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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-<(4-chlorophenyl)thio>ethanimidic acid, ethyl ester 104856-94-2 C10H12ClNOS
2-<(4-chlorophenyl)thio>ethanimidic acid, ethyl ester
—— 4-[3-(4-Chlorophenyl)sulfanylbenzo[b][1,8]naphthyridin-2-yl]morpholine 112181-59-6 C22H18ClN3OS
4-[3-(4-Chlorophenyl)sulfanylbenzo[b][1,8]naphthyridin-2-yl]morpholine
—— 2-(4-bromophenylthio)acetamidoxime 50837-18-8 C8H9BrN2OS
2-(4-bromophenylthio)acetamidoxime
—— 3-<<(4-chlorophenyl)thio>methyl>-5-<(phenylmethyl)thio>pyrimido<5,4-e>-1,2,4-triazin-7-amine 104856-95-3 C19H15ClN6S2
3-<<(4-chlorophenyl)thio>methyl>-5-<(phenylmethyl)thio>pyrimido<5,4-e>-1,2,4-triazin-7-amine
—— 3-(4-Chlorophenyl)sulfanyl-2-piperidin-1-ylbenzo[b][1,8]naphthyridine 112181-58-5 C23H20ClN3S
3-(4-Chlorophenyl)sulfanyl-2-piperidin-1-ylbenzo[b][1,8]naphthyridine
—— 3-<<(4-chlorophenyl)thio>methyl>pyrimido<5,4-e>-1,2,4-triazine-5,7-diamine 104856-96-4 C12H10ClN7S
3-<<(4-chlorophenyl)thio>methyl>pyrimido<5,4-e>-1,2,4-triazine-5,7-diamine
—— N-{2-[(2-Chloro-6-nitrophenyl)sulfanyl]-4-methoxyphenyl}formamide 488085-90-1 C14H11ClN2O4S
N-{2-[(2-Chloro-6-nitrophenyl)sulfanyl]-4-methoxyphenyl}formamide
—— 1-Chlor-2,3-bis(methylthio)benzol 65516-83-8 C8H9ClS2
1-Chlor-2,3-bis(methylthio)benzol
—— 2-(4-chlorophenyl)sulfanyl-N'-hydroxyethanimidamide 58818-93-2 C8H9ClN2OS
2-(4-chlorophenyl)sulfanyl-N'-hydroxyethanimidamide
—— 2-<i>p</i>-tolylsulfanyl-thioacetamide 59865-83-7 C9H11NS2
2-<i>p</i>-tolylsulfanyl-thioacetamide
—— 2,2'-thiobis(4,5-dimethylphenol) 170962-07-9 C16H18O2S
2,2'-thiobis(4,5-dimethylphenol)
—— 2-[(2-Chloro-6-nitrophenyl)thio]-1-methyl-1H-imidazole 133303-62-5 C10H8ClN3O2S
2-[(2-Chloro-6-nitrophenyl)thio]-1-methyl-1H-imidazole
—— 1-cyano-1-(p-tolylthio)cyclobutane 85901-31-1 C12H13NS
1-cyano-1-(p-tolylthio)cyclobutane
—— (4S,5S)-2-<(4-Methylphenyl)sulfanylmethyl>-5-phenyl-4-(triisopropylsiloxymethyl)-4,5-dihydro-1,3-oxazole 175477-30-2 C27H39NO2SSi
(4S,5S)-2-<(4-Methylphenyl)sulfanylmethyl>-5-phenyl-4-(triisopropylsiloxymethyl)-4,5-dihydro-1,3-oxazole
—— 2-(p-tolylthio)cyclopentanone 84613-02-5 C12H14OS
2-(p-tolylthio)cyclopentanone
—— (4S,5S)-4-Hydroxymethyl-2-<(4-methylphenyl)sulfanylmethyl>-5-phenyl-4,5-dihydro-1,3-oxazole 175477-29-9 C18H19NO2S
(4S,5S)-4-Hydroxymethyl-2-<(4-methylphenyl)sulfanylmethyl>-5-phenyl-4,5-dihydro-1,3-oxazole
—— 2-Methyl-1-(4-methylphenyl)sulfanylcyclobutane-1-carbonitrile 85891-69-6 C13H15NS
2-Methyl-1-(4-methylphenyl)sulfanylcyclobutane-1-carbonitrile
—— 3-(2-Amino-6-chlorophenyl)sulfanylthiophene-2-carboxylic acid 104636-64-8 C11H8ClNO2S2
3-(2-Amino-6-chlorophenyl)sulfanylthiophene-2-carboxylic acid
