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CS-W001157 4
Total: USD 88.00

4-Aminoindole

  • CAS No. 5192-23-4

  • Cat. No. CS-W002745
  • Purity≥96%
  • MDL No.MFCD01076559

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

4-Aminoindole|CS-W002745

Structure of 5192-23-4

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General Information

  • CAS No. 5192-23-4
  • Cat. No. CS-W002745
  • Purity ≥96%
  • MDL No. MFCD01076559
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈N₂
  • Molecular Weight 132.16
  • Synonym(s) 5-methoxyl indole-carboxaldehyde
  • SMILES NC1=CC=CC2=C1C=CN2

Description

4-Aminoindole features a strategically positioned amino group that enhances electron density at the indole core, enabling efficient incorporation into conjugated systems. This functionalization supports direct coupling in heterocyclic synthesis and facilitates access to bioactive scaffolds under standard conditions.

Application

4-Aminoindole serves as a versatile building block in medicinal chemistry, enabling direct incorporation into heterocyclic scaffolds via standard coupling reactions. Its ortho-amino functionality facilitates electrophilic substitution and transition-metal-catalyzed transformations, while the indole core provides inherent stability and π-conjugation. The compound exhibits favorable bench stability and compatibility with common protecting group strategies, making it well-suited for iterative synthesis workflows in API development.

Synthesis

  • Route1

    References

    • Li, Liuyi; Chen, Zhilin; Zhong, Hong; Wang, Ruihu Chemistry - A European Journal, 2014 , vol. 20, # 11 p. 3050 - 3060
  • Route2
    • null|null
      78283-21-3
    • ~96%
    • In-stock
      4-Aminoindole|CS-W002745
      5192-23-4

    References

    • Suarez, Alirica I.; Garcia, Maria C.; Compagnone, Reinaldo S. Synthetic Communications, 2004 , vol. 34, # 3 p. 523 - 531
  • Route3
    • In-stock
      4-Nitroindole|CS-D0681
      4769-97-5
    • null|null
      7439-89-6
    • ~81%
    • In-stock
      4-Aminoindole|CS-W002745
      5192-23-4

    References

    • The Procter and Gamble Company Patent: US6162818 A1, 2000 ; US 6162818 A

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-H319-H335
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   41.81
  • LogP   1.7501
  • H_Acceptors   1
  • H_Donors   2
  • Rotatable_Bonds   0

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