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
Structure for Pentoxyverine citrate (DBSALT001543)
- 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
- External Links
- ChemSpider
- 81256
- ChEBI
- 31352
- ChEMBL
- CHEMBL1256696
- Predicted Properties
Property Value Source Water Solubility 0.0231 mg/mL ALOGPS logP 4.16 ALOGPS logP 3.97 Chemaxon logS -4.2 ALOGPS pKa (Strongest Basic) 9.41 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 38.77 Å2 Chemaxon Rotatable Bond Count 16 Chemaxon Refractivity 97.17 m3·mol-1 Chemaxon Polarizability 39.71 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon