Indole, also called Benzopyrrole, a heterocyclic organic compound occurring in some flower oils, such as jasmine and orange blossom, in coal tar, and in fecal matter. 19005-93-7, formula is C9H7NO, Name is 1H-Indole-2-carbaldehyde. It is used in perfumery and in making tryptophan, an essential amino acid, and indoleacetic acid (heteroauxin), a hormone that promotes the development of roots in plant cuttings. Synthetic Route of 19005-93-7.
Silva, Daniel;Mendes, Eduarda;Summers, Eleanor J.;Neca, Ana;Jacinto, Ana C.;Reis, Telma;Agostinho, Paula;Bolea, Irene;Jimeno, M. Luisa;Mateus, M. Luisa;Oliveira-Campos, Ana M. F.;Unzeta, Mercedes;Marco-Contelles, Jose;Majekova, Magdalena;Ramsay, Rona R.;Carreiras, M. Carmo research published 《 Synthesis, biological evaluation, and molecular modeling of nitrile-containing compounds: Exploring multiple activities as anti-Alzheimer agents》, the research content is summarized as follows. Based on the monoamine oxidase (MAO) inhibition properties of aminoheterocycles with a carbonitrile group we have carried out a systematic exploration to discover new classes of carbonitriles endowed with dual MAO and AChE inhibitory activities, and Aβ anti-aggregating properties. Eighty-three nitrile-containing compounds, 13 of which are new, were synthesized and evaluated. In vitro screening revealed that 31, a new compound, presented the best lead for trifunctional inhibition against MAO A (0.34μM), MAO B (0.26μM), and AChE (52μM), while 32 exhibited a lead for selective MAO A (0.12μM) inhibition coupled to AChE (48μM) inhibition. Computational anal. revealed that the malononitrile group can find an advantageous position with the aromatic cleft and FAD of MAO A or MAO B. However, the total binding energy can be handicapped by an internal penalty caused by twisting of the ligand mol. and subsequent disruption of the conjugation (32 in MAO B compared to the conjugated 31). Conjugation is also important for AChE as well as the hydrophilic character of malononitrile that allows this group to be in close contact with the aqueous environment as seen for 83. Although the effect of 31 and 32 against Aβ1-42, was very weak, the effect of 63 and 65, and of the new compound 75, indicated that these compounds were able to disaggregate Aβ1-42 fibrils. The most effective was 63, a (phenylhydrazinylidene)propanedinitrile derivative that also inhibited MAO A (1.65μM), making it a potential lead for Alzheimer’s disease application.
19005-93-7, 1H-Indole-2-carbaldehyde is a useful research compound. Its molecular formula is C9H7NO and its molecular weight is 145.16 g/mol. The purity is usually 95%.
1H-Indole-2-carbaldehyde is a useful research chemical used as a reactant in the synthesis of substituted 2-amino-4H-chromenes and benzochromenes using K2CO3 as catalyst.
1H-Indole-2-carbaldehyde is a solvent that has been used in the protein data and molecular modeling study. The 1H NMR spectrum of this compound showed an intense signal at δ 4.8 ppm, corresponding to the hydroxyl proton. This solvent also has fluorescence properties, as shown by its photophysical and structural analysis. The 1H-indole-2-carbaldehyde molecule has an active methylene group and an oxindole ring with amine substituents., Synthetic Route of 19005-93-7
Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles