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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
—— 2-(3-bromophenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-(thiophen-2-ylmethyl)acetamide —— C17H18BrNO3S3
2-(3-bromophenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-(thiophen-2-ylmethyl)acetamide
—— (2S)-2-(3-bromophenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethylpropanamide —— C15H20BrNO3S2
(2S)-2-(3-bromophenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethylpropanamide
—— (2S)-2-(3-bromophenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methylpropanamide —— C14H18BrNO3S2
(2S)-2-(3-bromophenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methylpropanamide
—— (2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-(3-bromophenyl)sulfanylpropan-1-one —— C17H18BrNO2S
(2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-(3-bromophenyl)sulfanylpropan-1-one
—— 2-(3-bromophenyl)sulfanyl-N-cyclopentyl-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide —— C17H22BrNO3S2
2-(3-bromophenyl)sulfanyl-N-cyclopentyl-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide
—— (2S)-2-(3-bromophenyl)sulfanyl-N-[(2R)-2-phenylpropyl]propanamide —— C18H20BrNOS
(2S)-2-(3-bromophenyl)sulfanyl-N-[(2R)-2-phenylpropyl]propanamide
—— 2-(3-bromophenyl)sulfanyl-1-[1-[(3R)-1,1-dioxothiolan-3-yl]-2,5-dimethylpyrrol-3-yl]ethanone —— C18H20BrNO3S2
2-(3-bromophenyl)sulfanyl-1-[1-[(3R)-1,1-dioxothiolan-3-yl]-2,5-dimethylpyrrol-3-yl]ethanone
—— (2R)-4-[(2-methylsulfanylpyrimidin-5-yl)methyl]-2-(pyrrolidin-1-ylmethyl)-1,4-oxazepane —— C16H26N4OS
(2R)-4-[(2-methylsulfanylpyrimidin-5-yl)methyl]-2-(pyrrolidin-1-ylmethyl)-1,4-oxazepane
—— (2S)-4-[(2-methylsulfanylpyrimidin-5-yl)methyl]-2-(pyrrolidin-1-ylmethyl)-1,4-oxazepane —— C16H26N4OS
(2S)-4-[(2-methylsulfanylpyrimidin-5-yl)methyl]-2-(pyrrolidin-1-ylmethyl)-1,4-oxazepane
—— 1-[(3R)-3,5-bis(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-(3-bromophenyl)sulfanylethanone —— C19H15BrN2O3S
1-[(3R)-3,5-bis(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-(3-bromophenyl)sulfanylethanone
—— 2-(3-bromophenyl)sulfanyl-N-[[(2R)-4-(2-methylpropyl)morpholin-2-yl]methyl]acetamide —— C17H25BrN2O2S
2-(3-bromophenyl)sulfanyl-N-[[(2R)-4-(2-methylpropyl)morpholin-2-yl]methyl]acetamide
—— (2S)-2-(3-bromophenyl)sulfanyl-N-[(2S)-2-phenylpropyl]propanamide —— C18H20BrNOS
(2S)-2-(3-bromophenyl)sulfanyl-N-[(2S)-2-phenylpropyl]propanamide
—— (Z)-cyclopentyl-hydroxy-[[5-[4-(trifluoromethoxy)phenyl]sulfanylfuran-2-yl]methylidene]azanium —— C17H17F3NO3S+
(Z)-cyclopentyl-hydroxy-[[5-[4-(trifluoromethoxy)phenyl]sulfanylfuran-2-yl]methylidene]azanium
—— 4-(4-Methylphenyl)sulfanyl-6-phenylmethoxythieno[2,3-c]pyridin-6-ium-2-carbaldehyde —— C22H18NO2S2+
4-(4-Methylphenyl)sulfanyl-6-phenylmethoxythieno[2,3-c]pyridin-6-ium-2-carbaldehyde
—— 5-[(2-fluoro-3-methylphenyl)methylsulfanyl]-7-(1-hydroxypropan-2-ylamino)-3H-[1,3]thiazolo[4,5-d]pyrimidin-2-one —— C16H17FN4O2S2
5-[(2-fluoro-3-methylphenyl)methylsulfanyl]-7-(1-hydroxypropan-2-ylamino)-3H-[1,3]thiazolo[4,5-d]pyrimidin-2-one
