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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
—— N-[(3S)-1,1-dioxothiolan-3-yl]-5-(4-methoxyphenyl)-N-[(5-phenylsulfanylfuran-2-yl)methyl]-1,2-oxazole-3-carboxamide —— C26H24N2O6S2
N-[(3S)-1,1-dioxothiolan-3-yl]-5-(4-methoxyphenyl)-N-[(5-phenylsulfanylfuran-2-yl)methyl]-1,2-oxazole-3-carboxamide
—— 2-[5-[[2-[(4-fluorophenyl)methylsulfanyl]-1-methyl-4-oxopyrimidin-5-yl]methyl]-2-oxopyrimidin-1-yl]-N-methyl-N-octylacetamide —— C28H36FN5O3S
2-[5-[[2-[(4-fluorophenyl)methylsulfanyl]-1-methyl-4-oxopyrimidin-5-yl]methyl]-2-oxopyrimidin-1-yl]-N-methyl-N-octylacetamide
—— N-[(3R)-1,1-dioxothiolan-3-yl]-5-(4-methoxyphenyl)-N-[(5-phenylsulfanylfuran-2-yl)methyl]-1,2-oxazole-3-carboxamide —— C26H24N2O6S2
N-[(3R)-1,1-dioxothiolan-3-yl]-5-(4-methoxyphenyl)-N-[(5-phenylsulfanylfuran-2-yl)methyl]-1,2-oxazole-3-carboxamide
—— 2-[6-chloro-3-[(2,2-difluoro-2-pyridin-2-ylethyl)amino]-2-oxopyrazin-1-yl]-N-[(3-methylsulfanyl-1-oxidopyridin-1-ium-2-yl)methyl]acetamide —— C20H19ClF2N6O3S
2-[6-chloro-3-[(2,2-difluoro-2-pyridin-2-ylethyl)amino]-2-oxopyrazin-1-yl]-N-[(3-methylsulfanyl-1-oxidopyridin-1-ium-2-yl)methyl]acetamide
—— [(2R)-3,3-dimethylbutan-2-yl]oxy-methyl-oxo-sulfanylidene-λ6-sulfane —— C7H16O2S2
[(2R)-3,3-dimethylbutan-2-yl]oxy-methyl-oxo-sulfanylidene-λ6-sulfane
—— (2S)-3-dodecylsulfonyl-2-methylpropanamide —— C16H33NO3S
(2S)-3-dodecylsulfonyl-2-methylpropanamide
—— 2-[3-[4-[[4-(2,3-Difluorophenyl)-2,5-dioxopyrrol-3-yl]amino]phenyl]sulfanylphenyl]acetic acid —— C24H16F2N2O4S
2-[3-[4-[[4-(2,3-Difluorophenyl)-2,5-dioxopyrrol-3-yl]amino]phenyl]sulfanylphenyl]acetic acid
—— 1-(2,6-Dichlorophenyl)-6-(2,4-difluorophenyl)sulfanylquinazoline-2,4-dione —— C20H10Cl2F2N2O2S
1-(2,6-Dichlorophenyl)-6-(2,4-difluorophenyl)sulfanylquinazoline-2,4-dione
—— N-[2-[[5-[[(2,3-difluorophenyl)methyl]thio]-2,3-dihydro-2-oxothiazolo[4,5-d]pyrimidin-7-yl]amino]ethyl]methanesulfonamide —— C15H15F2N5O3S3
N-[2-[[5-[[(2,3-difluorophenyl)methyl]thio]-2,3-dihydro-2-oxothiazolo[4,5-d]pyrimidin-7-yl]amino]ethyl]methanesulfonamide
—— (Z)-3-((Z)-Benzylidene)-6-((5-((2-(dimethylamino)ethyl)thio)thiophen-2-yl)methylene)piperazine-2,5-dione hydrochloride —— C20H22ClN3O2S2
(Z)-3-((Z)-Benzylidene)-6-((5-((2-(dimethylamino)ethyl)thio)thiophen-2-yl)methylene)piperazine-2,5-dione hydrochloride
—— 1,2-Diethyl-3-[5-[[5-(1-methyl-6-oxopyridin-3-yl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]pyrimidin-4-yl]guanidine —— C18H22N8O2S
1,2-Diethyl-3-[5-[[5-(1-methyl-6-oxopyridin-3-yl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]pyrimidin-4-yl]guanidine
—— 5-[[(2,3-difluorophenyl)methyl]thio]-7-[[2-(2-hydroxyethoxy)ethyl]amino] thiazolo[4,5-d]pyrimidin-2(3H)-one —— C16H16F2N4O3S2
5-[[(2,3-difluorophenyl)methyl]thio]-7-[[2-(2-hydroxyethoxy)ethyl]amino] thiazolo[4,5-d]pyrimidin-2(3H)-one
—— 4-Methyl-2-methylsulfanyl-13-nitro-3,8,9,10,11,16b-hexahydro-7H-6-oxa-12-thia-1,3-diaza-dibenzo[a,c]cyclododecen-5-one —— C18H21N3O4S2
4-Methyl-2-methylsulfanyl-13-nitro-3,8,9,10,11,16b-hexahydro-7H-6-oxa-12-thia-1,3-diaza-dibenzo[a,c]cyclododecen-5-one
—— 1-[(3,5-Difluorophenyl)methyl]-6-(3,5-dimethylphenyl)sulfanyl-5-ethyl-pyrimidine-2,4-dione —— C21H20F2N2O2S
1-[(3,5-Difluorophenyl)methyl]-6-(3,5-dimethylphenyl)sulfanyl-5-ethyl-pyrimidine-2,4-dione
—— [2-[2-[(dimethylamino)methyl]phenyl]sulfanyl-5-(123I)iodanylphenyl]methanol —— C16H18INOS
[2-[2-[(dimethylamino)methyl]phenyl]sulfanyl-5-(123I)iodanylphenyl]methanol
—— 4-(3-Chlorophenyl)sulfanyl-1-(trifluoromethyl)-[1,2,4]triazolo[4,3-a]quinoxaline —— C16H8ClF3N4S
4-(3-Chlorophenyl)sulfanyl-1-(trifluoromethyl)-[1,2,4]triazolo[4,3-a]quinoxaline
—— 1-(3-Chlorophenyl)-4-methyl-6-oxo-5-phenylsulfanylpyridazine-3-carboxamide —— C18H14ClN3O2S
1-(3-Chlorophenyl)-4-methyl-6-oxo-5-phenylsulfanylpyridazine-3-carboxamide
—— 5-[4-[(2S)-4-hydroxy-2-methyloxan-4-yl]thiophen-2-yl]sulfanyl-1-methyl-3H-indol-2-one —— C19H21NO3S2
5-[4-[(2S)-4-hydroxy-2-methyloxan-4-yl]thiophen-2-yl]sulfanyl-1-methyl-3H-indol-2-one
—— 4-[4-(4-Chloro-phenyl)-thiazol-2-yl]-5-methylsulfanyl-thiophene-2-carboxamidine —— C15H12ClN3S3
4-[4-(4-Chloro-phenyl)-thiazol-2-yl]-5-methylsulfanyl-thiophene-2-carboxamidine
—— 2-[Dibromo(fluoro)methyl]sulfanyl-[1,3]thiazolo[4,5-b]pyridine —— C7H3Br2FN2S2
2-[Dibromo(fluoro)methyl]sulfanyl-[1,3]thiazolo[4,5-b]pyridine
—— 3-Amino-4-(3-naphthalen-2-ylsulfanylanilino)cyclobut-3-ene-1,2-dione —— C20H14N2O2S
3-Amino-4-(3-naphthalen-2-ylsulfanylanilino)cyclobut-3-ene-1,2-dione
—— 3-Chloro-4-(2,3-dichlorophenyl)sulfanylaniline —— C12H8Cl3NS
3-Chloro-4-(2,3-dichlorophenyl)sulfanylaniline
—— 3-Chloro-4-(2,3-dichlorophenyl)sulfanylaniline;hydrochloride —— C12H9Cl4NS
3-Chloro-4-(2,3-dichlorophenyl)sulfanylaniline;hydrochloride
—— 2-[(2,5-dimethyl-1,2,4-triazol-3-yl)sulfanylmethyl]-N,N-dimethylaniline;dihydrochloride —— C13H20Cl2N4S
2-[(2,5-dimethyl-1,2,4-triazol-3-yl)sulfanylmethyl]-N,N-dimethylaniline;dihydrochloride
—— (1R,5R,6R)-6-[4-(3-Phenyl-prop-2-ynylsulfanyl)-[1,2,5]thiadiazol-3-yl]-1-aza-bicyclo[3.2.1]octane —— C18H19N3S2
(1R,5R,6R)-6-[4-(3-Phenyl-prop-2-ynylsulfanyl)-[1,2,5]thiadiazol-3-yl]-1-aza-bicyclo[3.2.1]octane
—— 4-[2-(2-Thiophen-3-ylsulfanylethoxy)ethylsulfanyl]phenol —— C14H16O2S3
4-[2-(2-Thiophen-3-ylsulfanylethoxy)ethylsulfanyl]phenol
