63480-11-5

Usage

Uses

Used in Organic Synthesis:
4-Methyl-isatoic anhydride is used as a building block for the synthesis of various organic compounds due to its ability to participate in a wide range of chemical reactions, contributing to the creation of diverse chemical entities.
Used in Pharmaceutical Production:
In the pharmaceutical industry, 4-Methyl-isatoic anhydride serves as a crucial intermediate in the development of new drugs, leveraging its reactivity to form essential functional groups within medicinal compounds.
Used as a Dye Intermediate:
4-Methyl-isatoic anhydride is utilized in the dye industry as an intermediate for the production of various dyes, highlighting its application in the coloration of textiles and other materials.
Used in the Synthesis of Other Organic Compounds:
Beyond its direct applications, 4-Methyl-isatoic anhydride is also employed as a precursor in the synthesis of other organic compounds, further expanding its utility in the realm of organic chemistry.

InChI:InChI=1/C9H7NO3/c1-5-2-3-6-7(4-5)10-9(12)13-8(6)11/h2-4H,1H3,(H,10,12)

Upstream product

• 541-41-3 chloroformic acid ethyl ester 
• 2305-36-4 4-methylanthranilic acid 
• 75-44-5 phosgene 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 27329-27-7 4-methyl-2-nitrobenzoic acid 
• 75-05-8 acetonitrile 
• 1128-47-8 6-methylindoline-2,3-dione 

Downstream Products

• 15719-64-9 methylammonium carbonate 
• 2305-36-4 4-methylanthranilic acid 
• 1228794-35-1 C₈H₁₁N₃O 
• 1201935-73-0 2-amino-N,4-dimethylbenzamide 
• 39549-79-6 2-amino-4-methylbenzamide 

Relevant academic research and scientific papers

New spiro pyrrole[2, 1-b]quinazolone derivative, preparation method and application thereof

The invention relates to a new spiro pyrrole[2, 1-b]quinazolone derivative, a preparation method and application thereof. The new spiro pyrrole[2, 1-b]quinazolone derivative is synthesized by using asimple method. The yield is high, the production cost is

Synthesis and nematicidal activities of 1,2,3-benzotriazin-4-one containing 4,5-dihydrothiazole-2-thiol derivatives against Meloidogyne incognita

A series of novel 1,2,3-benzotriazin-4-one derivatives containing 4,5-dihydrothiazole-2-thiol were synthesized and characterized by 1H NMR, 13C NMR, 19F NMR and HRMS. The bioassay results showed that compounds 3-(3-((4,5-dihydrothiazol-2-yl)thio)propyl)-7-methoxybenzo[d][1–3]triazin-4(3H)-one, 3-(3-((4,5-dihydrothiazol-2-yl)thio)propyl)-6-nitrobenzo[d][1–3]triazin-4(3H)-one, 7-chloro-3-(3-((4,5-dihydrothiazol-2-yl)thio)propyl)benzo[d][1–3]triazin-4(3H)-one exhibited good control efficacy against the cucumber root-knot nematode disease caused by Meloidogyne incognita at the concentration of 10.0 mg L?1 in vivo. Compound 7-chloro-3-(3-((4,5-dihydrothiazol-2-yl)thio)propyl)benzo[d][1–3]triazin-4(3H)-one showed excellent nematicidal activity with inhibition 68.3% at a concentration of 1.0 mg L?1. It suggested that the structure of 1,2,3-benzotriazin-4-one containing 4,5-dihydro-thiazole-2-thiol could be optimized further.

Synthesis of Ring-Fused, N-Substituted 4-Quinolinones Using p Ka-Guided, Base-Promoted Annulations with Isatoic Anhydrides: Total Synthesis of Penicinotam

An anionic annulation strategy employing isatoic anhydrides and a wide assortment of enolizable partners was developed to afford over 80 novel ring-fused, N-substituted 4-quinolinones, an underrepresented privileged template. Multiple factors governing the efficiency of the transformation were determined, resulting in a reliable and tunable synthetic platform applicable for a broad range of substrates with variable deprotonation susceptibility, such as tetramic and tetronic acids, cyclic 1,3-diketones, and cycloalkanones. Application to the synthesis of bioactive, pyrrolizine-fused 4-quinolinone, penicinotam 3, resulted in the most brief and highest yielding total synthesis of the alkaloid in three steps and a 36% overall yield.

Catalytic Asymmetric Synthesis of Atropisomeric Quinolines through the Friedl?nder Reaction

A phosphoric acid catalyzed atroposelective Friedl?nder reaction was developed in which acetylacetone and a variety of 2′-substituted 2-Aminobenzophenones were successfully employed to give optically active biaryl quinolines in good yields and with high enantioselectivities.

