1074-88-0

Usage

Uses

Indole-7-carboxaldehyde is used in the following applications across different industries:
1. Pharmaceutical Industry:
a. Indole-7-carboxaldehyde is used as a reactant for the preparation of antiandrogens, which are medications that counteract the effects of androgens, the male sex hormones.
b. Indole-7-carboxaldehyde is used as a reactant for the preparation of antiplatelet agents, which are drugs that inhibit platelet aggregation and are used to prevent blood clots.
c. Indole-7-carboxaldehyde is used as a reactant for the preparation of liver-protective agents, which help in the treatment and prevention of liver diseases.
2. Chemical Industry:
a. Indole-7-carboxaldehyde is used as a reactant in an efficient synthesis of fused pyrroloquinolinedicarboxylates from acetylenedicarboxylates and triphenylphosphine, which are important intermediates in the synthesis of various organic compounds.
3. Research and Development:
a. Indole-7-carboxaldehyde is used as a compound useful in organic synthesis, allowing researchers to explore its potential in creating new molecules and compounds with various applications.

InChI:InChI=1/C9H7NO/c11-6-8-3-1-2-7-4-5-10-9(7)8/h1-6,10H

Upstream product

• 51417-51-7 7-bromo-1H-indole 
• 68-12-2 N,N-dimethyl-formamide 
• 1074-87-9 indole-7-methanol 
• 143262-21-9 indoline-7-carboxyaldehyde 
• 442910-45-4 tert-butyl 7-(bromomethyl)-1H-indole-1-carboxylate 
• 937240-16-9 1-carbethoxy-7-(bromomethyl)indole 
• 93247-78-0 methyl 1H-indole-7-carboxylate 
• 1670-83-3 1H-Indole-7-carboxylic acid 
• 5471-82-9 methyl 3-methyl-2-nitrobenzoate 
• 105205-49-0 [(E)-2-(3-Bromo-2-nitro-phenyl)-vinyl]-dimethyl-amine 
• 52414-97-8 1-bromo-3-methyl-2-nitro-benzene 
• 25128-35-2 isatin-7-carboxylic acid 
• 522638-27-3 2-nitro-3-tetrahydropyran-2-yloxymethyltoluene 
• 80866-76-8 2-methyl-6-hydroxymethyl-1-nitrobenzene 

Downstream Products

• 82199-98-2 7-(cyanomethyl)indole 
• 353291-08-4 7-(N-2,6-difluorophenyliminomethyl)indole 
• 353291-07-3 [7-(N-phenyliminomethyl)indole] 
• 886990-82-5 C₃₄H₅₀N₂O₃SSi 
• 104682-97-5 3-(1H-indol-7-yl)acrylic acid methyl ester 
• 408356-52-5 C-(1H-Indol-7-yl)-methylamine 
• 288371-42-6 3-(1H-indol-7-yl)acrylic acid ethyl ester 
• 1251833-96-1 3-acetyl-1H-indole-7-carbaldehyde 
• 1251834-02-2 3-iodo-1H-indole-7-carbaldehyde 
• 1532593-13-7 4-((1H-indol-7-yl)methylamino)-N-(thiazol-2-yl)benzenesulfonamide 
• 1569103-41-8 Pd(indole-7-carbaldehyde thiosemicarbazone(-2H))(PPh₃) 

Related news

Density functional investigation of photo induced Intramolecular Proton Transfer (IPT) in Indole-7-carboxaldehyde (cas 1074-88-0) and its experimental verification08/04/2019

A detail theoretical study has been performed using Density functional theory (DFT) and Time dependent DFT (TDDFT) to investigate the Intramolecular Proton Transfer (IPT) mechanism in Indole-7-carboxaldehyde (I7C) from its normal (I*) to zwitterion (II*) form. B3LYP/6-311++G (d, p) basis set has...detailed

Inclusion behaviour of Indole-7-carboxaldehyde (cas 1074-88-0) inside β-cyclodextrin: A nano cage08/03/2019

Encapsulation of Indole-7-Carboxaldehyde (I7C) inside nano sized cyclodextrin (α-, β-, γ-) cavities have been investigated by theoretical (PM3, HF, DFT, ONIOM methods) and experimental (UV–VIS, IR spectroscopy) results. β- cyclodextrin (CD) provides best trapping ability as its cavity size ...detailed

Relevant academic research and scientific papers

Synthesis of N-protected/free indole-7-carboxaldehyde

A direct method for the preparation of N-protected/free indole-7-carboxaldehyde is reported from the corresponding N-protected 7-bromomethylindoles using three different conditions. Copyright Taylor & Francis Group, LLC.