—— Tert-butyl-hydroxy-[[5-(4-methoxyphenyl)sulfanylthiophen-2-yl]methyl]azanium —— C16H22NO2S2+
Tert-butyl-hydroxy-[[5-(4-methoxyphenyl)sulfanylthiophen-2-yl]methyl]azanium
—— 3-[(6R)-2-azabicyclo[2.2.2]octan-6-yl]-4-hexylsulfanyl-1,2,5-thiadiazole —— C15H25N3S2
3-[(6R)-2-azabicyclo[2.2.2]octan-6-yl]-4-hexylsulfanyl-1,2,5-thiadiazole
—— N-(4-methylphenyl)-3-(2-phenylethylsulfanyl)-1H-1,2,4-triazol-5-amine —— C17H18N4S
N-(4-methylphenyl)-3-(2-phenylethylsulfanyl)-1H-1,2,4-triazol-5-amine
—— (2S)-N-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]-2-[[5-[(2S)-1-[(2Z)-2-[[4-(dimethylamino)phenyl]methylidene]hydrazinyl]-1-oxopropan-2-yl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C26H32N8O2S3
(2S)-N-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]-2-[[5-[(2S)-1-[(2Z)-2-[[4-(dimethylamino)phenyl]methylidene]hydrazinyl]-1-oxopropan-2-yl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 5-(4-methylsulfanylphenyl)-6-pyridin-4-yl-2,3-dihydro-1H-imidazo[1,2-a]imidazole —— C17H16N4S
5-(4-methylsulfanylphenyl)-6-pyridin-4-yl-2,3-dihydro-1H-imidazo[1,2-a]imidazole
—— N-(4-methylphenyl)-3-(5-methylthiophen-2-yl)sulfanyl-1H-1,2,4-triazol-5-amine —— C14H14N4S2
N-(4-methylphenyl)-3-(5-methylthiophen-2-yl)sulfanyl-1H-1,2,4-triazol-5-amine
—— (2R)-N-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]-2-[[5-[(2S)-1-[(2Z)-2-[[4-(dimethylamino)phenyl]methylidene]hydrazinyl]-1-oxopropan-2-yl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C26H32N8O2S3
(2R)-N-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]-2-[[5-[(2S)-1-[(2Z)-2-[[4-(dimethylamino)phenyl]methylidene]hydrazinyl]-1-oxopropan-2-yl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]-2-[[5-[(2R)-1-[(2Z)-2-[[4-(dimethylamino)phenyl]methylidene]hydrazinyl]-1-oxopropan-2-yl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C26H32N8O2S3
(2R)-N-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]-2-[[5-[(2R)-1-[(2Z)-2-[[4-(dimethylamino)phenyl]methylidene]hydrazinyl]-1-oxopropan-2-yl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 3-anilino-5-(2-methyl-thiazol-4-ylmethylthio)-1,2,4-triazole 334538-65-7 C13H13N5S2
3-anilino-5-(2-methyl-thiazol-4-ylmethylthio)-1,2,4-triazole
—— 3-Chloro-4-(2,4-dimethylphenyl)sulfanylaniline —— C14H14ClNS
3-Chloro-4-(2,4-dimethylphenyl)sulfanylaniline
—— 3-(4-fluorophenyl)thio-2,3-dihydro-1,1-dioxidebenzo[b]thiophene 246169-05-1 C14H11FO2S2
3-(4-fluorophenyl)thio-2,3-dihydro-1,1-dioxidebenzo[b]thiophene
—— 4-[2-[2-(1H-1,2,4-triazol-5-ylsulfanyl)ethoxy]ethylsulfanyl]phenol —— C12H15N3O2S2
4-[2-[2-(1H-1,2,4-triazol-5-ylsulfanyl)ethoxy]ethylsulfanyl]phenol
—— 3-Chloro-4-(2,4-dimethylphenyl)sulfanylaniline;hydrochloride —— C14H15Cl2NS
3-Chloro-4-(2,4-dimethylphenyl)sulfanylaniline;hydrochloride
—— (1S)-1-[5-(benzylsulfanyl)-4H-1,2,4-triazol-3-yl]-3-(methylsulfanyl)propan-1-amine —— C13H18N4S2
(1S)-1-[5-(benzylsulfanyl)-4H-1,2,4-triazol-3-yl]-3-(methylsulfanyl)propan-1-amine
—— 2,4-Dichloro-6-(2-hydroxyphenyl)sulfanylphenol —— C12H8Cl2O2S
2,4-Dichloro-6-(2-hydroxyphenyl)sulfanylphenol
—— 3-(furan-2-ylsulfanyl)-N-(4-methylphenyl)-1H-1,2,4-triazol-5-amine —— C13H12N4OS
3-(furan-2-ylsulfanyl)-N-(4-methylphenyl)-1H-1,2,4-triazol-5-amine
—— 3-anilino-5-(pyridin-2-ylmethylthio)-1,2,4-triazole 334538-66-8 C14H13N5S
3-anilino-5-(pyridin-2-ylmethylthio)-1,2,4-triazole
—— (2Z,5R)-2-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-7-methyl-3-oxo-N,5-diphenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxamide —— C31H22ClN3O3S2
(2Z,5R)-2-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-7-methyl-3-oxo-N,5-diphenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxamide
—— (2Z,5R)-7-methyl-2-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-3-oxo-N,5-diphenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxamide —— C32H25N3O3S2
(2Z,5R)-7-methyl-2-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-3-oxo-N,5-diphenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxamide
—— (2Z,5S)-2-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-7-methyl-3-oxo-N,5-diphenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxamide —— C31H22ClN3O3S2
(2Z,5S)-2-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-7-methyl-3-oxo-N,5-diphenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxamide
—— (2Z,5S)-7-methyl-2-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-3-oxo-N,5-diphenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxamide —— C32H25N3O3S2
(2Z,5S)-7-methyl-2-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-3-oxo-N,5-diphenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxamide
—— N-(5-methyl-1H-pyrazol-3-yl)-2-(phenylsulfanylmethyl)-6,7,8,9-tetrahydro-5H-cyclohepta[d]pyrimidin-4-amine —— C20H23N5S
N-(5-methyl-1H-pyrazol-3-yl)-2-(phenylsulfanylmethyl)-6,7,8,9-tetrahydro-5H-cyclohepta[d]pyrimidin-4-amine
—— 1-N',3-N'-bis(cyclopropanecarbothioyl)-1-N',3-N',2,2-tetramethylpropanedihydrazide —— C15H24N4O2S2
1-N',3-N'-bis(cyclopropanecarbothioyl)-1-N',3-N',2,2-tetramethylpropanedihydrazide
—— 4-[(1R,3S)-3-amino-1-(3-fluorothiophen-2-yl)-4-hydroxybutyl]sulfanyl-6-methoxypyridine-3-carbonitrile —— C15H16FN3O2S2
4-[(1R,3S)-3-amino-1-(3-fluorothiophen-2-yl)-4-hydroxybutyl]sulfanyl-6-methoxypyridine-3-carbonitrile