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CS-W001157 4
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6-(4-Methylpiperazin-1-yl)pyridazin-3-amine

  • CAS No. 66346-94-9

  • Cat. No. CS-0151071
  • Molecule weight193.25
  • Purity≥97%
  • MDL No.MFCD13192341

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

6-(4-Methylpiperazin-1-yl)pyridazin-3-amine|CS-0151071

Structure of 66346-94-9

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General Information

  • CAS No. 66346-94-9
  • Cat. No. CS-0151071
  • Purity ≥97%
  • MDL No. MFCD13192341
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₅N₅
  • Molecular Weight 193.25
  • Synonym(s) None
  • SMILES CN1CCN(CC1)C2=NNC(=N)C=C2

Description

6-(4-Methylpiperazin-1-yl)pyridazin-3-amine features a pyridazin-3-amine core functionalized with a 4-methylpiperazine moiety, delivering enhanced solubility and metabolic stability. This electron-rich heterocycle integrates readily into kinase inhibitor scaffolds, where the piperazine group enables hydrogen bonding and improves pharmacokinetic profile. The compound exhibits bench-stable handling under standard conditions.

Application

6-(4-Methylpiperazin-1-yl)pyridazin-3-amine serves as a versatile heterocyclic building block in medicinal chemistry, enabling the synthesis of kinase inhibitors and other bioactive molecules. Its pyridazinamine core facilitates hydrogen bonding and π-stacking interactions, while the 4-methylpiperazine moiety offers favorable solubility and metabolic stability. The compound exhibits bench stability and compatibility with standard coupling reactions, supporting efficient functionalization in multi-step syntheses.

Synthesis

  • Route1

    References

    • Tsou, Hwei-Ru; Otteng, Mercy; Tran, Tritin; Floyd Jr., M. Brawner; Reich, Marvin; Birnberg, Gary; Kutterer, Kristina; Ayral-Kaloustian, Semiramis; Ravi, Malini; Nilakantan, Ramaswamy; Grillo, Mary; McGinnis, John P.; Rabindran, Sridhar K. Journal of Medicinal Chemistry, 2008 , vol. 51, # 12 p. 3507 - 3525

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   59.01
  • LogP   -0.35903
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   1

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