title: Buscopan labeled with carbon-14 and deuterium.
abstract: Hyosine butyl bromide, the active ingredient in Buscopan, is an anticholinergic and antimuscarinic drug used to treat pain and discomfort caused by abdominal cramps. A straightforward synthesis of carbon-14- and deuterium-labeled Buscopan was developed using scopolamine, n-butyl-1-14C bromide, and n-butyl-2H9bromide, respectively. In a second carbon-14 synthesis, the radioactive carbon was incorporated in the tropic acid moiety to follow its metabolism. Herein, we describe the detailed preparations of carbon-14- and deuterium-labeled Buscopan.
authors.affiliation: Chemical Development, Boehringer Ingelheim Pharmaceuticals, Inc, 900 Ridgebury Road, PO Box 368, Ridgefield, CT, 06877-0368, USA.
authors.forename: Bachir
authors.initials: B
authors.lastname: Latli
authors.affiliation: Boehringer Ingelheim GmbH & Co KG, Binger Strasse 173, 55216, Ingelheim am Rhein, Germany.
authors.forename: Michael
authors.initials: M
authors.lastname: Stiasni
authors.affiliation: Chemical Development, Boehringer Ingelheim Pharmaceuticals, Inc, 900 Ridgebury Road, PO Box 368, Ridgefield, CT, 06877-0368, USA.
authors.forename: Matt
authors.initials: M
authors.lastname: Hrapchak
authors.affiliation: Chemical Development, Boehringer Ingelheim Pharmaceuticals, Inc, 900 Ridgebury Road, PO Box 368, Ridgefield, CT, 06877-0368, USA.
authors.forename: Zhibin
authors.initials: Z
authors.lastname: Li
authors.affiliation: Chemical Development, Boehringer Ingelheim Pharmaceuticals, Inc, 900 Ridgebury Road, PO Box 368, Ridgefield, CT, 06877-0368, USA.
authors.forename: Nelu
authors.initials: N
authors.lastname: Grinberg
authors.affiliation: Chemical Development, Boehringer Ingelheim Pharmaceuticals, Inc, 900 Ridgebury Road, PO Box 368, Ridgefield, CT, 06877-0368, USA.
authors.forename: Heewon
authors.initials: H
authors.lastname: Lee
authors.affiliation: Chemical Development, Boehringer Ingelheim Pharmaceuticals, Inc, 900 Ridgebury Road, PO Box 368, Ridgefield, CT, 06877-0368, USA.
authors.forename: Carl A
authors.initials: CA
authors.lastname: Busacca
authors.affiliation: Chemical Development, Boehringer Ingelheim Pharmaceuticals, Inc, 900 Ridgebury Road, PO Box 368, Ridgefield, CT, 06877-0368, USA.
authors.forename: Chris H
authors.initials: CH
authors.lastname: Senanayake
mesh_terms: D002086:Butylscopolammonium Bromide / Q000138:chemical synthesis / Q000737:chemistry*; D002250:Carbon Radioisotopes / Q000737:chemistry*; D003903:Deuterium / Q000737:chemistry*; D007553:Isotope Labeling
chemical_list: D002250:Carbon Radioisotopes; D002086:Butylscopolammonium Bromide; D003903:Deuterium
keywords: Buscopan; carbon-14; deuterium; hyoscine butyl bromide; radiosynthesis; tropic acid