Chemistry:Methylscopolamine bromide

Short description: Pharmaceutical drug

Methylscopolamine bromide

Clinical data
Trade names	Pamine, Extendryl, AlleRx, Rescon
AHFS/Drugs.com	Monograph
MedlinePlus	a606008
ATC code	A03BB03 (WHO) S01FA03 (WHO)
Pharmacokinetic data
Elimination half-life	3–4 hrs
Identifiers
IUPAC name (1R,2S,4R,5S,7R)-{[(2R)-3-hydroxy-2-phenylpropanoyl]oxy}-9,9-dimethyl-3-oxa-9-azoniatricyclo[3.3.1.02,4]nonane
CAS Number	155-41-9
PubChem CID	441342
DrugBank	DB00462 Y
ChemSpider	21106347 Y
UNII	RTN51LK7WL
ChEMBL	ChEMBL376897 Y
Chemical and physical data
Formula	C18H24NO4
Molar mass	318.388 g/mol (398.297 g/mol with bromide) g·mol−1
3D model (JSmol)	Interactive image
SMILES OC[C@H](c1ccccc1)C(=O)O[C@H]2C[C@@H]3[N+](C)(C)[C@H](C2)[C@H]4O[C@@H]34
InChI InChI=1S/C18H24NO4/c1-19(2)14-8-12(9-15(19)17-16(14)23-17)22-18(21)13(10-20)11-6-4-3-5-7-11/h3-7,12-17,20H,8-10H2,1-2H3/q+1/t12-,13-,14-,15+,16-,17+/m1/s1 Y Key:LZCOQTDXKCNBEE-IKIFYQGPSA-N Y
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Methylscopolamine or methscopolamine, usually provided as the bromide or nitrate salt, is an oral medication used along with other medications to treat peptic ulcers by reducing stomach acid secretion. Proton pump inhibitors and antihistamine medications have made this use obsolete. It can also be used for stomach or intestinal spasms, to reduce salivation, and to treat motion sickness. Methscopolamine is also commonly used as a drying agent, to dry up post-nasal drip, in cold, irritable bowel syndrome and allergy medications

Methscopolamine, a methylated derivative of scopolamine, is a muscarinic antagonist structurally similar to the neurotransmitter acetylcholine. Its mechanism of action involves blocking the muscarinic acetylcholine receptors.

It was patented in 1902 and approved for medical use in 1947. Methscopolamine is an FDA-approved analog to hyoscine butylbromide.

Brand names

Brand names include Extendryl, AlleRx, Rescon, Pamine.