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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
—— 3-{(Z)-[3-(2-ethylhexyl)-4-oxo-2-thioxo-1,3-thiazolidin-5-ylidene]methyl}-9-methyl-2-(phenylsulfanyl)-4H-pyrido[1,2-a]pyrimidin-4-one —— C27H29N3O2S3
3-{(Z)-[3-(2-ethylhexyl)-4-oxo-2-thioxo-1,3-thiazolidin-5-ylidene]methyl}-9-methyl-2-(phenylsulfanyl)-4H-pyrido[1,2-a]pyrimidin-4-one
—— N-[(Z)-(4-chlorophenyl)methylideneamino]-2-[[4-methyl-5-[(3-methylanilino)methyl]-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C20H21ClN6OS
N-[(Z)-(4-chlorophenyl)methylideneamino]-2-[[4-methyl-5-[(3-methylanilino)methyl]-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 4-(5-octadecylsulfanylthiophen-3-yl)-N,N-dioctylaniline —— C44H77NS2
4-(5-octadecylsulfanylthiophen-3-yl)-N,N-dioctylaniline
—— 1-(3-Methylsulfanyl-1,2,4-triazin-6-yl)ethanethiol —— C6H9N3S2
1-(3-Methylsulfanyl-1,2,4-triazin-6-yl)ethanethiol
—— (E)-3-amino-2-[2-[[5-[(E)-4-amino-3-cyano-2-oxopent-3-enyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]but-2-enenitrile —— C14H14N6O2S3
(E)-3-amino-2-[2-[[5-[(E)-4-amino-3-cyano-2-oxopent-3-enyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]but-2-enenitrile
—— 2-(Ethyldisulfanyl)-2-methylpentane —— C8H18S2
2-(Ethyldisulfanyl)-2-methylpentane
—— 2-(Dimethylamino)-2-propan-2-ylsulfanylethane-1,1-diol —— C7H17NO2S
2-(Dimethylamino)-2-propan-2-ylsulfanylethane-1,1-diol
—— (7Z)-2-[(E)-2-butan-2-yl-3-ethyl-5-iminopent-2-enyl]sulfanyl-8-(trifluoromethyl)-4,5-dihydro-3H-azocin-6-one —— C19H27F3N2OS
(7Z)-2-[(E)-2-butan-2-yl-3-ethyl-5-iminopent-2-enyl]sulfanyl-8-(trifluoromethyl)-4,5-dihydro-3H-azocin-6-one
—— 2-(3-Aminophenyl)sulfanyl-2-methoxypropanamide —— C10H14N2O2S
2-(3-Aminophenyl)sulfanyl-2-methoxypropanamide
—— 2-Methyl-2-(oxan-2-yl)-4-propyl-1,3-oxathiane —— C13H24O2S
2-Methyl-2-(oxan-2-yl)-4-propyl-1,3-oxathiane
—— [4-[[4-[3-(Tert-butylamino)-2-hydroxypropoxy]-1,2,5-thiadiazol-3-yl]sulfanyl]-1-hydroxy-2,2,5,5-tetramethylpyrrolidin-3-yl]methyl nitrate —— C18H33N5O6S2
[4-[[4-[3-(Tert-butylamino)-2-hydroxypropoxy]-1,2,5-thiadiazol-3-yl]sulfanyl]-1-hydroxy-2,2,5,5-tetramethylpyrrolidin-3-yl]methyl nitrate
—— [4-[3-(Diheptylamino)phenyl]sulfanylphenyl] butanoate —— C30H45NO2S
[4-[3-(Diheptylamino)phenyl]sulfanylphenyl] butanoate
—— Ethane;1-methyl-3-(2,3,3,4,4-pentamethylpentan-2-ylsulfanyl)benzene —— C19H34S
Ethane;1-methyl-3-(2,3,3,4,4-pentamethylpentan-2-ylsulfanyl)benzene
—— N-[(Z)-(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)methylideneamino]-5-(trifluoromethyl)pyridin-2-amine —— C17H11F3N6O2S
N-[(Z)-(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)methylideneamino]-5-(trifluoromethyl)pyridin-2-amine
—— 2-thionitroso-1,4-dihydropyrazine —— C4H5N3S
2-thionitroso-1,4-dihydropyrazine
—— 5-Methyl-1,2,3-tris(tetracosylsulfanyl)benzene —— C79H152S3
5-Methyl-1,2,3-tris(tetracosylsulfanyl)benzene
—— 8-(2,5-dimethoxyphenyl)sulfanyl-3-[(4-nitrophenyl)methyl]-7H-purin-3-ium-6-amine —— C20H19N6O4S+
