Sofpironium bromideProduct ingredient for Sofpironium

Name
Sofpironium bromide
Drug Entry
Sofpironium

Sofpironium is a "soft" anticholinergic analog of glycopyrronium that has been modified with a readily hydrolyzable ester moiety.6 Soft drugs are designed to reduce systemic toxicity while enhancing local efficacy by employing retrometabolic drug design, in which a molecule contains a metabolically sensitive moiety that promotes rapid metabolism to inactive metabolites after exerting activity at its target site.2 Sofpironium is rapidly converted to a less active metabolite, BBI-4010, after exerting its activity, thereby limiting the incidence and/or severity of systemic anticholinergic effects.5,6

Sofpironium bromide (Sofdra) was approved by the FDA in June 2024 for the topical treatment of primary axillary hyperhidrosis.4,5 It has also been available in Japan since 2020 under the brand name Ecclock.4

Accession Number
DBSALT003526
Structure
Synonyms
Sofpironium Br / Sofpironium bromide
External IDs
BBI 4000 / BBI-4000 / BBI4000
UNII
7B2Y1932XU
CAS Number
1628106-94-4
Weight
Average: 470.404
Monoisotopic: 469.146386
Chemical Formula
C22H32BrNO5
InChI Key
FIAFMTCUJCWADZ-JOFREBOKSA-M
InChI
InChI=1S/C22H32NO5.BrH/c1-3-27-20(24)16-23(2)14-13-19(15-23)28-21(25)22(26,18-11-7-8-12-18)17-9-5-4-6-10-17;/h4-6,9-10,18-19,26H,3,7-8,11-16H2,1-2H3;1H/q+1;/p-1/t19-,22+,23?;/m1./s1
IUPAC Name
SMILES
[Br-].CCOC(=O)C[N+]1(C)CC[C@H](C1)OC(=O)[C@@](O)(C1CCCC1)C1=CC=CC=C1
ChEMBL
CHEMBL3707223
Wikipedia
Sofpironium_bromide
Predicted Properties
PropertyValueSource