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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

Molecular Formula C24H29N2
Molecular Weight 345.5005
Charge 1
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry MIXED
Additional Stereochemistry No
Defined Stereocenters 2 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

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

Substance Class Chemical
Record UNII
9ZQX4PG68I
Record Status Validated (UNII)
Record Version