Pentoxyverine citrateProduct ingredient for Pentoxyverine

Name
Pentoxyverine citrate
Drug Entry
Pentoxyverine

Pentoxyverine, also referred to as carbetapentane, is a non-opioid central acting antitussive with antimuscarinic, anticonvulsant 4, and local anesthetic properties. It is an active ingredient in over-the-counter cough suppressants in combination with guaifenesin and H1-receptor antagonists 1. Pentoxyverine acts on sigma-1 receptors, as well as kappa and mu-opioid receptors.

The FDA withdrew the use of all oral gel drug products containing pentoxyverine citrate.9 Other forms of pentoxyverine citrate continue to be marketed.

Accession Number
DBSALT001543
Structure
Synonyms
Carbetapentane citrate
UNII
4SH0MFJ5HJ
CAS Number
23142-01-0
Weight
Average: 525.595
Monoisotopic: 525.25739646
Chemical Formula
C26H39NO10
InChI Key
AKJDEXBCRLOVTH-UHFFFAOYSA-N
InChI
InChI=1S/C20H31NO3.C6H8O7/c1-3-21(4-2)14-15-23-16-17-24-19(22)20(12-8-9-13-20)18-10-6-5-7-11-18;7-3(8)1-6(13,5(11)12)2-4(9)10/h5-7,10-11H,3-4,8-9,12-17H2,1-2H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)
IUPAC Name
2-[2-(diethylamino)ethoxy]ethyl 1-phenylcyclopentane-1-carboxylate; 2-hydroxypropane-1,2,3-tricarboxylic acid
SMILES
OC(=O)CC(O)(CC(O)=O)C(O)=O.CCN(CC)CCOCCOC(=O)C1(CCCC1)C1=CC=CC=C1
ChemSpider
81256
ChEBI
31352
ChEMBL
CHEMBL1256696
Predicted Properties
PropertyValueSource
Water Solubility0.0231 mg/mLALOGPS
logP4.16ALOGPS
logP3.97Chemaxon
logS-4.2ALOGPS
pKa (Strongest Basic)9.41Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area38.77 Å2Chemaxon
Rotatable Bond Count16Chemaxon
Refractivity97.17 m3·mol-1Chemaxon
Polarizability39.71 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon