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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
—— 1-Propanamine, 3,3'-((5-(methylthio)-2-(4-morpholinyl)-4,6-pyrimidinediyl)bis(oxy))bis(N,N-dimethyl-, dihydrobromide 57259-24-2 C19H37Br2N5O3S
1-Propanamine, 3,3'-((5-(methylthio)-2-(4-morpholinyl)-4,6-pyrimidinediyl)bis(oxy))bis(N,N-dimethyl-, dihydrobromide
—— 4-[4-chloro-6-(1-methyl-piperidin-4-yloxy)-5-methylsulfanyl-pyrimidin-2-yl]-morpholine 57259-20-8 C15H23ClN4O2S
4-[4-chloro-6-(1-methyl-piperidin-4-yloxy)-5-methylsulfanyl-pyrimidin-2-yl]-morpholine
—— 1,2,4,5-Tetramethyl-3-phenylsulfanyl-benzene 77304-52-0 C16H18S
1,2,4,5-Tetramethyl-3-phenylsulfanyl-benzene
—— 5-<(4-Chlor-phenylthio)-methyl>-2,2,8-trimethyl-4H-m-dioxino<4,5-c>pyridin 6953-29-3 C17H18ClNO2S
5-<(4-Chlor-phenylthio)-methyl>-2,2,8-trimethyl-4H-m-dioxino<4,5-c>pyridin
—— (R,S)-1-<(1-benzyloxy-3-hydroxy-2-propoxy)methyl>-6-(phenylthio)thymine 162314-64-9 C22H24N2O5S
(R,S)-1-<(1-benzyloxy-3-hydroxy-2-propoxy)methyl>-6-(phenylthio)thymine
—— 5-Propylamino-3-methylmercapto-1,2,4-thiadiazol 89677-02-1 C6H11N3S2
5-Propylamino-3-methylmercapto-1,2,4-thiadiazol
—— 2-Pyrimidinamine, 4.6-bis(1-methyl-4-piperidinyl)oxy)-N-methyl-5-(methylthio)-N-(phenylmethyl)-, dihydrobromide 57259-18-4 C25H39Br2N5O2S
2-Pyrimidinamine, 4.6-bis(1-methyl-4-piperidinyl)oxy)-N-methyl-5-(methylthio)-N-(phenylmethyl)-, dihydrobromide
—— 5,5'-dinitro-2,2'-sulfanediyl-bis-benzenesulfonic acid 63216-88-6 C12H8N2O10S3
5,5'-dinitro-2,2'-sulfanediyl-bis-benzenesulfonic acid
—— Chlorocarbonylmethylsulfanylmethylsulfanyl-acetyl chloride 77697-89-3 C5H6Cl2O2S2
Chlorocarbonylmethylsulfanylmethylsulfanyl-acetyl chloride
—— 3-(bromomethyl)-5-fluoro-2-(4-fluorophenylthio)benzo[b]thiophene 820975-37-9 C15H9BrF2S2
3-(bromomethyl)-5-fluoro-2-(4-fluorophenylthio)benzo[b]thiophene
—— 4,7-dimethyl-5-(phenylthio)-2-(phenylthiomethyl)-2,3-dihydrobenzofuran 126708-20-1 C23H22OS2
4,7-dimethyl-5-(phenylthio)-2-(phenylthiomethyl)-2,3-dihydrobenzofuran
—— trans-1.2-Bis-ethylsulfonyl-ethylen 15383-60-5 C6H12O4S2
trans-1.2-Bis-ethylsulfonyl-ethylen
—— 2-(5-fluoro-2-(4-fluorophenylthio)benzo[b]thiophen-3-yl)acetonitrile 820975-39-1 C16H9F2NS2
2-(5-fluoro-2-(4-fluorophenylthio)benzo[b]thiophen-3-yl)acetonitrile
—— 5-fluoro-2-(4-fluorophenylthio)-3-methylbenzo[b]thiophene 820975-38-0 C15H10F2S2
5-fluoro-2-(4-fluorophenylthio)-3-methylbenzo[b]thiophene
—— 1,2,3,4-tetrakis[(2-pyridylsulfanyl)methyl]benzene 588691-62-7 C30H26N4S4
1,2,3,4-tetrakis[(2-pyridylsulfanyl)methyl]benzene
—— 2-(o-tolylthio)-4-methylcyclohexanone 89816-46-6 C14H18OS
2-(o-tolylthio)-4-methylcyclohexanone
—— 2-(p-tolylthio)-4-methylcyclohexanone 89816-47-7 C14H18OS
2-(p-tolylthio)-4-methylcyclohexanone
—— (E)-1-acetoxy-3,3-dimethyl-2-phenylthiobut-1-ene 123630-44-4 C14H18O2S
(E)-1-acetoxy-3,3-dimethyl-2-phenylthiobut-1-ene
—— 1-acetoxy-1,1-dideuterio-2-(phenylthio)ethane 109244-22-6 C10H12O2S
1-acetoxy-1,1-dideuterio-2-(phenylthio)ethane
—— 1-acetoxy-2,2-dideuterio-2-(phenylthio)ethane 109244-23-7 C10H12O2S
1-acetoxy-2,2-dideuterio-2-(phenylthio)ethane
—— 3-benzyl-2-methylthio-4-pyrimidone 81560-08-9 C12H12N2OS
3-benzyl-2-methylthio-4-pyrimidone
—— 5,5'-dinitro-2,2'-sulfanediyl-di-phenol 99971-06-9 C12H8N2O6S
5,5'-dinitro-2,2'-sulfanediyl-di-phenol
—— Aluminum, dimethyldithiocarbamate 60955-53-5 C9H18AlN3S6
Aluminum, dimethyldithiocarbamate
—— tert-butyl 2-ethylthio-2-iminoacetate 1351865-57-0 C8H15NO2S
tert-butyl 2-ethylthio-2-iminoacetate
—— 2-acetyl-4-azido-1-methyl-5-phenylthiopyrrole 248245-29-6 C13H12N4OS
2-acetyl-4-azido-1-methyl-5-phenylthiopyrrole
—— 2-acetyl-4-azido-1-methyl-5-(4-methylphenylthio)pyrrole 248245-30-9 C14H14N4OS
2-acetyl-4-azido-1-methyl-5-(4-methylphenylthio)pyrrole
—— 2-acetyl-4-amino-1-methyl-5-phenylthiopyrrole 248245-26-3 C13H14N2OS
2-acetyl-4-amino-1-methyl-5-phenylthiopyrrole
—— 5-(4-bromo-phenylsulfanyl)-2-methylsulfanyl-pyrimidine-4-carboxylic acid 61727-08-0 C12H9BrN2O2S2
5-(4-bromo-phenylsulfanyl)-2-methylsulfanyl-pyrimidine-4-carboxylic acid
—— 6-<(3-carbamoylphenyl)thio>-1-<(2-hydroxyethoxy)methyl>thymine 137897-78-0 C15H17N3O5S
6-<(3-carbamoylphenyl)thio>-1-<(2-hydroxyethoxy)methyl>thymine
—— 2-Acetamido-phenyl-3-nitro-4-pyridyl-sulfid 20525-88-6 C13H11N3O3S
2-Acetamido-phenyl-3-nitro-4-pyridyl-sulfid
—— 6-amino-4-(methylthio)-2-oxo-1-p-tolyl-1,2-dihydropyridine-3,5-dicarbonitrile 325844-75-5 C15H12N4OS
6-amino-4-(methylthio)-2-oxo-1-p-tolyl-1,2-dihydropyridine-3,5-dicarbonitrile
—— 1-<(2-hydroxyethoxy)methyl>-6-<<3-(methoxycarbonyl)phenyl>thio>thymine 137897-74-6 C16H18N2O6S
1-<(2-hydroxyethoxy)methyl>-6-<<3-(methoxycarbonyl)phenyl>thio>thymine
—— 6-<(3-carboxyphenyl)thio>-1-<(2-hydroxyethoxy)methyl>thymine 137897-77-9 C15H16N2O6S
6-<(3-carboxyphenyl)thio>-1-<(2-hydroxyethoxy)methyl>thymine
—— 6-<(3-cyanophenyl)thio>-1-<(2-hydroxyethoxy)methyl>thymine 137897-80-4 C15H15N3O4S
6-<(3-cyanophenyl)thio>-1-<(2-hydroxyethoxy)methyl>thymine
—— 6-amino-2-{[(2,3,6-trichlorophenyl)methyI]sulfanyl}pyrimidin-4-ol 459178-62-2 C11H8Cl3N3OS
6-amino-2-{[(2,3,6-trichlorophenyl)methyI]sulfanyl}pyrimidin-4-ol
—— 1-Butanamine, N-methyl-4-(2-(phenylthio)phenoxy)-, hydrochloride 62232-61-5 C17H22ClNOS
1-Butanamine, N-methyl-4-(2-(phenylthio)phenoxy)-, hydrochloride
—— 2-butyl-4-chloro-3-(phenylthio)-1H-indole 1287792-07-7 C18H18ClNS
2-butyl-4-chloro-3-(phenylthio)-1H-indole
—— N-[2,2-Bis-(4-chloro-phenylsulfanyl)-1-cyano-vinyl]-2,2-dimethyl-propionamide 537709-54-9 C20H18Cl2N2OS2
N-[2,2-Bis-(4-chloro-phenylsulfanyl)-1-cyano-vinyl]-2,2-dimethyl-propionamide
—— 3,6-dimethyl-2-{[(2,3,6-trichlorophenyl)methyl]sulfanyl}-3,4-dihydropyrimidin-4-one 1256557-47-7 C13H11Cl3N2OS
3,6-dimethyl-2-{[(2,3,6-trichlorophenyl)methyl]sulfanyl}-3,4-dihydropyrimidin-4-one
—— 6-methyl-2-{[(2,3,6-trichlorophenyl)methyl]sulfanyl}pyrimidin-4-amine 1256557-46-6 C12H10Cl3N3S
6-methyl-2-{[(2,3,6-trichlorophenyl)methyl]sulfanyl}pyrimidin-4-amine
—— 2-amino-6-(methylthio)-4-morpholino-5-pyrimidinecarbonitrile 136062-61-8 C10H13N5OS
2-amino-6-(methylthio)-4-morpholino-5-pyrimidinecarbonitrile
—— 2-amino-6-(methylthio)-4-pyrrolidino-5-pyrimidinecarbonitrile 136062-57-2 C10H13N5S
2-amino-6-(methylthio)-4-pyrrolidino-5-pyrimidinecarbonitrile
—— 1-<(2-hydroxyethoxy)methyl>-6-<<3-(trifluoromethyl)phenyl>thio>thymine 125056-75-9 C15H15F3N2O4S
1-<(2-hydroxyethoxy)methyl>-6-<<3-(trifluoromethyl)phenyl>thio>thymine
—— 5-ethylamino-3-methylsulfanyl-1,2,4-triazine-6-carboxylic acid ethyl ester 406920-80-7 C9H14N4O2S
5-ethylamino-3-methylsulfanyl-1,2,4-triazine-6-carboxylic acid ethyl ester
—— 1-[(2-hydroxyethoxy)methyl]-5-methyl-6-phenylthiocytosine 125057-05-8 C14H17N3O3S
1-[(2-hydroxyethoxy)methyl]-5-methyl-6-phenylthiocytosine
—— 1-<<2-<(tert-butyldimethylsilyl)oxy>ethoxy>methyl>-6-(phenylthio)thymine 123027-51-0 C20H30N2O4SSi
1-<<2-<(tert-butyldimethylsilyl)oxy>ethoxy>methyl>-6-(phenylthio)thymine
—— 6-<(3-tert-butylphenyl)thio>-1-<(2-hydroxyethoxy)methyl>thymine 137897-66-6 C18H24N2O4S
6-<(3-tert-butylphenyl)thio>-1-<(2-hydroxyethoxy)methyl>thymine
—— 1-(2-Hydroxy-ethoxymethyl)-5-methyl-6-methylsulfanyl-1H-pyrimidine-2,4-dione 125056-71-5 C9H14N2O4S
1-(2-Hydroxy-ethoxymethyl)-5-methyl-6-methylsulfanyl-1H-pyrimidine-2,4-dione
—— 1-<(2-hydroxyethoxy)methyl>-6-<(3-methylphenyl)thio>thymine 125056-58-8 C15H18N2O4S
1-<(2-hydroxyethoxy)methyl>-6-<(3-methylphenyl)thio>thymine
—— 1-<(2-hydroxyethoxy)methyl>-6-<(3-methoxyphenyl)thio>thymine 125056-64-6 C15H18N2O5S
1-<(2-hydroxyethoxy)methyl>-6-<(3-methoxyphenyl)thio>thymine