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
- External Links
- PubChem Compound
- 9838021
- ChemSpider
- 8013741
- ChEBI
- 775728
- ChEMBL
- CHEMBL1201777
- Wikipedia
- Tapentadol
- Predicted Properties
Property Value Source Water Solubility 0.78 mg/mL ALOGPS logP 3.47 ALOGPS logP 2.96 Chemaxon logS -2.4 ALOGPS pKa (Strongest Acidic) 10.28 Chemaxon pKa (Strongest Basic) 9.6 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 2 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 23.47 Å2 Chemaxon Rotatable Bond Count 5 Chemaxon Refractivity 69.56 m3·mol-1 Chemaxon Polarizability 26.35 Å3 Chemaxon Number of Rings 1 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule No Chemaxon