T89605
Tropinone
99%
Synonym(s):
8-Methyl-8-azabicyclo[3.2.1]octan-3-one
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All Photos(2)
About This Item
Empirical Formula (Hill Notation):
C8H13NO
CAS Number:
Molecular Weight:
139.19
Beilstein:
2329
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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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
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Inhalation - Acute Tox. 4 Oral
Storage Class Code
11 - Combustible Solids
WGK
WGK 1
Flash Point(F)
194.0 °F - closed cup
Flash Point(C)
90 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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
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
A Portsteffen et al.
Phytochemistry, 37(2), 391-400 (1994-09-01)
In tropane-alkaloid producing plants and root cultures, the reduction of tropinone is a branch-point in secondary metabolism. Two different reductases stereospecifically form the isomeric alcohols tropine (tropan-3 alpha-ol) and pseudotropine (tropan-3 beta-ol). We describe here the purification and characterization of
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