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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-Methyl-4-(methylthio)-6-(tributylstannyl)pyrimidine 1253568-64-7 C18H34N2SSn
2-Methyl-4-(methylthio)-6-(tributylstannyl)pyrimidine
—— 4-(3,5-dichlorophenylthio)-3-aminobenzonitrile 1253499-73-8 C13H8Cl2N2S
4-(3,5-dichlorophenylthio)-3-aminobenzonitrile
—— 3-Methyl-2-(methylsulfanyl)furan 143454-54-0 C6H8OS
3-Methyl-2-(methylsulfanyl)furan
—— N-[6-methoxy-2-[(2-phenylethyl)thio]pyrimidin-4-yl]azetidine-1-sulfonamide 878387-62-3 C16H20N4O3S2
N-[6-methoxy-2-[(2-phenylethyl)thio]pyrimidin-4-yl]azetidine-1-sulfonamide
—— N-{2-[(2,3-difluorobenzyl)thio]-6-methoxypyrimidin-4-yl}-4-(4-methylpiperazin-1-yl)piperidine-1-sulfonamide 878388-25-1 C22H30F2N6O3S2
N-{2-[(2,3-difluorobenzyl)thio]-6-methoxypyrimidin-4-yl}-4-(4-methylpiperazin-1-yl)piperidine-1-sulfonamide
—— N-{2-[(2,3-difluorobenzyl)thio]-6-methoxypyrimidin-4-yl}-4-(ethylamino)piperidine-1-sulfonamide 878388-28-4 C19H25F2N5O3S2
N-{2-[(2,3-difluorobenzyl)thio]-6-methoxypyrimidin-4-yl}-4-(ethylamino)piperidine-1-sulfonamide
—— 3-amino-N-{2-[(2,3-difluorobenzyl)thio]-6-methoxypyrimidin-4-yl}-azetidine-1-sulfonamide 878387-78-1 C15H17F2N5O3S2
3-amino-N-{2-[(2,3-difluorobenzyl)thio]-6-methoxypyrimidin-4-yl}-azetidine-1-sulfonamide
—— N-{2-[(2,3-difluorobenzyl)thio]-6-methoxypyrimidin-4-yl}-4-hydroxypiperidine-1-sulfonamide 878388-26-2 C17H20F2N4O4S2
N-{2-[(2,3-difluorobenzyl)thio]-6-methoxypyrimidin-4-yl}-4-hydroxypiperidine-1-sulfonamide
—— (3R)-3-amino-N-{2-[(2,3-difluorobenzyl)thio]-6-methoxypyrimidin-4-yl}pyrrolidine-1-sulfonamide 878387-54-3 C16H19F2N5O3S2
(3R)-3-amino-N-{2-[(2,3-difluorobenzyl)thio]-6-methoxypyrimidin-4-yl}pyrrolidine-1-sulfonamide
—— N-{2-[(2,3-difluorobenzyl)thio]-6-methoxypyrimidin-4-yl}-1,4-diazepane-1-sulfonamide 878387-75-8 C17H21F2N5O3S2
N-{2-[(2,3-difluorobenzyl)thio]-6-methoxypyrimidin-4-yl}-1,4-diazepane-1-sulfonamide
—— (3S)-3-amino-N-{2-[(2,3-difluorobenzyl)thio]-6-methoxypyrimidin-4-yl}pyrrolidine-1-sulfonamide 878387-51-0 C16H19F2N5O3S2
(3S)-3-amino-N-{2-[(2,3-difluorobenzyl)thio]-6-methoxypyrimidin-4-yl}pyrrolidine-1-sulfonamide
—— 4-azetidin-1-yl-N-{2-[(2,3-difluorobenzyl)thio]-6-methoxypyrimidin-4-yl}piperidine-1-sulfonamide 878388-27-3 C20H25F2N5O3S2
4-azetidin-1-yl-N-{2-[(2,3-difluorobenzyl)thio]-6-methoxypyrimidin-4-yl}piperidine-1-sulfonamide
—— (Z)-N-methoxy-N-methyl-2-phenylsulfanylnon-6-enamide 1235328-49-0 C17H25NO2S
(Z)-N-methoxy-N-methyl-2-phenylsulfanylnon-6-enamide
—— (2S)-1-(4-{6-amino-8-[(6-bromo-1,3-benzodioxol-5-yl)thio]-9H-purin-9-yl}piperidin-1-yl)-1-oxopropan-2-ol 1156467-73-0 C20H21BrN6O4S
(2S)-1-(4-{6-amino-8-[(6-bromo-1,3-benzodioxol-5-yl)thio]-9H-purin-9-yl}piperidin-1-yl)-1-oxopropan-2-ol
—— methyl-[[4-[[[(1S)-1-pyridin-3-ylethoxy]carbonylamino]methyl]pyridin-2-yl]sulfanylmethyl]phosphinic acid 1108150-85-1 C16H20N3O4PS
