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Talastine

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Chemical compound

Pharmaceutical compound

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
PubChemCID	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 nameAhanon) is anantihistamine.^[1]

Synthesis

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Theamide proton from 4-Benzylphalazone is abstracted with KOH, which is thenalkylated with dimethylaminoethylchloride.^[2]^[3]

References

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^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

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

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
Fortopical use	Bamipine Chloropyramine Chlorphenoxamine Clemastine Dimetindene Diphenhydramine Doxepin Isothipendyl Mepyramine (pyrilamine) Promethazine

Histamine receptor modulators

H₁

Agonists

Antagonists

H₂

Agonists	Amthamine Betazole Dimaprit Histamine HTMT Impromidine L-Histidine UR-AK49
Antagonists	Bisfentidine Burimamide Cimetidine Dalcotidine Donetidine Ebrotidine Etintidine Famotidine Isolamtidine Lafutidine Lamtidine Lavoltidine (loxtidine) Lupitidine Metiamide Mifentidine Niperotidine Nizatidine Osutidine Oxmetidine Pibutidine Quisultazine (quisultidine) Ramixotidine Ranitidine Roxatidine Sufotidine Tiotidine Tuvatidine Venritidine Xaltidine Zolantidine

H₃

Agonists	α-Methylhistamine Cipralisant Histamine Imetit Immepip Immethridine L-Histidine Methimepip Proxyfan
Antagonists	A-349821 A-423579 ABT-239 ABT-652 AZD5213 Bavisant Betahistine Burimamide Ciproxifan Clobenpropit Conessine Enerisant GSK-189254 Impentamine Iodophenpropit Irdabisant JNJ-5207852 NNC 38-1049 PF-03654746 Pitolisant SCH-79687 Thioperamide VUF-5681

H₄

Agonists	4-Methylhistamine α-Methylhistamine Histamine L-Histidine OUP-16 VUF-8430
Antagonists	JNJ-7777120 Mianserin Seliforant Thioperamide Toreforant VUF-6002

See also: Receptor/signaling modulators; Monoamine metabolism modulators; Monoamine reuptake inhibitors

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