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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
—— ethyl (2S)-2-[7-(4-fluorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylpropanoate —— C19H19FN4O4S
ethyl (2S)-2-[7-(4-fluorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylpropanoate
—— (5Z)-3-(4-ethylphenyl)-5-[4-(methylsulfanyl)benzylidene]-2-thioxo-1,3-thiazolidin-4-one —— C19H17NOS3
(5Z)-3-(4-ethylphenyl)-5-[4-(methylsulfanyl)benzylidene]-2-thioxo-1,3-thiazolidin-4-one
—— methyl (2S)-2-[7-(4-fluorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylpropanoate —— C18H17FN4O4S
methyl (2S)-2-[7-(4-fluorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylpropanoate
—— (5E)-3-(3-bromophenyl)-5-({5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)-2-thioxo-1,3-thiazolidin-4-one —— C20H11BrClNO2S3
(5E)-3-(3-bromophenyl)-5-({5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)-2-thioxo-1,3-thiazolidin-4-one
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-1-(3-hydroxyphenyl)ethylideneamino]-5-[(4-methylphenyl)sulfanylmethyl]triazole-4-carboxamide —— C21H20N8O3S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-1-(3-hydroxyphenyl)ethylideneamino]-5-[(4-methylphenyl)sulfanylmethyl]triazole-4-carboxamide
—— 1-(2,3-dimethylphenyl)-3-(2-methylsulfanylphenyl)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]azepine —— C22H25N3S
1-(2,3-dimethylphenyl)-3-(2-methylsulfanylphenyl)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]azepine
—— (2S)-2-pyridin-2-ylsulfanylcyclohexan-1-one —— C11H13NOS
(2S)-2-pyridin-2-ylsulfanylcyclohexan-1-one
—— 4-chloro-N-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]benzamide —— C21H16ClN3O3S
4-chloro-N-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]benzamide
—— (2S)-2-methyl-1-[2-[2-[(2S)-2-methylaziridin-1-yl]ethylsulfonyl]ethyl]aziridine —— C10H20N2O2S
(2S)-2-methyl-1-[2-[2-[(2S)-2-methylaziridin-1-yl]ethylsulfonyl]ethyl]aziridine
—— (Z)-N-[[5-(4-bromophenyl)sulfanyl-1-methyl-3-(trifluoromethyl)pyrazol-4-yl]methoxy]-1-(4-chlorophenyl)methanimine —— C19H14BrClF3N3OS
(Z)-N-[[5-(4-bromophenyl)sulfanyl-1-methyl-3-(trifluoromethyl)pyrazol-4-yl]methoxy]-1-(4-chlorophenyl)methanimine
—— <i>D</i>-<i>ribo</i>-2-deoxy-hexose diethyl dithioacetal 25876-36-2 C10H22O4S2
<i>D</i>-<i>ribo</i>-2-deoxy-hexose diethyl dithioacetal
—— (3R)-3-[[[(2R)-2-ethylhexyl]disulfanyl]methyl]heptane —— C16H34S2
(3R)-3-[[[(2R)-2-ethylhexyl]disulfanyl]methyl]heptane
—— 2-[(2R,6S)-4-(4-methylphenyl)-2-(4-methylsulfanylphenyl)-1,2,5,6-tetrahydropyrimidin-6-yl]phenol —— C24H24N2OS
2-[(2R,6S)-4-(4-methylphenyl)-2-(4-methylsulfanylphenyl)-1,2,5,6-tetrahydropyrimidin-6-yl]phenol
—— (NZ)-N-(2-pentylsulfonylcyclododecylidene)hydroxylamine —— C17H33NO3S
(NZ)-N-(2-pentylsulfonylcyclododecylidene)hydroxylamine
—— N-[(E)-1,4-bis(methylsulfonyl)-3-nitrosobut-2-en-2-yl]hydroxylamine —— C6H12N2O6S2
N-[(E)-1,4-bis(methylsulfonyl)-3-nitrosobut-2-en-2-yl]hydroxylamine
—— prop-2-enyl (7R)-5-methyl-7-(4-methylsulfanylphenyl)-4,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate —— C16H17N5O2S
prop-2-enyl (7R)-5-methyl-7-(4-methylsulfanylphenyl)-4,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate
—— 1,3-bis[(4S,7S)-7-ethyl-2-methylundecan-4-yl]thiourea —— C29H60N2S
1,3-bis[(4S,7S)-7-ethyl-2-methylundecan-4-yl]thiourea
