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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
—— 3-(2-methylsulfanyl-pyrimidin-4-yl)-6,7-dihydro-5H-pyrazolo[1,2-a]pyrazol-1-one 852164-96-6 C11H12N4OS
3-(2-methylsulfanyl-pyrimidin-4-yl)-6,7-dihydro-5H-pyrazolo[1,2-a]pyrazol-1-one
—— 5-[3-(4-benzoxyphenylthio)fur-2-yl]imidazoline-2,4-dione 877176-12-0 C20H16N2O4S
5-[3-(4-benzoxyphenylthio)fur-2-yl]imidazoline-2,4-dione
—— 2-(2-chloro-benzyl)-3-(2-methylsulfanyl-pyrimidin-4-yl)-6,7-dihydro-5H-pyrazolo[1,2-a]pyrazol-1-one 852165-07-2 C18H17ClN4OS
2-(2-chloro-benzyl)-3-(2-methylsulfanyl-pyrimidin-4-yl)-6,7-dihydro-5H-pyrazolo[1,2-a]pyrazol-1-one
—— 1-(4-Methoxybenzyl)-2-(6-methylbenzo[d][1,3]dioxol-5-ylthio)-1H-imidazo[4,5-c]pyridin-4-amine 1061318-23-7 C22H20N4O3S
1-(4-Methoxybenzyl)-2-(6-methylbenzo[d][1,3]dioxol-5-ylthio)-1H-imidazo[4,5-c]pyridin-4-amine
—— [(Methanesulfonyl)methyl]cyclopropane 62427-76-3 C5H10O2S
[(Methanesulfonyl)methyl]cyclopropane
—— 4-Cyclopentylsulfanylbutan-1-amine 1339531-15-5 C9H19NS
4-Cyclopentylsulfanylbutan-1-amine
—— Cycloprop-1-ene-1-thiol 81788-90-1 C3H4S
Cycloprop-1-ene-1-thiol
—— [2-(1H-indol-5-ylsulfanyl)-benzyl]-methyl-amine 857499-82-2 C16H16N2S
[2-(1H-indol-5-ylsulfanyl)-benzyl]-methyl-amine
—— 2-(phenylthio)-4-(5-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidine-5-carbonitrile 1036027-21-0 C19H10F3N5S
2-(phenylthio)-4-(5-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidine-5-carbonitrile
—— N,N'-(Ethane-1,2-diyl)bis[3-(ethenesulfonyl)propanamide] 67326-55-0 C12H20N2O6S2
N,N'-(Ethane-1,2-diyl)bis[3-(ethenesulfonyl)propanamide]
—— Cyclopentanemethanamine, I+/--[3-(methylsulfonyl)propyl]- 1341975-52-7 C10H21NO2S
Cyclopentanemethanamine, I+/--[3-(methylsulfonyl)propyl]-
—— 3-(4-(trifluoromethoxy)phenylthio)pyrazin-2(1H)-one 1099664-67-1 C11H7F3N2O2S
3-(4-(trifluoromethoxy)phenylthio)pyrazin-2(1H)-one
—— 1-Pentanamine, 2-(1-methylethyl)-5-(methylsulfonyl)-N-propyl- 1343640-84-5 C12H27NO2S
1-Pentanamine, 2-(1-methylethyl)-5-(methylsulfonyl)-N-propyl-
—— 1-[4-(2-hydroxy-2-methylpropoxy)-3-methylphenyl]-3-[4-(trifluoromethoxy)phenylthio]pyrazine-2(1H)-one 1099662-74-4 C22H21F3N2O4S
1-[4-(2-hydroxy-2-methylpropoxy)-3-methylphenyl]-3-[4-(trifluoromethoxy)phenylthio]pyrazine-2(1H)-one
—— 2-[3-(4-morpholin-4-ylmethylphenyl)-[1,2,4]triazolo[4,3-a]pyridin-6-ylsulfanyl]-benzylamine 946050-93-7 C24H25N5OS
2-[3-(4-morpholin-4-ylmethylphenyl)-[1,2,4]triazolo[4,3-a]pyridin-6-ylsulfanyl]-benzylamine
—— 4-(3-Chloro-2-hydroxypropyl)sulfanylphenol 915155-43-0 C9H11ClO2S
4-(3-Chloro-2-hydroxypropyl)sulfanylphenol
—— 3-(2-(pyridin-2-yl)ethylthio)pyrazin-2(1H)-one 1099665-60-7 C11H11N3OS
