| Identification | Back Directory | [Name]
ALMOTRIPTAN | [CAS]
181183-52-8 | [Synonyms]
Almotriptan
LAS-31416 Malate
Amotriptan malate
1-[[[3-[2-(dimeth
ALMOTRIPTAN MALATE
AlmotriptanMaleate
AlMotriptan Malate (Axert)
Almotriptan Malate (200 mg)
AlMotriptan Malate
See: A575201
N,N-Dimethyl-2-[5-(pyrrolidin-1-ylsulfonylmethyl)-1H-indol-3-yl]ethanamine
1-[[3-(2-dimethylaminoethyl)-5-indolyl]methanesulphonyl]pyrrolidine Malate
1-[[[2-(Dimethyl-amino)ethyl]-1H-indol-5-yl]methyl]sulfonyl]pyrrolidine Malate
N,N-dimethyl-5-[(1-pyrrolidinylsulfonyl)methyl]-1H-indole-3-ethanamine,compd. with 2-hydroxy-butanedioic acid
BUTANEDIOIC ACID, HYDROXY-, COMPD WITH 1-[[[3-[2-(DIMETHYLAMINO)ETHYL]-1H-INDOL-5-YL]METHYL]SULFONYL]PYRROLIDINE
2-Hydroxy-butanedioic acid, compd. with N,N-dimethyl-5-[(1-pyrrolidinylsulfonyl)methyl]-1H-indole-3-ethanamine (1:1)
hydroxy-Butanedioic acid, compd.with 1-[[[3-[2-(dimethylamino)ethyl]-1H-indol-5-yl]methyl]sulfonyl]pyrrolidine(1:1)(9CI) | [EINECS(EC#)]
815-382-1 | [Molecular Formula]
C17H25N3O2S.C4H6O5 | [MDL Number]
MFCD00927104 | [MOL File]
181183-52-8.mol | [Molecular Weight]
469.56 |
| Chemical Properties | Back Directory | [Appearance]
Pale Yellow Solid | [Melting point ]
170-172°C | [storage temp. ]
-20°C Freezer | [solubility ]
Basic Alcohol (Very Slightly), DMSO (Slightly), Methanol (Slightly, Heated) | [form ]
powder | [color ]
white to beige |
| Hazard Information | Back Directory | [Chemical Properties]
Pale Yellow Solid | [Uses]
Almotriptan is a serotonin 5HT1B /1D-receptor agonist used for treatment of migraine. | [Uses]
anti-migraine agent | [Definition]
ChEBI: The malate salt of almotriptan. | [Originator]
Almogran ,Lundbeck | [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. | [Brand name]
Axert (Ortho-McNeil). | [Therapeutic Function]
Migraine therapy | [General Description]
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. | [storage]
Store at -20°C |
| Questions And Answer | Back Directory | [Description]
Almotriptan is a kind of triptan drug which can be used for the
treatment of migraine headaches. It is belong to a drug category of
selective serotonin receptor agonists. It has a high and specificity
affinity for serotonin 5-HT receptors, further leading to
vascoconstriction of the brain blood vessel and affecting the
redistribution of blood flow. These effects stop pain signals from
being sent to the brain, and further suppressing the release of
certain natural substances which cause pain, nausea and other
migraine symptoms. However, it doesn’t prevent migraine attacks. | [References]
https://en.wikipedia.org/wiki/Almotriptan
https://www.drugbank.ca/drugs/DB00918
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