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CS-W001157 4
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2-Hydrazinyl-4-methylpyridine

  • CAS No. 4931-00-4

  • Cat. No. CS-0186649
  • Purity≥97%
  • MDL No.None

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

2-Hydrazinyl-4-methylpyridine|CS-0186649

Structure of 4931-00-4

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General Information

  • CAS No. 4931-00-4
  • Cat. No. CS-0186649
  • Purity ≥97%
  • MDL No. None
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₉N₃
  • Molecular Weight 123.16
  • Synonym(s) 2-Hydrazino-4-methylpyridine
  • SMILES CC1=CC(=NC=C1)NN

Description

2-Hydrazinyl-4-methylpyridine features a hydrazino group conjugated to a methyl-substituted pyridine ring, enabling robust coordination in transition metal complexes. This scaffold integrates readily into ligand architectures and participates in selective cyclization reactions under mild conditions, offering high functional group tolerance and stability during synthesis workflows.

Application

2-Hydrazinyl-4-methylpyridine serves as a versatile building block for heterocyclic synthesis, enabling efficient access to pyridazine and triazine scaffolds via condensation and cyclization reactions. Its hydrazinyl group exhibits strong nucleophilicity and compatibility with diverse functional groups, facilitating straightforward derivatization under mild conditions. The molecule demonstrates good bench stability and ease of purification, making it well-suited for iterative synthesis workflows in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • BAYER SCHERING PHARMA AKTIENGESELLSCHAFT Patent: US2010/305085 A1, 2010 ; Location in patent: Page/Page column 15 ; US 20100305085 A1
  • Route2

    References

    • ARRAY BIOPHARMA INC.; ALLEN, Shelley; CELESTE, Laura L.; DAVIS, T. Gregg; DELISLE, Robert Kirk; GRESCHUK, Julie Marie; GROSS, Stefan, D.; HICKEN, Erik, James; JACKSON, Leila, J.; LYSSIKATOS, Joseph, P.; KALLAN, Nicholas C.; MARMSATER, Fredrik, P.; MUNSON, Mark, C.; PHENEGER, Jed; RAST, Bryson; ROBINSON, John, E.; SCHLACHTER, Stephen T.; TOPALOV, George T.; WRIGHT, A. Dale; ZHAO, Qian Patent: WO2010/22076 A1, 2010 ; Location in patent: Page/Page column 111 ; WO 2010/022076 A1
  • Route3
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      108-89-4
    • ~%
    • In-stock
      2-Hydrazinyl-4-methylpyridine|CS-0186649
      4931-00-4

    References

    • Kauffmann et al. Justus Liebigs Annalen der Chemie, 1962 , vol. 656, p. 103,109 Zeitschrift fuer Naturforschung, 1959 , vol. 14b, p. 601

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   50.94
  • LogP   0.67562
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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