423807
5-Hydroxy-2-adamantanone
98%
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About This Item
Empirical Formula (Hill Notation):
C10H14O2
CAS Number:
Molecular Weight:
166.22
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Assay
98%
form
solid
mp
>300 °C (lit.)
functional group
hydroxyl
ketone
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
Regulatory Information
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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.
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.
N V Kossii et al.
Problemy tuberkuleza, (6)(6), 23-26 (1991-01-01)
Observation of 219 patients with pulmonary tuberculosis was made to study the effect of acute respiratory viral infection (ARVI) on the course of the disease. The affected were divided into 2 groups: 136 subjects who had ARVI and 83 persons
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
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