BREAKING NEWS
Cloud Server Hosting For Online Businesses
Inexpensive SEO Services
Benefits of Wanting to play Free Online Slot machines
Profenamine

Summary

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.

Profenamine
Clinical data
Trade namesParsidol, Parsidan, Parkisol, Parkin
AHFS/Drugs.comInternational Drug Names
ATC code
Pharmacokinetic data
Protein binding93%
Elimination half-life1 to 2 hours
Identifiers
  • N,N-Diethyl-1-(10H-phenothiazin-10-yl)propan-2-amine
CAS Number
  • 522-00-9 ☒N
PubChem CID
  • 3290
IUPHAR/BPS
  • 7181
DrugBank
  • DB00392 checkY
ChemSpider
  • 3174 checkY
UNII
  • 7WI4P02YN1
ChEBI
  • CHEBI:313639 checkY
ChEMBL
  • ChEMBL1206 checkY
CompTox Dashboard (EPA)
  • DTXSID2023018 Edit this at Wikidata
ECHA InfoCard100.007.566 Edit this at Wikidata
Chemical and physical data
FormulaC19H24N2S
Molar mass312.48 g·mol−1
3D model (JSmol)
  • Interactive image
  • S2c1ccccc1N(c3c2cccc3)CC(N(CC)CC)C
  • InChI=1S/C19H24N2S/c1-4-20(5-2)15(3)14-21-16-10-6-8-12-18(16)22-19-13-9-7-11-17(19)21/h6-13,15H,4-5,14H2,1-3H3 checkY
  • Key:CDOZDBSBBXSXLB-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Synthesis edit

For promoting bone growth:[3]

 
Synthesis:[4] Patents:[5][6]

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 edit

  1. ^ "Prefenamine". drugs.com.
  2. ^ Morton IK, Hall JM (1999). "Ethopropazine". Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Dordrecht: Springer Netherlands. p. 115. ISBN 9789401144391.
  3. ^ Debra Ellies, William Rosenberg, WO 2010025135  (2010 to Osteogenex Inc.).
  4. ^ Charpentier, P. et al, Compt. Rend., 1951, 232, 415.
  5. ^ P. Carpentier, U.S. patent 2,526,118 (1950 to Societe desusines Chimiqiues).
  6. ^ Julius Nicholson Ashley, U.S. patent 2,607,773 (1952 to Societe des Bsines Chhniques Rhone).