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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
—— 3,3-di[(phenylsulfanyl)methyl]cyclobutanone 938436-13-6 C18H18OS2
3,3-di[(phenylsulfanyl)methyl]cyclobutanone
—— (2R,3S)-N,N-diallyl-3-hydroxy-2,4-dimethylpentanethioamide 1283722-04-2 C13H23NOS
(2R,3S)-N,N-diallyl-3-hydroxy-2,4-dimethylpentanethioamide
—— 4,5-dihydro-3-(1-hydroxybutyl)-3-phenylthio-3H-furan-2-one —— C14H18O3S
4,5-dihydro-3-(1-hydroxybutyl)-3-phenylthio-3H-furan-2-one
—— 5-(2-nitro-1-phenylethyl)-3-phenylthiofuran-2(5H)-one 1280709-98-9 C18H15NO4S
5-(2-nitro-1-phenylethyl)-3-phenylthiofuran-2(5H)-one
—— (1E,3E)-1-bromo-4-phenylthio-1,3-butadiene 161944-20-3 C10H9BrS
(1E,3E)-1-bromo-4-phenylthio-1,3-butadiene
—— (2R,3S)-N,N-diallyl-3-cyclohexyl-3-hydroxy-2-methylpropanethioamide 1283722-11-1 C16H27NOS
(2R,3S)-N,N-diallyl-3-cyclohexyl-3-hydroxy-2-methylpropanethioamide
—— 2-[4-[2-[(Z)-hex-4-enyl]-1,3-dithian-2-yl]butoxy]oxane 246034-85-5 C19H34O2S2
2-[4-[2-[(Z)-hex-4-enyl]-1,3-dithian-2-yl]butoxy]oxane
—— (2R,3S)-N,N-diallyl-3-hydroxy-2-methyldecanethioamide 1283722-14-4 C17H31NOS
(2R,3S)-N,N-diallyl-3-hydroxy-2-methyldecanethioamide
—— 3-phenylthio-4-(1'-dimethylphenylsilylmethylethenyl)dihydro-2(3H)-furanone 144602-80-2 C21H24O2SSi
3-phenylthio-4-(1'-dimethylphenylsilylmethylethenyl)dihydro-2(3H)-furanone
—— α-chloro-α-(phenylthio)-γ-butyrolactone 62675-47-2 C10H9ClO2S
α-chloro-α-(phenylthio)-γ-butyrolactone
—— 4,5-Bis(4-methoxyphenyl)-2-(2-thienylthio)-thiazol 88264-15-7 C21H17NO2S3
4,5-Bis(4-methoxyphenyl)-2-(2-thienylthio)-thiazol
—— 4,5-dihydro-3-(1-hydroxymethyl)-3-phenylthio-3H-furan-2-one 109765-91-5 C11H12O3S
4,5-dihydro-3-(1-hydroxymethyl)-3-phenylthio-3H-furan-2-one
—— methyl 1-(phenylthio)cyclopropanecarboxylate 342624-00-4 C11H12O2S
methyl 1-(phenylthio)cyclopropanecarboxylate
—— Trimethyl-((E)-4-phenylsulfanyl-but-3-en-1-ynyl)-silane 161944-19-0 C13H16SSi
Trimethyl-((E)-4-phenylsulfanyl-but-3-en-1-ynyl)-silane
—— 2,5-dibromo-3-(methylthio)thiophene 94781-42-7 C5H4Br2S2
2,5-dibromo-3-(methylthio)thiophene
—— (2-allyl-3,5-dimethylphenyl)(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)sulfide 1338723-53-7 C21H17F17S
(2-allyl-3,5-dimethylphenyl)(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)sulfide
—— 1,2,3-Trithia-cycloheptan 6576-92-7 C4H8S3
1,2,3-Trithia-cycloheptan
—— 4-Methylthiobenzolphosphonsaeure 46061-42-1 C7H9O3PS
4-Methylthiobenzolphosphonsaeure
—— <bis(phenylthio)methyl>trimethylsilane 37891-39-7 C16H20S2Si
<bis(phenylthio)methyl>trimethylsilane
—— 4-Methylthiophenylphosphonic dichloride 77918-52-6 C7H7Cl2OPS
4-Methylthiophenylphosphonic dichloride
—— P-[(phenylthio)[13C]methyl]-phosphonic acid diethyl ester 1190788-52-3 C11H17O3PS
P-[(phenylthio)[13C]methyl]-phosphonic acid diethyl ester
—— trithiacyclononane 61775-36-8 C6H12S3
trithiacyclononane
—— 2-mercapto-4-methyl-3-penten-1-ol 78585-28-1 C6H12OS
2-mercapto-4-methyl-3-penten-1-ol
—— <i>N</i>-ethoxycarbonyl-thioglycine amide 146538-11-6 C5H10N2O2S
<i>N</i>-ethoxycarbonyl-thioglycine amide
—— 1,4-bis-methanethio-2-butyne 26842-67-1 C6H10S2
1,4-bis-methanethio-2-butyne
—— 4-methylpent-3-ene-1-thiol 127480-87-9 C6H12S
4-methylpent-3-ene-1-thiol
—— 1-Phenylthio-1-(trimethylsilyl)-1-nonene 115993-80-1 C18H30SSi
1-Phenylthio-1-(trimethylsilyl)-1-nonene
—— 4-(phenylmethylthio)thiazole 89501-98-4 C10H9NS2
4-(phenylmethylthio)thiazole
—— 2-(2-Hydroxy-ethylsulfanyl)-pyridin-3-ol 77764-11-5 C7H9NO2S
2-(2-Hydroxy-ethylsulfanyl)-pyridin-3-ol
—— 6-amino-2-phenylthiobenzothiazole 76006-91-2 C13H10N2S2
6-amino-2-phenylthiobenzothiazole
—— 6-amino-1,4,7,9-tetraazabenzo<b>phenothiazine 77708-95-3 C12H8N6S
6-amino-1,4,7,9-tetraazabenzo<b>phenothiazine
—— 2-<1-(4-Chlorphenylthio)heptyliden>-6,6-dimethylcyclohexanon 90474-98-9 C21H29ClOS
2-<1-(4-Chlorphenylthio)heptyliden>-6,6-dimethylcyclohexanon
—— O-ethyl S-{4-[5-(hydroxymethyl)thien-2-yl]-1,3-thiazol-2-yl} thiocarbonate 1027417-59-9 C11H11NO3S3
O-ethyl S-{4-[5-(hydroxymethyl)thien-2-yl]-1,3-thiazol-2-yl} thiocarbonate
—— (2S,3R,4S,5R)-3,4,5-trimethoxy-2-(phenylthio)tetrahydro-2H-pyran 870096-05-2 C14H20O4S
(2S,3R,4S,5R)-3,4,5-trimethoxy-2-(phenylthio)tetrahydro-2H-pyran
—— 7-Methyl-3-thiophen-2-yl-6-[3-(trifluoromethyl)phenyl]sulfanyl-[1,2,4]triazolo[4,3-b]pyridazine 1428566-39-5 C17H11F3N4S2
7-Methyl-3-thiophen-2-yl-6-[3-(trifluoromethyl)phenyl]sulfanyl-[1,2,4]triazolo[4,3-b]pyridazine
—— 8-Methyl-3-thiophen-2-yl-6-[3-(trifluoromethyl)phenyl]sulfanyl-[1,2,4]triazolo[4,3-b]pyridazine 1428566-40-8 C17H11F3N4S2
8-Methyl-3-thiophen-2-yl-6-[3-(trifluoromethyl)phenyl]sulfanyl-[1,2,4]triazolo[4,3-b]pyridazine
