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CS-W001157 4
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1-Phenyl-1H-pyrazole-3-carbaldehyde

  • CAS No. 40261-59-4

  • Cat. No. CS-0019176
  • Purity≥98%
  • MDL No.MFCD08437287

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

1-Phenyl-1H-pyrazole-3-carbaldehyde|CS-0019176

Structure of 40261-59-4

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General Information

  • CAS No. 40261-59-4
  • Cat. No. CS-0019176
  • Purity ≥98%
  • MDL No. MFCD08437287
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₈N₂O
  • Molecular Weight 172.18
  • Synonym(s) 1-Phenylpyrazole-3-carboxaldehyde; 3-FORMYL-1-PHENYL-1H-PYRAZOLE
  • SMILES O=CC1=NN(C2=CC=CC=C2)C=C1

Description

1-Phenyl-1H-pyrazole-3-carbaldehyde features a conjugated pyrazole scaffold with an aldehyde group at the 3-position, enabling direct integration into heterocyclic syntheses. The electron-deficient carbonyl facilitates nucleophilic additions and imine formation under mild conditions. This bench-stable reagent pairs effectively with amines and hydrazides for constructing bioactive triazole and oxadiazole derivatives in medicinal chemistry workflows.

Application

1-Phenyl-1H-pyrazole-3-carbaldehyde serves as a versatile building block in medicinal chemistry, enabling efficient construction of pyrazole-based heterocycles. Its aldehyde functionality facilitates condensation reactions, reductive amination, and Suzuki-type couplings, while the conjugated system enhances stability and ease of purification. The molecule exhibits excellent functional group tolerance and bench stability, making it well-suited for iterative synthesis workflows in API development.

Synthesis

  • Route1
    • (1-Phenyl-1H-pyrazol-3-yl)methanol|CS-0466263
      7189-08-4
    • ~44%
    • In-stock
      1-Phenyl-1H-pyrazole-3-carbaldehyde|CS-0019176
      40261-59-4

    References

    • LG Life Sciences Ltd. Patent: WO2005/40127 A1, 2005 ; Location in patent: Page/Page column 141 ; WO 2005/040127 A1
  • Route2
    • null|null
      98700-42-6
    • ~%
    • In-stock
      1-Phenyl-1H-pyrazole-3-carbaldehyde|CS-0019176
      40261-59-4

    References

    • Destro, Riccardo; Erba, Emanuela; Forti, Luciana; Pocar, Donato; Scarcella, Daniela Liebigs Annalen der Chemie, 1985 , # 7 p. 1377 - 1388
  • Route3
    • null|null
      98700-40-4
    • ~%
    • In-stock
      1-Phenyl-1H-pyrazole-3-carbaldehyde|CS-0019176
      40261-59-4

    References

    • Destro, Riccardo; Erba, Emanuela; Forti, Luciana; Pocar, Donato; Scarcella, Daniela Liebigs Annalen der Chemie, 1985 , # 7 p. 1377 - 1388

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-P330-P362+P364-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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