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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
—— Methyl 2-[[4-amino-5-(phenylsulfanylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C12H14N4O2S2
Methyl 2-[[4-amino-5-(phenylsulfanylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— Ethyl 2-[[4-amino-5-(4,5-dihydro-1,3-thiazol-2-ylsulfanylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C10H15N5O2S3
Ethyl 2-[[4-amino-5-(4,5-dihydro-1,3-thiazol-2-ylsulfanylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— 2-[(4-Amino-5-oxo-6-phenyl-1,2,4-triazin-3-yl)sulfanyl]acetamide —— C11H11N5O2S
2-[(4-Amino-5-oxo-6-phenyl-1,2,4-triazin-3-yl)sulfanyl]acetamide
—— 3-[(2-Chlorophenyl)methylsulfanyl]-5-(4,5-dihydro-1,3-thiazol-2-ylsulfanylmethyl)-1,2,4-triazol-4-amine —— C13H14ClN5S3
3-[(2-Chlorophenyl)methylsulfanyl]-5-(4,5-dihydro-1,3-thiazol-2-ylsulfanylmethyl)-1,2,4-triazol-4-amine
—— 7-methyl-3-phenyl-8H-[1,2,4]triazino[3,4-b][1,3,4]thiadiazin-4-one —— C12H10N4OS
7-methyl-3-phenyl-8H-[1,2,4]triazino[3,4-b][1,3,4]thiadiazin-4-one
—— 2-[(4-Amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]acetamide —— C6H9N5O2S
2-[(4-Amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]acetamide
—— 3-(2-methylfuran-3-yl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-amine —— C9H9N5OS
3-(2-methylfuran-3-yl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-amine
—— 3-(methoxymethyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-amine —— C6H9N5OS
3-(methoxymethyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-amine
—— 3-(2-methoxyethyl)-6-methyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine —— C8H12N4OS
3-(2-methoxyethyl)-6-methyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— 3-(2-methoxyethyl)-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine —— C13H14N4OS
3-(2-methoxyethyl)-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— 3-Isopropyl-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine —— C13H14N4S
3-Isopropyl-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— 3-(furan-2-yl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-amine —— C8H7N5OS
3-(furan-2-yl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-amine
—— 3-Benzylsulfanyl-5-(4,5-dihydro-1,3-thiazol-2-ylsulfanylmethyl)-1,2,4-triazol-4-amine —— C13H15N5S3
3-Benzylsulfanyl-5-(4,5-dihydro-1,3-thiazol-2-ylsulfanylmethyl)-1,2,4-triazol-4-amine
—— 3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-amine —— C8H9N7S3
3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-amine
—— 6-methyl-3-(2-methyl-3-furyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine —— C10H10N4OS
6-methyl-3-(2-methyl-3-furyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— 3-[2-(2-amino-2-oxoethyl)sulfanyl-4,6-dimethylpyrimidin-5-yl]-N-[2-(2-fluorophenyl)ethyl]propanamide —— C19H23FN4O2S
3-[2-(2-amino-2-oxoethyl)sulfanyl-4,6-dimethylpyrimidin-5-yl]-N-[2-(2-fluorophenyl)ethyl]propanamide
—— 3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine —— C14H12N6S3
3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— (5S)-2-[[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylidene]-5-(4-methoxyphenyl)-7-methyl-3-oxo-N-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxamide —— C33H24N4O4S3
(5S)-2-[[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylidene]-5-(4-methoxyphenyl)-7-methyl-3-oxo-N-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxamide
—— 4-[(4-chlorophenyl)methylsulfanyl]-5-[(2S)-oxan-2-yl]sulfanyl-2-phenylpyridazin-3-one —— C22H21ClN2O2S2
4-[(4-chlorophenyl)methylsulfanyl]-5-[(2S)-oxan-2-yl]sulfanyl-2-phenylpyridazin-3-one
—— 4,5-Bis(benzylsulfanyl)-2-(4-methylphenyl)pyridazin-3-one —— C25H22N2OS2
4,5-Bis(benzylsulfanyl)-2-(4-methylphenyl)pyridazin-3-one
—— (2R)-N-[(E)-1-(4-bromophenyl)ethylideneamino]-2-[[5-[(4-methylanilino)methyl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C24H27BrN6OS
(2R)-N-[(E)-1-(4-bromophenyl)ethylideneamino]-2-[[5-[(4-methylanilino)methyl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2Z,5Z)-5-({5-[(4-chlorophenyl)sulfanyl]thiophen-2-yl}methylidene)-2-[(4-fluorophenyl)imino]-1,3-thiazolidin-4-one —— C20H12ClFN2OS3
(2Z,5Z)-5-({5-[(4-chlorophenyl)sulfanyl]thiophen-2-yl}methylidene)-2-[(4-fluorophenyl)imino]-1,3-thiazolidin-4-one
—— (2S)-2-[[5-(anilinomethyl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(Z)-[4-(diethylamino)phenyl]methylideneamino]propanamide —— C26H33N7OS
(2S)-2-[[5-(anilinomethyl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(Z)-[4-(diethylamino)phenyl]methylideneamino]propanamide
—— 3-Methyl-7-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C11H11N5OS2
3-Methyl-7-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— 6-Amino-1-cyclopropyl-5-[2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]pyrimidine-2,4-dione —— C19H19N5O4S
6-Amino-1-cyclopropyl-5-[2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]pyrimidine-2,4-dione
—— 4-(1-Cyclopropyltetrazol-5-yl)sulfanyl-6-(4-fluorophenyl)thieno[3,2-d]pyrimidine —— C16H11FN6S2
4-(1-Cyclopropyltetrazol-5-yl)sulfanyl-6-(4-fluorophenyl)thieno[3,2-d]pyrimidine
—— 1-[2,5-dimethyl-1-[[(2S)-oxolan-2-yl]methyl]pyrrol-3-yl]-2-[[5-(pyrrolidin-1-ium-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C20H29N4O3S+
