Desmethyl rizatriptan

Base Information

• Chemical Name: Desmethyl rizatriptan
• CAS No.: 144034-84-4
• Molecular Formula: C₁₄H₁₇N₅
• Molecular Weight: 255.322
• UNII: OMH84Z34GP
• DSSTox Substance ID: DTXSID70162604
• Nikkaji Number: J913.646K
• Wikidata: Q27285739
• Mol file: 144034-84-4.mol

Synonyms:Desmethyl rizatriptan;144034-84-4;N10-Monodesmethyl Rizatriptan;2-(5-((1H-1,2,4-Triazol-1-yl)methyl)-1H-indol-3-yl)-N-methylethanamine;UNII-OMH84Z34GP;N-methyl-2-[5-(1,2,4-triazol-1-ylmethyl)-1H-indol-3-yl]ethanamine;OMH84Z34GP;Rizatriptan benzoate impurity I [EP];1H-Indole-3-ethanamine, N-methyl-5-(1H-1,2,4-triazol-1-ylmethyl)-;N-Methyl-2-(5-(1H-1,2,4-triazol-1-ylmethyl)-1H-indol-3-yl)ethanamine;MONODESMETHYLRIZATRIPTAN;SCHEMBL2739150;DTXSID70162604;AKOS027321960;FT-0672469;J-007903;L-706248;Q27285739;RIZATRIPTAN BENZOATE IMPURITY I [EP IMPURITY];methyl(2-{5-[(1H-1,2,4-triazol-1-yl)methyl]-1H-indol-3-yl}ethyl)amine

Chemical Property of Desmethyl rizatriptan

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.673
• Boiling Point: 515.644°C at 760 mmHg
• Flash Point: 265.652°C
• PSA: 58.53000
• Density: 1.269g/cm³
• LogP: 1.96050
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 255.14839556
• Heavy Atom Count: 19
• Complexity: 285

Purity/Quality:

97% ^*data from raw suppliers

N10-Monodesmethylrizatriptan ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNCCC1=CNC2=C1C=C(C=C2)CN3C=NC=N3
• Uses: A metabolite of Rizatriptan N10-Monodesmethyl Rizatriptan (Rizatriptan EP Impurity I) is a metabolite of Rizatriptan.

Technology Process of Desmethyl rizatriptan

There total 4 articles about Desmethyl rizatriptan 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: 70.0%

ethyl [2-[5-[(1H-1,2,4-triazol-1-yl)methyl]-1H-indol-3-yl]ethyl]carbamate (1198110-33-6) → N-methyl-5-(1H-1,2,4-triazol-1-yl-methyl)-1H-indol-3-ethanamine (144034-84-4)

Guidance literature:

ethyl [2-[5-[(1H-1,2,4-triazol-1-yl)methyl]-1H-indol-3-yl]ethyl]carbamate; With lithium aluminium tetrahydride; In tetrahydrofuran; Inert atmosphere; Reflux;

With water; potassium carbonate; In tetrahydrofuran; at 20 ℃;

Reference yield:

C13H13N4Cl + methylamine (74-89-5) → N-methyl-5-(1H-1,2,4-triazol-1-yl-methyl)-1H-indol-3-ethanamine (144034-84-4)

Guidance literature:

With potassium iodide; In methanol; water; at 50 - 60 ℃; for 5h;

DOI:10.1080/00397910701798051

Reference yield:

methyl-aminobutyraldehyde diethyl acetal (114094-45-0) + 4-(1,2,4-triazol-1-ylmethyl)phenylhydrazine (144035-22-3) → N-methyl-5-(1H-1,2,4-triazol-1-yl-methyl)-1H-indol-3-ethanamine (144034-84-4)

Guidance literature:

methyl-aminobutyraldehyde diethyl acetal; 4-(1,2,4-triazol-1-ylmethyl)phenylhydrazine; With hydrogenchloride; In water; at 90 ℃; for 1h;

With sodium hydroxide; In water; pH=7;

upstream raw materials:

methylamine

ethyl [2-[5-[(1H-1,2,4-triazol-1-yl)methyl]-1H-indol-3-yl]ethyl]carbamate

methyl-aminobutyraldehyde diethyl acetal

4-(1,2,4-triazol-1-ylmethyl)phenylhydrazine