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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
—— 9-(1-tert-butylpiperidin-4-ylsulfanyl)-2-(2-isopropyl-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-6-oxa-1,3a-diazabenzo[e]azulene 1401301-02-7 C25H34N6OS
9-(1-tert-butylpiperidin-4-ylsulfanyl)-2-(2-isopropyl-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-6-oxa-1,3a-diazabenzo[e]azulene
—— (3Z,6Z,9Z,12Z)-pentadeca-(3,6,9,12)-tetraen-1-thiol 1204619-36-2 C15H24S
(3Z,6Z,9Z,12Z)-pentadeca-(3,6,9,12)-tetraen-1-thiol
—— [2-(ethanesulfonyl)ethyl](methyl)amine 128696-32-2 C5H13NO2S
[2-(ethanesulfonyl)ethyl](methyl)amine
—— Formamidomethyl-aethyl-sulfon 28918-59-4 C4H9NO3S
Formamidomethyl-aethyl-sulfon
—— (2-ethanesulfonyl-ethyl)-butyl-amine 128696-31-1 C8H19NO2S
(2-ethanesulfonyl-ethyl)-butyl-amine
—— (<i>Z</i>)-1-ethanesulfonyl-2-iodo-3,3-dimethyl-but-1-ene 56480-97-8 C8H15IO2S
(<i>Z</i>)-1-ethanesulfonyl-2-iodo-3,3-dimethyl-but-1-ene
—— 2-ethanesulfonyl-acrylonitrile 98142-72-4 C5H7NO2S
2-ethanesulfonyl-acrylonitrile
—— 5,5-dimethyl-3-(2-methylthiophenylamino)cyclohex-2-en-1-one 82195-00-4 C15H19NOS
5,5-dimethyl-3-(2-methylthiophenylamino)cyclohex-2-en-1-one
—— thioacetamide; hydrochloride 95665-07-9 C2H5NS*ClH
thioacetamide; hydrochloride
—— 5-<i>tert</i>-butyl-2,3-dihydro-[1,4]dithiine 59177-00-3 C8H14S2
5-<i>tert</i>-butyl-2,3-dihydro-[1,4]dithiine
—— 3,3-dimethyl-1-vinylsulfanyl-but-1-yne 68305-72-6 C8H12S
3,3-dimethyl-1-vinylsulfanyl-but-1-yne
—— Cyclobutyl-methylthioketon 38381-26-9 C6H10S
Cyclobutyl-methylthioketon
—— 2,3-dihydro-5-hydroxymethyl-7H-thiazolo<3,2-a>pyrimidin-7-one 111730-55-3 C7H8N2O2S
2,3-dihydro-5-hydroxymethyl-7H-thiazolo<3,2-a>pyrimidin-7-one
—— 2-Chlorocyclopentane-1-thione 1378824-60-2 C5H7ClS
2-Chlorocyclopentane-1-thione
—— 2-thioxo-cyclopentanecarboxylic acid 98135-86-5 C6H8O2S
2-thioxo-cyclopentanecarboxylic acid
—— Ethyl-propylsulfon 31110-65-3 C5H12O2S
Ethyl-propylsulfon
—— 3-(3-amino-4-fluorophenyl)-1-ethyl-7-(methylthio)-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one 1011463-84-5 C15H16FN5OS
3-(3-amino-4-fluorophenyl)-1-ethyl-7-(methylthio)-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one
—— N-(3,4-dimethyl-2-thietanylidene)isopropylamine 139633-25-3 C8H15NS
N-(3,4-dimethyl-2-thietanylidene)isopropylamine
—— N-isopropylthiotiglylamide 139633-14-0 C8H15NS
N-isopropylthiotiglylamide
—— 2(5-Indanylthio)benzylalcohol 56096-74-3 C16H16OS
2(5-Indanylthio)benzylalcohol
—— 1-chloro-5-[(3,3,3-trifluoropropyl)sulphonyl]pentane 1353008-93-1 C8H14ClF3O2S
1-chloro-5-[(3,3,3-trifluoropropyl)sulphonyl]pentane
—— 2-((2,2,2-trifluoroethyl)thio)ethanol 5187-61-1 C4H7F3OS
2-((2,2,2-trifluoroethyl)thio)ethanol
—— 3-chloropropyl-3,3,4,4,4-pentafluorobutylsulphoxide 1353008-84-0 C7H10ClF5OS
3-chloropropyl-3,3,4,4,4-pentafluorobutylsulphoxide
—— N-methyl-3-[(3,3,4,4,4-pentafluorobutyl)sulphinyl]propan-1-amine 1353009-05-8 C8H14F5NOS
N-methyl-3-[(3,3,4,4,4-pentafluorobutyl)sulphinyl]propan-1-amine
—— 9-[4-chloro-3-(2-methylthioethoxycarbonylmethylthio)phenylimino]-8-thia-1,6-diazabicyclo[4.3.0]-nonan-7-one 121502-29-2 C17H20ClN3O3S3
9-[4-chloro-3-(2-methylthioethoxycarbonylmethylthio)phenylimino]-8-thia-1,6-diazabicyclo[4.3.0]-nonan-7-one
—— 2-(ethoxy-methyleneamino)-5-ethylsulfanyl-1H-pyrrole-3,4-dicarbonitrile 1500-89-6 C11H12N4OS
2-(ethoxy-methyleneamino)-5-ethylsulfanyl-1H-pyrrole-3,4-dicarbonitrile
—— N-methyl-5-[(3,3,3-trifluoropropyl)sulphonyl]pentan-1-amine 1353009-24-1 C9H18F3NO2S
N-methyl-5-[(3,3,3-trifluoropropyl)sulphonyl]pentan-1-amine
—— N-methyl-3-[(4,4,4-trifluorobutyl)sulphonyl]propan-1-amine 1353009-34-3 C8H16F3NO2S
N-methyl-3-[(4,4,4-trifluorobutyl)sulphonyl]propan-1-amine
—— 3-chloropropyl 4,4,4-trifluorobutyl sulphone 1353008-97-5 C7H12ClF3O2S
3-chloropropyl 4,4,4-trifluorobutyl sulphone
—— 2(5-Indanylthio)phenylacetonitril 56096-76-5 C17H15NS
2(5-Indanylthio)phenylacetonitril
—— 2-(5-Indanylthio)benzoesaeure 56096-73-2 C16H14O2S
2-(5-Indanylthio)benzoesaeure
—— 2-(5-Indanylthio)phenylessigsaeure 56096-77-6 C17H16O2S
2-(5-Indanylthio)phenylessigsaeure
—— 2-(5-Indanylthio)benzylchlorid 56096-75-4 C16H15ClS
2-(5-Indanylthio)benzylchlorid
—— N,N'-bis(ethoxythiocarbonyl)hydrazine 91915-06-9 C6H12N2O2S2
N,N'-bis(ethoxythiocarbonyl)hydrazine
—— 2-methyl-N-[4-(5-sulfamoylthiophen-2-yl)sulfanylphenyl]propanamide 63032-20-2 C14H16N2O3S3
2-methyl-N-[4-(5-sulfamoylthiophen-2-yl)sulfanylphenyl]propanamide
—— 7-Ethylmercapto-1.3-dimethyl-6-aza-lumazin 7271-95-6 C9H11N5O2S
7-Ethylmercapto-1.3-dimethyl-6-aza-lumazin
—— 2-(1-[4-bromophenyl]ethylthio)-pyridine N-oxide 60264-07-5 C13H12BrNOS
2-(1-[4-bromophenyl]ethylthio)-pyridine N-oxide
—— Ethanol, 2-mercapto-, reaction products with 1,5-hexadiene 75535-34-1 C8H16OS
Ethanol, 2-mercapto-, reaction products with 1,5-hexadiene
—— ethanesulfonyl isothiocyanate 52405-94-4 C3H5NO2S2
ethanesulfonyl isothiocyanate
—— N-[1-(1,1-dioxido-2(S)-thietanyl)cyclohexyl]-2-methyl-2-propane-(S)-sulfinamide 865469-60-9 C13H25NO3S2
N-[1-(1,1-dioxido-2(S)-thietanyl)cyclohexyl]-2-methyl-2-propane-(S)-sulfinamide
—— p-Methylmercapto-phenyl-mercapto-essigsaeure 18619-28-8 C9H10O2S2
p-Methylmercapto-phenyl-mercapto-essigsaeure
—— Ethanol, 2,2'-thiobis-, reaction products with hydrogen peroxide 82457-26-9 C4H12O4S
Ethanol, 2,2'-thiobis-, reaction products with hydrogen peroxide
—— 5-[2-(2-(methylsulfanyl)-5,6-dihydro-4H-furo[2,3-b]pyridin-7-yl)-2-oxoethyl]cyclopent-1-enecarboxylic acid methyl ester 325737-03-9 C17H21NO4S
5-[2-(2-(methylsulfanyl)-5,6-dihydro-4H-furo[2,3-b]pyridin-7-yl)-2-oxoethyl]cyclopent-1-enecarboxylic acid methyl ester
—— Di-tert.-butyl-dithiolkohlensaeureester 16118-32-4 C9H18OS2
Di-tert.-butyl-dithiolkohlensaeureester
—— 5-(oxan-4-ylsulfanyl)pyridin-2-carbonitrile 1454252-77-7 C11H12N2OS
5-(oxan-4-ylsulfanyl)pyridin-2-carbonitrile
—— 6-bromobenzo[b]thiophene-2,3-dione 73655-14-8 C8H3BrO2S
6-bromobenzo[b]thiophene-2,3-dione
—— Tris(2-hydroxyethyl)ammonium 4-fluorophenylthioacetate 102582-91-2 C6H15NO3*C8H7FO2S
Tris(2-hydroxyethyl)ammonium 4-fluorophenylthioacetate
—— 1,1-diisopropyl-dithiobiuret 14812-42-1 C8H17N3S2
1,1-diisopropyl-dithiobiuret
—— 1,1-Diethyl-dithiobiuret 14812-41-0 C6H13N3S2
1,1-Diethyl-dithiobiuret
—— Phenylglyoxylsaeure-diphenylmercaptal 10490-08-1 C20H16O2S2
Phenylglyoxylsaeure-diphenylmercaptal