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

Chemical Properties

White Solid

Uses

Different sources of media describe the Uses of 81732-46-9 differently. You can refer to the following data:
1. Ester prodrug of the ?-adrenergic agonist terbutaline
2. Ester prodrug of the ?2-adrenergic agonist terbutaline.
3. beta adrenergic agonist, bronchodilator, cholinesterase inhibitor

Definition

ChEBI: The hydrochloride salt of bambuterol. A long acting beta-adrenoceptor agonist used in the treatment of asthma, it is a prodrug for terbutaline.

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.