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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
—— 3-[(1S)-1-ethoxyethyl]-5-[(1S)-1-pyridin-2-ylsulfanylethyl]-1,2,4-oxadiazole —— C13H17N3O2S
3-[(1S)-1-ethoxyethyl]-5-[(1S)-1-pyridin-2-ylsulfanylethyl]-1,2,4-oxadiazole
—— (2S)-2-(3-methylsulfanylanilino)-2-phenylacetonitrile —— C15H14N2S
(2S)-2-(3-methylsulfanylanilino)-2-phenylacetonitrile
—— 3-[(1R)-1-ethoxyethyl]-5-[(1S)-1-pyridin-2-ylsulfanylethyl]-1,2,4-oxadiazole —— C13H17N3O2S
3-[(1R)-1-ethoxyethyl]-5-[(1S)-1-pyridin-2-ylsulfanylethyl]-1,2,4-oxadiazole
—— 3-[(1R)-1-ethoxyethyl]-5-[(1R)-1-pyridin-2-ylsulfanylethyl]-1,2,4-oxadiazole —— C13H17N3O2S
3-[(1R)-1-ethoxyethyl]-5-[(1R)-1-pyridin-2-ylsulfanylethyl]-1,2,4-oxadiazole
—— (3R)-3-(2-aminophenyl)sulfanyl-1-[(4-fluorophenyl)methyl]pyrrolidine-2,5-dione —— C17H15FN2O2S
(3R)-3-(2-aminophenyl)sulfanyl-1-[(4-fluorophenyl)methyl]pyrrolidine-2,5-dione
—— 4-[(1S)-1-(4-chlorophenyl)-2-nitroethyl]sulfanylaniline —— C14H13ClN2O2S
4-[(1S)-1-(4-chlorophenyl)-2-nitroethyl]sulfanylaniline
—— (2S)-2-(4-chlorophenyl)-3,1-benzoxathiin-4-one —— C14H9ClO2S
(2S)-2-(4-chlorophenyl)-3,1-benzoxathiin-4-one
—— 1-Piperidin-1-yl-3-propan-2-ylsulfanyl-5,6,7,8-tetrahydroisoquinolin-2-ium-4-carbonitrile —— C18H26N3S+
1-Piperidin-1-yl-3-propan-2-ylsulfanyl-5,6,7,8-tetrahydroisoquinolin-2-ium-4-carbonitrile
—— 4-[(1R)-1-(4-methylphenyl)-2-nitroethyl]sulfanylaniline —— C15H16N2O2S
4-[(1R)-1-(4-methylphenyl)-2-nitroethyl]sulfanylaniline
—— (2R)-2-(3-methylsulfanylanilino)-2-phenylacetonitrile —— C15H14N2S
(2R)-2-(3-methylsulfanylanilino)-2-phenylacetonitrile
—— 1,1-dimethyl-3-[(1S,5R)-3,3,5-trimethylcyclohexyl]thiourea —— C12H24N2S
1,1-dimethyl-3-[(1S,5R)-3,3,5-trimethylcyclohexyl]thiourea
—— (2R)-2-(4,6-diaminopyrimidin-2-yl)sulfanylpropanoate —— C7H9N4O2S-
(2R)-2-(4,6-diaminopyrimidin-2-yl)sulfanylpropanoate
—— (3S)-N-ethyl-N-[2-(1,3-thiazol-2-yl)ethyl]-2,3-dihydro-1-benzothiophene-3-carboxamide —— C16H18N2OS2
(3S)-N-ethyl-N-[2-(1,3-thiazol-2-yl)ethyl]-2,3-dihydro-1-benzothiophene-3-carboxamide
—— N-ethyl-N-[[(2S)-oxolan-2-yl]methyl]-2,3-dihydropyrido[2,3-b][1,4]thiazine-1-carboxamide —— C15H21N3O2S
N-ethyl-N-[[(2S)-oxolan-2-yl]methyl]-2,3-dihydropyrido[2,3-b][1,4]thiazine-1-carboxamide
—— N-ethyl-N-[[(2R)-oxolan-2-yl]methyl]-2,3-dihydropyrido[2,3-b][1,4]thiazine-1-carboxamide —— C15H21N3O2S
N-ethyl-N-[[(2R)-oxolan-2-yl]methyl]-2,3-dihydropyrido[2,3-b][1,4]thiazine-1-carboxamide
—— (3R)-N-ethyl-N-[2-(1,3-thiazol-2-yl)ethyl]-2,3-dihydro-1-benzothiophene-3-carboxamide —— C16H18N2OS2
(3R)-N-ethyl-N-[2-(1,3-thiazol-2-yl)ethyl]-2,3-dihydro-1-benzothiophene-3-carboxamide
—— (2S)-2-(4-chlorophenyl)sulfanyl-1-[(3R)-3-cyclopropylmorpholin-4-yl]propan-1-one —— C16H20ClNO2S
(2S)-2-(4-chlorophenyl)sulfanyl-1-[(3R)-3-cyclopropylmorpholin-4-yl]propan-1-one
—— (2S)-2-[(5-amino-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-ethyl-N-(2-methylprop-2-enyl)propanamide —— C12H21N5OS
