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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-[(Z)-1,4-bis(methylsulfinyl)-3-nitrosobut-2-en-2-yl]hydroxylamine —— C6H12N2O4S2
N-[(Z)-1,4-bis(methylsulfinyl)-3-nitrosobut-2-en-2-yl]hydroxylamine
—— Ethane;8-methyl-3-phenylsulfanylquinoline —— C18H19NS
Ethane;8-methyl-3-phenylsulfanylquinoline
—— tert-butyl [(2R)-2-(3-chlorophenyl)-2-hydroxyethyl][(1R)-2-[4-[[2-formyl-4-(trifluoromethyl)phenyl]thio]phenyl]-1-methylethyl]carbamate 699015-66-2 C30H31ClF3NO4S
tert-butyl [(2R)-2-(3-chlorophenyl)-2-hydroxyethyl][(1R)-2-[4-[[2-formyl-4-(trifluoromethyl)phenyl]thio]phenyl]-1-methylethyl]carbamate
—— (2Z)-2-methoxyimino-2-[5-[(Z)-[3-(4-methylsulfanylphenyl)-1,4-dihydropyrazol-5-ylidene]amino]thiophen-3-yl]acetic acid —— C17H16N4O3S2
(2Z)-2-methoxyimino-2-[5-[(Z)-[3-(4-methylsulfanylphenyl)-1,4-dihydropyrazol-5-ylidene]amino]thiophen-3-yl]acetic acid
—— 2-[5-bromo-3-cyano-4-(methoxymethyl)-6-methylpyridin-2-yl]oxy-N-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]acetamide —— C25H22BrN5O5S
2-[5-bromo-3-cyano-4-(methoxymethyl)-6-methylpyridin-2-yl]oxy-N-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]acetamide
—— N-amino-N-(ethylsulfanylamino)methanamine —— C3H11N3S
N-amino-N-(ethylsulfanylamino)methanamine
—— (E)-3-(4-(dimethylamino)phenyl)-2-(4-(((4,6-dimethylpyrimidin-2-yl)thio)methyl)thiazol-2-yl)acrylonitrile —— C21H21N5S2
(E)-3-(4-(dimethylamino)phenyl)-2-(4-(((4,6-dimethylpyrimidin-2-yl)thio)methyl)thiazol-2-yl)acrylonitrile
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(3-fluorophenyl)methylideneamino]-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]triazole-4-carboxamide —— C16H14FN11O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(3-fluorophenyl)methylideneamino]-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]triazole-4-carboxamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(4-fluorophenyl)methylideneamino]-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]triazole-4-carboxamide —— C16H14FN11O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(4-fluorophenyl)methylideneamino]-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]triazole-4-carboxamide
—— (7Z)-2-[(4-chlorobenzyl)sulfanyl]-4-(furan-2-yl)-7-(furan-2-ylmethylidene)-6,7-dihydro-5H-cyclopenta[b]pyridine-3-carbonitrile —— C25H17ClN2O2S
(7Z)-2-[(4-chlorobenzyl)sulfanyl]-4-(furan-2-yl)-7-(furan-2-ylmethylidene)-6,7-dihydro-5H-cyclopenta[b]pyridine-3-carbonitrile
—— 1-(6-Methylpyridin-2-yl)-2-(4-methylsulfanylpyrimidin-2-yl)ethane-1,2-dione —— C13H11N3O2S
1-(6-Methylpyridin-2-yl)-2-(4-methylsulfanylpyrimidin-2-yl)ethane-1,2-dione
—— 2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[(Z)-butan-2-ylideneamino]acetamide —— C14H19BrN2OS
2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[(Z)-butan-2-ylideneamino]acetamide
—— (2-methyl-2-propylcyclopentyl)methylcarbamothioic S-acid —— C11H21NOS
(2-methyl-2-propylcyclopentyl)methylcarbamothioic S-acid
—— 2,5-Dihydroxy-3,4-bis[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]benzaldehyde;methyl 2-[[5-(4-formyl-2,5-dihydroxyphenyl)sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate —— C26H22N6O8S9
