An active metabolite of tolterodine and fesoterodine
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5-hydroxymethyl Tolterodine (formate)

Item No. 27833

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
formic acid, compd. with 3-[(1R)-3-[bis(1-methylethyl)amino]-1-phenylpropyl]-4-hydroxybenzenemethanol
CAS Number
380636-49-7
Synonyms
  • 5-HMT
  • Desfesoterodine
  • PNU 200577
Molecular Formula
C22H31NO2 • CH2O2
Formula Weight
387.5
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: solubleMethanol: soluble
SMILES
OC1=C([C@@H](C2=CC=CC=C2)CCN(C(C)C)C(C)C)C=C(CO)C=C1.OC=O
InChi Code
InChI=1S/C22H31NO2.CH2O2/c1-16(2)23(17(3)4)13-12-20(19-8-6-5-7-9-19)21-14-18(15-24)10-11-22(21)25;2-1-3/h5-11,14,16-17,20,24-25H,12-13,15H2,1-4H3;1H,(H,2,3)/t20-;/m1./s1
InChi Key
YXSFRJSZLSBBRR-VEIFNGETSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    5-hydroxymethyl Tolterodine is an active metabolite of the muscarinic acetylcholine receptor antagonists tolterodine (Item No. 15027) and fesoterodine (Item No. 23777).1 It is formed from tolterodine by the cytochrome P450 (CYP) isoform CYP2D6 and from fesoterodine by plasma esterases.2,1 5-hydroxymethyl Tolterodine inhibits M1-5 muscarinic receptors with Ki values of 2.3, 2, 2.5, 2.8, and 2.9 nM, respectively, for the human receptors expressed in CHO cells.3 It selectively inhibits acetylcholine-induced bladder contraction over electrically induced salivation in anesthetized cats (ID50s = 15 and 40 nmol/kg, respectively).

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Langmaier, J., Skopalová, J., Navrátil, T., et al. Detection of antimuscarinic agents tolterodine and fesoterodine and their metabolite 5-hydroxymethyl tolterodine by ion transfer voltammetry at a polarized room-temperature ionic liquid membrane. Electrochim. Acta 304, 54-61 (2019).

    2. Postlind, H., Danielson, A., Lindgren, A., et al. Tolterodine, a new muscarinic receptor antagonist, is metabolized by cytochromes P450 2D6 and 3A in human liver microsomes. Drug Metab. Dispos. 26(4), 289-293 (1998).

    3. Nilvebrant, L., Gillberg, P.G., and Sparf, B. Antimuscarinic potency and bladder selectivity of PNU-200577, a major metabolite of tolterodine. Pharmacol. Toxicol. 81(4), 169-172 (1997).