(2S)-2-[(5-amino-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-ethyl-N-(2-methylprop-2-enyl)propanamide
—— (3S,4S,5R)-5-acetyl-2-imino-4-thiophen-2-ylthiolane-3-carbonitrile —— C11H10N2OS2
(3S,4S,5R)-5-acetyl-2-imino-4-thiophen-2-ylthiolane-3-carbonitrile
—— (2R)-2-[(5-amino-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-ethyl-N-(2-methylprop-2-enyl)propanamide —— C12H21N5OS
(2R)-2-[(5-amino-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-ethyl-N-(2-methylprop-2-enyl)propanamide
—— 2-[2-[2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]ethoxy]ethoxy]ethanol —— C8H16N4O3S
2-[2-[2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]ethoxy]ethoxy]ethanol
—— 3-[2-(dimethylamino)ethylsulfanyl]-1H-1,2,4-triazol-5-amine —— C6H13N5S
3-[2-(dimethylamino)ethylsulfanyl]-1H-1,2,4-triazol-5-amine
—— 3-(2-aminoethylsulfanyl)-1H-1,2,4-triazol-5-amine —— C4H9N5S
3-(2-aminoethylsulfanyl)-1H-1,2,4-triazol-5-amine
—— 5-Hydroxyethoxyethylsulfanyl-3-amino-1,2,4-triazole —— C6H12N4O2S
5-Hydroxyethoxyethylsulfanyl-3-amino-1,2,4-triazole
—— 2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(3-methylbutan-2-yl)acetamide —— C17H24N4OS2
2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(3-methylbutan-2-yl)acetamide
—— N-(1-cyano-1,2-dimethylpropyl)-2-[(5-hydroxy-4-propyl-4H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C13H21N5O2S
N-(1-cyano-1,2-dimethylpropyl)-2-[(5-hydroxy-4-propyl-4H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-butan-2-yl-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C16H22N4OS2
N-butan-2-yl-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (Z)-hex-1-ene-1,2-dithiol —— C6H12S2
(Z)-hex-1-ene-1,2-dithiol
—— 6-[(2-aminoethylamino)methylidene]cyclohexa-2,4-diene-1-thione —— C9H12N2S
6-[(2-aminoethylamino)methylidene]cyclohexa-2,4-diene-1-thione
—— 2-(4-bromophenyl)sulfanyl-N-[(1S)-1-(2H-tetrazol-5-yl)butyl]acetamide —— C13H16BrN5OS
2-(4-bromophenyl)sulfanyl-N-[(1S)-1-(2H-tetrazol-5-yl)butyl]acetamide
—— methyl (2Z)-3-[(5-phenyl-1,2,4-triazin-3-yl)sulfanyl]prop-2-enoate —— C13H11N3O2S
methyl (2Z)-3-[(5-phenyl-1,2,4-triazin-3-yl)sulfanyl]prop-2-enoate
—— 2-(4-bromophenyl)sulfanyl-N-[(1R)-1-(2H-tetrazol-5-yl)butyl]acetamide —— C13H16BrN5OS
2-(4-bromophenyl)sulfanyl-N-[(1R)-1-(2H-tetrazol-5-yl)butyl]acetamide
—— tert-butyl N-[(E)-(4-methylsulfanylphenyl)methylideneamino]carbamate —— C13H18N2O2S
tert-butyl N-[(E)-(4-methylsulfanylphenyl)methylideneamino]carbamate
—— methyl (2E)-2-[4-(methylsulfanyl)benzylidene]hydrazinecarboxylate —— C10H12N2O2S
methyl (2E)-2-[4-(methylsulfanyl)benzylidene]hydrazinecarboxylate
—— 1-(2-methylprop-2-enyl)-3-[(E)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]thiourea —— C15H17N7O2S2
1-(2-methylprop-2-enyl)-3-[(E)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]thiourea
—— tert-butyl N-[(3S,4R)-3-ethyl-1-(2-phenylsulfanylpyridine-3-carbonyl)piperidin-4-yl]carbamate —— C24H31N3O3S
tert-butyl N-[(3S,4R)-3-ethyl-1-(2-phenylsulfanylpyridine-3-carbonyl)piperidin-4-yl]carbamate
