Homatropine hydrobromideProduct ingredient for Homatropine

Name
Homatropine hydrobromide
Drug Entry
Homatropine

Homatropine is an anticholinergic drug that acts as an antagonist at muscarinic acetylcholine receptors. It is present in antitussives, under the trade name Hycodan, in combination with hydrocodone (dihydrocodeinone) bitartrate indicated for the symptomatic relief of cough as oral tablets or solutions. Homatropine is included in subtherapeutic amounts as homatropine methylbromide to discourage deliberate overdosage. Homatropine hydrobromide has been administered as ophthalmic solutions as a cycloplegic to temporarily paralyze accomodation, and to induce mydriasis (the dilation of the pupil); however such therapeutic use has not been approved by the FDA to be safe and effective.

Accession Number
DBSALT001537
Structure
Thumb
Synonyms
Not Available
UNII
BEW7469QZ0
CAS Number
51-56-9
Weight
Average: 356.26
Monoisotopic: 355.078307
Chemical Formula
C16H22BrNO3
InChI Key
DWSGTFTVBLXELC-RDYJJYPNSA-N
InChI
InChI=1S/C16H21NO3.BrH/c1-17-12-7-8-13(17)10-14(9-12)20-16(19)15(18)11-5-3-2-4-6-11;/h2-6,12-15,18H,7-10H2,1H3;1H/t12-,13+,14+,15?;
IUPAC Name
(1R,3S,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 2-hydroxy-2-phenylacetate hydrobromide
SMILES
Br.[H][C@]12CC[C@]([H])(C[C@@H](C1)OC(=O)C(O)C1=CC=CC=C1)N2C
ChemSpider
16739956
ChEMBL
CHEMBL1319362
Wikipedia
Homatropine
Predicted Properties
PropertyValueSource
Water Solubility5.57 mg/mLALOGPS
logP1.91ALOGPS
logP1.59ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)11.99ChemAxon
pKa (Strongest Basic)9.38ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area49.77 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity75.81 m3·mol-1ChemAxon
Polarizability29.79 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon