Methylscopolamine bromide

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Methylscopolamine bromide
Methscopolamine.png
Clinical data
Trade names Pamine, Extendryl, AlleRx, Rescon
AHFS/Drugs.com Monograph
MedlinePlus a606008
ATC code
Pharmacokinetic data
Elimination half-life 3–4 hrs
Identifiers
  • (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
PubChem CID
DrugBank
ChemSpider
UNII
ChEMBL
PDB ligand
CompTox Dashboard (EPA)
ECHA InfoCard 100.005.314 OOjs UI icon edit-ltr-progressive.svg
Chemical and physical data
Formula C18H24NO4
Molar mass 318.388 g/mol (398.297 g/mol with bromide) g·mol−1
3D model (JSmol)
  • 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=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 Yes check.svgY
  • Key:LZCOQTDXKCNBEE-IKIFYQGPSA-N Yes check.svgY
   (verify)

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. [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 [2]

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. [3] Methscopolamine is an FDA-approved analog to hyoscine butylbromide.

Brand names

Brand names include Extendryl, AlleRx, Rescon, Pamine.

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References

  1. Drugs.com: Methscopolamine
  2. Gennaro AR. The Science and Practice of Pharmacy. Remington. pp. 402–403, 1025. ISBN   0912734043.
  3. Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 446. ISBN   9783527607495.