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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-(Prenylthio)ethanal —— C7H12OS
2-(Prenylthio)ethanal
—— 2-(Isopentylthio)ethanal —— C7H14OS
2-(Isopentylthio)ethanal
—— Methyl 2-methylbutyl disulfide —— C6H14S2
Methyl 2-methylbutyl disulfide
—— (2Z)-3-{4-bromo-5-[(4-methylphenyl)sulfanyl]furan-2-yl}-2-(3-chlorophenyl)prop-2-enenitrile —— C20H13BrClNOS
(2Z)-3-{4-bromo-5-[(4-methylphenyl)sulfanyl]furan-2-yl}-2-(3-chlorophenyl)prop-2-enenitrile
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(3-chlorophenyl)methylideneamino]-5-[(4-methylphenyl)sulfanylmethyl]triazole-4-carboxamide —— C20H17ClN8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(3-chlorophenyl)methylideneamino]-5-[(4-methylphenyl)sulfanylmethyl]triazole-4-carboxamide
—— Methyl-2-ethyl furyl sulfide —— C7H10OS
Methyl-2-ethyl furyl sulfide
—— N-[(Z)-[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylideneamino]furan-2-carboxamide —— C17H11N3O3S2
N-[(Z)-[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylideneamino]furan-2-carboxamide
—— 4,4'-Thiobis(2-tert-butyl-1-hydroxy-5-methylphenyl), bistrifluoroacetate —— C26H28F6O4S
4,4'-Thiobis(2-tert-butyl-1-hydroxy-5-methylphenyl), bistrifluoroacetate
—— 3-{[3-Chloro-5-(trifluoromethyl)-2-pyridinyl]sulfanyl}-5-(2-{[(4-methylbenzyl)oxy]imino}ethyl)-4-isothiazolecarbonitrile —— C20H14ClF3N4OS2
3-{[3-Chloro-5-(trifluoromethyl)-2-pyridinyl]sulfanyl}-5-(2-{[(4-methylbenzyl)oxy]imino}ethyl)-4-isothiazolecarbonitrile
—— 3-(2-methylsulfanylphenyl)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]azepine-1-carbothioamide —— C15H18N4S2
3-(2-methylsulfanylphenyl)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]azepine-1-carbothioamide
—— 6-hydroxy-5,8-dioctyl-1,4-benzoxathiin-2(3H)-one —— C24H38O3S
6-hydroxy-5,8-dioctyl-1,4-benzoxathiin-2(3H)-one
—— N-[(Z)-[4-(1,3-benzothiazol-2-ylsulfanyl)-3-nitrophenyl]methylideneamino]-2-(4-chlorophenoxy)acetamide —— C22H15ClN4O4S2
N-[(Z)-[4-(1,3-benzothiazol-2-ylsulfanyl)-3-nitrophenyl]methylideneamino]-2-(4-chlorophenoxy)acetamide
—— 2-(2-Chloro-but-2-enylsulfanyl)-5-methoxy-pyrimidin-4-OL —— C9H11ClN2O2S
2-(2-Chloro-but-2-enylsulfanyl)-5-methoxy-pyrimidin-4-OL
—— ethyl (E)-2-cyano-3-(2-ethylsulfanyl-5-methylfuran-3-yl)prop-2-enoate —— C13H15NO3S
ethyl (E)-2-cyano-3-(2-ethylsulfanyl-5-methylfuran-3-yl)prop-2-enoate
—— N-[(Z)-(3-bromophenyl)methylideneamino]-2-[[5-[(4-chloroanilino)methyl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C21H20BrClN6OS
N-[(Z)-(3-bromophenyl)methylideneamino]-2-[[5-[(4-chloroanilino)methyl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[(Z)-[4-(1,3-benzothiazol-2-ylsulfanyl)-3-nitrophenyl]methylideneamino]-6-nitro-1,3-benzothiazol-2-amine —— C21H12N6O4S3
N-[(Z)-[4-(1,3-benzothiazol-2-ylsulfanyl)-3-nitrophenyl]methylideneamino]-6-nitro-1,3-benzothiazol-2-amine
—— 2-(4-methyl-6-morpholin-4-ylpyrimidin-2-yl)sulfanyl-N-[(Z)-1-phenylhexylideneamino]acetamide —— C23H31N5O2S