—— 7-[[(2Z,5E)-2-(3,3-dimethyl-2-oxobutylidene)-5-[(4-methylsulfanylphenyl)methylidene]-4-oxo-1,3-thiazolidin-3-yl]methyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C24H23N3O3S3
7-[[(2Z,5E)-2-(3,3-dimethyl-2-oxobutylidene)-5-[(4-methylsulfanylphenyl)methylidene]-4-oxo-1,3-thiazolidin-3-yl]methyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— O-methyl [[(2R)-2-[(methoxycarbothioyldisulfanyl)carbothioylamino]propyl]carbamothioyldisulfanyl]methanethioate —— C9H14N2O2S8
O-methyl [[(2R)-2-[(methoxycarbothioyldisulfanyl)carbothioylamino]propyl]carbamothioyldisulfanyl]methanethioate
—— (2S,6R)-4-[2-(2-chlorophenyl)-6-propan-2-ylsulfanylpyrimidin-4-yl]-2,6-dimethylmorpholine —— C19H24ClN3OS
(2S,6R)-4-[2-(2-chlorophenyl)-6-propan-2-ylsulfanylpyrimidin-4-yl]-2,6-dimethylmorpholine
—— 6-[(E)-3-hydroxyoct-1-enyl]sulfanyl-2H-1,2,4-triazine-3,5-dione —— C11H17N3O3S
6-[(E)-3-hydroxyoct-1-enyl]sulfanyl-2H-1,2,4-triazine-3,5-dione
—— (5S,6R)-2-Ethoxycarbonylamino-8,9-dimethyl-4,6-dioxo-1,6λ<sup>4</sup>-dithia-spiro[4.5]deca-2,8-diene-3-carboxylic acid ethyl ester —— C16H21NO6S2
(5S,6R)-2-Ethoxycarbonylamino-8,9-dimethyl-4,6-dioxo-1,6λ<sup>4</sup>-dithia-spiro[4.5]deca-2,8-diene-3-carboxylic acid ethyl ester
—— N-[(Z)-[5-[(4,5-diphenyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methylideneamino]-2-hydroxybenzamide —— C26H19N5O3S
N-[(Z)-[5-[(4,5-diphenyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methylideneamino]-2-hydroxybenzamide
—— (5S,6S)-2-Ethoxycarbonylamino-8,9-dimethyl-4,6-dioxo-1,6λ<sup>4</sup>-dithia-spiro[4.5]deca-2,8-diene-3-carboxylic acid ethyl ester —— C16H21NO6S2
(5S,6S)-2-Ethoxycarbonylamino-8,9-dimethyl-4,6-dioxo-1,6λ<sup>4</sup>-dithia-spiro[4.5]deca-2,8-diene-3-carboxylic acid ethyl ester
—— 2-(2-butylsulfanyl-6-methylpyrimidin-4-yl)sulfanyl-N-[(Z)-(2-fluorophenyl)methylideneamino]acetamide —— C18H21FN4OS2
2-(2-butylsulfanyl-6-methylpyrimidin-4-yl)sulfanyl-N-[(Z)-(2-fluorophenyl)methylideneamino]acetamide
—— N-[(Z)-(4-chlorophenyl)methylideneamino]-2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetamide —— C15H15ClN4OS
N-[(Z)-(4-chlorophenyl)methylideneamino]-2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetamide
—— N-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]-3-nitrobenzamide —— C20H13ClN4O5S
N-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]-3-nitrobenzamide
—— 2-N-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]-4-N-phenyl-6-piperidin-1-yl-1,3,5-triazine-2,4-diamine —— C28H28N8O2S
2-N-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]-4-N-phenyl-6-piperidin-1-yl-1,3,5-triazine-2,4-diamine
—— 4-methyl-N-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]benzamide —— C22H19N3O3S
4-methyl-N-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]benzamide
—— (2R)-2-[(2S)-butan-2-yl]sulfanylbutane —— C8H18S
(2R)-2-[(2S)-butan-2-yl]sulfanylbutane
—— 2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[(Z)-(3,3-dimethyl-5-oxocyclohexylidene)amino]acetamide —— C18H23BrN2O2S
2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[(Z)-(3,3-dimethyl-5-oxocyclohexylidene)amino]acetamide
—— 3-chloro-N-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]benzamide —— C21H16ClN3O3S
3-chloro-N-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]benzamide
—— (NZ)-N-[2-chloro-3,3-bis[(4-methylphenyl)sulfanyl]prop-2-enylidene]hydroxylamine —— C17H16ClNOS2
