81732-46-9

Basic information

• Product Name: Bambuterol hydrochloride
• Synonyms: KWD-2183;BAMBUTEROL HCL;BAMBUTEROL HYDROCHLORIDE;BAMBEC;Bambuterol monohydrochloride;BAMBUTEROL HYDROCHLORIDE, EP STANDARD;Dimethylcarbamic Acid 5-[2-(1,1-dimethylethyl)amino]-1-hydroxyethyl]-1,3-phenylene Ester, Hydrochloride, KWD-2183, Bambec,;Dimethylcarbmic acid 5-[2-[(1,1-dimethylethyl)amino]-1-hydroxyethyl]-1,3-phenylene ester
• CAS NO: 81732-46-9
• Molecular Formula: C18H30ClN3O5
• Molecular Weight: 403.9
• EINECS: 1308068-626-2
• Product Categories: Active Pharmaceutical Ingredients;Intermediates & Fine Chemicals;Pharmaceuticals;Bambuterol;Amines;Aromatics;BAMBEC
• Mol File: 81732-46-9.mol
• Article Data: 3

Chemical Properties

• Melting Point: 222-224°C
• Boiling Point: 500.9 °C at 760 mmHg
• Flash Point: 256.7 °C
• Appearance: off-white/powder
• Density: 1.154g/cm3
• Vapor Pressure: 7.49E-11mmHg at 25°C
• Refractive Index: 1.533
• Storage Temp.: -20°C Freezer
• Solubility: H2O: ~33 mg/mL, soluble
• Merck: 14,953
• CAS DataBase Reference: Bambuterol hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: Bambuterol hydrochloride(81732-46-9)
• EPA Substance Registry System: Bambuterol hydrochloride(81732-46-9)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 81732-46-9(Hazardous Substances Data)

Usage

Description

Bambuterol hydrochloride is an ester prodrug of the β2-adrenergic agonist terbutaline, which is a bronchodilator and cholinesterase inhibitor. It is a medication used to treat respiratory conditions such as asthma and chronic obstructive pulmonary disease (COPD) by relaxing the muscles in the airways and increasing airflow.

Uses

Used in Pharmaceutical Industry:
Bambuterol hydrochloride is used as a bronchodilator for treating respiratory conditions such as asthma and chronic obstructive pulmonary disease (COPD). It works by relaxing the muscles in the airways, allowing for increased airflow and reducing symptoms of these conditions.
Used in Respiratory Medicine:
Bambuterol hydrochloride is used as a cholinesterase inhibitor to prevent the breakdown of acetylcholine, a neurotransmitter that helps to relax the muscles in the airways. This action helps to improve lung function and reduce symptoms associated with respiratory conditions.

InChI:InChI=1/C18H29N3O5/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

Upstream product

• 1392302-60-1 2-[3,5-di(N,N-dimethylcarbamyloxy)phenyl]oxirane 
• 75-64-9 tert-butylamine 

Downstream Products

• 1020652-57-6 (S)-bambuterol hydrochloride 
• 662138-63-8 (R)-bambuterol hydrochloride 
• 81732-52-7 (RS)-[3-[-2-(tert-butylamino)-1-hydroxyethyl]-5-hydroxyphenyl] N,N-dimethylcarbamate hydrochloride 

Relevant articles and documents

Tetraphenylborate Salt of Bambuterol (Bambec): Synthesis, Characterization and X-ray Structure of N-(2-(3,5-bis((dimethylcarbamoyl)oxy)phenyl)-2-hydroxyethyl)-2-methylpropan-2-aminium tetraphenylborate

The title compound tetraphenylborate salt of bambuterol (Bambec), N-(2-(3,5-bis((dimethylcarbamoyl)oxy)phenyl)-2-hydroxyethyl)-2-methylpropan-2-aminium tetraphenylborate (4), was prepared in 73 % yield by the reaction of 5-(2-(tert-butylamino)-1-hydroxyet

Resolution of Rac-Bambuterol via Diastereoisomeric Salt Formation with o-Chloromandelic Acid and Differences in the Enantiomers' Pharmacodynamical Effects in Guinea Pigs and Beagles

In this study an enantioseparation method for rac-bambuterol (5-(2-(tert-butylamino)-1-hydroxyethyl)-1,3-phenylene bis(dimethylcarbamate)) via diastereoisomeric salt formation with o-chloromandelic acid was developed. The enantiomeric excess (ee) values and chemical purities of the desired products were confirmed by high-performance liquid chromatography (HPLC) using chiral stationary phase and reverse-phase HPLC analyses, respectively. The ee values and the chemical purities both exceeded 99%. Animal experiments showed that (R)-bambuterol was a potent inhibitor for histamine-induced asthma reactions. (S)-bambuterol was ineffective in relaxing the airways. Both enantiomers increased heart rates in beagles. Therefore, replacing rac-bambuterol with (R)-bambuterol could be beneficial for asthma patients.