8-(2,5-dimethoxyphenyl)sulfanyl-3-[(4-nitrophenyl)methyl]-7H-purin-3-ium-6-amine
—— 1,3-Bis(icosylsulfanyl)-5-methylbenzene —— C47H88S2
1,3-Bis(icosylsulfanyl)-5-methylbenzene
—— N-[(Z)-1-(4-bromophenyl)ethylideneamino]-2-[[5-[(4-methylanilino)methyl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C24H27BrN6OS
N-[(Z)-1-(4-bromophenyl)ethylideneamino]-2-[[5-[(4-methylanilino)methyl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— 1-[4-(4-Aminophenyl)sulfanyl-3-[(7-propan-2-yl-7,8-dihydropyrido[2,3-d]pyrimidin-4-yl)amino]phenyl]-3-[4-(4-aminophenyl)sulfanyl-3-[(7-propan-2-ylpyrido[2,3-d]pyrimidin-4-yl)amino]phenyl]urea —— C45H44N12OS2
1-[4-(4-Aminophenyl)sulfanyl-3-[(7-propan-2-yl-7,8-dihydropyrido[2,3-d]pyrimidin-4-yl)amino]phenyl]-3-[4-(4-aminophenyl)sulfanyl-3-[(7-propan-2-ylpyrido[2,3-d]pyrimidin-4-yl)amino]phenyl]urea
—— N-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]aniline —— C20H17N3O2S
N-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]aniline
—— 2-(1-Oxo-2-pyridylsulfanylmethyl)durene —— C16H19NOS
2-(1-Oxo-2-pyridylsulfanylmethyl)durene
—— N-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]benzamide —— C20H14ClN3O3S
N-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]benzamide
—— (2E)-N-(3-chlorophenyl)-3-{5-[(4-chlorophenyl)sulfanyl]furan-2-yl}-2-cyanoprop-2-enamide —— C20H12Cl2N2O2S
(2E)-N-(3-chlorophenyl)-3-{5-[(4-chlorophenyl)sulfanyl]furan-2-yl}-2-cyanoprop-2-enamide
—— N-[4-[4-[(1-amino-3-iminobutylidene)amino]-6-[(3S)-3-(methylamino)pyrrolidin-1-yl]pyrimidin-2-yl]sulfanylphenyl]propanamide —— C22H30N8OS
N-[4-[4-[(1-amino-3-iminobutylidene)amino]-6-[(3S)-3-(methylamino)pyrrolidin-1-yl]pyrimidin-2-yl]sulfanylphenyl]propanamide
—— 2-Propenenitrile, 3-ethoxy-2-(propylsulfonyl)- —— C8H13NO3S
2-Propenenitrile, 3-ethoxy-2-(propylsulfonyl)-
—— N'-ethyl-N-[5-[2-[(4-ethylphenyl)methylsulfanyl]pyridin-3-yl]pentyl]-N-propylethanimidamide —— C26H39N3S
N'-ethyl-N-[5-[2-[(4-ethylphenyl)methylsulfanyl]pyridin-3-yl]pentyl]-N-propylethanimidamide
—— 6-Methyl-1-methylsulfanylhept-2-ene —— C9H18S
6-Methyl-1-methylsulfanylhept-2-ene
—— 1,1,1-Trifluoro-4-(2-methylbut-3-en-2-ylsulfanyl)octa-3,5-diene —— C13H19F3S
1,1,1-Trifluoro-4-(2-methylbut-3-en-2-ylsulfanyl)octa-3,5-diene
—— 5-Sulfonylpent-2-ene —— C5H8O2S
5-Sulfonylpent-2-ene
—— methyl N-methylbut-3-enimidothioate —— C6H11NS
methyl N-methylbut-3-enimidothioate
—— 2-(1,1-Difluoroethyl)-5-methylsulfanylpyridine —— C8H9F2NS
2-(1,1-Difluoroethyl)-5-methylsulfanylpyridine
—— 1-(1-Methyl-1-methylidenethiopyran-2-yl)ethanol —— C9H14OS
1-(1-Methyl-1-methylidenethiopyran-2-yl)ethanol
—— 2-(Disulfanyl)pent-2-ene —— C5H10S2
2-(Disulfanyl)pent-2-ene
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-1-(4-fluorophenyl)ethylideneamino]-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]triazole-4-carboxamide —— C17H16FN11O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-1-(4-fluorophenyl)ethylideneamino]-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]triazole-4-carboxamide
—— 6-[(4-chlorophenyl)sulfanyl]imidazo[2,1-b][1,3]thiazole-5-carbaldehyde O-methyloxime —— C13H10ClN3OS2
6-[(4-chlorophenyl)sulfanyl]imidazo[2,1-b][1,3]thiazole-5-carbaldehyde O-methyloxime
—— 2-(2,2-dimethyl-5-oxo-1,3-dioxolan-4-ylidene)-N-[(4-fluoro-2-methylsulfanylphenyl)methyl]propanamide —— C16H18FNO4S
2-(2,2-dimethyl-5-oxo-1,3-dioxolan-4-ylidene)-N-[(4-fluoro-2-methylsulfanylphenyl)methyl]propanamide
—— [4-[3-[2-Phenylethylcarbamoyl(3-phenylpropyl)amino]phenyl]sulfanylphenyl] butanoate —— C34H36N2O3S
[4-[3-[2-Phenylethylcarbamoyl(3-phenylpropyl)amino]phenyl]sulfanylphenyl] butanoate
—— [4-[3-[Butylcarbamoyl(heptyl)amino]phenyl]sulfanylphenyl] butanoate —— C28H40N2O3S
[4-[3-[Butylcarbamoyl(heptyl)amino]phenyl]sulfanylphenyl] butanoate
—— 5-[[2-amino-3-[[2-amino-5-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-2H-1,3,4-thiadiazol-3-yl]disulfanyl]-2H-1,3,4-thiadiazol-5-yl]sulfanyl]-1,3,4-thiadiazol-2-amine —— C8H10N12S8
5-[[2-amino-3-[[2-amino-5-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-2H-1,3,4-thiadiazol-3-yl]disulfanyl]-2H-1,3,4-thiadiazol-5-yl]sulfanyl]-1,3,4-thiadiazol-2-amine
—— (E)-6-(4-chlorobenzylthio)imidazo[2,1-b]thiazole-5-carbaldehyde O-methyl oxime —— C14H12ClN3OS2
(E)-6-(4-chlorobenzylthio)imidazo[2,1-b]thiazole-5-carbaldehyde O-methyl oxime
—— 2-[(E)-1,2-bis(ethylsulfonyl)-2-(5-methylpyridin-2-yl)sulfanylethenyl]sulfanyl-5-methylpyridine —— C18H22N2O4S4
2-[(E)-1,2-bis(ethylsulfonyl)-2-(5-methylpyridin-2-yl)sulfanylethenyl]sulfanyl-5-methylpyridine
—— 3-[2-[(2-Amino-5-benzylsulfanyl-[1,3]thiazolo[4,5-d]pyrimidin-7-yl)amino]phenyl]propan-1-ol —— C21H21N5OS2
3-[2-[(2-Amino-5-benzylsulfanyl-[1,3]thiazolo[4,5-d]pyrimidin-7-yl)amino]phenyl]propan-1-ol
—— 5H-1,4-benzothiazepin-2-one —— C9H7NOS
5H-1,4-benzothiazepin-2-one
—— N-[(Z)-[(Z)-2-chloro-3-phenylprop-2-enylidene]amino]-2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetamide —— C17H17ClN4OS
N-[(Z)-[(Z)-2-chloro-3-phenylprop-2-enylidene]amino]-2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetamide
—— N-(3-methylphenyl)-2-[(5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]acetamide —— C26H21N3O5S2
N-(3-methylphenyl)-2-[(5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]acetamide
—— [Ethyl(ethylsulfanylsulfonyl)amino]ethane —— C6H15NO2S2
[Ethyl(ethylsulfanylsulfonyl)amino]ethane
—— N-[2-[2-(octadeca-9,12-dienylamino)ethyldisulfanyl]ethyl]octadeca-9,12-dien-1-amine —— C40H76N2S2
N-[2-[2-(octadeca-9,12-dienylamino)ethyldisulfanyl]ethyl]octadeca-9,12-dien-1-amine
—— 1-(1,1,2,2,2-Pentafluoroethylsulfanyl)propane —— C5H7F5S
1-(1,1,2,2,2-Pentafluoroethylsulfanyl)propane
—— 2-Methyl-4-[2-[[2-methyl-4-(2-sulfanylethoxymethoxy)butan-2-yl]disulfanyl]ethoxymethoxy]butane-2-thiol —— C16H34O4S4
2-Methyl-4-[2-[[2-methyl-4-(2-sulfanylethoxymethoxy)butan-2-yl]disulfanyl]ethoxymethoxy]butane-2-thiol