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CS-W001157 4
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5-Chloroquinolin-8-amine

  • CAS No. 5432-09-7

  • Cat. No. CS-0453427
  • Purity≥98%
  • MDL No.MFCD00461243

*For research and further manufacturing use only, not for direct human use.

5-Chloroquinolin-8-amine|CS-0453427

Structure of 5432-09-7

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General Information

  • CAS No. 5432-09-7
  • Cat. No. CS-0453427
  • Purity ≥98%
  • MDL No. MFCD00461243
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇ClN₂
  • Molecular Weight 178.62
  • Synonym(s) m-phthaldialdehyde
  • SMILES C1=CC2=C(C(=CC=C2Cl)N)N=C1

Description

5-Chloroquinolin-8-amine delivers a chlorinated quinoline scaffold with a strategically positioned amine for downstream functionalization. This electron-deficient heterocycle integrates readily into medicinal chemistry campaigns, offering enhanced solubility and stability under standard conditions.

Application

5-Chloroquinolin-8-amine serves as a versatile building block in medicinal chemistry, enabling direct incorporation into bioactive heterocycles via palladium-catalyzed cross-coupling reactions. Its chlorine atom at the 5-position facilitates selective functionalization, while the quinolin-8-amine scaffold offers favorable solubility and stability for downstream derivatization. The compound functions effectively in SNAr and metal-mediated transformations, supporting efficient synthesis of kinase inhibitors and other pharmaceutical scaffolds.

Synthesis

  • Route1

    References

    • Schering Corporation Patent: US2004/10008 A1, 2004 ; Location in patent: Page/Page column 63 ; US 20040010008 A1
  • Route2

    References

    • Hitomi, Yutaka; Arakawa, Kengo; Kodera, Masahito Chemistry - A European Journal, 2013 , vol. 19, # 43 p. 14697 - 14701
  • Route3

    References

    • Xie, Yong-Sheng; Vijaykumar; Jang, Kiwan; Shin, Hong-Hyun; Zuo, Hua; Shin, Dong-Soo Tetrahedron Letters, 2013 , vol. 54, # 38 p. 5151 - 5154

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H320-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   38.91
  • LogP   2.4704
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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