Methylscopolamine

Methylscopolamine
Names
Trade namesPamine, Extendryl, AlleRx, Others
Other namesMethylscopolamine bromide
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
Drug classAntimuscarinic[1]
Main usesStomach ulcers[1]
Side effectsDry mouth, decreased sweating, blurry vision, increased intraocular pressure[1]
Typical dose2.5 to 5 mg QID[1]
External links
AHFS/Drugs.comMonograph
MedlinePlusa606008
Pharmacokinetics
Elimination half-life3–4 hrs
Chemical and physical data
FormulaC18H24NO4
Molar mass318.388 g/mol (398.297 g/mol with bromide) g·mol−1
3D model (JSmol)
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 checkY
  • Key:LZCOQTDXKCNBEE-IKIFYQGPSA-N checkY

Methylscopolamine, also known as methscopolamine, was a medication used to treat stomach ulcers.[1] Its use has mostly been replaced by proton pump inhibitors and H2 blockers which are more effective.[1] It is taken by mouth.[1]

Common side effects include dry mouth, decreased sweating, blurry vision, and increased intraocular pressure.[1] Other side effects may include allergic reactions, sleepiness, and heat stroke.[1] It is an antimuscarinic which acts by blocking the acetylcholine.[1]

Methylscopolamine was patented in 1902 and approved for medical use in 1947.[2] In the United States 60 tablets of 2.5 mg costs about 32 USD as of 2021.[3]

Medical uses

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[4]

Dosage

It is often take at a dose of 2.5 to 5 mg four times per day.[1]

Mechanism of action

Methscopolamine, a methylated derivative of scopolamine, is a muscarinic antagonist structurally similar to the neurotransmitter acetylcholine. Methscopolamine is an analog to hyoscine butylbromide.

Names

It is usual provided as as the bromide or nitrate salt.

Brand names include Extendryl, AlleRx, Rescon, Pamine.

References

  1. ↑ 1.00 1.01 1.02 1.03 1.04 1.05 1.06 1.07 1.08 1.09 1.10 "Methscopolamine Monograph for Professionals". Drugs.com. Archived from the original on 25 January 2021. Retrieved 17 November 2021. Archived 25 January 2021 at the Wayback Machine
  2. ↑ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 446. ISBN 9783527607495. Archived from the original on 2020-11-15. Retrieved 2020-09-20.
  3. ↑ "Methscopolamine Prices, Coupons & Savings Tips - GoodRx". GoodRx. Archived from the original on 14 November 2016. Retrieved 17 November 2021. Archived 14 November 2016 at the Wayback Machine
  4. ↑ Gennaro AR. The Science and Practice of Pharmacy. Remington. pp. 402–403, 1025. ISBN 0912734043.

External links

Identifiers:

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