Almotriptan malate

Base Information

• Chemical Name: Almotriptan malate
• CAS No.: 181183-52-8
• Molecular Formula: C21H31N3O7S
• Molecular Weight: 469.559
• Hs Code.: 2935904000
• European Community (EC) Number: 815-382-1
• UNII: PJP312605E
• DSSTox Substance ID: DTXSID1044225
• Wikidata: Q27124206
• NCI Thesaurus Code: C61628
• RXCUI: 283792
• ChEMBL ID: CHEMBL1200521
• Mol file: 181183-52-8.mol

Synonyms:Almogran;almotriptan;almotriptan malate;Axert

Chemical Property of Almotriptan malate

Chemical Property:

• Appearance/Colour: Pale yellow solid
• Vapor Pressure: 1.13E-11mmHg at 25°C
• Melting Point: 170-172 °C
• Boiling Point: 538.7 °C at 760 mmHg
• Flash Point: 279.6 °C
• PSA: 159.62000
• Density: 1.27g/cm3
• LogP: 2.12290
• Storage Temp.: -20°C Freezer
• Solubility.: Basic Alcohol (Very Slightly), DMSO (Slightly), Methanol (Slightly, Heated)
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 9
• Exact Mass: 469.18827151
• Heavy Atom Count: 32
• Complexity: 612

Purity/Quality:

99%min, ^*data from raw suppliers

Almotriptan Malate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)CCC1=CNC2=C1C=C(C=C2)CS(=O)(=O)N3CCCC3.C(C(C(=O)O)O)C(=O)O
• Recent ClinicalTrials: A 1-year Study in Adolescents to Assess the Long-term Safety of Almotriptan Malate When Treating Their Migraine Headaches
• Recent EU Clinical Trials: Treatment of Acute Migraine when Pain is Mild versus when Pain is Moderate to Severe: an Almotriptan Parallel, Placebo Controlled Clinical Trial “Act when mild?”
• 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. Almotriptan is an agonist of the serotonin (5-HT) receptor subtypes 5-HT1B and 5-HT1D (IC50s = 12 and 13 nM, respectively, in a radioligand binding assay). It is selective for human 5-HT1B and 5-HT1D receptors over rat 5-HT1A and human 5-HT2A 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.
• Uses: Almotriptan is a serotonin 5HT-1B/1D-receptor agonist; antimigraine. Almotriptan is a serotonin 5HT1B /1D-receptor agonist used for treatment of migraine. anti-migraine agent
• Therapeutic Function: Migraine therapy

Technology Process of Almotriptan malate

There total 3 articles about Almotriptan malate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.51%

malic acid (617-48-1,78644-42-5) + almotriptan (154323-57-6) → almotriptan malate (181183-52-8)

Guidance literature:

In methanol; for 1h; Product distribution / selectivity; Reflux;

Reference yield:

almotriptan 2-hydroxy benzoate (922735-96-4) + malic acid (617-48-1,78644-42-5) → almotriptan malate (181183-52-8)

Guidance literature:

almotriptan 2-hydroxy benzoate; With ammonia; In methanol; water; ethyl acetate; for 1h;

malic acid; In methanol; at 25 ℃; for 4.5h; Product distribution / selectivity; Heating / reflux;

Reference yield:

N,N-dimethyl-2-[5-(pyrrolidin-1-ylsulfonyl-methyl)-1H-indol-3-yl]-ethanaminium semioxalate (922735-94-2) + malic acid (617-48-1,78644-42-5) → almotriptan malate (181183-52-8)

Guidance literature:

N,N-dimethyl-2-[5-(pyrrolidin-1-ylsulfonyl-methyl)-1H-indol-3-yl]-ethanaminium semioxalate; With ammonia; In water; ethyl acetate; for 1h;

malic acid; In methanol; at 20 ℃; for 4.5h; Product distribution / selectivity; Heating / reflux;

upstream raw materials:

malic acid

almotriptan

almotriptan 2-hydroxy benzoate

N,N-dimethyl-2-[5-(pyrrolidin-1-ylsulfonyl-methyl)-1H-indol-3-yl]-ethanaminium semioxalate

Refernces

• 1、 -. "PROCESS FOR THE PREPARATION OF 1-[[[3-[2-(DIMETHYLAMINO)ETHYL]-1H-INDOL-5-YL]METHYL]SULFONYL] PYRROLIDINE AND ITS PHARMACEUTICALLY ACCEPTABLE SALTS". Page/Page column 26. . Retrieved 2010/11/03.
• 2、 -. "METHOD FOR THE PREPARATION OF HIGH PURITY ALMOTRIPTAN". Page/Page column 4; 11-12. . Retrieved 2009/01/24.