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Assay
98%
form
solid
mp
>300 °C (lit.)
SMILES string
O[C@]12C[C@@H]3C[C@H](C1)C(=O)[C@@H](C3)C2
InChI
1S/C10H14O2/c11-9-7-1-6-2-8(9)5-10(12,3-6)4-7/h6-8,12H,1-5H2/t6-,7-,8+,10-
InChI key
TZBDEVBNMSLVKT-XYYXLIQBSA-N
General description
5-Hydroxy-2-adamantanone is a disubstituted derivative of adamantane. The biocatalyzed synthesis of 5-hydroxy-2-adamantanone from 2-adamantanone has been investigated.
Application
5-Hydroxy-2-adamantanone may be used in the following studies:
- As a model compound to investigate the application of lanthanide NMR shift reagents for the analysis of disubstituted derivative of adamantane.
- As a starting material for the synthesis of E-2-amino-5-hydroxyadamantane.
- As a starting material for the synthesis of 4-(triphenylsilyloxy)adamantan-1-ol.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
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Eksperimental'naia i klinicheskaia farmakologiia, 57(6), 48-50 (1994-11-01)
The pharmacokinetics of the new immunostimulant kemantane, adamantane derivative, used in two species of animals (rats and rabbits) and man was studied. There were significant differences in the pharmacokinetics of kemantane and its active metabolite--adamantane-1,4-diol between the species.
Biocatalytic production of 5-hydroxy-2-adamantanone by P450cam coupled with NADH regeneration.
Journal of Molecular Catalysis. B, Enzymatic, 94, 111-118 (2013)
[The immunomodulator kemantan in the treatment of patients with exacerbated chronic obstructive bronchitis].
Likars'ka sprava, (4)(4), 73-76 (1992-04-01)
Farmakologiia i toksikologiia, 54(1), 57-59 (1991-01-01)
The pharmacokinetics of a new Soviet-made immunostimulant kemantane, a derivative of adamantine, was studied by gas-liquid chromatography in patients with bronchial pathology. It was found that in the blood of the patients kemantane was not practically detected due to a
An expeditious preparation of E-2-amino-5-hydroxyadamantane and its Z-isomer.
Tetrahedron Letters, 47(46), 8063-8067 (2006)
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