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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
—— 6-acetyl-7-methylsulfanylthieno[2,3-b]pyrazine-2-carbonitrile —— C10H7N3OS2
6-acetyl-7-methylsulfanylthieno[2,3-b]pyrazine-2-carbonitrile
—— (11R,14Z)-14-[[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylidene]-11-(2,5-dimethoxyphenyl)-15-thia-12,17-diazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,16-pentaen-13-one —— C34H25N3O4S3
(11R,14Z)-14-[[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylidene]-11-(2,5-dimethoxyphenyl)-15-thia-12,17-diazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,16-pentaen-13-one
—— (4S)-4-[[4-(4-methylphenyl)-1,3-thiazol-2-yl]sulfanyl]-2,5-diphenyl-4H-pyrazol-3-one —— C25H19N3OS2
(4S)-4-[[4-(4-methylphenyl)-1,3-thiazol-2-yl]sulfanyl]-2,5-diphenyl-4H-pyrazol-3-one
—— (11S,14Z)-14-[[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylidene]-11-(2,5-dimethoxyphenyl)-15-thia-12,17-diazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,16-pentaen-13-one —— C34H25N3O4S3
(11S,14Z)-14-[[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylidene]-11-(2,5-dimethoxyphenyl)-15-thia-12,17-diazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,16-pentaen-13-one
—— 1-(5-bromo-3-methylsulfanylthiophen-2-yl)ethanone —— C7H7BrOS2
1-(5-bromo-3-methylsulfanylthiophen-2-yl)ethanone
—— 6-((2,3-Dihydro-1H-inden-5-yl)thio)pyridine-3-sulfonamide 879353-60-3 C14H14N2O2S2
6-((2,3-Dihydro-1H-inden-5-yl)thio)pyridine-3-sulfonamide
—— N-[(2S)-2-phenyl-2-pyrrolidin-1-ium-1-ylethyl]-2-phenylsulfanylpyridine-3-carboxamide —— C24H26N3OS+
N-[(2S)-2-phenyl-2-pyrrolidin-1-ium-1-ylethyl]-2-phenylsulfanylpyridine-3-carboxamide
—— N-[(2R)-2-phenyl-2-pyrrolidin-1-ium-1-ylethyl]-2-phenylsulfanylpyridine-3-carboxamide —— C24H26N3OS+
N-[(2R)-2-phenyl-2-pyrrolidin-1-ium-1-ylethyl]-2-phenylsulfanylpyridine-3-carboxamide
—— N-[(2S)-2-phenyl-2-pyrrolidin-1-ylethyl]-2-phenylsulfanylpyridine-3-carboxamide —— C24H25N3OS
N-[(2S)-2-phenyl-2-pyrrolidin-1-ylethyl]-2-phenylsulfanylpyridine-3-carboxamide
—— N-[(2R)-2-phenyl-2-pyrrolidin-1-ylethyl]-2-phenylsulfanylpyridine-3-carboxamide —— C24H25N3OS
N-[(2R)-2-phenyl-2-pyrrolidin-1-ylethyl]-2-phenylsulfanylpyridine-3-carboxamide
—— N-(2-benzylpyrazol-3-yl)-2-(2-cyanophenyl)sulfanylbenzamide —— C24H18N4OS
N-(2-benzylpyrazol-3-yl)-2-(2-cyanophenyl)sulfanylbenzamide
—— 2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N,N-dimethylacetamide —— C13H16N4OS2
2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N,N-dimethylacetamide
—— (2S)-N-cyclopropyl-2-[[5-[2-(diethylamino)-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C14H22N4O2S3
(2S)-N-cyclopropyl-2-[[5-[2-(diethylamino)-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 2-[[5-[2-(diethylamino)-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-methylpropyl)acetamide —— C14H24N4O2S3
2-[[5-[2-(diethylamino)-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-methylpropyl)acetamide
—— (2S)-2-[[5-[2-(diethylamino)-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propan-2-ylpropanamide —— C14H24N4O2S3
(2S)-2-[[5-[2-(diethylamino)-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propan-2-ylpropanamide
—— (2R)-N-cyclopropyl-2-[[5-[2-(diethylamino)-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C14H22N4O2S3
(2R)-N-cyclopropyl-2-[[5-[2-(diethylamino)-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— N-[3-(2-oxopyrrolidin-1-yl)propyl]-2-[(5-propan-2-ylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C14H22N4O2S3
N-[3-(2-oxopyrrolidin-1-yl)propyl]-2-[(5-propan-2-ylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— 2-(1-Cyclopentyltetrazol-5-yl)sulfanyl-1-(2,5-dimethylthiophen-3-yl)ethanone —— C14H18N4OS2
2-(1-Cyclopentyltetrazol-5-yl)sulfanyl-1-(2,5-dimethylthiophen-3-yl)ethanone
—— [(1R)-1-[5-(2-azaniumylethylsulfanyl)-4-benzyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium —— C16H27N5S+2
[(1R)-1-[5-(2-azaniumylethylsulfanyl)-4-benzyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium
—— 2-methyl-N-[2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetyl]propanamide —— C10H14N2O2S2
2-methyl-N-[2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetyl]propanamide
—— 2-[(7R)-6-(4-methylphenyl)-3-[(2R)-oxolan-2-yl]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetate —— C17H17N4O3S-
2-[(7R)-6-(4-methylphenyl)-3-[(2R)-oxolan-2-yl]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetate
—— 2-[(7R)-6-(4-methylphenyl)-3-[(2S)-oxolan-2-yl]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetic acid —— C17H18N4O3S
2-[(7R)-6-(4-methylphenyl)-3-[(2S)-oxolan-2-yl]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetic acid
—— [(1S)-1-[5-(2-azaniumylethylsulfanyl)-4-benzyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium —— C16H27N5S+2
[(1S)-1-[5-(2-azaniumylethylsulfanyl)-4-benzyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium
—— 2-[(7S)-6-(4-methylphenyl)-3-[(2R)-oxolan-2-yl]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetate —— C17H17N4O3S-
2-[(7S)-6-(4-methylphenyl)-3-[(2R)-oxolan-2-yl]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetate
—— 2-[(7S)-6-(4-methylphenyl)-3-[(2R)-oxolan-2-yl]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetic acid —— C17H18N4O3S
2-[(7S)-6-(4-methylphenyl)-3-[(2R)-oxolan-2-yl]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetic acid
—— 2-[[4-(2-Methoxyethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-5-phenyl-1,3,4-oxadiazole —— C14H15N5O2S
2-[[4-(2-Methoxyethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-5-phenyl-1,3,4-oxadiazole
—— (2S)-2-chloro-N-(2-phenylsulfanylphenyl)propanamide —— C15H14ClNOS
(2S)-2-chloro-N-(2-phenylsulfanylphenyl)propanamide
—— 4-(1-Cyclopropyltetrazol-5-yl)sulfanyl-5-methyl-6-phenylthieno[2,3-d]pyrimidine —— C17H14N6S2
4-(1-Cyclopropyltetrazol-5-yl)sulfanyl-5-methyl-6-phenylthieno[2,3-d]pyrimidine
—— 2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-1-[2,5-dimethyl-1-(1H-1,2,4-triazol-5-yl)pyrrol-3-yl]ethanone —— C19H18N6O2S
2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-1-[2,5-dimethyl-1-(1H-1,2,4-triazol-5-yl)pyrrol-3-yl]ethanone
—— (2S)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]propanamide —— C21H22FN3O2S
(2S)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]propanamide
—— (2R)-N-(2-phenylsulfanylphenyl)-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C22H18N4O2S2
(2R)-N-(2-phenylsulfanylphenyl)-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2R)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]propanamide —— C21H22FN3O2S
(2R)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]propanamide
—— (7S)-7-ethyl-2-(5-nitropyridin-2-yl)sulfanyl-3-phenyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-one —— C23H20N4O3S2
(7S)-7-ethyl-2-(5-nitropyridin-2-yl)sulfanyl-3-phenyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-one
—— (2S)-N-prop-2-enyl-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C13H14N4O2S
(2S)-N-prop-2-enyl-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (7R)-7-ethyl-2-(5-nitropyridin-2-yl)sulfanyl-3-phenyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-one —— C23H20N4O3S2
(7R)-7-ethyl-2-(5-nitropyridin-2-yl)sulfanyl-3-phenyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-one
—— (2R)-N-propyl-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C13H16N4O2S
(2R)-N-propyl-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-(2-phenylsulfanylphenyl)-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C22H18N4O2S2
(2S)-N-(2-phenylsulfanylphenyl)-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-[(4-chlorophenyl)methyl]-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C15H15ClN6O2S
(2S)-N-[(4-chlorophenyl)methyl]-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-propyl-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C13H16N4O2S
(2S)-N-propyl-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (9aS)-3-[(2S)-oxolan-2-yl]-7,8,9,9a-tetrahydro-6H-[1,2,4]triazolo[4,3-b][4,1,2]benzothiadiazine —— C12H16N4OS
(9aS)-3-[(2S)-oxolan-2-yl]-7,8,9,9a-tetrahydro-6H-[1,2,4]triazolo[4,3-b][4,1,2]benzothiadiazine
—— (2R)-N-prop-2-enyl-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C13H14N4O2S
(2R)-N-prop-2-enyl-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2R)-N-[(4-chlorophenyl)methyl]-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C15H15ClN6O2S
(2R)-N-[(4-chlorophenyl)methyl]-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-[(2-chlorophenyl)methyl]-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C15H15ClN6O2S
(2R)-N-[(2-chlorophenyl)methyl]-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-[(4-fluorophenyl)methyl]-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C15H15FN6O2S
(2S)-N-[(4-fluorophenyl)methyl]-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-(2-methylpropyl)-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C14H18N4O2S
(2R)-N-(2-methylpropyl)-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (9aR)-3-[(2R)-oxolan-2-yl]-7,8,9,9a-tetrahydro-6H-[1,2,4]triazolo[4,3-b][4,1,2]benzothiadiazine —— C12H16N4OS
(9aR)-3-[(2R)-oxolan-2-yl]-7,8,9,9a-tetrahydro-6H-[1,2,4]triazolo[4,3-b][4,1,2]benzothiadiazine
—— (2S)-N-[(2-chlorophenyl)methyl]-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C15H15ClN6O2S
(2S)-N-[(2-chlorophenyl)methyl]-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N,N-di(propan-2-yl)-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C16H22N4O2S
(2R)-N,N-di(propan-2-yl)-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2R)-N-[(4-methylphenyl)methyl]-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C16H18N6O2S
(2R)-N-[(4-methylphenyl)methyl]-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-(2-methylpropyl)-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C14H18N4O2S
(2S)-N-(2-methylpropyl)-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide