Homatropine methylbromide

Homatropine methylbromide (INN; also known as methylhomatropine bromide) is a quaternary ammonium salt of methylhomatropine. It is a peripherally acting anticholinergic medication that inhibits muscarinic acetylcholine receptors and thus the parasympathetic nervous system. It does not cross the blood–brain barrier. It is used to effectively relieve intestinal spasms and abdominal cramps, without producing the adverse effects of less specific anticholinergics.[1] It is used, in addition to papaverine, as a component of mild drugs that help "flush" the bile.

Homatropine methylbromide
Clinical data
Other namesMethylhomatropine bromide
ATC code
Identifiers
IUPAC name
  • (N,N-Dimethyl-8-azoniabicyclo[3.2.1]oct-3-yl) 2-hydroxy-2-phenylacetate bromide
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.001.168
Chemical and physical data
FormulaC17H24BrNO3
Molar mass370.287 g·mol−1
3D model (JSmol)
SMILES
  • C[N+]1(C2CCC1CC(C2)OC(=O)C(C3=CC=CC=C3)O)C.[Br-]
InChI
  • InChI=1S/C17H24NO3.BrH/c1-18(2)13-8-9-14(18)11-15(10-13)21-17(20)16(19)12-6-4-3-5-7-12;/h3-7,13-16,19H,8-11H2,1-2H3;1H/q+1;/p-1/t13-,14+,15+,16?; Y
  • Key:ZTVIKZXZYLEVOL-MCOXGKPRSA-N Y
  (verify)

Certain preparations of drugs such as hydrocodone are mixed with a small, sub-therapeutic amount of homatropine methylbromide to discourage intentional overdose.[2]

Contraindications

See also

References
  1. "Paratropina (Homatropine Methylbromide)". Archived from the original on 2017-04-29. Retrieved 2016-02-18.
  2. "Hydromet (Hydrocodone Bitartrate and Homatropine Methylbromide)". DailyMed. NIH.


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