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CS-W001157 4
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2-(1H-pyrazol-1-yl)aniline

  • CAS No. 54705-91-8

  • Cat. No. CS-W000146
  • Purity≥98%
  • MDL No.MFCD03086227

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

2-(1H-pyrazol-1-yl)aniline|CS-W000146

Structure of 54705-91-8

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General Information

  • CAS No. 54705-91-8
  • Cat. No. CS-W000146
  • Purity ≥98%
  • MDL No. MFCD03086227
  • Storage -20°C, sealed storage, away from moisture and light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉N₃
  • Molecular Weight 159.19
  • Synonym(s) None
  • SMILES NC1=CC=CC=C1N2C=CC=N2

Description

This pyrazole-aniline hybrid integrates a 1H-pyrazol-1-yl group with an aniline scaffold, delivering enhanced electron density and structural rigidity. The conjugated system enables effective π-stacking in supramolecular assemblies, while the amine functionality facilitates downstream derivatization. Bench-stable and moisture-tolerant, it serves as a key intermediate in bioactive heterocycle synthesis.

Application

2-(1H-Pyrazol-1-yl)aniline serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocyclic scaffolds. Its pyrazole and aniline moieties offer orthogonal reactivity for palladium-catalyzed coupling, electrophilic substitution, and derivatization under mild conditions. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis campaigns in API development.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   43.84
  • LogP   1.4545
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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