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Details

Stereochemistry ACHIRAL
Molecular Formula C24H29N2
Molecular Weight 345.5005
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 1

SHOW SMILES / InChI
Structure of DAROTROPIUM

SMILES

C[N+]1(C)[C@H]2CC[C@@H]1C[C@H](CC(C#N)(C3=CC=CC=C3)C4=CC=CC=C4)C2

InChI

InChIKey=BKLAJZNVMHLXAP-QYEXWFEISA-N
InChI=1S/C24H29N2/c1-26(2)22-13-14-23(26)16-19(15-22)17-24(18-25,20-9-5-3-6-10-20)21-11-7-4-8-12-21/h3-12,19,22-23H,13-17H2,1-2H3/q+1/t19-,22+,23-

HIDE SMILES / InChI
Darotropium is a muscarinic acetylcholine antagonist, developed by GlaxoSmithKline for the treatment of chronic obstructive pulmonary disease (COPD). Darotropium in combination with salmeterol was investigated in phase 2 clinical trial in COPD patients. The addition of darotropium to salmeterol in partially reversible COPD patients resulted in greater bronchodilation than salmeterol or tiotropium alone and was well tolerated. In a clinical trial of darotropium as monotherapy, all doses of the drug were well tolerated and demonstrated bronchodilatory activity. However, the rapid onset of bronchodilation was not sustained over 24 h, and GSK has discontinued the development of darotropium in favor of GSK573719, which has more favorable pharmacokinetics.

Approval Year

Name Type Language
DAROTROPIUM
WHO-DD  
Common Name English
Darotropium [WHO-DD]
Common Name English
DAROTROPIUM CATION
Common Name English
DAROTROPIUM ION
Common Name English
(3-ENDO)-3-(2-CYANO-2,2-DIPHENYLETHYL)-8,8-DIMETHYL-8-AZONIABICYCLO(3.2.1)OCTANE
Common Name English
8-AZONIABICYCLO(3.2.1)OCTANE, 3-(2-CYANO-2,2-DIPHENYLETHYL)-8,8-DIMETHYL-, (3-ENDO)-
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29704
Created by admin on Fri Dec 15 16:32:02 GMT 2023 , Edited by admin on Fri Dec 15 16:32:02 GMT 2023
Code System Code Type Description
FDA UNII
9ZQX4PG68I
Created by admin on Fri Dec 15 16:32:02 GMT 2023 , Edited by admin on Fri Dec 15 16:32:02 GMT 2023
PRIMARY
CAS
850689-51-9
Created by admin on Fri Dec 15 16:32:02 GMT 2023 , Edited by admin on Fri Dec 15 16:32:02 GMT 2023
PRIMARY
PUBCHEM
25195533
Created by admin on Fri Dec 15 16:32:02 GMT 2023 , Edited by admin on Fri Dec 15 16:32:02 GMT 2023
PRIMARY
NCI_THESAURUS
C81545
Created by admin on Fri Dec 15 16:32:02 GMT 2023 , Edited by admin on Fri Dec 15 16:32:02 GMT 2023
PRIMARY