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MilliporeSigma

423807

Sigma-Aldrich

5-Hydroxy-2-adamantanone

98%

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About This Item

Fórmula empírica (notación de Hill):
C10H14O2
Número de CAS:
Peso molecular:
166.22
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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S S Boĭko et al.
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.
Furuya T, et al.
Journal of Molecular Catalysis. B, Enzymatic, 94, 111-118 (2013)
[The immunomodulator kemantan in the treatment of patients with exacerbated chronic obstructive bronchitis].
E M Rekalova
Likars'ka sprava, (4)(4), 73-76 (1992-04-01)
S S Boĭko et al.
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.
Jaroskova L, et al.
Tetrahedron Letters, 47(46), 8063-8067 (2006)

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