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CS-W001157 4
Total: USD 88.00

4-Pyrazol-1-yl-benzaldehyde

  • CAS No. 99662-34-7

  • Cat. No. CS-W022234
  • Purity≥98%
  • MDL No.MFCD02681938

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

4-Pyrazol-1-yl-benzaldehyde|CS-W022234

Structure of 99662-34-7

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General Information

  • CAS No. 99662-34-7
  • Cat. No. CS-W022234
  • Purity ≥98%
  • MDL No. MFCD02681938
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₈N₂O
  • Molecular Weight 172.18
  • Synonym(s) 4-pyrazol-1-ylbenzaldehyde
  • SMILES C1=CC=N[N]1C2=CC=C(C=O)C=C2

Description

4-Pyrazol-1-yl-benzaldehyde features a pyrazole ring directly linked to a benzaldehyde moiety, creating a versatile scaffold for heterocyclic synthesis. The aldehyde group enables direct coupling reactions, while the electron-rich pyrazole enhances reactivity in transition-metal-catalyzed transformations. This compound serves as a key building block in medicinal chemistry and materials science applications.

Application

4-Pyrazol-1-yl-benzaldehyde serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocycles through standard coupling and condensation reactions. Its aldehyde functionality facilitates imine formation and reductive amination, while the pyrazole ring offers robust metabolic stability and hydrogen-bonding capacity. The compound exhibits excellent bench stability and is readily purified by column chromatography, making it well-suited for iterative synthesis workflows in API development.

Synthesis

  • Route1

    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

    • Maheswaran; Krishna, G. Gopi; Prasanth, K. Leon; Srinivas; Chaitanya, G. Krishna; Bhanuprakash Tetrahedron, 2008 , vol. 64, # 10 p. 2471 - 2479
  • Route3

    References

    • Maheswaran; Krishna, G. Gopi; Prasanth, K. Leon; Srinivas; Chaitanya, G. Krishna; Bhanuprakash Tetrahedron, 2008 , vol. 64, # 10 p. 2471 - 2479

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   34.89
  • LogP   1.6848
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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