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Methylatropine

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
Methylatropine
Clinical data
Trade namesEumydrin
Other namesMethylatropinium; Methyl atropine; Methyl atropine nitrate; Methylatropine nitrate; Atropine methyl nitrate
ATC code
Identifiers
  • (1R,5R)-3-[(3-hydroxy-2-phenylpropanoyl)oxy]-8,8-dimethyl-8-azoniabicyclo[3.2.1]octane
CAS Number
PubChemCID
DrugBank
ChemSpider
UNII
ChEMBL
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC18H26NO3
Molar mass304.410 g·mol−1
3D model (JSmol)
  • C[N+]1(C2CCC1CC(C2)OC(=O)C(CO)C3=CC=CC=C3)C
  • InChI=1S/C18H26NO3/c1-19(2)14-8-9-15(19)11-16(10-14)22-18(21)17(12-20)13-6-4-3-5-7-13/h3-7,14-17,20H,8-12H2,1-2H3/q+1/t14-,15+,16?,17-/m0/s1
  • Key:PIPAJLPNWZMYQA-WFVVYAPDSA-N
 ☒NcheckY (what is this?)  (verify)

Methylatropine, sold under the brand nameEumydrin, is abelladonna derivative.[1]

In 1902, theBayer Company introduced methylatropine, a quaternary ammonium salt of atropine, as a mydriatic for dilation of the pupil during ophthalmic examination under the brand name of Eumydrin. Because of its highly polar nature it penetrated less readily into the central nervous system than did atropine; hence it was introduced for relieving pyloric spasm in infants.[2]

The blocking potency of methylatropine is approximately 10-20 times higher than that ofatropine at neuromuscular and ganglionic synapses.[3]

See also

[edit]

References

[edit]
  1. ^Elks, J. (2014).The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer US. p. 1258.ISBN 978-1-4757-2085-3. Retrieved28 January 2025.
  2. ^"Methylatropine Bromide".Inxight: Drugs. National Center for Advancing Translational Sciences (NCATS), National Institutes of Health, U.S. Department of Health and Human Services.
  3. ^Gyermek L (1998)."Semisynthetic Derivatives of Tropane Alkaloids and of other Tropane Esters".Pharmacology of Antimuscarinic Agents. Boca Raton: CRC Press. p. 162.ISBN 978-0-8493-8559-9.


Drugs for
functional
bowel
disorders
Antimuscarinics
Tertiary
amino group
Quaternary
ammonium

compounds
Phosphodiesterase
inhibitors
Acting on
serotonin receptors
Other
Belladonna
and derivatives
(antimuscarinics)
Propulsives
mAChRsTooltip Muscarinic acetylcholine receptors
Agonists
Antagonists
Precursors
(andprodrugs)
Public Domain This article incorporatespublic domain material fromMethylatropine Bromide.National Institutes of Health.


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