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1-Methyl-4,5,6,7-tetrahydro-1H-indazole-3-carboxylic acid

  • CAS No. 32286-99-0

  • Cat. No. CS-0042588
  • Purity≥98%
  • MDL No.None

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

1-Methyl-4,5,6,7-tetrahydro-1H-indazole-3-carboxylic acid|CS-0042588

Structure of 32286-99-0

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General Information

  • CAS No. 32286-99-0
  • Cat. No. CS-0042588
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₂N₂O₂
  • Molecular Weight 180.20
  • Synonym(s) 1-methyl-4,5,6,7-tetrahydroindazole-3-carboxylic acid
  • SMILES O=C(C1=NN(C)C2=C1CCCC2)O

Description

1-Methyl-4,5,6,7-tetrahydro-1H-indazole-3-carboxylic acid features a fully saturated indazole core with a methyl group at the 1-position and a carboxylic acid at the 3-position. This configuration imparts enhanced solubility and metabolic stability, making it a valuable scaffold for medicinal chemistry applications. The molecule integrates readily into bioactive compounds where polarity and hydrogen bonding capacity are critical.

Application

1-Methyl-4,5,6,7-tetrahydro-1H-indazole-3-carboxylic acid serves as a versatile scaffold for medicinal chemistry campaigns, enabling efficient access to bioactive heterocycles. Its carboxylic acid functionality facilitates direct amidation, esterification, and coupling reactions, while the tetrahydroindazole core offers favorable metabolic stability and moderate lipophilicity. The molecule exhibits excellent bench stability and is readily purified by standard chromatographic methods, supporting scalable synthesis in process development workflows.

Synthesis

  • Route1

    References

    • v. Auwers et al. Justus Liebigs Annalen der Chemie, 1929 , vol. 469, p. 62 Full Text Show Details v.Auwers; Wolter Journal fuer Praktische Chemie (Leipzig), 1930 , vol. <2>126, p. 211

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

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Computational Chemistry Data

  • TPSA   55.12
  • LogP   0.9971
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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