2,5-Dihydroxy-3,4-bis[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]benzaldehyde;methyl 2-[[5-(4-formyl-2,5-dihydroxyphenyl)sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate
—— ethane;(2S)-3-(2-methylphenyl)sulfanylpropane-1,2-diol —— C12H20O2S
ethane;(2S)-3-(2-methylphenyl)sulfanylpropane-1,2-diol
—— 5-Pyridin-2-ylsulfanylpyridine-2-carboxamide —— C11H9N3OS
5-Pyridin-2-ylsulfanylpyridine-2-carboxamide
—— 5-[[1-Methyl-2-(4-methylphenyl)sulfanylindol-3-yl]methylidene]-1-prop-2-enyl-2-sulfanylidene-1,3-diazinane-4,6-dione —— C24H21N3O2S2
5-[[1-Methyl-2-(4-methylphenyl)sulfanylindol-3-yl]methylidene]-1-prop-2-enyl-2-sulfanylidene-1,3-diazinane-4,6-dione
—— 8-(2,5-dimethoxyphenyl)sulfanyl-3-[2-(2,4,6-trimethylphenyl)ethyl]-7H-purin-3-ium-6-amine —— C24H28N5O2S+
8-(2,5-dimethoxyphenyl)sulfanyl-3-[2-(2,4,6-trimethylphenyl)ethyl]-7H-purin-3-ium-6-amine
—— 3,4-Dimethyloctane-2-thiol —— C10H22S
3,4-Dimethyloctane-2-thiol
—— (NZ)-N-[(6-methyl-2,3-dihydroimidazo[2,1-b][1,3]thiazol-5-yl)methylidene]hydroxylamine 83253-32-1 C7H9N3OS
(NZ)-N-[(6-methyl-2,3-dihydroimidazo[2,1-b][1,3]thiazol-5-yl)methylidene]hydroxylamine
—— methylimino(sulfanylidene)methane —— C4H6N2S2
methylimino(sulfanylidene)methane
—— 2-[4-[2-[4-(2-Methylpropyl)phenyl]sulfanylphenoxy]piperidin-1-yl]acetic acid —— C23H29NO3S
2-[4-[2-[4-(2-Methylpropyl)phenyl]sulfanylphenoxy]piperidin-1-yl]acetic acid
—— 1-Chloro-4-(2-methylsulfanylethylsulfanyl)benzene —— C9H11ClS2
1-Chloro-4-(2-methylsulfanylethylsulfanyl)benzene
—— 1-[5-(1,3-difluoro-2-methylpropan-2-yl)-1,2-oxazol-3-yl]-1-[3-(6-ethoxy-7-methoxyquinazolin-4-yl)sulfanyl-N-[[3-(2-fluoropropan-2-yl)-1,2-oxazol-5-yl]carbamoyl]anilino]-3-[3-(6-ethoxy-7-methoxyquinazolin-4-yl)sulfanylphenyl]urea —— C49H47F3N10O8S2
1-[5-(1,3-difluoro-2-methylpropan-2-yl)-1,2-oxazol-3-yl]-1-[3-(6-ethoxy-7-methoxyquinazolin-4-yl)sulfanyl-N-[[3-(2-fluoropropan-2-yl)-1,2-oxazol-5-yl]carbamoyl]anilino]-3-[3-(6-ethoxy-7-methoxyquinazolin-4-yl)sulfanylphenyl]urea
—— 4-(3-Bromophenyl)oxane-4-carbonitrile;4-[3-(4-fluorophenyl)sulfanylphenyl]oxane-4-carboxamide;methoxymethane —— C32H36BrFN2O4S
4-(3-Bromophenyl)oxane-4-carbonitrile;4-[3-(4-fluorophenyl)sulfanylphenyl]oxane-4-carboxamide;methoxymethane
—— tert-butyl N-(7-hydroxy-5-sulfanylidene-2,3-dihydroimidazo[5,1-b][1,3]thiazol-6-yl)carbamate —— C10H15N3O3S2
tert-butyl N-(7-hydroxy-5-sulfanylidene-2,3-dihydroimidazo[5,1-b][1,3]thiazol-6-yl)carbamate
—— 3-[2-[5-(4-Chloroanilino)-1,3,4-oxadiazol-2-yl]phenyl]sulfanylpropanoic acid —— C17H14ClN3O3S
3-[2-[5-(4-Chloroanilino)-1,3,4-oxadiazol-2-yl]phenyl]sulfanylpropanoic acid
—— 2-[(4-Chlorophenyl)sulfanyl]-N'-[(E)-1-methyl-2-(3-nitro-1H-1,2,4-triazol-1-YL)ethylidene]acetohydrazide —— C13H13ClN6O3S
2-[(4-Chlorophenyl)sulfanyl]-N'-[(E)-1-methyl-2-(3-nitro-1H-1,2,4-triazol-1-YL)ethylidene]acetohydrazide
—— 6-(Sulfanylmethyl)decane-1,1,10-trithiol —— C11H24S4
6-(Sulfanylmethyl)decane-1,1,10-trithiol
—— ethyl (Z)-2-cyano-3-(2-methylsulfanylanilino)prop-2-enoate —— C13H14N2O2S
ethyl (Z)-2-cyano-3-(2-methylsulfanylanilino)prop-2-enoate
—— 1-(3-Benzylsulfanylphenyl)butan-1-ol —— C17H20OS
1-(3-Benzylsulfanylphenyl)butan-1-ol
—— 2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-N-[(Z)-(5-morpholin-4-ylfuran-2-yl)methylideneamino]acetamide —— C17H21N5O3S
2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-N-[(Z)-(5-morpholin-4-ylfuran-2-yl)methylideneamino]acetamide
—— 1-[4-[2-[6-amino-8-(2-bromo-4,5-dimethoxyphenyl)sulfanyl-7H-purin-3-ium-3-yl]ethyl]piperidin-1-yl]ethanone —— C22H28BrN6O3S+
1-[4-[2-[6-amino-8-(2-bromo-4,5-dimethoxyphenyl)sulfanyl-7H-purin-3-ium-3-yl]ethyl]piperidin-1-yl]ethanone
—— 6-bromo-3-(2-ethylphenyl)sulfanyl-1H-indole —— C16H14BrNS
6-bromo-3-(2-ethylphenyl)sulfanyl-1H-indole
—— 2,3-Dimethyl-5-propylsulfanylpent-2-ene —— C10H20S
2,3-Dimethyl-5-propylsulfanylpent-2-ene
—— N'-[(2Z)-3,3-dimethylbutan-2-ylidene]-2-[(4,6-dimethylpyrimidin-2-yl)sulfanyl]acetohydrazide —— C14H22N4OS
N'-[(2Z)-3,3-dimethylbutan-2-ylidene]-2-[(4,6-dimethylpyrimidin-2-yl)sulfanyl]acetohydrazide
—— 5-ethyl-3-fluoro-N-(2-fluoro-4-methylsulfanylphenyl)-4-[[5-methyl-6-(3-propan-2-yl-1,2,4-thiadiazol-5-yl)-2-bicyclo[2.2.2]octanyl]oxy]pyridin-2-amine —— C28H34F2N4OS2
5-ethyl-3-fluoro-N-(2-fluoro-4-methylsulfanylphenyl)-4-[[5-methyl-6-(3-propan-2-yl-1,2,4-thiadiazol-5-yl)-2-bicyclo[2.2.2]octanyl]oxy]pyridin-2-amine
—— [4-[4-[Heptyl(phenylcarbamoyl)amino]phenyl]sulfanylphenyl] butanoate —— C30H36N2O3S
[4-[4-[Heptyl(phenylcarbamoyl)amino]phenyl]sulfanylphenyl] butanoate
—— 3,4-dihydro-2H-pyrido[4,3-b][1,4]thiazine;ethane —— C9H14N2S
3,4-dihydro-2H-pyrido[4,3-b][1,4]thiazine;ethane
—— 5-Sulfanylpentane-2-thione —— C5H10S2
5-Sulfanylpentane-2-thione
—— (NE)-N-[1-(4-phenylsulfanylphenyl)ethylidene]hydroxylamine —— C14H13NOS
(NE)-N-[1-(4-phenylsulfanylphenyl)ethylidene]hydroxylamine
—— (5Z)-3-[(2-chlorophenyl)methyl]-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-1,3-thiazolidine-2,4-dione —— C24H17ClN2O4S2
(5Z)-3-[(2-chlorophenyl)methyl]-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-1,3-thiazolidine-2,4-dione
—— 2-[2-[4-[5-(Cyclohexa-1,3-dien-1-ylmethyl)-1,4-dioxin-2-yl]piperazin-1-yl]ethylsulfanyl]-5-ethylpyrimidine —— C23H30N4O2S
2-[2-[4-[5-(Cyclohexa-1,3-dien-1-ylmethyl)-1,4-dioxin-2-yl]piperazin-1-yl]ethylsulfanyl]-5-ethylpyrimidine
—— 2-[4-(Methoxyamino)cyclohex-3-en-1-yl]-2-(3,3,3-trifluoropropylsulfonyl)pentanenitrile —— C15H23F3N2O3S
2-[4-(Methoxyamino)cyclohex-3-en-1-yl]-2-(3,3,3-trifluoropropylsulfonyl)pentanenitrile
—— 1-[4-Cyclohexyl-2-(2-methyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyridin-3-yl)-4,5-dihydro-1,3-thiazol-5-yl]-3-ethylbutane-1,4-diimine —— C23H35N5S
1-[4-Cyclohexyl-2-(2-methyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyridin-3-yl)-4,5-dihydro-1,3-thiazol-5-yl]-3-ethylbutane-1,4-diimine
—— (1-Chloro-2-methyl-1-oxopropan-2-yl) ethanedithioate —— C6H9ClOS2
(1-Chloro-2-methyl-1-oxopropan-2-yl) ethanedithioate
—— [4-[4-(Dibutylamino)phenyl]sulfanylphenyl] butanoate —— C24H33NO2S
[4-[4-(Dibutylamino)phenyl]sulfanylphenyl] butanoate
—— 2-[(3,5-dimethyl-1H-pyrazol-4-yl)sulfanyl]-N-[(1E,2E)-3-phenylprop-2-en-1-ylidene]aniline —— C20H19N3S
2-[(3,5-dimethyl-1H-pyrazol-4-yl)sulfanyl]-N-[(1E,2E)-3-phenylprop-2-en-1-ylidene]aniline
—— 1-ethyl-3-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]thiourea —— C17H18N4O2S2
1-ethyl-3-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]thiourea
—— 9-Methyltricyclo[6.2.0.02,5]decane-4-thiol —— C11H18S
9-Methyltricyclo[6.2.0.02,5]decane-4-thiol