54523-76-1

Usage

Uses

Used in Pharmaceutical Industry:
4-aminoindolin-2-one is utilized as a precursor for the synthesis of various biologically active molecules and pharmaceutical drugs. Its versatile reactivity and unique structure contribute to the development of new chemical entities with potential therapeutic applications.
Used in Antiviral Applications:
4-aminoindolin-2-one is studied for its potential as an antiviral agent, offering a promising avenue for the development of new antiviral therapies.
Used in Anticancer Applications:
4-aminoindolin-2-one is also being investigated for its potential as an anticancer agent, with research focusing on its ability to target and combat cancer cells, thereby contributing to the advancement of cancer treatment options.

Upstream product

• 37777-63-2 (2,6-dinitro-phenyl)-acetic acid 
• 86162-90-5 methyl (2,6-dinitrophenyl)acetate 
• 606-21-3 1-chloro-2,6-dinitrobenzene 
• 99-09-2 3-nitro-aniline 
• 57218-00-5 ethyl 2-(2-amino-6-nitrophenyl)-2-(methylthio)acetate 
• 1341124-14-8 C₉H₁₂N₂O₂ 
• 61394-51-2 4-nitro-1,3-dihydroindol-2-one 
• 86162-89-2 dimethyl (2,6-dinitrophenyl)malonate 
• 40800-70-2 3-(methylthio)-4-nitroindolin-2-one 
• 218933-44-9 4-amino-3-(methylthio)indolin-2-one 

Downstream Products

• 86162-91-6 4-{[1-(4-Nitro-phenyl)-meth-(E)-ylidene]-amino}-1,3-dihydro-indol-2-one 
• 86162-92-7 4-{[1-(3,4,5-Trimethoxy-phenyl)-meth-(E)-ylidene]-amino}-1,3-dihydro-indol-2-one 
• 86162-94-9 4-toluamidooxindole 
• 86162-93-8 4-toluenesulfonamidooxindole 
• 86162-95-0 4-Methyl-N-{3-[1-(4-nitro-phenyl)-meth-(Z)-ylidene]-2-oxo-2,3-dihydro-1H-indol-4-yl}-benzamide 
• 86162-96-1 4-Methyl-N-{2-oxo-3-[1-(3,4,5-trimethoxy-phenyl)-meth-(Z)-ylidene]-2,3-dihydro-1H-indol-4-yl}-benzamide 
• 86162-97-2 4-Methyl-N-{2-oxo-3-[1-(3,4,5-trimethoxy-phenyl)-meth-(Z)-ylidene]-2,3-dihydro-1H-indol-4-yl}-benzenesulfonamide 
• 86162-98-3 3-(4-nitrophenyl)-4-(p-tolylsulfonyl)-2,2a,3,4-tetrahydro-1H-pyrrolo<4.3.2-cd>indol-2-one 
• 880095-15-8 benzyl N-(2-oxo-2,3-dihydro-1H-indol-4-yl)glycinate 
• 848679-01-6 N-(2-oxo-2,3-dihydro-1H-indol-4-yl)-N'-[4-(trifluoromethyl)benzyl]urea 
• 1341124-11-5 1-(2-(dimethylamino)-4-(trifluoromethyl)benzyl)-3-(2-oxoindolin-4-yl)urea 
• 1341124-12-6 1-(4-(trifluoromethyl)-2-(pyrrolidin-1-yl)benzyl)-3-(2-oxoindolin-4-yl)urea 
• 1341124-13-7 1-(4-(trifluoromethyl)-2-(piperidin-1-yl)benzyl)-3-(2-oxoindolin-4-yl)urea 
• 1474049-94-9 (Z)-N-(3-((1H-pyrrol-2-yl)methylene)-2-oxoindolin-4-yl)-1-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxamide 

Relevant academic research and scientific papers

Novel acylureidoindolin-2-one derivatives as dual Aurora B/FLT3 inhibitors for the treatment of acute myeloid leukemia

A series of 6-acylureido derivatives containing a 3-(pyrrol-2- ylmethylidene)indolin-2-one scaffold were synthesized as potential dual Aurora B/FLT3 inhibitors by replacing the 6-arylureido moiety in 6-arylureidoindolin-2- one-based multi-kinase inhibitors. (Z)-N-(2-(pyrrolidin-1-yl)ethyl)-5-((6-(3-(2- fluoro-4-methoxybenzoyl)ureido)-2-oxoindolin-3-ylidene)methyl)-2, 4-dimethyl-1H-pyrrole-3-carboxamide (54) was identified as a dual Aurora B/FLT3 inhibitor (IC50 = 0.4 nM and 0.5 nM, respectively). Compound 54 also exhibited potent cytotoxicity with single-digit nanomolar IC50 values against the FLT3 mutant-associated human acute myeloid leukemia (AML) cell lines MV4-11 (FLT3-ITD) and MOLM-13 (FLT3-ITD). Compound 54 also specifically induced extrinsic apoptosis by inhibiting the phosphorylation of the Aurora B and FLT3 pathways in MOLM-13 cells. Compound 54 had a moderate pharmacokinetic profile. The mesylate salt of 54 efficiently inhibited tumor growth and reduced the mortality of BALB/c nude mice (subcutaneous xenograft model) that had been implanted with AML MOLM-13 cells. Compound 54 is more potent than sunitinib not only against FLT3-WT AML cells but also active against sunitinib-resistant FLT3-ITD AML cells. This study demonstrates the significance of dual Aurora B/FLT3 inhibitors for the development of potential agents to treat AML.

INDOLIN-2-ONE DERIVATIVES AS PROTEIN KINASE INHIBITORS

A novel class of indoline-2-one derivatives are disclosed. These compounds are protein kinase inhibitors which are useful for treating hyperproliferative diseases such as cancer.

TRPV1 vanilloid receptor antagonists with a bicyclic portion

The invention discloses compounds of formula I wherein Y s selected from a group of formula and W, Q, n, R1, R2, R3, U1-U5 have the meanings given in the description. The compounds of formula I are TRPV1 antagonists and are useful as active ingredients of pharmaceutical compositions for the treatment of pain and other conditions ameliorated by the inhibition of the vanilloid receptor TRPV1. 1.

ARYL HETEROCYCLIC CGRP RECEPTOR ANTAGONISTS

Compounds of formula I: I (wherein variables A1, A2, B, m, n, J, X, R4, G1, G2, G3 and Y are as described herein) which are antagonists of CGRP receptors and which are useful in the treatme

ARYL SPIROLACTAM CGRP RECEPTOR ANTAGONISTS

The present invention is directed to compounds of Formula (I): where variables A1, A2, B, J, K, m, n, R4, R5a, R5b, R5c and X are as defined herein useful as antagonists of CGRP receptors and useful in the treatment or prevention of diseases in which the CGRP is involved, such as headache, migraine and cluster headache. The invention is also directed to pharmaceutical compositions comprising these compounds and the use of these compounds and compositions in the prevention or treatment of such diseases in which CGRP is involved.

HETEROCYCLICALLY SUBSTITUTED PENTANOL DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF, AND USE THEREOF AS ANTI-INFLAMMATORY AGENTS

The invention relates to pentanol derivatives of general formula (I), which are substituted by quinazoline, quinoxaline, cinnoline, indazole, phthalazine, naphthyridine, benzothiazole, dihydroindolone, dihydroisoindolone, benzimidazole, or indole, a method for the production thereof, and the use thereof as anti-inflammatory agents.

1-AMINO-2-OXY-SUBSTITUTED TETRAHYDRONAPHTALENE DERIVATIVES, METHODS FOR THE PRODUCTION THEREOF, AND THEIR USE AS ANTIPHLOGISTICS

The invention relates to polysubstituted tetrahydronaphtalene derivatives of formula (I), to methods for the production thereof, and to their use as antiphlogistics. The substituents are defined in Claim 1.

2-imidazolinylaminoindole compounds useful as alpha-2 adrenoceptor agonists

This invention involves compounds having the following structure: wherein: a) R1 is hydrogen; or alkyl; bond (a) is a single or a double bond; b) R2 and R3 are each independently selected from hydrogen; unsubstituted C1-C3 alkanyl, alkenyl or alkynyl; cycloalkanyl, cycloalkenyl; unsubstituted C1-C3 alkylthio or alkoxy; hydroxy; thio; nitro; cyano; amino; C1-C3 alkylamino or C1-C3 dialkylamino and halo; c) R4, R5 and R6 are each independently selected from hydrogen; unsubstituted C1-C3 alkanyl, alkenyl or alkynyl; cycloalkanyl, cycloalkenyl; unsubstituted C1-C3 alkylthio or alkoxy; hydroxy; thio; nitro; cyano; amino; C1-C3 alkylamino or C1-C3 dialkylamino; halo; and 2-imidazolinylamino; and wherein one and only one of R4, R5 and R6 is 2-imidazolinylamino; d) R7 is selected from hydrogen; unsubstituted C1-C3 alkanyl, alkenyl or alkynyl; cycloalkanyl, cycloalkenyl; unsubstituted C1-C3 alkylthio or alkoxy; hydroxy; thio; nitro; cyano; amino; C1-C3 alkylamino or C1-C3 dialkylamino and halo; e) the compound is not 4-(2-imidazolinylamino)indole; enantiomers, optical isomers, stereoisomers, diastereomers, tautomers, addition salts, biohydrolyzable amides and esters thereof, and pharmaceutical compositions comprising such novel compounds. The invention also relates to the use of such compounds for treating disorders modulated by alpha-2 adrenoceptors.

New generation dopaminergic agents. 5. Heterocyclic bioisosteres that exploit the 3-OH-N1-phneylpiperazine dopaminergic template

The synthesis of several bioisoteric analogs based on the 3-OH-N1- phenylpiperazine dopamine D2 agonist template (i.e., 4) is described. The indolone (5) and 2-CF3-benzimidazole (13) were observed to have excellent affinity for the D2 receptor. Several D4 selective compounds were also identified. Molecular modeling studies and a putative bioactive conformation are discussed.

Ring-Chain Tautomerism in Anions Derived from Substituted (Arylideneamino)toluenes and (Arylideneamino)oxindoles

Intramolecular nucleophilic attack by carbon and nitrogen anions on imine and enone double bonds, respectively, has been investigated as a synthetic route to fused five-membered azacycles.In both (arylideneamino)toluenes and (arylideneamino)oxindoles, cyc