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T89605

Sigma-Aldrich

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:
532-24-1
Molecular Weight:
139.19
Beilstein:
2329
EC Number:
208-530-6
MDL number:
MFCD00005549
UNSPSC Code:
12352100
PubChem Substance ID:
24900577
NACRES:
NA.22

Quality Level

100

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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Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302 + H332

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

Certificates of Analysis (COA)

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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)
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.
Roger L Papke et al.
Neuroscience letters, 378(3), 140-144 (2005-03-23)
The alpha7 nicotinic acetylcholine receptor (nAChR)-selective partial agonist tropisetron is a conjugate of an indole and a tropane group. We tested compounds structurally related to either the indole or tropane domains of tropisetron on oocytes expressing human alpha7. alpha4beta2, or
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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