Profenamine

Pharmacokinetic dataProtein binding93%Elimination half-life1 to 2 hoursIdentifiersCAS NumberPubChem CIDIUPHAR/BPSDrugBankChemSpiderUNIIChEBIChEMBLCompTox Dashboard (EPA)ECHA InfoCard100.007.566 Chemical and physical dataFormulaC₁₉H₂₄N₂SMolar mass312.48 g·mol⁻¹3D model (JSmol) ^NY (what is this?)  (verify)

Profenamine (INN; also known as ethopropazine (BAN); solde under the trade name Parsidol and others) is a phenothiazine derivative used as an antiparkinsonian agent^[1][2] that has anticholinergic, antihistamine, and antiadrenergic actions. It is also used in the alleviation of the extrapyramidal syndrome induced by drugs such as other phenothiazine compounds, but, like other compounds with antimuscarinic properties, is of no value against tardive dyskinesia.

Synthesis

For promoting bone growth:^[3]

The alkylation between phenothiazine [92-84-2] (1) and 1-Diethylamino-2-chloropropane [761-21-7] (2) in the presence of Sodium amide gives ethopropazine (3).

• The aziridinium salt helps to rationalize why a rearrangement product is observed (ala methadone). This was also observewd for Aceprometazine.

References