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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
—— N-[(1S)-2,2-dichloro-1-(4-methylphenyl)sulfanylethyl]propanamide —— C12H15Cl2NOS
N-[(1S)-2,2-dichloro-1-(4-methylphenyl)sulfanylethyl]propanamide
—— N-[[(5R)-3-[4-(2-cyanoethylsulfanyl)-3-fluorophenyl]-2-oxo-1,3-oxazolidin-5-yl]methyl]acetamide —— C15H16FN3O3S
N-[[(5R)-3-[4-(2-cyanoethylsulfanyl)-3-fluorophenyl]-2-oxo-1,3-oxazolidin-5-yl]methyl]acetamide
—— 6,6-Dimethyl-3-morpholin-4-ylmethyl-6,7-dihydro-4H,5H-9-thia-1,2,3a,4-tetraaza-cyclopenta[b]naphthalen-8-one —— C15H21N5O2S
6,6-Dimethyl-3-morpholin-4-ylmethyl-6,7-dihydro-4H,5H-9-thia-1,2,3a,4-tetraaza-cyclopenta[b]naphthalen-8-one
—— (6E)-6-(1H-[1,3]thiazolo[5,4-b]pyridin-2-ylidene)cyclohexa-2,4-diene-1-thione —— C12H8N2S2
(6E)-6-(1H-[1,3]thiazolo[5,4-b]pyridin-2-ylidene)cyclohexa-2,4-diene-1-thione
—— 3-Morpholin-4-ylmethyl-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine —— C15H17N5OS
3-Morpholin-4-ylmethyl-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— 2-Fluoro-6-(4-hexyl-phenylsulfanyl)-benzonitrile —— C19H20FNS
2-Fluoro-6-(4-hexyl-phenylsulfanyl)-benzonitrile
—— N-[(1R)-2,2-dichloro-1-(4-methylphenyl)sulfanylethyl]-2,2-dimethylpropanamide —— C14H19Cl2NOS
N-[(1R)-2,2-dichloro-1-(4-methylphenyl)sulfanylethyl]-2,2-dimethylpropanamide
—— N-[(1S)-2,2-dichloro-1-(4-methylphenyl)sulfanylethyl]-2,2-dimethylpropanamide —— C14H19Cl2NOS
N-[(1S)-2,2-dichloro-1-(4-methylphenyl)sulfanylethyl]-2,2-dimethylpropanamide
—— (5R)-1-(5-benzylsulfanyl-1,3,4-thiadiazol-2-yl)-4-[(3-fluoro-4-methylphenyl)-hydroxymethylidene]-5-thiophen-2-ylpyrrolidine-2,3-dione —— C25H18FN3O3S3
(5R)-1-(5-benzylsulfanyl-1,3,4-thiadiazol-2-yl)-4-[(3-fluoro-4-methylphenyl)-hydroxymethylidene]-5-thiophen-2-ylpyrrolidine-2,3-dione
—— 6-(4-chloro-phenylsulfanyl)-3-isopropyl-[1,2,4]triazolo[4,3-a]pyridine 745827-08-1 C15H14ClN3S
6-(4-chloro-phenylsulfanyl)-3-isopropyl-[1,2,4]triazolo[4,3-a]pyridine
—— (5S)-1-(5-benzylsulfanyl-1,3,4-thiadiazol-2-yl)-4-[(3-fluoro-4-methylphenyl)-hydroxymethylidene]-5-thiophen-2-ylpyrrolidine-2,3-dione —— C25H18FN3O3S3
(5S)-1-(5-benzylsulfanyl-1,3,4-thiadiazol-2-yl)-4-[(3-fluoro-4-methylphenyl)-hydroxymethylidene]-5-thiophen-2-ylpyrrolidine-2,3-dione