—— 4-Methoxy-3,5-dimethyl-2-(5-thiophen-2-yl-[1,3,4]oxadiazol-2-ylsulfanylmethyl)-pyridine 197371-68-9 C15H15N3O2S2
4-Methoxy-3,5-dimethyl-2-(5-thiophen-2-yl-[1,3,4]oxadiazol-2-ylsulfanylmethyl)-pyridine
—— 3-Thiophen-2-yl-6-[3-(trifluoromethyl)phenyl]sulfanyl-[1,2,4]triazolo[4,3-b]pyridazine 1428565-56-3 C16H9F3N4S2
3-Thiophen-2-yl-6-[3-(trifluoromethyl)phenyl]sulfanyl-[1,2,4]triazolo[4,3-b]pyridazine
—— 3-(2-Thienyl)-4-methyl-5-methylthio-4H-1,2,4-triazole 116850-51-2 C8H9N3S2
3-(2-Thienyl)-4-methyl-5-methylthio-4H-1,2,4-triazole
—— ethyl 2-((6-chloropyridazin-3-yl)thio)propanoate 89981-29-3 C8H9ClN2O2S
ethyl 2-((6-chloropyridazin-3-yl)thio)propanoate
—— 1-Methylsulfanyl-3-(3-methylsulfanyl-[1,2,4]triazin-5-yl)-5,6,7,8,9,10-hexahydro-cycloocta[c]pyridine 501117-58-4 C16H20N4S2
1-Methylsulfanyl-3-(3-methylsulfanyl-[1,2,4]triazin-5-yl)-5,6,7,8,9,10-hexahydro-cycloocta[c]pyridine
—— tert-Butoxycarbonyl-isothiocyanat 78366-57-1 C6H9NO2S
tert-Butoxycarbonyl-isothiocyanat
—— 3,3'-bis(methylsulfanyl)-5,5'-bi-1,2,4-triazine 42836-88-4 C8H8N6S2
3,3'-bis(methylsulfanyl)-5,5'-bi-1,2,4-triazine
—— N-(2-Amino-ethyl)-N'-(5-chloro-2-phenylsulfanyl-phenyl)-propane-1,3-diamine 180145-05-5 C17H22ClN3S
N-(2-Amino-ethyl)-N'-(5-chloro-2-phenylsulfanyl-phenyl)-propane-1,3-diamine
—— 1-Methylsulfanyl-3-(3-methylsulfanyl-[1,2,4]triazin-5-yl)-6,7,8,9-tetrahydro-5H-cyclohepta[c]pyridine 287102-87-8 C15H18N4S2
1-Methylsulfanyl-3-(3-methylsulfanyl-[1,2,4]triazin-5-yl)-6,7,8,9-tetrahydro-5H-cyclohepta[c]pyridine
—— 1-Methylsulfanyl-3-(3-methylsulfanyl-1,2,4-triazin-5-yl)-5,6,7,8-tetrahydroisoquinoline 287102-86-7 C14H16N4S2
1-Methylsulfanyl-3-(3-methylsulfanyl-1,2,4-triazin-5-yl)-5,6,7,8-tetrahydroisoquinoline
—— 1-methylsulfanyl-3-(3-methylsulfanyl-1,2,4-triazin-5-yl)-6,7-dihydro-5H-cyclopenta[c]pyridine 287102-85-6 C13H14N4S2
1-methylsulfanyl-3-(3-methylsulfanyl-1,2,4-triazin-5-yl)-6,7-dihydro-5H-cyclopenta[c]pyridine
—— 3,4-bis(methylthio)isothiazole-5-carbonitrile 75083-17-9 C6H6N2S3
3,4-bis(methylthio)isothiazole-5-carbonitrile
—— N-[3-[4-(2-aminoethyl)piperazin-1-yl]propyl]-5-chloro-2-phenylsulfanylaniline 180145-13-5 C21H29ClN4S
N-[3-[4-(2-aminoethyl)piperazin-1-yl]propyl]-5-chloro-2-phenylsulfanylaniline
—— 1-Methyl-3-(3-methylmercaptoisothiazol-5-yl)urea 108281-24-9 C6H9N3OS2
1-Methyl-3-(3-methylmercaptoisothiazol-5-yl)urea