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CS-W001157 4
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4-Chlorocinnolin-6-amine

  • CAS No. 1632286-25-9

  • Cat. No. CS-0779543
  • Molecule weight179.61
  • Purity≥95%
  • MDL No.None

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

4-Chlorocinnolin-6-amine|CS-0779543

Structure of 1632286-25-9

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General Information

  • CAS No. 1632286-25-9
  • Cat. No. CS-0779543
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆ClN₃
  • Molecular Weight 179.61
  • Synonym(s) None
  • SMILES C1=CC2=C(C=C1N)C(=CN=N2)Cl

Description

4-Chlorocinnolin-6-amine features a chlorinated cinnolinyl core with a primary amine at the 6-position, enabling direct functionalization in heterocyclic synthesis. This electron-deficient scaffold integrates readily into pharmaceutical intermediates and advanced materials, offering enhanced reactivity under standard coupling conditions.

Application

4-Chlorocinnolin-6-amine serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the C4 position via palladium-catalyzed cross-coupling reactions. Its cinnolin-6-amine core provides a rigid, electron-rich heterocyclic scaffold suitable for target-oriented synthesis. The chloro substituent offers high reactivity in Suzuki, Stille, and Buchwald-Hartwig coupling protocols, facilitating rapid diversification. Bench-stable and readily purified by flash chromatography, it functions efficiently in multi-step sequences and API development workflows.

Safety Information

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Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

  • TPSA   51.8
  • LogP   1.8654
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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