T89605
Tropinone
99%
Synonym(s):
8-Methyl-8-azabicyclo[3.2.1]octan-3-one
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About This Item
Empirical Formula (Hill Notation):
C8H13NO
CAS Number:
Molecular Weight:
139.19
Beilstein/REAXYS Number:
2329
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Quality Level
assay
99%
bp
113 °C/25 mmHg (lit.)
mp
40-44 °C (lit.)
storage temp.
2-8°C
SMILES string
CN1[C@@H]2CC[C@H]1CC(=O)C2
InChI
1S/C8H13NO/c1-9-6-2-3-7(9)5-8(10)4-6/h6-7H,2-5H2,1H3/t6-,7+
InChI key
QQXLDOJGLXJCSE-KNVOCYPGSA-N
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Related Categories
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Inhalation - Acute Tox. 4 Oral
Storage Class
11 - Combustible Solids
wgk_germany
WGK 1
flash_point_f
194.0 °F - closed cup
flash_point_c
90 °C - closed cup
ppe
Eyeshields, Gloves, type N95 (US)
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Capturing enzyme structure prior to reaction initiation: tropinone reductase-II-substrate complexes.
Atsuko Yamashita et al.
Biochemistry, 42(19), 5566-5573 (2003-05-14)
To understand the catalytic mechanism of an enzyme, it is crucial to determine the crystallographic structures corresponding to the individual reaction steps. Here, we report two crystal structures of enzyme-substrate complexes prior to reaction initiation: tropinone reductase-II (TR-II)-NADPH and TR-II-NADPH-tropinone
Franklin A Davis et al.
Organic letters, 11(7), 1647-1650 (2009-03-13)
Sulfinimine-derived, enantiopure N-sulfinyl beta-amino ketone ketals on hydrolysis give dehydropyrrolidine ketones that on treatment with (Boc)(2)O/DMAP afford substituted tropinones in good yield.
E Leete
Planta medica, 56(4), 339-352 (1990-08-01)
Recent work on the biosynthesis of the tropane moiety of cocaine, hyoscamine, scopolamine, and related alkaloids is reviewed. Revision of the generally accepted biosynthetic pathway to these alkaloids is now proposed in the light of new discoveries. New information on
Enantioselective synthesis of unnatural (S)-(+)-cocaine.
J C Lee et al.
The Journal of organic chemistry, 65(15), 4773-4775 (2000-08-26)
Yvonne Scholl et al.
Phytochemistry, 62(3), 325-332 (2003-03-07)
Calystegines are nortropane alkaloids bearing between three and five hydroxyl groups in various positions. [15N]Tropinone was administered to root cultures of Calystegia sepium and the incorporation into calystegines was followed. Increase of label in calystegines was measured by one-dimensional 15N
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