Methylscopolamine bromide

Methylscopolamine bromide

Systematic (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
Clinical data
Trade names	Pamine, Extendryl, AlleRx, Rescon
AHFS/Drugs.com	monograph
MedlinePlus	a606008
Pharmacokinetic data
Biological half-life	3–4 hrs
Identifiers
CAS Number	155-41-9
ATC code	A03BB03 S01FA03
PubChem	CID 441342
DrugBank	DB00462 Y
ChemSpider	21106347 Y
UNII	RTN51LK7WL Y
ChEMBL	CHEMBL376897 Y
Chemical data
Formula	C18H24NO4
Molar mass	318.388 g/mol
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 salt (trade name Pamine), is an oral medication used along with other medications to treat peptic ulcers by reducing stomach acid secretion.^[1] 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 (trade names Extendryl, AlleRx, Rescon).

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.

References