24621-70-3 Usage
Description
1H-INDOL-2-YLMETHANOL, also known as Indole-2-methanol, is an organic compound with the molecular formula C9H9NO. It is a derivative of indole, featuring a hydroxymethyl group (-CH2OH) at the 2nd position. 1H-INDOL-2-YLMETHANOL is characterized by its potential applications in the synthesis of various pharmaceutical compounds and its role as a building block in the development of novel drugs.
Uses
Used in Pharmaceutical Industry:
1H-INDOL-2-YLMETHANOL is used as a reactant for the synthesis of various pharmaceutical compounds, including:
1. Oxazino[4,3-a]indoles: These are a class of fused indole derivatives with potential applications in the development of new drugs targeting specific biological receptors.
2. 2-arylsulfonylmethyl-3-piperazinylmethylindole derivatives: These compounds serve as 5-HT6 receptor ligands, which can be utilized in the treatment of various neurological and psychiatric disorders by modulating serotonin signaling.
3. SR13668: 1H-INDOL-2-YLMETHANOL is designed to mimic the unique anticancer mechanisms of dietary indole-3-carbinol, which is known to block Akt signaling, a crucial pathway in cancer cell survival and proliferation.
4. Azidoand isothiocyanato-substituted indoles: These compounds act as melatoninergic agents, potentially influencing the melatonin system, which is involved in the regulation of sleep-wake cycles, mood, and other physiological processes.
Check Digit Verification of cas no
The CAS Registry Mumber 24621-70-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,4,6,2 and 1 respectively; the second part has 2 digits, 7 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 24621-70:
(7*2)+(6*4)+(5*6)+(4*2)+(3*1)+(2*7)+(1*0)=93
93 % 10 = 3
So 24621-70-3 is a valid CAS Registry Number.
InChI:InChI=1/C9H9NO/c11-6-8-5-7-3-1-2-4-9(7)10-8/h1-5,10-11H,6H2
24621-70-3Relevant articles and documents
Lithiation of 1-alkoxyindole derivatives
Nakagawa, Kyoko,Kobayashi, Tetsuya,Kawasaki, Toshiya,Somei, Masanori
, p. 968 - 997 (2019/04/26)
Lithiation of 1-alkoxyindoles, 3-dimethylaminomethyl- and 3-dimethylaminoethyl-1-methoxyindole occurred regioselectively at the 2-position. The introduction of a sterically bulky group into the 2-position of 3-dimethylaminomethyl-1-methoxyindoles directed the lithiation to the 4-position.
Palladium-catalyzed synthesis of 2-(aminomethyl)indoles from 3-(o -trifluoroacetamidoaryl)-1-propargylic alcohols and amines
Cacchi, Sandro,Fabrizi, Giancarlo,Goggiamani, Antonella,Molinaro, Carmela,Verdiglione, Rosanna
, p. 401 - 407 (2014/01/17)
A novel palladium-catalyzed approach to 2-(aminomethyl)indoles from 3-(o-trifluoroacetamidoaryl)-1-propargylic alcohols and amines has been developed.
Palladium-catalyzed heteroannulation with acetylenic carbinols as synthons-synthesis of quinolines and 2,3-dihydro-4(1H)-quinolones
Mahanty, Jyan S.,De, Mahuya,Das, Palas,Kundu, Nitya G.
, p. 13397 - 13418 (2007/10/03)
o-Iodoanilides 4 reacted with terminal acetylenic carbinols 5 under palladium-catalyzed conditions to yield o-substituted anilides 6. Most of the anilides 6 could be cyclized with NaOEt/EtOH to 2-arylquinolines 2. o-Iodoanilines 7 reacted with carbinols 5 leading to 8 which on palladium(II) assisted cyclisation afforded substituted quinolines 2. An excellent synthesis of the alkaloid dubamine (2n) is reported. Also, the anilides 6 on acid-catalyzed rearrangement, deprotection and cyclisation led to the 2-aryl-2, 3-dihydro-4(1H)-quinolones 16.
