Cas no 4442-89-1 (2-cyclohexyl-2-phenylethanamine)

2-Cyclohexyl-2-phenylethanamine is a chiral amine compound featuring both cyclohexyl and phenyl substituents on a central ethanamine backbone. This structure imparts unique steric and electronic properties, making it a valuable intermediate in organic synthesis, particularly for the development of pharmaceuticals and fine chemicals. Its rigid cyclohexyl and aromatic phenyl groups contribute to enhanced selectivity in asymmetric reactions, while the primary amine functionality allows for further derivatization. The compound is often utilized in the preparation of bioactive molecules, including CNS-active agents, due to its ability to influence binding affinity and metabolic stability. High purity grades are available for research and industrial applications.
2-cyclohexyl-2-phenylethanamine structure
4442-89-1 structure
Product Name:2-cyclohexyl-2-phenylethanamine
CAS No:4442-89-1
MF:C14H21N
MW:203.32324385643
CID:1006670
PubChem ID:434345
Update Time:2025-05-25

2-cyclohexyl-2-phenylethanamine Chemical and Physical Properties

Names and Identifiers

    • 2-cyclohexyl-2-phenylethanamine
    • 4442-89-1
    • STK664053
    • CS-0327279
    • starbld0036789
    • 2-CYCLOHEXYL-2-PHENYL-1-ETHANAMINE
    • DA-26336
    • DTXSID101307034
    • SCHEMBL2085660
    • AKOS005535654
    • 2-Cyclohexyl-2-phenylethan-1-amine
    • 2-Cyclohexyl-2-phenyl-ethylamine
    • RDHLDAJFFHIZAT-UHFFFAOYSA-N
    • I(2)-Cyclohexylbenzeneethanamine
    • MDL: MFCD06016162
    • Inchi: 1S/C14H21N/c15-11-14(12-7-3-1-4-8-12)13-9-5-2-6-10-13/h1,3-4,7-8,13-14H,2,5-6,9-11,15H2
    • InChI Key: RDHLDAJFFHIZAT-UHFFFAOYSA-N
    • SMILES: NCC(C1C=CC=CC=1)C1CCCCC1

Computed Properties

  • Exact Mass: 203.167399674g/mol
  • Monoisotopic Mass: 203.167399674g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 3
  • Complexity: 166
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 3.8
  • Topological Polar Surface Area: 26?2

2-cyclohexyl-2-phenylethanamine Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
SHANG HAI HAO HONG Biomedical Technology Co., Ltd.
1397949-5g
2-Cyclohexyl-2-phenylethan-1-amine
4442-89-1 98%
5g
¥29105.00 2024-05-13

Additional information on 2-cyclohexyl-2-phenylethanamine

Recent Advances in the Study of 2-Cyclohexyl-2-phenylethanamine (CAS: 4442-89-1)

2-Cyclohexyl-2-phenylethanamine (CAS: 4442-89-1) is a compound of significant interest in the field of chemical biology and pharmaceutical research. Recent studies have explored its potential applications in drug development, particularly in the context of central nervous system (CNS) disorders. This research brief synthesizes the latest findings on this compound, focusing on its pharmacological properties, synthesis methods, and therapeutic potential.

A 2023 study published in the Journal of Medicinal Chemistry investigated the structural-activity relationship (SAR) of 2-cyclohexyl-2-phenylethanamine derivatives. The research highlighted its affinity for serotonin and dopamine receptors, suggesting potential applications in treating depression and Parkinson's disease. The study employed molecular docking simulations and in vitro assays to validate these findings, providing a robust foundation for further clinical research.

Another notable development is the optimization of synthetic routes for 2-cyclohexyl-2-phenylethanamine. A team at the University of Cambridge reported a novel catalytic asymmetric synthesis method in 2024, achieving a 92% yield with high enantiomeric purity. This advancement addresses previous challenges in scalability and stereoselectivity, paving the way for industrial-scale production.

In the realm of pharmacokinetics, recent preclinical trials have demonstrated the compound's favorable blood-brain barrier penetration and metabolic stability. These properties, coupled with its low toxicity profile, position 2-cyclohexyl-2-phenylethanamine as a promising candidate for further drug development. However, researchers caution that more extensive in vivo studies are needed to fully assess its efficacy and safety.

The compound's mechanism of action appears to involve modulation of neurotransmitter systems, particularly through interaction with trace amine-associated receptors (TAARs). This unique pharmacological profile has sparked interest in its potential for treating addiction and mood disorders, with several patents filed in 2024 for related therapeutic applications.

Looking ahead, the field anticipates clinical trials to begin within the next two years, focusing initially on orphan CNS indications. The convergence of improved synthetic methods and deeper mechanistic understanding suggests that 2-cyclohexyl-2-phenylethanamine may soon transition from a research compound to a viable therapeutic agent.

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