Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C18H29N3O5.ClH |
| Molecular Weight | 403.901 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.CN(C)C(=O)OC1=CC(=CC(OC(=O)N(C)C)=C1)C(O)CNC(C)(C)C
InChI
InChIKey=LBARATORRVNNQM-UHFFFAOYSA-N
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
| Molecular Formula | ClH |
| Molecular Weight | 36.461 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| Molecular Formula | C18H29N3O5 |
| Molecular Weight | 367.44 |
| Charge | 0 |
| Count |
|
| Stereochemistry | RACEMIC |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Optical Activity | ( + / - ) |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/24277179Curator's Comment: Description was created based on several sources, including
https://www.medicines.org.uk/emc/medicine/9574 | http://www.meppo.com/pdf/drugs/2596-BAMBEC-ORAL-SOLUTION-1427211370.pdf | https://www.ncbi.nlm.nih.gov/pubmed/2906603
Sources: https://www.ncbi.nlm.nih.gov/pubmed/24277179
Curator's Comment: Description was created based on several sources, including
https://www.medicines.org.uk/emc/medicine/9574 | http://www.meppo.com/pdf/drugs/2596-BAMBEC-ORAL-SOLUTION-1427211370.pdf | https://www.ncbi.nlm.nih.gov/pubmed/2906603
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.
Originator
Sources: https://www.ncbi.nlm.nih.gov/pubmed/24277179
Curator's Comment: # AB Draco (Subsidiary of AB Astra, now AstraZeneca)
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL210 Sources: https://www.medicines.org.uk/emc/medicine/9574 |
|||
Target ID: CHEMBL1914 |
17.0 nM [IC50] |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | BAMBEC Approved UseBAMBEC (Bambuterol hydrochloride) oral solution or tablets are indicated for the management of asthma, bronchospasm and/or reversible airways obstruction. |
|||
| Primary | BAMBEC Approved UseBAMBEC (Bambuterol hydrochloride) oral solution or tablets are indicated for the management of asthma, bronchospasm and/or reversible airways obstruction. |
Cmax
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
3.69 nM CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/10718774/ |
10 mg single, oral dose: 10 mg route of administration: Oral experiment type: SINGLE co-administered: |
BAMBUTEROL plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
4.35 nM CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/10718774/ |
10 mg 1 times / day steady-state, oral dose: 10 mg route of administration: Oral experiment type: STEADY-STATE co-administered: |
BAMBUTEROL plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
8.56 nM CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/10718774/ |
20 mg single, oral dose: 20 mg route of administration: Oral experiment type: SINGLE co-administered: |
BAMBUTEROL plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
10.3 nM CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/10718774/ |
20 mg 1 times / day steady-state, oral dose: 20 mg route of administration: Oral experiment type: STEADY-STATE co-administered: |
BAMBUTEROL plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
14.23 nM CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/10718774/ |
30 mg single, oral dose: 30 mg route of administration: Oral experiment type: SINGLE co-administered: |
BAMBUTEROL plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
16.75 nM CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/10718774/ |
30 mg 1 times / day steady-state, oral dose: 30 mg route of administration: Oral experiment type: STEADY-STATE co-administered: |
BAMBUTEROL plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
7.1 nM CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/10718774/ |
10 mg single, oral dose: 10 mg route of administration: Oral experiment type: SINGLE co-administered: |
TERBUTALINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
12.2 nM CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/10718774/ |
10 mg 1 times / day steady-state, oral dose: 10 mg route of administration: Oral experiment type: STEADY-STATE co-administered: |
TERBUTALINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
12.17 nM CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/10718774/ |
20 mg single, oral dose: 20 mg route of administration: Oral experiment type: SINGLE co-administered: |
TERBUTALINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
20.4 nM CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/10718774/ |
20 mg 1 times / day steady-state, oral dose: 20 mg route of administration: Oral experiment type: STEADY-STATE co-administered: |
TERBUTALINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
16.32 nM CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/10718774/ |
30 mg single, oral dose: 30 mg route of administration: Oral experiment type: SINGLE co-administered: |
TERBUTALINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
31.36 nM CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/10718774/ |
30 mg 1 times / day steady-state, oral dose: 30 mg route of administration: Oral experiment type: STEADY-STATE co-administered: |
TERBUTALINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
AUC
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
37.3 nM × h CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/10718774/ |
10 mg single, oral dose: 10 mg route of administration: Oral experiment type: SINGLE co-administered: |
BAMBUTEROL plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
20.1 nM × h CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/10718774/ |
10 mg 1 times / day steady-state, oral dose: 10 mg route of administration: Oral experiment type: STEADY-STATE co-administered: |
BAMBUTEROL plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
66.8 nM × h CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/10718774/ |
20 mg single, oral dose: 20 mg route of administration: Oral experiment type: SINGLE co-administered: |
BAMBUTEROL plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
55.3 nM × h CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/10718774/ |
20 mg 1 times / day steady-state, oral dose: 20 mg route of administration: Oral experiment type: STEADY-STATE co-administered: |
BAMBUTEROL plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
108.6 nM × h CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/10718774/ |
30 mg single, oral dose: 30 mg route of administration: Oral experiment type: SINGLE co-administered: |
BAMBUTEROL plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
123.7 nM × h CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/10718774/ |
30 mg 1 times / day steady-state, oral dose: 30 mg route of administration: Oral experiment type: STEADY-STATE co-administered: |
BAMBUTEROL plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
208.1 nM × h CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/10718774/ |
10 mg single, oral dose: 10 mg route of administration: Oral experiment type: SINGLE co-administered: |
TERBUTALINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
196 nM × h CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/10718774/ |
10 mg 1 times / day steady-state, oral dose: 10 mg route of administration: Oral experiment type: STEADY-STATE co-administered: |
TERBUTALINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
387.6 nM × h CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/10718774/ |
20 mg single, oral dose: 20 mg route of administration: Oral experiment type: SINGLE co-administered: |
TERBUTALINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
350.9 nM × h CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/10718774/ |
20 mg 1 times / day steady-state, oral dose: 20 mg route of administration: Oral experiment type: STEADY-STATE co-administered: |
TERBUTALINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
556.9 nM × h CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/10718774/ |
30 mg single, oral dose: 30 mg route of administration: Oral experiment type: SINGLE co-administered: |
TERBUTALINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
550 nM × h CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/10718774/ |
30 mg 1 times / day steady-state, oral dose: 30 mg route of administration: Oral experiment type: STEADY-STATE co-administered: |
TERBUTALINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
T1/2
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
20.14 h CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/10718774/ |
10 mg single, oral dose: 10 mg route of administration: Oral experiment type: SINGLE co-administered: |
BAMBUTEROL plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
20.9 h CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/10718774/ |
10 mg 1 times / day steady-state, oral dose: 10 mg route of administration: Oral experiment type: STEADY-STATE co-administered: |
BAMBUTEROL plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
18.47 h CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/10718774/ |
20 mg single, oral dose: 20 mg route of administration: Oral experiment type: SINGLE co-administered: |
BAMBUTEROL plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
16.52 h CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/10718774/ |
20 mg 1 times / day steady-state, oral dose: 20 mg route of administration: Oral experiment type: STEADY-STATE co-administered: |
BAMBUTEROL plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
16.85 h CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/10718774/ |
