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 ;
PubChem CID	65624;
ChemSpider	59065 ;
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 ; Key:LCAAMXMULMCKLJ-UHFFFAOYSA-N ;
	(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.^[2]^[3]

^ 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

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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)