A muscarinic M2 and M3 receptor antagonist
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Mepenzolate (bromide)

Item No. 23717

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-[(2-hydroxy-2,2-diphenylacetyl)oxy]-1,1-dimethyl-piperidinium, monobromide
CAS Number
76-90-4
Synonyms
  • NSC 4358
Molecular Formula
C21H26NO3 • Br
Formula Weight
420.3
Purity
≥95%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMF: 5 mg/mlDMSO: 30 mg/mlPBS (pH 7.2): 1 mg/ml
SMILES
C[N+]1(C)CCCC(OC(C(O)(C2=CC=CC=C2)C3=CC=CC=C3)=O)C1.[Br-]
InChi Code
InChI=1S/C21H26NO3.BrH/c1-22(2)15-9-14-19(16-22)25-20(23)21(24,17-10-5-3-6-11-17)18-12-7-4-8-13-18;/h3-8,10-13,19,24H,9,14-16H2,1-2H3;1H/q+1;/p-1
InChi Key
JRRNZNSGDSFFIR-UHFFFAOYSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    500 mg

    $36

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    1 g

    $48

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    Product Description

    Mepenzolate is an antagonist of muscarinic (M) acetylcholine receptors (Kis = 0.68 and 2.6 nM for human M2 and M3 receptors, respectively).1 It has antispasmodic activity in the gastrointestinal tract of anesthetized cats and dogs when administered at a dose of 0.5 mg/kg.2 Mepenzolate decreases airspace enlargement induced by elastase or cigarette smoke and reduces respiratory dysfunction in a mouse model of chronic obstructive pulmonary disease (COPD).3 It also reduces oxidative stress, decreases the expression of IL-1β, IL-6, and TNF-α, and increases the expression of TGF-β1, IGF-1, and VEGF in a diabetic wound healing mouse model.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yamashita, Y., Tanaka, K.-I., Asano, T., et al. Synthesis and biological comparison of enantiomers of mepenzolate bromide, a muscarinic receptor antagonist with bronchodilatory and anti-inflammatory activities. Bioorg. Med. Chem. 22(13), 3488-3497 (2014).

    2. Buckley, J.P., DeFeo, J.J., and Reif, E.C. The comparative antispasmodic activity of N-methyl-3-piperidyl diphenylglycolate methobromide (JB-340) and atropine sulfate. J. Am. Pharm. Assoc. 46(10), 592-594 (1957).

    3. Tanaka, K.-I., Ishihara, T., Sugizaki, T., et al. Mepenzolate bromide displays beneficial effects in a mouse model of chronic obstructive pulmonary disease. Nat. Commun. 4:2686, (2013).

    4. Zheng, Y., Wang, X., Ji, S., et al. Mepenzolate bromide promotes diabetic wound healing by modulating inflammation and oxidative stress. Am. J. Transl. Res. 8(6), 2738-2747 (2016).