
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

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 |
---|---|---|---|---|
FDBF00007 | propane |
![]() |
C(C)C | 0.2412 |
FDBF00012 | isobutane |
![]() |
C(C)(C)C | 0.0611 |
FDBF00064 | N,N-dimethylmethanamine |
![]() |
N(C)(C)C | 0.0371 |
FDBF00081 | pentane |
![]() |
CCCCC | 0.0316 |
FDBF00124 | 2-methylpentane |
![]() |
C(C)CC(C)C | 0.0052 |
FDBF00377 | N,N-dimethylpropan-1-amine |
![]() |
N(C)(C)CCC | 0.0113 |
FDBF01196 | N,N,2-trimethylpropan-1-amine |
![]() |
CN(CC(C)C)C | 0.0024 |
FDBF02914 | m-cresol |
![]() |
Oc1cc(ccc1)C | 0.0069 |
FDBF03362 | 3-propylphenol |
![]() |
C(C)Cc1cc(ccc1)O | 0.0003 |
FDBF03363 | 3-isobutylphenol |
![]() |
C(C)(C)Cc1cc(ccc1)O | 0.0003 |