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CS-W001157 4
Total: USD 88.00

5-Chloro-2,3-dimethyl-1H-indole

  • CAS No. 21296-93-5

  • Cat. No. CS-0153592
  • Purity≥95%
  • MDL No.MFCD00053084

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

5-Chloro-2,3-dimethyl-1H-indole|CS-0153592

Structure of 21296-93-5

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General Information

  • CAS No. 21296-93-5
  • Cat. No. CS-0153592
  • Purity ≥95%
  • MDL No. MFCD00053084
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₀ClN
  • Molecular Weight 179.65
  • Synonym(s) 5-Chloro-2,3-dimethylindole
  • SMILES CC1=C(C)NC2=C1C=C(C=C2)Cl

Description

5-Chloro-2,3-dimethyl-1H-indole is a halogenated indole derivative featuring a chloro substituent at the 5-position and methyl groups at the 2- and 3-positions. This electron-deficient scaffold integrates readily into bioactive molecule design, offering enhanced metabolic stability and favorable lipophilic character for medicinal chemistry applications.

Application

5-Chloro-2,3-dimethyl-1H-indole serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted indole scaffolds via standard coupling reactions. Its defined substitution pattern offers predictable reactivity in Pd-catalyzed cross-couplings and electrophilic functionalization, while the methyl groups enhance metabolic stability and modulate lipophilicity. Bench-stable and readily purified by column chromatography, it facilitates reproducible synthesis of complex heterocycles and API intermediates.

Synthesis

  • Route1
    • null|null
      106-47-8
    • In-stock
      2,3-Butanediol|CS-0099502
      513-85-9
    • ~87%
    • In-stock
      5-Chloro-2,3-dimethyl-1H-indole|CS-0153592
      21296-93-5

    References

    • Tsuji, Yasushi; Huh, Keun-Tae; Watanabe, Yoshihisa Journal of Organic Chemistry, 1987 , vol. 52, # 9 p. 1673 - 1680
  • Route2
    • In-stock
      4-Chlorophenylhydrazine hydrochloride, 90%|CS-1242413
      1073-70-7
    • null|null
      78-93-3
    • ~88%
    • In-stock
      5-Chloro-2,3-dimethyl-1H-indole|CS-0153592
      21296-93-5

    References

    • Morales, Raul Calderon; Tambyrajah, Vasuki; Jenkins, Paul R.; Davies, David L.; Abbott, Andrew P. Chemical Communications, 2004 , # 2 p. 158 - 159
  • Route3
    • null|null
      106-47-8
    • null|null
      2028-63-9
    • ~82%
    • In-stock
      5-Chloro-2,3-dimethyl-1H-indole|CS-0153592
      21296-93-5

    References

    • Tokunaga, Makoto; Ota, Mitsuru; Haga, Masa-aki; Wakatsuki, Yasuo Tetrahedron Letters, 2001 , vol. 42, # 23 p. 3865 - 3868

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   3.43814
  • H_Acceptors   0
  • H_Donors   1
  • Rotatable_Bonds   0

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