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CS-W001157 4
Total: USD 88.00

1,5-Naphthyridin-3-amine

  • CAS No. 14756-77-5

  • Cat. No. CS-0044940
  • Purity≥98%
  • MDL No.MFCD13189455

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

1,5-Naphthyridin-3-amine|CS-0044940

Structure of 14756-77-5

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General Information

  • CAS No. 14756-77-5
  • Cat. No. CS-0044940
  • Purity ≥98%
  • MDL No. MFCD13189455
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇N₃
  • Molecular Weight 145.16
  • Synonym(s) 3-Amino-1,5-naphthyridine
  • SMILES NC1=CC2=NC=CC=C2N=C1

Description

1,5-Naphthyridin-3-amine features a rigid, electron-rich heteroaromatic core enabling strong π-stacking and directional hydrogen bonding. This scaffold integrates readily into functional materials and catalytic systems, offering enhanced solubility in polar solvents and stability under ambient conditions. Its nitrogen-rich framework supports metal coordination and facilitates conjugation in optoelectronic applications.

Application

1,5-Naphthyridin-3-amine serves as a versatile building block in medicinal chemistry, enabling the construction of heterocyclic scaffolds through standard coupling reactions. Its nitrogen-rich framework provides strong hydrogen-bonding capability and enhanced solubility, while the amine functionality facilitates derivatization under mild conditions. Bench-stable and readily purified by column chromatography, it functions effectively in Pd-catalyzed cross-couplings and reductive amination protocols.

Synthesis

  • Route1
    • Tert-butyl (1,5-naphthyridin-3-yl)carbamate|CS-0468771
      959617-73-3
    • ~%
    • In-stock
      1,5-Naphthyridin-3-amine|CS-0044940
      14756-77-5

    References

    • EP2022793 A1, ; Page/Page column 106-107 ; EP2022793 A1, ; Page/Page column 106-107 ; EP 2022793 A1
  • Route2

    References

    • WO2011/149937 A1, ; WO 2011/149937 A1
  • Route3

    References

    • WO2011/149937 A1, ; WO 2011/149937 A1

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-H319
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   51.8
  • LogP   1.212
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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