22120-39-4

Hazards Identification

Pictogram(s):

Signal:

Warning

GHS Hazard Statements:

H332 (100%): Harmful if inhaled [Warning Acute toxicity, inhalation]

Precautionary Statement Codes:

P261, P271, P304+P340, and P317

Hazard Classes and Categories:

Acute Tox. 4 (100%)

Usage

Uses

Used in Pharmaceutical Industry:
5-METHYL-N,N-DIMETHYLTRYPTAMINE is used as a synthetic intermediate for the production of 3-fluorooxindole derivatives, which have potential pharmaceutical applications. These derivatives are particularly relevant in the development of antimigraine drugs, offering new treatment options for individuals suffering from migraines.
Additionally, 5-METHYL-N,N-DIMETHYLTRYPTAMINE may also be used in the synthesis of other pharmaceutical compounds, further expanding its applications in the pharmaceutical industry. However,

InChI:InChI=1/C13H18N2/c1-10-4-5-13-12(8-10)11(9-14-13)6-7-15(2)3/h4-5,8-9,14H,6-7H2,1-3H3

Upstream product

• 19718-92-4 4-(N,N-dimethylamino)butyraldehyde dimethyl acetal 
• 637-60-5 p-tolylhydrazine hydrochloride 
• 1821-47-2 5-methyltryptamine 
• 74-88-4 methyl iodide 
• 50-00-0 formaldehyd 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 144034-80-0 rizatriptan 

Relevant academic research and scientific papers

Indole derivatives and its application on the medicament

The invention provides indole derivatives or stereisomers, tautomers, nitrogen oxides, solvate, metabolic products, pharmaceutically acceptable salts or prodrugs thereof for treating the alzheimer disease. The invention further discloses a pharmaceutical composition containing the compounds and a method of using the compounds or the pharmaceutical composition thereof to treat the alzheimer disease.

Rizatriptan preparation method

The invention discloses a rizatriptan preparation method, wherein 5-methyltryptamine is used as a raw material, and five steps of amino methylation, bromination, Boc amino protection, triazole substitution and Boc deprotection are performed to obtain rizatriptan. According to the present invention, the existing indole synthesis method is avoided by using 5-methyltryptamine as the starting raw material, the used reagent is environmentally friendly, and the preparation method has characteristics of simpleness, mild condition and simple post-treatment, is suitable for industrial promotion, and isthe completely-new rizatriptan preparation method.

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.

A versatile linkage strategy for solid-phase synthesis of N,N-dimethyltryptamines and β-carbolines

(matrix presented) Various tryptamines are captured by a vinylsulfonylmethyl polystyrene resin, generating a safety-catch linkage. β-Carbolines can be formed from 4 by a Pictet-Spengler reaction with the introduction of R1. Tryptamine 4 can also be derivatized by acylation or copper-mediated coupling to introduce R2. If X = Br, Suzuki coupling can be used to introduce R3. After derivatization, the indole derivatives are activated with methyl iodide and released under mild basic condition.