85181-23-3

Basic information

• Product Name: 5-methoxy-α-methyltryptamine
• Synonyms: 5-methoxy-α-methyltryptamine
• CAS NO: 85181-23-3
• Molecular Weight: 204.272
• Mol File: 85181-23-3.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 5-methoxy-α-methyltryptamine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-methoxy-α-methyltryptamine(85181-23-3)
• EPA Substance Registry System: 5-methoxy-α-methyltryptamine(85181-23-3)

Safety Data

• Hazardous Substances Data: 85181-23-3(Hazardous Substances Data)

Upstream product

• 50526-21-1 5-methoxy-3-(2-nitro-propenyl)-1H-indole 
• 16620-52-3 5-methoxygramine 
• 10601-19-1 5-methoxyindole-3-carboxaldehyde 
• 113997-50-5 1-(5-methoxyindol-3-yl)-2-nitropropane 

Downstream Products

• 128600-48-6 (+/-)-1-(5-methoxy-1-benzylindol-3-yl)-2-aminopropane 
• 128600-65-7 2-[2-(1-Benzyl-5-methoxy-1H-indol-3-yl)-1-methyl-ethyl]-isoindole-1,3-dione 
• 128600-62-4 (+/-)-N-phthaloyl-1-(5-methoxyindol-3-yl)-2-aminopropane 
• 101831-90-7 C₁₄H₂₀N₂O 

Relevant articles and documents

5-methoxy-2-methyltryptamine synthesis method

The invention discloses a 5-methoxy-2-methyltryptamine synthesis method, which comprises: synthesizing an intermediate (B) by using 5-methoxyindole-3-formaldehyde (A) and nitroethane as raw materials,and obtaining a target compound 5-methoxy-2-methyltryptamine (C) from the intermediate (B) under the action of a reducing agent lithium aluminum hydride. According to the invention, the method has advantages of mild synthesis conditions, high reaction yield, concise process, cheap and easily available raw materials and simple operation, is suitable for industrial large-scale production, and has wide industrial application prospect and market value.

Synthesis and structureactivity relationship of novel conformationally restricted analogues of serotonin as 5-HT6 receptor ligands

5-Hydroxytryptamine 6 receptors (5-HT6R) are being perceived as the possible target for treatment of cognitive disorders as well as obesity. The present article deals with the design, synthesis, in vitro binding and structureactivity relationship of a novel series of tetracyclic tryptamines with the rigidized N-arylsulphonyl, N-arylcarbonyl and N-benzyl substituents as 5-HT6 receptor ligands. The chiral sulphonyl derivatives 15a and 17a showed high affinity at 5-HT6R with the Ki of 23.4 and 20.5nM, respectively. The lead compound from the series 15a has acceptable ADME properties, adequate brain penetration and is active in animal models of cognition like Novel Object Recognition Task (NORT) and water maze.

α-Methyltryptamine sulfonamide derivatives as novel glucocorticoid receptor ligands

α-Methyltryptamine sulfonamides were identified as human glucocorticoid receptor (hGR) ligands in an ultra high throughput screening (UHTS) campaign. Described will be the hit-to-lead activities, including parallel and single point analog synthesis to map the scaffold. Ligands were identified that exhibited 30 nM binding to hGR. The SAR and selectivity of these compounds will be discussed.