—— N'-hydroxy-2-(4-methylphenyl)sulfanylethanimidamide 74955-69-4 C9H12N2OS
N'-hydroxy-2-(4-methylphenyl)sulfanylethanimidamide
—— 3-chloro-2-(2,4-dichlorophenylthio)-nitrobenzene 210823-44-2 C12H6Cl3NO2S
3-chloro-2-(2,4-dichlorophenylthio)-nitrobenzene
—— 3-(2-Chloro-6-nitrophenyl)sulfanylthiophene-2-carboxylic acid 104636-60-4 C11H6ClNO4S2
3-(2-Chloro-6-nitrophenyl)sulfanylthiophene-2-carboxylic acid
—— 2-(2-chloro-6-nitrophenylthio)imidazole 683276-68-8 C9H6ClN3O2S
2-(2-chloro-6-nitrophenylthio)imidazole
—— (2S)-1-[2-[[(3aR,5S,6aR)-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]methyl]-1,3-dithian-2-yl]-3-[(4S,6R)-6-[(2S)-1-[tert-butyl(dimethyl)silyl]oxypropan-2-yl]-2,2-dimethyl-1,3-dioxan-4-yl]propan-2-ol 281670-36-8 C30H56O7S2Si
(2S)-1-[2-[[(3aR,5S,6aR)-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]methyl]-1,3-dithian-2-yl]-3-[(4S,6R)-6-[(2S)-1-[tert-butyl(dimethyl)silyl]oxypropan-2-yl]-2,2-dimethyl-1,3-dioxan-4-yl]propan-2-ol
—— (2S)-1-[2-[(2S)-1-[tert-butyl(dimethyl)silyl]oxypropan-2-yl]-1,3-dithian-2-yl]-3-[(2S)-oxiran-2-yl]propan-2-ol 281670-29-9 C18H36O3S2Si
(2S)-1-[2-[(2S)-1-[tert-butyl(dimethyl)silyl]oxypropan-2-yl]-1,3-dithian-2-yl]-3-[(2S)-oxiran-2-yl]propan-2-ol
—— (2S,3R,5R,7S)-7-methoxy-2-methyl-8-[2-[(2S,4R)-2,4,5-trihydroxypentyl]-1,3-dithian-2-yl]octane-1,3,5-triol 281670-37-9 C19H38O7S2
(2S,3R,5R,7S)-7-methoxy-2-methyl-8-[2-[(2S,4R)-2,4,5-trihydroxypentyl]-1,3-dithian-2-yl]octane-1,3,5-triol
—— 4-(N,N'-bis(4-chlorophenyl)guanidino-2methyl-5-methylthio-2H-1,2,4-triazole-3(4H)-thione 116088-24-5 C17H16Cl2N6S2
4-(N,N'-bis(4-chlorophenyl)guanidino-2methyl-5-methylthio-2H-1,2,4-triazole-3(4H)-thione
—— 3-ethyl-5-methylthiopyrazolo<3,4-e><1,3>oxazin-7-one 116992-51-9 C8H9N3O2S
3-ethyl-5-methylthiopyrazolo<3,4-e><1,3>oxazin-7-one
—— 4-isopropylthioaniline 2976-70-7 C9H13NS
4-isopropylthioaniline
—— 4-isopentylsulfanyl-aniline 861343-75-1 C11H17NS
4-isopentylsulfanyl-aniline
—— 1-(Phenylsulfanyl)bicyclo[4.1.0]heptan-2-one 113975-64-7 C13H14OS
1-(Phenylsulfanyl)bicyclo[4.1.0]heptan-2-one
—— 2-[(2-Pentadecyl-1,3-dithian-2-yl)methyl]propane-1,3-diol 798550-48-8 C23H46O2S2
2-[(2-Pentadecyl-1,3-dithian-2-yl)methyl]propane-1,3-diol
—— 5-Desoxy-6-S-phenyl-6-thiofructose 137396-19-1 C12H16O4S
5-Desoxy-6-S-phenyl-6-thiofructose
—— 4-(3-Methyl-2,5-dioxo-2,5-dihydro-1H-pyrrol-1-ylamino)-6-(methylthio)-2-phenylpyrimidine-5-carbonitrile 1055922-67-2 C17H13N5O2S
4-(3-Methyl-2,5-dioxo-2,5-dihydro-1H-pyrrol-1-ylamino)-6-(methylthio)-2-phenylpyrimidine-5-carbonitrile
—— 4-(4-methyl-3,6-dioxo-3,6-dihydropyridazin-1(2H)-yl)-6-(methylthio)-2-phenylpyrimidine-5-carbonitrile 1055923-50-6 C17H13N5O2S
4-(4-methyl-3,6-dioxo-3,6-dihydropyridazin-1(2H)-yl)-6-(methylthio)-2-phenylpyrimidine-5-carbonitrile
—— 4-amino-3-methylthio-6-phenyl-4H-1,2,4-triazin-5-one 21087-63-8 C10H10N4OS
4-amino-3-methylthio-6-phenyl-4H-1,2,4-triazin-5-one
—— methyl 4-(methylthio)-2-oxo-6-(4-fluorophenyl)-2H-pyran-3-carboxylate 174467-64-2 C14H11FO4S
methyl 4-(methylthio)-2-oxo-6-(4-fluorophenyl)-2H-pyran-3-carboxylate
—— Methyl 6-(3-chloro-4-fluorophenyl)-4-methylsulfanyl-2-oxopyran-3-carboxylate 205124-82-9 C14H10ClFO4S
Methyl 6-(3-chloro-4-fluorophenyl)-4-methylsulfanyl-2-oxopyran-3-carboxylate
—— Methyl 6-(1-methylpyrrol-2-yl)-4-methylsulfanyl-2-oxopyran-3-carboxylate 115411-48-8 C13H13NO4S
Methyl 6-(1-methylpyrrol-2-yl)-4-methylsulfanyl-2-oxopyran-3-carboxylate
—— methyl 4-methylsulfanyl-2-oxo-6-pyrid-3-yl-2H-pyran-3-carboxylate 92118-46-2 C13H11NO4S
methyl 4-methylsulfanyl-2-oxo-6-pyrid-3-yl-2H-pyran-3-carboxylate
—— <(Z)-(5,6-Dihydro-6-hydroxy-6-methylthiazolo<3,2-b><1,2,4>-triazol-5-yliden)methyl>phosphonsaeure-diisopropylester 113250-19-4 C12H20N3O4PS
<(Z)-(5,6-Dihydro-6-hydroxy-6-methylthiazolo<3,2-b><1,2,4>-triazol-5-yliden)methyl>phosphonsaeure-diisopropylester
—— methyl 4-methylsulfanyl-2-oxo-6-pyrid-2-yl-2H-pyran-3-carboxylate 115411-47-7 C13H11NO4S
methyl 4-methylsulfanyl-2-oxo-6-pyrid-2-yl-2H-pyran-3-carboxylate
—— 2-methylsulfonyl-3-ethoxy acrylonitrile 104007-26-3 C6H9NO3S
2-methylsulfonyl-3-ethoxy acrylonitrile
—— 1-((2-fluorophenyl)thio)propan-2-one 2968-12-9 C9H9FOS
1-((2-fluorophenyl)thio)propan-2-one
—— 2,2,2-trifluoro-N-[5-[[2-(2-fluorophenyl)sulfanyl-4-(trifluoromethoxy)phenyl]-hydroxymethyl]-2,3-dihydro-1H-inden-1-yl]acetamide 701268-28-2 C25H18F7NO3S
2,2,2-trifluoro-N-[5-[[2-(2-fluorophenyl)sulfanyl-4-(trifluoromethoxy)phenyl]-hydroxymethyl]-2,3-dihydro-1H-inden-1-yl]acetamide
—— 4-bromo-2-fluoro-1-[(2-fluorophenyl)thio]benzene 933062-74-9 C12H7BrF2S
4-bromo-2-fluoro-1-[(2-fluorophenyl)thio]benzene
—— 3-((2-fluorophenyl)thio)-1H-indole 530116-20-2 C14H10FNS
3-((2-fluorophenyl)thio)-1H-indole
—— 2-(2-Fluoro-phenylsulfanyl)-4-trifluoromethoxy-benzaldehyde 447460-19-7 C14H8F4O2S
2-(2-Fluoro-phenylsulfanyl)-4-trifluoromethoxy-benzaldehyde
—— 3-(benzylthio)-2-methylfuran 61720-54-5 C12H12OS
3-(benzylthio)-2-methylfuran
—— 3-(2,4-Dinitrophenyl)sulfanyl-5-[2-[5-(2,4-dinitrophenyl)sulfanyl-4-(2-methylphenyl)-1,2,4-triazol-3-yl]ethyl]-4-(2-methylphenyl)-1,2,4-triazole 116987-02-1 C32H24N10O8S2
3-(2,4-Dinitrophenyl)sulfanyl-5-[2-[5-(2,4-dinitrophenyl)sulfanyl-4-(2-methylphenyl)-1,2,4-triazol-3-yl]ethyl]-4-(2-methylphenyl)-1,2,4-triazole
—— methyl N-[(1-methylthio-1-phenylthio)methylideneaminosulfonyl]carbamate 184427-52-9 C10H12N2O4S3
methyl N-[(1-methylthio-1-phenylthio)methylideneaminosulfonyl]carbamate