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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
208-530-6
Beilstein/REAXYS Number:
2329
MDL number:
Assay:
99%
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
SMILES string
CN1[C@@H]2CC[C@H]1CC(=O)C2
assay
99%
bp
113 °C/25 mmHg (lit.)
Quality Level
mp
40-44 °C (lit.)
storage temp.
2-8°C
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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
WGK 1
flash_point_f
194.0 °F - closed cup
flash_point_c
90 °C - closed cup
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
涉药品监管产品
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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
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.
Enantioselective synthesis of unnatural (S)-(+)-cocaine.
J C Lee et al.
The Journal of organic chemistry, 65(15), 4773-4775 (2000-08-26)
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
Andrea Brock et al.
The Plant journal : for cell and molecular biology, 54(3), 388-401 (2008-01-29)
Tropane alkaloids typically occur in the Solanaceae and are also found in Cochlearia officinalis, a member of the Brassicaceae. Tropinone reductases are key enzymes of tropane alkaloid metabolism. Two different tropinone reductases form one stereoisomeric product each, either tropine for
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