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5-Aminopyridine-3-sulfonamide

  • CAS No. 62009-21-6

  • Cat. No. CS-0139493
  • Molecule weight173.19
  • Purity≥95%
  • MDL No.None

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

5-Aminopyridine-3-sulfonamide|CS-0139493

Structure of 62009-21-6

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General Information

  • CAS No. 62009-21-6
  • Cat. No. CS-0139493
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₇N₃O₂S
  • Molecular Weight 173.19
  • Synonym(s) 3-Pyridinesulfonamide,5-amino-(9CI)
  • SMILES O=S(C1=CC(N)=CN=C1)(N)=O

Description

5-Aminopyridine-3-sulfonamide features a dual functional group architecture combining a nucleophilic amine and a sulfonamide moiety, enabling versatile conjugation in medicinal chemistry. The electron-rich pyridine ring enhances reactivity in transition-metal-catalyzed couplings, while the sulfonamide imparts metabolic stability and hydrogen-bonding capacity. This scaffold serves as a key building block for kinase inhibitors and bioactive heterocycles.

Application

5-Aminopyridine-3-sulfonamide serves as a versatile building block in medicinal chemistry, enabling the construction of heterocyclic scaffolds through its dual amine and sulfonamide functionalities. The molecule exhibits good bench stability and facilitates diverse transformations, including coupling reactions and derivatization, owing to its well-defined reactivity and compatibility with standard synthetic protocols.

Synthesis

  • Route1
    • 5-Bromopyridine-3-sulfonamide|CS-0213088
      62009-33-0
    • ~62%
    • In-stock
      5-Aminopyridine-3-sulfonamide|CS-0139493
      62009-21-6

    References

    • Morisawa, Yasuhiro; Kataoka, Mitsuru; Nagahori, Hitoshi; Sakamoto, Toshiaki; Kitano, Noritoshi; et al. Journal of Medicinal Chemistry, 1980 , vol. 23, # 12 p. 1376 - 1380
  • Route2

    References

    • Sankyo Company Limited Patent: US4094982 A1, 1978 ;

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   99.07
  • LogP   -0.6888
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   1

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