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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
—— 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
—— N-{[2-(cyclopropylethynyl)-1,3-thiazol-4-yl]methoxy}-1-[3-(methyl-sulfanyl)phenyl]-1-(1-methyl-1H-tetrazol-5-yl)methanimine 1187836-76-5 C19H18N6OS2
N-{[2-(cyclopropylethynyl)-1,3-thiazol-4-yl]methoxy}-1-[3-(methyl-sulfanyl)phenyl]-1-(1-methyl-1H-tetrazol-5-yl)methanimine
—— (3aS,4R,8R,8aS)-2,2-dimethyl-4,8-bis[(4-methylsulfanylphenyl)methyl]-3a,4,5,7,8,8a-hexahydro-[1,3]dioxolo[4,5-e][1,3]diazepin-6-one 177283-85-1 C24H30N2O3S2
(3aS,4R,8R,8aS)-2,2-dimethyl-4,8-bis[(4-methylsulfanylphenyl)methyl]-3a,4,5,7,8,8a-hexahydro-[1,3]dioxolo[4,5-e][1,3]diazepin-6-one
—— (1S)-1-[(4S,5S)-5-[(1S)-1-hydroxy-2-(3-methylsulfanylphenyl)ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl]-2-(3-methylsulfanylphenyl)ethanol 1054646-93-3 C23H30O4S2
(1S)-1-[(4S,5S)-5-[(1S)-1-hydroxy-2-(3-methylsulfanylphenyl)ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl]-2-(3-methylsulfanylphenyl)ethanol
—— Methyl 1-(6-chloro-2-methylsulfanylpyrimidin-4-yl)oxycyclopropane-1-carboxylate 1190735-24-0 C10H11ClN2O3S
Methyl 1-(6-chloro-2-methylsulfanylpyrimidin-4-yl)oxycyclopropane-1-carboxylate
—— methyl 1-[6-[(2S)-2-(methoxymethyl)pyrrolidin-1-yl]-2-methylsulfanylpyrimidin-4-yl]oxycyclopropane-1-carboxylate 1190735-25-1 C16H23N3O4S
methyl 1-[6-[(2S)-2-(methoxymethyl)pyrrolidin-1-yl]-2-methylsulfanylpyrimidin-4-yl]oxycyclopropane-1-carboxylate
—— (3aS,4R,8R,8aS)-5,7-dibenzyl-2,2-dimethyl-4,8-bis[(4-methylsulfanylphenyl)methyl]-3a,4,8,8a-tetrahydro-[1,3]dioxolo[4,5-e][1,3]diazepin-6-one 177284-12-7 C38H42N2O3S2
(3aS,4R,8R,8aS)-5,7-dibenzyl-2,2-dimethyl-4,8-bis[(4-methylsulfanylphenyl)methyl]-3a,4,8,8a-tetrahydro-[1,3]dioxolo[4,5-e][1,3]diazepin-6-one
—— (3aS,4R,8R,8aS)-2,2-dimethyl-4,8-bis[(3-methylsulfanylphenyl)methyl]-3a,4,5,7,8,8a-hexahydro-[1,3]dioxolo[4,5-e][1,3]diazepin-6-one 1055036-57-1 C24H30N2O3S2
(3aS,4R,8R,8aS)-2,2-dimethyl-4,8-bis[(3-methylsulfanylphenyl)methyl]-3a,4,5,7,8,8a-hexahydro-[1,3]dioxolo[4,5-e][1,3]diazepin-6-one
—— 7-p-chlorophenyl-3-phenyl-8H-[1,2,4]triazino[3,4-b][1,3,4]thiadiazin-4-one 874766-33-3 C17H11ClN4OS
7-p-chlorophenyl-3-phenyl-8H-[1,2,4]triazino[3,4-b][1,3,4]thiadiazin-4-one
