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CS-W001157 4
Total: USD 88.00

4-Aminocyclohexanecarboxylic acid

  • CAS No. 1776-53-0

  • Cat. No. CS-W016414
  • Molecule weight143.19
  • Purity≥95%
  • MDL No.MFCD00191601

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

4-Aminocyclohexanecarboxylic acid|CS-W016414

Structure of 1776-53-0

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General Information

  • CAS No. 1776-53-0
  • Cat. No. CS-W016414
  • Purity ≥95%
  • MDL No. MFCD00191601
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₃NO₂
  • Molecular Weight 143.19
  • Synonym(s) trans-4-Aminocyclohexanecarboxylic acid
  • SMILES O=C(C1CCC(N)CC1)O

Description

4-Aminocyclohexanecarboxylic acid features a cyclohexane ring bearing both amino and carboxylic acid functional groups in para orientation, enabling dual-site reactivity. This rigid, bench-stable scaffold integrates readily into bioactive molecule design, offering enhanced metabolic stability and conformational control in medicinal chemistry applications.

Application

4-Aminocyclohexanecarboxylic acid serves as a versatile building block in medicinal chemistry and peptide synthesis, offering a rigid, conformationally constrained scaffold with orthogonal functional groups. The amino and carboxylic acid moieties enable diverse derivatization—facilitating amide coupling, salt formation, or incorporation into heterocyclic systems—while maintaining stability under standard bench conditions. Its well-documented compatibility with common protecting group strategies and reactivity in standard coupling protocols makes it a practical choice for the construction of bioactive molecules and macrocyclic frameworks.

Synthesis

  • Route1
    • 4-Aminobenzoic acid Conivaptan Impurity|CS-0213989
      150-13-0
    • ~84%
    • In-stock
      4-Aminocyclohexanecarboxylic acid|CS-W016414
      1776-53-0

    References

    • Banfi, A.; Benedini, F.; Casanova, G.; Perego, R.; Toma, L. Synthetic Communications, 1989 , vol. 19, # 9-10 p. 1787 - 1800
  • Route2

    References

    • Chemische Berichte, , vol. 27, p. 2829 DE82441 ; Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 4, p. 1317
  • Route3
    • null|null
      7732-18-5
    • 4-Aminobenzoic acid Conivaptan Impurity|CS-0213989
      150-13-0
    • ~%
    • In-stock
      4-Aminocyclohexanecarboxylic acid|CS-W016414
      1776-53-0
    • null|null
      53555-68-3
    • In-stock
      Cyclohexanecarboxylic acid|CS-D1501
      98-89-5

    References

    • Chemische Berichte, , vol. 76, p. 1019,1023 Analytical Chemistry, , vol. 34, p. 437

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   0.5885
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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