2-(4-methyl-6-morpholin-4-ylpyrimidin-2-yl)sulfanyl-N-[(Z)-1-phenylhexylideneamino]acetamide
—— 4,4'-Sulfanediylbis(2,6-dimethoxypyrimidine) —— C12H14N4O4S
4,4'-Sulfanediylbis(2,6-dimethoxypyrimidine)
—— methyl (2E)-2-cyano-3-[5-(phenylsulfanyl)-2-furyl]-2-propenoate —— C15H11NO3S
methyl (2E)-2-cyano-3-[5-(phenylsulfanyl)-2-furyl]-2-propenoate
—— 6-[2-[[(E)-(3-methyl-5-oxo-1-phenylpyrazol-4-ylidene)methyl]amino]phenyl]-3-pentylsulfanyl-2H-1,2,4-triazin-5-one —— C25H26N6O2S
6-[2-[[(E)-(3-methyl-5-oxo-1-phenylpyrazol-4-ylidene)methyl]amino]phenyl]-3-pentylsulfanyl-2H-1,2,4-triazin-5-one
—— 1,1'-Sulfanediylbis(heptafluorocyclobutane) —— C8F14S
1,1'-Sulfanediylbis(heptafluorocyclobutane)
—— (3Z)-3-[(5-nitropyridin-2-yl)hydrazinylidene]-1-benzothiophen-2-one —— C13H8N4O3S
(3Z)-3-[(5-nitropyridin-2-yl)hydrazinylidene]-1-benzothiophen-2-one
—— 2-[[5-[1-(4-bromoanilino)ethyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(Z)-1-(4-fluorophenyl)ethylideneamino]acetamide —— C21H22BrFN6OS
2-[[5-[1-(4-bromoanilino)ethyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(Z)-1-(4-fluorophenyl)ethylideneamino]acetamide
—— 2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[(Z)-1-phenylethylideneamino]acetamide —— C18H19BrN2OS
2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[(Z)-1-phenylethylideneamino]acetamide
—— 2,2,2-trifluoro-N-{2-[(1-methyl-1H-tetrazol-5-yl)sulfanyl]pyridin-3-yl}acetamide —— C9H7F3N6OS
2,2,2-trifluoro-N-{2-[(1-methyl-1H-tetrazol-5-yl)sulfanyl]pyridin-3-yl}acetamide
—— N-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]-4-methoxybenzamide —— C21H16ClN3O4S
N-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]-4-methoxybenzamide
—— 2-methyl-N-[(Z)-(5-quinolin-8-ylsulfanylfuran-2-yl)methylideneamino]benzamide —— C22H17N3O2S
2-methyl-N-[(Z)-(5-quinolin-8-ylsulfanylfuran-2-yl)methylideneamino]benzamide
—— [(2-Methyl-4,6-dioxaheptyl)thio]benzene —— C12H18O2S
[(2-Methyl-4,6-dioxaheptyl)thio]benzene
—— (Z)-1-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]-N-(1,2,4-triazol-4-yl)methanimine —— C16H13N5O2S
(Z)-1-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]-N-(1,2,4-triazol-4-yl)methanimine
—— (2Z,5Z)-3-(2-methoxyethyl)-5-[4-(methylsulfanyl)benzylidene]-2-(phenylimino)-1,3-thiazolidin-4-one —— C20H20N2O2S2
(2Z,5Z)-3-(2-methoxyethyl)-5-[4-(methylsulfanyl)benzylidene]-2-(phenylimino)-1,3-thiazolidin-4-one
—— N-(5-chloro-2-methylphenyl)-2-[(5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]acetamide —— C26H20ClN3O5S2
N-(5-chloro-2-methylphenyl)-2-[(5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]acetamide
—— (E)-2-amino-3-[(4-methylsulfanylphenyl)methylideneamino]but-2-enedinitrile —— C12H10N4S
(E)-2-amino-3-[(4-methylsulfanylphenyl)methylideneamino]but-2-enedinitrile
—— Ethyl 5-(([3-cyano-4-(methoxymethyl)-6-methylpyridin-2-yl]sulfanyl)methyl)-1,2-oxazole-3-carboxylate —— C16H17N3O4S
Ethyl 5-(([3-cyano-4-(methoxymethyl)-6-methylpyridin-2-yl]sulfanyl)methyl)-1,2-oxazole-3-carboxylate
—— (2Z)-2-[3-nitro-4-(4H-1,2,4-triazol-3-ylsulfanyl)benzylidene]hydrazinecarboximidamide —— C10H10N8O2S
