18474-59-4 Usage
Uses
Used in Pharmaceutical Industry:
6-METHYL-1H-INDOLE-2-CARBOXYLIC ACID is used as a key intermediate in the synthesis of various heterocyclic compounds, particularly indole derivatives. These indole derivatives are known for their potential therapeutic applications in the treatment of disorders that lead to the accumulation of oxalate, such as primary hyperoxaluria and enteric hyperoxaluria. The compound plays a crucial role in the development of new drugs that can help manage and alleviate the symptoms of these disorders.
Used in Chemical Industry:
In the chemical industry, 6-METHYL-1H-INDOLE-2-CARBOXYLIC ACID can be utilized as a building block for the synthesis of other complex organic molecules with diverse applications. Its unique chemical structure allows for further functionalization and modification, making it a valuable starting material for the development of new compounds with potential applications in various fields, such as materials science, agrochemistry, and environmental science.
Check Digit Verification of cas no
The CAS Registry Mumber 18474-59-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,8,4,7 and 4 respectively; the second part has 2 digits, 5 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 18474-59:
(7*1)+(6*8)+(5*4)+(4*7)+(3*4)+(2*5)+(1*9)=134
134 % 10 = 4
So 18474-59-4 is a valid CAS Registry Number.
InChI:InChI=1/C10H9NO2/c1-6-2-3-7-5-9(10(12)13)11-8(7)4-6/h2-5,11H,1H3,(H,12,13)
18474-59-4Relevant academic research and scientific papers
Probing the subpockets of factor Xa reveals two binding modes for inhibitors based on a 2-carboxyindole scaffold: A study combining structure-activity relationship and X-ray crystallography
Nazaré, Marc,Will, David W.,Matter, Hans,Schreuder, Herman,Ritter, Kurt,Urmann, Matthias,Essrich, Melanie,Bauer, Armin,Wagner, Michael,Czech, J?rg,Lorenz, Martin,Laux, Volker,Wehner, Volkmar
, p. 4511 - 4525 (2007/10/03)
Structure-activity relationships within a series of highly potent 2-carboxyindole-based factor Xa inhibitors incorporating a neutral P1 ligand are described with particular emphasis on the structural requirements for addressing subpockets of the factor Xa enzyme. Interactions with the subpockets were probed by systematic substitution of the 2-carboxyindole scaffold, in combination with privileged P1 and P4 substituents. Combining the most favorable substituents at the indole nucleus led to the discovery of a remarkably potent factor Xa inhibitor displaying a Ki value of 0.07 nM. X-ray crystallography of inhibitors bound to factor Xa revealed substituent-dependent switching of the inhibitor binding mode and provided a rationale for the SAR obtained. These results underscore the key role played by the P1 ligand not only in determining the binding affinity of the inhibitor by direct interaction but also in modifying the binding mode of the whole scaffold, resulting in a nonlinear SAR.
