A byproduct in the synthesis of atropine
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Product Type

α-Hydroxymethyl Atropine

Item No. 24266

Technical Information
Formal Name
2-(hydroxymethyl)-2-phenylhydracylate (ester), 1αH,5αH-tropan-3α-ol
CAS Number
2515-36-8
Molecular Formula
C18H25NO4
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 2 mg/mlDMSO: 10 mg/mlEthanol: 16 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
206 nm
SMILES
O=C(C(CO)(CO)C1=CC=CC=C1)O[C@H]2C[C@H]3CC[C@H](N3C)C2
InChi Code
InChI=1S/C18H25NO4/c1-19-14-7-8-15(19)10-16(9-14)23-17(22)18(11-20,12-21)13-5-3-2-4-6-13/h2-6,14-16,20-21H,7-12H2,1H3/t14-,15+,16+
InChi Key
ICTCLIOSQZBOFS-ZSHCYNCHSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    α-Hydroxymethyl atropine is a byproduct in the synthesis of atropine.1 It reduces acetylcholine-induced contractile activity of isolated rat intestine when used at a concentration of 0.025 ng/ml.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Dai, C., Snead, D.R., Zhang, P., et alContinuous-flow synthesis and purification of atropine with sequential in-line separations of structurally similar impurities. J. Flow Chem. 5(3), 133-138 (2015).

    2. Scarselli, V., Cignarella, G., and Maffii, G. Structural changes and anticholinergic activity in a class of trophic and α-methyltrophic acid derivatives. J. Med. Chem. 7, 237-238 (1964).