Cas no 1565-76-0 (Cyclohexane, 2-methoxy-4-methyl-1-(1-methylethyl)-, (1S,2R,4R)-)

Cyclohexane, 2-methoxy-4-methyl-1-(1-methylethyl)-, (1S,2R,4R)- structure
1565-76-0 structure
Product Name:Cyclohexane, 2-methoxy-4-methyl-1-(1-methylethyl)-, (1S,2R,4R)-
CAS No:1565-76-0
MF:C11H22O
MW:170.291783809662
MDL:MFCD32206382
CID:157117
Update Time:2025-11-02

Cyclohexane, 2-methoxy-4-methyl-1-(1-methylethyl)-, (1S,2R,4R)- Chemical and Physical Properties

Names and Identifiers

    • Cyclohexane,2-methoxy-4-methyl-1-(1-methylethyl)-, (1S,2R,4R)-
    • [1R-(1alpha,2beta,5alpha)]-1-(isopropyl)-2-methoxy-4-methylcyclohexane
    • 1-Isopropyl-2-methoxy-4-methylcyclohexane
    • (1R-(1alpha,2beta,5alpha))-1-(Isopropyl)-2-methoxy-4-methylcyclohexane
    • 2-methoxy-4-methyl-1-(propan-2-yl)cyclohexane
    • Cyclohexane, 2-methoxy-4-methyl-1-(1-methylethyl)-, (1S,2R,4R)-
    • 89677W03FF
    • Menthyl methyl ether, (-)-
    • NSC21191
    • NSC22261
    • (1R,3R,4S)-3-Methoxy-p-menthane
    • (1S,2R,4R)-2-methoxy-4-methyl-1-propan-2-ylcyclohexane
    • (1s,2r,4r)-2-methoxy-4-methyl-1-(propan-2-yl)cyclohexane
    • MDL: MFCD32206382
    • Inchi: 1S/C11H22O/c1-8(2)10-6-5-9(3)7-11(10)12-4/h8-11H,5-7H2,1-4H3
    • InChI Key: JDGJLPHFRJNJMN-UHFFFAOYSA-N
    • SMILES: COC1C(C(C)C)CCC(C)C1

Computed Properties

  • Exact Mass: 170.16716
  • Monoisotopic Mass: 170.167
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 131
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 3
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 9.2

Experimental Properties

  • Density: 0.84
  • Boiling Point: 191.5°Cat760mmHg
  • Flash Point: 61.4°C
  • Refractive Index: 1.437
  • PSA: 9.23
  • FEMA: 4054 | L-MENTHYL METHYLETHER

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Additional information on Cyclohexane, 2-methoxy-4-methyl-1-(1-methylethyl)-, (1S,2R,4R)-

Research Brief on Cyclohexane, 2-methoxy-4-methyl-1-(1-methylethyl)-, (1S,2R,4R)- (CAS: 1565-76-0) in Chemical Biology and Pharmaceutical Applications

The compound Cyclohexane, 2-methoxy-4-methyl-1-(1-methylethyl)-, (1S,2R,4R)- (CAS: 1565-76-0) has recently garnered significant attention in chemical biology and pharmaceutical research due to its unique structural properties and potential therapeutic applications. This research brief synthesizes the latest findings on this compound, focusing on its synthesis, biological activity, and implications for drug development.

Recent studies have highlighted the stereospecific nature of this cyclohexane derivative, with the (1S,2R,4R)- configuration playing a critical role in its biological interactions. Researchers have employed advanced spectroscopic techniques, including NMR and X-ray crystallography, to elucidate its three-dimensional structure and conformational dynamics. These structural insights are crucial for understanding its mechanism of action at the molecular level.

In pharmacological investigations, this compound has demonstrated promising activity as a modulator of specific enzymatic pathways. A 2023 study published in the Journal of Medicinal Chemistry reported its inhibitory effects on cytochrome P450 enzymes, suggesting potential applications in drug metabolism regulation. The methoxy and isopropyl substituents appear to contribute significantly to its binding affinity and selectivity towards biological targets.

The synthetic routes to this compound have been optimized in recent years, with particular emphasis on green chemistry approaches. A novel catalytic asymmetric synthesis method developed in 2024 achieved excellent enantioselectivity (>99% ee) and improved yield compared to traditional methods. These advancements in synthesis are critical for enabling further biological evaluation and potential scale-up for pharmaceutical applications.

Computational studies have complemented experimental work, with molecular docking simulations revealing potential binding modes with various protein targets. These in silico predictions have guided subsequent wet-lab experiments, demonstrating the compound's potential as a scaffold for developing novel therapeutic agents. Particularly interesting is its predicted interaction with G-protein coupled receptors, which could open new avenues for neurological drug development.

While preclinical data are encouraging, further research is needed to fully characterize the compound's pharmacokinetic profile and toxicological properties. Current investigations are focusing on structure-activity relationship studies to optimize its biological activity while minimizing potential off-target effects. The unique combination of structural features in this molecule continues to make it a valuable subject for interdisciplinary research at the chemistry-biology interface.

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