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T89605

Tropinone

Name: Tropinone
Brand: ALDRICH

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

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

Chemical Building Blocks

Organic Building Blocks

Pictograms

GHS07

Signal Word

Warning

Hazard Statements

H302 + H332

Precautionary Statements

P261 - P264 - P270 - P271 - P301 + P312 - P304 + P340 + P312

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)

Recent developments in the biosynthesis of the tropane alkaloids.

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

Asymmetric synthesis of substituted tropinones using the intramolecular mannich cyclization reaction and acyclic N-sulfinyl beta-amino ketone ketals.

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.

Molecular dissection of tropisetron, an alpha7 nicotinic acetylcholine receptor-selective partial agonist.

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

Biosynthesis of calystegines: 15N NMR and kinetics of formation in root cultures of Calystegia sepium.

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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