—— 2-[(4-fluorophenyl)methylsulfanyl]-4,5-dimethyl-1H-pyrimidin-6-one 922581-39-3 C13H13FN2OS
2-[(4-fluorophenyl)methylsulfanyl]-4,5-dimethyl-1H-pyrimidin-6-one
—— 2-(4-fluorobenzylthio)-5-((1-methylpyrazol-4-yl)methyl)pyrimidin-4-one 304693-93-4 C16H15FN4OS
2-(4-fluorobenzylthio)-5-((1-methylpyrazol-4-yl)methyl)pyrimidin-4-one
—— 3-Methyl-5-(phenylsulfanylmethyl)-1,2-oxazole-4-carboxylic acid 99698-33-6 C12H11NO3S
3-Methyl-5-(phenylsulfanylmethyl)-1,2-oxazole-4-carboxylic acid
—— 3,7-diphenyl-8H-[1,2,4]triazino[3,4-b][1,3,4]thiadiazin-4-one 874766-32-2 C17H12N4OS
3,7-diphenyl-8H-[1,2,4]triazino[3,4-b][1,3,4]thiadiazin-4-one
—— N-[1-(2-methylsulfanyl-pyrimidin-4-yl)-meth-(E)-ylidene]-N'-pyridin-2-yl-hydrazine 1032451-79-8 C11H11N5S
N-[1-(2-methylsulfanyl-pyrimidin-4-yl)-meth-(E)-ylidene]-N'-pyridin-2-yl-hydrazine
—— bis-(6-methoxy-2-methyl-[4]quinolyl)-sulfide 102441-71-4 C22H20N2O2S
bis-(6-methoxy-2-methyl-[4]quinolyl)-sulfide
—— 4-benzothiazol-2-ylmercapto-6-methoxy-2-methyl-quinoline 5429-26-5 C18H14N2OS2
4-benzothiazol-2-ylmercapto-6-methoxy-2-methyl-quinoline
—— N6-(3-(4-chlorophenylthio)propyl)-2-phenyl-1,2-dihydro-1,3,5-triazine-4,6-diamine hydrochloride 1310538-15-8 C18H20ClN5S*ClH
N6-(3-(4-chlorophenylthio)propyl)-2-phenyl-1,2-dihydro-1,3,5-triazine-4,6-diamine hydrochloride
—— (2,4-dichloro-pyrimidin-5-yl)-(2-methylsulfanyl-pyrimidin-4-yl)-methanol 1386398-84-0 C10H8Cl2N4OS
(2,4-dichloro-pyrimidin-5-yl)-(2-methylsulfanyl-pyrimidin-4-yl)-methanol
—— 3-hydroxy-3-(2-methylsulfanyl-pyrimidin-4-yl)-propionic acid tert-butyl ester 852164-94-4 C12H18N2O3S
3-hydroxy-3-(2-methylsulfanyl-pyrimidin-4-yl)-propionic acid tert-butyl ester
—— 4-methylsulfanyl-6-(2-thienyl)pyrimidin-2-amine 832075-83-9 C9H9N3S2
4-methylsulfanyl-6-(2-thienyl)pyrimidin-2-amine
—— 6-Chloro-2-(methylthio)pyrimidine-4-carbaldehyde 944901-14-8 C6H5ClN2OS
6-Chloro-2-(methylthio)pyrimidine-4-carbaldehyde
—— 1-cyano-1-isothiocyanatocyclohexane 135834-44-5 C8H10N2S
1-cyano-1-isothiocyanatocyclohexane
—— 5-<3',3'-(ethylenedithio)heptyl>pyrrolidin-2-one 116454-71-8 C13H23NOS2
5-<3',3'-(ethylenedithio)heptyl>pyrrolidin-2-one
—— 5-ethylthio-1-pentanol 18721-63-6 C7H16OS
5-ethylthio-1-pentanol
—— 5-(butylsulfanyl)pentan-1-ol 14633-44-4 C9H20OS
5-(butylsulfanyl)pentan-1-ol