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Details

Stereochemistry ACHIRAL
Molecular Formula C24H29N2.Br
Molecular Weight 425.404
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DAROTROPIUM BROMIDE

SMILES

[Br-].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=CWRNUVNMUYSOFQ-XITXYIRHSA-M
InChI=1S/C24H29N2.BrH/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;1H/q+1;/p-1/t19-,22+,23-;

HIDE SMILES / InChI

Molecular Formula C24H29N2
Molecular Weight 345.5005
Charge 1
Count
Stereochemistry EPIMERIC
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula BrH
Molecular Weight 80.912
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
Created
by admin
on Fri Dec 15 16:29:07 GMT 2023
Edited
by admin
on Fri Dec 15 16:29:07 GMT 2023
Record UNII
2W2V1U785A
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DAROTROPIUM BROMIDE
INN   USAN   WHO-DD  
INN   USAN  
Official Name English
GSK233705B
Code English
GSK-233705B
Code English
Darotropium bromide [WHO-DD]
Common Name English
DAROTROPIUM BROMIDE [USAN]
Common Name English
GSK233705
Code English
GSK-233705
Code English
(1R,3R,5S)-3-(2-Cyano-2,2-diphenylethyl)-8,8-dimethyl-8-azoniabicyclo[3.2.1]octane bromide
Common Name English
(3-ENDO)-3-(2-CYANO-2,2-DIPHENYLETHYL)-8,8-DIMETHYL-8-AZONIABICYCLO(3.2.1)OCTANE BROMIDE
Common Name English
darotropium bromide [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29704
Created by admin on Fri Dec 15 16:29:07 GMT 2023 , Edited by admin on Fri Dec 15 16:29:07 GMT 2023
Code System Code Type Description
INN
9023
Created by admin on Fri Dec 15 16:29:07 GMT 2023 , Edited by admin on Fri Dec 15 16:29:07 GMT 2023
PRIMARY
FDA UNII
2W2V1U785A
Created by admin on Fri Dec 15 16:29:07 GMT 2023 , Edited by admin on Fri Dec 15 16:29:07 GMT 2023
PRIMARY
SMS_ID
300000034079
Created by admin on Fri Dec 15 16:29:07 GMT 2023 , Edited by admin on Fri Dec 15 16:29:07 GMT 2023
PRIMARY
USAN
TT-104
Created by admin on Fri Dec 15 16:29:07 GMT 2023 , Edited by admin on Fri Dec 15 16:29:07 GMT 2023
PRIMARY
NCI_THESAURUS
C76000
Created by admin on Fri Dec 15 16:29:07 GMT 2023 , Edited by admin on Fri Dec 15 16:29:07 GMT 2023
PRIMARY
ChEMBL
CHEMBL2110584
Created by admin on Fri Dec 15 16:29:07 GMT 2023 , Edited by admin on Fri Dec 15 16:29:07 GMT 2023
PRIMARY
CAS
850607-58-8
Created by admin on Fri Dec 15 16:29:07 GMT 2023 , Edited by admin on Fri Dec 15 16:29:07 GMT 2023
PRIMARY
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