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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
—— Δ<sup>1(7)</sup>-2,6-dithiabicyclo<5.4.0>undecene 114360-93-9 C9H14S2
Δ<sup>1(7)</sup>-2,6-dithiabicyclo<5.4.0>undecene
—— 4-(2-nitrophenylsulfanyl)-pyridine 91135-60-3 C11H8N2O2S
4-(2-nitrophenylsulfanyl)-pyridine
—— Bis<5-<2-(2'-nitrophenylthio)-1,3,4-thiadiazolyl>> 93269-46-6 C16H8N6O4S4
Bis<5-<2-(2'-nitrophenylthio)-1,3,4-thiadiazolyl>>
—— 3-(2-amino)phenylthiophenylamine 27332-24-7 C12H12N2S
3-(2-amino)phenylthiophenylamine
—— (3aR,7aS)-2-(4-(methylthio)phenyl)hexahydrobenzo-[d]-[1,3,2]dioxaborole 1310563-23-5 C13H17BO2S
(3aR,7aS)-2-(4-(methylthio)phenyl)hexahydrobenzo-[d]-[1,3,2]dioxaborole
—— N,N'-bis[3-(2-aminophenyl)sulfanylphenyl]pentanediamide 188058-58-4 C29H28N4O2S2
N,N'-bis[3-(2-aminophenyl)sulfanylphenyl]pentanediamide
—— N,N'-bis[2-(2-aminophenyl)sulfanylphenyl]pentanediamide 188058-57-3 C29H28N4O2S2
N,N'-bis[2-(2-aminophenyl)sulfanylphenyl]pentanediamide
—— 3-acetonylthio-5-methylthio-4-isothiazolecarbonitrile 24134-94-9 C8H8N2OS3
3-acetonylthio-5-methylthio-4-isothiazolecarbonitrile
—— N,N'-bis[4-(2-aminophenyl)sulfanylphenyl]pentanediamide 188058-59-5 C29H28N4O2S2
N,N'-bis[4-(2-aminophenyl)sulfanylphenyl]pentanediamide
—— N,N'-bis[3-(2-aminophenyl)sulfanylphenyl]propanediamide 188058-87-9 C27H24N4O2S2
N,N'-bis[3-(2-aminophenyl)sulfanylphenyl]propanediamide
—— 4-(6-methylsulfanylpyrimidin-4-yl)-1H-pyrazole-3,5-diamine 887365-61-9 C8H10N6S
4-(6-methylsulfanylpyrimidin-4-yl)-1H-pyrazole-3,5-diamine
—— 4-amino-2'-nitrodiphenyl sulfide 93352-49-9 C12H10N2O2S
4-amino-2'-nitrodiphenyl sulfide
—— 1-(1H-1,2,4-triazol-5-ylthio)-2-nitrobenzene 42986-83-4 C8H6N4O2S
1-(1H-1,2,4-triazol-5-ylthio)-2-nitrobenzene
—— 4-methyl-2-(2-nitrophenylthio)imidazole 88251-68-7 C10H9N3O2S
4-methyl-2-(2-nitrophenylthio)imidazole
—— PU-HZ151 1000999-96-1 C19H23IN6O2S
PU-HZ151
—— C12H9ClN2O2S 93075-13-9 C12H9ClN2O2S
C12H9ClN2O2S
—— 2,4'-diamino-3'-ethyldiphenylsulfide 76806-28-5 C14H16N2S
2,4'-diamino-3'-ethyldiphenylsulfide
—— 8-(5-methoxy-2-(thiophen-2-yl)phenylthio)-9-(2-(neopentylamino)ethyl)-9H-purin-6-amine 1289544-78-0 C23H28N6OS2
8-(5-methoxy-2-(thiophen-2-yl)phenylthio)-9-(2-(neopentylamino)ethyl)-9H-purin-6-amine
—— 9-(3-(isopropylamino)propyl)-8-(6-(thiophen-2-yl)benzo[d][1,3]dioxol-5-ylthio)-9H-purin-6-amine 1289543-78-7 C22H24N6O2S2
9-(3-(isopropylamino)propyl)-8-(6-(thiophen-2-yl)benzo[d][1,3]dioxol-5-ylthio)-9H-purin-6-amine
—— 2-tert-Butyl-4-methylsulfanyl-6-oxo-1,6-dihydro-pyrimidine-5-carbonitrile 96823-94-8 C10H13N3OS
2-tert-Butyl-4-methylsulfanyl-6-oxo-1,6-dihydro-pyrimidine-5-carbonitrile
—— N,N-diethyl 2-thiophenylbenzamide 76279-45-3 C17H19NOS
N,N-diethyl 2-thiophenylbenzamide
—— 1,1,4,4-Tetramethyl-6-(2-nitrophenyl)sulfanyl-2,3-dihydronaphthalene 188845-35-4 C20H23NO2S
1,1,4,4-Tetramethyl-6-(2-nitrophenyl)sulfanyl-2,3-dihydronaphthalene
—— (Z)-2-(4-chlorobenzylidene)benzo[b]thiophen-3(2H)-one 101000-96-8 C15H9ClOS
(Z)-2-(4-chlorobenzylidene)benzo[b]thiophen-3(2H)-one
—— 2,2-Dimethyl-1,1-bis-(methylthio)propan 108593-16-4 C7H16S2
2,2-Dimethyl-1,1-bis-(methylthio)propan
—— 1-fluoro-2-(isopropylthio)benzene 138736-65-9 C9H11FS
1-fluoro-2-(isopropylthio)benzene
