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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
—— 4-(4-(3-(4-chloro-3-(trifluoromethyl)phenyl)thioureido)phenylthio)-N-cyclopropylpicolinamide 1395063-39-4 C23H18ClF3N4OS2
4-(4-(3-(4-chloro-3-(trifluoromethyl)phenyl)thioureido)phenylthio)-N-cyclopropylpicolinamide
—— 1,1-bis(p-tolylthio)-2-(methoxymethoxy)octane 91191-98-9 C24H34O2S2
1,1-bis(p-tolylthio)-2-(methoxymethoxy)octane
—— 2-(2-furanyl)-2-(2-phenylethynyl)-1,3-dithiolane 928843-03-2 C15H12OS2
2-(2-furanyl)-2-(2-phenylethynyl)-1,3-dithiolane
—— 6-(pyridin-2-ylthio)-9H-purine 90766-15-7 C10H7N5S
6-(pyridin-2-ylthio)-9H-purine
—— N-ethyl-5-ethylsulfanyl-1,3,4-thiadiazol-2-amine 54759-72-7 C6H11N3S2
N-ethyl-5-ethylsulfanyl-1,3,4-thiadiazol-2-amine
—— 6-[(3,4-dimethoxyphenyl)thio]purine 646510-16-9 C13H12N4O2S
6-[(3,4-dimethoxyphenyl)thio]purine
—— 2-(7H-purin-6-ylsulfanyl)quinoline 92160-98-0 C14H9N5S
2-(7H-purin-6-ylsulfanyl)quinoline
—— 6-[(2,5-dimethoxyphenyl)thio]purine 646510-14-7 C13H12N4O2S
6-[(2,5-dimethoxyphenyl)thio]purine
—— N-ethyl-5-methylsulfanyl-1,3,4-thiadiazol-2-amine 54759-70-5 C5H9N3S2
N-ethyl-5-methylsulfanyl-1,3,4-thiadiazol-2-amine
—— 1-benzyl-5-(3-butylsulfanyl-1H-1,2,4-triazol-5-yl)pyrrolidin-2-one 129913-25-3 C17H22N4OS
1-benzyl-5-(3-butylsulfanyl-1H-1,2,4-triazol-5-yl)pyrrolidin-2-one
—— 6-[(3-methoxyphenyl)thio]purine 646510-06-7 C12H10N4OS
6-[(3-methoxyphenyl)thio]purine
—— 1-benzyl-5-(3-ethylsulfanyl-1H-1,2,4-triazol-5-yl)pyrrolidin-2-one 129913-24-2 C15H18N4OS
1-benzyl-5-(3-ethylsulfanyl-1H-1,2,4-triazol-5-yl)pyrrolidin-2-one
—— 6-<i>p</i>-tolylsulfanyl-7(9)<i>H</i>-purine 5444-08-6 C12H10N4S
6-<i>p</i>-tolylsulfanyl-7(9)<i>H</i>-purine
—— 6-[(2,6-dimethylphenyl)thio]purine 646510-20-5 C13H12N4S
6-[(2,6-dimethylphenyl)thio]purine
—— N-(2-Chlorophenyl)-N'-(2-(6,7-dimethoxyquinolin-4-ylsulfanyl)thiazol-5-yl)urea 417715-37-8 C21H17ClN4O3S2
N-(2-Chlorophenyl)-N'-(2-(6,7-dimethoxyquinolin-4-ylsulfanyl)thiazol-5-yl)urea
—— 6-[(3,5-dimethylphenyl)thio]purine 646510-24-9 C13H12N4S
6-[(3,5-dimethylphenyl)thio]purine
—— 1-benzyl-5-(3-methylsulfanyl-1H-1,2,4-triazol-5-yl)pyrrolidin-2-one 129913-23-1 C14H16N4OS
1-benzyl-5-(3-methylsulfanyl-1H-1,2,4-triazol-5-yl)pyrrolidin-2-one
