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(R) -Bambuterol

CAT: 0804-HY-167939Size: 1 EachDry Ice: NoHazardous: No
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Description
(R) -Bambuterol is a β2-receptor agonist with anti-asthmatic and colitis-improving activity. (R) -Bambuterol is indicated for the treatment of asthma and chronic obstructive pulmonary disease and has the advantage of a once-daily dosing and a favorable side effect profile. (R) -Bambuterol significantly reduced disease severity in a mouse model of colitis, more effectively than (RS) -Bambuterol or (S) -Bambuterol. (R) -Bambuterol can significantly reduce the levels of inflammatory cytokines and reduce the infiltration of macrophages in mice with colitis. (R) -Bambuterol also increases β2-adrenoceptor levels and reduces the expression of IL-6, IL-17 and other related proteins in colon tissue in a dose-dependent manner[1].
CAS Number
788821-30-7
UNSPSC
12352005
Target
Adrenergic Receptor
Type
Reference compound
Related Pathways
GPCR/G Protein; Neuronal Signaling
Applications
COVID-19-immunoregulation
Field of Research
Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/r-bambuterol.html
Smiles
CC(C)(C)NC[C@@H](C1=CC(OC(N(C)C)=O)=CC(OC(N(C)C)=O)=C1)O
Molecular Formula
C18H29N3O5
Molecular Weight
367.44
References & Citations
[1] (RS) -bambuterol and its enantiomers: Potential improvement of (R) -bambuterol in mice with colitis
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

(R)-bambuterol

(R)-bambuterol is the (R)-enantiomer of bambuterol. It is an enantiomer of a (S)-bambuterol.

CAS Number788821-30-7
PubChem CID6604443
IUPAC Name[3-[(1R)-2-(tert-butylamino)-1-hydroxyethyl]-5-(dimethylcarbamoyloxy)phenyl] N,N-dimethylcarbamate
Molecular FormulaC18H29N3O5
Molecular Weight367.4
XLogP1.2
Topological Polar Surface Area91.3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count8
Heavy Atom Count26
Formal Charge0
Complexity446
SMILES
CC(C)(C)NC[C@@H](C1=CC(=CC(=C1)OC(=O)N(C)C)OC(=O)N(C)C)O
InChI
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
InChIKey
ANZXOIAKUNOVQU-HNNXBMFYSA-N
Chemical Structure
2D Structure
2D structure of (R)-bambuterol
CAS: 788821-30-7
CID: 6604443
Formula: C18H29N3O5
MW: 367.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight367.4
XLogP31.2
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count8
Exact Mass367.21072103
Monoisotopic Mass367.21072103
Topological Polar Surface Area91.3 Ų
Heavy Atom Count26
Formal Charge0
Complexity446
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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