Methylhomatropine

Homatropine methyl bromide
Clinical data
ATC code	A02BX03 (WHO) ;
Identifiers
	IUPAC name (N,N-dimethyl-8-azoniabicyclo[3.2.1]oct-3-yl) 2-hydroxy-2-phenylacetate bromide;
CAS Number	80-49-9;
PubChem CID	6646;
DrugBank	DB00725;
ChemSpider	6394 ;
UNII	68JRS2HC1C;
ChEMBL	CHEMBL1200851;
ECHA InfoCard	100.001.168
Chemical and physical data
Formula	C17H24BrNO3
Molar mass	370.26 g/mol
3D model (JSmol)	Interactive image;
	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?; ; Key:ZTVIKZXZYLEVOL-MCOXGKPRSA-N ;
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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.^[1] It is used, in addition to papaverine, as a component of mild drugs that help "flush" the bile.

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

Contraindications

References

↑ "Paratropina (Homatropine Methylbromide)".
↑ "Hydromet (Hydrocodone Bitartrate and Homatropine Methylbromide)". DailyMed. NIH.

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[1] "Paratropina (Homatropine Methylbromide)".

[2] "Hydromet (Hydrocodone Bitartrate and Homatropine Methylbromide)". DailyMed. NIH.

Clinical data

ATC code	A02BX03 (WHO)
Identifiers
IUPAC name (N,N-dimethyl-8-azoniabicyclo[3.2.1]oct-3-yl) 2-hydroxy-2-phenylacetate bromide
CAS Number	80-49-9
PubChem CID	6646
DrugBank	DB00725
ChemSpider	6394^Y
UNII	68JRS2HC1C
ChEMBL	CHEMBL1200851
ECHA InfoCard	100.001.168
Chemical and physical data
Formula	C₁₇H₂₄BrNO₃
Molar mass	370.26 g/mol
3D model (JSmol)	Interactive image
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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