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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
—— [(2S)-2,3-dihydro-1-benzothiophen-2-yl]-[4-[(3,5-dimethyl-1,2-oxazol-4-yl)methyl]piperazin-1-yl]methanone —— C19H23N3O2S
[(2S)-2,3-dihydro-1-benzothiophen-2-yl]-[4-[(3,5-dimethyl-1,2-oxazol-4-yl)methyl]piperazin-1-yl]methanone
—— (2R,7S,8S,8aR)-2-phenyl-7-phenylsulfanyl-4a,5,6,7,8,8a-hexahydro-4H-[1,3]dioxino[5,4-b]pyridin-8-ol —— C19H21NO3S
(2R,7S,8S,8aR)-2-phenyl-7-phenylsulfanyl-4a,5,6,7,8,8a-hexahydro-4H-[1,3]dioxino[5,4-b]pyridin-8-ol
—— 3-Chloro-4-naphthalen-1-ylsulfanylaniline;hydrochloride —— C16H13Cl2NS
3-Chloro-4-naphthalen-1-ylsulfanylaniline;hydrochloride
—— 3-[(3R)-1-azabicyclo[2.2.1]heptan-3-yl]-4-butylsulfanyl-1,2,5-thiadiazole —— C12H19N3S2
3-[(3R)-1-azabicyclo[2.2.1]heptan-3-yl]-4-butylsulfanyl-1,2,5-thiadiazole
—— N'-(2-ethylsulfanylphenyl)ethane-1,2-diamine;dihydrochloride —— C10H18Cl2N2S
N'-(2-ethylsulfanylphenyl)ethane-1,2-diamine;dihydrochloride
—— (3E)-N-methyl-4-(5-ethylthio-3-pyridinyl)-3-buten-1-amine —— C12H18N2S
(3E)-N-methyl-4-(5-ethylthio-3-pyridinyl)-3-buten-1-amine
—— 4-(5-methyl-3-propan-2-ylsulfanyl-1,2-oxazol-4-yl)-N-phenylpyrimidin-2-amine —— C17H18N4OS
4-(5-methyl-3-propan-2-ylsulfanyl-1,2-oxazol-4-yl)-N-phenylpyrimidin-2-amine
—— [(Z)-2-methyl-4-phenylsulfanylbut-2-enyl] trifluoromethanesulfonate —— C12H13F3O3S2
[(Z)-2-methyl-4-phenylsulfanylbut-2-enyl] trifluoromethanesulfonate
—— Ethyl 2-[4-(4-chloropyrazol-1-yl)pyrimidin-2-yl]sulfanylacetate —— C11H11ClN4O2S
Ethyl 2-[4-(4-chloropyrazol-1-yl)pyrimidin-2-yl]sulfanylacetate
—— 4-[4-(3-Hydroxy-3-methyl-butylsulfanyl)-phenylsulfanyl]-2-methyl-butan-2-ol —— C16H26O2S2
4-[4-(3-Hydroxy-3-methyl-butylsulfanyl)-phenylsulfanyl]-2-methyl-butan-2-ol
—— 3-(2-ethylhexylsulfanyl)-1H-1,2,4-triazol-5-amine —— C10H20N4S
3-(2-ethylhexylsulfanyl)-1H-1,2,4-triazol-5-amine
—— 5-[(4-chlorophenyl)methyl]-3-(cyclohexylmethylsulfanyl)-1H-1,2,4-triazole —— C16H20ClN3S
5-[(4-chlorophenyl)methyl]-3-(cyclohexylmethylsulfanyl)-1H-1,2,4-triazole
—— 2-[(2S,4S)-2-amino-1-hydroxy-6-methylheptan-4-yl]sulfanyl-6-methylpyridine-3-carbonitrile —— C15H23N3OS
2-[(2S,4S)-2-amino-1-hydroxy-6-methylheptan-4-yl]sulfanyl-6-methylpyridine-3-carbonitrile
—— 4-Methylsulfanyl-10,12,13,14,15,16-hexazatetracyclo[7.7.0.02,7.011,15]hexadeca-1(16),2(7),3,5,9,11,13-heptaen-8-one —— C11H6N6OS
4-Methylsulfanyl-10,12,13,14,15,16-hexazatetracyclo[7.7.0.02,7.011,15]hexadeca-1(16),2(7),3,5,9,11,13-heptaen-8-one
—— 3-(furan-3-ylmethylsulfanyl)-5-(thiophen-2-ylmethyl)-1H-1,2,4-triazole —— C12H11N3OS2
3-(furan-3-ylmethylsulfanyl)-5-(thiophen-2-ylmethyl)-1H-1,2,4-triazole
—— 4-(3-Amino-1,2,4-triazin-5-yl)-3-ethyl-5-methylsulfanylthiophene-2-carbonitrile —— C11H11N5S2
4-(3-Amino-1,2,4-triazin-5-yl)-3-ethyl-5-methylsulfanylthiophene-2-carbonitrile
—— N-phenyl-5-(phenylsulfanylmethyl)-1H-1,2,4-triazol-3-amine —— C15H14N4S
N-phenyl-5-(phenylsulfanylmethyl)-1H-1,2,4-triazol-3-amine
—— 5-(2-Methylsulfanylpyridin-3-yl)-3-pyridin-2-yl-1,2,4-oxadiazole —— C13H10N4OS
5-(2-Methylsulfanylpyridin-3-yl)-3-pyridin-2-yl-1,2,4-oxadiazole
—— (2S)-N-[(1S,3S)-3-methylcyclohexyl]-2-methylsulfonylpropanamide —— C11H21NO3S
(2S)-N-[(1S,3S)-3-methylcyclohexyl]-2-methylsulfonylpropanamide
—— (2S)-N-[(1S,3R)-3-methylcyclohexyl]-2-methylsulfonylpropanamide —— C11H21NO3S
(2S)-N-[(1S,3R)-3-methylcyclohexyl]-2-methylsulfonylpropanamide
—— (2S)-N-[(1R,3R)-3-methylcyclohexyl]-2-methylsulfonylpropanamide —— C11H21NO3S
(2S)-N-[(1R,3R)-3-methylcyclohexyl]-2-methylsulfonylpropanamide
—— (2S)-N-[(1R,3S)-3-methylcyclohexyl]-2-methylsulfonylpropanamide —— C11H21NO3S
(2S)-N-[(1R,3S)-3-methylcyclohexyl]-2-methylsulfonylpropanamide
—— 6-acetyl-2-(4-fluorophenyl)-5-methyl-4-(4-methylsulfonylaminophenylthio)-3(2H)-pyridazinone 259193-93-6 C20H18FN3O4S2
6-acetyl-2-(4-fluorophenyl)-5-methyl-4-(4-methylsulfonylaminophenylthio)-3(2H)-pyridazinone
—— (E)-N-[4-(2,5-dioxo-3-phenylsulfanylpyrrolidin-1-yl)butyl]-3-pyridin-3-ylprop-2-enamide —— C22H23N3O3S
(E)-N-[4-(2,5-dioxo-3-phenylsulfanylpyrrolidin-1-yl)butyl]-3-pyridin-3-ylprop-2-enamide
—— N-[4-[3-(4-methoxyoxan-4-yl)phenyl]sulfanylphenyl]-N-methylmorpholin-4-amine —— C23H30N2O3S
N-[4-[3-(4-methoxyoxan-4-yl)phenyl]sulfanylphenyl]-N-methylmorpholin-4-amine
—— 4-[4-[4-(Dimethylamino)anilino]-1,3-thiazol-2-yl]-5-methylsulfanylthiophene-2-carboximidamide —— C17H19N5S3
4-[4-[4-(Dimethylamino)anilino]-1,3-thiazol-2-yl]-5-methylsulfanylthiophene-2-carboximidamide
—— 3-(6-methyl-2-methylsulfanyl-4-oxo-1H-pyrimidin-5-yl)-N-[[(2S)-oxolan-2-yl]methyl]-N-[(3S)-thiolan-3-yl]propanamide —— C18H27N3O3S2
3-(6-methyl-2-methylsulfanyl-4-oxo-1H-pyrimidin-5-yl)-N-[[(2S)-oxolan-2-yl]methyl]-N-[(3S)-thiolan-3-yl]propanamide
—— 3-(6-methyl-2-methylsulfanyl-4-oxo-1H-pyrimidin-5-yl)-N-[[(2R)-oxolan-2-yl]methyl]-N-[(3R)-thiolan-3-yl]propanamide —— C18H27N3O3S2
3-(6-methyl-2-methylsulfanyl-4-oxo-1H-pyrimidin-5-yl)-N-[[(2R)-oxolan-2-yl]methyl]-N-[(3R)-thiolan-3-yl]propanamide
—— 3-Methyl-5-(1-oxypyridin-2-yl)-8-phenylthio-1,2,3,4-tetrahydronaphthalen-1-one —— C22H19NO2S
3-Methyl-5-(1-oxypyridin-2-yl)-8-phenylthio-1,2,3,4-tetrahydronaphthalen-1-one
—— 3-(6-methyl-2-methylsulfanyl-4-oxo-1H-pyrimidin-5-yl)-N-[[(2S)-oxolan-2-yl]methyl]-N-[(3R)-thiolan-3-yl]propanamide —— C18H27N3O3S2
3-(6-methyl-2-methylsulfanyl-4-oxo-1H-pyrimidin-5-yl)-N-[[(2S)-oxolan-2-yl]methyl]-N-[(3R)-thiolan-3-yl]propanamide
—— [(5R)-2-methyl-5-(4-methylsulfanylphenyl)-4,5-dihydro-1,3-oxazol-4-yl]methyl methanesulfonate —— C13H17NO4S2
[(5R)-2-methyl-5-(4-methylsulfanylphenyl)-4,5-dihydro-1,3-oxazol-4-yl]methyl methanesulfonate
—— 2-[(Difluoromethyl)thio]thiazolo[4,5-b]pyridine —— C7H4F2N2S2
2-[(Difluoromethyl)thio]thiazolo[4,5-b]pyridine
—— 5-oxido-4-phenylsulfanyl-N-propan-2-yl-1,2,5-oxadiazol-5-ium-3-carboxamide —— C12H13N3O3S
5-oxido-4-phenylsulfanyl-N-propan-2-yl-1,2,5-oxadiazol-5-ium-3-carboxamide
—— 3-Nitro-4-(1,2,3,4-tetrahydroisoquinolin-5-ylsulfanyl)aniline —— C15H15N3O2S
3-Nitro-4-(1,2,3,4-tetrahydroisoquinolin-5-ylsulfanyl)aniline
—— 1-methoxy-4-allylthio-5,6,7,8-tetrahydrophthalazine —— C12H16N2OS
1-methoxy-4-allylthio-5,6,7,8-tetrahydrophthalazine
—— (2S)-3-phenylsulfanyl-2-[(2S)-2-sulfanylpropanoyl]oxypropanoic acid —— C12H14O4S2
(2S)-3-phenylsulfanyl-2-[(2S)-2-sulfanylpropanoyl]oxypropanoic acid
—— N-hydroxy-N'-(4-propan-2-ylsulfanylphenyl)methanimidamide —— C10H14N2OS
N-hydroxy-N'-(4-propan-2-ylsulfanylphenyl)methanimidamide
—— 2-[[4-(2-Anilinopyrimidin-4-yl)-5-methyl-1,2-oxazol-3-yl]sulfanyl]acetonitrile —— C16H13N5OS
2-[[4-(2-Anilinopyrimidin-4-yl)-5-methyl-1,2-oxazol-3-yl]sulfanyl]acetonitrile
—— 5-[(4-chlorophenyl)methyl]-3-hexylsulfanyl-1H-1,2,4-triazole —— C15H20ClN3S
5-[(4-chlorophenyl)methyl]-3-hexylsulfanyl-1H-1,2,4-triazole
—— 1-(2-Hydroxy-ethyl)-3-(2-methyl-cyclohex-2-enylmethyl)-thiourea —— C11H20N2OS
1-(2-Hydroxy-ethyl)-3-(2-methyl-cyclohex-2-enylmethyl)-thiourea
—— N-(3-methylbutan-2-yl)-4b,5,6,7,8,8a-hexahydro-[1]benzothiolo[2,3-d]pyrimidin-4-amine —— C15H23N3S
N-(3-methylbutan-2-yl)-4b,5,6,7,8,8a-hexahydro-[1]benzothiolo[2,3-d]pyrimidin-4-amine
—— 2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[3-[(2R,6R)-2,6-dimethylmorpholin-4-yl]propyl]acetamide —— C19H29BrN2O2S
2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[3-[(2R,6R)-2,6-dimethylmorpholin-4-yl]propyl]acetamide
—— 2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[3-[(2R,6S)-2,6-dimethylmorpholin-4-yl]propyl]acetamide —— C19H29BrN2O2S
2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[3-[(2R,6S)-2,6-dimethylmorpholin-4-yl]propyl]acetamide
—— 2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[3-[(2S,6S)-2,6-dimethylmorpholin-4-yl]propyl]acetamide —— C19H29BrN2O2S
2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[3-[(2S,6S)-2,6-dimethylmorpholin-4-yl]propyl]acetamide
—— 6-(4-aminophenyl)sulfanyl-2,3-bis[(4-phenylmethoxyphenoxy)methyl]-1,4-dihydroquinoxaline-5,8-dione —— C42H35N3O6S
6-(4-aminophenyl)sulfanyl-2,3-bis[(4-phenylmethoxyphenoxy)methyl]-1,4-dihydroquinoxaline-5,8-dione
—— 2-[6-chloro-3-[[2,2-difluoro-2-(1-oxidopyridin-1-ium-2-yl)ethyl]amino]-2-oxopyrazin-1-yl]-N-[[2-(2,2,2-trifluoroethylsulfanyl)phenyl]methyl]acetamide —— C22H19ClF5N5O3S
2-[6-chloro-3-[[2,2-difluoro-2-(1-oxidopyridin-1-ium-2-yl)ethyl]amino]-2-oxopyrazin-1-yl]-N-[[2-(2,2,2-trifluoroethylsulfanyl)phenyl]methyl]acetamide
—— 1-((6-chloro-1,3-benzodioxol-5-yl) methyl)-4-(((4-methoxyphenyl) methyl) thio)-2-(phenylthio)-1H-imidazole-5-carboxylic acid —— C26H21ClN2O5S2
1-((6-chloro-1,3-benzodioxol-5-yl) methyl)-4-(((4-methoxyphenyl) methyl) thio)-2-(phenylthio)-1H-imidazole-5-carboxylic acid
—— N'-pyridin-2-yl-2-[[3-[(E)-2-pyridin-2-ylethenyl]-1H-indazol-6-yl]sulfanyl]benzohydrazide —— C26H20N6OS
N'-pyridin-2-yl-2-[[3-[(E)-2-pyridin-2-ylethenyl]-1H-indazol-6-yl]sulfanyl]benzohydrazide
—— N-[(4S)-1-benzyl-4,5,6,7-tetrahydroindazol-4-yl]-2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylacetamide —— C22H21F3N4OS
N-[(4S)-1-benzyl-4,5,6,7-tetrahydroindazol-4-yl]-2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylacetamide
—— 2-(4-bromophenyl)sulfanyl-N-cyclopropyl-N-[(2S)-3-methylbutan-2-yl]acetamide —— C16H22BrNOS
2-(4-bromophenyl)sulfanyl-N-cyclopropyl-N-[(2S)-3-methylbutan-2-yl]acetamide