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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-Tert-butyl-2,3-dihydropyrido[1,2-b][1,4,2]oxathiazin-5-ium —— C11H16NOS+
2-Tert-butyl-2,3-dihydropyrido[1,2-b][1,4,2]oxathiazin-5-ium
—— 3-(2-Methoxyethyl)-5-{(E)-1-[4-(methylsulfanyl)phenyl]methylidene}-2-(phenylimino)-1,3-thiazolan-4-one —— C20H20N2O2S2
3-(2-Methoxyethyl)-5-{(E)-1-[4-(methylsulfanyl)phenyl]methylidene}-2-(phenylimino)-1,3-thiazolan-4-one
—— 2-methoxyethyl (2E)-7-methyl-2-(4-methylbenzylidene)-5-[4-(methylsulfanyl)phenyl]-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C26H26N2O4S2
2-methoxyethyl (2E)-7-methyl-2-(4-methylbenzylidene)-5-[4-(methylsulfanyl)phenyl]-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— (Z)-[(3Z)-3-hydrazinylidene-1,4-bis(methylsulfonyl)butan-2-ylidene]hydrazine —— C6H14N4O4S2
(Z)-[(3Z)-3-hydrazinylidene-1,4-bis(methylsulfonyl)butan-2-ylidene]hydrazine
—— (Z)-2-[(E)-1-cyano-2-methoxyethenyl]sulfonyl-3-methoxyprop-2-enenitrile —— C8H8N2O4S
(Z)-2-[(E)-1-cyano-2-methoxyethenyl]sulfonyl-3-methoxyprop-2-enenitrile
—— 2-[(5-benzylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(Z)-1-(4-fluorophenyl)ethylideneamino]acetamide —— C19H17FN4OS3
2-[(5-benzylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(Z)-1-(4-fluorophenyl)ethylideneamino]acetamide
—— 9-methyl-3-[(Z)-(3-octyl-4-oxo-2-thioxo-1,3-thiazolidin-5-ylidene)methyl]-2-(phenylsulfanyl)-4H-pyrido[1,2-a]pyrimidin-4-one —— C27H29N3O2S3
9-methyl-3-[(Z)-(3-octyl-4-oxo-2-thioxo-1,3-thiazolidin-5-ylidene)methyl]-2-(phenylsulfanyl)-4H-pyrido[1,2-a]pyrimidin-4-one
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-[(E)-2-methyl-3-phenylprop-2-enylidene]amino]-5-(phenylsulfanylmethyl)triazole-4-carboxamide —— C22H20N8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-[(E)-2-methyl-3-phenylprop-2-enylidene]amino]-5-(phenylsulfanylmethyl)triazole-4-carboxamide
—— N-[(Z)-1-(4-bromophenyl)ethylideneamino]-2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetamide —— C16H17BrN4OS
N-[(Z)-1-(4-bromophenyl)ethylideneamino]-2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetamide
—— (5E)-3-methyl-5-[(4-methylsulfanylphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C12H11NOS3
(5E)-3-methyl-5-[(4-methylsulfanylphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— N-(3-methoxypropyl)-N'-[(Z)-(4-methylsulfanylphenyl)methylideneamino]propanediamide —— C15H21N3O3S
N-(3-methoxypropyl)-N'-[(Z)-(4-methylsulfanylphenyl)methylideneamino]propanediamide
—— (4E)-5-methyl-4-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-2-phenylpyrazol-3-one —— C22H18N2O2S
(4E)-5-methyl-4-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-2-phenylpyrazol-3-one
—— propan-2-yl (2E)-5-(4-chlorophenyl)-2-[[5-(4,6-dimethylpyrimidin-2-yl)sulfanylfuran-2-yl]methylidene]-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C28H25ClN4O4S2
propan-2-yl (2E)-5-(4-chlorophenyl)-2-[[5-(4,6-dimethylpyrimidin-2-yl)sulfanylfuran-2-yl]methylidene]-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 1-(Propylsulfinyl)-3-(2-propenylsulfinyl)propene —— C9H16O2S2
1-(Propylsulfinyl)-3-(2-propenylsulfinyl)propene
—— (5S,7R)-N-[2-(4-chlorophenyl)sulfanylphenyl]-7-(difluoromethyl)-5-(4-methylphenyl)-1,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxamide —— C27H23ClF2N4OS
