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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
—— 2-[1-(p-chlorophenyl)-3-(phenylsulfanyl)prop-2-ynyl]-5-methyl-thiophene 1062602-61-2 C20H15ClS2
2-[1-(p-chlorophenyl)-3-(phenylsulfanyl)prop-2-ynyl]-5-methyl-thiophene
—— 1-(4-methyl-thiazol-2-ylsulfanyl)-propan-2-one 40107-46-8 C7H9NOS2
1-(4-methyl-thiazol-2-ylsulfanyl)-propan-2-one
—— ethoxycarbonyl-thiocarbamoyl-sulfane 66659-24-3 C4H7NO2S2
ethoxycarbonyl-thiocarbamoyl-sulfane
—— 1-bromo-3-(hexane-1-sulfonyl)-propan-2-one 90676-00-9 C9H17BrO3S
1-bromo-3-(hexane-1-sulfonyl)-propan-2-one
—— 1-bromo-3-(pentane-1-sulfonyl)-propan-2-one 116402-68-7 C8H15BrO3S
1-bromo-3-(pentane-1-sulfonyl)-propan-2-one
—— 5-{[2-(1H-Imidazol-1-yl)ethyl]sulfanyl}-1,3,4-thiadiazole-2(3H)-thione 114116-95-9 C7H8N4S3
5-{[2-(1H-Imidazol-1-yl)ethyl]sulfanyl}-1,3,4-thiadiazole-2(3H)-thione
—— 2.4.4-Trichlor-butan-sulfonylisocyanat 13749-43-4 C5H6Cl3NO3S
2.4.4-Trichlor-butan-sulfonylisocyanat
—— methyl 2-chloro-3-[4-(4-chlorophenylthio)phenyl]propionate 163108-65-4 C16H14Cl2O2S
methyl 2-chloro-3-[4-(4-chlorophenylthio)phenyl]propionate
—— 25353-24-6 C11H20S2
—— N-Cyclooctyliden-dithiocarbazinsaeure-methylester 26155-44-2 C10H18N2S2
N-Cyclooctyliden-dithiocarbazinsaeure-methylester
—— ethyl β,β-dichlorovinyl sulfone 70350-25-3 C4H6Cl2O2S
ethyl β,β-dichlorovinyl sulfone
—— (5-methylsulfanyl-[1,3,4]thiadiazol-2-yl)-<i>p</i>-tolyl-amine 14731-45-4 C10H11N3S2
(5-methylsulfanyl-[1,3,4]thiadiazol-2-yl)-<i>p</i>-tolyl-amine
—— CH3SCSNHN(cyclo-C6H10) 26251-64-9 C8H14N2S2
CH3SCSNHN(cyclo-C6H10)
—— 5,5'-bis-methylsulfanyl-[2,2']bi[1,3,4]thiadiazolyl 93240-65-4 C6H6N4S4
5,5'-bis-methylsulfanyl-[2,2']bi[1,3,4]thiadiazolyl
—— bis(5-methylthiazol-2-yl) sulfide 137768-79-7 C8H8N2S3
bis(5-methylthiazol-2-yl) sulfide
—— 5-methylthio-1,3,4-thiadiazole-2-carboxylic acid ethylester 75573-82-9 C6H8N2O2S2
5-methylthio-1,3,4-thiadiazole-2-carboxylic acid ethylester
—— 2-phenylthio-5-chloropyrimidine 79685-95-3 C10H7ClN2S
2-phenylthio-5-chloropyrimidine
—— [2'-(5"-chloropyridin-2"-ylthio)phenyl]-acetic acid 114077-43-9 C13H10ClNO2S
[2'-(5"-chloropyridin-2"-ylthio)phenyl]-acetic acid
—— methyl 5-amino-4-cyano-3-methylthiopyrazolylcarbodithioate 106508-06-9 C7H8N4S3
methyl 5-amino-4-cyano-3-methylthiopyrazolylcarbodithioate
—— [(Z)-1-phenylsulfanylhept-5-enyl]sulfanylbenzene 125115-22-2 C19H22S2
[(Z)-1-phenylsulfanylhept-5-enyl]sulfanylbenzene
—— 1-p-Tolyl-mercapto-1-fluoro-aethylen 2968-15-2 C9H9FS
1-p-Tolyl-mercapto-1-fluoro-aethylen
—— N,N-dimethyl-3-(phenylthio)aniline 103206-21-9 C14H15NS
N,N-dimethyl-3-(phenylthio)aniline
—— diethyl α-(2,4-dichlorophenyl)-α-[2-(phenylthio)phenylamino]methylphosphonate 1449063-89-1 C23H24Cl2NO3PS
diethyl α-(2,4-dichlorophenyl)-α-[2-(phenylthio)phenylamino]methylphosphonate
—— (Z)-1-p-tolylthio-1-fluoro-2-chloroethene 461031-38-9 C9H8ClFS
(Z)-1-p-tolylthio-1-fluoro-2-chloroethene
—— 1-(3-(ethylthio)-2-pyrazinyl)-1-propanone 98618-79-2 C9H12N2OS
1-(3-(ethylthio)-2-pyrazinyl)-1-propanone
—— 4-methyl-2-[(3-methyl-2-butenyl)thio]thiophene 190433-94-4 C10H14S2
4-methyl-2-[(3-methyl-2-butenyl)thio]thiophene
—— Methyl-(2-chlor-1,1-difluor-aethyl)-sulfid 5187-56-4 C3H5ClF2S
Methyl-(2-chlor-1,1-difluor-aethyl)-sulfid
—— 2-amino-5-methylsulfanyl-pyrrole-3,4-dicarbonitrile 98550-34-6 C7H6N4S
2-amino-5-methylsulfanyl-pyrrole-3,4-dicarbonitrile
—— 3-methyl-2-(methylthio)thiophene 84034-27-5 C6H8S2
3-methyl-2-(methylthio)thiophene
—— trans-2,5-Dihydro-2,5-dimethoxy-2,5-dimethylthiophene —— C8H14O2S
trans-2,5-Dihydro-2,5-dimethoxy-2,5-dimethylthiophene
—— 4-methylsulfanyl-2-oxo-5,6-diphenyl-2H-pyran-3-carboxylic acid methyl ester 894790-71-7 C20H16O4S
4-methylsulfanyl-2-oxo-5,6-diphenyl-2H-pyran-3-carboxylic acid methyl ester
—— .2-[(3-methylphenyl)sulfanyl]-1,3-dinitro-5-(trifluoromethyl)benzene 1137560-28-1 C14H9F3N2O4S
.2-[(3-methylphenyl)sulfanyl]-1,3-dinitro-5-(trifluoromethyl)benzene
—— α-(3-Methyl-phenylmercapto)-essigsaeurehydrazid 14738-29-5 C9H12N2OS
α-(3-Methyl-phenylmercapto)-essigsaeurehydrazid
—— 1-amino-1-methyl-S-methyl isothiourea 151756-19-3 C3H9N3S
1-amino-1-methyl-S-methyl isothiourea
—— propyl m-tolyl sulfide 24767-95-1 C10H14S
propyl m-tolyl sulfide
—— 3-methyl-6-(3-methylphenyl)sulfanyl-2,4-dioxo-1H-pyrimidine-5-carbaldehyde 80947-62-2 C13H12N2O3S
3-methyl-6-(3-methylphenyl)sulfanyl-2,4-dioxo-1H-pyrimidine-5-carbaldehyde
—— 5-(3-Methylphenyl)sulfanyl-6-nitrospiro[1,2-dihydroindene-3,2'-1,3-dioxolane] 1027313-05-8 C18H17NO4S
5-(3-Methylphenyl)sulfanyl-6-nitrospiro[1,2-dihydroindene-3,2'-1,3-dioxolane]
—— 6-m-totylthiopyridazin-3-amine 122479-62-3 C11H11N3S
6-m-totylthiopyridazin-3-amine
—— 2-(3-Methylphenyl)sulfanylpropanamide 104864-53-1 C10H13NOS
2-(3-Methylphenyl)sulfanylpropanamide
—— 4-(3-Methylphenyl)sulfanyl-2-(trifluoromethyl)benzonitrile 1146401-24-2 C15H10F3NS
4-(3-Methylphenyl)sulfanyl-2-(trifluoromethyl)benzonitrile
—— 6-(furan-2-yl)-3-methoxycarbonyl-4-methylsulfanyl-2H-pyran-2-one 115411-50-2 C12H10O5S
6-(furan-2-yl)-3-methoxycarbonyl-4-methylsulfanyl-2H-pyran-2-one
—— N-methyl-2-<(3-methylphenyl)thio>ethanamine hydrochloride 115335-01-8 C10H15NS*ClH
N-methyl-2-<(3-methylphenyl)thio>ethanamine hydrochloride
—— 2,3-Dicyano-5-(3-methylphenylthio)pyrazine 72112-07-3 C13H8N4S
2,3-Dicyano-5-(3-methylphenylthio)pyrazine
—— 2(1H)-Pyridinone, 3-amino-5-methyl-4-((3-methylphenyl)thio)- 172469-95-3 C13H14N2OS
2(1H)-Pyridinone, 3-amino-5-methyl-4-((3-methylphenyl)thio)-
—— 4-chloro-5-m-tolylsulfanyl-benzene-1,2-diamine 1193384-34-7 C13H13ClN2S
4-chloro-5-m-tolylsulfanyl-benzene-1,2-diamine
—— 3-<i>m</i>-tolylsulfanyl-propionitrile 62508-40-1 C10H11NS
3-<i>m</i>-tolylsulfanyl-propionitrile
—— 4-(3-Methylphenyl)sulfanylthieno[2,3-c]pyridine-2-carboxylic acid 1026027-62-2 C15H11NO2S2
4-(3-Methylphenyl)sulfanylthieno[2,3-c]pyridine-2-carboxylic acid
—— Methyl 4-(3-methylphenyl)sulfanylthieno[2,3-c]pyridine-2-carboxylate 1026546-69-9 C16H13NO2S2
Methyl 4-(3-methylphenyl)sulfanylthieno[2,3-c]pyridine-2-carboxylate
—— allyl 2-(3-methylthiophenoxy)benzoate 144463-76-3 C17H16O2S
allyl 2-(3-methylthiophenoxy)benzoate
—— 1-(6-chloro-5-m-tolylsulfanyl-1H-benzoimidazol-2-yl)-1H-pyrazole-4-carboxylic acid ethyl ester 1193384-39-2 C20H17ClN4O2S
1-(6-chloro-5-m-tolylsulfanyl-1H-benzoimidazol-2-yl)-1H-pyrazole-4-carboxylic acid ethyl ester