Ipratropium bromide anhydrousProduct ingredient for Ipratropium

Name
Ipratropium bromide anhydrous
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
DBSALT002739
Structure
Thumb
Synonyms
Not Available
UNII
VJV4X1P2Z1
CAS Number
22254-24-6
Weight
Average: 412.368
Monoisotopic: 411.140907
Chemical Formula
C20H30BrNO3
InChI Key
LHLMOSXCXGLMMN-WDTICOSOSA-M
InChI
InChI=1S/C20H30NO3.BrH/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/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 bromide
SMILES
[Br-].[H][[email protected]]12CC[[email protected]]([H])(C[[email protected]@H](C1)OC(=O)C(CO)C1=CC=CC=C1)[N+]2(C)C(C)C
ChemSpider
10481997
BindingDB
50021892
ChEMBL
CHEMBL1464005
Wikipedia
Ipratropium_bromide
Predicted Properties
PropertyValueSource
Water Solubility0.000701 mg/mLALOGPS
logP0.21ALOGPS
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