423807
5-Hydroxy-2-adamantanone
98%
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About This Item
Empirical Formula (Hill Notation):
C10H14O2
CAS Number:
Molecular Weight:
166.22
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
98%
Form:
solid
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-
SMILES string
O[C@]12C[C@@H]3C[C@H](C1)C(=O)[C@@H](C3)C2
InChI key
TZBDEVBNMSLVKT-XYYXLIQBSA-N
assay
98%
form
solid
mp
>300 °C (lit.)
functional group
hydroxyl, ketone
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
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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Application of shift reagents in the study of disubstituted derivatives of adamantane by NMR spectroscopy.
Vodicka L, et al.
Collection of Czechoslovak Chemical Communications, 40(1), 293-299 (1975)
V M Man'ko et al.
Zhurnal mikrobiologii, epidemiologii, i immunobiologii, (9)(9), 66-67 (1991-09-01)
The study of Kemantan on functionally alternative humoral immunity regulator cells: T-helpers and antigen-specific T-suppressors, including their induction, accumulation and functioning, was studied. Kemantan in doses of 0.2-200 mg/kg, introduced to the donors of T-helpers 2 days before they were
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)
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
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