Pinaverium bromideProduct ingredient for Pinaverium

Name
Pinaverium bromide
Drug Entry
Pinaverium

Pinaverium is a spasmolytic agent used for functional gastrointestinal disorders. It is a quaternary ammonium compound that acts as an atypical calcium antagonist to restore normal bowel function. It is shown to relieve GI spasm and pain, transit disturbances and other symptoms related to motility disorders [1] and may be considered as effective first-lline therapy for patients with irritable bowel syndrome (IBS) [5]. Pinaverium bromide is the common ingredient in formulations, mostly as oral tablets. Although it is not a currently approved drug by the FDA, pinaverium is available in over 60 countries including Canada.

Accession Number
DBSALT001130
Structure
Thumb
Synonyms
Not Available
UNII
7SCF54H12J
CAS Number
53251-94-8
Weight
Average: 591.425
Monoisotopic: 589.140235
Chemical Formula
C26H41Br2NO4
InChI Key
IKGXLCMLVINENI-UHFFFAOYSA-M
InChI
InChI=1S/C26H41BrNO4.BrH/c1-26(2)21-6-5-19(22(26)16-21)7-11-31-12-8-28(9-13-32-14-10-28)18-20-15-24(29-3)25(30-4)17-23(20)27;/h15,17,19,21-22H,5-14,16,18H2,1-4H3;1H/q+1;/p-1
IUPAC Name
4-[(2-bromo-4,5-dimethoxyphenyl)methyl]-4-[2-(2-{6,6-dimethylbicyclo[3.1.1]heptan-2-yl}ethoxy)ethyl]morpholin-4-ium bromide
SMILES
[Br-].COC1=C(OC)C=C(C[N+]2(CCOCCC3CCC4CC3C4(C)C)CCOCC2)C(Br)=C1
External Links
ChemSpider
37181
ChEMBL
CHEMBL1909298
Wikipedia
Pinaverium_bromide
Predicted Properties
PropertyValueSource
Water Solubility5.88e-06 mg/mLALOGPS
logP2.68ALOGPS
logP0.67ChemAxon
logS-8ALOGPS
pKa (Strongest Acidic)17.16ChemAxon
pKa (Strongest Basic)-3.8ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area36.92 Å2ChemAxon
Rotatable Bond Count10ChemAxon
Refractivity143.32 m3·mol-1ChemAxon
Polarizability54.42 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon