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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
—— (E)-2-(1-oxidopyridin-1-ium-2-yl)sulfanyl-3-phenylprop-2-enenitrile —— C14H10N2OS
(E)-2-(1-oxidopyridin-1-ium-2-yl)sulfanyl-3-phenylprop-2-enenitrile
—— N-(3-chloro-4-fluorophenyl)-2-[(2Z,5Z)-2-(3,3-dimethyl-2-oxobutylidene)-5-[(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)methylidene]-4-oxo-1,3-thiazolidin-3-yl]acetamide —— C28H23ClFN5O5S2
N-(3-chloro-4-fluorophenyl)-2-[(2Z,5Z)-2-(3,3-dimethyl-2-oxobutylidene)-5-[(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)methylidene]-4-oxo-1,3-thiazolidin-3-yl]acetamide
—— (E)-3-amino-2-[2-(7-tert-butyl-3-methyl-2,4-dioxo-1-propylpyrimido[4,5-d]pyrimidin-5-yl)sulfanylacetyl]but-2-enenitrile —— C20H26N6O3S
(E)-3-amino-2-[2-(7-tert-butyl-3-methyl-2,4-dioxo-1-propylpyrimido[4,5-d]pyrimidin-5-yl)sulfanylacetyl]but-2-enenitrile
—— (2E)-4-(3,5-dimethylphenyl)sulfanyl-3-methyl-2-(nitrosomethylidene)-5-propan-2-yl-1H-imidazole —— C16H21N3OS
(2E)-4-(3,5-dimethylphenyl)sulfanyl-3-methyl-2-(nitrosomethylidene)-5-propan-2-yl-1H-imidazole
—— ethyl 2-[[5-amino-4-[(2R)-1-(cyclohexylamino)-1-oxopropan-2-yl]-1,2,4-triazol-3-yl]sulfanyl]acetate —— C15H25N5O3S
ethyl 2-[[5-amino-4-[(2R)-1-(cyclohexylamino)-1-oxopropan-2-yl]-1,2,4-triazol-3-yl]sulfanyl]acetate
—— (1R)-1-[5-[(2-chloro-4-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]ethanamine —— C11H11ClFN3OS
(1R)-1-[5-[(2-chloro-4-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]ethanamine
—— methyl 2-[[5-amino-4-[(2R)-1-(benzylamino)-1-oxopropan-2-yl]-1,2,4-triazol-3-yl]sulfanyl]acetate —— C15H19N5O3S
methyl 2-[[5-amino-4-[(2R)-1-(benzylamino)-1-oxopropan-2-yl]-1,2,4-triazol-3-yl]sulfanyl]acetate
—— (1R)-1-[5-[(3,4-dimethylphenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]ethanamine —— C13H17N3OS
(1R)-1-[5-[(3,4-dimethylphenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]ethanamine
—— (2R)-2-[3-amino-5-(cyanomethylsulfanyl)-1,2,4-triazol-4-yl]-N-(furan-2-ylmethyl)propanamide —— C12H14N6O2S
(2R)-2-[3-amino-5-(cyanomethylsulfanyl)-1,2,4-triazol-4-yl]-N-(furan-2-ylmethyl)propanamide
—— (2R)-2-[3-amino-5-[(2-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-N-cyclohexylpropanamide —— C18H24ClN5OS
(2R)-2-[3-amino-5-[(2-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-N-cyclohexylpropanamide
—— (2S)-2-[3-amino-5-[(2-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-1-morpholin-4-ylpropan-1-one —— C16H20ClN5O2S
(2S)-2-[3-amino-5-[(2-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-1-morpholin-4-ylpropan-1-one
—— methyl 2-[[5-amino-4-[(2S)-1-oxo-1-(2-phenylethylamino)propan-2-yl]-1,2,4-triazol-3-yl]sulfanyl]acetate —— C16H21N5O3S
methyl 2-[[5-amino-4-[(2S)-1-oxo-1-(2-phenylethylamino)propan-2-yl]-1,2,4-triazol-3-yl]sulfanyl]acetate
—— (2R)-2-[3-amino-5-[(2-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-1-pyrrolidin-1-ylpropan-1-one —— C16H20ClN5OS
(2R)-2-[3-amino-5-[(2-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-1-pyrrolidin-1-ylpropan-1-one
—— (2R)-2-[3-amino-5-(cyanomethylsulfanyl)-1,2,4-triazol-4-yl]-N,N-diethylpropanamide —— C11H18N6OS
(2R)-2-[3-amino-5-(cyanomethylsulfanyl)-1,2,4-triazol-4-yl]-N,N-diethylpropanamide
—— (2R)-2-[3-amino-5-(2-phenylethylsulfanyl)-1,2,4-triazol-4-yl]-N-(furan-2-ylmethyl)propanamide —— C18H21N5O2S
(2R)-2-[3-amino-5-(2-phenylethylsulfanyl)-1,2,4-triazol-4-yl]-N-(furan-2-ylmethyl)propanamide
—— (2R)-2-(3-amino-5-ethylsulfanyl-1,2,4-triazol-4-yl)-1-pyrrolidin-1-ylpropan-1-one —— C11H19N5OS
(2R)-2-(3-amino-5-ethylsulfanyl-1,2,4-triazol-4-yl)-1-pyrrolidin-1-ylpropan-1-one
—— (4E)-4-{4-[(4-chlorophenyl)sulfanyl]-3-nitrobenzylidene}-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one —— C23H16ClN3O3S
(4E)-4-{4-[(4-chlorophenyl)sulfanyl]-3-nitrobenzylidene}-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one
—— (E)-N,N,N',N'-tetramethyl-2-phenylsulfanylbut-2-ene-1,4-diamine —— C14H22N2S
(E)-N,N,N',N'-tetramethyl-2-phenylsulfanylbut-2-ene-1,4-diamine
—— sodium;(Z)-3-ethoxy-1-methylsulfonyl-3-oxoprop-1-en-2-olate —— C6H9NaO5S
sodium;(Z)-3-ethoxy-1-methylsulfonyl-3-oxoprop-1-en-2-olate
—— (2S)-2-(3-amino-5-benzylsulfanyl-1,2,4-triazol-4-yl)-N-benzylpropanamide —— C19H21N5OS
(2S)-2-(3-amino-5-benzylsulfanyl-1,2,4-triazol-4-yl)-N-benzylpropanamide
—— (2S)-N-benzyl-2-(6-methylpyrimidin-4-yl)sulfanylpropanamide —— C15H17N3OS
(2S)-N-benzyl-2-(6-methylpyrimidin-4-yl)sulfanylpropanamide
—— (2S)-2-(3-amino-5-methylsulfanyl-1,2,4-triazol-4-yl)-N-cyclohexylpropanamide —— C12H21N5OS
(2S)-2-(3-amino-5-methylsulfanyl-1,2,4-triazol-4-yl)-N-cyclohexylpropanamide
—— (2R)-2-(6-methylpyrimidin-4-yl)sulfanyl-1-morpholin-4-ylpropan-1-one —— C12H17N3O2S
(2R)-2-(6-methylpyrimidin-4-yl)sulfanyl-1-morpholin-4-ylpropan-1-one
—— (2R)-N-(furan-2-ylmethyl)-2-(6-methylpyrimidin-4-yl)sulfanylpropanamide —— C13H15N3O2S
(2R)-N-(furan-2-ylmethyl)-2-(6-methylpyrimidin-4-yl)sulfanylpropanamide
—— (2S)-2-(3-amino-5-methylsulfanyl-1,2,4-triazol-4-yl)-N-(furan-2-ylmethyl)propanamide —— C11H15N5O2S
(2S)-2-(3-amino-5-methylsulfanyl-1,2,4-triazol-4-yl)-N-(furan-2-ylmethyl)propanamide
—— (2R)-2-(3-amino-5-methylsulfanyl-1,2,4-triazol-4-yl)-N-benzylpropanamide —— C13H17N5OS
(2R)-2-(3-amino-5-methylsulfanyl-1,2,4-triazol-4-yl)-N-benzylpropanamide
—— (2R)-2-(3-amino-5-methylsulfanyl-1,2,4-triazol-4-yl)-N,N-diethylpropanamide —— C10H19N5OS
(2R)-2-(3-amino-5-methylsulfanyl-1,2,4-triazol-4-yl)-N,N-diethylpropanamide
—— (14Z)-14-[[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylidene]-11-(3,4-dimethoxyphenyl)-15-thia-12,17-diazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,16-pentaen-13-one —— C34H26N4O4S2
(14Z)-14-[[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylidene]-11-(3,4-dimethoxyphenyl)-15-thia-12,17-diazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,16-pentaen-13-one
—— S-(2-methylphenyl) N-[(3R)-1,1-dioxothiolan-3-yl]carbamothioate —— C12H15NO3S2
S-(2-methylphenyl) N-[(3R)-1,1-dioxothiolan-3-yl]carbamothioate
—— (2-methylphenyl) N-[[(3S)-1,1-dioxothiolan-3-yl]methyl]carbamodithioate —— C13H17NO2S3
(2-methylphenyl) N-[[(3S)-1,1-dioxothiolan-3-yl]methyl]carbamodithioate
—— (2-methylphenyl) N-[(3R)-1,1-dioxothiolan-3-yl]carbamodithioate —— C12H15NO2S3
(2-methylphenyl) N-[(3R)-1,1-dioxothiolan-3-yl]carbamodithioate
—— (2-methylphenyl) N-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]carbamodithioate —— C13H17NO2S3
(2-methylphenyl) N-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]carbamodithioate
—— (5E)-5-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-1,3-thiazolidine-2,4-dione —— C14H8ClNO3S2
(5E)-5-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-1,3-thiazolidine-2,4-dione
—— (2R)-2-(4-bromophenyl)sulfanylpropanenitrile —— C9H8BrNS
(2R)-2-(4-bromophenyl)sulfanylpropanenitrile
—— (2R)-2-(2-fluorophenyl)sulfanylpropanenitrile —— C9H8FNS
(2R)-2-(2-fluorophenyl)sulfanylpropanenitrile
—— [(Z)-[(4S)-4-(4-chlorophenyl)sulfanyl-4-phenylbutan-2-ylidene]amino]thiourea —— C17H18ClN3S2
[(Z)-[(4S)-4-(4-chlorophenyl)sulfanyl-4-phenylbutan-2-ylidene]amino]thiourea
—— 5-{[2-(4-bromophenyl)-2-(hydroxyimino)ethyl]sulfanyl}-2-tert-butyl-4-chloro-3(2H)-pyridazinone —— C16H17BrClN3O2S
5-{[2-(4-bromophenyl)-2-(hydroxyimino)ethyl]sulfanyl}-2-tert-butyl-4-chloro-3(2H)-pyridazinone
—— N-[(1R)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)ethyl]-2-[(4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C18H21N3O4S
N-[(1R)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)ethyl]-2-[(4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— 2-[(5-benzyl-4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-phenylethyl]acetamide —— C22H26N4OS
2-[(5-benzyl-4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-phenylethyl]acetamide
—— (2S)-N-(4,5-dihydro-1,3-thiazol-2-yl)-2-[[4-ethyl-5-(morpholin-4-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C15H24N6O2S2
(2S)-N-(4,5-dihydro-1,3-thiazol-2-yl)-2-[[4-ethyl-5-(morpholin-4-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2R)-N-(4,5-dihydro-1,3-thiazol-2-yl)-2-[[4-ethyl-5-(morpholin-4-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C15H24N6O2S2
(2R)-N-(4,5-dihydro-1,3-thiazol-2-yl)-2-[[4-ethyl-5-(morpholin-4-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— 2-[[5-[(1R)-1-hydroxyethyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-(2-phenylethyl)acetamide —— C15H20N4O2S
2-[[5-[(1R)-1-hydroxyethyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-(2-phenylethyl)acetamide
—— (2S)-2-(4-ethyl-6-methoxypyrimidin-2-yl)sulfanylbutanoic acid —— C11H16N2O3S
(2S)-2-(4-ethyl-6-methoxypyrimidin-2-yl)sulfanylbutanoic acid
—— 2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[(E)-(3,3-dimethyl-5-oxocyclohexylidene)amino]acetamide —— C18H23BrN2O2S
2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[(E)-(3,3-dimethyl-5-oxocyclohexylidene)amino]acetamide
—— 7-[[(2Z,5Z)-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,5Z)-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
—— 2-[(5-methyl-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-phenylethyl]acetamide —— C13H16N4OS
2-[(5-methyl-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-phenylethyl]acetamide
—— (2S)-2,3-dihydro-1,4-benzoxathiine-2-carbonitrile —— C9H7NOS
(2S)-2,3-dihydro-1,4-benzoxathiine-2-carbonitrile
—— (2S)-2-methyl-2,3-dihydro-1-benzothiophen-7-amine —— C9H11NS
(2S)-2-methyl-2,3-dihydro-1-benzothiophen-7-amine
—— (2R)-N-benzyl-2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)propanamide —— C19H21NO3S
(2R)-N-benzyl-2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)propanamide
—— (2R)-2-(4-fluorophenyl)sulfanyl-N-[(1R)-1-phenylethyl]propanamide —— C17H18FNOS
(2R)-2-(4-fluorophenyl)sulfanyl-N-[(1R)-1-phenylethyl]propanamide