An active metabolite of esmolol
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Esmolol Acid (hydrochloride)

Item No. 35295

Technical Information
Formal Name
4-[2-hydroxy-3-[(1-methylethyl)amino]propoxy]-benzenepropanoic acid, monohydrochloride
CAS Number
83356-60-9
Synonyms
  • ASL 8123
Molecular Formula
C15H23NO4 • HCl
Formula Weight
Purity
≥98%
A solid
PBS (pH 7.2): 5 mg/ml
λmax
222 nm
SMILES
O=C(CCC1=CC=C(C=C1)OCC(CNC(C)C)O)O.Cl
InChi Code
InChI=1S/C15H23NO4.ClH/c1-11(2)16-9-13(17)10-20-14-6-3-12(4-7-14)5-8-15(18)19;/h3-4,6-7,11,13,16-17H,5,8-10H2,1-2H3,(H,18,19);1H
InChi Key
KIRQRJMXRCCUNZ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    Product Description

    Esmolol acid is an active metabolite of the β1-adrenergic receptor (β1-AR) antagonist esmolol (Item No. 22581).1 It is formed from esmolol via hydrolysis by a red blood cell esterase. Esmolol acid inhibits isoproterenol-induced increases in the beating rate of isolated guinea pig right atria (pA2 = 3.73) and prevents tachycardia and hypotension induced by isoproterenol (Item No. 15592) in anesthetized dogs in a dose-dependent manner.2 It is also a potential impurity in commercial preparations of esmolol.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Jahn, P., Eckrich, B., Schneidrowski, B., et alβ1-adrenoceptor subtype selective antagonism of esmolol and its major metabolite in vitro and in man. Investigations using tricresylphosphate as red blood cell carboxylesterase inhibitor. Arzneimittelforschung 45(5), 536-541 (1995).

    2. Shaffer, J.E., Quon, C.Y., and Gorczynski, R.J. β-adrenoreceptor antagonist potency and pharmacodynamics of ASL-8123, the primary acid metabolite of esmolol. J. Cardiovasc. Pharmacol. 11(2), 187-192 (1988).

    3. Sahadev Reddy, M., Reddy, M.S.N., Rajan, S.T., et alStructural identification and characterization of impurities in esmolol hydrochloride. Der Pharma Chem. 8(4), 296-300 (2016).