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]

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

"Talastine". Comparative Toxicogenomics Database.
Talastine at the U.S. National Library of Medicine Medical Subject Headings (MeSH)

This drug article relating to the respiratory system is a stub. You can help Wikipedia by expanding it.

[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

[1]

[2]

[3]

v t e Antihistamines ( R06)
Benzimidazoles ( *)	Astemizole Azelastine Bilastine Emedastine Mizolastine Talastine
Diarylmethanes	Diarylmethoxyalkylamines: Bromazine (bromodiphenhydramine) Carbinoxamine Chlorphenoxamine Clemastine Diphenhydramine ( +naproxen) Diphenylpyraline Doxylamine Ebastine Orphenadrine Diphenylmethanolpiperidines: Fexofenadine Terfenadine Diphenylmethylpiperazines: Buclizine Cetirizine Levocetirizine Chlorcyclizine Cinnarizine Cyclizine Etodroxizine Hydroxyzine Meclizine Oxatomide Phenylpyridinylpropanamines: Brompheniramine Chlorphenamine Dexbrompheniramine ( +pseudoephedrine) Dexchlorpheniramine ( +betamethasone) Pheniramine Others: Acrivastine Bamipine Dimetindene Phenyltoloxamine Pyrrobutamine Quifenadine Triprolidine
Ethylenediamines	Antazoline Chloropyramine Histapyrrodine Mepyramine (pyrilamine) Methapyrilene Phenbenzamine Thenalidine Tripelennamine (pyribenzamine)
Tricyclics	Dibenzocycloheptenes: Antidepressants (e.g., amitriptyline) Azatadine Cyproheptadine Deptropine Desloratadine Ketotifen Loratadine Rupatadine Phenothiazines: Alimemazine Fenethazine Hydroxyethylpromethazine Isothipendyl Mequitazine Methdilazine Oxomemazine Promethazine Others: Antidepressants (e.g., doxepin, mirtazapine, trimipramine) Epinastine Latrepirdine Mebhydrolin Olopatadine Perlapine Phenindamine Pimethixene
Others	Phenylpiperazines: Antidepressants (e.g., trazodone) Phenbenzamine
For topical use	Bamipine Chloropyramine Chlorphenoxamine Clemastine Dimetindene Diphenhydramine Doxepin Isothipendyl Mepyramine (pyrilamine) Promethazine

v t e Antihistamines ( R06)
Benzimidazoles ( *)	Astemizole Azelastine Bilastine Emedastine Mizolastine Talastine
Diarylmethanes	Diarylmethoxyalkylamines: Bromazine (bromodiphenhydramine) Carbinoxamine Chlorphenoxamine Clemastine Diphenhydramine ( +naproxen) Diphenylpyraline Doxylamine Ebastine Orphenadrine Diphenylmethanolpiperidines: Fexofenadine Terfenadine Diphenylmethylpiperazines: Buclizine Cetirizine Levocetirizine Chlorcyclizine Cinnarizine Cyclizine Etodroxizine Hydroxyzine Meclizine Oxatomide Phenylpyridinylpropanamines: Brompheniramine Chlorphenamine Dexbrompheniramine ( +pseudoephedrine) Dexchlorpheniramine ( +betamethasone) Pheniramine Others: Acrivastine Bamipine Dimetindene Phenyltoloxamine Pyrrobutamine Quifenadine Triprolidine
Ethylenediamines	Antazoline Chloropyramine Histapyrrodine Mepyramine (pyrilamine) Methapyrilene Phenbenzamine Thenalidine Tripelennamine (pyribenzamine)
Tricyclics	Dibenzocycloheptenes: Antidepressants (e.g., amitriptyline) Azatadine Cyproheptadine Deptropine Desloratadine Ketotifen Loratadine Rupatadine Phenothiazines: Alimemazine Fenethazine Hydroxyethylpromethazine Isothipendyl Mequitazine Methdilazine Oxomemazine Promethazine Others: Antidepressants (e.g., doxepin, mirtazapine, trimipramine) Epinastine Latrepirdine Mebhydrolin Olopatadine Perlapine Phenindamine Pimethixene
Others	Phenylpiperazines: Antidepressants (e.g., trazodone) Phenbenzamine
For topical use	Bamipine Chloropyramine Chlorphenoxamine Clemastine Dimetindene Diphenhydramine Doxepin Isothipendyl Mepyramine (pyrilamine) Promethazine

Synthesis

References

External links

Synthesis

References

External links

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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)