Octatropine methylbromide

Pharmaceutical drug
  • none
Pharmacokinetic dataBioavailability10 to 25% (oral)Protein bindingUnknownMetabolismHepaticElimination half-lifeUnknownIdentifiers
  • (endo)-8,8-dimethyl-8-azoniabicyclo[3.2.1]octan-3-yl] 2-propylpentanoate bromide
CAS Number
  • 80-50-2 checkY
PubChem CID
  • 6647
DrugBank
  • DB00517 checkY
ChemSpider
  • 10482228 ☒N
UNII
  • 62M960DHIL
KEGG
  • D00232 checkY
ChEMBL
  • ChEMBL1186610 ☒N
CompTox Dashboard (EPA)
  • DTXSID8022612 Edit this at Wikidata
ECHA InfoCard100.001.169 Edit this at WikidataChemical and physical dataFormulaC17H32BrNO2Molar mass362.352 g·mol−13D model (JSmol)
  • Interactive image
  • CCCC(CCC)C(=O)O[C@H]1C[C@H]2CC[C@@H](C1)[N+]2(C)C.[Br-]
InChI
  • 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) 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Octatropine has been superseded by more effective agents in the treatment of peptic ulcer disease, and is no longer used.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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Drugs for
functional
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Antimuscarinics
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ammonium
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mAChRsTooltip Muscarinic acetylcholine receptors
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Receptor/signaling modulators
Nicotinic acetylcholine receptor modulators
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