—— 2-nitro-1-(4-methylsulfanylphenylsulfanyl)benzene 54957-08-3 C13H11NO2S2
2-nitro-1-(4-methylsulfanylphenylsulfanyl)benzene
—— (E)-methyl 3-(phenylthio)-4-(3-(trimethylsilyloxy)-2-methyl-2-cyclohexenyl)but-2-enoate 105090-20-8 C21H30O3SSi
(E)-methyl 3-(phenylthio)-4-(3-(trimethylsilyloxy)-2-methyl-2-cyclohexenyl)but-2-enoate
—— 3-(pyridyl-2-thio)-1-cyclohexene 112157-69-4 C11H13NS
3-(pyridyl-2-thio)-1-cyclohexene
—— 1-(5,5-Dimethyl-3-phenylsulfanyl-4,5-dihydro-[1,2,4]triazol-1-yl)-ethanone 118807-17-3 C12H15N3OS
1-(5,5-Dimethyl-3-phenylsulfanyl-4,5-dihydro-[1,2,4]triazol-1-yl)-ethanone
—— 6-Methyl-1-methylsulfanyl-heptane 112173-29-2 C9H20S
6-Methyl-1-methylsulfanyl-heptane
—— (S)-(-)-3-tolylthio-5-trimethylsilyl-2-cyclohexenone 127911-56-2 C16H22OSSi
(S)-(-)-3-tolylthio-5-trimethylsilyl-2-cyclohexenone
—— 4-Isothiazolecarbonitrile, 3-((cyanomethyl)thio)-5-(methylthio)- 24306-38-5 C7H5N3S3
4-Isothiazolecarbonitrile, 3-((cyanomethyl)thio)-5-(methylthio)-
—— ethyl <(4-cyano-5-methylthioisothiazol-3-yl)thio>acetate 24134-89-2 C9H10N2O2S3
ethyl <(4-cyano-5-methylthioisothiazol-3-yl)thio>acetate
—— (4-amino-3-pyridyl) N,N-diisopropylcarbamodithioate 116990-43-3 C12H19N3S2
(4-amino-3-pyridyl) N,N-diisopropylcarbamodithioate
—— 2-benzyl-4-(methylsulfanyl)-6-oxo-1,6-dihydro-5-pyrimidinecarbonitrile 96823-96-0 C13H11N3OS
2-benzyl-4-(methylsulfanyl)-6-oxo-1,6-dihydro-5-pyrimidinecarbonitrile
—— (2-Methylsulfanyl-ethyl)-cyclohexane 112173-30-5 C9H18S
(2-Methylsulfanyl-ethyl)-cyclohexane
—— ethyl <(4-cyano-3-methylthio-5-isothiazolyl)thio>acetate 74598-21-3 C9H10N2O2S3
ethyl <(4-cyano-3-methylthio-5-isothiazolyl)thio>acetate
—— 1,4-diacetyl-5-phenyl-3-phenylthio-4,5-dihydro-1H-1,2,4-triazole 118807-34-4 C18H17N3O2S
1,4-diacetyl-5-phenyl-3-phenylthio-4,5-dihydro-1H-1,2,4-triazole
—— 5-bromo-4-(1-methylhydrazineyl)-2-(methylthio)pyrimidine 691864-63-8 C6H9BrN4S
5-bromo-4-(1-methylhydrazineyl)-2-(methylthio)pyrimidine
—— 1-acetyl-5-phenyl-3-phenylthio-4,5-dihydro-1H-1,2,4-triazole 118807-13-9 C16H15N3OS
1-acetyl-5-phenyl-3-phenylthio-4,5-dihydro-1H-1,2,4-triazole
—— 2-benzylsulfanyl-3-chloro-aniline 107254-82-0 C13H12ClNS
2-benzylsulfanyl-3-chloro-aniline
—— 4-methoxy-3'-methylsulfinyl-3,4'-diquinolinyl sulfide 182943-73-3 C20H16N2O2S2
4-methoxy-3'-methylsulfinyl-3,4'-diquinolinyl sulfide
—— (2-chloro-6-nitrophenyl)(p-tolyl)sulfane 860241-04-9 C13H10ClNO2S
(2-chloro-6-nitrophenyl)(p-tolyl)sulfane
—— (bromomethyl)(4-chlorophenyl)sulfane 83767-73-1 C7H6BrClS
(bromomethyl)(4-chlorophenyl)sulfane
—— 8-nitro-4-methoxy-3'-methylsulfinyl-3,4'-diquinolinyl sulfide 182943-84-6 C20H15N3O4S2
8-nitro-4-methoxy-3'-methylsulfinyl-3,4'-diquinolinyl sulfide
—— 6-methylthio-5-phenyl-2H-thiopyran-2-one 61149-37-9 C12H10OS2
6-methylthio-5-phenyl-2H-thiopyran-2-one
—— α-chloro-α-p-chlorophenylthioacetonitrile 110123-87-0 C8H5Cl2NS
α-chloro-α-p-chlorophenylthioacetonitrile
—— 2-(bis(methylthio)methylene)-4-chloro-1,3-benzodithiole 129104-75-2 C10H9ClS4
2-(bis(methylthio)methylene)-4-chloro-1,3-benzodithiole
—— 3-Phenylsulfanylthiophene-2-carboxylic acid 81028-81-1 C11H8O2S2
3-Phenylsulfanylthiophene-2-carboxylic acid
—— 2-imino-6-methylthio-5-phenyl-2H-thiopyran-3-carbonitrile 90059-00-0 C13H10N2S2
2-imino-6-methylthio-5-phenyl-2H-thiopyran-3-carbonitrile