—— 1-(Cyclohexylmethyl)-6-(3,5-dimethylphenyl)sulfanyl-5-propylpyrimidine-2,4-dione —— C22H30N2O2S
1-(Cyclohexylmethyl)-6-(3,5-dimethylphenyl)sulfanyl-5-propylpyrimidine-2,4-dione
—— 5-[[(2,3-Difluorophenyl)methyl]thio]-7-[(2-hydroxy-1,1-dimethylethyl)amino] thiazolo[4,5-d]pyrimidin-2(3H)-one —— C16H16F2N4O2S2
5-[[(2,3-Difluorophenyl)methyl]thio]-7-[(2-hydroxy-1,1-dimethylethyl)amino] thiazolo[4,5-d]pyrimidin-2(3H)-one
—— 1-[(3,5-Dimethylphenyl)methyl]-6-(3,5-dimethylphenyl)sulfanyl-5-ethyl-pyrimidine-2,4-dione —— C23H26N2O2S
1-[(3,5-Dimethylphenyl)methyl]-6-(3,5-dimethylphenyl)sulfanyl-5-ethyl-pyrimidine-2,4-dione
—— 4-[2-Amino-5-(2,4-dichlorophenyl)sulfanylpyrimidin-4-yl]cyclohexan-1-one —— C16H15Cl2N3OS
4-[2-Amino-5-(2,4-dichlorophenyl)sulfanylpyrimidin-4-yl]cyclohexan-1-one
—— N-(aminoiminomethyl)-4-methylthio-6,7-dihydro-5H-benzocycloheptene-8-carboxamide —— C14H17N3OS
N-(aminoiminomethyl)-4-methylthio-6,7-dihydro-5H-benzocycloheptene-8-carboxamide
—— 1-[2-Amino-5-[(phenylmethyl)thio]thiazolo[4,5-d]pyrimidin-7-yl]-4-piperidinol 259101-17-2 C17H19N5OS2
1-[2-Amino-5-[(phenylmethyl)thio]thiazolo[4,5-d]pyrimidin-7-yl]-4-piperidinol
—— 2-(4-chlorophenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-propylacetamide —— C15H20ClNO3S2
2-(4-chlorophenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-propylacetamide
—— 2-(4-chlorophenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]-N-propylacetamide —— C15H20ClNO3S2
2-(4-chlorophenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]-N-propylacetamide
—— 3-(5-bromothiophen-2-yl)sulfanyl-N-(4-methylphenyl)-1H-1,2,4-triazol-5-amine —— C13H11BrN4S2
3-(5-bromothiophen-2-yl)sulfanyl-N-(4-methylphenyl)-1H-1,2,4-triazol-5-amine
—— 3-[(1-methyl-1H-imidazol-2-yl)thio]-4 [(methylsulfonyl)-amino]benzenesulfonamide 187846-16-8 C11H14N4O4S3
3-[(1-methyl-1H-imidazol-2-yl)thio]-4 [(methylsulfonyl)-amino]benzenesulfonamide
—— N-[4-(4-methoxy-3-propan-2-ylphenyl)sulfanyl-3,5-dimethylphenyl]acetamide —— C20H25NO2S
N-[4-(4-methoxy-3-propan-2-ylphenyl)sulfanyl-3,5-dimethylphenyl]acetamide
—— 2-amino-5-(4-methyl-4H-(1,2,4)-triazole-3-yl)sulfanyl-N-(4-methylthiazole-2-yl)benzamide —— C14H14N6OS2
2-amino-5-(4-methyl-4H-(1,2,4)-triazole-3-yl)sulfanyl-N-(4-methylthiazole-2-yl)benzamide
—— (Z)-hydroxy-propyl-[[5-[4-(trifluoromethoxy)phenyl]sulfanylfuran-2-yl]methylidene]azanium —— C15H15F3NO3S+
(Z)-hydroxy-propyl-[[5-[4-(trifluoromethoxy)phenyl]sulfanylfuran-2-yl]methylidene]azanium
—— [(E)-3-chlorobut-2-enyl] carbamimidothioate —— C5H9ClN2S
[(E)-3-chlorobut-2-enyl] carbamimidothioate
—— 4-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydro-2-naphthylthio)benzaldehyde —— C22H26OS
4-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydro-2-naphthylthio)benzaldehyde
—— 2-[(1-Methylimidazol-2-yl)sulfanylmethyl]-6-(pyridin-4-ylsulfanylmethyl)pyridine —— C16H16N4S2
2-[(1-Methylimidazol-2-yl)sulfanylmethyl]-6-(pyridin-4-ylsulfanylmethyl)pyridine
