A potential impurity found in commercial hydrochlorothiazide preparations
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Hydrochlorothiazide Impurity C

Item No. 22384

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[[7-(aminosulfonyl)-6-chloro-2,3-dihydro-1,1-dioxido-4H-1,2,4-benzothiadiazin-4-yl]methyl]-6-chloro-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide, 1,1-dioxide
CAS Number
402824-96-8
Molecular Formula
C15H16Cl2N6O8S4
Formula Weight
607.5
Purity
≥90%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: soluble
SMILES
O=S1(C2=CC(S(NCN3C(C=C(Cl)C(S(N)(=O)=O)=C4)=C4S(NC3)(=O)=O)(=O)=O)=C(Cl)C=C2NCN1)=O
InChi Code
InChI=1S/C15H16Cl2N6O8S4/c16-8-1-10-14(34(28,29)20-5-19-10)4-13(8)33(26,27)21-6-23-7-22-35(30,31)15-3-12(32(18,24)25)9(17)2-11(15)23/h1-4,19-22H,5-7H2,(H2,18,24,25)
InChi Key
ARZJHXODDVTRLY-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

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    Product Description

    Hydrochlorothiazide impurity C is a potential impurity found in commercial hydrochlorothiazide preparations.1 Hydrochlorothiazide (Item No. 21304) is a thiazide diuretic that inhibits the apical membrane sodium chloride cotransporter in the distal and collecting duct nephron segments.2,3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Fang, X., Bibart, R.T., Mayr, S., et al. Purification and identification of an impurity in bulk hydrochlorothiazide. J. Pharm. Sci. 90(11), 1800-1809 (2001).

    2. Odlind, B., and Lönnerholm, G. Renal tubular secretion and effects of chlorothiazide, hydrochlorothiazide and clopamide: A study in the avian kidney. Acta.Pharmacol.Toxicol (Copenh) 51(3), 187-197 (1982).

    3. Majid, D.S.A., and Navar, L.G. Blockade of distal nephron sodium transport attenuates pressure natriuresis in dogs. Hypertension 23(6 Pt 2), 1040-1045 (1994).

    4. Vongpatanasin, W. Hydrochlorothiazide (HCTZ) is not the most useful nor versatile thiazide diuretic. Curr. Opin. Cardiol. 30(4), 361-365 (2015).