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Compound

Octatropine methylbromide

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Part of the metabolic pathway of Octatropine methylbromide. See the timeline on the metabolic highway.

Overview

Octatropine methylbromide (INN) or anisotropine methylbromide (USAN), trade names Valpin, Endovalpin, Lytispasm and others, 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, and promoted as being more specific to the gastrointestinal tract than other anticholinergics, although its selectivity was questioned in later studies.[1–4] WP

Octatropine has been superseded by more effective agents in the treatment of peptic ulcer disease, and is no longer used.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. WP

Chemistry

Formula
C17H32BrNO2 PC
Molar mass (g/mol)
362.3 PC
IUPAC name (computed by PubChem)
[(1R,5R)-8,8-dimethyl-8-azoniabicyclo[3.2.1]octan-3-yl] 2-propylpentanoate bromide PC
SMILES
CCCC(CCC)C(=O)OC1C[C@H]2CC[C@H](C1)[N+]2(C)C.[Br-] PC
InChIKey
QSFKGMJOKUZAJM-CTHHTMFSSA-M PC
PubChem CID
6647
IUPAC name
(endo)-8,8-dimethyl-8-azoniabicyclo WP

Harm reduction information

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Sources

  1. Other Triggle DJ, Ganellin CR, MacDonald F. Dictionary of Pharmacological Agents. 1997
  2. Journal / agency Batterman RC, Mouratoff GJ, Kaufman JE. Anisotropine methylbromide: a new antispasmodic for gastrointestinal disorders. Current Therapeutic Research, Clinical and Experimental. May 1963. PMID 13966843
  3. Other Gyermek L. Pharmacology of antimuscarinic agents. 1998
  4. Journal / agency Bachrach WH. Clinical evaluation of anisotropine methyl bromide (valpin), an anticholinergic drug. The American Journal of Digestive Diseases. June 1972. doi:10.1007/BF02231205 · PMID 4555460

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