Butylscopolamine bromideProduct ingredient for Butylscopolamine

Name
Butylscopolamine bromide
Drug Entry
Butylscopolamine

Butylscopolamine is a peripherally acting antimuscarinic, anticholinergic agent. It is used to treat pain and discomfort caused by abdominal cramps, menstrual cramps, or other spasmodic activity in the digestive system. It is also effective at preventing bladder spasms. It is not a pain medication in the normal sense, since it does not directly affect pain, but rather works to prevent painful cramps and spasms from occurring. It is on the WHO Model List of Essential Medicines, the most important medications needed in a basic health system.

Accession Number
DBSALT002585
Structure
Thumb
Synonyms
Hyoscine butylbromide / Hyoscine N-butylbromide / N-butylscopolammonium bromide / Scopolamine bromobutylate / Scopolamine butylbromide / Scopolamine N-butylbromide
UNII
0GH9JX37C8
CAS Number
149-64-4
Weight
Average: 440.371
Monoisotopic: 439.1358211
Chemical Formula
C21H30BrNO4
InChI Key
HOZOZZFCZRXYEK-GSWUYBTGSA-M
InChI
InChI=1S/C21H30NO4.BrH/c1-3-4-10-22(2)17-11-15(12-18(22)20-19(17)26-20)25-21(24)16(13-23)14-8-6-5-7-9-14;/h5-9,15-20,23H,3-4,10-13H2,1-2H3;1H/q+1;/p-1/t15-,16-,17-,18+,19-,20+,22?;/m1./s1
IUPAC Name
(1R,2R,4S,5S,7R)-9-butyl-7-{[(2S)-3-hydroxy-2-phenylpropanoyl]oxy}-9-methyl-3-oxa-9-azatricyclo[3.3.1.0^{2,4}]nonan-9-ium bromide
SMILES
[Br-].CCCC[N+]1(C)[C@H]2C[C@@H](C[C@@H]1[C@H]1O[C@@H]21)OC(=O)[C@H](CO)C1=CC=CC=C1
ChemSpider
16736107
ChEBI
32123
ChEMBL
CHEMBL1256901
Predicted Properties
PropertyValueSource
Water Solubility0.00166 mg/mLALOGPS
logP-0.6ALOGPS
logP-1.9ChemAxon
logS-5.4ALOGPS
pKa (Strongest Acidic)15.15ChemAxon
pKa (Strongest Basic)-2.7ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area59.06 Å2ChemAxon
Rotatable Bond Count8ChemAxon
Refractivity109.51 m3·mol-1ChemAxon
Polarizability39.92 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon