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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
—— 5,8,11,14,17-pentaoxa-2,20,22,24-tetrathiabicyclo<19.3.0>tetraicos-1(21)-ene-23-thione 144694-70-2 C15H24O5S5
5,8,11,14,17-pentaoxa-2,20,22,24-tetrathiabicyclo<19.3.0>tetraicos-1(21)-ene-23-thione
—— 5-acetyl-6-methyl-2,4-bis(methylsulfanyl)nicotinonitrile 156785-25-0 C11H12N2OS2
5-acetyl-6-methyl-2,4-bis(methylsulfanyl)nicotinonitrile
—— 4,5-(1,2-benzodithio)-1,3-dithiole-2-thione 184836-32-6 C9H4S5
4,5-(1,2-benzodithio)-1,3-dithiole-2-thione
—— 5-amino-1,3-dimethyl-7-methylthiopyrimido<4,5-d>pyrimidine-2,4(1H,3H)-dione 70371-52-7 C9H11N5O2S
5-amino-1,3-dimethyl-7-methylthiopyrimido<4,5-d>pyrimidine-2,4(1H,3H)-dione
—— (E)-2,3,7-trithiaocta-4-ene 7-oxide 104228-50-4 C5H10OS3
(E)-2,3,7-trithiaocta-4-ene 7-oxide
—— dimethylketene phenyl p-tolyl mercaptal 104411-48-5 C17H18S2
dimethylketene phenyl p-tolyl mercaptal
—— 4-methylsulfanyl-2-oxo-6-pyridin-3-yl-2H-pyran-3-carbonitrile 61380-93-6 C12H8N2O2S
4-methylsulfanyl-2-oxo-6-pyridin-3-yl-2H-pyran-3-carbonitrile
—— 2,2-Bis-ethylsulfanyl-1,3,3-trimethyl-cyclopropanol 62936-08-7 C10H20OS2
2,2-Bis-ethylsulfanyl-1,3,3-trimethyl-cyclopropanol
—— methyl-5,5-(dimethylenedithio)-6(E)-8-oxo-7-octenoate 201273-27-0 C11H16O3S2
methyl-5,5-(dimethylenedithio)-6(E)-8-oxo-7-octenoate
—— 3-Methylthio-5-oxo-dihydro-1,2,4-triazin-6-yl-propionsaeure 100524-19-4 C7H9N3O3S
3-Methylthio-5-oxo-dihydro-1,2,4-triazin-6-yl-propionsaeure
—— 1,4,7-Oxadithionin, 2,3,8,9-tetrahydro- 102096-94-6 C6H10OS2
1,4,7-Oxadithionin, 2,3,8,9-tetrahydro-
—— 5-phenyl-5,6-dihydro-7H-[1,2,4]triazolo[5,1-b][1,3]thiazin-7-one 408295-38-5 C11H9N3OS
5-phenyl-5,6-dihydro-7H-[1,2,4]triazolo[5,1-b][1,3]thiazin-7-one
—— 3-(2-Vinyl-[1,3]dithian-2-yl)-cyclohexanone 73798-19-3 C12H18OS2
3-(2-Vinyl-[1,3]dithian-2-yl)-cyclohexanone
—— 2,2-Bis-[1,3]dithiol-2-yl-cyclopent-4-ene-1,3-dione 62576-07-2 C11H8O2S4
2,2-Bis-[1,3]dithiol-2-yl-cyclopent-4-ene-1,3-dione
—— L-(-)-Glycerinaldehyd-dithioethylacetal 91102-73-7 C7H16O2S2
L-(-)-Glycerinaldehyd-dithioethylacetal
—— ethyl (methylsulphinyl)dithioacetate 83483-45-8 C5H10OS3
ethyl (methylsulphinyl)dithioacetate
—— (E)-4-bromo-5-(4-bromophenyl)thio-4-octene 1033062-99-5 C14H18Br2S
(E)-4-bromo-5-(4-bromophenyl)thio-4-octene
—— (E)-2-chloroethenyl 2-(trimethylsilyl)ethyl sulfoxide 353244-14-1 C7H15ClOSSi
(E)-2-chloroethenyl 2-(trimethylsilyl)ethyl sulfoxide
—— 2,2',4',6-tetrakis(methylthio)-4,5'-bipyrimidine 60186-83-6 C12H14N4S4
2,2',4',6-tetrakis(methylthio)-4,5'-bipyrimidine
—— 5-((4-fluorobenzyl)thio)-1,3,4-thiadiazol-2-amine 299936-22-4 C9H8FN3S2
5-((4-fluorobenzyl)thio)-1,3,4-thiadiazol-2-amine
—— methylenethiirane 64251-85-0 C3H4S
methylenethiirane
—— propane‐1,3‐diyl dicarbamimidothioate dihydrobromide 5442-32-0 2BrH*C5H12N4S2
propane‐1,3‐diyl dicarbamimidothioate dihydrobromide
—— 1-Bromo-4-[2-[2-(4-bromophenyl)sulfanylethoxy]ethylsulfanyl]benzene 381732-28-1 C16H16Br2OS2
1-Bromo-4-[2-[2-(4-bromophenyl)sulfanylethoxy]ethylsulfanyl]benzene
—— 4-((2-aminophenyl)thio)-3-((dimethylamino)methyl)phenol 1004534-87-5 C15H18N2OS
4-((2-aminophenyl)thio)-3-((dimethylamino)methyl)phenol
—— isothioquinanthrene 50634-26-9 C18H10N2S2
isothioquinanthrene
—— 2,4,7,9-Tetraphenyl-1,6-dithia-3,8-diazaspiro<4.4>nonan 50650-57-2 C29H26N2S2
2,4,7,9-Tetraphenyl-1,6-dithia-3,8-diazaspiro<4.4>nonan
—— Trimethyl-(3-phenylsulfanyl-propyl)-stannane 35935-24-1 C12H20SSn
Trimethyl-(3-phenylsulfanyl-propyl)-stannane
—— 3-(4-Bromo-phenyl)-4-phenylsulfanylmethyl-isoxazole 76164-62-0 C16H12BrNOS
3-(4-Bromo-phenyl)-4-phenylsulfanylmethyl-isoxazole
—— 4-Methyl-3-phenyl-5-aethylmercapto-isooxazol 13626-90-9 C12H13NOS
4-Methyl-3-phenyl-5-aethylmercapto-isooxazol
—— O-(1-isopropoxy-2,2-dimethylvinyl) S-ethyl dithiocarbonate 123330-29-0 C10H18O2S2
O-(1-isopropoxy-2,2-dimethylvinyl) S-ethyl dithiocarbonate
—— 1-methylsulfinyl-1-(methylthio)cyclopropane 57260-89-6 C5H10OS2
1-methylsulfinyl-1-(methylthio)cyclopropane
—— 2-Methyl-2,3,5,6,7,8-hexahydro-1lambda~6~,4lambda~6~-benzodithiine-1,1,4,4-tetrone 55789-54-3 C9H14O4S2
2-Methyl-2,3,5,6,7,8-hexahydro-1lambda~6~,4lambda~6~-benzodithiine-1,1,4,4-tetrone
—— bis(nicotinoyl)-4,4'-thiodiphenolate 941571-87-5 C24H16N2O4S
bis(nicotinoyl)-4,4'-thiodiphenolate
—— O-(isopropoxycyclopentylidenemethyl) S-ethyl dithiocarbonate 123311-32-0 C12H20O2S2
O-(isopropoxycyclopentylidenemethyl) S-ethyl dithiocarbonate
—— 7,9-Dimethyl-1,4-dioxa-7,9-diazacycloundecane-8-thione 89863-07-0 C9H18N2O2S
7,9-Dimethyl-1,4-dioxa-7,9-diazacycloundecane-8-thione
—— 3-Methyl-4-phenyl-5-aethylmercapto-isooxazol 13626-91-0 C12H13NOS
3-Methyl-4-phenyl-5-aethylmercapto-isooxazol
—— O-(isopropoxycyclohexylidenemethyl) S-ethyl dithiocarbonate 123311-34-2 C13H22O2S2
O-(isopropoxycyclohexylidenemethyl) S-ethyl dithiocarbonate
—— 2-Ethyl-4a,5,6,7,8,8a-hexahydro-1,4-benzodithiine 55789-70-3 C10H16S2
2-Ethyl-4a,5,6,7,8,8a-hexahydro-1,4-benzodithiine
—— 5-(4-chloro-phenylsulfanyl)-2-nitro-pyridine 77012-86-3 C11H7ClN2O2S
5-(4-chloro-phenylsulfanyl)-2-nitro-pyridine
—— S,S'-<2,2'-dithiobis(nitropyridyl)>bis(N,N-dimethylcarbamothioate) 81606-01-1 C16H16N6O6S4
S,S'-<2,2'-dithiobis(nitropyridyl)>bis(N,N-dimethylcarbamothioate)
—— 4-PHENYLTHIOCYCLOHEXYLAMINE 321597-32-4 C12H17NS
4-PHENYLTHIOCYCLOHEXYLAMINE
—— 2-Methyl-2,3,5,6,7,8-hexahydro-1,4-benzodithiine 55789-64-5 C9H14S2
2-Methyl-2,3,5,6,7,8-hexahydro-1,4-benzodithiine
—— 2-ethyl-2,3-dihydro-5-methyl-1,4-dithiin 1,1,4,4-tetroxide 58951-11-4 C7H12O4S2
2-ethyl-2,3-dihydro-5-methyl-1,4-dithiin 1,1,4,4-tetroxide
—— 1,3-Di-(p-tolylthio)-azulen 61035-79-8 C24H20S2
1,3-Di-(p-tolylthio)-azulen
—— 2,3-dihydro-2,6-dimethyl-1,4-dithiin 1,1,4,4-tetroxide 58951-07-8 C6H10O4S2
2,3-dihydro-2,6-dimethyl-1,4-dithiin 1,1,4,4-tetroxide
—— 2-ethyl-5,6-dihydro-3-methyl-1,4-dithiin 1,1,4,4-tetroxide 55789-52-1 C7H12O4S2
2-ethyl-5,6-dihydro-3-methyl-1,4-dithiin 1,1,4,4-tetroxide
—— 2,3-dihydro-2,3,5,6-tetramethyl-1,4-dithiin 1,1,4,4-tetroxide 55789-57-6 C8H14O4S2
2,3-dihydro-2,3,5,6-tetramethyl-1,4-dithiin 1,1,4,4-tetroxide
—— 2,6-Diethyl-2,3-dihydro-1lambda~6~,4lambda~6~-dithiine-1,1,4,4-tetrone 58951-18-1 C8H14O4S2
2,6-Diethyl-2,3-dihydro-1lambda~6~,4lambda~6~-dithiine-1,1,4,4-tetrone
—— 2-ethyl-4a,5,6,7,8,8a-hexahydro-1,4-benzodithiin 1,1,4,4-tetroxide 55789-61-2 C10H16O4S2
2-ethyl-4a,5,6,7,8,8a-hexahydro-1,4-benzodithiin 1,1,4,4-tetroxide
—— 2,3-Dimethyl-2,3,5,6,7,8-hexahydro-1,4-benzodithiine 55789-68-9 C10H16S2
2,3-Dimethyl-2,3,5,6,7,8-hexahydro-1,4-benzodithiine