Bambuterol Hydrochloride | CAS#81732-46-9 | Beta-adrenoceptor Agonist |MedKoo

MedKoo Cat#: 317309 | Name: Bambuterol Hydrochloride

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Bambuterol Hydrochloride is a long acting beta-adrenoceptor agonist used in the treatment of asthma. Bambuterol Hydrochloride acts as a bronchodilator. It inhibits plasma BChE (cholinesterase) during metabolism prolongs suxamethonium-induced neuromuscular blockade.

Chemical Structure

Bambuterol Hydrochloride

CAS#81732-46-9

Theoretical Analysis

MedKoo Cat#: 317309

Name: Bambuterol Hydrochloride

CAS#: 81732-46-9

Chemical Formula: C18H30ClN3O5

Exact Mass: 0.0000

Molecular Weight: 403.90

Elemental Analysis: C, 53.53; H, 7.49; Cl, 8.78; N, 10.40; O, 19.81

Price and Availability

Size	Price	Availability
1g	USD 250.00	2 Weeks
2g	USD 400.00	2 Weeks
5g	USD 850.00	2 Weeks
10g	USD 1,250.00	2 Weeks

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Synonym

Bambuterol Hydrochloride; UNII-Y1850G1OVC; Bambuterol HCl; CHEBI:59167;DSSTox_CID_25515

IUPAC/Chemical Name

[3-[2-(tert-butylamino)-1-hydroxyethyl]-5-(dimethylcarbamoyloxy)phenyl] N,N-dimethylcarbamate;hydrochloride

InChi Key

LBARATORRVNNQM-UHFFFAOYSA-N

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

SMILES Code

CC(C)(C)NCC(C1=CC(=CC(=C1)OC(=O)N(C)C)OC(=O)N(C)C)O.Cl

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO, not in water

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Bambuterol hydrochloride is a long acting beta-adrenoceptor agonist (LABA) used in the treatment of asthma.

In vitro activity:

In vitro, bath-applied bambuterol (1-100 microm) and tetraisopropylpyrophosphoramide (10-100 microm) decreased BChE activity in the brainstem but did not perturb central respiratory activity recorded from spinal nerve rootlets. Reference: Eur J Neurosci. 2003 Sep;18(6):1419-27. https://onlinelibrary.wiley.com/doi/abs/10.1046/j.1460-9568.2003.02867.x?sid=nlm%3Apubmed

In vivo activity:

The effects of bambuterol (Bam) on bronchoconstriction in guinea pigs were studied. Bam dose-dependently prolonged the time to histamine-induced collapse. Bam 2 or 10 mg.kg-1 i.g. 2 h before ovalbumin aerosol partly or almost completely inhibited bronchial challenge of ovalbumin-induced change of RL and Cdyn. Bam 0.1-1.0 mumol.L-1 gave a weak relaxation on isolated tracheal strips induced by carbamylcholine and failed to relax the isolated resting lung parenchyma strips in guinea pig. Overall, Bam showed a long-acting bronchodilation by its slow metabolism in vivo. Reference: Zhongguo Yao Li Xue Bao. 1999 Jul;20(7):651-4. https://onlinelibrary.wiley.com/doi/abs/10.1046/j.1460-9568.2003.02867.x?sid=nlm%3Apubmed

	Solvent	mg/mL	mM
Solubility
	DMSO	100.0	247.59
	Water	41.2	102.01
	Ethanol	8.0	19.81
	PBS (pH 7.2)	10.0	24.76

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 403.90 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:

1. Chatonnet F, Boudinot E, Chatonnet A, Taysse L, Daulon S, Champagnat J, Foutz AS. Respiratory survival mechanisms in acetylcholinesterase knockout mouse. Eur J Neurosci. 2003 Sep;18(6):1419-27. doi: 10.1046/j.1460-9568.2003.02867.x. PMID: 14511322. 2. Xie QM, Zeng LH, Zheng YX, Lu YB, Yang QH. Bronchodilating effects of bambuterol on bronchoconstriction in guinea pigs. Zhongguo Yao Li Xue Bao. 1999 Jul;20(7):651-4. PMID: 10678133.