methyl-[[4-[[[(1S)-1-pyridin-3-ylethoxy]carbonylamino]methyl]pyridin-2-yl]sulfanylmethyl]phosphinic acid
—— 2-{[(3,5-dichloropyridin-4-yl)methyl]sulfanyI}-6-methylpyrimidin-4-amine 1256558-75-4 C11H10Cl2N4S
2-{[(3,5-dichloropyridin-4-yl)methyl]sulfanyI}-6-methylpyrimidin-4-amine
—— N,N-dihexyl-3,5-dihydroxy-6-{2-[2-(4-hydroxyphenyl)-ethyl]-[1,3]-dithian-2-yl}hexanamide 1051966-67-6 C30H51NO4S2
N,N-dihexyl-3,5-dihydroxy-6-{2-[2-(4-hydroxyphenyl)-ethyl]-[1,3]-dithian-2-yl}hexanamide
—— [4-(2,5-dimethyl-2H-pyrazol-3-ylamino)-2-methylsulfanyl-pyrimidin-5-yl]-methanol 1001129-04-9 C11H15N5OS
[4-(2,5-dimethyl-2H-pyrazol-3-ylamino)-2-methylsulfanyl-pyrimidin-5-yl]-methanol
—— tert-butyl N-[cyclohexyl-(5-formyl-2-methylsulfanylpyrimidin-4-yl)amino]carbamate 900502-64-9 C17H26N4O3S
tert-butyl N-[cyclohexyl-(5-formyl-2-methylsulfanylpyrimidin-4-yl)amino]carbamate
—— tert-butyl N-[cyclohexyl-[5-(hydroxymethyl)-2-methylsulfanylpyrimidin-4-yl]amino]carbamate 900502-63-8 C17H28N4O3S
tert-butyl N-[cyclohexyl-[5-(hydroxymethyl)-2-methylsulfanylpyrimidin-4-yl]amino]carbamate
—— 5-methyl-2-phenylsulfanyl-1H-imidazole 788150-02-7 C10H10N2S
5-methyl-2-phenylsulfanyl-1H-imidazole
—— 4-((R)-2-hydroxy-propylamino)-2-methylsulfanyl pyrimidine-5-methanol 851885-64-8 C9H15N3O2S
4-((R)-2-hydroxy-propylamino)-2-methylsulfanyl pyrimidine-5-methanol
—— 4-((S)-2-hydroxy-propylamino)-2-methylsulfanyl pyrimidine-5-methanol 851885-69-3 C9H15N3O2S
4-((S)-2-hydroxy-propylamino)-2-methylsulfanyl pyrimidine-5-methanol
—— 1,3-Diaminopropane-2-thiol 97231-26-0 C3H10N2S
1,3-Diaminopropane-2-thiol
—— 1H,1H,2H,2H-3-trifluoromethylperfluoro-1-butanethiol 1006627-78-6 C5H5F7S
1H,1H,2H,2H-3-trifluoromethylperfluoro-1-butanethiol
—— Tributyl-(3-methylsulfanyl-1,2,4-triazin-6-yl)stannane 446287-47-4 C16H31N3SSn
Tributyl-(3-methylsulfanyl-1,2,4-triazin-6-yl)stannane
—— Cyclohexanemethanamine, 4-ethyl-1-[2-(ethylsulfonyl)ethyl]- 1480538-27-9 C13H27NO2S
Cyclohexanemethanamine, 4-ethyl-1-[2-(ethylsulfonyl)ethyl]-
—— (4S,5R)-4-(fluoromethyl)-5-{4-[(fluoromethyl)thio]phenyl}-2-phenyl-4,5-dihydro-1,3-oxazole 859520-23-3 C17H15F2NOS
(4S,5R)-4-(fluoromethyl)-5-{4-[(fluoromethyl)thio]phenyl}-2-phenyl-4,5-dihydro-1,3-oxazole
—— 2-methyl-2-(propane-2-sulfonyl)-propionic acid 1017539-77-3 C7H14O4S
2-methyl-2-(propane-2-sulfonyl)-propionic acid
—— 2-Methylbutane-1,3-dithiol 54812-83-8 C5H12S2
2-Methylbutane-1,3-dithiol
—— methyl 2-(m-tolylthio)acetate 190005-34-6 C10H12O2S
methyl 2-(m-tolylthio)acetate
—— 8-methyl-5-methylsulfanyl-1,3-diphenyl-1H,8H-pyrimido[4,5-d]pyrimidine-2,4,7-trione 871699-92-2 C20H16N4O3S
8-methyl-5-methylsulfanyl-1,3-diphenyl-1H,8H-pyrimido[4,5-d]pyrimidine-2,4,7-trione
—— <i>S</i>-deuterio-ethynethiol 76596-41-3 C2H2S
<i>S</i>-deuterio-ethynethiol
—— 1-(2,4-difluoro-benzyl)-6-[5-(6-methylsulfanyl-pyridin-3-yl)-thiophen-2-yl]-2-oxo-4-trifluoromethyl-1,2-dihydro-pyridine-3-carbonitrile 849934-68-5 C24H14F5N3OS2
