Cas no 62519-41-9 (2-methoxycyclohexane-1-carbaldehyde)

2-Methoxycyclohexane-1-carbaldehyde is a versatile cyclic aldehyde featuring a methoxy substituent at the 2-position of the cyclohexane ring. This compound is of interest in organic synthesis due to its reactive aldehyde group, which facilitates further functionalization, such as condensation or reduction reactions. The methoxy group enhances solubility in polar organic solvents and may influence stereochemical outcomes in synthetic pathways. Its structural framework makes it a valuable intermediate for pharmaceuticals, agrochemicals, and fine chemicals. The cyclohexane backbone provides stability, while the aldehyde functionality offers reactivity for constructing complex molecular architectures. Suitable for controlled reactions, this compound is handled under standard laboratory conditions with appropriate precautions.
2-methoxycyclohexane-1-carbaldehyde structure
62519-41-9 structure
Product Name:2-methoxycyclohexane-1-carbaldehyde
CAS No:62519-41-9
MF:C8H14O2
MW:142.195562839508
MDL:MFCD24679790
CID:441790
PubChem ID:53655044
Update Time:2025-08-03

2-methoxycyclohexane-1-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • Cyclohexanecarboxaldehyde, 2-methoxy-
    • 2-methoxycyclohexane-1-carbaldehyde
    • EN300-317603
    • 62519-41-9
    • SCHEMBL910713
    • MDL: MFCD24679790
    • Inchi: 1S/C8H14O2/c1-10-8-5-3-2-4-7(8)6-9/h6-8H,2-5H2,1H3
    • InChI Key: IHSRLLUTDXQOGD-UHFFFAOYSA-N
    • SMILES: O(C)C1CCCCC1C=O

Computed Properties

  • Exact Mass: 142.09942
  • Monoisotopic Mass: 142.099379685g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 2
  • Complexity: 112
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 2
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1
  • Topological Polar Surface Area: 26.3?2

Experimental Properties

  • PSA: 26.3

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Additional information on 2-methoxycyclohexane-1-carbaldehyde

Research Brief on 2-Methoxycyclohexane-1-carbaldehyde (CAS: 62519-41-9): Recent Advances and Applications in Chemical Biology and Pharmaceutical Sciences

2-Methoxycyclohexane-1-carbaldehyde (CAS: 62519-41-9) is a chiral aldehyde derivative that has garnered significant attention in recent years due to its versatile applications in chemical biology and pharmaceutical research. This compound serves as a key intermediate in the synthesis of various bioactive molecules, including natural products and drug candidates. Recent studies have explored its potential in asymmetric synthesis, medicinal chemistry, and drug discovery, highlighting its importance in the development of novel therapeutic agents.

One of the most notable advancements in the use of 2-methoxycyclohexane-1-carbaldehyde is its role in the synthesis of complex natural products. A 2023 study published in the Journal of Organic Chemistry demonstrated its utility as a building block for the total synthesis of terpenoid derivatives, which exhibit potent anti-inflammatory and anticancer activities. The researchers employed a stereoselective aldol reaction to construct the core structure of the target molecules, showcasing the compound's ability to facilitate the formation of chiral centers with high enantiomeric purity.

In the realm of medicinal chemistry, 2-methoxycyclohexane-1-carbaldehyde has been investigated as a precursor for the development of novel antimicrobial agents. A recent study in Bioorganic & Medicinal Chemistry Letters (2024) reported the synthesis of a series of Schiff base derivatives using this aldehyde, which exhibited promising activity against multidrug-resistant bacterial strains. The study highlighted the compound's ability to enhance the lipophilicity and bioavailability of the resulting derivatives, making them attractive candidates for further preclinical evaluation.

Furthermore, the compound's potential in drug discovery has been underscored by its use in the development of enzyme inhibitors. A 2023 study in ACS Chemical Biology explored its incorporation into small-molecule inhibitors of histone deacetylases (HDACs), a class of enzymes implicated in cancer and neurodegenerative diseases. The researchers found that the methoxycyclohexane moiety contributed to improved binding affinity and selectivity, paving the way for the design of next-generation HDAC inhibitors.

Recent advancements in synthetic methodologies have also expanded the utility of 2-methoxycyclohexane-1-carbaldehyde. A 2024 publication in Advanced Synthesis & Catalysis described a novel asymmetric hydrogenation protocol for the efficient production of enantiomerically pure derivatives of this compound. This method offers a scalable and environmentally friendly approach to accessing chiral building blocks for pharmaceutical applications.

In conclusion, 2-methoxycyclohexane-1-carbaldehyde (CAS: 62519-41-9) continues to play a pivotal role in chemical biology and pharmaceutical research. Its applications in natural product synthesis, antimicrobial development, and enzyme inhibitor design underscore its versatility and importance in the field. Future research is expected to further explore its potential in drug discovery and development, particularly in addressing unmet medical needs.

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