Responsive image

Common name


Tapentadol

IUPAC name


3-[(2R,3R)-1-(dimethylamino)-2-methylpentan-3-yl]phenol

SMILES


CC[C@H]([C@@H](C)CN(C)C)C1=CC(O)=CC=C1

Compound class


Analgesics; Nervous System; Opioids; Cytochrome P-450 CYP2C9 Inhibitors; Cytochrome P-450 CYP2C9 Inducers; Cytochrome P-450 CYP2C19 Inducers; CYP2D6 Inducers; CYP2D6 Inducers (strong);

Therapeutic area


The immediate-release formulation of tapentadol is indicated for the relief of moderate to severe acute pain. The long-acting formulation serves as a continuous, around-the-clock analgesic that is indicated for the relief of moderate to severe chronic pain or neuropathic pain associated with diabetic peripheral neuropathy.

Common name


Tapentadol

IUPAC name


3-[(2R,3R)-1-(dimethylamino)-2-methylpentan-3-yl]phenol

SMILES


CC[C@H]([C@@H](C)CN(C)C)C1=CC(O)=CC=C1

INCHI


InChI=1S/C14H23NO/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/t11-,14+/m0/s1

FORMULA


C14H23NO

Responsive image

Common name


Tapentadol

IUPAC name


3-[(2R,3R)-1-(dimethylamino)-2-methylpentan-3-yl]phenol

Molecular weight


221.339

clogP


2.776

clogS


-3.016

HBond Acceptor


2

HBond Donor


1

Total Polar
Surface Area


23.47

Number of Rings


1

Rotatable Bond


5

Drug ID Common name Structure CAS SMILE Frequency
FDBF00006 phenol Responsive image c1ccc(cc1)O 0.0897
FDBF00066 N-methylmethanamine Responsive image N(C)C 0.0914
12 , 2