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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
—— 5-[(2-chloro-6-fluorophenyl)methylsulfanyl]-N-(3-methylphenyl)-1,3,4-thiadiazol-2-amine —— C16H13ClFN3S2
5-[(2-chloro-6-fluorophenyl)methylsulfanyl]-N-(3-methylphenyl)-1,3,4-thiadiazol-2-amine
—— (R)-(+)-N-hydroxy-6-[4-(2-(4-methylthiophenyl)ethynyl)phenyl]-6-hydroxyhexanamide —— C21H23NO3S
(R)-(+)-N-hydroxy-6-[4-(2-(4-methylthiophenyl)ethynyl)phenyl]-6-hydroxyhexanamide
—— 2-(3-Methoxyphenyl)sulfanyl-3-(3-pyridin-4-ylpropoxy)pyridine —— C20H20N2O2S
2-(3-Methoxyphenyl)sulfanyl-3-(3-pyridin-4-ylpropoxy)pyridine
—— 6-Acetyl-4-[2-(dimethylamino)ethylsulfanyl]-2-(4-fluorophenyl)-5-methylpyridazin-3-one —— C17H20FN3O2S
6-Acetyl-4-[2-(dimethylamino)ethylsulfanyl]-2-(4-fluorophenyl)-5-methylpyridazin-3-one
—— N-[2-(4-chlorophenyl)sulfanylethyl]-2-[(2S)-morpholin-2-yl]acetamide —— C14H19ClN2O2S
N-[2-(4-chlorophenyl)sulfanylethyl]-2-[(2S)-morpholin-2-yl]acetamide
—— N-[2-(4-chlorophenyl)sulfanylethyl]-2-[(2R)-morpholin-2-yl]acetamide —— C14H19ClN2O2S
N-[2-(4-chlorophenyl)sulfanylethyl]-2-[(2R)-morpholin-2-yl]acetamide
—— 3-(4-chloro-anilino)-5-(2-methyl-thiazol-4-ylmethylthio)-1,2,4-triazole 334539-41-2 C13H12ClN5S2
3-(4-chloro-anilino)-5-(2-methyl-thiazol-4-ylmethylthio)-1,2,4-triazole
—— (2S)-N-methyl-N-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]-1-pyrazin-2-ylpropan-2-amine —— C16H20N6OS
(2S)-N-methyl-N-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]-1-pyrazin-2-ylpropan-2-amine
—— 6-[2-[2-(4-Hydroxyphenyl)sulfanylethoxy]ethylsulfanyl]pyridin-3-ol —— C15H17NO3S2
6-[2-[2-(4-Hydroxyphenyl)sulfanylethoxy]ethylsulfanyl]pyridin-3-ol
—— 3-(4-chloro-anilino)-5-(2-fluoro-benzylthio)-1,2,4-triazole 334539-36-5 C15H12ClFN4S
3-(4-chloro-anilino)-5-(2-fluoro-benzylthio)-1,2,4-triazole
—— 8-[(4-chlorophenyl)methyl]-5-methyl-3,4-dihydro-2H-pyridazino[4,5-b][1,4]thiazepin-9-one —— C15H16ClN3OS
8-[(4-chlorophenyl)methyl]-5-methyl-3,4-dihydro-2H-pyridazino[4,5-b][1,4]thiazepin-9-one
—— (3S)-3-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-1-methylpyrrolidin-2-one —— C18H24N4OS2
(3S)-3-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-1-methylpyrrolidin-2-one
—— 5-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanylmethyl]-3-[(1R)-1-ethoxyethyl]-1,2,4-oxadiazole —— C16H19N5O2S2
5-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanylmethyl]-3-[(1R)-1-ethoxyethyl]-1,2,4-oxadiazole
—— (3R)-3-[[5-[4-(difluoromethylsulfanyl)anilino]-1,3,4-thiadiazol-2-yl]sulfanyl]-1-methylpyrrolidin-2-one —— C14H14F2N4OS3
(3R)-3-[[5-[4-(difluoromethylsulfanyl)anilino]-1,3,4-thiadiazol-2-yl]sulfanyl]-1-methylpyrrolidin-2-one
—— 5-[[3-[(1S)-1-ethoxyethyl]-1,2,4-oxadiazol-5-yl]methylsulfanyl]-3-phenyl-1,3,4-thiadiazole-2-thione —— C15H16N4O2S3
5-[[3-[(1S)-1-ethoxyethyl]-1,2,4-oxadiazol-5-yl]methylsulfanyl]-3-phenyl-1,3,4-thiadiazole-2-thione
—— (3R)-3-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-1-methylpyrrolidin-2-one —— C18H24N4OS2
(3R)-3-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-1-methylpyrrolidin-2-one
—— 5-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanylmethyl]-3-[(1S)-1-ethoxyethyl]-1,2,4-oxadiazole —— C16H19N5O2S2
5-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanylmethyl]-3-[(1S)-1-ethoxyethyl]-1,2,4-oxadiazole
—— (3S)-3-[[5-[4-(difluoromethylsulfanyl)anilino]-1,3,4-thiadiazol-2-yl]sulfanyl]-1-methylpyrrolidin-2-one —— C14H14F2N4OS3
(3S)-3-[[5-[4-(difluoromethylsulfanyl)anilino]-1,3,4-thiadiazol-2-yl]sulfanyl]-1-methylpyrrolidin-2-one
—— 5-[[3-[(1R)-1-ethoxyethyl]-1,2,4-oxadiazol-5-yl]methylsulfanyl]-3-phenyl-1,3,4-thiadiazole-2-thione —— C15H16N4O2S3
5-[[3-[(1R)-1-ethoxyethyl]-1,2,4-oxadiazol-5-yl]methylsulfanyl]-3-phenyl-1,3,4-thiadiazole-2-thione
—— 3-(4-methyl-anilino)-5-(5-methyl-isoxazol-3-ylmethylthio)-1,2,4-triazole 334538-93-1 C14H15N5OS
3-(4-methyl-anilino)-5-(5-methyl-isoxazol-3-ylmethylthio)-1,2,4-triazole
—— 7-Ethylsulfanyl-2-(4-methylphenyl)pyrimido[4,5-d][1,3]oxazin-4-one —— C15H13N3O2S
7-Ethylsulfanyl-2-(4-methylphenyl)pyrimido[4,5-d][1,3]oxazin-4-one
—— (Z)-tert-butyl-[[5-(4-ethylphenyl)sulfanylfuran-2-yl]methylidene]-hydroxyazanium —— C17H22NO2S+
(Z)-tert-butyl-[[5-(4-ethylphenyl)sulfanylfuran-2-yl]methylidene]-hydroxyazanium
—— 3-(3-methylthiophen-2-yl)sulfanyl-N-phenyl-1H-1,2,4-triazol-5-amine —— C13H12N4S2
3-(3-methylthiophen-2-yl)sulfanyl-N-phenyl-1H-1,2,4-triazol-5-amine
—— 4-[2-(4-fluorophenylsulfanyl)-phenyl]-1,2,3,6-tetrahydropyridine —— C17H16FNS
4-[2-(4-fluorophenylsulfanyl)-phenyl]-1,2,3,6-tetrahydropyridine
—— 3-[(Z)-2-methylpent-2-enyl]sulfanyl-N-phenyl-1H-1,2,4-triazol-5-amine —— C14H18N4S
3-[(Z)-2-methylpent-2-enyl]sulfanyl-N-phenyl-1H-1,2,4-triazol-5-amine
—— (2R)-N-(2,3-dihydroimidazo[2,1-b][1,3]thiazol-6-ylmethyl)oxane-2-carboxamide —— C12H17N3O2S
(2R)-N-(2,3-dihydroimidazo[2,1-b][1,3]thiazol-6-ylmethyl)oxane-2-carboxamide
—— 5-(Pentylthio)thiazolo[4,5-d]pyrimidin-7(4H)-one 259100-46-4 C10H13N3OS2
5-(Pentylthio)thiazolo[4,5-d]pyrimidin-7(4H)-one
—— (2S)-N-(2,3-dihydroimidazo[2,1-b][1,3]thiazol-6-ylmethyl)oxane-2-carboxamide —— C12H17N3O2S
(2S)-N-(2,3-dihydroimidazo[2,1-b][1,3]thiazol-6-ylmethyl)oxane-2-carboxamide
—— N'-[4-(furan-2-ylmethylsulfanyl)phenyl]-N-hydroxymethanimidamide —— C12H12N2O2S
N'-[4-(furan-2-ylmethylsulfanyl)phenyl]-N-hydroxymethanimidamide
—— S-cyclohexyl N-cyclohexylcarbamothioate —— C13H23NOS
S-cyclohexyl N-cyclohexylcarbamothioate
—— e-4,5,9-Trithiadeca-1,7-diene-9-oxide —— C7H12OS3
e-4,5,9-Trithiadeca-1,7-diene-9-oxide
—— 2-amino-4-furan-2-yl-6-phenethylsulfanyl-pyrimidine-5-carbonitrile —— C17H14N4OS
2-amino-4-furan-2-yl-6-phenethylsulfanyl-pyrimidine-5-carbonitrile
—— 4-[(3-hexylsulfanyl-1H-1,2,4-triazol-5-yl)methyl]-N,N-dimethylaniline —— C17H26N4S
4-[(3-hexylsulfanyl-1H-1,2,4-triazol-5-yl)methyl]-N,N-dimethylaniline
—— (1Z,9E)-1,10-bis(ethenylsulfonyl)deca-1,9-diene —— C14H22O4S2