3-(2-(pyridin-2-yl)ethylthio)pyrazin-2(1H)-one
—— Dibenzyl 3,3-difluoro-1-((2-methoxy-4-(2-oxo-3-(4-(trifluoromethoxy)phenylthio)pyrazin-1(2H)-yl)phenoxy)methyl)cyclobutyl phosphate 1099664-77-3 C37H32F5N2O8PS
Dibenzyl 3,3-difluoro-1-((2-methoxy-4-(2-oxo-3-(4-(trifluoromethoxy)phenylthio)pyrazin-1(2H)-yl)phenoxy)methyl)cyclobutyl phosphate
—— 3-(phenethylthio)pyrazin-2(1H)-one 942910-23-8 C12H12N2OS
3-(phenethylthio)pyrazin-2(1H)-one
—— 5-(tert-butyl-dimethyl-silanyloxymethyl)-4-methyl-2-phenylsulfanyl-oxazole 1030014-61-9 C17H25NO2SSi
5-(tert-butyl-dimethyl-silanyloxymethyl)-4-methyl-2-phenylsulfanyl-oxazole
—— 5,5-dimethyl-3-phenyl-sulfanyl-4,5-dihydro-isoxazole 447401-72-1 C11H13NOS
5,5-dimethyl-3-phenyl-sulfanyl-4,5-dihydro-isoxazole
—— 4-bromomethyl-5-ethylsulfanyl-1-methyl-3-trifluoromethyl-1H-pyrazole 915137-37-0 C8H10BrF3N2S
4-bromomethyl-5-ethylsulfanyl-1-methyl-3-trifluoromethyl-1H-pyrazole
—— 2-chloro-6-(4-fluorophenylthio)pyridine 1112982-60-1 C11H7ClFNS
2-chloro-6-(4-fluorophenylthio)pyridine
—— 2-(6-methylsulfanyl-pyrimidin-4-yl)-malonic acid dimethyl ester 946422-09-9 C10H12N2O4S
2-(6-methylsulfanyl-pyrimidin-4-yl)-malonic acid dimethyl ester
—— Ethyl (3Z)-3-ethoxy-3-{[2-(methylsulfanyl)phenyl]imino}propanoate 861397-42-4 C14H19NO3S
Ethyl (3Z)-3-ethoxy-3-{[2-(methylsulfanyl)phenyl]imino}propanoate
—— (3-dimethylcarbamoyl-sulfanyl-4-fluorophenyl)-acetic acid methyl ester 915789-08-1 C12H14FNO3S
(3-dimethylcarbamoyl-sulfanyl-4-fluorophenyl)-acetic acid methyl ester
—— ethyl (6-methanesulfanylpyridin-3-yl)glyoxylate 745816-49-3 C10H11NO3S
ethyl (6-methanesulfanylpyridin-3-yl)glyoxylate
—— 4,4,5,5-Tetramethyl-2-[4-(phenylsulfanylmethyl)phenyl]-1,3,2-dioxaborolane 1029438-27-4 C19H23BO2S
4,4,5,5-Tetramethyl-2-[4-(phenylsulfanylmethyl)phenyl]-1,3,2-dioxaborolane
—— 2-Ethoxyethymethylensulfon 28525-27-1 C5H12O3S
2-Ethoxyethymethylensulfon
—— 4H-1,2,4-Triazole-3-methanamine, 4-cyclopropyl-5-[(2-methylbutyl)thio]- 1344359-13-2 C11H20N4S
4H-1,2,4-Triazole-3-methanamine, 4-cyclopropyl-5-[(2-methylbutyl)thio]-
—— tert-butyl (2S,4S)-4-[[3-[[(3S,5S)-1-[(2-methylpropan-2-yl)oxycarbonyl]-5-[(5-phenylsulfanyltetrazol-1-yl)methyl]pyrrolidin-3-yl]carbamoyl]benzoyl]amino]-2-[(5-phenylsulfanyltetrazol-1-yl)methyl]pyrrolidine-1-carboxylate 1072146-99-6 C42H50N12O6S2
tert-butyl (2S,4S)-4-[[3-[[(3S,5S)-1-[(2-methylpropan-2-yl)oxycarbonyl]-5-[(5-phenylsulfanyltetrazol-1-yl)methyl]pyrrolidin-3-yl]carbamoyl]benzoyl]amino]-2-[(5-phenylsulfanyltetrazol-1-yl)methyl]pyrrolidine-1-carboxylate
—— 8-fluoro-3,4-dihydro-2H-1,5-benzoxathiepine 915771-65-2 C9H9FOS
8-fluoro-3,4-dihydro-2H-1,5-benzoxathiepine
—— 1H-Pyrazol-3-amine, 1-[2-(2-pyrimidinylthio)ethyl]- 1340433-80-8 C9H11N5S
