Date published: 2025-11-2

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6-Chloro-8-aminoquinoline (CAS 5470-75-7)

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Alternate Names:
6-Chloro-8-quinolinamine; 8-Amino-6-chloroquinoline
Application:
6-Chloro-8-aminoquinoline is a derivative used in the preparation fungitoxic analogs
CAS Number:
5470-75-7
Molecular Weight:
178.62
Molecular Formula:
C9H7ClN2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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6-Chloro-8-aminoquinoline is a synthetic compound that belongs to the class of aminoquinolines, known for their diverse chemical properties and wide-ranging applications in research, particularly in chemistry and materials science. The core structure of 6-chloro-8-aminoquinoline features a quinoline ring, a heterocyclic aromatic compound, modified by the presence of an amino group at the 8th position and a chlorine atom at the 6th position. This substitution pattern enhances the compound′s electron density and reactivity, making it a valuable reagent in organic synthesis. In research environments, 6-chloro-8-aminoquinoline is primarily utilized as a building block for the synthesis of more complex chemical entities. Its ability to act as a ligand, binding to metal ions through its nitrogen atoms, is exploited in the preparation of metal complexes that are studied for their catalytic properties or potential as functional materials. Additionally, the compound′s inherent fluorescence properties, brought about by its conjugated system, make it useful in the development of fluorescent probes and sensors. These applications are particularly valuable in studying biological systems and environmental monitoring, where its ability to bind selectively and sensitively to specific molecules or ions can be harnessed to detect or quantify them. Through such roles, 6-chloro-8-aminoquinoline contributes significantly to advancements in both synthetic chemistry and applied sciences.


6-Chloro-8-aminoquinoline (CAS 5470-75-7) References

  1. A sulfur analog of the plasmochin type: 8-(-diethylaminopropylamino)-6-quinolyl methyl sulfide.  |  GILMAN, H. and BENKESER, RA. 1946. J Am Chem Soc. 68: 1577-9. PMID: 20994985
  2. Fifty Shades of Phenanthroline: Synthesis Strategies to Functionalize 1,10-Phenanthroline in All Positions.  |  Queffélec, C., et al. 2024. Chem Rev. 124: 6700-6902. PMID: 38747613
  3. The kinetics of methoxydechlorination of 5-chloro-1, 10-phenanthroline and some related reactions[J].  |  Jackson K, Ridd J H, Tobe M L. 1979. Journal of the Chemical Society, Perkin Transactions 2,. (5):: 607-610.
  4. Merging Annulation with Ring Deconstruction: Synthesis of (E)-3-(2-Acyl-1 H-benzo [d] imidazol-4-yl) acrylaldehyde Derivatives via I2/FeCl3-Promoted Dual C (sp3)–H Amination/C–N Bond Cleavage[J].  |  Xu C, Yin G, Jia F C. 2021,. Organic Letters,. 23(7):: 2559-2564.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

6-Chloro-8-aminoquinoline, 1 g

sc-394092
1 g
$640.00