In vitro protocol:

In vivo protocol:

1: Abiramasundari A, Joshi A, Joshi R, Pandya D, Sharma J, Sudarsanam V, Vasu KK. Impact of Ternary Solvent System in Stability-Indicating Assay Method of Bambuterol: Design of Experiments Approach. J Chromatogr Sci. 2015 Sep 10. pii: bmv137. [Epub ahead of print] PubMed PMID: 26362115. 2: Li T, Cao J, Li Z, Wang X, He P. Broad screening and identification of β-agonists in feed and animal body fluid and tissues using ultra-high performance liquid chromatography-quadrupole-orbitrap high resolution mass spectrometry combined with spectra library search. Food Chem. 2016 Feb 1;192:188-96. doi: 10.1016/j.foodchem.2015.06.104. Epub 2015 Jun 30. PubMed PMID: 26304337. 3: Wang Y, Qin F, Xiong Z, Fu X, Ma C. An LC-MS/MS method for simultaneous determination of trantinterol and its major metabolite in rat plasma and its application to a comparative pharmacokinetic study. J Chromatogr B Analyt Technol Biomed Life Sci. 2015 Sep 1;1000:163-8. doi: 10.1016/j.jchromb.2015.07.022. Epub 2015 Jul 17. PubMed PMID: 26245359. 4: Ye Y, Xu H, Quan L, Zhu L, Zeng J, Zhou T, Zou C, Cheng Q, Bu S, Tan W. The Lipid-lowering Effects of R-bambuterol in Healthy Chinese Volunteers: A Randomized Phase I Clinical Study. EBioMedicine. 2015 Feb 13;2(4):356-64. doi: 10.1016/j.ebiom.2015.02.006. eCollection 2015 Apr. PubMed PMID: 26137575; PubMed Central PMCID: PMC4485901. 5: Zhou T, Liu S, Zhao T, Zeng J, He M, Xu B, Qu S, Xu L, Tan W. Chiral analysis of bambuterol, its intermediate and active drug in human plasma by liquid chromatography-tandem mass spectrometry: Application to a pharmacokinetic study. J Chromatogr B Analyt Technol Biomed Life Sci. 2015 Aug 1;997:38-44. doi: 10.1016/j.jchromb.2015.05.024. Epub 2015 May 19. PubMed PMID: 26092775. 6: Li Q, Wang J, Zheng YY, Yang L, Zhang Y, Bian L, Zheng J, Li Z, Zhao X, Zhang Y. Comparison of zonal elution and nonlinear chromatography in determination of the interaction between seven drugs and immobilised β(2)-adrenoceptor. J Chromatogr A. 2015 Jul 3;1401:75-83. doi: 10.1016/j.chroma.2015.05.012. Epub 2015 May 14. PubMed PMID: 26002106. 7: Lamie NT. Application of a new spectrophotometric method manipulating ratio spectra for determination of bambuterol hydrochloride in the presence of its degradation product terbutaline. Guang Pu Xue Yu Guang Pu Fen Xi. 2015 Jan;35(1):151-6. PubMed PMID: 25993839. 8: Huang J, Lu Y, Wan Q, Zhang M, Pei Q, Zhang M, Liu G, Yang G. Simultaneous Determination of Trantinterol and One of Its Major Metabolites, 1-Carbonyl Trantinterol, in Human Plasma by LC-MS-MS. J Chromatogr Sci. 2015 Sep;53(8):1303-9. doi: 10.1093/chromsci/bmv009. Epub 2015 Feb 16. PubMed PMID: 25689985. 9: Pistolozzi M, Du H, Wei H, Tan W. Stereoselective inhibition of human butyrylcholinesterase by the enantiomers of bambuterol and their intermediates. Drug Metab Dispos. 2015 Mar;43(3):344-52. doi: 10.1124/dmd.114.060251. Epub 2014 Dec 11. PubMed PMID: 25504505. 10: Gao F, Wu M, Zhang Y, Wang G, Wang Q, He P, Fang Y. Sensitive determination of four β(2)-agonists in pig feed by capillary electrophoresis using on-line sample preconcentration with contactless conductivity detection. J Chromatogr B Analyt Technol Biomed Life Sci. 2014 Oct 12;973C:29-32. doi: 10.1016/j.jchromb.2014.10.004. [Epub ahead of print] PubMed PMID: 25464091. 