Carbene-Catalyzed Enantioselective Decarboxylative Annulations to Access Dihydrobenzoxazinones and Quinolones

A direct decarboxylative strategy for the generation of aza-o-quinone methides (aza-o-QMs) by N-heterocyclic carbene (NHC) catalysis has been discovered and explored. This process requires no stoichiometric additives in contrast with current approaches. Aza-o-QMs react with trifluoromethyl ketones through a formal [4+2] manifold to access highly enantioenriched dihydrobenzoxazin-4-one products, which can be converted to dihydroquinolones through an interesting stereoretentive aza-Petasis–Ferrier rearrangement sequence. Complementary dispersion-corrected density functional theory (DFT) studies provided an accurate prediction of the reaction enantioselectivity and lend further insight to the origins of stereocontrol. Additionally, a computed potential energy surface around the major transition structure suggests a concerted asynchronous mechanism for the formal annulation.

Isatoic anhydride and its process for synthesis of derivatives of

The invention discloses a synthesis method of isatoic anhydride and a derivative thereof, relating to the technical field of chemical synthesis. In the presence of catalysis of an organic selenium catalyst, isatin or a derivative thereof is oxidized by using hydrogen peroxide to prepare the isatoic anhydride and the derivative thereof. The synthesis method disclosed by the invention is simple and easily available in raw materials, low in cost, clean in oxidizing agent, free from a metal catalyst, and environmentally friendly, can be carried out in a neutral environment, and is small in corrosion to equipment.

Synthesis method of 3-amino-6-chloro-N,4-dimethylbenzamidedimethyl formamide

The invention relates to a synthesis method of a compound, in particular to a synthesis method of 3-amino-6-chloro-N,4-dimethylbenzamidedimethyl formamide. The method comprises the following steps of adopting 3-nitro-4methyl benzoic acid and sodium hydroxide as raw materials, obtaining yellowish powder through ferric chloride and a hydrazine hydrate reaction, then adding pyridine and acetonitrile, mixing uniformly, adding acetic acid, continuously stirring, adding methylamine water, carrying out extraction separation on an organic phase and sulfonyl chloride and an acetonitrile reaction after water bath reaction, obtaining filter residues after filtration, and drying to obtain the 3-amino-6-chloro-N,4-dimethylbenzamidedimethyl formamide. The method is moderate in reaction condition and high in yield.

METHOD OF PRODUCING NITROGEN-CONTAINING HETEROCYCLIC COMPOUND

PROBLEM TO BE SOLVED: To provide a chemical compound production method realizing easy and high-yield production of a nitrogen-containing heterocyclic compound useful as a synthetic intermediate and the like in many fields such as medicine, agriculture and synthetic resin additives. SOLUTION: In the production method, an ortho-substituted benzene azide derivative represented by formula (1) is reacted with carbon dioxide in the presence of a reductant to obtain a compound represented by formula (2). [R is H and/or a substituent; A is an intramolecular cyclizable group; and B is a divalent linking group of C, N and O. COPYRIGHT: (C)2016,JPOandINPIT

The use of biochemical and biophysical tools for triage of high-throughput screening hits - aa case study with escherichia coli phosphopantetheine adenylyltransferase

High-throughput screening is utilized by pharmaceutical researchers and, increasingly, academic investigators to identify agents that act upon enzymes, receptors, and cellular processes. Screening hits include molecules that specifically bind the target and a greater number of non-specific compounds. It is necessary to 'triage' these hits to identify the subset worthy of further exploration. As part of our antibacterial drug discovery effort, we applied a suite of biochemical and biophysical tools to accelerate the triage process. We describe application of these tools to a series of 9-oxo-4,9-dihydropyrazolo[5, 1-b]quinazoline-2-carboxylic acids (PQ) hits from a screen of Escherichia coli phosphopantetheine adenylyltransferase (PPAT). Initial confirmation of specific binding to phosphopantetheine adenylyltransferase was obtained using biochemical and biophysical tools, including a novel orthogonal assay, isothermal titration calorimetry, and saturation transfer difference NMR. To identify the phosphopantetheine adenylyltransferase sub-site bound by these inhibitors, two techniques were utilized: steady-state enzyme kinetics and a novel 19F NMR method in which fluorine-containing fragments that bind the ATP and/or phosphopantetheine sites serve as competitive reporter probes. These data are consistent with PQs binding the ATP sub-site. In addition to identification of a series of PPAT inhibitors, the described hit triage process is broadly applicable to other enzyme targets in which milligram quantities of purified target protein are available.

PROLYL HYDROXYLASE ANTAGONISTS

This invention relates to certain 2-[(quinolin-3-yl)carbonyl]aminoacetic acid derivatives of formula (I), where the various groups are defined herein, and which are useful in treating anemia.