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CS-W001157 4
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(1H-Imidazol-5-yl)methanamine hydrochloride

  • CAS No. 66247-84-5

  • Cat. No. CS-W019760
  • Purity≥97%
  • MDL No.MFCD13176517

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

(1H-Imidazol-5-yl)methanamine hydrochloride|CS-W019760

Structure of 66247-84-5

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General Information

  • CAS No. 66247-84-5
  • Cat. No. CS-W019760
  • Purity ≥97%
  • MDL No. MFCD13176517
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₈ClN₃
  • Molecular Weight 133.58
  • Synonym(s) (1H-Imidazol-4-yl)methanamine hydrochloride
  • SMILES NCC1=CN=CN1.[H]Cl

Description

This imidazolylmethanamine hydrochloride features a reactive primary amine tethered to an electron-rich imidazole ring, enabling straightforward conjugation in bioconjugation and medicinal chemistry. The salt form enhances solubility and handling under standard conditions.

Application

(1H-Imidazol-5-yl)methanamine hydrochloride serves as a versatile building block for heterocyclic synthesis, enabling efficient access to imidazole-containing scaffolds prevalent in medicinal chemistry. The amine functionality facilitates straightforward derivatization via alkylation, acylation, and coupling reactions, while the hydrochloride salt ensures excellent bench stability and ease of handling. Its functional group tolerance supports integration into multi-step syntheses, particularly for kinase inhibitors and bioactive small molecules.

Synthesis

  • Route1

    References

    • Dahmann, Georg; Gerlach, Kai; Pfau, Roland; Priepke, Henning; Wienen, Wolfgang; Schuler-Metz, Annette; Nar, Herbert Patent: US2008/51578 A1, 2008 ; Location in patent: Page/Page column 34 ;
  • Route2
    • null|null
      1225653-08-6
    • ~28%
    • In-stock
      (1H-Imidazol-5-yl)methanamine hydrochloride|CS-W019760
      66247-84-5

    References

    • GALDERMA RESEARCH andamp; DEVELOPMENT; BOUIX-PETER, Claire; SUZUKI, Itaru; PELISSON, Isabelle; COLLETTE, Pascal; TABET, Samuel; LAFITTE, Guillaume Patent: WO2010/52255 A1, 2010 ; Location in patent: Page/Page column 68 ; WO 2010/052255 A1
  • Route3
    • null|null
      191104-34-4
    • ~94%
    • In-stock
      (1H-Imidazol-5-yl)methanamine hydrochloride|CS-W019760
      66247-84-5

    References

    • Sugiyama, Toru; Ohno, Masaji; Shibasaki, Masakatsu; Otsuka, Masami; Sugiura, Yukio; et al. Heterocycles, 1994 , vol. 37, # 1 p. 275 - 282

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

Quality Control

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Computational Chemistry Data

  • TPSA   54.7
  • LogP   0.2902
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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