Octatropine methylbromide

Last updated
Octatropine methylbromide
Octatropine methylbromide.svg
Clinical data
Other names8-Methyltropinium bromide 2- propylvalerate
Routes of
administration 		Oral
ATC code
  • none
Pharmacokinetic data
Bioavailability 10 to 25% (oral)
Protein binding Unknown
Metabolism Hepatic
Elimination half-life Unknown
Identifiers
  • (endo)-8,8-dimethyl-8-azoniabicyclo[3.2.1]octan-3-yl] 2-propylpentanoate bromide
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard 100.001.169 OOjs UI icon edit-ltr-progressive.svg
Chemical and physical data
Formula C17H32BrNO2
Molar mass 362.352 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+; X mark.svgN
  • Key:QSFKGMJOKUZAJM-CNKDKAJDSA-M X mark.svgN
 X mark.svgNYes check.svgY  (what is this?)    (verify)

Octatropine methylbromide (INN) or anisotropine methylbromide (USAN), trade names Valpin, Endovalpin, Lytispasm and others, [1] is a muscarinic antagonist and antispasmodic. It was introduced to the U.S. market in 1963 as an adjunct in the treatment of peptic ulcer, [2] and promoted as being more specific to the gastrointestinal 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Octatropine has been superseded by more effective agents in the treatment of peptic ulcer disease, and is no longer used.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 as phenobarbital and metamizole.

References

  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 through Google 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.
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