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CS-W001157 4
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6-Aminocoumarin

  • CAS No. 14415-44-2

  • Cat. No. CS-0207101
  • Purity≥98%
  • MDL No.MFCD00115435

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

6-Aminocoumarin|CS-0207101

Structure of 14415-44-2

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General Information

  • CAS No. 14415-44-2
  • Cat. No. CS-0207101
  • Purity ≥98%
  • MDL No. MFCD00115435
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇NO₂
  • Molecular Weight 161.16
  • Synonym(s) 6-AMINO-CHROMEN-2-ONE
  • SMILES C1=CC(=O)OC2=CC=C(C=C12)N

Description

6-Aminocoumarin serves as a fluorescent scaffold for probe development, featuring a reactive amino group that enables direct conjugation to biomolecules. This derivative integrates readily into bioconjugation workflows, offering high photostability and strong emission in the visible range under standard conditions.

Application

6-Aminocoumarin serves as a versatile building block in synthetic organic chemistry, enabling direct functionalization in the construction of fluorescent probes and bioactive heterocycles. Its amino group facilitates nucleophilic substitution, palladium-catalyzed coupling, and derivatization under mild conditions, while the coumarin core provides inherent photophysical properties and structural rigidity. The compound exhibits good bench stability and is readily purified by recrystallization or chromatography, making it well-suited for iterative synthesis in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • De, Prithwiraj Synlett, 2004 , # 10 p. 1835 - 1837
  • Route2
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      1073539-20-4
    • ~%
    • In-stock
      6-Aminocoumarin|CS-0207101
      14415-44-2

    References

    • Synthetic Communications, , vol. 40, # 14 p. 2147 - 2157
  • Route3

    References

    • Molecular Pharmacology, , vol. 48, # 6 p. 1063 - 1067

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P233-P261-P264-P271-P280-P302+P352-P304+P340-P340-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   56.23
  • LogP   1.3752
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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