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CS-W001157 4
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(5-Aminopyridin-2-yl)methanol

  • CAS No. 873651-92-4

  • Cat. No. CS-0105951
  • Purity≥98%
  • MDL No.MFCD07368188

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

(5-Aminopyridin-2-yl)methanol|CS-0105951

Structure of 873651-92-4

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General Information

  • CAS No. 873651-92-4
  • Cat. No. CS-0105951
  • Purity ≥98%
  • MDL No. MFCD07368188
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₈N₂O
  • Molecular Weight 124.14
  • Synonym(s) 3-AMINO-6-PYRIDINEMETHANOL
  • SMILES NC1=CC=C(CO)N=C1

Description

(5-Aminopyridin-2-yl)methanol features a pyridine ring bearing both an amino group at the 5-position and a hydroxymethyl substituent at the 2-position, enabling dual functionalization. This scaffold integrates readily into bioactive molecules, offering enhanced solubility and hydrogen-bonding capacity for medicinal chemistry applications.

Application

(5-Aminopyridin-2-yl)methanol serves as a versatile building block in medicinal chemistry, enabling the construction of pyridine-based scaffolds through standard functional group transformations. Its dual amine and alcohol functionalities offer orthogonal reactivity for selective derivatization, facilitating the synthesis of targeted heterocyclic compounds. The compound exhibits good bench stability and is readily purified by standard techniques, supporting its use in iterative synthetic sequences and scale-up workflows.

Synthesis

  • Route1

    References

    • MEDICAL RESEARCH COUNCIL Patent: WO2009/122180 A1, 2009 ; Location in patent: Page/Page column 73 ; WO 2009/122180 A1
  • Route2

    References

    • PRINCIPIA BIOPHARMA INC.; GOLDSTEIN, David Michael; BRAMELD, Kenneth Albert; VERNER, Erik Patent: WO2012/158785 A1, 2012 ; Location in patent: Page/Page column 102 ; WO 2012/158785 A1
  • Route3

    References

    • Ulrich, Sebastien; Petitjean, Anne; Lehn, Jean-Marie European Journal of Inorganic Chemistry, 2010 , # 13 p. 1913 - 1928

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   59.14
  • LogP   0.1561
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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