Talastine

Talastine (trade name Ahanon) is an antihistamine.[1]

Talastine
Clinical data
ATC code
Identifiers
IUPAC name
  • 4-benzyl-2-[2-(dimethylamino)ethyl]phthalazin-1(2H)-one
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC19H21N3O
Molar mass307.397 g·mol−1
3D model (JSmol)
SMILES
  • O=C1c3ccccc3\C(=N/N1CCN(C)C)Cc2ccccc2
InChI
  • InChI=1S/C19H21N3O/c1-21(2)12-13-22-19(23)17-11-7-6-10-16(17)18(20-22)14-15-8-4-3-5-9-15/h3-11H,12-14H2,1-2H3 Y
  • Key:LCAAMXMULMCKLJ-UHFFFAOYSA-N Y
  (verify)

Synthesis

The amide proton from 4-Benzylphalazone is abstracted with KOH, which is then alkylated with diethylaminoethyl chloride.[2][3]

References
  1. Richter G, Kühn E (1990). "[Talastine (Ahanon) as a cause of allergic drug exanthema]". Dermatologische Monatschrift (in German). 176 (2–3): 111–3. PMID 1973126.
  2. DE 1046625, Engelbrecht, et al., issued 1958, assigned to VEB Deutsches Hydrierwerk Rodleben
  3. US 3017411, Engelbrecht, et al., issued 1962, assigned to VEB Deutsches Hydrierwerk Rodleben
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