—— (E)-2-methyl-N-phenyl-4-phenylsulfanylbut-2-enimidoyl chloride —— C17H16ClNS
(E)-2-methyl-N-phenyl-4-phenylsulfanylbut-2-enimidoyl chloride
—— (1S,5R)-7-phenyl-7-phenylsulfanyl-2-oxabicyclo[3.2.0]heptan-6-one —— C18H16O2S
(1S,5R)-7-phenyl-7-phenylsulfanyl-2-oxabicyclo[3.2.0]heptan-6-one
—— (2R)-5,5-bis(phenylsulfanyl)pent-4-en-2-ol —— C17H18OS2
(2R)-5,5-bis(phenylsulfanyl)pent-4-en-2-ol
—— S-(11-ethenyl-1,5-dithiaspiro[5.5]undec-10-en-9-yl) ethanethioate —— C13H18OS3
S-(11-ethenyl-1,5-dithiaspiro[5.5]undec-10-en-9-yl) ethanethioate
—— 2-Amino-5-(4-fluoro-phenylsulfanyl)-6-methyl-3,7-dihydro-pyrrolo[2,3-d]pyrimidin-4-one —— C13H11FN4OS
2-Amino-5-(4-fluoro-phenylsulfanyl)-6-methyl-3,7-dihydro-pyrrolo[2,3-d]pyrimidin-4-one
—— 6-(2-fluoro-phenylsulfanyl)-3-isopropyl-[1,2,4]triazolo[4,3-a]pyridine 745827-20-7 C15H14FN3S
6-(2-fluoro-phenylsulfanyl)-3-isopropyl-[1,2,4]triazolo[4,3-a]pyridine
—— 6-methyl-5-pyridin-4-ylsulfanyl-1H-quinazoline-2,4-dione —— C14H11N3O2S
6-methyl-5-pyridin-4-ylsulfanyl-1H-quinazoline-2,4-dione
—— 3-(2-Amino-1-phenylethyl)sulfanyl-5-methylthiophene-2-carbonitrile —— C14H14N2S2
3-(2-Amino-1-phenylethyl)sulfanyl-5-methylthiophene-2-carbonitrile
—— 5-Methylsulfanyl-3,6-diphenyl-1,2,4-triazine —— C16H13N3S
5-Methylsulfanyl-3,6-diphenyl-1,2,4-triazine
—— N-(1-azabicyclo[3.2.2]nonan-3-yl)-4-methylsulfanylpyrazole-1-carboxamide —— C13H20N4OS
N-(1-azabicyclo[3.2.2]nonan-3-yl)-4-methylsulfanylpyrazole-1-carboxamide
—— Ethyl (S)-2-hydroxy-2-<<(4-methylphenyl)sulfenyl>methyl>butanoate —— C14H20O3S
Ethyl (S)-2-hydroxy-2-<<(4-methylphenyl)sulfenyl>methyl>butanoate
—— 2-Ethylsulfanyl-3,3-dimethyl-3,4,5,6-tetrahydro-2H-benzo[b]thiocine —— C15H22S2
2-Ethylsulfanyl-3,3-dimethyl-3,4,5,6-tetrahydro-2H-benzo[b]thiocine
—— (4S)-4-tert-butyl-2-(phenylsulfanylmethyl)-4,5-dihydro-1,3-oxazole —— C14H19NOS
(4S)-4-tert-butyl-2-(phenylsulfanylmethyl)-4,5-dihydro-1,3-oxazole
—— 3-Methylsulfanyl-5-piperidin-1-ylmethyl-[1,2,4]triazol-4-ylamine —— C9H17N5S
3-Methylsulfanyl-5-piperidin-1-ylmethyl-[1,2,4]triazol-4-ylamine
—— ethyl (1S,3S)-2-methyl-1,3-dioxo-1,3-dithiolane-2-carboxylate —— C7H12O4S2
ethyl (1S,3S)-2-methyl-1,3-dioxo-1,3-dithiolane-2-carboxylate
—— 3-[(2,6-Dimethylphenyl)thio]-2-methylpropan-1-amine —— C12H19NS
3-[(2,6-Dimethylphenyl)thio]-2-methylpropan-1-amine
—— 5-((E)-2-(N,N-dimethylamino)ethenyl)-6-methyl-3-methylmercapto-1,2,4-triazine —— C9H14N4S
5-((E)-2-(N,N-dimethylamino)ethenyl)-6-methyl-3-methylmercapto-1,2,4-triazine
—— (Z)-tert-butyl hex-1-enyl sulfide —— C10H20S
(Z)-tert-butyl hex-1-enyl sulfide
—— 2-[(Z)-4-(1,3,4-thiadiazol-2-ylsulfanyl)but-2-enyl]sulfanyl-1,3,4-thiadiazole —— C8H8N4S4
2-[(Z)-4-(1,3,4-thiadiazol-2-ylsulfanyl)but-2-enyl]sulfanyl-1,3,4-thiadiazole
—— 2-decylsulfanyl-5-[(1E,3E,5E,7E,9E)-10-[5-[6-[5-[(1E,3E,5E,7E,9E)-10-(5-decylsulfanylthiophen-2-yl)deca-1,3,5,7,9-pentaenyl]thiophen-2-yl]sulfanylhexylsulfanyl]thiophen-2-yl]deca-1,3,5,7,9-pentaenyl]thiophene —— C62H82S8
2-decylsulfanyl-5-[(1E,3E,5E,7E,9E)-10-[5-[6-[5-[(1E,3E,5E,7E,9E)-10-(5-decylsulfanylthiophen-2-yl)deca-1,3,5,7,9-pentaenyl]thiophen-2-yl]sulfanylhexylsulfanyl]thiophen-2-yl]deca-1,3,5,7,9-pentaenyl]thiophene
—— [1-[[1-[bis(phenylmethoxy)phosphorylmethyl]-3,6-dihydro-2H-pyridin-4-yl]methyl]-5-(3,5-dichlorophenyl)sulfanyl-4-propan-2-ylimidazol-2-yl]methyl carbamate —— C35H39Cl2N4O5PS
[1-[[1-[bis(phenylmethoxy)phosphorylmethyl]-3,6-dihydro-2H-pyridin-4-yl]methyl]-5-(3,5-dichlorophenyl)sulfanyl-4-propan-2-ylimidazol-2-yl]methyl carbamate
—— 2-decylsulfanyl-5-[(1E,3E,5E,7E,9E,11E)-12-(5-decylsulfanylthiophen-2-yl)dodeca-1,3,5,7,9,11-hexaenyl]thiophene —— C40H58S4
2-decylsulfanyl-5-[(1E,3E,5E,7E,9E,11E)-12-(5-decylsulfanylthiophen-2-yl)dodeca-1,3,5,7,9,11-hexaenyl]thiophene
—— S-<(pentachlorophenylsulfanyl)dichloromethyl>adamantane-1-thiosulfonate —— C17H15Cl7O2S3
S-<(pentachlorophenylsulfanyl)dichloromethyl>adamantane-1-thiosulfonate
—— 6-[(Z)-2-(furan-2-yl)ethenyl]-3-(phenylsulfanylmethyl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole —— C16H12N4OS2
6-[(Z)-2-(furan-2-yl)ethenyl]-3-(phenylsulfanylmethyl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
—— ethyl (4-{4-[3-(2,3-dichlorophenyl)-1-phenethylureido]phenylsulphanyl}phenyl)acetate 735314-31-5 C31H28Cl2N2O3S
ethyl (4-{4-[3-(2,3-dichlorophenyl)-1-phenethylureido]phenylsulphanyl}phenyl)acetate
—— 1-[(2S)-2-(furan-2-yl)-2-hydroxyethyl]-3-(2-methyl-4-phenylsulfanylphenyl)urea —— C20H20N2O3S
1-[(2S)-2-(furan-2-yl)-2-hydroxyethyl]-3-(2-methyl-4-phenylsulfanylphenyl)urea
—— 1-[(2R)-2-(furan-2-yl)-2-hydroxyethyl]-3-(2-methyl-4-phenylsulfanylphenyl)urea —— C20H20N2O3S
1-[(2R)-2-(furan-2-yl)-2-hydroxyethyl]-3-(2-methyl-4-phenylsulfanylphenyl)urea
—— ethyl (3-{4-[3-benzyl-1-(3-phenylpropyl)ureido]phenylsulphanyl}phenyl)acetate 735273-64-0 C33H34N2O3S
ethyl (3-{4-[3-benzyl-1-(3-phenylpropyl)ureido]phenylsulphanyl}phenyl)acetate
—— 4-hydroxy-2-[(Z)-2-[5-(4-methylphenyl)sulfanylfuran-2-yl]ethenyl]-5-nitro-1H-pyrimidin-6-one —— C17H13N3O5S
4-hydroxy-2-[(Z)-2-[5-(4-methylphenyl)sulfanylfuran-2-yl]ethenyl]-5-nitro-1H-pyrimidin-6-one
—— (5Z)-5-[[4-(4-methylphenyl)sulfanylphenyl]methylidene]-1,3-thiazolidine-2,4-dione —— C17H13NO2S2
(5Z)-5-[[4-(4-methylphenyl)sulfanylphenyl]methylidene]-1,3-thiazolidine-2,4-dione
—— 1-[(4-ethyl-1,2,4-triazol-3-yl)methyl]-3-(2-methyl-4-phenylsulfanylphenyl)urea —— C19H21N5OS
1-[(4-ethyl-1,2,4-triazol-3-yl)methyl]-3-(2-methyl-4-phenylsulfanylphenyl)urea
—— [3-[4-[Butylcarbamoyl(1-phenylethyl)amino]phenyl]sulfanylphenyl] butanoate —— C29H34N2O3S
[3-[4-[Butylcarbamoyl(1-phenylethyl)amino]phenyl]sulfanylphenyl] butanoate
—— 3-(4-fluoro-phenylsulfanyl)-6-(4H-[1,2,4]triazole-3-yl-sulfanyl)-N-(thiazoleo[5,4-b]pyridine-2-yl)-2-pyridine carboxamide —— C20H12FN7OS3
3-(4-fluoro-phenylsulfanyl)-6-(4H-[1,2,4]triazole-3-yl-sulfanyl)-N-(thiazoleo[5,4-b]pyridine-2-yl)-2-pyridine carboxamide
—— 2-Benzylsulfanyl-5-[3-(5-benzylsulfanyl-1,3,4-oxadiazol-2-yl)phenyl]-1,3,4-oxadiazole —— C24H18N4O2S2
2-Benzylsulfanyl-5-[3-(5-benzylsulfanyl-1,3,4-oxadiazol-2-yl)phenyl]-1,3,4-oxadiazole
—— (Z,4R,5R)-5-[tert-butyl(dimethyl)silyl]oxy-1,1,1-trifluoro-7-phenyl-4-phenylsulfanylhept-2-en-2-ol —— C25H33F3O2SSi
(Z,4R,5R)-5-[tert-butyl(dimethyl)silyl]oxy-1,1,1-trifluoro-7-phenyl-4-phenylsulfanylhept-2-en-2-ol
—— 2-[(Z)-but-2-enyl]sulfonyl-N-cyclopentyl-N-cyclopropylacetamide —— C14H23NO3S
2-[(Z)-but-2-enyl]sulfonyl-N-cyclopentyl-N-cyclopropylacetamide
—— 2-[(Z)-but-2-enyl]sulfonyl-N-(cyclohexylmethyl)-N-methylacetamide —— C14H25NO3S
2-[(Z)-but-2-enyl]sulfonyl-N-(cyclohexylmethyl)-N-methylacetamide
—— (2S,3S,4R)-4-diphenylphosphinoyl-5-methyl-2-(phenylsulfanyl)hexane-1,3-diol —— C25H29O3PS
(2S,3S,4R)-4-diphenylphosphinoyl-5-methyl-2-(phenylsulfanyl)hexane-1,3-diol
—— N-[2-(5-chloro-2-methylphenyl)sulfanylpyridin-3-yl]-4-nitrobenzenesulfonamide —— C18H14ClN3O4S2
N-[2-(5-chloro-2-methylphenyl)sulfanylpyridin-3-yl]-4-nitrobenzenesulfonamide