A tropane
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Tropinone

Item No. 34287

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
8-methyl-8-azabicyclo[3.2.1]octan-3-one
CAS Number
532-24-1
Synonyms
  • NSC 118012
  • Tropanone
Molecular Formula
C8H13NO
Formula Weight
139.2
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
O=C1CC2N(C(CC2)C1)C
InChi Code
InChI=1S/C8H13NO/c1-9-6-2-3-7(9)5-8(10)4-6/h6-7H,2-5H2,1H3
InChi Key
QQXLDOJGLXJCSE-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    5 g

    $41

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    10 g

    $72

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    25 g

    $157

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    50 g

    $293

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    Product Description

    Tropinone is a polyketide synthase-derived tropane that has been found in A. belladonna.1,2,3 It is a central intermediate in the biosynthesis of various tropane alkaloids, including (–)-hyoscyamine, (+)-hyoscyamine, scopolamine, atropine (Item No. 12008), and cocaine.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bedewitz, M.A., Jones, A.D., D'Auria, J.C., et al. Tropinone synthesis via an atypical polyketide synthase and P450-mediated cyclization. Nat. Commun. 9(1), 5281 (2018).

    2. Piechowska, K., Mizerska-Kowalska, M., Zdzisińska, B., et al. Tropinone-derived alkaloids as potent anticancer agents: Synthesis, tyrosinase inhibition, mechanism of action, DFT calculation, and molecular docking studies. Int. J. Mol. Sci. 21(23), 9050 (2020).

    3. Majewski, M., and Lazny, R. Synthesis of tropane alkaloids via enantioselective deprotonation of tropinone. The Journal of Organic Chemistry 60(18), 5825–5830 (1995).