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CS-W001157 4
Total: USD 88.00

4-(1-methylpyrazol-3-yl)benzaldehyde

  • CAS No. 179055-27-7

  • Cat. No. CS-0061748
  • Purity≥96%
  • MDL No.None

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

4-(1-methylpyrazol-3-yl)benzaldehyde|CS-0061748

Structure of 179055-27-7

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General Information

  • CAS No. 179055-27-7
  • Cat. No. CS-0061748
  • Purity ≥96%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₀N₂O
  • Molecular Weight 186.21
  • Synonym(s) 4-(1-Methyl-1H-pyrazol-3-YL)benzaldehyde
  • SMILES CN1C=CC(=N1)C2=CC=C(C=C2)C=O

Description

4-(1-Methylpyrazol-3-yl)benzaldehyde features a pyrazole-linked aromatic aldehyde with enhanced solubility and stability under standard conditions. The methyl-substituted pyrazole ring provides electronic modulation, while the aldehyde group enables direct coupling in transition-metal-catalyzed cross-couplings. This scaffold integrates readily into bioactive molecules and functional materials.

Application

4-(1-Methylpyrazol-3-yl)benzaldehyde serves as a versatile building block for the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its conjugated aldehyde functionality enables efficient coupling reactions, including Wittig olefination and reductive amination, while the 1-methylpyrazole moiety provides metabolic stability and hydrogen-bonding capacity. The compound exhibits excellent bench stability, ease of purification, and compatibility with diverse functional groups, facilitating its use in medicinal chemistry campaigns and API development workflows.

Synthesis

  • Route1
    • [4-(1-methylpyrazol-3-yl)phenyl]methanol|CS-0061749
      179055-20-0
    • ~95%
    • In-stock
      4-(1-methylpyrazol-3-yl)benzaldehyde|CS-0061748
      179055-27-7

    References

    • Tanaka, Akira; Terasawa, Takeshi; Hagihara, Hiroyuki; Sakuma, Yuri; Ishibe, Noriko; Sawada, Masae; Takasugi, Hisashi; Tanaka, Hirokazu Journal of Medicinal Chemistry, 1998 , vol. 41, # 13 p. 2390 - 2410
  • Route2

    References

    • Journal of Medicinal Chemistry, , vol. 41, # 13 p. 2390 - 2410
  • Route3
    • Methyl 4-(3-(dimethylamino)acryloyl)benzoate|CS-0509502
      114431-72-0
    • ~%
    • In-stock
      4-(1-methylpyrazol-3-yl)benzaldehyde|CS-0061748
      179055-27-7

    References

    • Journal of Medicinal Chemistry, , vol. 41, # 13 p. 2390 - 2410

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   34.89
  • LogP   1.8996
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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