Phenyltoloxamine hydrochlorideProduct ingredient for Phenyltoloxamine

Name
Phenyltoloxamine hydrochloride
Drug Entry
Phenyltoloxamine

Phenyltoloxamine is an antihistamine drug with sedative and analgesic effects. It is a H1 receptor blocker and a member of the ethanolamine class of antihistaminergic drugs. It is available in combination products that also contain other analgesics and antitussives such as acetaminophen. Phenyltoloxamine citrate is the more common salt form that acts as an active ingredient in pharmaceutical products and promotes hay fever relief via reversing the effects of histamine. Phenyltoloxamine acts as an adjuvant analgesic, which augments the analgesic effect of acetaminophen. It also potentiates the effects of other drugs, such as codeine and codeine derivatives.

Although phenyltoloxamine's ability to potentiate the effects of analgesics may be explained in part by its chemical nature as a first-generation H1 antihistamine that is capable of crossing the blood-brain barrier and causing tranquilizing effects at CNS histamine receptors, many of the drug's specific pharmacokinetics are not readily available - perhaps also because many early (phenyltoloxamine was involved in studies as early as the 1950s) first-generation antihistamines were not optimally investigated 1. Nevertheless, phenyltoloxamine is used to a fairly limited extent in contemporary medicine, with only very few products involving it as an active ingredient.

Accession Number
DBSALT002682
Structure
Synonyms
Phenyltoloxamine HCl
UNII
56O4H6ZT2K
CAS Number
6152-43-8
Weight
Average: 291.82
Monoisotopic: 291.138992
Chemical Formula
C17H22ClNO
InChI Key
HMBOWANDONYIBI-UHFFFAOYSA-N
InChI
InChI=1S/C17H21NO.ClH/c1-18(2)12-13-19-17-11-7-6-10-16(17)14-15-8-4-3-5-9-15;/h3-11H,12-14H2,1-2H3;1H
IUPAC Name
[2-(2-benzylphenoxy)ethyl]dimethylamine hydrochloride
SMILES
Cl.CN(C)CCOC1=CC=CC=C1CC1=CC=CC=C1
ChemSpider
21127
ChEMBL
CHEMBL544235
Predicted Properties
PropertyValueSource
Water Solubility0.0423 mg/mLALOGPS
logP3.51ALOGPS
logP3.93Chemaxon
logS-3.8ALOGPS
pKa (Strongest Basic)8.78Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area12.47 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity80.28 m3·mol-1Chemaxon
Polarizability29.98 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleYesChemaxon
MDDR-like RuleNoChemaxon