(NZ)-N-[2-chloro-3,3-bis[(4-methylphenyl)sulfanyl]prop-2-enylidene]hydroxylamine
—— (2Z)-3-{4-bromo-5-[(4-chlorophenyl)sulfanyl]furan-2-yl}-2-(4-fluorophenyl)prop-2-enenitrile —— C19H10BrClFNOS
(2Z)-3-{4-bromo-5-[(4-chlorophenyl)sulfanyl]furan-2-yl}-2-(4-fluorophenyl)prop-2-enenitrile
—— 3-{(Z)-[3-(2-ethylhexyl)-4-oxo-2-thioxo-1,3-thiazolidin-5-ylidene]methyl}-2-(phenylsulfanyl)-4H-pyrido[1,2-a]pyrimidin-4-one —— C26H27N3O2S3
3-{(Z)-[3-(2-ethylhexyl)-4-oxo-2-thioxo-1,3-thiazolidin-5-ylidene]methyl}-2-(phenylsulfanyl)-4H-pyrido[1,2-a]pyrimidin-4-one
—— (4Z)-5-methyl-4-[4-(methylsulfanyl)benzylidene]-2-phenyl-2,4-dihydro-3H-pyrazol-3-one —— C18H16N2OS
(4Z)-5-methyl-4-[4-(methylsulfanyl)benzylidene]-2-phenyl-2,4-dihydro-3H-pyrazol-3-one
—— (Z)-4-(dimethylamino)-3-pyridin-2-ylsulfanylbut-3-en-2-one —— C11H14N2OS
(Z)-4-(dimethylamino)-3-pyridin-2-ylsulfanylbut-3-en-2-one
—— 2-[(5-benzylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(Z)-1-pyridin-4-ylethylideneamino]acetamide —— C18H17N5OS3
2-[(5-benzylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(Z)-1-pyridin-4-ylethylideneamino]acetamide
—— (E)-[1-(4-chlorophenyl)-2-[(3-chlorophenyl)sulfanyl]ethylidene](methoxy)amine —— C15H13Cl2NOS
(E)-[1-(4-chlorophenyl)-2-[(3-chlorophenyl)sulfanyl]ethylidene](methoxy)amine
—— (Z)-2-(4-chlorobenzyl)-5-imino-6-(4-(methylthio)benzylidene)-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7(6H)-one —— C20H15ClN4OS2
(Z)-2-(4-chlorobenzyl)-5-imino-6-(4-(methylthio)benzylidene)-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7(6H)-one
—— 5-[(E)-2-(dimethylamino)ethenyl]-3-{[(4-methylphenyl)methyl]sulfanyl}-1,2-thiazole-4-carbonitrile —— C16H17N3S2
5-[(E)-2-(dimethylamino)ethenyl]-3-{[(4-methylphenyl)methyl]sulfanyl}-1,2-thiazole-4-carbonitrile
—— (1Z)-1-phenylethanone {4-[(2,4-dinitrophenyl)thio]phenyl}hydrazone —— C20H16N4O4S
(1Z)-1-phenylethanone {4-[(2,4-dinitrophenyl)thio]phenyl}hydrazone
—— (1R)-1-(5-chloro-2-methylsulfanylphenyl)ethanamine —— C9H12ClNS
(1R)-1-(5-chloro-2-methylsulfanylphenyl)ethanamine
—— (3E)-3-{[4-(Methylsulfanyl)phenyl]methylidene}-[1,1'-BI(cyclopentane)]-2-one —— C18H22OS
(3E)-3-{[4-(Methylsulfanyl)phenyl]methylidene}-[1,1'-BI(cyclopentane)]-2-one
—— (2R)-1,1-dichloro-2-(pentylsulfonylmethyl)cyclopropane —— C9H16Cl2O2S
(2R)-1,1-dichloro-2-(pentylsulfonylmethyl)cyclopropane
—— (2S)-1,1-dichloro-2-(pentylsulfonylmethyl)cyclopropane —— C9H16Cl2O2S
(2S)-1,1-dichloro-2-(pentylsulfonylmethyl)cyclopropane
—— 2-naphthalen-1-yl-N-[(Z)-(5-pyridin-2-ylsulfanylfuran-2-yl)methylideneamino]acetamide —— C22H17N3O2S
2-naphthalen-1-yl-N-[(Z)-(5-pyridin-2-ylsulfanylfuran-2-yl)methylideneamino]acetamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-chlorophenyl)sulfanylmethyl]-N-[(Z)-(4-fluorophenyl)methylideneamino]triazole-4-carboxamide —— C19H14ClFN8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-chlorophenyl)sulfanylmethyl]-N-[(Z)-(4-fluorophenyl)methylideneamino]triazole-4-carboxamide
—— 1-methyl-3-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]thiourea —— C16H16N4O2S2
1-methyl-3-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]thiourea
—— (5Z)-3-[(2-bromophenyl)methyl]-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-1,3-thiazolidine-2,4-dione —— C24H17BrN2O4S2
(5Z)-3-[(2-bromophenyl)methyl]-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-1,3-thiazolidine-2,4-dione