30 mg single, oral dose: 30 mg route of administration: Oral experiment type: SINGLE co-administered: |
BAMBUTEROL plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
15.04 h CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/10718774/ |
30 mg 1 times / day steady-state, oral dose: 30 mg route of administration: Oral experiment type: STEADY-STATE co-administered: |
BAMBUTEROL plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
26.5 h CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/10718774/ |
10 mg single, oral dose: 10 mg route of administration: Oral experiment type: SINGLE co-administered: |
TERBUTALINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
22.25 h CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/10718774/ |
10 mg 1 times / day steady-state, oral dose: 10 mg route of administration: Oral experiment type: STEADY-STATE co-administered: |
TERBUTALINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
22.46 h CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/10718774/ |
20 mg single, oral dose: 20 mg route of administration: Oral experiment type: SINGLE co-administered: |
TERBUTALINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
22.81 h CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/10718774/ |
20 mg 1 times / day steady-state, oral dose: 20 mg route of administration: Oral experiment type: STEADY-STATE co-administered: |
TERBUTALINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
22.1 h CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/10718774/ |
30 mg single, oral dose: 30 mg route of administration: Oral experiment type: SINGLE co-administered: |
TERBUTALINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
22.64 h CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/10718774/ |
30 mg 1 times / day steady-state, oral dose: 30 mg route of administration: Oral experiment type: STEADY-STATE co-administered: |
TERBUTALINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
Funbound
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
50% |
BAMBUTEROL plasma | Homo sapiens population: UNKNOWN age: UNKNOWN sex: UNKNOWN food status: UNKNOWN |
Doses
| Dose | Population | Adverse events |
|---|---|---|
30 mg 1 times / day multiple, oral Highest studied dose Dose: 30 mg, 1 times / day Route: oral Route: multiple Dose: 30 mg, 1 times / day Sources: |
unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: |
|
0.4 mg/kg 1 times / day multiple, oral Highest studied dose Dose: 0.4 mg/kg, 1 times / day Route: oral Route: multiple Dose: 0.4 mg/kg, 1 times / day Sources: |
unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: |
Overview
| CYP3A4 | CYP2C9 | CYP2D6 | hERG |
|---|---|---|---|
OverviewOther
| Other Inhibitor | Other Substrate | Other Inducer |
|---|---|---|
Drug as perpetrator
| Target | Modality | Activity | Metabolite | Clinical evidence |
|---|---|---|---|---|
| no [IC50 >10 uM] | ||||
| no [IC50 >10 uM] | ||||
| no [IC50 >10 uM] | ||||
| no [IC50 >10 uM] | ||||
| no [IC50 >10 uM] | ||||
| no [IC50 >10 uM] | ||||
| yes [IC50 2 uM] |
Tox targets
| Target | Modality | Activity | Metabolite | Clinical evidence |
|---|---|---|---|---|
PubMed
| Title | Date | PubMed |
|---|---|---|
| Influence of differential expression of acetylcholinesterase in brain and muscle on respiration. | 2009-01-01 |
|
| Stereoselective inhibition of human, mouse, and horse cholinesterases by bambuterol enantiomers. | 2008-09-25 |
|
| Effects of acetylcholinesterase and butyrylcholinesterase inhibition on breathing in mice adapted or not to reduced acetylcholinesterase. | 2005-01 |
|
| Cholinesterases: new roles in brain function and in Alzheimer's disease. | 2003-04 |
|
| Oral bambuterol compared to inhaled salmeterol in patients with partially reversible chronic obstructive pulmonary disease. | 1999-01 |
|
| Can oral beta2 agonists cause heart failure? | 1998-10-03 |
|
| Risk of non-fatal cardiac failure and ischaemic heart disease with long acting beta 2 agonists. | 1998-07 |
|
| Therapeutic equivalence between bambuterol, 10 mg once daily, and terbutaline controlled release, 5 mg twice daily, in mild to moderate asthma. | 1993-11 |
|
| Tremor in healthy volunteers after bambuterol and terbutaline CR-tablets. | 1993 |
|
| Bambuterol and terbutaline in human cerebrospinal fluid and plasma. | 1993 |
|
| New lipophilic terbutaline ester prodrugs with long effect duration. | 1984-01 |
Patents
Sample Use Guides
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
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:44:10 GMT 2025
by
admin
on
Mon Mar 31 18:44:10 GMT 2025
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| Record UNII |
786Q84QZ3F
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Validated (UNII)
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