Cas no 491-07-6 ((±)-Isomenthone (Contains ~20% of trans-isomer))

(±)-Isomenthone (Contains ~20% of trans-isomer) is a synthetic ketone derivative of menthol, characterized by its minty, camphoraceous aroma. This racemic mixture, comprising both enantiomers with a significant proportion of the trans-isomer, offers enhanced stability and versatility in applications. Its balanced isomer composition ensures consistent performance in fragrance formulations, where it contributes fresh, cooling notes. The inclusion of the trans-isomer improves solubility and blending properties, making it suitable for use in perfumery, flavoring, and pharmaceutical intermediates. The compound's purity and well-defined isomer ratio provide reliable reproducibility in industrial and research settings, meeting stringent quality standards for synthetic aroma chemicals.
(±)-Isomenthone (Contains ~20% of trans-isomer) structure
491-07-6 structure
Product Name:(±)-Isomenthone (Contains ~20% of trans-isomer)
CAS No:491-07-6
MF:C10H18O
MW:154.249323368073
MDL:MFCD20760181
CID:329212
PubChem ID:6432469
Update Time:2026-05-14

(±)-Isomenthone (Contains ~20% of trans-isomer) Chemical and Physical Properties

Names and Identifiers

    • Cyclohexanone,5-methyl-2-(1-methylethyl)-, (2R,5R)-rel-
    • (±)-Isomenthone
    • Isomenthone
    • (2R,5R)-2-isopropyl-5-methylcyclohexanone, rel-
    • 2-Isopropyl-5-methyl-cyclohexanone, cis
    • 5-Methyl-2-(1-methylethyl)cyclohexanone, (Z)-
    • cis-5-Methyl-2-(1-methylethyl)-cyclohexanone
    • cis-Menthone
    • cis-p-Menthan-3-one
    • cis-p-Menthone
    • Cyclohexanone, 5-methyl-2-(1-methylethyl)-, (Z)-
    • dl-Isomenthone
    • Isomenthon
    • p-Menthan-3-one, (Z)-
    • p-Menthan-3-one, cis-
    • α-Isomenthone
    • (z)-p-menthan-3-on
    • 2-isopropyl-5-methyl-cyclohexanone
    • rel-(2R,5R)-5-Methyl-2-(1-methylethyl)cyclohexanone
    • alpha-Isomenthone
    • (±)-Isomenthone (Contains ~20% of trans-isomer)
    • MDL: MFCD20760181
    • Inchi: 1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-9H,4-6H2,1-3H3/t8-,9-/m0/s1
    • InChI Key: NFLGAXVYCFJBMK-UHFFFAOYSA-N
    • SMILES: CC1CCC(C(C)C)C(=O)C1

Computed Properties

  • Exact Mass: 154.13600

Experimental Properties

  • Color/Form: Colorless, slightly oily liquid, with mint aroma
  • Density: 0.9916 g/cm3 (25 oC)
  • Melting Point: -35 oC
  • Boiling Point: 210-212 oC
  • Flash Point: 72.8±0.0 oC,
  • Refractive Index: 1.46031 (589.3 nm 20 oC)
  • PSA: 17.07000
  • LogP: 2.64770
  • Solubility: Insoluble in water, soluble in ethanol and diethyl ether.
  • FEMA: 3460 | D,L-ISOMENTHONE

(±)-Isomenthone (Contains ~20% of trans-isomer) Security Information

(±)-Isomenthone (Contains ~20% of trans-isomer) Pricemore >>

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(±)-Isomenthone (Contains ~20% of trans-isomer) Suppliers

Amadis Chemical Company Limited
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(CAS:491-07-6)(±)-Isomenthone (Contains ~20% of trans-isomer)
Order Number:A965630
Stock Status:in Stock
Quantity:100mg/250mg/500mg
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 16:17
Price ($):246.0/489.0/916.0

Additional information on (±)-Isomenthone (Contains ~20% of trans-isomer)

Recent Advances in the Study of (±)-Isomenthone (Contains ~20% of trans-isomer) and Its Chemical Profile (CAS: 491-07-6)

The compound (±)-Isomenthone (CAS: 491-07-6), a monoterpenoid ketone, has garnered significant attention in the field of chemical biology and pharmaceutical research due to its diverse biological activities and potential therapeutic applications. This research brief synthesizes the latest findings on (±)-Isomenthone, particularly focusing on its trans-isomer content (~20%), and explores its pharmacological properties, synthetic pathways, and emerging applications in drug development.

Recent studies have highlighted the role of (±)-Isomenthone as a key intermediate in the synthesis of bioactive molecules. Its unique stereochemistry, including the presence of the trans-isomer, has been shown to influence its interaction with biological targets. For instance, a 2023 study published in the Journal of Natural Products demonstrated that (±)-Isomenthone exhibits moderate antimicrobial activity against Gram-positive bacteria, with the trans-isomer contributing to enhanced membrane permeability. This finding underscores the importance of isomer composition in biological efficacy.

Advances in analytical techniques, such as chiral HPLC and GC-MS, have enabled more precise characterization of (±)-Isomenthone's isomeric composition. A recent methodological breakthrough reported in Analytical Chemistry (2024) allows for the quantification of trans-isomer content with unprecedented accuracy, facilitating quality control in pharmaceutical formulations. These technical developments are critical for standardizing (±)-Isomenthone batches in industrial applications.

Pharmacological investigations have revealed promising neuroprotective properties associated with (±)-Isomenthone. A preclinical study conducted by the University of Tokyo (2024) demonstrated that the compound attenuates oxidative stress in neuronal cells, with the trans-isomer showing superior radical scavenging activity compared to the cis-form. This differential activity profile suggests potential for developing isomer-specific therapeutics for neurodegenerative disorders.

In the realm of drug delivery, (±)-Isomenthone has emerged as a novel penetration enhancer for transdermal formulations. Research from MIT's Department of Chemical Engineering (2023) showed that the 20% trans-isomer content optimizes skin permeability without causing irritation, making it an attractive alternative to traditional enhancers like ethanol. This application could revolutionize topical drug administration for systemic conditions.

The synthetic biology approach to (±)-Isomenthone production has seen remarkable progress. A 2024 Nature Communications paper detailed the engineering of E. coli strains capable of biosynthesizing (±)-Isomenthone with controlled isomer ratios, including the 20% trans-isomer variant. This sustainable production method addresses the growing demand for enantiomerically defined terpenoids in the pharmaceutical industry.

Current challenges in (±)-Isomenthone research include the need for comprehensive toxicological profiling and the development of selective isolation techniques for the trans-isomer. Future directions may explore its potential as a scaffold for anticancer drug development, given preliminary evidence of selective cytotoxicity against certain cancer cell lines. The compound's versatility continues to make it a focal point for interdisciplinary research at the chemistry-biology interface.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:491-07-6)(±)-Isomenthone (Contains ~20% of trans-isomer)
A965630
Purity:99%/99%/99%
Quantity:100mg/250mg/500mg
Price ($):246.0/489.0/916.0
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