—— 6-Phenyl-8-propan-2-ylsulfanyl-3-(trifluoromethyl)-[1,2,4]triazolo[4,3-a]pyrazine —— C15H13F3N4S
6-Phenyl-8-propan-2-ylsulfanyl-3-(trifluoromethyl)-[1,2,4]triazolo[4,3-a]pyrazine
—— 2-[4-(4-Methylphenyl)sulfanylthieno[2,3-c]pyridin-2-yl]prop-2-enamide —— C17H14N2OS2
2-[4-(4-Methylphenyl)sulfanylthieno[2,3-c]pyridin-2-yl]prop-2-enamide
—— 3-(4-chloro-anilino)-5-(pyridin-2-ylmethylthio)-1,2,4-triazole 334539-42-3 C14H12ClN5S
3-(4-chloro-anilino)-5-(pyridin-2-ylmethylthio)-1,2,4-triazole
—— (2R)-4-[(2-butylsulfanylpyrimidin-5-yl)methyl]-2-pyridin-3-ylmorpholine —— C18H24N4OS
(2R)-4-[(2-butylsulfanylpyrimidin-5-yl)methyl]-2-pyridin-3-ylmorpholine
—— (2S)-4-[(2-butylsulfanylpyrimidin-5-yl)methyl]-2-pyridin-3-ylmorpholine —— C18H24N4OS
(2S)-4-[(2-butylsulfanylpyrimidin-5-yl)methyl]-2-pyridin-3-ylmorpholine
—— 1-hydroxy-1-[5-(4-methoxyphenylthio)thien-2-ylmethyl]urea —— C13H14N2O3S2
1-hydroxy-1-[5-(4-methoxyphenylthio)thien-2-ylmethyl]urea
—— 3-(1-Azatricyclo[3.3.1.13,7]decan-4-yl)-4-butylsulfanyl-1,2,5-thiadiazole —— C15H23N3S2
3-(1-Azatricyclo[3.3.1.13,7]decan-4-yl)-4-butylsulfanyl-1,2,5-thiadiazole
—— N-(4-methylphenyl)-3-(3-methylthiophen-2-yl)sulfanyl-1H-1,2,4-triazol-5-amine —— C14H14N4S2
N-(4-methylphenyl)-3-(3-methylthiophen-2-yl)sulfanyl-1H-1,2,4-triazol-5-amine
—— 2-(4-tert-butylphenyl)sulfanyl-4,5-dichloro-1H-imidazole —— C13H14Cl2N2S
2-(4-tert-butylphenyl)sulfanyl-4,5-dichloro-1H-imidazole
—— 3-(4-chloro-anilino)-5-benzylthio-1,2,4-triazole 334539-31-0 C15H13ClN4S
3-(4-chloro-anilino)-5-benzylthio-1,2,4-triazole
—— N-(4-chlorophenyl)-3-[(Z)-2-methylpent-2-enyl]sulfanyl-1H-1,2,4-triazol-5-amine —— C14H17ClN4S
N-(4-chlorophenyl)-3-[(Z)-2-methylpent-2-enyl]sulfanyl-1H-1,2,4-triazol-5-amine
—— N-(cyanomethyl)-2-[(4-fluorophenyl)sulfanylmethyl]cyclohexane-1-carboxamide —— C16H19FN2OS
N-(cyanomethyl)-2-[(4-fluorophenyl)sulfanylmethyl]cyclohexane-1-carboxamide
—— 3-anilino-5-(cyclohexylmethylthio)-1,2,4-triazole 334538-57-7 C15H20N4S
3-anilino-5-(cyclohexylmethylthio)-1,2,4-triazole
—— N,N-dimethyl-N-[(4-{[4-(methylsulfanyl)phenyl]sulfanyl}-3-pyridinyl)methyl]amine 662150-37-0 C15H18N2S2
N,N-dimethyl-N-[(4-{[4-(methylsulfanyl)phenyl]sulfanyl}-3-pyridinyl)methyl]amine
—— (Z,Z)-2-chloro-N-(3-methyl-5-methylsulfanyl-1,2,4-triazol-4-yl)-3-phenylprop-2-en-1-imine —— C13H13ClN4S
(Z,Z)-2-chloro-N-(3-methyl-5-methylsulfanyl-1,2,4-triazol-4-yl)-3-phenylprop-2-en-1-imine
—— 3-(pyridin-4-yl)thio-2,3-dihydro-1,1-dioxidebenzo[b]thiophene 246169-09-5 C13H11NO2S2
3-(pyridin-4-yl)thio-2,3-dihydro-1,1-dioxidebenzo[b]thiophene
—— (5S,6S)-6-(3-propylthio-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane —— C12H19N3S2
(5S,6S)-6-(3-propylthio-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane
—— 3-[(Z)-2-methylbut-2-enyl]sulfanyl-N-phenyl-1H-1,2,4-triazol-5-amine —— C13H16N4S
3-[(Z)-2-methylbut-2-enyl]sulfanyl-N-phenyl-1H-1,2,4-triazol-5-amine
—— 2-(2-butoxyethylsulfanyl)-5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazole —— C17H24N2O2S
2-(2-butoxyethylsulfanyl)-5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazole