Methylhomatropine

Homatropine methyl bromide

Systematic (IUPAC) name
(N,N-dimethyl-8-azoniabicyclo[3.2.1]oct-3-yl) 2-hydroxy-2-phenylacetate bromide
Identifiers
CAS Number	80-49-9
ATC code	A02BX03 (WHO)
PubChem	CID: 6646
DrugBank	DB00725
ChemSpider	6394 Y
UNII	68JRS2HC1C Y
ChEMBL	CHEMBL1200851
Chemical data
Formula	C17H24BrNO3
Molecular mass	370.26 g/mol
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
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Homatropine methylbromide or 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. It is used, in addition to papaverine, as component of mild drugs that help "flush" the bile.

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

Contraindications

• Untreated glaucoma
• Myasthenia gravis
• Severe heart failure
• Thyrotoxicosis