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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
—— <2S,2<2R,3S,6R,8S,8(3S),9R>>-2-<3,9-dimethyl-8-<3-(2-methyl-1,3-dithian-2-yl)butyl>-1,7-dioxaspiro<5.5>undecane-2-yl>-1-propanal 160238-59-5 C23H40O3S2
<2S,2<2R,3S,6R,8S,8(3S),9R>>-2-<3,9-dimethyl-8-<3-(2-methyl-1,3-dithian-2-yl)butyl>-1,7-dioxaspiro<5.5>undecane-2-yl>-1-propanal
—— 1-Vinyl-trans-2-butenylmethyl-dithiolcarbonat 40486-69-9 C8H12OS2
1-Vinyl-trans-2-butenylmethyl-dithiolcarbonat
—— 6-methylsulfanyl-2-thioxo-2,3-dihydro-1<i>H</i>-pyrimido[5,4-<i>d</i>]pyrimidin-4-one 98550-20-0 C7H6N4OS2
6-methylsulfanyl-2-thioxo-2,3-dihydro-1<i>H</i>-pyrimido[5,4-<i>d</i>]pyrimidin-4-one
—— 2-methyl-6-(methylthio)pyrimido[5,4-d]pyrimidin-4(3H)-one 99584-34-6 C8H8N4OS
2-methyl-6-(methylthio)pyrimido[5,4-d]pyrimidin-4(3H)-one
—— 6-methylsulfanyl-1<i>H</i>-pyrimido[5,4-<i>d</i>]pyrimidine-2,4-dione 98550-25-5 C7H6N4O2S
6-methylsulfanyl-1<i>H</i>-pyrimido[5,4-<i>d</i>]pyrimidine-2,4-dione
—— 1-chloro-3-phenyl-2-propynyl phenyl sulfide 153940-38-6 C15H11ClS
1-chloro-3-phenyl-2-propynyl phenyl sulfide
—— 5-(2-fluoro-phenyl)-3-methylsulfanyl-[1,2,4]triazine 71347-51-8 C10H8FN3S
5-(2-fluoro-phenyl)-3-methylsulfanyl-[1,2,4]triazine
—— 4-[1,3-Bis[(1-butylpyridin-1-ium-4-yl)sulfanyl]propan-2-ylsulfanyl]-1-butylpyridin-1-ium;triiodide 446242-10-0 C30H44I3N3S3
4-[1,3-Bis[(1-butylpyridin-1-ium-4-yl)sulfanyl]propan-2-ylsulfanyl]-1-butylpyridin-1-ium;triiodide
—— 2-phenylethynyl-1,3-benzdithiole 131549-16-1 C15H10S2
2-phenylethynyl-1,3-benzdithiole
—— 1,1,2-tris(methylthio)-2-(ethylthio)ethylene 87373-96-4 C7H14S4
1,1,2-tris(methylthio)-2-(ethylthio)ethylene
—— (E)-1-(methylthio)-2-(ethylthio)ethylene 87373-94-2 C5H10S2
(E)-1-(methylthio)-2-(ethylthio)ethylene
—— 3-heptanamido-5-methyl-4-(3', 5'-dimethylphenyl)thio-pyridin-2(1H)-one 172470-01-8 C21H28N2O2S
3-heptanamido-5-methyl-4-(3', 5'-dimethylphenyl)thio-pyridin-2(1H)-one
—— 3-formamido-5-methyl-4-(3', 5'-dimethylphenyl)thio-pyridin-2(1H)-one 172469-98-6 C15H16N2O2S
3-formamido-5-methyl-4-(3', 5'-dimethylphenyl)thio-pyridin-2(1H)-one
—— Carbamic acid, (4-((3,5-dimethylphenyl)thio)-1,2-dihydro-5-methyl-2-oxo-3-pyridinyl)-, ethyl ester 172469-69-1 C17H20N2O3S
Carbamic acid, (4-((3,5-dimethylphenyl)thio)-1,2-dihydro-5-methyl-2-oxo-3-pyridinyl)-, ethyl ester
—— 2-(4-chlorophenylthio)-3-phenylpropanal 1383467-76-2 C15H13ClOS
2-(4-chlorophenylthio)-3-phenylpropanal
—— 3-acetamido-5-methyl-4-(3', 5'-dimethylphenyl)thio-pyridin-2(1H)-one 172469-99-7 C16H18N2O2S
3-acetamido-5-methyl-4-(3', 5'-dimethylphenyl)thio-pyridin-2(1H)-one
—— 3-amino-5-ethyl-4-(3', 5'-dimethylphenyl) thio-pyridin-2(1H)-one 172469-93-1 C15H18N2OS
3-amino-5-ethyl-4-(3', 5'-dimethylphenyl) thio-pyridin-2(1H)-one
—— 2-(4-bromophenylthio)-3-phenylpropanal 1383467-75-1 C15H13BrOS
2-(4-bromophenylthio)-3-phenylpropanal
—— 5-methyl-3-phenylacetamido-4-(3', 5'-dimethylphenyl)thio-pyridin-2(1H)-one 172470-02-9 C22H22N2O2S
5-methyl-3-phenylacetamido-4-(3', 5'-dimethylphenyl)thio-pyridin-2(1H)-one
—— 5-ethyl-3-nitro-4-(3', 5'-dimethylphenyl)thio-pyridin-2(1H)-one 172469-77-1 C15H16N2O3S
5-ethyl-3-nitro-4-(3', 5'-dimethylphenyl)thio-pyridin-2(1H)-one
—— 6-[(4-methylphenyl)sulfanyl]-2,4-diaminopyrimidine 606964-84-5 C11H12N4S
6-[(4-methylphenyl)sulfanyl]-2,4-diaminopyrimidine
—— 6-(phenylsulfanyl)pyrimidine-2,4-diamine 73119-72-9 C10H10N4S
6-(phenylsulfanyl)pyrimidine-2,4-diamine
—— 6-(benzylsulfanyl)-2,4-diaminopyrimidine 99864-74-1 C11H12N4S
6-(benzylsulfanyl)-2,4-diaminopyrimidine
—— 3-phenyl-2-phenylthio-propionaldehyde 55064-98-7 C15H14OS
3-phenyl-2-phenylthio-propionaldehyde
—— 6-(benzylthio)pyridin-3-amine 52024-32-5 C12H12N2S
6-(benzylthio)pyridin-3-amine
—— 2,2,5,5-Tetramethyl-3,4-dithiahexane-1,6-diamine 58262-78-5 C8H20N2S2
2,2,5,5-Tetramethyl-3,4-dithiahexane-1,6-diamine
—— 1,3-di-s-octyl-2-thiourea 62549-34-2 C17H36N2S
1,3-di-s-octyl-2-thiourea
—— methyl (1-benzyl-3-methylthio-1H-1,2,4-triazole-5-yl)-N-benzyliminodithiocarbonate 131023-17-1 C19H20N4S3
methyl (1-benzyl-3-methylthio-1H-1,2,4-triazole-5-yl)-N-benzyliminodithiocarbonate
—— 5-(N-acetyl-N-benzylamino)-4-benzyl-3-methylthio-4H-1,2,4-triazole 110984-83-3 C19H20N4OS
5-(N-acetyl-N-benzylamino)-4-benzyl-3-methylthio-4H-1,2,4-triazole
—— N,N-Bis-(2-phenylmercapto-aethyl)-propionamid 2173-31-1 C19H23NOS2
N,N-Bis-(2-phenylmercapto-aethyl)-propionamid
—— (2R)-2-isothiocyanatooctane 737761-97-6 C9H17NS
(2R)-2-isothiocyanatooctane
—— 2,2'-sulfinylbis[1,2-<sup>13</sup>C<sub>2</sub>]ethanol 672310-51-9 C4H10O3S
2,2'-sulfinylbis[1,2-<sup>13</sup>C<sub>2</sub>]ethanol
—— 5-bromo-3-(2,4-dimethoxyphenylthio)-1H-indole 1448175-36-7 C16H14BrNO2S
5-bromo-3-(2,4-dimethoxyphenylthio)-1H-indole
—— 6,7-dihydro-5H-7-oxothieno[3,2-b]thiopyran-2-sulfonamide 105951-32-4 C7H7NO3S3
6,7-dihydro-5H-7-oxothieno[3,2-b]thiopyran-2-sulfonamide
—— tert-Butyl-(2,3-dimethyl-5,8-dithia-spiro[3.4]oct-2-en-1-yloxy)-dimethylsilane 361523-19-5 C14H26OS2Si
tert-Butyl-(2,3-dimethyl-5,8-dithia-spiro[3.4]oct-2-en-1-yloxy)-dimethylsilane
—— 2,3-Dimethyl-5,8-dithiaspiro[3.4]oct-2-ene-1-ol 361523-17-3 C8H12OS2
2,3-Dimethyl-5,8-dithiaspiro[3.4]oct-2-ene-1-ol
—— 2,3-Dimethyl-5,8-dithiaspiro[3.4]oct-2-en-1-one 361523-07-1 C8H10OS2
2,3-Dimethyl-5,8-dithiaspiro[3.4]oct-2-en-1-one
—— 5-(N-acetyl-N-benzylamino)-2-benzyl-3-methylthio-2H-1,2,4-triazole 110984-82-2 C19H20N4OS
5-(N-acetyl-N-benzylamino)-2-benzyl-3-methylthio-2H-1,2,4-triazole
—— 4-benzyl-5-benzylamino-3-methylthio-4H-1,2,4-triazole 110984-80-0 C17H18N4S
4-benzyl-5-benzylamino-3-methylthio-4H-1,2,4-triazole
—— 1-benzyl-5-benzylamino-3-methylthio-1H-1,2,4-triazole 110984-78-6 C17H18N4S
1-benzyl-5-benzylamino-3-methylthio-1H-1,2,4-triazole
—— methyl (4-benzyl-3-methylthio-4H-1,2,4-triazole-5-yl)-N-benzyliminodithiocarbonate 131023-19-3 C19H20N4S3
methyl (4-benzyl-3-methylthio-4H-1,2,4-triazole-5-yl)-N-benzyliminodithiocarbonate
—— 2,2-Dichloro-3,4-dimethyl-3-(phenylsulfanyl)cyclobutan-1-one 91359-03-4 C12H12Cl2OS
2,2-Dichloro-3,4-dimethyl-3-(phenylsulfanyl)cyclobutan-1-one
—— 9-methylene-1,5-dithiacyclononane 144227-21-4 C8H14S2
9-methylene-1,5-dithiacyclononane
—— 1-(Phenylsulfinyl)-9-(phenylthio)dibenzoselenophene 142371-52-6 C24H16OS2Se
1-(Phenylsulfinyl)-9-(phenylthio)dibenzoselenophene
—— 5-(N-acetyl-N-benzylamino)-1-benzyl-3-methylthio-1H-1,2,4-triazole 110984-81-1 C19H20N4OS
5-(N-acetyl-N-benzylamino)-1-benzyl-3-methylthio-1H-1,2,4-triazole
—— 6-(3-bromophenyl)-2-ethylsulfanyl-4H-thiopyran-4-one 500169-94-8 C13H11BrOS2
6-(3-bromophenyl)-2-ethylsulfanyl-4H-thiopyran-4-one
—— 2-[3-(1,3-Dioxan-2-yl)-1-phenylsulfanylpropyl]-3-hydroxy-5,5-dimethylcyclohex-2-en-1-one 154876-43-4 C21H28O4S
2-[3-(1,3-Dioxan-2-yl)-1-phenylsulfanylpropyl]-3-hydroxy-5,5-dimethylcyclohex-2-en-1-one
—— methyl (2-benzyl-3-methylthio-2H-1,2,4-triazole-5-yl)-N-benzyliminodithiocarbonate 131023-18-2 C19H20N4S3
methyl (2-benzyl-3-methylthio-2H-1,2,4-triazole-5-yl)-N-benzyliminodithiocarbonate
—— 2-benzyl-5-benzylamino-3-methylthio-2H-1,2,4-triazole 110984-79-7 C17H18N4S
2-benzyl-5-benzylamino-3-methylthio-2H-1,2,4-triazole
—— bis(5-bromo-indole-3-yl) sulfide 1449520-49-3 C16H10Br2N2S
bis(5-bromo-indole-3-yl) sulfide