Octatropine methylbromide

Octatropine methylbromide
Octatropine methylbromide
Systematic (IUPAC) name
(endo)-8,8-dimethyl-8-azoniabicyclo[3.2.1]octan-3-yl] 2-propylpentanoate bromide
Clinical data
Pregnancy cat. C(US)
Legal status  ?
Routes Oral
Pharmacokinetic data
Bioavailability 10 to 25% (oral)
Protein binding Unknown
Metabolism Hepatic
Half-life Unknown
Identifiers
CAS number 80-50-2 YesY
ATC code None
PubChem CID 6647
DrugBank DB00517
UNII 62M960DHIL N
ChEMBL CHEMBL1186610 N
Synonyms 8-Methyltropinium bromide 2- propylvalerate
Chemical data
Formula C17H32NO2+ · Br
Mol. mass 362.345 g/mol
 N(what is this?)  methylbromide (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Octatropine has been superseded by more effective agents in the treatment of peptic ulcer disease, and is no longer used.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. ^ David J. Triggle; C. R. Ganellin, F. MacDonald (1997). Dictionary of Pharmacological Agents. 2. Boca Raton: Chapman & Hall/CRC. pp. p. 1467. ISBN 0-412-46630-9. http://books.google.com/?id=A0THacd46ZsC.  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". Curr Ther Res Clin Exp 5: 213–8. PMID 13966843. 
  3. ^ Gyermek, Laszlo (1998). Pharmacology of antimuscarinic agents. Boca Raton: CRC Press. pp. p. 183. ISBN 0-8493-8559-8. http://books.google.com/?id=_VyDxfdunv4C&pg=PA183&dq=anisotropine.  Retrieved on August 31, 2008 through Google Book Search.
  4. ^ Bachrach WH (June 1972). "Clinical evaluation of anisotropine methyl bromide (valpin), an anticholinergic drug". Am J Dig Dis 17 (6): 505–12. doi:10.1007/BF02231205. PMID 4555460.