Last update Aug. 11, 2022

3-[(1R,2R)-3-(Dimethylamino)-1-ethyl-2-methylpropyl]phenol

Likely Compatibility

Fairly safe. Mild or unlikely adverse effects. Compatible under certain circumstances. Follow-up recommended. Read Commentary.

Opioid analgesic which is used for treatment of moderate to severe pain and of neuropathic pain associated with diabetic peripheral neuropathy. Oral administration.

At latest update, relevant data on its excretion into breast milk were not found.

Despite of a low molecular weight and a low serum-protein binding capacity that would favor excretion into the milk, its high value of volume distribution would permit a shorter permanence in the blood that would hamper its excretion.

A low oral bioavailability would hamper absorption from ingested mother's milk, except among newborn infants o prematures, who may attain an increased absorption capacity.

No problems have been observed in infants whose mothers have taken it. (Stollenwerk 2018)

Until more information on this drug is available, other options that are known to be safer are recommended, especially when the baby is a newborn or a premature. Follow-up of symptoms as sedation or gastrointestinal disorders is recommended.

Alternatives

  • Buprenorphine Hydrochloride (Safe substance and/or breastfeeding is the best option.)
  • Butorphanol Tartrate (Safe substance and/or breastfeeding is the best option.)
  • Fentanyl (Safe substance and/or breastfeeding is the best option.)
  • Ibuprofen (Safe substance and/or breastfeeding is the best option.)
  • Morphine (Fairly safe. Mild or unlikely adverse effects. Compatible under certain circumstances. Follow-up recommended. Read Commentary.)
  • Paracetamol (Safe substance and/or breastfeeding is the best option.)

Suggestions made at e-lactancia are done by APILAM team of health professionals, and are based on updated scientific publications. It is not intended to replace the relationship you have with your doctor but to compound it. The pharmaceutical industry contraindicates breastfeeding, mistakenly and without scientific reasons, in most of the drug data sheets.

Jose Maria Paricio, Founder & President of APILAM/e-Lactancia

Your contribution is essential for this service to continue to exist. We need the generosity of people like you who believe in the benefits of breastfeeding.

Thank you for helping to protect and promote breastfeeding.

José María Paricio, founder of e-lactancia.

Other names

3-[(1R,2R)-3-(Dimethylamino)-1-ethyl-2-methylpropyl]phenol is Tapentadol in Chemical name.

Is written in other languages:

Group

3-[(1R,2R)-3-(Dimethylamino)-1-ethyl-2-methylpropyl]phenol belongs to this group or family:

Tradenames

Main tradenames from several countries containing 3-[(1R,2R)-3-(Dimethylamino)-1-ethyl-2-methylpropyl]phenol in its composition:

Pharmacokinetics

Variable Value Unit
Oral Bioavail. 32 %
Molecular weight 221 daltons
Protein Binding 20 %
VD 7.7 ± 1.4 l/Kg
pKa 10.2 -
Tmax 1.25 (Retard: 3 - 6) hours
4 (Retard: 6) hours

References

  1. Stollenwerk A, Sohns M, Heisig F, Elling C, von Zabern D. Review of Post-Marketing Safety Data on Tapentadol, a Centrally Acting Analgesic. Adv Ther. 2018 Jan;35(1):12-30. Abstract
  2. [No authors listed] Tapentadol. Acute or chronic pain: no therapeutic advance. Prescrire Int. 2014 Abstract
  3. AEMPS. Tapentadol. Ficha técnica. 2013 Full text (in our servers)
  4. CADIME. Tapentadol. Ficha técnica. 2012 Full text (in our servers)
  5. WHO. Expert Committee on Drug Dependence Pre-Review Report. Thirty-fifth Meeting. Hammamet, Tunisia. 2012 Full text (in our servers)

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