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CS-W001157 4
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1-Methyl-1H-pyrazole-3-carboxylic acid

  • CAS No. 25016-20-0

  • Cat. No. CS-D1728
  • Molecule weight126.11
  • Purity≥97%
  • MDL No.MFCD00464254

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

1-Methyl-1H-pyrazole-3-carboxylic acid|CS-D1728

Structure of 25016-20-0

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General Information

  • CAS No. 25016-20-0
  • Cat. No. CS-D1728
  • Purity ≥97%
  • MDL No. MFCD00464254
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₆N₂O₂
  • Molecular Weight 126.11
  • Synonym(s) None
  • SMILES O=C(C1=NN(C)C=C1)O

Description

1-Methyl-1H-pyrazole-3-carboxylic acid features a pyrazole core with a methyl group at the N1 position and a carboxylic acid at the C3 position, delivering enhanced solubility and metabolic stability. This scaffold integrates readily into bioactive molecules, serving as a key pharmacophore in kinase inhibitors and CNS-targeted therapeutics. The electron-deficient pyrazole ring supports efficient coupling reactions under standard conditions.

Application

1-Methyl-1H-pyrazole-3-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of pyrazole-based heterocycles prevalent in pharmaceutical scaffolds. Its carboxylic acid functionality facilitates direct amidation, esterification, and coupling reactions with amines or alcohols under standard conditions. The molecule exhibits good bench stability, moderate solubility in common organic solvents, and tolerance to a range of functional groups, supporting its use in multi-step syntheses and late-stage diversification.

Synthesis

  • Route1

    References

    • J. Gen. Chem. USSR (Engl. Transl.), , vol. 52, # 11 p. 2592 - 2598,2291 - 2296
  • Route2

    References

    • Manaev, Yu. A.; Andreeva, M. A.; Perevalov, V. P.; Stepanov, B. I.; Dubrovskaya, V. A.; Seraya, V. I. J. Gen. Chem. USSR (Engl. Transl.), 1982 , vol. 52, # 11 p. 2592 - 2598,2291 - 2296
  • Route3

    References

    • Journal of Antibiotics, , vol. 48, # 11 p. 1336 - 1344

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   0.1183
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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