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CS-W001157 4
Total: USD 88.00

5-Chloroindole-3-carboxaldehyde

  • CAS No. 827-01-0

  • Cat. No. CS-W004140
  • Purity≥96%
  • MDL No.MFCD00175291

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

5-Chloroindole-3-carboxaldehyde|CS-W004140

Structure of 827-01-0

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General Information

  • CAS No. 827-01-0
  • Cat. No. CS-W004140
  • Purity ≥96%
  • MDL No. MFCD00175291
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆ClNO
  • Molecular Weight 179.60
  • Synonym(s) 5-Chloro-3-formylindole
  • SMILES O=Cc1c[nH]c2c1cc(Cl)cc2

Description

5-Chloroindole-3-carboxaldehyde features a chlorinated indole core with a reactive aldehyde group at the 3-position, enabling direct coupling in heterocyclic synthesis. This bench-stable derivative integrates readily into bioactive molecule scaffolds, offering enhanced electronic effects and improved solubility for downstream functionalization.

Application

5-Chloroindole-3-carboxaldehyde serves as a versatile building block for the synthesis of biologically active heterocycles and pharmaceutical intermediates. The aldehyde functionality enables efficient coupling reactions, while the chlorinated indole core provides enhanced electronic properties and metabolic stability. Its bench-stable nature and compatibility with standard functional group transformations make it well-suited for medicinal chemistry campaigns and scale-up applications.

Synthesis

  • Route1

    References

    • Vernalis Research Limited Patent: US6433175 B1, 2002 ;
  • Route2

    References

    • Keetha, Laxminarayana; Palle, Sadanandam; Ramanatham, Vinodkumar; Khagga, Mukkanti; Chinnapillai, Rajendiran Journal of the Korean Chemical Society, 2011 , vol. 55, # 2 p. 240 - 242
  • Route3
    • In-stock
      5-Chloroindole|CS-W007384
      17422-32-1
    • null|null
      100-61-8
    • ~75%
    • In-stock
      5-Chloroindole-3-carboxaldehyde|CS-W004140
      827-01-0

    References

    • Wu, Wenliang; Su, Weiping Journal of the American Chemical Society, 2011 , vol. 133, # 31 p. 11924 - 11927

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 : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

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Computational Chemistry Data

  • TPSA   32.86
  • LogP   2.6338
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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