20098-14-0
Chemical Structure
Idramantone
Synonym(s): Kemantane; 5-Hydroxy-2-adamantanone
- CAS No.: 20098-14-0
- Formula:C10H14O2
- Molecular Weight:166.22
IUPAC Name: 5-hydroxyadamantan-2-one
InChIKey: TZBDEVBNMSLVKT-UHFFFAOYSA-N
SMILES: O=C1C(C2)CC3CC2(O)CC1C3
Biological Activity: Idramantone (Kemantane, 5-Hydroxy-2-adamantanone) is an adamantane-based immunomodulator. Idramantone increases the activity of T helper cells by 1.5 to 2-fold, but exerts no significant effect on the functional activity, induction or accumulation of antigen-specific T suppressor cells. Idramantone serves as a key intermediate for the synthesis of various adamantane derivatives, and can be produced via the regioselective oxidation of 2-adamantanone catalyzed by P450cam monooxygenase, a process that relies on an NADH regeneration system to provide reducing equivalents. Idramantone can be used in studies related to immunomodulation[1][2][3][4].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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Idramantone | 98.0% | Idramantone (Kemantane, 5-Hydroxy-2-adamantanone) is an adamantane-based immunomodulator. Idramantone increases the activity of T helper cells by 1.5 to 2-fold, but exerts no significant effect on the functional activity, induction or accumulation of antigen-specific T suppressor cells. Idramantone serves as a key intermediate for the synthesis of various adamantane derivatives, and can be produced via the regioselective oxidation of 2-adamantanone catalyzed by P450cam monooxygenase, a process that relies on an NADH regeneration system to provide reducing equivalents. Idramantone can be used in studies related to immunomodulation. | ||||||||||||||||||||
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References
- [1]. Boiko S S, et al. Pharmacokinetics of kemantane in rats[J]. Bulletin of Experimental Biology and Medicine, 1990, 110(5): 1519-1521.
- [2]. Furuya T, et al. Biocatalytic production of 5-hydroxy-2-adamantanone by P450cam coupled with NADH regeneration[J]. Journal of Molecular Catalysis B: Enzymatic, 2013, 94: 111-118.
- [3]. Helal MH, et al. Recent advances in adamantane-linked heterocycles: synthesis and biological activity. Molecular diversity. 2026 Jun;30(3):3471-3519.
- [4]. Man'ko VM, Pinegin BV, Rudneva TB, Zavgorodniĭ SG, Blagonravova OL, Gadzhiev RI, Artsimovich NG. Vliianie kemantana na T-khelpery i T-supressory [The effect of kemantane on T-helpers and T-suppressors]. Zh Mikrobiol Epidemiol Immunobiol. 1991 Sep;(9):66-7. Russian. PMID: 1836926.