(5S,7R)-N-[2-(4-chlorophenyl)sulfanylphenyl]-7-(difluoromethyl)-5-(4-methylphenyl)-1,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxamide
—— 2-[4-(furan-2-yl)-6-(trifluoromethyl)pyrimidin-2-yl]sulfanyl-1-[(1R,5R)-1,3,3-trimethyl-6-azabicyclo[3.2.1]octan-6-yl]ethanone —— C21H24F3N3O2S
2-[4-(furan-2-yl)-6-(trifluoromethyl)pyrimidin-2-yl]sulfanyl-1-[(1R,5R)-1,3,3-trimethyl-6-azabicyclo[3.2.1]octan-6-yl]ethanone
—— (5S,7S)-N-[2-(4-chlorophenyl)sulfanylphenyl]-7-(difluoromethyl)-5-(4-methylphenyl)-1,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxamide —— C27H23ClF2N4OS
(5S,7S)-N-[2-(4-chlorophenyl)sulfanylphenyl]-7-(difluoromethyl)-5-(4-methylphenyl)-1,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxamide
—— Sodium;1-tridecoxypropane-1-sulfonoperoxoic acid —— C16H34NaO5S+
Sodium;1-tridecoxypropane-1-sulfonoperoxoic acid
—— (5R,7R)-N-[2-(4-chlorophenyl)sulfanylphenyl]-7-(difluoromethyl)-5-(4-methylphenyl)-1,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxamide —— C27H23ClF2N4OS
(5R,7R)-N-[2-(4-chlorophenyl)sulfanylphenyl]-7-(difluoromethyl)-5-(4-methylphenyl)-1,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxamide
—— (2E)-2-[[(5-bromopyridin-2-yl)amino]methylidene]-1-benzothiophen-3-one —— C14H9BrN2OS
(2E)-2-[[(5-bromopyridin-2-yl)amino]methylidene]-1-benzothiophen-3-one
—— Diaminomethylidene-[(4-methylsulfanylphenyl)methyl]azanium —— C9H14N3S+
Diaminomethylidene-[(4-methylsulfanylphenyl)methyl]azanium
—— (4S,8Z)-2-amino-6-methyl-4-(4-methylsulfanylphenyl)-8-[(4-methylsulfanylphenyl)methylidene]-5,7-dihydro-4H-pyrano[3,2-c]pyridine-3-carbonitrile —— C25H25N3OS2
(4S,8Z)-2-amino-6-methyl-4-(4-methylsulfanylphenyl)-8-[(4-methylsulfanylphenyl)methylidene]-5,7-dihydro-4H-pyrano[3,2-c]pyridine-3-carbonitrile
—— 2-{[5-(benzylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl}-N'-[(1Z)-1-phenylethylidene]acetohydrazide —— C19H18N4OS3
2-{[5-(benzylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl}-N'-[(1Z)-1-phenylethylidene]acetohydrazide
—— [1-Amino-2-(2-phenylsulfanylphenyl)ethylidene]azanium —— C14H15N2S+
[1-Amino-2-(2-phenylsulfanylphenyl)ethylidene]azanium
—— 1-(4-Chloro-phenylsulfanyl)-4-pyridin-4-ylmethyl-phthalazine —— C20H14ClN3S
1-(4-Chloro-phenylsulfanyl)-4-pyridin-4-ylmethyl-phthalazine
—— (18R,19R)-hexatriacontane-1,18,19,36-tetrathiol —— C36H74S4
(18R,19R)-hexatriacontane-1,18,19,36-tetrathiol
—— 3-[(7-nitro-2,1,3-benzothiadiazol-5-yl)sulfanyl]-5-(prop-2-en-1-yl)-5H-[1,2,4]triazino[5,6-b]indole —— C18H11N7O2S2
3-[(7-nitro-2,1,3-benzothiadiazol-5-yl)sulfanyl]-5-(prop-2-en-1-yl)-5H-[1,2,4]triazino[5,6-b]indole
—— (10S,11S)-icosane-10,11-dithiol —— C20H42S2
(10S,11S)-icosane-10,11-dithiol
—— 3-[(7-nitro-2,1,3-benzothiadiazol-5-yl)sulfanyl]-5-propyl-5H-[1,2,4]triazino[5,6-b]indole —— C18H13N7O2S2
3-[(7-nitro-2,1,3-benzothiadiazol-5-yl)sulfanyl]-5-propyl-5H-[1,2,4]triazino[5,6-b]indole
—— (10R,11R)-icosane-10,11-dithiol —— C20H42S2
(10R,11R)-icosane-10,11-dithiol
—— (9S,10S)-octadecane-9,10-dithiol —— C18H38S2
(9S,10S)-octadecane-9,10-dithiol
—— (18S,19S)-hexatriacontane-1,18,19,36-tetrathiol —— C36H74S4
(18S,19S)-hexatriacontane-1,18,19,36-tetrathiol
