Tapentadol hydrochlorideProduct ingredient for Tapentadol

Name
Tapentadol hydrochloride
Drug Entry
Tapentadol

Tapentadol is a centrally-acting synthetic analgesic with a dual mechanism of action. It is a mu-opioid receptor agonist that also inhibits norepinephrine reuptake.2,3

Tapentadol was first approved by the FDA on November 20, 2008. The extended-release formulation of tapentadol was also approved by the FDA on August 26, 2011.6 Used in the management of pain, tapentadol is typically reserved for patients who have limited alternative treatment options.

Accession Number
DBSALT000169
Structure
Synonyms
PHENOL, 3-((1R,2R)-3-(DIMETHYLAMINO)-1-ETHYL-2-METHYLPROPYL)-, HYDROCHLORIDE (1:1)
UNII
71204KII53
CAS Number
175591-09-0
Weight
Average: 257.799
Monoisotopic: 257.154642102
Chemical Formula
C14H24ClNO
InChI Key
ZELFLGGRLLOERW-YECZQDJWSA-N
InChI
InChI=1S/C14H23NO.ClH/c1-5-14(11(2)10-15(3)4)12-7-6-8-13(16)9-12;/h6-9,11,14,16H,5,10H2,1-4H3;1H/t11-,14+;/m0./s1
IUPAC Name
3-[(2R,3R)-1-(dimethylamino)-2-methylpentan-3-yl]phenol hydrochloride
SMILES
Cl.[H][C@](C)(CN(C)C)[C@@]([H])(CC)C1=CC(O)=CC=C1
PubChem Compound
9838021
ChemSpider
8013741
ChEBI
775728
ChEMBL
CHEMBL1201777
Wikipedia
Tapentadol
Predicted Properties
PropertyValueSource
Water Solubility0.78 mg/mLALOGPS
logP3.47ALOGPS
logP2.96Chemaxon
logS-2.4ALOGPS
pKa (Strongest Acidic)10.28Chemaxon
pKa (Strongest Basic)9.6Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area23.47 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity69.56 m3·mol-1Chemaxon
Polarizability26.35 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleYesChemaxon
MDDR-like RuleNoChemaxon