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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
—— 1-[2-(Dimethylamino)ethyl]-3-[4-(3,4-dimethylphenyl)sulfanylphenyl]thiourea —— C19H25N3S2
1-[2-(Dimethylamino)ethyl]-3-[4-(3,4-dimethylphenyl)sulfanylphenyl]thiourea
—— 4-chloro-N-[(1E)-3,4,4-trichloro-2-nitro-1-phenylsulfanylbuta-1,3-dienyl]aniline —— C16H10Cl4N2O2S
4-chloro-N-[(1E)-3,4,4-trichloro-2-nitro-1-phenylsulfanylbuta-1,3-dienyl]aniline
—— 3-[(2-chlorophenyl)methylsulfanyl]-6-[2-[[(Z)-(3-methyl-5-oxo-1-phenylpyrazol-4-ylidene)methyl]amino]phenyl]-2H-1,2,4-triazin-5-one —— C27H21ClN6O2S
3-[(2-chlorophenyl)methylsulfanyl]-6-[2-[[(Z)-(3-methyl-5-oxo-1-phenylpyrazol-4-ylidene)methyl]amino]phenyl]-2H-1,2,4-triazin-5-one
—— 4-chloro-N-[(1Z)-3,4,4-trichloro-1-(4-methylphenyl)sulfanyl-2-nitrobuta-1,3-dienyl]aniline —— C17H12Cl4N2O2S
4-chloro-N-[(1Z)-3,4,4-trichloro-1-(4-methylphenyl)sulfanyl-2-nitrobuta-1,3-dienyl]aniline
—— ethyl (2E)-2-[3-[2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethyl]-4-oxo-1,3-thiazolidin-2-ylidene]acetate —— C12H15N3O3S3
ethyl (2E)-2-[3-[2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethyl]-4-oxo-1,3-thiazolidin-2-ylidene]acetate
—— (2Z,4S)-2-[3,3-dichloro-2-(4-methylphenyl)sulfanyl-1-nitroprop-2-enylidene]-4-ethyl-1,3-oxazolidine —— C15H16Cl2N2O3S
(2Z,4S)-2-[3,3-dichloro-2-(4-methylphenyl)sulfanyl-1-nitroprop-2-enylidene]-4-ethyl-1,3-oxazolidine
—— N-[(1E)-3,4,4-trichloro-2-nitro-1-phenylsulfanylbuta-1,3-dienyl]cyclopropanamine —— C13H11Cl3N2O2S
N-[(1E)-3,4,4-trichloro-2-nitro-1-phenylsulfanylbuta-1,3-dienyl]cyclopropanamine
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1R)-1-(2,4-difluorophenyl)ethyl]acetamide —— C12H12F2N4OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1R)-1-(2,4-difluorophenyl)ethyl]acetamide
—— (2Z)-2-[3,3-dichloro-2-(4-methylphenyl)sulfanyl-1-nitroprop-2-enylidene]-1,3-thiazolidine —— C13H12Cl2N2O2S2
(2Z)-2-[3,3-dichloro-2-(4-methylphenyl)sulfanyl-1-nitroprop-2-enylidene]-1,3-thiazolidine
—— (2E)-2-[[4-(4-ethoxyphenyl)sulfanylphenyl]methylidene]-1-methylbenzo[g]indol-3-one —— C28H23NO2S
(2E)-2-[[4-(4-ethoxyphenyl)sulfanylphenyl]methylidene]-1-methylbenzo[g]indol-3-one
—— (1Z)-N-benzyl-3,4,4-trichloro-1-(4-methylphenyl)sulfanyl-2-nitrobuta-1,3-dien-1-amine —— C18H15Cl3N2O2S
(1Z)-N-benzyl-3,4,4-trichloro-1-(4-methylphenyl)sulfanyl-2-nitrobuta-1,3-dien-1-amine
—— (1Z)-N,N-dibutyl-3,4,4-trichloro-1-(4-methylphenyl)sulfanyl-2-nitrobuta-1,3-dien-1-amine —— C19H25Cl3N2O2S
(1Z)-N,N-dibutyl-3,4,4-trichloro-1-(4-methylphenyl)sulfanyl-2-nitrobuta-1,3-dien-1-amine
—— (2Z,4R)-2-[3,3-dichloro-2-(4-methylphenyl)sulfanyl-1-nitroprop-2-enylidene]-4-ethyl-1,3-oxazolidine —— C15H16Cl2N2O3S
(2Z,4R)-2-[3,3-dichloro-2-(4-methylphenyl)sulfanyl-1-nitroprop-2-enylidene]-4-ethyl-1,3-oxazolidine
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3S)-3,5-dithiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone —— C15H13N5OS4
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3S)-3,5-dithiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone
—— (2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C15H20N4O4S2
(2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— 2-[(1R,2R,4R)-2-bicyclo[2.2.1]heptanyl]-N-[4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]acetamide —— C17H19N3OS2
2-[(1R,2R,4R)-2-bicyclo[2.2.1]heptanyl]-N-[4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]acetamide
—— 2-[(1R,2S,4R)-2-bicyclo[2.2.1]heptanyl]-N-[4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]acetamide —— C17H19N3OS2
2-[(1R,2S,4R)-2-bicyclo[2.2.1]heptanyl]-N-[4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]acetamide
—— (2R)-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2-phenylethyl)propanamide —— C19H22N4O2S
(2R)-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2-phenylethyl)propanamide
—— (2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C15H20N4O4S2
(2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— methyl N-[(2R)-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propanoyl]carbamate —— C13H16N4O4S
methyl N-[(2R)-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propanoyl]carbamate
—— 5-thiophen-2-yl-3-(1H-1,2,4-triazol-5-ylsulfanylmethyl)-1,2-oxazole —— C10H8N4OS2
5-thiophen-2-yl-3-(1H-1,2,4-triazol-5-ylsulfanylmethyl)-1,2-oxazole
—— (2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-(4-bromophenyl)sulfanylpropan-1-one —— C17H18BrNO2S
(2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-(4-bromophenyl)sulfanylpropan-1-one
—— 4-[(1-Methyltetrazol-5-yl)sulfanylmethyl]-2-thiophen-3-yl-1,3-thiazole —— C10H9N5S3
4-[(1-Methyltetrazol-5-yl)sulfanylmethyl]-2-thiophen-3-yl-1,3-thiazole
—— 2-(2-nitropyridin-3-yl)oxy-N-(3-phenylsulfanylpropyl)acetamide —— C16H17N3O4S
2-(2-nitropyridin-3-yl)oxy-N-(3-phenylsulfanylpropyl)acetamide
—— 5-(4-Fluorophenyl)-4-methyl-3-(pyrimidin-2-ylsulfanylmethyl)-1,2-oxazole —— C15H12FN3OS
5-(4-Fluorophenyl)-4-methyl-3-(pyrimidin-2-ylsulfanylmethyl)-1,2-oxazole
—— 3-(2-Pyrimidin-2-ylsulfanylacetyl)-1,3-oxazolidin-2-one —— C9H9N3O3S
3-(2-Pyrimidin-2-ylsulfanylacetyl)-1,3-oxazolidin-2-one
—— N-[2-(3-chlorophenyl)ethyl]-2-[(4,5-dicyclopropyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C18H21ClN4OS
N-[2-(3-chlorophenyl)ethyl]-2-[(4,5-dicyclopropyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[(1R,2S,3R)-2,3-dimethylcyclohexyl]-4-(2-oxopyrido[2,3-b][1,4]thiazin-1-yl)butanamide —— C19H27N3O2S
N-[(1R,2S,3R)-2,3-dimethylcyclohexyl]-4-(2-oxopyrido[2,3-b][1,4]thiazin-1-yl)butanamide
—— N-[(1S,2S,3R)-2,3-dimethylcyclohexyl]-4-(2-oxopyrido[2,3-b][1,4]thiazin-1-yl)butanamide —— C19H27N3O2S
N-[(1S,2S,3R)-2,3-dimethylcyclohexyl]-4-(2-oxopyrido[2,3-b][1,4]thiazin-1-yl)butanamide
—— N-[(1R,2S,3S)-2,3-dimethylcyclohexyl]-4-(2-oxopyrido[2,3-b][1,4]thiazin-1-yl)butanamide —— C19H27N3O2S
N-[(1R,2S,3S)-2,3-dimethylcyclohexyl]-4-(2-oxopyrido[2,3-b][1,4]thiazin-1-yl)butanamide
—— 3-[4-Ethyl-5-[2-[2-(2-methylphenyl)ethylamino]-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide —— C18H25N5O2S
3-[4-Ethyl-5-[2-[2-(2-methylphenyl)ethylamino]-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide
—— 3-[5-[2-(Azocan-1-yl)-2-oxoethyl]sulfanyl-4-(2-methylpropyl)-1,2,4-triazol-3-yl]propanamide —— C18H31N5O2S
3-[5-[2-(Azocan-1-yl)-2-oxoethyl]sulfanyl-4-(2-methylpropyl)-1,2,4-triazol-3-yl]propanamide
—— 2-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-methyl-N-[(3-methylthiophen-2-yl)methyl]acetamide —— C19H22N4OS3
2-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-methyl-N-[(3-methylthiophen-2-yl)methyl]acetamide
—— 2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2S)-heptan-2-yl]acetamide —— C18H26N4OS2
2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2S)-heptan-2-yl]acetamide
—— 2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(furan-2-yl)ethyl]acetamide —— C17H18N4O2S2
2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(furan-2-yl)ethyl]acetamide
—— 3-[5-[2-[(2-Fluorophenyl)methylamino]-2-oxoethyl]sulfanyl-4-(2-methylpropyl)-1,2,4-triazol-3-yl]propanamide —— C18H24FN5O2S
3-[5-[2-[(2-Fluorophenyl)methylamino]-2-oxoethyl]sulfanyl-4-(2-methylpropyl)-1,2,4-triazol-3-yl]propanamide
—— 2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(2,4,4-trimethylpentan-2-yl)acetamide —— C19H28N4OS2
2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(2,4,4-trimethylpentan-2-yl)acetamide
—— 2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2-fluorophenyl)methyl]-N-methylacetamide —— C18H15ClFN3O2S
2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2-fluorophenyl)methyl]-N-methylacetamide
—— 2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-ethyl-N-[(3-fluorophenyl)methyl]acetamide —— C20H21FN4OS2
2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-ethyl-N-[(3-fluorophenyl)methyl]acetamide
—— 2-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2S)-6-methylheptan-2-yl]acetamide —— C20H30N4OS2
2-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2S)-6-methylheptan-2-yl]acetamide
—— 2-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[2-(2-methylphenyl)ethyl]acetamide —— C21H24N4OS2
2-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[2-(2-methylphenyl)ethyl]acetamide
—— N-benzyl-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-methoxyethyl)acetamide —— C20H20ClN3O3S
N-benzyl-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-methoxyethyl)acetamide
—— 2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2R)-6-methylheptan-2-yl]acetamide —— C19H28N4OS2
2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2R)-6-methylheptan-2-yl]acetamide
—— 2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-(furan-2-yl)ethyl]acetamide —— C16H14ClN3O3S
2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-(furan-2-yl)ethyl]acetamide
—— 2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(3-propan-2-yloxypropyl)acetamide —— C17H24N4O2S2
2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(3-propan-2-yloxypropyl)acetamide
—— 2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethanone —— C21H18ClN3O2S
2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethanone
—— 2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-2-ethylhexyl]acetamide —— C18H24ClN3O2S
2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-2-ethylhexyl]acetamide
—— 3-[4-(2-methylpropyl)-5-[2-oxo-2-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide —— C22H29N5O2S
3-[4-(2-methylpropyl)-5-[2-oxo-2-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide
—— 2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-6-methylheptan-2-yl]acetamide —— C18H24ClN3O2S
2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-6-methylheptan-2-yl]acetamide
—— (2S)-N,N-dimethyl-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C16H21N3O2S2
(2S)-N,N-dimethyl-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide