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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
—— (Z)-7-[(1S,2R,3R)-3-[[3-(4-methoxyphenyl)sulfanylbenzoyl]amino]-2-bicyclo[2.2.1]heptanyl]hept-5-enoic acid —— C28H33NO4S
(Z)-7-[(1S,2R,3R)-3-[[3-(4-methoxyphenyl)sulfanylbenzoyl]amino]-2-bicyclo[2.2.1]heptanyl]hept-5-enoic acid
—— 1-[2-(2,4-Dichlorophenyl)-2-[(3-phenylsulfanylphenyl)methoxy]ethyl]imidazole —— C24H20Cl2N2OS
1-[2-(2,4-Dichlorophenyl)-2-[(3-phenylsulfanylphenyl)methoxy]ethyl]imidazole
—— 1-[5-[[5-(2-Amino-4,5-difluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-2-methylpyrimidin-4-yl]-2,3-diethylguanidine —— C19H22F2N8OS
1-[5-[[5-(2-Amino-4,5-difluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-2-methylpyrimidin-4-yl]-2,3-diethylguanidine
—— N-[3-[4-(3-aminopropylamino)butylamino]propyl]-2-(4-methylphenyl)sulfanylpyridine-3-carboxamide —— C23H35N5OS
N-[3-[4-(3-aminopropylamino)butylamino]propyl]-2-(4-methylphenyl)sulfanylpyridine-3-carboxamide
—— 4-[4-[3-Fluoro-5-(4-methoxyoxan-4-yl)phenyl]sulfanylphenyl]oxan-4-ol —— C23H27FO4S
4-[4-[3-Fluoro-5-(4-methoxyoxan-4-yl)phenyl]sulfanylphenyl]oxan-4-ol
—— 6,7-dichloro-2-isopropyl-3-(4-methyl-5-trifluoromethyl-4H-1,2,4-triazol-3-ylsulfanyl)quinoxaline 281208-84-2 C15H12Cl2F3N5S
6,7-dichloro-2-isopropyl-3-(4-methyl-5-trifluoromethyl-4H-1,2,4-triazol-3-ylsulfanyl)quinoxaline
—— 3-[[(3R)-1-azabicyclo[2.2.1]heptan-3-yl]oxy]-4-(3,3,3-trifluoropropylsulfanyl)-1,2,5-thiadiazole;oxalic acid —— C13H16F3N3O5S2
3-[[(3R)-1-azabicyclo[2.2.1]heptan-3-yl]oxy]-4-(3,3,3-trifluoropropylsulfanyl)-1,2,5-thiadiazole;oxalic acid
—— 6-Acetyl-2-(3-chlorophenyl)-4-(2-chlorophenyl)sulfanyl-5-methylpyridazin-3-one —— C19H14Cl2N2O2S
6-Acetyl-2-(3-chlorophenyl)-4-(2-chlorophenyl)sulfanyl-5-methylpyridazin-3-one
—— N-(3-methoxy-2-naphthyl)-N'-(4-(4-pyridinylthio)phenyl)urea —— C23H19N3O2S
N-(3-methoxy-2-naphthyl)-N'-(4-(4-pyridinylthio)phenyl)urea
—— 1-(2,4-Difluorophenyl)-3-[4-(4-nitrophenyl)sulfanylphenyl]urea —— C19H13F2N3O3S
1-(2,4-Difluorophenyl)-3-[4-(4-nitrophenyl)sulfanylphenyl]urea
—— 2-[3-(9a,10-dihydro-5aH-pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)-3-azabicyclo[3.3.1]nonan-9-yl]acetic acid —— C21H26N4O2S
2-[3-(9a,10-dihydro-5aH-pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)-3-azabicyclo[3.3.1]nonan-9-yl]acetic acid
—— 7-(1-aminopropan-2-ylamino)-5-[(2,3-difluorophenyl)methylsulfanyl]-3H-[1,3]thiazolo[4,5-d]pyrimidin-2-one —— C15H15F2N5OS2
7-(1-aminopropan-2-ylamino)-5-[(2,3-difluorophenyl)methylsulfanyl]-3H-[1,3]thiazolo[4,5-d]pyrimidin-2-one
—— N-(aminoiminomethyl)-2-methylthio-6,7-dihydro-5H-benzocycloheptene-8-carboxamide —— C14H17N3OS
N-(aminoiminomethyl)-2-methylthio-6,7-dihydro-5H-benzocycloheptene-8-carboxamide
—— 4-[2-Amino-5-(4-bromophenyl)sulfanylpyrimidin-4-yl]cyclohexan-1-one —— C16H16BrN3OS
4-[2-Amino-5-(4-bromophenyl)sulfanylpyrimidin-4-yl]cyclohexan-1-one
—— (E)-1-N-methyl-1-N'-[2-[[2-[(2-methyliminoimidazolidin-1-yl)methyl]-1,3-thiazol-4-yl]sulfanyl]ethyl]-2-nitroethene-1,1-diamine —— C13H21N7O2S2
(E)-1-N-methyl-1-N'-[2-[[2-[(2-methyliminoimidazolidin-1-yl)methyl]-1,3-thiazol-4-yl]sulfanyl]ethyl]-2-nitroethene-1,1-diamine
—— 4-[[2-Amino-5-(2,4-dichlorophenyl)sulfanylpyrimidin-4-yl]amino]phenol —— C16H12Cl2N4OS
4-[[2-Amino-5-(2,4-dichlorophenyl)sulfanylpyrimidin-4-yl]amino]phenol
—— 6-Acetyl-2-(4-fluorophenyl)-4-[4-(hydroxyamino)butylsulfanyl]-5-methylpyridazin-3-one —— C17H20FN3O3S
6-Acetyl-2-(4-fluorophenyl)-4-[4-(hydroxyamino)butylsulfanyl]-5-methylpyridazin-3-one
—— 7-(1-hydroxypropan-2-ylamino)-5-[(3-methylphenyl)methylsulfanyl]-3H-[1,3]thiazolo[4,5-d]pyrimidin-2-one —— C16H18N4O2S2
7-(1-hydroxypropan-2-ylamino)-5-[(3-methylphenyl)methylsulfanyl]-3H-[1,3]thiazolo[4,5-d]pyrimidin-2-one
—— 5-benzylsulfanyl-7-(1-hydroxybutan-2-ylamino)-3H-[1,3]thiazolo[4,5-d]pyrimidin-2-one —— C16H18N4O2S2
5-benzylsulfanyl-7-(1-hydroxybutan-2-ylamino)-3H-[1,3]thiazolo[4,5-d]pyrimidin-2-one
—— 1-(3-propylthio-1,2,5-thiadiazol-4-yl)-4-azatricyclo<2.2.1.0<sup>2,6</sup>>heptane oxalate —— C2H2O4*C11H15N3S2
1-(3-propylthio-1,2,5-thiadiazol-4-yl)-4-azatricyclo<2.2.1.0<sup>2,6</sup>>heptane oxalate
—— 4-[2-[3-(4-Hydroxyphenyl)sulfanylpyrrolidin-1-yl]ethylsulfanyl]phenol —— C18H21NO2S2
4-[2-[3-(4-Hydroxyphenyl)sulfanylpyrrolidin-1-yl]ethylsulfanyl]phenol
—— 5-Methyl-8-(2-phenylethylsulfanyl)-3-(trifluoromethyl)-[1,2,4]triazolo[4,3-a]pyrazine —— C15H13F3N4S
5-Methyl-8-(2-phenylethylsulfanyl)-3-(trifluoromethyl)-[1,2,4]triazolo[4,3-a]pyrazine
—— 3-(4-chloro-anilino)-5-(5-methyl-isoxazol-3-ylmethylthio)-1,2,4-triazole 334539-37-6 C13H12ClN5OS
3-(4-chloro-anilino)-5-(5-methyl-isoxazol-3-ylmethylthio)-1,2,4-triazole
—— 8-Methyl-5-phenylmethoxy-2,3-dihydropyridazino[4,5-b][1,4]thiazepine-4,9-dione —— C15H15N3O3S
8-Methyl-5-phenylmethoxy-2,3-dihydropyridazino[4,5-b][1,4]thiazepine-4,9-dione
—— N-[[(5S)-3-(3-fluoro-4-methylsulfanylphenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl]ethanethioamide —— C13H15FN2O2S2
N-[[(5S)-3-(3-fluoro-4-methylsulfanylphenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl]ethanethioamide
—— 5-(5-p-tolyl-amino-4H-[1,2,4]triazol-3-ylsulfanylmethyl)-furan-2-carbaldehyde —— C15H14N4O2S
5-(5-p-tolyl-amino-4H-[1,2,4]triazol-3-ylsulfanylmethyl)-furan-2-carbaldehyde
—— N-phenyl-3-quinolin-8-ylsulfanyl-1H-1,2,4-triazol-5-amine —— C17H13N5S
N-phenyl-3-quinolin-8-ylsulfanyl-1H-1,2,4-triazol-5-amine
—— 6-Methoxy-4-(4-methylphenyl)sulfanylthieno[2,3-c]pyridin-6-ium-2-carbaldehyde —— C16H14NO2S2+
6-Methoxy-4-(4-methylphenyl)sulfanylthieno[2,3-c]pyridin-6-ium-2-carbaldehyde
—— 4-(4-Methylphenyl)sulfanyl-6-oxidothieno[2,3-c]pyridin-6-ium-2-carbaldehyde —— C15H11NO2S2
4-(4-Methylphenyl)sulfanyl-6-oxidothieno[2,3-c]pyridin-6-ium-2-carbaldehyde
—— (R)-3-(3-Hexylsulfanyl-pyrazin-2-yloxy)-1-aza-bicyclo[2.2.1]heptane —— C16H25N3OS
(R)-3-(3-Hexylsulfanyl-pyrazin-2-yloxy)-1-aza-bicyclo[2.2.1]heptane
—— N-(4-methoxyphenyl)-3-thiophen-2-ylsulfanyl-1H-1,2,4-triazol-5-amine —— C13H12N4OS2
N-(4-methoxyphenyl)-3-thiophen-2-ylsulfanyl-1H-1,2,4-triazol-5-amine
—— 4-[(5-amino-1,3,4-thiadiazol-2-yl)thio]-7-methylthieno[3,2-d]pyrimidine —— C9H7N5S3
4-[(5-amino-1,3,4-thiadiazol-2-yl)thio]-7-methylthieno[3,2-d]pyrimidine
—— 4,6 Di-t-butyl-5-hydroxy-2,3-dihydrobenzothiophene —— C16H24OS
4,6 Di-t-butyl-5-hydroxy-2,3-dihydrobenzothiophene
—— 3-(furan-3-ylsulfanyl)-N-phenyl-1H-1,2,4-triazol-5-amine —— C12H10N4OS
3-(furan-3-ylsulfanyl)-N-phenyl-1H-1,2,4-triazol-5-amine
—— 5,5-Dimethyl-3-(4-methylsulfanylpyridin-3-yl)-1,3-oxazolidine-2,4-dione —— C11H12N2O3S
5,5-Dimethyl-3-(4-methylsulfanylpyridin-3-yl)-1,3-oxazolidine-2,4-dione
—— 1-Ethoxy-4-allylthio-5,6,7,8-tetrahydrophthalazine —— C13H18N2OS
1-Ethoxy-4-allylthio-5,6,7,8-tetrahydrophthalazine
—— (E)-3-[4-(4-methylphenyl)sulfanylthieno[2,3-c]pyridin-2-yl]prop-2-enamide —— C17H14N2OS2
(E)-3-[4-(4-methylphenyl)sulfanylthieno[2,3-c]pyridin-2-yl]prop-2-enamide
—— 6-ethyl-5-fluoro-2-[(1R)-3-(methylamino)-1-phenylpropyl]sulfanylpyridine-3-carbonitrile —— C18H20FN3S
6-ethyl-5-fluoro-2-[(1R)-3-(methylamino)-1-phenylpropyl]sulfanylpyridine-3-carbonitrile
—— (4-amino-5-benzyl-pyrimidin-2-ylsulfanyl)-acetic acid cyclopropylmethyl ester 476302-30-4 C17H19N3O2S
(4-amino-5-benzyl-pyrimidin-2-ylsulfanyl)-acetic acid cyclopropylmethyl ester
—— (4-amino-5-benzyl-pyrimidin-2-ylsulfanyl)-acetic acid cyclobutyl ester 476302-27-9 C17H19N3O2S
(4-amino-5-benzyl-pyrimidin-2-ylsulfanyl)-acetic acid cyclobutyl ester
—— 3-[(5-chlorothiophen-2-yl)methylsulfanyl]-5-(thiophen-2-ylmethyl)-1H-1,2,4-triazole —— C12H10ClN3S3
3-[(5-chlorothiophen-2-yl)methylsulfanyl]-5-(thiophen-2-ylmethyl)-1H-1,2,4-triazole
—— (1R,2R)-N-(cyanomethyl)-2-[(4-fluorophenyl)sulfanylmethyl]-5-methylcyclohexane-1-carboxamide —— C17H21FN2OS
(1R,2R)-N-(cyanomethyl)-2-[(4-fluorophenyl)sulfanylmethyl]-5-methylcyclohexane-1-carboxamide
—— 3-[(1R,3S)-3-amino-4-hydroxy-1-phenylbutyl]sulfanyl-5-methylpyridine-2-carbonitrile —— C17H19N3OS
3-[(1R,3S)-3-amino-4-hydroxy-1-phenylbutyl]sulfanyl-5-methylpyridine-2-carbonitrile
—— 4-methylthio-3-(3-methyl-4,5-dihydroisoxazol-5-yl)-2-methylbromobenzene 391199-94-3 C12H14BrNOS
4-methylthio-3-(3-methyl-4,5-dihydroisoxazol-5-yl)-2-methylbromobenzene
—— 3-[(3R)-1-azabicyclo[2.2.1]heptan-3-yl]-4-hexylsulfanyl-1,2,5-thiadiazole —— C14H23N3S2
3-[(3R)-1-azabicyclo[2.2.1]heptan-3-yl]-4-hexylsulfanyl-1,2,5-thiadiazole
—— endo-6-(3-(5-hexenylthio)-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane —— C15H23N3S2
endo-6-(3-(5-hexenylthio)-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane
—— endo-6-(3-pentylthio-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane —— C14H23N3S2
endo-6-(3-pentylthio-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane
—— 7-[(4-methylphenyl)thio]thieno[3,2-b]pyridine-2-carboxamide —— C15H12N2OS2
7-[(4-methylphenyl)thio]thieno[3,2-b]pyridine-2-carboxamide
—— 3-(cyclohexylmethylsulfanyl)-5-(thiophen-2-ylmethyl)-1H-1,2,4-triazole —— C14H19N3S2
3-(cyclohexylmethylsulfanyl)-5-(thiophen-2-ylmethyl)-1H-1,2,4-triazole
—— 4-methylthio-3-(4,5-dihydroisoxazol-3-yl)-2-ethylbromobenzene 391199-91-0 C12H14BrNOS
4-methylthio-3-(4,5-dihydroisoxazol-3-yl)-2-ethylbromobenzene