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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-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthylthio)-2-thiophene carboxylic acid —— C19H22O2S2
5-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthylthio)-2-thiophene carboxylic acid
—— 1-Hydroxy-1-[3-[3-(4-methoxyphenyl)sulfanylphenyl]cyclobutyl]urea —— C18H20N2O3S
1-Hydroxy-1-[3-[3-(4-methoxyphenyl)sulfanylphenyl]cyclobutyl]urea
—— 5-[2-[2-(4-hydroxyphenyl)sulfanylethoxy]ethylsulfanyl]-3H-1,3,4-thiadiazole-2-thione —— C12H14N2O2S4
5-[2-[2-(4-hydroxyphenyl)sulfanylethoxy]ethylsulfanyl]-3H-1,3,4-thiadiazole-2-thione
—— (Z)-hydroxy-propan-2-yl-[[5-[4-(trifluoromethoxy)phenyl]sulfanylfuran-2-yl]methylidene]azanium —— C15H15F3NO3S+
(Z)-hydroxy-propan-2-yl-[[5-[4-(trifluoromethoxy)phenyl]sulfanylfuran-2-yl]methylidene]azanium
—— 2-Benzylsulfanyl-4-chloro-6-cyclohexylpyrimidine-5-carbonitrile —— C18H18ClN3S
2-Benzylsulfanyl-4-chloro-6-cyclohexylpyrimidine-5-carbonitrile
—— 3-(4-chloro-anilino)-5-(2-methyl-benzylthio)-1,2,4-triazole 334539-38-7 C16H15ClN4S
3-(4-chloro-anilino)-5-(2-methyl-benzylthio)-1,2,4-triazole
—— 3-Chloro-4-(2,4-dichlorophenyl)sulfanylaniline;hydrochloride —— C12H9Cl4NS
3-Chloro-4-(2,4-dichlorophenyl)sulfanylaniline;hydrochloride
—— (Z)-cyclohexyl-hydroxy-[[5-(4-methoxyphenyl)sulfanylfuran-2-yl]methylidene]azanium —— C18H22NO3S+
(Z)-cyclohexyl-hydroxy-[[5-(4-methoxyphenyl)sulfanylfuran-2-yl]methylidene]azanium
—— 8-(2-Methylpropylsulfanyl)-12-(trifluoromethyl)-3-thia-1,7,10,11-tetrazatricyclo[7.3.0.02,6]dodeca-2(6),4,7,9,11-pentaene —— C12H11F3N4S2
8-(2-Methylpropylsulfanyl)-12-(trifluoromethyl)-3-thia-1,7,10,11-tetrazatricyclo[7.3.0.02,6]dodeca-2(6),4,7,9,11-pentaene
—— 5-(furan-2-ylmethylsulfanyl)-7-(1-hydroxypropan-2-ylamino)-3H-[1,3]thiazolo[4,5-d]pyrimidin-2-one —— C13H14N4O3S2
5-(furan-2-ylmethylsulfanyl)-7-(1-hydroxypropan-2-ylamino)-3H-[1,3]thiazolo[4,5-d]pyrimidin-2-one
—— (Z)-tert-butyl-hydroxy-[[5-(4-methylsulfanylphenyl)sulfanylfuran-2-yl]methylidene]azanium —— C16H20NO2S2+
(Z)-tert-butyl-hydroxy-[[5-(4-methylsulfanylphenyl)sulfanylfuran-2-yl]methylidene]azanium
—— 3-[(1R,3S)-3-amino-4-hydroxy-1-phenylbutyl]sulfanyl-5-methylthiophene-2-carbonitrile —— C16H18N2OS2
3-[(1R,3S)-3-amino-4-hydroxy-1-phenylbutyl]sulfanyl-5-methylthiophene-2-carbonitrile
—— 5-Methyl-8-phenylsulfanyl-3-(trifluoromethyl)-[1,2,4]triazolo[4,3-a]pyrazine —— C13H9F3N4S
5-Methyl-8-phenylsulfanyl-3-(trifluoromethyl)-[1,2,4]triazolo[4,3-a]pyrazine
—— (Z)-butyl-hydroxy-[[5-(4-methoxyphenyl)sulfanylfuran-2-yl]methylidene]azanium —— C16H20NO3S+
(Z)-butyl-hydroxy-[[5-(4-methoxyphenyl)sulfanylfuran-2-yl]methylidene]azanium
—— 3-(4-chloro-anilino)-5-(cyclohexylmethylthio)-1,2,4-triazole 334539-33-2 C15H19ClN4S
3-(4-chloro-anilino)-5-(cyclohexylmethylthio)-1,2,4-triazole
—— 3-[2-Methyl-3-[(2-methylsulfanylimidazol-1-yl)methyl]phenyl]sulfanylpropan-1-ol —— C15H20N2OS2
3-[2-Methyl-3-[(2-methylsulfanylimidazol-1-yl)methyl]phenyl]sulfanylpropan-1-ol
—— (Z)-tert-butyl-hydroxy-[[5-(4-methoxyphenyl)sulfanylfuran-2-yl]methylidene]azanium —— C16H20NO3S+
(Z)-tert-butyl-hydroxy-[[5-(4-methoxyphenyl)sulfanylfuran-2-yl]methylidene]azanium
—— 8-methylthio-6-(thiazol-2-yl)-4,5-dihydrothieno[3,4-g]-1,2-benzisoxazole —— C13H10N2OS3
8-methylthio-6-(thiazol-2-yl)-4,5-dihydrothieno[3,4-g]-1,2-benzisoxazole
—— 3-anilino-5-(2-methyl-benzylthio)-1,2,4-triazole 334538-73-7 C16H16N4S
3-anilino-5-(2-methyl-benzylthio)-1,2,4-triazole
—— 4-(2-Amino-4-chlorophenyl)sulfanyl-3-chloroaniline —— C12H10Cl2N2S
4-(2-Amino-4-chlorophenyl)sulfanyl-3-chloroaniline
—— (2S)-1-(6-phenylsulfanylindazol-1-yl)propan-2-amine —— C16H17N3S
(2S)-1-(6-phenylsulfanylindazol-1-yl)propan-2-amine
—— 5,8-dimethyl-3,4-dihydro-2H-pyridazino[4,5-b][1,4]thiazepin-9-one —— C9H13N3OS
5,8-dimethyl-3,4-dihydro-2H-pyridazino[4,5-b][1,4]thiazepin-9-one
—— 4-[(1R)-3-(2-hydroxyethylamino)-1-(1,2-oxazol-5-yl)propyl]sulfanyl-6-methoxypyridine-3-carbonitrile —— C15H18N4O3S
4-[(1R)-3-(2-hydroxyethylamino)-1-(1,2-oxazol-5-yl)propyl]sulfanyl-6-methoxypyridine-3-carbonitrile
—— 2,2-Dichloroethyl 2-(4-pyrazol-1-ylpyrimidin-2-yl)sulfanylacetate —— C11H10Cl2N4O2S
2,2-Dichloroethyl 2-(4-pyrazol-1-ylpyrimidin-2-yl)sulfanylacetate
—— N-(3,5-dimethylphenyl)-4-(5-methyl-3-methylsulfanyl-1,2-oxazol-4-yl)pyrimidin-2-amine —— C17H18N4OS
N-(3,5-dimethylphenyl)-4-(5-methyl-3-methylsulfanyl-1,2-oxazol-4-yl)pyrimidin-2-amine
—— 8-Fluoro-3-methyl-6-(4-methylpiperazin-1-yl)pyrrolo[2,1-b][1,3]benzothiazepine —— C18H20FN3S
8-Fluoro-3-methyl-6-(4-methylpiperazin-1-yl)pyrrolo[2,1-b][1,3]benzothiazepine
—— 4-[(1R,3S)-3-amino-4-hydroxy-1-phenylbutyl]sulfanyl-6-methoxypyridine-3-carbonitrile —— C17H19N3O2S
4-[(1R,3S)-3-amino-4-hydroxy-1-phenylbutyl]sulfanyl-6-methoxypyridine-3-carbonitrile
—— (+/-) 3-(6-Pyrid-2-ylthio-3-pyridyl)-9-methyl-3,9-diazabicyclo-[4.2.1]-nonane 387870-20-4 C18H22N4S
(+/-) 3-(6-Pyrid-2-ylthio-3-pyridyl)-9-methyl-3,9-diazabicyclo-[4.2.1]-nonane
—— 5-[(2-methylphenyl)methyl]-3-[(3-methylthiophen-2-yl)methylsulfanyl]-1H-1,2,4-triazole —— C16H17N3S2
5-[(2-methylphenyl)methyl]-3-[(3-methylthiophen-2-yl)methylsulfanyl]-1H-1,2,4-triazole
—— Methyl 2-[4-[4-(furan-2-yl)pyrazol-1-yl]pyrimidin-2-yl]sulfanylacetate —— C14H12N4O3S
Methyl 2-[4-[4-(furan-2-yl)pyrazol-1-yl]pyrimidin-2-yl]sulfanylacetate
—— 2-[[5-[(3-methylphenyl)methyl]-1H-1,2,4-triazol-3-yl]sulfanylmethyl]pyridine —— C16H16N4S
2-[[5-[(3-methylphenyl)methyl]-1H-1,2,4-triazol-3-yl]sulfanylmethyl]pyridine
—— 2-[1-(Methylamino)hexan-3-ylsulfanyl]-6-(trifluoromethyl)pyridine-3-carbonitrile —— C14H18F3N3S
2-[1-(Methylamino)hexan-3-ylsulfanyl]-6-(trifluoromethyl)pyridine-3-carbonitrile
—— 4-[[3-(furan-2-ylmethylsulfanyl)-1H-1,2,4-triazol-5-yl]methyl]-N,N-dimethylaniline —— C16H18N4OS
4-[[3-(furan-2-ylmethylsulfanyl)-1H-1,2,4-triazol-5-yl]methyl]-N,N-dimethylaniline
—— N-(3-fluorophenyl)-4-(5-methyl-3-methylsulfanyl-1,2-oxazol-4-yl)pyridin-2-amine —— C16H14FN3OS
N-(3-fluorophenyl)-4-(5-methyl-3-methylsulfanyl-1,2-oxazol-4-yl)pyridin-2-amine
—— N-(4-fluorophenyl)-4-(5-methyl-3-methylsulfanyl-1,2-oxazol-4-yl)pyridin-2-amine —— C16H14FN3OS
N-(4-fluorophenyl)-4-(5-methyl-3-methylsulfanyl-1,2-oxazol-4-yl)pyridin-2-amine
—— 4-(5-methyl-3-methylsulfanyl-1,2-oxazol-4-yl)-N-phenylpyrimidin-2-amine —— C15H14N4OS
4-(5-methyl-3-methylsulfanyl-1,2-oxazol-4-yl)-N-phenylpyrimidin-2-amine
—— (5S,6S)-6-(3-isohexylthio-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane 162183-71-3 C15H25N3S2
(5S,6S)-6-(3-isohexylthio-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane
—— 5-[(2-methylphenyl)methyl]-3-(thiophen-3-ylmethylsulfanyl)-1H-1,2,4-triazole —— C15H15N3S2
5-[(2-methylphenyl)methyl]-3-(thiophen-3-ylmethylsulfanyl)-1H-1,2,4-triazole
—— 2-[(4R)-2-amino-1,7-dihydroxyoctan-4-yl]sulfanyl-6-methylpyridine-3-carbonitrile —— C15H23N3O2S
2-[(4R)-2-amino-1,7-dihydroxyoctan-4-yl]sulfanyl-6-methylpyridine-3-carbonitrile
—— 2,2-Difluoroethyl 2-(4-pyrazol-1-ylpyrimidin-2-yl)sulfanylacetate —— C11H10F2N4O2S
2,2-Difluoroethyl 2-(4-pyrazol-1-ylpyrimidin-2-yl)sulfanylacetate
—— 2-[(1R)-3-amino-1-phenylpropyl]sulfanyl-6-(fluoromethyl)pyridine-3-carbonitrile —— C16H16FN3S
2-[(1R)-3-amino-1-phenylpropyl]sulfanyl-6-(fluoromethyl)pyridine-3-carbonitrile
—— 2-[(1R,3S)-3-amino-4-hydroxy-1-phenylbutyl]sulfanyl-6-methylpyridine-3-carbonitrile —— C17H19N3OS
2-[(1R,3S)-3-amino-4-hydroxy-1-phenylbutyl]sulfanyl-6-methylpyridine-3-carbonitrile
—— Ethyl 2-[4-(4-cyanopyrazol-1-yl)pyrimidin-2-yl]sulfanylacetate —— C12H11N5O2S
Ethyl 2-[4-(4-cyanopyrazol-1-yl)pyrimidin-2-yl]sulfanylacetate
—— 3-[(4-fluorophenyl)methylsulfanyl]-5-[(2-methylphenyl)methyl]-1H-1,2,4-triazole —— C17H16FN3S
3-[(4-fluorophenyl)methylsulfanyl]-5-[(2-methylphenyl)methyl]-1H-1,2,4-triazole
—— methyl (E)-4-phenyl-3-phenylsulfanylbut-2-enoate —— C17H16O2S
methyl (E)-4-phenyl-3-phenylsulfanylbut-2-enoate
—— 3-(furan-2-ylmethylsulfanyl)-5-[(2-methylphenyl)methyl]-1H-1,2,4-triazole —— C15H15N3OS
3-(furan-2-ylmethylsulfanyl)-5-[(2-methylphenyl)methyl]-1H-1,2,4-triazole
—— 2-(5-Benzylsulfanylthiophen-2-yl)pyrazine —— C15H12N2S2
2-(5-Benzylsulfanylthiophen-2-yl)pyrazine
—— 5-Methylsulfanyl-10,11,12,13,14,16-hexazatetracyclo[7.7.0.02,7.011,15]hexadeca-1(16),2(7),3,5,9,12,14-heptaen-8-one —— C11H6N6OS
5-Methylsulfanyl-10,11,12,13,14,16-hexazatetracyclo[7.7.0.02,7.011,15]hexadeca-1(16),2(7),3,5,9,12,14-heptaen-8-one
—— exo-6-(3-cyclopropylmethylthio-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane —— C13H19N3S2
exo-6-(3-cyclopropylmethylthio-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane
—— 5-(4-Hydroxyphenyl)sulfanyl-1,3-dihydroindol-2-one —— C14H11NO2S
5-(4-Hydroxyphenyl)sulfanyl-1,3-dihydroindol-2-one