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1-(Propan-2-yl)-1H-pyrazol-3-amine

  • CAS No. 857267-04-0

  • Cat. No. CS-0052807
  • Purity≥97%
  • MDL No.None

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

1-(Propan-2-yl)-1H-pyrazol-3-amine|CS-0052807

Structure of 857267-04-0

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General Information

  • CAS No. 857267-04-0
  • Cat. No. CS-0052807
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₁N₃
  • Molecular Weight 125.17
  • Synonym(s) 1-isopropyl-1H-pyrazol-3-amine
  • SMILES CC(C)N1C=CC(N)=N1

Description

1-(Propan-2-yl)-1H-pyrazol-3-amine features a sterically hindered isopropyl group flanking a pyrazole nitrogen, enhancing stability and solubility in organic media. This bench-stable scaffold integrates readily into heterocyclic architectures, serving as a key building block for bioactive molecules in medicinal chemistry and agrochemical development.

Application

1-(Propan-2-yl)-1H-pyrazol-3-amine serves as a versatile building block in medicinal chemistry, enabling the synthesis of pyrazole-based scaffolds with demonstrated utility in kinase inhibitor and CNS-targeted drug discovery. The tertiary isopropyl group enhances metabolic stability and lipophilicity, while the primary amine facilitates straightforward derivatization via acylation, alkylation, or coupling reactions. This compound exhibits excellent bench stability, ease of purification, and compatibility with standard synthetic workflows, making it a reliable intermediate for targeted compound library generation.

Synthesis

  • Route1

    References

    • Berthel, Steven Joseph; Kester, Robert Francis; Murphy, Douglas Eric; Prins, Thomas Jay; Ruebsam, Frank; Sarabu, Ramakanth; Tran, Chinh Viet; Vourloumis, Dionisios Patent: US2008/21032 A1, 2008 ; Location in patent: Page/Page column 55 ; US 20080021032 A1
  • Route2
    • Isopropylhydrazine dihydrochloride|CS-0580294
      70629-60-6
    • null|null
      920-37-6
    • ~76%
    • In-stock
      1-(Propan-2-yl)-1H-pyrazol-3-amine|CS-0052807
      857267-04-0

    References

    • ASTRAZENECA AB Patent: US2008/194552 A1, 2008 ; Location in patent: Page/Page column 44 ; US 20080194552 A1
  • Route3
    • Isopropylhydrazine dihydrochloride|CS-0580294
      70629-60-6
    • null|null
      920-37-6
    • ~%
    • In-stock
      1-(Propan-2-yl)-1H-pyrazol-3-amine|CS-0052807
      857267-04-0
    • In-stock
      2-Propan-2-ylpyrazol-3-amine|CS-0061038
      3524-16-1

    References

    • ASTRAZENECA AB; ASTRAZENECA UK LIMITED Patent: WO2005/60970 A1, 2005 ; Location in patent: Page/Page column 161 ; WO 2005/060970 A1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H319
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   43.84
  • LogP   1.0462
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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