14490-05-2 Usage
Description
7-Methyltryptamine is an organic compound belonging to the indole alkaloid family, specifically a tryptamine derivative. It is known for its potential applications in various chemical and pharmaceutical processes due to its unique chemical structure and reactivity.
Uses
Used in Pharmaceutical Industry:
7-Methyltryptamine is used as a reactant for the preparation of β-carbolines via diastereoand enantioselective Bronsted acid catalyzed N-acyliminium cyclization cascades. This application is significant as β-carbolines have potential therapeutic uses.
7-Methyltryptamine is also used as a reactant for the preparation of substituted tetrahydro-β-carbolines, which are considered potential agents for the treatment of human papillomavirus (HPV) infection.
In the field of asymmetric synthesis, 7-Methyltryptamine serves as a reactant for the synthesis of nitrogen heterocycles via Bronsted acid-catalyzed N-acyliminium cyclization cascade. This process is crucial for the development of complex molecular structures with potential applications in various industries.
Used in Chemical Industry:
7-Methyltryptamine is utilized as a reactant for amidation reactions, which are essential in the formation of various amide compounds with diverse applications in different fields.
Furthermore, it is used as a reactant for the preparation of potent β3-adrenergic receptor agonists, which have potential applications in the treatment of certain medical conditions.
Lastly, 7-Methyltryptamine is used as a reactant for the preparation of tryptamine-based sulfonamides, which are potent and selective inhibitors of 15-lipoxygenase. These inhibitors can be valuable in the development of treatments for various diseases and conditions.
Check Digit Verification of cas no
The CAS Registry Mumber 14490-05-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,4,4,9 and 0 respectively; the second part has 2 digits, 0 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 14490-05:
(7*1)+(6*4)+(5*4)+(4*9)+(3*0)+(2*0)+(1*5)=92
92 % 10 = 2
So 14490-05-2 is a valid CAS Registry Number.
InChI:InChI=1/C11H14N2/c1-8-3-2-4-10-9(5-6-12)7-13-11(8)10/h2-4,7,13H,5-6,12H2,1H3
14490-05-2Relevant articles and documents
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Grandberg,Bobrova
, (1973)
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Asymmetric dearomatization of indoles through a Michael/Friedel-Crafts-Type cascade to construct polycyclic spiroindolines
Zhao, Xiaohu,Liu, Xiaohua,Mei, Hongjiang,Guo, Jing,Lin, Lili,Feng, Xiaoming
supporting information, p. 4032 - 4035 (2015/03/30)
A highly efficient asymmetric dearomatization of indoles was realized through a cascade reaction between 2-isocyanoethylindole and alkylidene malonates catalyzed by a chiral N,N-dioxide/MgII catalyst. Fused polycyclic indolines containing three stereocenters were afforded in good yields with excellent diastereo- and enantioselectivities through a Michael/Friedel-Crafts/Mannich cascade. When 2-substituted 2-isocyanoethylindoles were used, spiroindoline derivatives were obtained through a Michael/Friedel-Crafts reaction.
Exploiting a novel size exclusion phenomenon for enantioselective acid/base cascade catalysis
Muratore, Michael E.,Shi, Lei,Pilling, Adam W.,Storer, R. Ian,Dixon, Darren J.
, p. 6351 - 6353 (2012/07/17)
A novel size exclusion phenomenon between PS-BEMP and sterically bulky BPAs, has been discovered and exploited in a one-pot base-catalysed Michael addition/acid-catalysed enantioselective N-acyliminium cyclisation cascade, allowing the preparation of structurally complex β-carbolines with moderate to good enantiocontrol.