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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-(Cyclohexylmethyl)-6-(3,5-dimethylphenyl)sulfanyl-5-ethyl-pyrimidine-2,4-dione —— C21H28N2O2S
1-(Cyclohexylmethyl)-6-(3,5-dimethylphenyl)sulfanyl-5-ethyl-pyrimidine-2,4-dione
—— (Z)-tert-butyl-hydroxy-[[5-[4-(trifluoromethoxy)phenyl]sulfanylfuran-2-yl]methylidene]azanium —— C16H17F3NO3S+
(Z)-tert-butyl-hydroxy-[[5-[4-(trifluoromethoxy)phenyl]sulfanylfuran-2-yl]methylidene]azanium
—— 2-[[4-(4-Methylphenyl)sulfanylthieno[2,3-c]pyridin-2-yl]methylamino]oxyacetic acid —— C17H16N2O3S2
2-[[4-(4-Methylphenyl)sulfanylthieno[2,3-c]pyridin-2-yl]methylamino]oxyacetic acid
—— N-tert-butyl-N-[[5-(4-methoxyphenyl)sulfanylthiophen-2-yl]methyl]hydroxylamine —— C16H21NO2S2
N-tert-butyl-N-[[5-(4-methoxyphenyl)sulfanylthiophen-2-yl]methyl]hydroxylamine
—— 6-chloro-5-(2,4-dichlorophenyl)sulfanyl-1H-benzimidazole —— C13H7Cl3N2S
6-chloro-5-(2,4-dichlorophenyl)sulfanyl-1H-benzimidazole
—— 4-Chloro-5-(1,2,3,4-tetrahydroisoquinolin-5-ylsulfanyl)benzene-1,2-diamine —— C15H16ClN3S
4-Chloro-5-(1,2,3,4-tetrahydroisoquinolin-5-ylsulfanyl)benzene-1,2-diamine
—— 4,4-dimethyl-6-(1-methylpyrazol-3-yl)-8-methylsulfanyl-5H-thieno[3,4-g][1,2]benzoxazole —— C16H17N3OS2
4,4-dimethyl-6-(1-methylpyrazol-3-yl)-8-methylsulfanyl-5H-thieno[3,4-g][1,2]benzoxazole
—— 3-(4-chloro-anilino)-5-(pyridin-4-ylmethylthio)-1,2,4-triazole 334539-34-3 C14H12ClN5S
3-(4-chloro-anilino)-5-(pyridin-4-ylmethylthio)-1,2,4-triazole
—— 4-[2-(2-Pyridin-2-ylsulfanylethoxy)ethylsulfanyl]phenol —— C15H17NO2S2
4-[2-(2-Pyridin-2-ylsulfanylethoxy)ethylsulfanyl]phenol
—— 8-Cyclopentylsulfanyl-5-methyl-3-(trifluoromethyl)-[1,2,4]triazolo[4,3-a]pyrazine —— C12H13F3N4S
8-Cyclopentylsulfanyl-5-methyl-3-(trifluoromethyl)-[1,2,4]triazolo[4,3-a]pyrazine
—— 3-(thiazol-2-yl)thio-2,3-dihydro-1,1-dioxidebenzo[b]thiophene 246169-11-9 C11H9NO2S3
3-(thiazol-2-yl)thio-2,3-dihydro-1,1-dioxidebenzo[b]thiophene
—— 3-anilino-5-(pyridin-4-ylmethylthio)-1,2,4-triazole 334538-67-9 C14H13N5S
3-anilino-5-(pyridin-4-ylmethylthio)-1,2,4-triazole
—— N-[(1S,2R,4R)-7-azabicyclo[2.2.1]hept-2-yl]-5-[(4-chlorophenyl)-sulfanyl]-1,3,4-thiadiazole-2-carboxamide 500612-17-9 C15H15ClN4OS2
N-[(1S,2R,4R)-7-azabicyclo[2.2.1]hept-2-yl]-5-[(4-chlorophenyl)-sulfanyl]-1,3,4-thiadiazole-2-carboxamide
—— 3-Fluoro-4-(1-isopropyl-3-methyl-5-m-tolylsulfanyl-1H-pyrazol-4-ylmethyl)-pyridine 412326-87-5 C20H22FN3S
3-Fluoro-4-(1-isopropyl-3-methyl-5-m-tolylsulfanyl-1H-pyrazol-4-ylmethyl)-pyridine
—— 2-(4-Chlorophenyl)-4-methyl-5-(1-oxidopyridin-1-ium-2-yl)sulfanyl-1,2-thiazol-3-one —— C15H11ClN2O2S2
2-(4-Chlorophenyl)-4-methyl-5-(1-oxidopyridin-1-ium-2-yl)sulfanyl-1,2-thiazol-3-one
—— [2-(4-Acetamido-phenyl-sulfanyl)-pyrimidin-4-yl]-(5-methyl-2H-pyrazol-3-yl)-amine —— C16H16N6OS
[2-(4-Acetamido-phenyl-sulfanyl)-pyrimidin-4-yl]-(5-methyl-2H-pyrazol-3-yl)-amine
—— 5-(1,3-benzothiazol-6-ylsulfanyl)-N-(5-methyl-1H-pyrazol-3-yl)-1,2,4-triazin-3-amine —— C14H11N7S2
5-(1,3-benzothiazol-6-ylsulfanyl)-N-(5-methyl-1H-pyrazol-3-yl)-1,2,4-triazin-3-amine
—— 5-[(4-chlorophenyl)methyl]-3-[(4-fluorophenyl)methylsulfanyl]-1H-1,2,4-triazole —— C16H13ClFN3S
5-[(4-chlorophenyl)methyl]-3-[(4-fluorophenyl)methylsulfanyl]-1H-1,2,4-triazole
—— N-[(1S,2R,4R)-7-azabicyclo[2.2.1]hept-2-yl]-5-(phenylsulfanyl)-1,3,4-thiadiazole-2-carboxamide 500612-15-7 C15H16N4OS2
N-[(1S,2R,4R)-7-azabicyclo[2.2.1]hept-2-yl]-5-(phenylsulfanyl)-1,3,4-thiadiazole-2-carboxamide
—— 1-Methyl-2-[(4-methylphenyl)methylsulfanyl]-5-(thiophen-2-ylsulfanylmethyl)pyrrole —— C18H19NS3
1-Methyl-2-[(4-methylphenyl)methylsulfanyl]-5-(thiophen-2-ylsulfanylmethyl)pyrrole
—— exo-8-methyl-6-(3-hexylthio-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane —— C16H27N3S2
exo-8-methyl-6-(3-hexylthio-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane
—— 1-Benzyl-4-(hydroxymethyl)-3-methyl-5-pyridin-4-ylsulfanylimidazol-2-one —— C17H17N3O2S
1-Benzyl-4-(hydroxymethyl)-3-methyl-5-pyridin-4-ylsulfanylimidazol-2-one
—— exo-6-(3-benzylthio-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane —— C16H19N3S2
exo-6-(3-benzylthio-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane
—— 2-[(1R,3R)-3-amino-4-hydroxy-1-phenylbutyl]sulfanyl-6-methylpyridine-3-carbonitrile —— C17H19N3OS
2-[(1R,3R)-3-amino-4-hydroxy-1-phenylbutyl]sulfanyl-6-methylpyridine-3-carbonitrile
—— 4-Benzyl-5-isobutylsulfanyl-1-isopropyl-3-methyl-1,3-dihydro-imidazol-2-one —— C18H26N2OS
4-Benzyl-5-isobutylsulfanyl-1-isopropyl-3-methyl-1,3-dihydro-imidazol-2-one
—— 6-amino-4-[(1R,3S)-3-amino-4-hydroxy-1-phenylbutyl]sulfanylpyridine-3-carbonitrile —— C16H18N4OS
6-amino-4-[(1R,3S)-3-amino-4-hydroxy-1-phenylbutyl]sulfanylpyridine-3-carbonitrile
—— [4-amino-5-(1-methyl-1H-pyrrol-2-ylmethyl)-pyrimidin-2-ylsulfanyl]-acetic acid ethyl ester 476302-06-4 C14H18N4O2S
[4-amino-5-(1-methyl-1H-pyrrol-2-ylmethyl)-pyrimidin-2-ylsulfanyl]-acetic acid ethyl ester
—— 2-[1-Cyclopentyl-3-(methylamino)propyl]sulfanyl-6-methylpyridine-3-carbonitrile —— C16H23N3S
2-[1-Cyclopentyl-3-(methylamino)propyl]sulfanyl-6-methylpyridine-3-carbonitrile
—— 2-(3,4,4-Trifluoro-but-3-enylsulfanyl)-thiazolo[5,4-b]pyridine —— C10H7F3N2S2
2-(3,4,4-Trifluoro-but-3-enylsulfanyl)-thiazolo[5,4-b]pyridine
—— 3-hexylsulfanyl-5-(thiophen-2-ylmethyl)-1H-1,2,4-triazole —— C13H19N3S2
3-hexylsulfanyl-5-(thiophen-2-ylmethyl)-1H-1,2,4-triazole
—— methyl (E)-6-chloro-3-phenylsulfanylhex-2-enoate —— C13H15ClO2S
methyl (E)-6-chloro-3-phenylsulfanylhex-2-enoate
—— 1-(2-Hydroxy-ethyl)-3-(2-ethyl-cyclohex-2-enylmethyl)-thiourea —— C12H22N2OS
1-(2-Hydroxy-ethyl)-3-(2-ethyl-cyclohex-2-enylmethyl)-thiourea
—— 1-(2-Butyl-cyclopent-1-enylmethyl)-3-(2-hydroxy-ethyl)-thiourea —— C13H24N2OS
1-(2-Butyl-cyclopent-1-enylmethyl)-3-(2-hydroxy-ethyl)-thiourea
—— 4-(4-pyridylsulphanylmethyl)-4,5-dihydro-1,3-thiazol-2-ylamine —— C9H11N3S2
4-(4-pyridylsulphanylmethyl)-4,5-dihydro-1,3-thiazol-2-ylamine
—— 5-[[2-(Ethylthio)ethyl]thio]-1H-1,2,4-triazol-3-amine 861924-95-0 C6H12N4S2
5-[[2-(Ethylthio)ethyl]thio]-1H-1,2,4-triazol-3-amine
—— 1-(2,3-Dimethyl-cyclohex-2-enyl)-3-(2-hydroxy-ethyl)-thiourea —— C11H20N2OS
1-(2,3-Dimethyl-cyclohex-2-enyl)-3-(2-hydroxy-ethyl)-thiourea
—— 1-(2-Hydroxy-ethyl)-3-(2-methyl-cyclohex-2-enyl)-thiourea —— C10H18N2OS
1-(2-Hydroxy-ethyl)-3-(2-methyl-cyclohex-2-enyl)-thiourea
—— 2-(Methyldisulfanyl)ethanesulfinate —— C3H7O2S3-
2-(Methyldisulfanyl)ethanesulfinate
—— 5-bromo-N-[4-chloro-3-[(3R)-1-methylpyrrolidin-3-yl]oxyphenyl]-6-(2,3-dichlorophenyl)sulfanylpyridine-3-sulfonamide —— C22H19BrCl3N3O3S2
5-bromo-N-[4-chloro-3-[(3R)-1-methylpyrrolidin-3-yl]oxyphenyl]-6-(2,3-dichlorophenyl)sulfanylpyridine-3-sulfonamide
—— [(E)-(4-chlorophenyl)sulfanyl-[5,5-dimethyl-2-(6-oxo-1,3-benzothiazol-2-ylidene)-1,3-thiazolidin-4-ylidene]methyl] dihydrogen phosphate —— C19H16ClN2O5PS3
[(E)-(4-chlorophenyl)sulfanyl-[5,5-dimethyl-2-(6-oxo-1,3-benzothiazol-2-ylidene)-1,3-thiazolidin-4-ylidene]methyl] dihydrogen phosphate
—— 5-[1-[3,4-Bis(difluoromethoxy)phenyl]-2-(1-oxidopyridin-1-ium-4-yl)ethyl]-2-(4-nitrophenyl)sulfanylpyridine —— C26H19F4N3O5S
5-[1-[3,4-Bis(difluoromethoxy)phenyl]-2-(1-oxidopyridin-1-ium-4-yl)ethyl]-2-(4-nitrophenyl)sulfanylpyridine
—— [[2-(phenylthio)-5-(aminooxoacetyl)-6-ethyl-7-(phenylmethyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]oxy]acetic acid 253331-90-7 C25H22N4O5S
[[2-(phenylthio)-5-(aminooxoacetyl)-6-ethyl-7-(phenylmethyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]oxy]acetic acid
—— Ethyl 3-(3-chlorophenyl)sulfanyl-6-(pyridin-3-ylmethoxy)-1-benzothiophene-2-carboxylate —— C23H18ClNO3S2
Ethyl 3-(3-chlorophenyl)sulfanyl-6-(pyridin-3-ylmethoxy)-1-benzothiophene-2-carboxylate
—— (E)-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[[(2R,3S)-3-[(2S,3S)-3-hydroxybutan-2-yl]oxiran-2-yl]methyl]oxan-2-yl]-3-methyl-1-(2-methylsulfanyl-1,3-thiazol-5-yl)but-2-en-1-one —— C21H31NO6S2
(E)-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[[(2R,3S)-3-[(2S,3S)-3-hydroxybutan-2-yl]oxiran-2-yl]methyl]oxan-2-yl]-3-methyl-1-(2-methylsulfanyl-1,3-thiazol-5-yl)but-2-en-1-one
—— 2,2-dioxo-N-[(6-phenylsulfanyl-1H-benzimidazol-2-yl)methyl]-3H-1,2lambda6,3-benzoxathiazole-6-carboxamide —— C21H16N4O4S2
2,2-dioxo-N-[(6-phenylsulfanyl-1H-benzimidazol-2-yl)methyl]-3H-1,2lambda6,3-benzoxathiazole-6-carboxamide
—— (4E)-2-[2-(4-chlorophenyl)sulfanylpyridin-3-yl]-4-[[4-(trifluoromethyl)phenyl]methylidene]-1,3-oxazol-5-one —— C22H12ClF3N2O2S
(4E)-2-[2-(4-chlorophenyl)sulfanylpyridin-3-yl]-4-[[4-(trifluoromethyl)phenyl]methylidene]-1,3-oxazol-5-one
—— 1-[3-(4-Chlorophenyl)-4-cyano-5-(2-methylpropylsulfanyl)thiophen-2-yl]-3-[3-(dimethylamino)propyl]urea —— C21H27ClN4OS2
1-[3-(4-Chlorophenyl)-4-cyano-5-(2-methylpropylsulfanyl)thiophen-2-yl]-3-[3-(dimethylamino)propyl]urea
—— 2-[2-[[6-(Diethylamino)-2-pentylsulfanylpyrimidin-4-yl]-methylamino]ethoxy]ethylphosphonic acid —— C18H35N4O4PS
2-[2-[[6-(Diethylamino)-2-pentylsulfanylpyrimidin-4-yl]-methylamino]ethoxy]ethylphosphonic acid
—— Ethyl 3-(2-methylphenyl)sulfanyl-6-(pyridin-3-ylmethoxy)-1-benzothiophene-2-carboxylate —— C24H21NO3S2
Ethyl 3-(2-methylphenyl)sulfanyl-6-(pyridin-3-ylmethoxy)-1-benzothiophene-2-carboxylate
—— ethyl 5-oxo-4-(4-phenylsulfanylanilino)-7,8-dihydro-6H-quinoline-3-carboxylate —— C24H22N2O3S
ethyl 5-oxo-4-(4-phenylsulfanylanilino)-7,8-dihydro-6H-quinoline-3-carboxylate