—— tert-butyl N-[(3R,4R)-3-ethyl-1-(2-phenylsulfanylpyridine-3-carbonyl)piperidin-4-yl]carbamate —— C24H31N3O3S
tert-butyl N-[(3R,4R)-3-ethyl-1-(2-phenylsulfanylpyridine-3-carbonyl)piperidin-4-yl]carbamate
—— 1-(3-chloro-2-methylphenyl)-3-[(E)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]thiourea —— C18H16ClN7O2S2
1-(3-chloro-2-methylphenyl)-3-[(E)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]thiourea
—— tert-butyl N-[(3S,4S)-3-ethyl-1-(2-phenylsulfanylpyridine-3-carbonyl)piperidin-4-yl]carbamate —— C24H31N3O3S
tert-butyl N-[(3S,4S)-3-ethyl-1-(2-phenylsulfanylpyridine-3-carbonyl)piperidin-4-yl]carbamate
—— tert-butyl N-[(3R,4S)-3-ethyl-1-(2-phenylsulfanylpyridine-3-carbonyl)piperidin-4-yl]carbamate —— C24H31N3O3S
tert-butyl N-[(3R,4S)-3-ethyl-1-(2-phenylsulfanylpyridine-3-carbonyl)piperidin-4-yl]carbamate
—— 3-butyl-1-methyl-1-[(E)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]thiourea —— C16H21N7O2S2
3-butyl-1-methyl-1-[(E)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]thiourea
—— N-[(E)-(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)methylideneamino]cyclopropanecarboxamide —— C15H13N5O3S
N-[(E)-(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)methylideneamino]cyclopropanecarboxamide
—— (E)-N-(4-methylpiperazin-1-yl)-1-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methanimine —— C15H19N7O2S
(E)-N-(4-methylpiperazin-1-yl)-1-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methanimine
—— (E)-4-(3-bromophenyl)-N-(2-methoxyethyl)-3-[(E)-(4-methylsulfanylphenyl)methylideneamino]-1,3-thiazol-2-imine —— C20H20BrN3OS2
(E)-4-(3-bromophenyl)-N-(2-methoxyethyl)-3-[(E)-(4-methylsulfanylphenyl)methylideneamino]-1,3-thiazol-2-imine
—— N-[(2R)-butan-2-yl]-5-[(2-thiophen-2-yl-1,3-thiazol-4-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C14H16N4S4
N-[(2R)-butan-2-yl]-5-[(2-thiophen-2-yl-1,3-thiazol-4-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— N-[(2S)-butan-2-yl]-5-[(2-thiophen-2-yl-1,3-thiazol-4-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C14H16N4S4
N-[(2S)-butan-2-yl]-5-[(2-thiophen-2-yl-1,3-thiazol-4-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— 3-nitro-4-(phenylsulfanyl)benzenecarbaldehyde O-(2,6-dichlorobenzyl)oxime —— C20H14Cl2N2O3S
3-nitro-4-(phenylsulfanyl)benzenecarbaldehyde O-(2,6-dichlorobenzyl)oxime
—— 2-(2-pyrimidinylthio)-N'-(2-thienylmethylene)acetohydrazide —— C11H10N4OS2
2-(2-pyrimidinylthio)-N'-(2-thienylmethylene)acetohydrazide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-methyl-N-[(E)-(5-methyl-2-methylsulfanylthiophen-3-yl)methylideneamino]triazole-4-carboxamide —— C13H14N8O2S2
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-methyl-N-[(E)-(5-methyl-2-methylsulfanylthiophen-3-yl)methylideneamino]triazole-4-carboxamide
—— 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-[(1R,2R)-1-(4-methylphenyl)-1-(1,2,4-triazol-1-yl)butan-2-yl]propanamide —— C23H30N6OS
3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-[(1R,2R)-1-(4-methylphenyl)-1-(1,2,4-triazol-1-yl)butan-2-yl]propanamide