A prodrug form of terbutaline
Related Products
Active Metabolite(s)
29337Terbutaline
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Bambuterol (hydrochloride)

Item No. 17887

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N,N-dimethyl-carbamic acid-3-[[(dimethylamino)carbonyl]oxy]-5-[2-[(1,1-dimethylethyl)amino]-1-hydroxyethyl]phenyl ester, monohydrochloride
CAS Number
81732-46-9
Synonyms
  • KWD 2183
Molecular Formula
C18H29N3O5 • HCl
Formula Weight
403.9
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
PBS (pH 7.2): 10 mg/ml
SMILES
OC(CNC(C)(C)C)C1=CC(OC(N(C)C)=O)=CC(OC(N(C)C)=O)=C1.Cl
InChi Code
InChI=1S/C18H29N3O5.ClH/c1-18(2,3)19-11-15(22)12-8-13(25-16(23)20(4)5)10-14(9-12)26-17(24)21(6)7;/h8-10,15,19,22H,11H2,1-7H3;1H
InChi Key
LBARATORRVNNQM-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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    100 mg

    $36

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    500 mg

    $77

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    1 g

    $120

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    Product Description

    Bambuterol is a prodrug form of the β-adrenergic receptor (β-AR) agonist terbutaline (Item No. 29337).1,2 It is also an inhibitor of butyrylcholinesterase (BChE; IC50 = 3.9 nM for the human enzyme), the enzyme that metabolizes bambuterol into terbutaline, and this inhibition increases the duration of action of terbutaline.1,3 Bambuterol (1 and 2 mg/kg) increases the latency to histamine-induced collapse in guinea pigs.4 It completely inhibits ovalbumin-induced decreases in dynamic compliance and increases in pulmonary resistance in ovalbumin-sensitized guinea pigs when administered at a dose of 10 mg/kg. Formulations containing bambuterol have been used in the treatment of asthma.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Fukami, T., and Yokoi, T. The emerging role of human esterases. Drug Metab. Pharmacokinet. 27(5), 466-477 (2012).

    2. Hoffmann, C., Leitz, M.R., Oberdorf-Maass, S., et al. Comparative pharmacology of human β-adrenergic receptor subtypes—characterization of stably transfected receptors in CHO cells. N.-S. Arch. Pharmacol. 369(2), 151-159 (2004).

    3. Pistolozzi, M., Du, H., Wei, H., et al. Stereoselective inhibition of human butyrylcholinesterase by the enantiomers of bambuterol and their intermediates. Drug Metab. Dispos. 43(3), 344-352 (2015).

    4. Xie, Q.-M., Zeng, L.-H., Zheng, Y.-X., et al. Bronchodilating effects of bambuterol on bronchoconstriction in guinea pigs. Zhongguo Yao Li Xue Bao 20(7), 651-654 (1999).