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Details

Stereochemistry ABSOLUTE
Molecular Formula C18H29N3O5
Molecular Weight 367.44
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BAMBUTEROL, (R)-

SMILES

CN(C)C(=O)OC1=CC(=CC(OC(=O)N(C)C)=C1)[C@@H](O)CNC(C)(C)C

InChI

InChIKey=ANZXOIAKUNOVQU-HNNXBMFYSA-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/t15-/m0/s1

HIDE SMILES / InChI

Molecular Formula C18H29N3O5
Molecular Weight 367.44
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

(R)-Bambuterol is a selective β2-adrenoceptor agonist. R-Bambuterol Hydrochloride Tablets ("Laevo-Bambuterol") is categorized as a Class 1 new drug. Its preclinical studies show that it is more effective and have lower toxicity than Bambuterol, a popular asthma drug currenTLy on the market. Laevo-Bambuterol was approved by the China Food and Drug Administration for the treatment of asthma.

Approval Year

Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
149.2 ng/L
2.5 mg single, oral
dose: 2.5 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
(R)-BAMBUTEROL plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
1136 ng/L
10 mg single, oral
dose: 10 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
(R)-BAMBUTEROL plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
419.4 ng/L
5 mg single, oral
dose: 5 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
(R)-BAMBUTEROL plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Highly enantioselective synthesis, crystal structure, and circular dichroism spectroscopy of (R)-bambuterol hydrochloride.
2008 Jul
A sensitive LC-MS/MS method for simultaneous determination of R-bambuterol and its active metabolite R-terbutaline in human plasma and urine with application to a clinical pharmacokinetic study.
2014 Jul
The Lipid-lowering Effects of R-bambuterol in Healthy Chinese Volunteers: A Randomized Phase I Clinical Study.
2015 Apr
Comparative pharmacokinetics and bile transformation of R-enantiomer and racemic bambuterol after single-dose intravenous, oral administration in rats and beagle dogs.
2015 Dec
Resolution of Rac-Bambuterol via Diastereoisomeric Salt Formation with o-Chloromandelic Acid and Differences in the Enantiomers' Pharmacodynamical Effects in Guinea Pigs and Beagles.
2016 Apr
In vivo metabolism study of (R)-bambuterol in humans using ultra high performance liquid chromatography with tandem mass spectrometry.
2016 Aug
Patents

Patents

Sample Use Guides

Single dose (2.5 mg, 5 mg or 10 mg) or multiple doses (5 mg) for 7 days
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Sat Dec 16 08:43:42 UTC 2023
Edited
by admin
on Sat Dec 16 08:43:42 UTC 2023
Record UNII
U44CBZ5I3E
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BAMBUTEROL, (R)-
Common Name English
BAMBUTEROL, (-)-
Common Name English
CARBAMIC ACID, N,N-DIMETHYL-, 5-((1R)-2-((1,1-DIMETHYLETHYL)AMINO)-1-HYDROXYETHYL)-1,3-PHENYLENE ESTER
Systematic Name English
Code System Code Type Description
PUBCHEM
6604443
Created by admin on Sat Dec 16 08:43:42 UTC 2023 , Edited by admin on Sat Dec 16 08:43:42 UTC 2023
PRIMARY
CAS
788821-30-7
Created by admin on Sat Dec 16 08:43:42 UTC 2023 , Edited by admin on Sat Dec 16 08:43:42 UTC 2023
PRIMARY
FDA UNII
U44CBZ5I3E
Created by admin on Sat Dec 16 08:43:42 UTC 2023 , Edited by admin on Sat Dec 16 08:43:42 UTC 2023
PRIMARY
Related Record Type Details
RACEMATE -> ENANTIOMER
SALT/SOLVATE -> PARENT