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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
—— (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
—— 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