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CS-W001157 4
Total: USD 88.00

3-Chloro-1H-indole-2-carboxylic acid

  • CAS No. 28737-32-8

  • Cat. No. CS-0044988
  • Purity≥97%
  • MDL No.MFCD11007738

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

3-Chloro-1H-indole-2-carboxylic acid|CS-0044988

Structure of 28737-32-8

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General Information

  • CAS No. 28737-32-8
  • Cat. No. CS-0044988
  • Purity ≥97%
  • MDL No. MFCD11007738
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆ClNO₂
  • Molecular Weight 195.60
  • Synonym(s) 3-chloro-2-indole acid
  • SMILES O=C(C(N1)=C(Cl)C2=C1C=CC=C2)O

Description

3-Chloro-1H-indole-2-carboxylic acid features a chlorinated indole core with a carboxylic acid group at the C2 position, enabling direct conjugation in heterocyclic synthesis. The electron-withdrawing chlorine enhances reactivity in electrophilic substitution and facilitates coupling reactions under standard conditions. This bench-stable derivative serves as a key scaffold for bioactive molecule development.

Application

3-Chloro-1H-indole-2-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling direct incorporation into indole-based scaffolds through standard coupling reactions. Its carboxylic acid group facilitates amide and ester formation under common conditions, while the 3-chloro substituent offers a handle for subsequent cross-coupling or nucleophilic substitution. The compound exhibits good bench stability and is compatible with diverse functional groups, supporting efficient synthesis of complex heterocyclic systems and API intermediates.

Synthesis

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    References

    • Seifert, Katrin; Buettner, Anita; Rigol, Stephan; Eilert, Nicole; Giannis, Athanassios; Wandel, Elke Bioorganic and Medicinal Chemistry, 2012 , vol. 20, # 21 p. 6465 - 6481,17
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    References

    • Richter Gedeon Nyrt.; Beke, Gyula; Bényei, Gyula Attila; Borza, István; Bozó, Éva; Farkas, Sándor; Hornok, Katalin; Papp, Andrea; Vágó, István; Vastag, Mónika Patent: US2013/217702 A1, 2013 ; Location in patent: Paragraph 0114 ;
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    References

    • Seifert, Katrin; Buettner, Anita; Rigol, Stephan; Eilert, Nicole; Giannis, Athanassios; Wandel, Elke Bioorganic and Medicinal Chemistry, 2012 , vol. 20, # 21 p. 6465 - 6481,17

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   53.09
  • LogP   2.5195
  • H_Acceptors   1
  • H_Donors   2
  • Rotatable_Bonds   1

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