—— (9S,10R)-octadecane-9,10-dithiol —— C18H38S2
(9S,10R)-octadecane-9,10-dithiol
—— (9R,10R)-octadecane-9,10-dithiol —— C18H38S2
(9R,10R)-octadecane-9,10-dithiol
—— (3S)-2-imino-4-oxothiolane-3-carboxylic acid —— C5H5NO3S
(3S)-2-imino-4-oxothiolane-3-carboxylic acid
—— (3S,6S)-N-(tert-butylcarbamothioyl)tricyclo[4.3.1.13,8]undecane-1-carboxamide —— C17H28N2OS
(3S,6S)-N-(tert-butylcarbamothioyl)tricyclo[4.3.1.13,8]undecane-1-carboxamide
—— (3R,5R)-N-(dimethylcarbamothioyl)-3,5-dimethyladamantane-1-carboxamide —— C16H26N2OS
(3R,5R)-N-(dimethylcarbamothioyl)-3,5-dimethyladamantane-1-carboxamide
—— (3S,5S)-N-(dimethylcarbamothioyl)-3,5-dimethyladamantane-1-carboxamide —— C16H26N2OS
(3S,5S)-N-(dimethylcarbamothioyl)-3,5-dimethyladamantane-1-carboxamide
—— (1R,8R)-N-(tert-butylcarbamothioyl)tricyclo[4.3.1.13,8]undecane-3-carboxamide —— C17H28N2OS
(1R,8R)-N-(tert-butylcarbamothioyl)tricyclo[4.3.1.13,8]undecane-3-carboxamide
—— (5R,7R)-3-chloro-N-methyladamantane-1-carbothioamide —— C12H18ClNS
(5R,7R)-3-chloro-N-methyladamantane-1-carbothioamide
—— [(2S)-3,3,4,4,4-pentafluoro-2-[(2S)-3,3,4,4,4-pentafluoro-1-phenylbutan-2-yl]sulfanylbutyl]benzene —— C20H16F10S
[(2S)-3,3,4,4,4-pentafluoro-2-[(2S)-3,3,4,4,4-pentafluoro-1-phenylbutan-2-yl]sulfanylbutyl]benzene
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-methylphenyl)sulfanyl]methyl}-N'-[(1Z)-1-(pyridin-4-yl)ethylidene]-1H-1,2,3-triazole-4-carbohydrazide —— C20H19N9O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-methylphenyl)sulfanyl]methyl}-N'-[(1Z)-1-(pyridin-4-yl)ethylidene]-1H-1,2,3-triazole-4-carbohydrazide
—— [(2R)-3,3,4,4,4-pentafluoro-2-[(2R)-3,3,4,4,4-pentafluoro-1-phenylbutan-2-yl]sulfanylbutyl]benzene —— C20H16F10S
[(2R)-3,3,4,4,4-pentafluoro-2-[(2R)-3,3,4,4,4-pentafluoro-1-phenylbutan-2-yl]sulfanylbutyl]benzene
—— 4-(4-Methyl-6-morpholin-4-ylpyrimidin-2-yl)sulfanylbutan-2-one —— C13H19N3O2S
4-(4-Methyl-6-morpholin-4-ylpyrimidin-2-yl)sulfanylbutan-2-one
—— (1R)-1-methyl-1-oxo-1lambda6-thia-2-azacyclohexa-1,3,5-triene-4-carboxylic acid —— C6H7NO3S
(1R)-1-methyl-1-oxo-1lambda6-thia-2-azacyclohexa-1,3,5-triene-4-carboxylic acid
—— 6-[[6-[(3-nitrophenyl)methylideneamino]-1,3-benzothiazol-2-yl]sulfanyl]-2-N,4-N-diphenyl-1,3,5-triazine-2,4-diamine —— C29H20N8O2S2
6-[[6-[(3-nitrophenyl)methylideneamino]-1,3-benzothiazol-2-yl]sulfanyl]-2-N,4-N-diphenyl-1,3,5-triazine-2,4-diamine
—— ethyl (2Z)-2-(cyclohex-3-en-1-ylmethylidene)-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C24H26N2O3S2
ethyl (2Z)-2-(cyclohex-3-en-1-ylmethylidene)-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— (3R,6R)-N-cyclohexyltricyclo[4.3.1.13,8]undecane-1-carbothioamide —— C18H29NS
(3R,6R)-N-cyclohexyltricyclo[4.3.1.13,8]undecane-1-carbothioamide
—— N-(3-nitrophenyl)-2-[[6-[(3-nitro-4-pyridin-2-ylsulfanylphenyl)methylideneamino]-1,3-benzothiazol-2-yl]sulfanyl]acetamide —— C27H18N6O5S3
N-(3-nitrophenyl)-2-[[6-[(3-nitro-4-pyridin-2-ylsulfanylphenyl)methylideneamino]-1,3-benzothiazol-2-yl]sulfanyl]acetamide
—— 6-[[6-[(4-nitrophenyl)methylideneamino]-1,3-benzothiazol-2-yl]sulfanyl]-2-N,4-N-diphenyl-1,3,5-triazine-2,4-diamine —— C29H20N8O2S2
6-[[6-[(4-nitrophenyl)methylideneamino]-1,3-benzothiazol-2-yl]sulfanyl]-2-N,4-N-diphenyl-1,3,5-triazine-2,4-diamine