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Details

Stereochemistry RACEMIC
Molecular Formula C18H29N3O5
Molecular Weight 367.44
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BAMBUTEROL

SMILES

CN(C)C(=O)OC1=CC(=CC(OC(=O)N(C)C)=C1)C(O)CNC(C)(C)C

InChI

InChIKey=ANZXOIAKUNOVQU-UHFFFAOYSA-N
InChI=1S/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

HIDE SMILES / InChI

Description

Bambuterol is an active precursor of the selective beta2-adrenergic agonist terbutaline. Bambuterol is the bis-N,N-dimethyl-carbamate of terbutaline. Bambuterol is a remarkably selective and potent inhibitor of cholinesterase. BAMBEC (Bambuterol hydrochloride) oral solution or tablets are indicated for the management of asthma, bronchospasm and/or reversible airways obstruction.

CNS Activity

Originator

Approval Year

TargetsConditions

Conditions

PubMed

PubMed

TitleDatePubMed
Tremor in healthy volunteers after bambuterol and terbutaline CR-tablets.
1993
Bambuterol and terbutaline in human cerebrospinal fluid and plasma.
1993
Therapeutic equivalence between bambuterol, 10 mg once daily, and terbutaline controlled release, 5 mg twice daily, in mild to moderate asthma.
1993 Nov
Risk of non-fatal cardiac failure and ischaemic heart disease with long acting beta 2 agonists.
1998 Jul
Can oral beta2 agonists cause heart failure?
1998 Oct 3
Oral bambuterol compared to inhaled salmeterol in patients with partially reversible chronic obstructive pulmonary disease.
1999 Jan
Cholinesterases: new roles in brain function and in Alzheimer's disease.
2003 Apr
Effects of acetylcholinesterase and butyrylcholinesterase inhibition on breathing in mice adapted or not to reduced acetylcholinesterase.
2005 Jan
Stereoselective inhibition of human, mouse, and horse cholinesterases by bambuterol enantiomers.
2008 Sep 25
Influence of differential expression of acetylcholinesterase in brain and muscle on respiration.
2009 Jan 1
Patents

Sample Use Guides

In Vivo Use Guide
BAMBEC (Bambuterol hydrochloride) Tablets 10 mg. The recommended starting doses are 10 mg–20 mg. The 10 mg dose may be increased to 20 mg if necessary after 1–2 weeks, depending on the clinical effect. In patients who have previously tolerated beta2-agonists well, the recommended starting dose, as well as maintenance dose, is 20 mg. BAMBEC (Bambuterol hydrochloride) oral solution 1mg/ml. The recommended initial dose is 10mg (10ml). The dose may be increased to 20mg (20ml) after 1-2 weeks, depending on the clinical effect. In patients who previously have tolerated oral beta2-agonists well, the recommended initial dose is 20mg (20ml).
Route of Administration: Oral
Name Type Language
BAMBUTEROL
INN   MI   WHO-DD  
INN  
Official Name English
BAMBUTEROL [INN]
Common Name English
BAMBUTEROL [WHO-DD]
Common Name English
(+/-)-5-(2-(TERT-BUTYLAMINO)-1-HYDROXYETHYL)-M-PHENYLENE BIS(DIMETHYLCARBAMATE)
Systematic Name English
BAMBUTEROL [MI]
Common Name English
Classification Tree Code System Code
WHO-VATC QR03CC12
Created by admin on Tue Mar 06 11:52:14 UTC 2018 , Edited by admin on Tue Mar 06 11:52:14 UTC 2018
WHO-ATC R03CC12
Created by admin on Tue Mar 06 11:52:14 UTC 2018 , Edited by admin on Tue Mar 06 11:52:14 UTC 2018
Code System Code Type Description
CAS
81732-65-2
Created by admin on Tue Mar 06 11:52:14 UTC 2018 , Edited by admin on Tue Mar 06 11:52:14 UTC 2018
PRIMARY
WIKIPEDIA
BAMBUTEROL
Created by admin on Tue Mar 06 11:52:14 UTC 2018 , Edited by admin on Tue Mar 06 11:52:14 UTC 2018
PRIMARY
EPA CompTox
81732-65-2
Created by admin on Tue Mar 06 11:52:14 UTC 2018 , Edited by admin on Tue Mar 06 11:52:14 UTC 2018
PRIMARY
PUBCHEM
54766
Created by admin on Tue Mar 06 11:52:14 UTC 2018 , Edited by admin on Tue Mar 06 11:52:14 UTC 2018
PRIMARY
MERCK INDEX
M2216
Created by admin on Tue Mar 06 11:52:14 UTC 2018 , Edited by admin on Tue Mar 06 11:52:14 UTC 2018
PRIMARY Merck Index
ChEMBL
CHEMBL521589
Created by admin on Tue Mar 06 11:52:14 UTC 2018 , Edited by admin on Tue Mar 06 11:52:14 UTC 2018
PRIMARY
RXCUI
18751
Created by admin on Tue Mar 06 11:52:14 UTC 2018 , Edited by admin on Tue Mar 06 11:52:14 UTC 2018
PRIMARY RxNorm
IUPHAR
6601
Created by admin on Tue Mar 06 11:52:14 UTC 2018 , Edited by admin on Tue Mar 06 11:52:14 UTC 2018
PRIMARY
EVMPD
SUB06095MIG
Created by admin on Tue Mar 06 11:52:14 UTC 2018 , Edited by admin on Tue Mar 06 11:52:14 UTC 2018
PRIMARY
INN
5304
Created by admin on Tue Mar 06 11:52:14 UTC 2018 , Edited by admin on Tue Mar 06 11:52:14 UTC 2018
PRIMARY
MESH
C047766
Created by admin on Tue Mar 06 11:52:14 UTC 2018 , Edited by admin on Tue Mar 06 11:52:14 UTC 2018
PRIMARY
NCI_THESAURUS
C81692
Created by admin on Tue Mar 06 11:52:14 UTC 2018 , Edited by admin on Tue Mar 06 11:52:14 UTC 2018
PRIMARY