An active metabolite of diltiazem
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N-desmethyl Diltiazem (hydrochloride)

Item No. 34977

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-(acetyloxy)-2,3-dihydro-2-(4-methoxyphenyl)-5-[2-(methylamino)ethyl]-1,5-benzothiazepin-4(5H)-one, monohydrochloride
CAS Number
130606-60-9
Molecular Formula
C21H24N2O4S • HCl
Formula Weight
437.0
Purity
≥90%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: SolubleDMSO: Soluble
SMILES
CC(O[C@@H]1[C@@](C2=CC=C(C=C2)OC)([H])SC3=CC=CC=C3N(C1=O)CCNC)=O.Cl
InChi Code
InChI=1S/C21H24N2O4S.ClH/c1-14(24)27-19-20(15-8-10-16(26-3)11-9-15)28-18-7-5-4-6-17(18)23(21(19)25)13-12-22-2;/h4-11,19-20,22H,12-13H2,1-3H3;1H/t19-,20+;/m1./s1
InChi Key
GIYQYIVUHPJUHS-FDOHDBATSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $32

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    5 mg

    $141

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    10 mg

    $234

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    25 mg

    $502

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    Product Description

    N-desmethyl Diltiazem is an active metabolite of the calcium channel inhibitor diltiazem.1 It is formed from diltiazem by the cytochrome P450 (CYP) isoforms CYP3A4, CYP3A5, and CYP3A7.2 N-desmethyl Diltiazem binds to isolated rat cerebral cortex homogenates (IC50 = 323 nM) and inhibits spontaneous contractions in isolated rat portal veins (IC50 = 489 nM).1 It has been found as a contaminant in fresh water.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Schoemaker, H., Hicks, P.E., and Langer, S.Z. Calcium channel receptor binding studies for diltiazem and its major metabolites: Functional correlation to inhibition of portal vein myogenic activity. J. Cardiovasc. Pharmacol. 9(2), 173-180 (1987).

    2. Williams, J.A., Ring, B.J., Cantrell, V.E., et al. Comparative metabolic capabilities of CYP3A4, CYP3A5, and CYP3A7. Drug Metab. Dispos. 30(8), 883-891 (2002).

    3. Marshall, M.M., and McCluney, K.E. Mixtures of co-occurring chemicals in freshwater systems across the continental US. Environ. Pollut. 268(Pt. B), 115793 (2021).