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CS-W001157 4
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3-Aminoadamantane-1-carboxylic acid hydrochloride

  • CAS No. 6240-01-3

  • Cat. No. CS-0034704
  • Purity≥97%
  • MDL No.MFCD01825827

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

3-Aminoadamantane-1-carboxylic acid hydrochloride|CS-0034704

Structure of 6240-01-3

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General Information

  • CAS No. 6240-01-3
  • Cat. No. CS-0034704
  • Purity ≥97%
  • MDL No. MFCD01825827
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₈ClNO₂
  • Molecular Weight 231.72
  • Synonym(s) IFLAB-BB F0035-0250
  • SMILES OC([C@]12C[C@H]3C[C@](C2)(N)C[C@@H](C1)C3)=O.Cl

Description

3-Aminoadamantane-1-carboxylic acid hydrochloride features a rigid, polycyclic adamantane core bearing both amino and carboxylic acid functionalities. This combination enables strong hydrogen bonding and charge stabilization, enhancing solubility in polar solvents while maintaining thermal and chemical robustness under standard reaction conditions.

Application

3-Aminoadamantane-1-carboxylic acid hydrochloride serves as a rigid, functionalized adamantane scaffold for medicinal chemistry and materials science applications. The amine and carboxylic acid groups enable straightforward conjugation and derivatization, while the hydrochloride salt enhances solubility and stability in aqueous and protic media. Its robust bicyclic framework provides metabolic stability and favorable physicochemical properties, facilitating use in peptide coupling, heterocycle synthesis, and structure-activity studies.

Synthesis

  • Route1
    • 3-Acetylamino-adamantane-1-carboxylic acid|CS-0071589
      6240-00-2
    • ~80%
    • In-stock
      3-Aminoadamantane-1-carboxylic acid hydrochloride|CS-0034704
      6240-01-3

    References

    • H. LUNDBECK A/S Patent: US2010/22546 A1, 2010 ; Location in patent: Page/Page column 11 ;
  • Route2
    • 3-Acetylamino-adamantane-1-carboxylic acid|CS-0071589
      6240-00-2
    • ~86%
    • 3-Chloroadamantane-1-carboxylic acid|CS-W014916
      34859-74-0
    • In-stock
      3-Aminoadamantane-1-carboxylic acid hydrochloride|CS-0034704
      6240-01-3

    References

    • Journal of Organic Chemistry USSR (English Translation), , vol. 16, # 7 p. 1231 - 1232 Zhurnal Organicheskoi Khimii, , vol. 16, # 7 p. 1433 - 1435
  • Route3

    References

    • Journal of Organic Chemistry USSR (English Translation), , vol. 16, # 7 p. 1231 - 1232 Zhurnal Organicheskoi Khimii, , vol. 16, # 7 p. 1433 - 1435

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   63.32
  • LogP   1.7905
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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