1-(2,4-difluoro-benzyl)-6-[5-(6-methylsulfanyl-pyridin-3-yl)-thiophen-2-yl]-2-oxo-4-trifluoromethyl-1,2-dihydro-pyridine-3-carbonitrile
—— (2S)-2-[(S)-[(2-ethylphenyl)thio](phenyl)methyl]morpholine 668470-64-2 C19H23NOS
(2S)-2-[(S)-[(2-ethylphenyl)thio](phenyl)methyl]morpholine
—— (2S)-2-((S)-phenyl{[2-(trifluoromethyl)phenyl]thio}methyl)morpholine 668470-57-3 C18H21NOS2
(2S)-2-((S)-phenyl{[2-(trifluoromethyl)phenyl]thio}methyl)morpholine
—— (2S)-2-[(S)-[(2-fluorophenyl)thio](phenyl)methyl]morpholine 668470-63-1 C17H18FNOS
(2S)-2-[(S)-[(2-fluorophenyl)thio](phenyl)methyl]morpholine
—— 2-{4-[2-bromo-4-(trifluoromethyl)thiazol-5-ylthio]phenyl}-1,1,1-trifluoropropan-2-ol 869854-06-8 C13H8BrF6NOS2
2-{4-[2-bromo-4-(trifluoromethyl)thiazol-5-ylthio]phenyl}-1,1,1-trifluoropropan-2-ol
—— 4-bromomethyl-5-isopropylsulfanyl-1-methyl-3-trifluoromethyl-1H-pyrazole 878204-79-6 C9H12BrF3N2S
4-bromomethyl-5-isopropylsulfanyl-1-methyl-3-trifluoromethyl-1H-pyrazole
—— 2-{4-[2-amino-4-(trifluoromethyl)thiazol-5-ylthio]phenyl}-1,1,1-trifluoropropan-2-ol 869854-05-7 C13H10F6N2OS2
2-{4-[2-amino-4-(trifluoromethyl)thiazol-5-ylthio]phenyl}-1,1,1-trifluoropropan-2-ol
—— 2-(4-(2,4-dichlorothiazol-5-ylthio)phenyl)-1,1,1-trifluoropropan-2-ol 869854-20-6 C12H8Cl2F3NOS2
2-(4-(2,4-dichlorothiazol-5-ylthio)phenyl)-1,1,1-trifluoropropan-2-ol
—— S-4-(1,1,1-trifluoro-2-hydroxypropan-2-yl)phenyl dimethylcarbamothioate 869854-54-6 C12H14F3NO2S
S-4-(1,1,1-trifluoro-2-hydroxypropan-2-yl)phenyl dimethylcarbamothioate
—— 2-(4-(2-chlorothiazol-5-ylthio)phenyl)-1,1,1-trifluoropropan-2-ol 869854-19-3 C12H9ClF3NOS2
2-(4-(2-chlorothiazol-5-ylthio)phenyl)-1,1,1-trifluoropropan-2-ol
—— 3-chloro-4-[4-[(2S)-1,1,1-trifluoro-2-hydroxypropan-2-yl]phenyl]sulfanylbenzonitrile 869854-57-9 C16H11ClF3NOS
3-chloro-4-[4-[(2S)-1,1,1-trifluoro-2-hydroxypropan-2-yl]phenyl]sulfanylbenzonitrile
—— 2-{[4-(3-aminopropyl)-1,3-thiazol-2-yl]thio}-2-methylpropionic acid tert-butyl ester 886527-36-2 C14H24N2O2S2
2-{[4-(3-aminopropyl)-1,3-thiazol-2-yl]thio}-2-methylpropionic acid tert-butyl ester
—— 2-{[4-(2-aminoethyl)-1,3-thiazol-2-yl]thio}-2-methylpropionic acid tert-butyl ester 886527-10-2 C13H22N2O2S2
2-{[4-(2-aminoethyl)-1,3-thiazol-2-yl]thio}-2-methylpropionic acid tert-butyl ester
—— 5-[2-(2-benzyloxy-ethyl)-5-ethyl-3H-imidazol-4-ylsulfanyl]-3-chloro-benzonitrile 897626-27-6 C21H20ClN3OS
5-[2-(2-benzyloxy-ethyl)-5-ethyl-3H-imidazol-4-ylsulfanyl]-3-chloro-benzonitrile
—— (4S,5R)-4-methyl-5-[4-(methylthio)phenyl]-1,3-oxazolidin-2-one 1028459-38-2 C11H13NO2S
(4S,5R)-4-methyl-5-[4-(methylthio)phenyl]-1,3-oxazolidin-2-one
—— Cyclopentyl-(4,6-dichloro-2-methylsulfanyl-pyrimidin-5-yl)-methanone 864301-12-2 C11H12Cl2N2OS
Cyclopentyl-(4,6-dichloro-2-methylsulfanyl-pyrimidin-5-yl)-methanone
—— (2-chlorophenyl)-(4,6-dichloro-2-methylsulfanylpyrimidin-5-yl)-methanol 864300-82-3 C12H9Cl3N2OS
(2-chlorophenyl)-(4,6-dichloro-2-methylsulfanylpyrimidin-5-yl)-methanol