Design of schiff base-like postmetallocene catalytic systems for polymerization of olefins: IV. Synthesis of 2-(aryliminomethyl)-pyrrole and 7-(aryliminomethyl)indole derivatives containing cycloalkyl substituents

Reactions of 4,6-substituted 2-cycloalkylanilines with 1H-pyrrole-2- carbaldehyde and 1H-indole-7-carbaldehyde in methanol in the presence of formic acid gave the corresponding Schiff bases which can be used as ligands for titanium and zirconium complexes

Enantioselective N-Heterocyclic Carbene-Catalyzed Cascade Reaction for the Synthesis of Pyrroloquinolines via N-H Functionalization of Indoles

Functionalization of the indole N-H bond for enantioselective synthesis of biologically important pyrroloquinoline derivatives has been reported under oxidative N-heterocyclic carbene catalysis conditions. The interception of catalytically generated chiral α,β-unsaturated acylazoliums with the indole derivatives proceeds in an aza-Michael/Michael/lactonization sequence to deliver the pyrroloquinoline derivatives in good yields, diastereoselectivities, and enantioselectivities. The simultaneous enhancement of reactivity and selectivity observed in polar aprotic solvents is noteworthy.

Phosphine-Mediated Sequential [2+4]/[2+3] Annulation to Construct Pyrroloquinolines

A domino [2+4]/[2+3] sequential annulation reaction of MBH carbonates with N-unprotected indoles has been developed to provide various pyrroloquinoline derivatives in ≤94% yield and 20:1 dr. The reaction could be either mediated by stoichiometric PCy3 or catalyzed by R3PO via PIII/PV O redox cycling in the presence of phenylsilane. This method assembles polycyclic 1,7-fused indoles in one step diastereoselectively.

Piperidine compound and preparation method and medical application thereof

The invention discloses a piperidine compound shown as a formula (I) and a preparation method and medical application thereof, and particularly relates to a piperidine USP7 inhibitor compound or pharmaceutically acceptable salt or ester or solvate thereof and a preparation method and application of the piperidine USP7 inhibitor compound or pharmaceutically acceptable salt or ester or solvate thereof. The compound provided by the invention can inhibit the activity of USP7 enzyme, has very good selectivity and druggability, and can be used for preparing medicines for preventing or treating tumor diseases or virus infectious diseases.

Ruthenium(II)-Catalyzed Highly Chemo- And Regioselective Oxidative C6 Alkenylation of Indole-7-carboxamides

We disclosed the first efficient method for highly chemo- and regioselective C6 alkenylation of indole-7-carboxamides using inexpensive Ru(II) catalyst through chelation assisted C-H bond activation. Electronically diverse indole-7-carboxamides and alkenes react efficiently to produce a wide range of C6 alkenyl indole derivatives. Further the C6 alkenyl indole-7-carboxamides modified to their derivatives through simple chemical transformations. The observed regioselectivity and kinetics has been evidenced by deuterium incorporation and intermolecular competitive studies. In addition, for mechanistic insights, the intermediates were analyzed by HRMS.

A rhodium(ii) catalysed domino synthesis of azepino fused diindoles from isatin tethered: N -sulfonyl-1,2,3-triazoles and indoles

An efficient and convenient protocol for the synthesis of a novel class of azepino fused diindoles from isatin tethered N-sulfonyl-1,2,3-triazoles and indoles has been disclosed. The reaction proceeds via denitrogenative aza-vinyl rhodium carbene formation to give a carbonyl ylide, which with indole results in 1,3-dipolar cycloaddition followed by sequential semipinacol rearrangement/ring expansion/oxidation to produce azepino fused diindoles. The reaction shows a broad substrate scope giving up to 81% yield. Furthermore, reversible catalytic hydrogenation and photophysical studies were carried out to demonstrate the application of these molecules.

Organo-Photoredox Catalyzed Oxidative Dehydrogenation of N-Heterocycles

We report here for the first time the catalytic oxidative dehydrogenation of N-heterocycles by a visible-light organo-photoredox catalyst with low catalyst loading (0.1–1 mol %). The reaction proceeds efficiently under base- and additive-free conditions with ambient air at room temperature. The utility of this benign approach is demonstrated by the synthesis of various pharmaceutically relevant N-heteroarenes such as quinoline, quinoxaline, quinazoline, acridine, and indole.

Aminocatalyzed Cascade Synthesis of Enantioenriched 1,7-Annulated Indoles from Indole-7-Carbaldehyde Derivatives and α,β-Unsaturated Aldehydes

We report herein a new cascade strategy for the enantioselective synthesis of 1,7-annulated indoles based on iminium-enamine activation. A careful study of the indole substitution pattern revealed that a chloro substituent at the C-3 position was importan

5-Oxo-ETE receptor antagonists

5-Oxo-ETE is the most powerful eosinophil chemoattractant among lipid mediators. Eosinophil infiltration into the lungs of asthmatics may be responsible for the late phase of inflammatory asthma. We have designed and synthesized a 5-oxo-ETE receptor antagonist, the purpose of which is to prevent eosinophil migration to the lung during an asthma attack and thereby reduce asthma symptoms.