1H-Pyrazol-3-amine, 1-[2-(2-pyrimidinylthio)ethyl]-
—— 2-n-Amylthio-4,5,6-triaminopyrimidin 70805-46-8 C9H17N5S
2-n-Amylthio-4,5,6-triaminopyrimidin
—— tert-butyl methyl{[4-phenyl-5-(phenylthio)-1,3-thiazol-2-yl]methyl}carbamate 952191-77-4 C22H24N2O2S2
tert-butyl methyl{[4-phenyl-5-(phenylthio)-1,3-thiazol-2-yl]methyl}carbamate
—— 2-n-Amylthio-5-nitroso-4,6-diaminopyrimidin 70805-45-7 C9H15N5OS
2-n-Amylthio-5-nitroso-4,6-diaminopyrimidin
—— 1-[4-phenyl-5-(phenylthio)-1,3-thiazol-2-yl]methanamine 952191-75-2 C16H14N2S2
1-[4-phenyl-5-(phenylthio)-1,3-thiazol-2-yl]methanamine
—— tert-butyl {[4-phenyl-5-(phenylthio)-1,3-thiazol-2-yl]methyl}carbamate 952191-76-3 C21H22N2O2S2
tert-butyl {[4-phenyl-5-(phenylthio)-1,3-thiazol-2-yl]methyl}carbamate
—— 3,4-bis(decylsulfanyl)thiophene 913964-73-5 C24H44S3
3,4-bis(decylsulfanyl)thiophene
—— 2-(3-Chlorophenyl)sulfanyl-1-(2,5-dichlorothiophen-3-yl)ethanone 1405282-29-2 C12H7Cl3OS2
2-(3-Chlorophenyl)sulfanyl-1-(2,5-dichlorothiophen-3-yl)ethanone
—— 2,4-dichloro-N-{4-formyl-5-[4-(piperidine-1-sulfonyl)-phenylsulfanyl]-pyridin-2-yl}-benzenesulfonamide 882500-09-6 C23H21Cl2N3O5S3
2,4-dichloro-N-{4-formyl-5-[4-(piperidine-1-sulfonyl)-phenylsulfanyl]-pyridin-2-yl}-benzenesulfonamide
—— Benzenemethanamine, 3-bromo-I+/--methyl-4-[(1-methylethyl)thio]-, (I+/-R)- 1344948-05-5 C11H16BrNS
Benzenemethanamine, 3-bromo-I+/--methyl-4-[(1-methylethyl)thio]-, (I+/-R)-
—— 2-amino-5-[4-(piperidine-1-sulfonyl)-phenylsulfanyl]-isonicotinic acid pentyl ester 882500-06-3 C22H29N3O4S2
2-amino-5-[4-(piperidine-1-sulfonyl)-phenylsulfanyl]-isonicotinic acid pentyl ester
—— Benzenamine, 2-chloro-5-[(2-pyrazinylthio)methyl]- 1342772-42-2 C11H10ClN3S
Benzenamine, 2-chloro-5-[(2-pyrazinylthio)methyl]-
—— Pyrazine, 2-[(2-azidoethyl)thio]- 1343894-51-8 C6H7N5S
Pyrazine, 2-[(2-azidoethyl)thio]-
—— Pentanoic acid, 5-(2-pyrazinylthio)- 1344114-54-0 C9H12N2O2S
Pentanoic acid, 5-(2-pyrazinylthio)-
—— 3-(Propyldisulfanyl)propanoic acid 112401-23-7 C6H12O2S2
3-(Propyldisulfanyl)propanoic acid
—— 2,4-Dichloro-N-{4-hydroxy-5-[4-(piperidine-1-sulfonyl)-phenylsulfanyl]-pyrimidin-2-yl}-benzenesulfonamide 882496-56-2 C21H20Cl2N4O5S3
2,4-Dichloro-N-{4-hydroxy-5-[4-(piperidine-1-sulfonyl)-phenylsulfanyl]-pyrimidin-2-yl}-benzenesulfonamide
—— 2,4-dichloro-N-{4-(cyclopropyl-hydroxy-methyl)-5-[4-(piperidine-1-sulfonyl)-phenylsulfanyl]-pyridin-2-yl}-benzenesulfonamide 882500-10-9 C26H27Cl2N3O5S3
2,4-dichloro-N-{4-(cyclopropyl-hydroxy-methyl)-5-[4-(piperidine-1-sulfonyl)-phenylsulfanyl]-pyridin-2-yl}-benzenesulfonamide
—— 3-phenylsulfanyl-thioxanthen-9-one 875664-53-2 C19H12OS2
3-phenylsulfanyl-thioxanthen-9-one