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CS-W001157 4
Total: USD 88.00

3-Phenylindole

  • CAS No. 1504-16-1

  • Cat. No. CS-0186850
  • Purity≥98%
  • MDL No.MFCD00033474

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

3-Phenylindole|CS-0186850

Structure of 1504-16-1

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General Information

  • CAS No. 1504-16-1
  • Cat. No. CS-0186850
  • Purity ≥98%
  • MDL No. MFCD00033474
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₁N
  • Molecular Weight 193.24
  • Synonym(s) 3-Phenyl-1H-indole
  • SMILES C1(C2=CNC3=C2C=CC=C3)=CC=CC=C1

Description

3-Phenyl-1H-indole serves as a privileged scaffold in medicinal chemistry, integrating an electron-rich indole core with a phenyl substituent at the 3-position. This structural motif enhances π-stacking interactions and modulates lipophilicity, enabling effective engagement with diverse biological targets. The compound exhibits bench-stable handling characteristics and is compatible with standard synthetic transformations.

Application

3-Phenyl-1H-indole serves as a versatile building block in medicinal chemistry and materials science, enabling direct access to biologically relevant indole scaffolds. Its stable, planar structure facilitates electrophilic substitution at C2 and C4 positions, while the pendant phenyl group enhances π-stacking interactions in target binding. The compound exhibits excellent bench stability and compatibility with standard coupling reactions, supporting efficient synthesis of complex heterocycles and API intermediates.

Synthesis

  • Route1
    • null|null
      122-78-1
    • null|null
      100-63-0
    • ~92%
    • In-stock
      3-Phenylindole|CS-0186850
      1504-16-1

    References

    • Kandukuri, Sandeep R.; Schiffner, Julia A.; Oestreich, Martin Angewandte Chemie - International Edition, 2012 , vol. 51, # 5 p. 1265 - 1269
  • Route2
    • null|null
      153827-73-7
    • ~84%
    • In-stock
      3-Phenylindole|CS-0186850
      1504-16-1

    References

    • Cui, Yi; Li, Fenghong; Lu, Zheng-Hong; Wang, Suning Dalton Transactions, 2007 , # 25 p. 2634 - 2643
  • Route3
    • null|null
      59-88-1
    • null|null
      122-78-1
    • ~95%
    • In-stock
      3-Phenylindole|CS-0186850
      1504-16-1

    References

    • Siddalingamurthy, Eranna; Mahadevan, Kittappa M.; Masagalli, Jagadeesh N.; Harishkumar, Hosanagara N. Tetrahedron Letters, 2013 , vol. 54, # 41 p. 5591 - 5596

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   15.79
  • LogP   3.8349
  • H_Acceptors   0
  • H_Donors   1
  • Rotatable_Bonds   1

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