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Unii-o0p4I5851i

Unii-o0p4I5851i Struktur
139563-29-4
CAS-Nr.
139563-29-4
Englisch Name:
Unii-o0p4I5851i
Synonyma:
Lurasidone hydrochloride;Unii-o0p4I5851i;Lurasidone Impurity E
CBNumber:
CB02493594
Summenformel:
C28H37ClN4O2S
Molgewicht:
529.13698
MOL-Datei:
139563-29-4.mol

Unii-o0p4I5851i Eigenschaften

Schmelzpunkt:
>250°C (dec.)
storage temp. 
Refrigerator
L?slichkeit
Chloroform (Very Slightly, Sonicated), Methanol (Slightly, Heated)
Aggregatzustand
Solid
Farbe
White to Off-White
CAS Datenbank
139563-29-4

Sicherheit

Unii-o0p4I5851i Chemische Eigenschaften,Einsatz,Produktion Methoden

Clinical Use

Lurasidone hydrochloride is an antipsychotic developed by the Japanese firm Dainippon Sumitomo and approved by the U.S. FDA for the treatment of schizophrenia. The compound exhibits significant antagonist effects at the D2, 5-HT2A, and 5-HT7 receptors which are linked to learning and cognition. In contrast to available antipsychotics, lurasidone lacks anticholinergic side effects, giving it an improved safety profile against existing treatments.139 The drug is manufactured under the trade name Latuda and possesses a linear molecular topology which can be subdivided into three regions: a piperazine benzothiazole, a [2.2.1]-bicycloheptane fused succinimide, and a trans-1,2 disubstituted cyclohexane.

Synthese

The large scale preparation of lurasidone involves an interesting ring-opening alkylation reaction of a spirocyclic tetralkyl ammonium salt to produce the 1,2-trans-substituted cyclohexane subunit. The synthesis commenced with the bismesylation of commercially available diol 177, which proceeded in high yield to give disulfone 178. This bis-electrophile underwent dialkylation with commercially available piperazine 179 under basic conditions, giving rise to ammonium species 180, isolated in 80% yield as the mono-mesylate salt. This compound was immediately subjected to alkylative conditions in the presence of commercially available succinimide 181 to provide lurasidone in 94% yield from 180, and lurasidone hydrochloride (XVI) was achieved by subsequent salt formation procedure.

Synthesis_139563-29-4

Unii-o0p4I5851i Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Unii-o0p4I5851i Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

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  • Unii-o0p4I5851i
  • Lurasidone Impurity E
  • Lurasidone hydrochloride
  • 139563-29-4
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