A potential impurity in commercial preparations of diltiazem
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N-nitroso-N-desmethyl Diltiazem

Item No. 46422

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2S,3S)-3-(acetyloxy)-2,3-dihydro-2-(4-methoxyphenyl)-5-[2-(methylnitrosoamino)ethyl]-1,5-benzothiazepin-4(5H)-one
CAS Number
3036581-85-5
Synonyms
  • NNDD
  • N-nitroso desmethyl Diltiazem
Molecular Formula
C21H23N3O5S
Formula Weight
429.5
Purity
≥95%
Formulation (Request formulation change)
A solid
SMILES
CC(O[C@@H]1[C@H](C2=CC=C(C=C2)OC)SC3=CC=CC=C3N(C1=O)CCN(C)N=O)=O
InChi Code
InChI=1S/C21H23N3O5S/c1-14(25)29-19-20(15-8-10-16(28-3)11-9-15)30-18-7-5-4-6-17(18)24(21(19)26)13-12-23(2)22-27/h4-11,19-20H,12-13H2,1-3H3/t19-,20+/m1/s1
InChi Key
GEUWCFNHPYOGLO-UXHICEINSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

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    Product Description

    N-nitroso-N-desmethyl Diltiazem is a potential impurity in commercial preparations of the calcium channel inhibitor diltiazem.1 It is a member of the nitrosamine drug substance-related impurity (NDSRI) class of compounds, which is composed of potentially genotoxic and/or carcinogenic nitrosamine-related impurities.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Mandapaka, M.K., and Boddu, V. A simple and rapid analytical method to detect and quantify the N-nitroso desmethyl diltiazem impurity by liquid chromatography-tandem mass spectrometry in diltiazem hydrochloride. Sep. Sci. Plus 8(5), e70065 (2025).