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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
—— (1R,2S)-1-(3,5-dimethylphenylthio)-3-methoxy-1-phenylpropan-2-ol 1221576-20-0 C18H22O2S
(1R,2S)-1-(3,5-dimethylphenylthio)-3-methoxy-1-phenylpropan-2-ol
—— 3-Ethylthio-5,5-dimethyl-2-cyclohexen-1-thion 69060-43-1 C10H16S2
3-Ethylthio-5,5-dimethyl-2-cyclohexen-1-thion
—— (1R,2S)-1-(4-bromophenylthio)-3-methoxy-1-phenylpropan-2-ol 1221576-23-3 C16H17BrO2S
(1R,2S)-1-(4-bromophenylthio)-3-methoxy-1-phenylpropan-2-ol
—— 2-({5-(1,5-Dimethyl-1H-pyrazol-3-yl)-4-[(furan-2-yl)methyl]-4H-1,2,4-triazol-3-yl}sulfanyl)-N-(prop-2-en-1-yl)acetamide 7168-12-9 C17H20N6O2S
2-({5-(1,5-Dimethyl-1H-pyrazol-3-yl)-4-[(furan-2-yl)methyl]-4H-1,2,4-triazol-3-yl}sulfanyl)-N-(prop-2-en-1-yl)acetamide
—— N-[3-(difluoromethyl)-5-(ethylsulfanyl)-4H-1,2,4-triazol-4-yl]-3-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]propanamide 7168-10-7 C13H15F5N6OS
N-[3-(difluoromethyl)-5-(ethylsulfanyl)-4H-1,2,4-triazol-4-yl]-3-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]propanamide
—— 2,3-Bis(phenylsulfanyl)prop-2-enyl-dimethylazanium 7229-72-3 C17H20NS2+
2,3-Bis(phenylsulfanyl)prop-2-enyl-dimethylazanium
—— 3-chloro-N,N-diethyl-4-{[(4-hydroxy-6-methylpyrimidin-2-yl)sulfanyl]methyl}benzene-1-carboximidamide 1256559-21-3 C17H21ClN4OS
3-chloro-N,N-diethyl-4-{[(4-hydroxy-6-methylpyrimidin-2-yl)sulfanyl]methyl}benzene-1-carboximidamide
—— 2-{[3-Cyano-6-methyl-4-(trifluoromethyl)pyridin-2-yl]sulfanyl}-N,N-diethylacetamide 6926-93-8 C14H16F3N3OS
2-{[3-Cyano-6-methyl-4-(trifluoromethyl)pyridin-2-yl]sulfanyl}-N,N-diethylacetamide
—— 2-propyl-2-(13,15-dioxahexadec-4-ynyl)-1,3-dithiane 928030-59-5 C21H38O2S2
2-propyl-2-(13,15-dioxahexadec-4-ynyl)-1,3-dithiane
—— Propan-2-yl 7-methyl-5-[4-(methylsulfanyl)phenyl]-2-{[4-(methylsulfanyl)phenyl]methylidene}-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate 6998-31-8 C26H26N2O3S3
Propan-2-yl 7-methyl-5-[4-(methylsulfanyl)phenyl]-2-{[4-(methylsulfanyl)phenyl]methylidene}-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— methyl 2,2-dimethoxy-4-phenylsulfanylpentanoate 556051-18-4 C14H20O4S
methyl 2,2-dimethoxy-4-phenylsulfanylpentanoate
—— Methyl 2-oxo-4-phenylsulfanylpentanoate 556051-17-3 C12H14O3S
Methyl 2-oxo-4-phenylsulfanylpentanoate
—— 4-amino-2-benzylthiopyrimidine-5-methanol 100193-64-4 C12H13N3OS
4-amino-2-benzylthiopyrimidine-5-methanol
—— 1H-Indole, 2,2'-(1,2-ethenediyl)bis[1-(phenylsulfonyl)-3-(phenylthio)- 226947-49-5 C42H30N2O4S4
1H-Indole, 2,2'-(1,2-ethenediyl)bis[1-(phenylsulfonyl)-3-(phenylthio)-
—— (2-methoxy-2-methylpropanesulfonyl)acetonitrile 1232400-76-8 C7H13NO3S
(2-methoxy-2-methylpropanesulfonyl)acetonitrile
—— 2,2'-[1,4-phenylenebis(methylenethio)]bisthiazole 501676-71-7 C14H12N2S4
2,2'-[1,4-phenylenebis(methylenethio)]bisthiazole
—— 2-[(4-Bromophenyl)sulfanyl]-5-(3,5-dimethylpiperidine-1-sulfonyl)benzoate 6770-11-2 C20H21BrNO4S2-
2-[(4-Bromophenyl)sulfanyl]-5-(3,5-dimethylpiperidine-1-sulfonyl)benzoate
—— Zinc 3-ethyl-5-{[4-({5-[(4-ethyl-3,5-dimethyl-2H-pyrrol-2-ylidene)methyl]-2,4-dimethylpyrrol-1-id-3-yl}sulfanyl)-3,5-dimethyl-2H-pyrrol-2-ylidene]methyl}-2,4-dimethylpyrrol-1-ide (1/1) 7236-04-6 C60H72N8S2Zn2
Zinc 3-ethyl-5-{[4-({5-[(4-ethyl-3,5-dimethyl-2H-pyrrol-2-ylidene)methyl]-2,4-dimethylpyrrol-1-id-3-yl}sulfanyl)-3,5-dimethyl-2H-pyrrol-2-ylidene]methyl}-2,4-dimethylpyrrol-1-ide (1/1)
—— 5,5,6,6,6-pentafluoro-2-(3-methoxypropanesulfonyl)hexanenitrile 1232400-60-0 C10H14F5NO3S
5,5,6,6,6-pentafluoro-2-(3-methoxypropanesulfonyl)hexanenitrile
—— (3,3,4,4,5,5,5-heptafluoropentylsulfonyl)acetonitrile 939049-26-0 C7H6F7NO2S
(3,3,4,4,5,5,5-heptafluoropentylsulfonyl)acetonitrile
—— perfluorooctylpropylsulfonylethanol 1154463-63-4 C13H11F17O3S
perfluorooctylpropylsulfonylethanol
—— 5,5,6,6,6-pentafluoro-2-(2-methoxy-2-methylpropanesulfonyl)hexanenitrile 1232400-62-2 C11H16F5NO3S
5,5,6,6,6-pentafluoro-2-(2-methoxy-2-methylpropanesulfonyl)hexanenitrile
—— 5,5,6,6,6-pentafluoro-2-(2-hydroxyethanesulfonyl)hexanenitrile 1232400-63-3 C8H10F5NO3S
5,5,6,6,6-pentafluoro-2-(2-hydroxyethanesulfonyl)hexanenitrile
—— 5,5,6,6,6-pentafluoro-2-(2-isopropoxyethanesulfonyl)hexanenitrile 1232400-61-1 C11H16F5NO3S
5,5,6,6,6-pentafluoro-2-(2-isopropoxyethanesulfonyl)hexanenitrile
—— methyl (3,3,4,4,5,5,5-heptafluoropentylsulfonyl)acetate 939049-32-8 C8H9F7O4S
methyl (3,3,4,4,5,5,5-heptafluoropentylsulfonyl)acetate
—— (2-methoxyethanesulfonyl)acetonitrile 797037-06-0 C5H9NO3S
(2-methoxyethanesulfonyl)acetonitrile
—— methyl (3,3,4,4,4-pentafluorobutylsulfonyl)acetate 939049-30-6 C7H9F5O4S
methyl (3,3,4,4,4-pentafluorobutylsulfonyl)acetate
—— (2-hydroxyethanesulfonyl)acetonitrile 374628-80-5 C4H7NO3S
(2-hydroxyethanesulfonyl)acetonitrile
—— (2-isopropoxyethanesulfonyl)acetonitrile 1232400-72-4 C7H13NO3S
(2-isopropoxyethanesulfonyl)acetonitrile
—— ethyl 2-(3,3,3-trifluoropropylsulfonyl)propionate 939049-39-5 C8H13F3O4S
ethyl 2-(3,3,3-trifluoropropylsulfonyl)propionate
—— 5,5,6,6,6-pentafluoro-2-(2-methoxyethanesulfonyl)hexanenitrile 1232400-59-7 C9H12F5NO3S
5,5,6,6,6-pentafluoro-2-(2-methoxyethanesulfonyl)hexanenitrile
—— (3-methoxypropanesulfonyl)acetonitrile 1232400-69-9 C6H11NO3S
(3-methoxypropanesulfonyl)acetonitrile
—— Methyl (4R)-3-methyl-4-<(phenylthio)acetoxy>-dec-2(E)-enoate 162264-80-4 C20H28O4S
Methyl (4R)-3-methyl-4-<(phenylthio)acetoxy>-dec-2(E)-enoate
—— 5-fluoro-3H-benzo[b]thiophen-2-one 125772-32-9 C8H5FOS
5-fluoro-3H-benzo[b]thiophen-2-one
—— 2-{[4-ethyl-5-(1-ethyl-1H-pyrazol-4-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}-N-(prop-2-en-1-yl)acetamide 7167-05-7 C14H20N6OS
2-{[4-ethyl-5-(1-ethyl-1H-pyrazol-4-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}-N-(prop-2-en-1-yl)acetamide
—— 4-(6-(6-amino-9-(3-(isopropylamino)propyl)-9H-purin-8-ylthio)benzo[d][1,3]dioxol-5-yl)benzaldehyde 1289543-93-6 C25H26N6O3S
4-(6-(6-amino-9-(3-(isopropylamino)propyl)-9H-purin-8-ylthio)benzo[d][1,3]dioxol-5-yl)benzaldehyde
—— (1R)-1-Acetylheptyl (phenylthio)acetate 162264-97-3 C17H24O3S
(1R)-1-Acetylheptyl (phenylthio)acetate
—— (E,9R,10R)-9-hydroxy-6,10-dimethyl-10-(4-methylphenyl)sulfanyldodec-5-en-2-one 158779-56-7 C21H32O2S
(E,9R,10R)-9-hydroxy-6,10-dimethyl-10-(4-methylphenyl)sulfanyldodec-5-en-2-one
—— 2-[1-Methyl-2-(phenylsulfanyl)ethyl]cyclobutanone 56102-07-9 C13H16OS
2-[1-Methyl-2-(phenylsulfanyl)ethyl]cyclobutanone
—— 3-(1-benzyl-6-chloro-2-methyl-1H-indol-3-ylsulfanyl)-benzaldehyde 1359980-06-5 C23H18ClNOS
3-(1-benzyl-6-chloro-2-methyl-1H-indol-3-ylsulfanyl)-benzaldehyde
—— 2-[2-(1,3-Benzodithiol-2-ylidene)-1-cyclopenta-2,4-dien-1-ylethylidene]-5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiine;cyclopentane;iron —— C24H18FeS6-6
2-[2-(1,3-Benzodithiol-2-ylidene)-1-cyclopenta-2,4-dien-1-ylethylidene]-5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiine;cyclopentane;iron
—— (4'aR,5'S)-4',4'a,5',6',7',8'-hexahydro-4'a-methylspiro<1,3-dithiolane-2,2'(3'H)-naphthalene>-5'carboxaldehyde 150930-57-7 C14H20OS2
(4'aR,5'S)-4',4'a,5',6',7',8'-hexahydro-4'a-methylspiro<1,3-dithiolane-2,2'(3'H)-naphthalene>-5'carboxaldehyde
—— 6-endo-(phenylthio)norpinane 67079-31-6 C13H16S
6-endo-(phenylthio)norpinane
—— 5-sec-butyl-4-chloro-6-methyl-2-methylthiopyrimidine 944740-27-6 C10H15ClN2S
5-sec-butyl-4-chloro-6-methyl-2-methylthiopyrimidine
—— 2,3,4,6,7,8-Hexachloro-1,2,3,4,4a,5,6,7,8,8a-decahydronaphthalene-1,5-dithiol 7242-76-4 C10H12Cl6S2
2,3,4,6,7,8-Hexachloro-1,2,3,4,4a,5,6,7,8,8a-decahydronaphthalene-1,5-dithiol
—— Agn-PC-0LP9X8 7241-78-3 C18H21NOS2
Agn-PC-0LP9X8
—— 6-[2-(methylsulfanyl)phenyl]hexa-3,5-diyn-1-ol 1303519-61-0 C13H12OS
6-[2-(methylsulfanyl)phenyl]hexa-3,5-diyn-1-ol
—— 2,6-bis-[(E)-chloromethylidene]-1,4-thiaselenane 1360444-71-8 C6H6Cl2SSe
2,6-bis-[(E)-chloromethylidene]-1,4-thiaselenane
—— 1-Bromo-2-fluoro-2-methyl-3-(phenylthio)propane 172537-10-9 C10H12BrFS
1-Bromo-2-fluoro-2-methyl-3-(phenylthio)propane
—— N-[(2-bromo-1,3-thiazol-4-yl)methoxy]-1-[3-(methylsulfanyl)phenyl]-1-(1-methyl-1H-tetrazol-5-yl)methanimine 1187836-73-2 C14H13BrN6OS2
N-[(2-bromo-1,3-thiazol-4-yl)methoxy]-1-[3-(methylsulfanyl)phenyl]-1-(1-methyl-1H-tetrazol-5-yl)methanimine