4-(phenylthio)-1H-indole