(1Z,9E)-1,10-bis(ethenylsulfonyl)deca-1,9-diene
—— 3-(benzylthio)-5-(4-chlorobenzyl)-4H-1,2,4-triazole —— C16H14ClN3S
3-(benzylthio)-5-(4-chlorobenzyl)-4H-1,2,4-triazole
—— N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H18FN3O2S
N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-methylsulfanyl-5-[(1S)-1-phenylethyl]sulfanyl-1,3,4-thiadiazole —— C11H12N2S3
2-methylsulfanyl-5-[(1S)-1-phenylethyl]sulfanyl-1,3,4-thiadiazole
—— 4-Benzyl-1-isopropyl-5-isopropylsulfanyl-3-methyl-1,3-dihydro-imidazol-2-one —— C17H24N2OS
4-Benzyl-1-isopropyl-5-isopropylsulfanyl-3-methyl-1,3-dihydro-imidazol-2-one
—— N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H18FN3O2S
N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(1R)-1-cyano-1-cyclopropylethyl]-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C11H14N4OS3
N-[(1R)-1-cyano-1-cyclopropylethyl]-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— (9S)-N-[3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propyl]-6,7,8,9-tetrahydro-5H-tetrazolo[1,5-a]azepine-9-carboxamide —— C13H19N7OS2
(9S)-N-[3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propyl]-6,7,8,9-tetrahydro-5H-tetrazolo[1,5-a]azepine-9-carboxamide
—— 3-methyl-5-[(2S)-1-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]pyrrolidin-2-yl]-1,2-oxazole —— C16H19N5O2S
3-methyl-5-[(2S)-1-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]pyrrolidin-2-yl]-1,2-oxazole
—— (9R)-N-[3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propyl]-6,7,8,9-tetrahydro-5H-tetrazolo[1,5-a]azepine-9-carboxamide —— C13H19N7OS2
(9R)-N-[3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propyl]-6,7,8,9-tetrahydro-5H-tetrazolo[1,5-a]azepine-9-carboxamide
—— 1-[(2-Bromocyclohexen-1-yl)methyl]-3-(2-hydroxyethyl)thiourea —— C10H17BrN2OS
1-[(2-Bromocyclohexen-1-yl)methyl]-3-(2-hydroxyethyl)thiourea
—— 2-methylsulfanyl-5-[(1R)-1-phenylethyl]sulfanyl-1,3,4-thiadiazole —— C11H12N2S3
2-methylsulfanyl-5-[(1R)-1-phenylethyl]sulfanyl-1,3,4-thiadiazole
—— N-[(1S)-1-cyano-1-cyclopropylethyl]-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C11H14N4OS3
N-[(1S)-1-cyano-1-cyclopropylethyl]-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— 4-(5-methyl-3-methylsulfanyl-1,2-oxazol-4-yl)-N-phenylpyridin-2-amine —— C16H15N3OS
4-(5-methyl-3-methylsulfanyl-1,2-oxazol-4-yl)-N-phenylpyridin-2-amine
—— 3-methyl-5-[(2R)-1-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]pyrrolidin-2-yl]-1,2-oxazole —— C16H19N5O2S
3-methyl-5-[(2R)-1-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]pyrrolidin-2-yl]-1,2-oxazole
—— Ethyl 2-[4-(4-methoxypyrazol-1-yl)pyrimidin-2-yl]sulfanylacetate —— C12H14N4O3S
Ethyl 2-[4-(4-methoxypyrazol-1-yl)pyrimidin-2-yl]sulfanylacetate
—— (2R)-4-[[4-amino-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-3-oxo-2-(4-phenyl-1,3-thiazol-2-yl)butanenitrile —— C20H16N6O2S2
(2R)-4-[[4-amino-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-3-oxo-2-(4-phenyl-1,3-thiazol-2-yl)butanenitrile