—— (NE)-N-[(6-chloro-2,3-dihydroimidazo[2,1-b][1,3]thiazol-5-yl)methylidene]hydroxylamine 83253-31-0 C6H6ClN3OS
(NE)-N-[(6-chloro-2,3-dihydroimidazo[2,1-b][1,3]thiazol-5-yl)methylidene]hydroxylamine
—— 6-[(2-chlorophenyl)thio]purine 646510-10-3 C11H7ClN4S
6-[(2-chlorophenyl)thio]purine
—— 6-[(2,5-dimethylphenyl)thio]purine 646510-18-1 C13H12N4S
6-[(2,5-dimethylphenyl)thio]purine
—— 6-<i>o</i>-tolylsulfanyl-7(9)<i>H</i>-purine 5461-10-9 C12H10N4S
6-<i>o</i>-tolylsulfanyl-7(9)<i>H</i>-purine
—— 2,2-Dideuterio-1-ethylsulfanylpropane 139097-67-9 C5H12S
2,2-Dideuterio-1-ethylsulfanylpropane
—— (2S)-3-tert-butylsulfonyl-1-N,1-N-dimethylpropane-1,2-diamine 1009093-26-8 C9H22N2O2S
(2S)-3-tert-butylsulfonyl-1-N,1-N-dimethylpropane-1,2-diamine
—— Ethyl 5-methyl-2-(4-methylphenyl)-1,3-benzodithiole-2-carboxylate 147805-43-4 C18H18O2S2
Ethyl 5-methyl-2-(4-methylphenyl)-1,3-benzodithiole-2-carboxylate
—— [(E)-(6-bromo-2,3-dihydroimidazo[2,1-b][1,3]thiazol-5-yl)methylideneamino]thiourea 75224-82-7 C7H8BrN5S2
[(E)-(6-bromo-2,3-dihydroimidazo[2,1-b][1,3]thiazol-5-yl)methylideneamino]thiourea
—— methyl (2SR,4SR)-4-<(5,5-dimethyl-1,3-dioxan-2-yl)methyl>-3,4-dihydro-2-<2-(phenylthio)ethoxy>-2H-pyran-5-carboxylate 117961-08-7 C22H30O6S
methyl (2SR,4SR)-4-<(5,5-dimethyl-1,3-dioxan-2-yl)methyl>-3,4-dihydro-2-<2-(phenylthio)ethoxy>-2H-pyran-5-carboxylate
—— methyl (2RS,4SR)-4-<(5,5-dimethyl-1,3-dioxan-2-yl)methyl>-3,4-dihydro-2-<2-(phenylthio)ethoxy>-2H-pyran-5-carboxylate 117960-95-9 C22H30O6S
methyl (2RS,4SR)-4-<(5,5-dimethyl-1,3-dioxan-2-yl)methyl>-3,4-dihydro-2-<2-(phenylthio)ethoxy>-2H-pyran-5-carboxylate
—— 1,1-divinylthiomethane 4431-84-9 C5H8S2
1,1-divinylthiomethane
—— bis(2-chloroethylthio)methane 63869-13-6 C5H10Cl2S2
bis(2-chloroethylthio)methane
—— bis-(2-hydroxy-ethanesulfinyl)-methane 669721-07-7 C5H12O4S2
bis-(2-hydroxy-ethanesulfinyl)-methane
—— [(E)-[2,6-bis(methylsulfanyl)pyridin-3-yl]methylideneamino]thiourea 58819-81-1 C9H12N4S3
[(E)-[2,6-bis(methylsulfanyl)pyridin-3-yl]methylideneamino]thiourea
—— tert-butyl N-[(2R)-1-(dimethylamino)-3-methylsulfonylpropan-2-yl]carbamate 1009093-30-4 C11H24N2O4S
tert-butyl N-[(2R)-1-(dimethylamino)-3-methylsulfonylpropan-2-yl]carbamate
—— 1-(p-tolylsulfanyl)-4-methyl-3-penten-2-one 862419-75-8 C13H16OS
1-(p-tolylsulfanyl)-4-methyl-3-penten-2-one
