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Octatropine methylbromide

From Wikipedia, the free encyclopedia
Pharmaceutical drug
Pharmaceutical compound
Octatropine methylbromide
Clinical data
Other names8-Methyltropinium bromide 2- propylvalerate
Routes of
administration
Oral
ATC code
  • none
Pharmacokinetic data
Bioavailability10 to 25% (oral)
Protein bindingUnknown
MetabolismHepatic
Eliminationhalf-lifeUnknown
Identifiers
  • (endo)-8,8-dimethyl-8-azoniabicyclo[3.2.1]octan-3-yl] 2-propylpentanoate bromide
CAS Number
PubChemCID
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard(EPA)
ECHA InfoCard100.001.169Edit this at Wikidata
Chemical and physical data
FormulaC17H32BrNO2
Molar mass362.352 g·mol−1
3D model (JSmol)
  • CCCC(CCC)C(=O)O[C@H]1C[C@H]2CC[C@@H](C1)[N+]2(C)C.[Br-]
  • InChI=1S/C17H32NO2.BrH/c1-5-7-13(8-6-2)17(19)20-16-11-14-9-10-15(12-16)18(14,3)4;/h13-16H,5-12H2,1-4H3;1H/q+1;/p-1/t14-,15+,16+; ☒N
  • Key:QSFKGMJOKUZAJM-CNKDKAJDSA-M ☒N
 ☒NcheckY (what is this?)  (verify)

Octatropine methylbromide (INN) oranisotropine methylbromide (USAN), trade namesValpin,Endovalpin,Lytispasm and others,[1] is amuscarinic antagonist andantispasmodic. It was introduced to the U.S. market in 1963 as an adjunct in the treatment ofpeptic ulcer,[2] and promoted as being more specific to thegastrointestinal tract than other anticholinergics, although its selectivity was questioned in later studies.[3][4]

Octatropine has been superseded by more effective agents in the treatment of peptic ulcer disease, and is no longer used. It is still sold in some countries in combination with other drugs, such asphenobarbital andmetamizole.

References

[edit]
  1. ^Triggle DJ, Ganellin CR, MacDonald F (1997).Dictionary of Pharmacological Agents. Vol. 2. Boca Raton: Chapman & Hall/CRC. p. 1467.ISBN 0-412-46630-9. Retrieved on August 31, 2008 throughGoogle Book Search.
  2. ^Batterman RC, Mouratoff GJ, Kaufman JE (May 1963). "Anisotropine methylbromide: a new antispasmodic for gastrointestinal disorders".Current Therapeutic Research, Clinical and Experimental.5:213–218.PMID 13966843.
  3. ^Gyermek L (1998)."Semisynthetic Derivatives of Tropane Alkaloids and o Other Atropine Esters".Pharmacology of antimuscarinic agents. Boca Raton: CRC Press. p. 183.ISBN 0-8493-8559-8. Retrieved on August 31, 2008 through Google Book Search.
  4. ^Bachrach WH (June 1972). "Clinical evaluation of anisotropine methyl bromide (valpin), an anticholinergic drug".The American Journal of Digestive Diseases.17 (6):505–512.doi:10.1007/BF02231205.PMID 4555460.S2CID 7836183.
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)
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