1-[2,5-dimethyl-1-[[(2S)-oxolan-2-yl]methyl]pyrrol-3-yl]-2-[[5-(pyrrolidin-1-ium-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— 1-[2,5-dimethyl-1-[[(2R)-oxolan-2-yl]methyl]pyrrol-3-yl]-2-[[5-(pyrrolidin-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C20H28N4O3S
1-[2,5-dimethyl-1-[[(2R)-oxolan-2-yl]methyl]pyrrol-3-yl]-2-[[5-(pyrrolidin-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— 7-[(4-Ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanylmethyl]-3-methyl-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C16H15N5OS3
7-[(4-Ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanylmethyl]-3-methyl-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— 1-[2,5-dimethyl-1-[[(2S)-oxolan-2-yl]methyl]pyrrol-3-yl]-2-[[5-(pyrrolidin-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C20H28N4O3S
1-[2,5-dimethyl-1-[[(2S)-oxolan-2-yl]methyl]pyrrol-3-yl]-2-[[5-(pyrrolidin-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— N-[(1R)-1-(3-chlorophenyl)ethyl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H18ClN3O2S
N-[(1R)-1-(3-chlorophenyl)ethyl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (2R)-2-[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanylcyclopentan-1-one —— C11H12N4OS2
(2R)-2-[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanylcyclopentan-1-one
—— (2S)-2-[[4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]-3-(4-methylphenyl)propanenitrile —— C15H18N4OS
(2S)-2-[[4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]-3-(4-methylphenyl)propanenitrile
—— 2-[(7S)-3-ethyl-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetate —— C14H13N4O2S-
2-[(7S)-3-ethyl-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetate
—— 2-[(7R)-3-[(4-fluorophenyl)methyl]-6-thiophen-2-yl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetic acid —— C17H13FN4O2S2
2-[(7R)-3-[(4-fluorophenyl)methyl]-6-thiophen-2-yl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetic acid
—— 2-[(7S)-3-[(4-fluorophenyl)methyl]-6-thiophen-2-yl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetate —— C17H12FN4O2S2-
2-[(7S)-3-[(4-fluorophenyl)methyl]-6-thiophen-2-yl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetate
—— (2R)-2-[[4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]-3-(4-methylphenyl)propanenitrile —— C15H18N4OS
(2R)-2-[[4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]-3-(4-methylphenyl)propanenitrile
—— 3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-6-[(1S)-1-phenylbutyl]-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole —— C17H18N6S3
3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-6-[(1S)-1-phenylbutyl]-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
—— 3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-6-pyridin-2-yl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole —— C12H9N7S3
3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-6-pyridin-2-yl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
—— 6-(3,4-Dimethylphenyl)-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole —— C15H14N6S3
6-(3,4-Dimethylphenyl)-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
—— 6-(Furan-2-yl)-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole —— C11H8N6OS3
6-(Furan-2-yl)-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
—— 3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-6-phenyl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole —— C13H10N6S3
3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-6-phenyl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
—— 3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-6-thiophen-2-yl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole —— C11H8N6S4
3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-6-thiophen-2-yl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
—— 3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-6-[(1R)-1-phenylbutyl]-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole —— C17H18N6S3
3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-6-[(1R)-1-phenylbutyl]-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
—— 6-[(E)-2-(furan-2-yl)ethenyl]-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole —— C13H10N6OS3
6-[(E)-2-(furan-2-yl)ethenyl]-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
—— 6-[(1S)-1-phenylbutyl]-3-(phenylsulfanylmethyl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole —— C20H20N4S2
6-[(1S)-1-phenylbutyl]-3-(phenylsulfanylmethyl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
—— 6-(3-Phenylpropyl)-3-[(phenylsulfanyl)methyl][1,2,4]triazolo[3,4-b][1,3,4]thiadiazole —— C19H18N4S2
6-(3-Phenylpropyl)-3-[(phenylsulfanyl)methyl][1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
—— 6-(3,4-Dimethylbenzyl)-3-[(phenylsulfanyl)methyl][1,2,4]triazolo[3,4-b][1,3,4]thiadiazole —— C19H18N4S2
6-(3,4-Dimethylbenzyl)-3-[(phenylsulfanyl)methyl][1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
—— 6-[(E)-2-(furan-2-yl)ethenyl]-3-[(phenylsulfanyl)methyl][1,2,4]triazolo[3,4-b][1,3,4]thiadiazole —— C16H12N4OS2
6-[(E)-2-(furan-2-yl)ethenyl]-3-[(phenylsulfanyl)methyl][1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
—— 6-(4-Fluorophenyl)-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole —— C13H9FN6S3
6-(4-Fluorophenyl)-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole