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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-(vinylthio)-1-methylimidazole —— C6H8N2S
2-(vinylthio)-1-methylimidazole
—— 3,4-dihydro-3-(1-methylethyl)-6-(methylthio)-1H-2,1,3-benzothiadiazine-2,2-dioxide —— C11H16N2O2S2
3,4-dihydro-3-(1-methylethyl)-6-(methylthio)-1H-2,1,3-benzothiadiazine-2,2-dioxide
—— 4-aminophenylthioacetylcarbamoylfumagillol —— C25H34N2O6S
4-aminophenylthioacetylcarbamoylfumagillol
—— (3-bromophenyl)(2-chloroethyl)sulfane —— C8H8BrClS
(3-bromophenyl)(2-chloroethyl)sulfane
—— 1,4,7,10-tetrathiacyclododec-2-ene-2,3-dicarbonitrile —— C10H12N2S4
1,4,7,10-tetrathiacyclododec-2-ene-2,3-dicarbonitrile
—— 1,2-bis-(2-diethylamino-ethanesulfonyl)-ethane —— C14H32N2O4S2
1,2-bis-(2-diethylamino-ethanesulfonyl)-ethane
—— 2-(benzylthio)-5-chloro-3-nitropyridine —— C12H9ClN2O2S
2-(benzylthio)-5-chloro-3-nitropyridine
—— 4-(benzo[d]thiazol-2-ylthio)-3-chloroaniline —— C13H9ClN2S2
4-(benzo[d]thiazol-2-ylthio)-3-chloroaniline
—— 3-(4-methylthioanilino)-1,2-propanediol —— C10H15NO2S
3-(4-methylthioanilino)-1,2-propanediol
—— 1-(diethylcarbamoyl)-4-bromo-5-(2,5-dimethylphenylthio)pyrazole —— C16H20BrN3OS
1-(diethylcarbamoyl)-4-bromo-5-(2,5-dimethylphenylthio)pyrazole
—— N-(4-(methylthio)benzylidene)-1-phenylmethanamine —— C15H15NS
N-(4-(methylthio)benzylidene)-1-phenylmethanamine
—— 4-Cyano-1-(dimethylsulfamoyl)-5-(2-methoxy-6-methylphenylthio)pyrazole —— C14H16N4O3S2
4-Cyano-1-(dimethylsulfamoyl)-5-(2-methoxy-6-methylphenylthio)pyrazole
—— trans-1,7-bis(phenylthio)-4-oxa-6-hepten-2-ol —— C18H20O2S2
trans-1,7-bis(phenylthio)-4-oxa-6-hepten-2-ol
—— bis-[2-(2-hydroxy-ethylsulfanyl)-ethyl]-sulfoxide —— C8H18O3S3
bis-[2-(2-hydroxy-ethylsulfanyl)-ethyl]-sulfoxide
—— 2-<<2-(2-hydroxyethoxy)ethoxy>methylthio>ethanol —— C7H16O4S
2-<<2-(2-hydroxyethoxy)ethoxy>methylthio>ethanol
—— <i>S</i>,<i>S</i>-bis-(2-hydroxy-ethyl)-sulfimide —— C4H11NO2S
<i>S</i>,<i>S</i>-bis-(2-hydroxy-ethyl)-sulfimide
—— methyl(1-oxido-1λ<sup>4</sup>-thietan-1-ylidene)carbamate —— C5H9NO3S
methyl(1-oxido-1λ<sup>4</sup>-thietan-1-ylidene)carbamate
—— bis-mercaptodiethylsulphide —— C4H12S3
bis-mercaptodiethylsulphide
—— 5-chloro-2-((3,4,4-trifluorobut-3-en-1-yl)thio)thiazole —— C7H5ClF3NS2
5-chloro-2-((3,4,4-trifluorobut-3-en-1-yl)thio)thiazole
—— bis(phenylthio)methyltributylstannane —— C25H38S2Sn
bis(phenylthio)methyltributylstannane
—— methyl (E)-3-[(4-chlorophenyl)thio]but-2-enoate —— C11H11ClO2S
methyl (E)-3-[(4-chlorophenyl)thio]but-2-enoate
—— methyl (E)-3-(p-tolylthio)but-2-enoate —— C12H14O2S
methyl (E)-3-(p-tolylthio)but-2-enoate
—— N-methylthiosulfoxydimethyl —— C3H9NOS2
N-methylthiosulfoxydimethyl
—— 4-(n-butylamino)-6-phenylpyrimido[4,5-b][1,4]benzothiazepine —— C21H20N4S
4-(n-butylamino)-6-phenylpyrimido[4,5-b][1,4]benzothiazepine
—— ethyl (E)-3-[(4-chlorophenyl)thio]but-2-enoate —— C12H13ClO2S
ethyl (E)-3-[(4-chlorophenyl)thio]but-2-enoate
—— methyl (E)-3-[(4-fluorophenyl)thio]but-2-enoate —— C11H11FO2S
methyl (E)-3-[(4-fluorophenyl)thio]but-2-enoate
—— (R)-2-(3-chloro-4-methylsulfanyl-benzyl)-morpholine —— C12H16ClNOS
(R)-2-(3-chloro-4-methylsulfanyl-benzyl)-morpholine
—— ethyl diexo 3-isothiocyanobicyclo[2.2.1]hept-5-ene-2-carboxylate —— C11H13NO2S
ethyl diexo 3-isothiocyanobicyclo[2.2.1]hept-5-ene-2-carboxylate
—— 3-methoxy-2-(phenylthio)thiophene —— C11H10OS2
3-methoxy-2-(phenylthio)thiophene
—— 2,4-dimethoxy-1-methyl-5-phenylthiobenzene —— C15H16O2S
2,4-dimethoxy-1-methyl-5-phenylthiobenzene
—— 5-methoxy-2-phenylthiothiophene —— C11H10OS2
5-methoxy-2-phenylthiothiophene
—— (4-nitrophenyl)(4-(trifluoromethyl)phenyl)sulfane —— C13H8F3NO2S
(4-nitrophenyl)(4-(trifluoromethyl)phenyl)sulfane
—— 4-methylthio-1-tributylstannylbenzene —— C19H34SSn
4-methylthio-1-tributylstannylbenzene
—— 5-phenylthio-2-(2-hydroxy-5-tert-butylphenyl)-2H-benzotriazole —— C22H21N3OS
5-phenylthio-2-(2-hydroxy-5-tert-butylphenyl)-2H-benzotriazole
—— 1,1-dimethylethyl {[3-(methylthio)phenyl]methyl}carbamate —— C13H19NO2S
1,1-dimethylethyl {[3-(methylthio)phenyl]methyl}carbamate
—— Butan-1,4-bis-<thiosulfonsaeure-S-(2-amino-aethylester)> —— C8H20N2O4S4
Butan-1,4-bis-<thiosulfonsaeure-S-(2-amino-aethylester)>
—— 2-(3-Bromo-phenylsulfanyl)-ethylamine —— C8H10BrNS
2-(3-Bromo-phenylsulfanyl)-ethylamine
—— 3-(2-chloro-6-methylthiophenyl)-4,5-dihydroisoxazole —— C10H10ClNOS
3-(2-chloro-6-methylthiophenyl)-4,5-dihydroisoxazole
—— ethyl 4-ethylsulfanyl-1,2,5-thiadiazole-3-carboxylate —— C7H10N2O2S2
ethyl 4-ethylsulfanyl-1,2,5-thiadiazole-3-carboxylate
—— 2-(2-bromophenylsulfanyl)ethylamine —— C8H10BrNS
2-(2-bromophenylsulfanyl)ethylamine
—— 5-phenylthio-hexa-1,4(Z)-diene —— C12H14S
5-phenylthio-hexa-1,4(Z)-diene
—— 1-(4-methylthio-phenyl)-butan-3-one oxime —— C11H15NOS
1-(4-methylthio-phenyl)-butan-3-one oxime
—— 2-methylsulfanyl-4-prop-1-ynylpyrimidine —— C8H8N2S
2-methylsulfanyl-4-prop-1-ynylpyrimidine
—— 3,3,3-trifluoro-1-(4-methylsulfanyl-phenyl)-propan-1-one oxime —— C10H10F3NOS
3,3,3-trifluoro-1-(4-methylsulfanyl-phenyl)-propan-1-one oxime
—— 1-{4-[4-(1-hydroxyimino-butyl)-phenylsulfanyl]-phenyl}-butan-1-one oxime —— C20H24N2O2S
1-{4-[4-(1-hydroxyimino-butyl)-phenylsulfanyl]-phenyl}-butan-1-one oxime
—— 1-(4-Methylsulfanyl-phenyl)-butan-1-one oxime —— C11H15NOS
1-(4-Methylsulfanyl-phenyl)-butan-1-one oxime
—— 3-(6-(3-methylthiophenyl)hexanoyl)oxazolidin-2-one —— C16H21NO3S
3-(6-(3-methylthiophenyl)hexanoyl)oxazolidin-2-one
—— S-methyl N-(2-hydroxyethyl)thiocarbamate —— C4H9NO2S
S-methyl N-(2-hydroxyethyl)thiocarbamate
—— 4-(tert-butyl)-6-chloro-2-(methylthio)pyrimidine —— C9H13ClN2S
4-(tert-butyl)-6-chloro-2-(methylthio)pyrimidine
—— 5-(3,5-Dichlorophenylthio)-1-ethyl-4-isopropyl-1H-imidazol-2-ylmethyl decanoate —— C25H36Cl2N2O2S
5-(3,5-Dichlorophenylthio)-1-ethyl-4-isopropyl-1H-imidazol-2-ylmethyl decanoate