ALMOTRIPTAN

Bezeichnung:ALMOTRIPTAN

CAS-Nr181183-52-8

Englisch Name:ALMOTRIPTAN

CBNumberCB2417037

SummenformelC21H31N3O7S

Molgewicht469.55

MOL-Datei181183-52-8.mol

ALMOTRIPTAN physikalisch-chemischer Eigenschaften

Schmelzpunkt	170-172°C
storage temp.	2-8°C
Löslichkeit	Basic Alcohol (Very Slightly), DMSO (Slightly), Methanol (Slightly, Heated)
Aggregatzustand	powder
Farbe	white to beige

Sicherheit

HS Code

2935904000

Gefahreninformationscode (GHS)

ALMOTRIPTAN Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung
Almotriptan is an agonist of the serotonin (5-HT) receptor subtypes 5-HT_1B and 5-HT_1D (IC₅₀s = 12 and 13 nM, respectively, in a radioligand binding assay). It is selective for human 5-HT_1B and 5-HT_1D receptors over rat 5-HT_1A and human 5-HT_2A and 5-HT₄ receptors (IC₅₀s = 0.85, 25.1, and 140 μM, respectively). Almotriptan induces contractions in isolated canine saphenous veins (EC₅₀ = 394 nM) but not isolated rabbit renal or mesenteric arteries. It increases carotid vascular resistance in anesthetized cats (ED₁₀₀ = 11 μg/kg, i.v.) without increasing blood pressure or heart rate. Formulations containing almotriptan have been used in the treatment of migraine headaches.
Chemische Eigenschaften
Pale Yellow Solid
Originator
Almogran ,Lundbeck
Verwenden
anti-migraine agent
Verwenden
Almotriptan is a serotonin 5HT-1B/1D-receptor agonist; antimigraine.
Verwenden
Almotriptan is a serotonin 5HT1B /1D-receptor agonist used for treatment of migraine.
Definition
ChEBI: The malate salt of almotriptan.
Manufacturing Process
To a solution of previously dried 1-[[2-carboxy-3-(2-dimethylaminoethyl)-5- indolyl]methanesulphonyl]-pyrrolidine (1.6 g; 0.0442 moles) in anhydrous quinoline (75 ml) and under atmosphere of nitrogen, cuprous oxide (160 mg; 0.0011 moles) was added. The reaction mixture was heated to 190°C for 15 minutes, stirred to room temperature, poured into a mixture of 1 N hydrochloric acid (150 ml) and ethyl acetate (50 ml), shaken and decanted. The aqueous solution was washed several times with ethyl acetate, then solid sodium bicarbonate was added until pH = 7.8, and washed with n-hexane to eliminate the quinoline. The aqueous solution was made alkaline with solid potassium carbonate and extracted with ethyl acetate. The organic solution was dried (Na2SO4), the solvent removed under reduced pressure when a dark oil was obtained (1.3 g; yield 92%). This product was purified by column chromatography with silica gel and methylene chloride:ethanol:ammonium hydroxide (60:8:1) as eluent and a white foam (0.8 g) of 1-[[3-(2- dimethylaminoethyl)-5-indolyl]methanesulphonyl]-pyrrolidine was obtained. To a solution of the above product (0.8 g) in acetone (30 ml), a few drops of hydrogen chloride saturated dioxan solution, were added. The precipitated solid was collected by filtration, washed with acetone and dried to give 1-[(3- (2-(dimethylamino)ethyl)-5-indolyl)methanesulphonyl]-pyrrolidine hydrochloride (0.75 g). Melting point 218°-220°C.
In practice it is usually used as malate salt.
Trademarks
Axert (Ortho-McNeil).
Therapeutic Function
Migraine therapy
Allgemeine Beschreibung
Almotriptan, marketed in 2000, has the highest oralbioavailability among all triptans. It is metabolizedby both MAO-A and CYP3A4, thus has a more favorableside effects profile when compared with sumatriptan.However, it is only available in a 12.5 mg tablet form.
Biochem/physiol Actions
Almotriptan is a serotonin 5HT-1B/1D-receptor agonist used to treat migraine. Almotriptan has low nanomolar affinity for the 5-HT(1B) and 5-HT(1D) receptors while affinity for 5-HT receptors other than 5-HT(1B/1D) is substantially lower. Affinity for 5-HT(7) and 5-HT(1A) receptors was approximately 40 and 60 times lower than that for 5-HT(1B/1D) receptors, respectively.

ALMOTRIPTAN Upstream-Materialien And Downstream Produkte

ALMOTRIPTAN Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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