(2Z)-2-[3-nitro-4-(4H-1,2,4-triazol-3-ylsulfanyl)benzylidene]hydrazinecarboximidamide
—— (NZ)-N-[2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]cyclooctylidene]hydroxylamine —— C11H18N4OS
(NZ)-N-[2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]cyclooctylidene]hydroxylamine
—— 4-methoxy-N-[(5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]benzamide —— C25H19N3O5S3
4-methoxy-N-[(5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]benzamide
—— 5,6-Dimethyl-2-(propylsulfanyl)pyridine-3,4-dicarbonitrile —— C12H13N3S
5,6-Dimethyl-2-(propylsulfanyl)pyridine-3,4-dicarbonitrile
—— (7E)-2-(2-ethoxyethylsulfanyl)-4-thiophen-2-yl-7-(thiophen-2-ylmethylidene)-5,6-dihydrocyclopenta[b]pyridine-3-carbonitrile —— C22H20N2OS3
(7E)-2-(2-ethoxyethylsulfanyl)-4-thiophen-2-yl-7-(thiophen-2-ylmethylidene)-5,6-dihydrocyclopenta[b]pyridine-3-carbonitrile
—— (Z)-3-anilino-3-methylsulfanyl-2-phenylsulfanylprop-2-enenitrile —— C16H14N2S2
(Z)-3-anilino-3-methylsulfanyl-2-phenylsulfanylprop-2-enenitrile
—— (NZ)-N-[2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]cyclododecylidene]hydroxylamine —— C14H24N4OS2
(NZ)-N-[2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]cyclododecylidene]hydroxylamine
—— 5-bromo-2-hydroxy-N-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]benzamide —— C21H16BrN3O4S
5-bromo-2-hydroxy-N-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]benzamide
—— (NE)-N-[[2-(4,6-dimethoxypyrimidin-2-yl)sulfanylphenyl]methylidene]hydroxylamine —— C13H13N3O3S
(NE)-N-[[2-(4,6-dimethoxypyrimidin-2-yl)sulfanylphenyl]methylidene]hydroxylamine
—— 1-amino-3-[(Z)-3,3-dimethylbutan-2-ylideneamino]thiourea —— C7H16N4S
1-amino-3-[(Z)-3,3-dimethylbutan-2-ylideneamino]thiourea
—— 2-methoxy-5-methylsulfanyl-3-[(E)-2-nitroethenyl]thiophene —— C8H9NO3S2
2-methoxy-5-methylsulfanyl-3-[(E)-2-nitroethenyl]thiophene
—— 2,6-di-tert-butyl-4-({2-[(2E)-2-(2,4-dichlorobenzylidene)hydrazinyl]-3,5,6-trifluoropyridin-4-yl}sulfanyl)phenol —— C26H26Cl2F3N3OS
2,6-di-tert-butyl-4-({2-[(2E)-2-(2,4-dichlorobenzylidene)hydrazinyl]-3,5,6-trifluoropyridin-4-yl}sulfanyl)phenol
—— (E)-2-cyano-3-(2-ethylsulfanyl-5-methylfuran-3-yl)prop-2-enethioamide —— C11H12N2OS2
(E)-2-cyano-3-(2-ethylsulfanyl-5-methylfuran-3-yl)prop-2-enethioamide
—— propan-2-yl (2Z)-5-(4-methoxyphenyl)-7-methyl-3-oxo-2-[(5-phenylsulfanylfuran-2-yl)methylidene]-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C29H26N2O5S2
propan-2-yl (2Z)-5-(4-methoxyphenyl)-7-methyl-3-oxo-2-[(5-phenylsulfanylfuran-2-yl)methylidene]-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— N-[(Z)-[2-(4-chlorophenyl)sulfanylphenyl]methylideneamino]-4,6-di(piperidin-1-yl)-1,3,5-triazin-2-amine —— C26H30ClN7S
N-[(Z)-[2-(4-chlorophenyl)sulfanylphenyl]methylideneamino]-4,6-di(piperidin-1-yl)-1,3,5-triazin-2-amine
—— Thiazole, 2-chloro-5-(methylthio)- —— C4H4ClNS2
Thiazole, 2-chloro-5-(methylthio)-
—— Bis(5-methyl-2-pyrimidinyl) sulfide —— C10H10N4S
Bis(5-methyl-2-pyrimidinyl) sulfide