11: Guan S, Hu CY, He MY, Yang YY, Tang YX, Chen JD, Huang LJ, Tan W. Comparative pharmacokinetics and bile transformation of R-enantiomer and racemic bambuterol after single-dose intravenous, oral administration in rats and beagle dogs. Eur J Drug Metab Pharmacokinet. 2014 Oct 4. [Epub ahead of print] PubMed PMID: 25281237. 12: Petrov KA, Girard E, Nikitashina AD, Colasante C, Bernard V, Nurullin L, Leroy J, Samigullin D, Colak O, Nikolsky E, Plaud B, Krejci E. Schwann cells sense and control acetylcholine spillover at the neuromuscular junction by α7 nicotinic receptors and butyrylcholinesterase. J Neurosci. 2014 Sep 3;34(36):11870-83. doi: 10.1523/JNEUROSCI.0329-14.2014. PubMed PMID: 25186736. 13: Zhou T, Cheng Q, Zou C, Zhao T, Liu S, Pistolozzi M, Tan E, Xu L, Tan W. Simultaneous determination of bambuterol and its two major metabolites in human plasma by hydrophilic interaction ultra-performance liquid chromatography-tandem mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2014 Sep 15;967:225-34. doi: 10.1016/j.jchromb.2014.07.022. Epub 2014 Jul 21. PubMed PMID: 25128881. 14: Wu K, Guo L, Xu W, Xu H, Aguilar ZP, Xu G, Lai W, Xiong Y, Wan Y. Sulfonated polystyrene magnetic nanobeads coupled with immunochromatographic strip for clenbuterol determination in pork muscle. Talanta. 2014 Nov;129:431-7. doi: 10.1016/j.talanta.2014.06.007. Epub 2014 Jun 14. PubMed PMID: 25127616. 15: Zhou T, Zhao T, Cheng Q, Liu S, Xu L, Tan W. A sensitive LC-MS/MS method for simultaneous determination of R-bambuterol and its active metabolite R-terbutaline in human plasma and urine with application to a clinical pharmacokinetic study. Biomed Chromatogr. 2014 Jul;28(7):994-1002. doi: 10.1002/bmc.3107. Epub 2013 Dec 20. PubMed PMID: 24357101. 16: Kong D, Chen H, Chen W, Liu S, Wang H, Wu T, Lu H, Kong Q, Huang X, Lu Z. Gene expression profiling analysis of hepatocellular carcinoma. Eur J Med Res. 2013 Nov 14;18:44. doi: 10.1186/2047-783X-18-44. Retraction in: Eur J Med Res. 2015;20:31. PubMed PMID: 24229431; PubMed Central PMCID: PMC4177135. 17: Suo DC, Zhao GL, Wang PL, Su XO. Simultaneous determination of β-agonists and psychiatric drugs in feeds by LC-MS-MS. J Chromatogr Sci. 2014 Aug;52(7):604-8. doi: 10.1093/chromsci/bmt084. Epub 2013 Jun 30. PubMed PMID: 23817171. 18: Cai Q, Wu J, Qian Z, Peng Y, Cai J, Du Z. [Determination of nine beta-agonist residues in pig tissues by liquid chromatography-tandem mass spectrometry combining with library search]. Se Pu. 2013 Mar;31(3):200-5. Chinese. PubMed PMID: 23785990. 19: Yanamandra R, Vadla CS, Puppala UM, Patro B, Murthy YL, Parimi AR. Development and Validation of a Rapid RP-UPLC Method for the Simultaneous Estimation of Bambuterol Hydrochloride and Montelukast Sodium from Tablets. Indian J Pharm Sci. 2012 Mar;74(2):116-21. doi: 10.4103/0250-474X.103841. PubMed PMID: 23325991; PubMed Central PMCID: PMC3546327. 20: Malmborg J, Ploeger BA. Predicting human exposure of active drug after oral prodrug administration, using a joined in vitro/in silico-in vivo extrapolation and physiologically-based pharmacokinetic modeling approach. J Pharmacol Toxicol Methods. 2013 May-Jun;67(3):203-13. doi: 10.1016/j.vascn.2012.12.002. Epub 2012 Dec 29. PubMed PMID: 23280406.