—— 2-Acetyloxy-6-phenylmethyl-2-(phenylthio)cyclohexanone 63608-53-7 C21H22O3S
2-Acetyloxy-6-phenylmethyl-2-(phenylthio)cyclohexanone
—— 2-(3-Benzyl-5-methylsulfanyl-1,2,4-triazol-4-yl)ethanol 96134-39-3 C12H15N3OS
2-(3-Benzyl-5-methylsulfanyl-1,2,4-triazol-4-yl)ethanol
—— 2-(3-methylthio-2-furyl)imidazoline 139215-08-0 C8H10N2OS
2-(3-methylthio-2-furyl)imidazoline
—— ethyl 3-methyl-2-phenylthio-2-butenoate 80539-02-2 C13H16O2S
ethyl 3-methyl-2-phenylthio-2-butenoate
—— (4-bromo-3-fluorophenyl)(cyclobutyl)sulfane 1614246-39-7 C10H10BrFS
(4-bromo-3-fluorophenyl)(cyclobutyl)sulfane
—— 1,2-bis[(1-methyl-1H-imidazole-2-yl)thio]ethane 142921-65-1 C10H14N4S2
1,2-bis[(1-methyl-1H-imidazole-2-yl)thio]ethane
—— (4-chloro-phenylsulfanyl)-(3-methyl-4-oxo-2-thioxo-thiazolidin-5-yl)-acetic acid methyl ester 54255-38-8 C13H12ClNO3S3
(4-chloro-phenylsulfanyl)-(3-methyl-4-oxo-2-thioxo-thiazolidin-5-yl)-acetic acid methyl ester
—— (2R)-1-N,1-N-dimethyl-3-methylsulfonylpropane-1,2-diamine 1009093-31-5 C6H16N2O2S
(2R)-1-N,1-N-dimethyl-3-methylsulfonylpropane-1,2-diamine
—— 5-<2-Amino-5-nitrophenyl)thiol>-2-diethylaminoethyl-4-chlor-(2H)-pyridazinon 65225-72-1 C16H20ClN5O3S
5-<2-Amino-5-nitrophenyl)thiol>-2-diethylaminoethyl-4-chlor-(2H)-pyridazinon
—— Ethanimidothioic acid, N-(((butylamino)carbonyl)oxy)-, methyl ester 62490-39-5 C8H16N2O2S
Ethanimidothioic acid, N-(((butylamino)carbonyl)oxy)-, methyl ester
—— Thianaphthenchinon-3-oxim 29775-78-8 C8H5NO2S
Thianaphthenchinon-3-oxim
—— (Z)-2-(4-fluorobenzylidene)benzo[b]thiophen-3(2H)-one 242489-46-9 C15H9FOS
(Z)-2-(4-fluorobenzylidene)benzo[b]thiophen-3(2H)-one
—— 2-Chlor-3-p-methylthiophenylpropionitril 24654-50-0 C10H10ClNS
2-Chlor-3-p-methylthiophenylpropionitril
—— Ethyl 2-[6-(4-bromoanilino)-5-cyano-2-methylsulfanylpyrimidin-4-yl]sulfanylacetate 368889-83-2 C16H15BrN4O2S2
Ethyl 2-[6-(4-bromoanilino)-5-cyano-2-methylsulfanylpyrimidin-4-yl]sulfanylacetate
—— Methyl N-((propylcarbamoyl)oxy)thioacetimidate 25643-45-2 C7H14N2O2S
Methyl N-((propylcarbamoyl)oxy)thioacetimidate
—— Ethanimidothioic acid, N-((((1-methylethyl)amino)carbonyl)oxy)-, methyl ester 60051-41-4 C7H14N2O2S
Ethanimidothioic acid, N-((((1-methylethyl)amino)carbonyl)oxy)-, methyl ester
—— [(E)-1-phenylsulfanylpropan-2-ylideneamino]urea —— C10H13N3OS
[(E)-1-phenylsulfanylpropan-2-ylideneamino]urea