Ipratropium bromide monohydrateProduct ingredient for Ipratropium

Name
Ipratropium bromide monohydrate
Drug Entry
Ipratropium

Ipratropium is a quaternary ammonium derivative of atropine4 that acts as an anticholinergic agent.1 It is commonly administered through inhalation which allows producing a local effect without presenting a significant systemic absorption.4

Ipratropium as a therapeutic agent was developed by Boehringer Ingelheim and its first monotherapy product was FDA approved in 1986.11 On the other hand, the combination product of ipratropium and albuterol was approved in 1996.12

Accession Number
DBSALT000208
Structure
Thumb
Synonyms
Ipratropium bromide / Ipratropium bromide hydrate
UNII
J697UZ2A9J
CAS Number
66985-17-9
Weight
Average: 430.383
Monoisotopic: 429.151472
Chemical Formula
C20H32BrNO4
InChI Key
KEWHKYJURDBRMN-XSAPEOHZSA-M
InChI
InChI=1S/C20H30NO3.BrH.H2O/c1-14(2)21(3)16-9-10-17(21)12-18(11-16)24-20(23)19(13-22)15-7-5-4-6-8-15;;/h4-8,14,16-19,22H,9-13H2,1-3H3;1H;1H2/q+1;;/p-1/t16-,17+,18+,19?,21?;;
IUPAC Name
(1R,3R,5S)-3-[(3-hydroxy-2-phenylpropanoyl)oxy]-8-methyl-8-(propan-2-yl)-8-azabicyclo[3.2.1]octan-8-ium hydrate bromide
SMILES
O.[Br-].[H][C@]12CC[C@]([H])(C[C@@H](C1)OC(=O)C(CO)C1=CC=CC=C1)[N+]2(C)C(C)C
External Links
PubChem Compound
43232
ChemSpider
20016099
ChEBI
5957
ChEMBL
CHEMBL2134724
Wikipedia
Ipratropium_bromide
Predicted Properties
PropertyValueSource
Water Solubility0.000595 mg/mLALOGPS
logP0.97ALOGPS
logP-1.8ChemAxon
logS-5.8ALOGPS
pKa (Strongest Acidic)15.15ChemAxon
pKa (Strongest Basic)-2.7ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity105.9 m3·mol-1ChemAxon
Polarizability37.57 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon