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CS-W001157 4
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N-Benzylcyclohexanamine

  • CAS No. 4383-25-9

  • Cat. No. CS-0156269
  • Molecule weight189.30
  • Purity≥98%
  • MDL No.MFCD00465456

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

N-Benzylcyclohexanamine|CS-0156269

Structure of 4383-25-9

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General Information

  • CAS No. 4383-25-9
  • Cat. No. CS-0156269
  • Purity ≥98%
  • MDL No. MFCD00465456
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₉N
  • Molecular Weight 189.30
  • Synonym(s) N-BENZYLCYCLOHEXYLAMINE
  • SMILES C1=CC=C(C=C1)CNC2CCCCC2

Description

N-Benzylcyclohexanamine features a cyclohexane ring appended with a benzylamino group, delivering enhanced lipophilicity and metabolic stability. This structural motif enables efficient membrane penetration and serves as a key scaffold in bioactive molecule design, particularly within CNS-targeted pharmaceuticals and chemical probes.

Application

N-Benzylcyclohexanamine serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive scaffolds through standard amine functionalization and coupling reactions. Its cyclohexyl core provides conformational rigidity, while the benzyl group offers enhanced lipophilicity and metabolic stability. The secondary amine functionality facilitates straightforward derivatization, including reductive amination and amide formation, and the compound exhibits excellent bench stability and ease of purification.

Synthesis

  • Route1
    • null|null
      108-91-8
    • null|null
      100-52-7
    • ~99%
    • In-stock
      N-Benzylcyclohexanamine|CS-0156269
      4383-25-9

    References

    • Ross, Nathan T.; Deane, Rashid; Perry, Sheldon; Miller, Benjamin L. Tetrahedron, 2013 , vol. 69, # 36 p. 7653 - 7658
  • Route2
    • null|null
      108-94-1
    • null|null
      100-46-9
    • ~95%
    • In-stock
      N-Benzylcyclohexanamine|CS-0156269
      4383-25-9

    References

    • Kanto Kagaku Kabushiki Kaisha Patent: US2010/234596 A1, 2010 ; Location in patent: Page/Page column 12 ;
  • Route3
    • null|null
      2211-66-7
    • ~95%
    • In-stock
      N-Benzylcyclohexanamine|CS-0156269
      4383-25-9

    References

    • Imamoto, Tsuneo; Mita, Takeshi; Yokoyama, Masataka Journal of the Chemical Society, Chemical Communications, 1984 , # 3 p. 163 - 164

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   12.03
  • LogP   3.1089
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   3

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