A muscarinic receptor antagonist
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Ipratropium (bromide)

Item No. 29423

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3-endo,8-syn)-3-(3-hydroxy-1-oxo-2-phenylpropoxy)-8-methyl-8-(1-methylethyl)-8-azoniabicyclo[3.2.1]octane, monobromide
CAS Number
22254-24-6
Molecular Formula
C20H30NO3 • Br
Formula Weight
412.4
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 5 mg/mlDMSO: 5 mg/mlEthanol: 1 mg/mlPBS (pH 7.2): 5 mg/ml
SMILES
O=C(C(CO)C1=CC=CC=C1)O[C@H]2C[C@H]3CC[C@H]([N@@+](C(C)C)3C)C2.[Br-]
InChi Code
InChI=1S/C20H30NO3.BrH/c1-14(2)21(3)16-9-10-17(21)12-18(11-16)24-20(23)19(13-22)15-7-5-4-6-8-15;/h4-8,14,16-19,22H,9-13H2,1-3H3;1H/q+1;/p-1/t16-,17+,18+,19?,21+;
InChi Key
LHLMOSXCXGLMMN-VVQPYUEFSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Cayman Chemical
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    Product Description

    Ipratropium is a muscarinic receptor antagonist (IC50s = 2.9, 2, and 1.7 nM for M1, M2, and M3 receptors, respectively).1 It inhibits acetylcholine-induced bronchospasm in anesthetized guinea pigs (EC50 = 68 μg/ml). Aerosolized ipratropium (0.2 mg/20 ml) prevents increases in airway resistance in a rat model of cadmium inhalation-induced chronic pulmonary inflammation with airspace enlargement and reduces neutrophil counts and total cell numbers in bronchoalveolar lavage fluid (BALF) and airspace enlargement in lungs when administered in combination with formoterol (Item No. 15584).2 Formulations containing ipratropium have been used in the treatment of bronchospasm associated with chronic obstructive pulmonary disease.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Prat, M., Buil, M.A., Fernández, M.D., et al. Discovery of novel quaternary ammonium derivatives of (3R)-quinuclidinyl amides as potent and long acting muscarinic antagonists. Bioorg. Med. Chem. Lett. 25(8), 1736-1741 (2015).

    2. Zhang, W., Fievez, L., Zhang, F., et al. Effects of formoterol and ipratropium bromide on repeated cadmium inhalation-induced pulmonary inflammation and emphysema in rats. Eur. J. Pharmacol. 647(1-3), 178-187 (2010).