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B8684

Sigma-Aldrich

Bambuterol hydrochloride

>98% (HPLC), powder

Synonym(s):

Dimethylcarbmic acid 5-[2-[(1,1-dimethylethyl)amino]-1-hydroxyethyl]-1,3-phenylene ester

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About This Item

Linear Formula:
C18H29N3O5 · HCl
CAS Number:
81732-46-9
Molecular Weight:
403.90
MDL number:
MFCD03427293
UNSPSC Code:
12352200
PubChem Substance ID:
329773137
NACRES:
NA.77

assay

>98% (HPLC)

form

powder

storage condition

desiccated

color

off-white

solubility

H2O: soluble ~33 mg/mL

originator

AstraZeneca

SMILES string

Cl.CN(C)C(=O)Oc1cc(OC(=O)N(C)C)cc(c1)C(O)CNC(C)(C)C

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

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General description

Bambuterol is present in various tissues, like , intestine, lungs, liver and heart. It is also found in serum.

Application

Bambuterol hydrochloride has been used as a β2-adrenergic receptor (β2-AR) agonist to study its effects on graft versus host disease (GVHD) while preserving the graft-versus-tumor (GvT) effect. It has also been used in the preparation of bambuterol-poly vinyl chloride (Bb-PVC) membrane sensors for the determination of bambuterol in the pharmaceutical dosage form.

Biochem/physiol Actions

Bambuterol hydrochloride is used for prophylaxis and also to treat chronic bronchitis and chronic asthma in pediatrics.
β-adrenoceptor agonist; bronchodilator; anti-asthmatic; terbutaline prodrug

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound was developed by AstraZeneca. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Yejin Jang et al.
Viruses, 12(5) (2020-05-30)
Influenza A virus, one of the major human respiratory pathogens, is responsible for annual seasonal endemics and unpredictable periodic pandemics. Despite the clinical availability of vaccines and antivirals, the antigenic diversity and drug resistance of this virus makes it a
PVC membrane sensors for potentiometric determination of bambuterol in pharmaceutical formulation
Ezzeldin E, et al.
International Journal of Electrochemical Science, 7(11), 10570-10581 (2012)
Hemn Mohammadpour et al.
JCI insight, 5(12) (2020-05-22)
Acute graft versus host disease (aGvHD) remains a major impediment to successful allogeneic hematopoietic cell transplantation (allo-HCT). To solve this problem, a greater knowledge of factors that regulate the differentiation of donor T cells toward cytotoxic cells or Tregs is
J Rosenborg et al.
British journal of clinical pharmacology, 49(3), 199-206 (2000-03-16)
The pharmacokinetics of orally administered bambuterol were investigated in healthy adult subjects, with particular regard to time to steady state, pharmacokinetic linearity, intraindividual variability for the parent drug and its active beta2-adrenergic metabolite terbutaline and bioequivalence between tablet and solution.
Ting Zhou et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 997, 38-44 (2015-06-21)
A sensitive liquid chromatography-tandem mass spectrometry (LC-MS/MS) method has been developed for simultaneous chiral analysis of an antiasthma drug bambuterol, its key intermediate monocarbamate bambuterol and its active drug terbutaline in human plasma. All samples were extracted with ethyl acetate
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