Talastine

Talastine
Clinical data
ATC code	R06AB07 (WHO) ;
Identifiers
	IUPAC name 4-benzyl-2-[2-(dimethylamino)ethyl]phthalazin-1(2H)-one;
CAS Number	16188-61-7 Y;
PubChem CID	65624;
ChemSpider	59065 Y;
UNII	49AB2PA48B;
CompTox Dashboard (EPA)	DTXSID20167265 ;
Chemical and physical data
Formula	C19H21N3O
Molar mass	307.397 g·mol−1
3D model (JSmol)	Interactive image;
	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)

Talastine (trade name Ahanon) is an antihistamine.¹

Synthesis

The amide proton from 4-Benzylphalazone is abstracted with KOH, which is then alkylated with dimethylaminoethyl chloride.²³

References

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.
DE 1046625, Engelbrecht, et al., issued 1958, assigned to VEB Deutsches Hydrierwerk Rodleben
US 3017411, Engelbrecht, et al., issued 1962, assigned to VEB Deutsches Hydrierwerk Rodleben

External links

Clinical data

ATC code	R06AB07 (WHO)
Identifiers
IUPAC name 4-benzyl-2-[2-(dimethylamino)ethyl]phthalazin-1(2H)-one
CAS Number	16188-61-7^Y
PubChem CID	65624
ChemSpider	59065^Y
UNII	49AB2PA48B
CompTox Dashboard (EPA)	DTXSID20167265
Chemical and physical data
Formula	C₁₉H₂₁N₃O
Molar mass	307.397 g·mol⁻¹
3D model (JSmol)	Interactive image
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)