128076-63-1

Basic information

• Product Name: 7-METHOXY-1H-BENZO[D][1,3] OXAZINE-2,4-DIONE
• Synonyms: 7-METHOXY-1H-BENZO[D][1,3] OXAZINE-2,4-DIONE;4-Methoxyisatoic anhydride;7-methoxy-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione
• CAS NO: 128076-63-1
• Molecular Formula: C₉H₇NO₄
• Molecular Weight: 193.16
• Mol File: 128076-63-1.mol

Chemical Properties

• Appearance: /
• Density: 1.376 g/cm³
• Refractive Index: 1.565
• PKA: 10.40±0.20(Predicted)
• CAS DataBase Reference: 7-METHOXY-1H-BENZO[D][1,3] OXAZINE-2,4-DIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 7-METHOXY-1H-BENZO[D][1,3] OXAZINE-2,4-DIONE(128076-63-1)
• EPA Substance Registry System: 7-METHOXY-1H-BENZO[D][1,3] OXAZINE-2,4-DIONE(128076-63-1)

Safety Data

• Hazardous Substances Data: 128076-63-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
7-METHOXY-1H-BENZO[D][1,3] OXAZINE-2,4-DIONE is used as a reagent for the preparation of 2-pyridylquinolones, which are known for their improved antimalarial activity. This application is significant in the development of new and more effective treatments for malaria, a disease that affects millions of people worldwide.

InChI:InChI=1/C9H7NO4/c1-13-5-2-3-6-7(4-5)10-9(12)14-8(6)11/h2-4H,1H3,(H,10,12)

Upstream product

• 32315-10-9 bis(trichloromethyl) carbonate 
• 4294-95-5 4-methoxyanthranilic acid 
• 52351-75-4 6-methoxyisatin 
• 27191-09-9 m-anisidine hydrochloride 
• 76-02-8 trifluoroacetyl chloride 
• 4124-31-6 trichloroacetic acid anhydride 
• 541-41-3 chloroformic acid ethyl ester 
• 75-44-5 phosgene 

Downstream Products

• 880450-36-2 7-methoxy-3-(4-methoxyphenyl)-3-hydroquinazolin-4-one 
• 887468-70-4 7-hydroxy-3-(4-hydroxyphenyl)-3-hydroquinazolin-4-one 
• 1332526-63-2 3-methylsulfanyl-1-phenyl-6-(piperidin-4-yloxy)-1H-indazole 
• 1332527-06-6 C₁₅H₁₄N₂OS 
• 1332527-01-1 C₁₄H₁₂N₂O₂ 
• 1361004-92-3 C₂₅H₂₀F₃NO₃ 
• 1361005-02-8 C₂₄H₁₈F₃NO₃ 
• 1361005-87-9 2-(4,4-dimethyl‐4,5‐dihydrooxazol‐2‐yl)-5‐methoxyaniline 
• 1361967-67-0 7-hydroxy-3-methyl-2-(6-(4-(trifluoromethoxy)phenyl)pyridin-3-yl)quinolin-4(1H)-one 
• 1361967-16-9 7-methoxy-3-methyl-2-(6-(4-(trifluoromethoxy)phenyl)pyridin-3-yl)quinolin-4(1H)-one 
• 1409950-40-8 4-chloro-2-(4-isopropoxyphenyl)-7-methoxyquinazoline 
• 1409950-42-0 2-(4-isopropoxyphenyl)-7-methoxyquinazolin-4-ol 
• 1409950-41-9 2-(4-isopropoxyphenyl)-7-methoxy-1,2-dihydroquinazolin-4-ol 
• 1520078-17-4 3,7-dimethoxy-2-phenylquinazolin-4(3H)-one 

Relevant articles and documents

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.

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.

Fluorescent biaryl uracils with C5-dihydro- And quinazolinone heterocyclic appendages in PNA

There has been much effort to exploit fluorescence techniques in the detection of nucleic acids. Canonical nucleic acids are essentially nonfluorescent; however, the modification of the nucleobase has proved to be a fruitful way to engender fluorescence. Much of the chemistry used to prepare modified nucleobases relies on expensive transition metal catalysts. In this work, we describe the synthesis of biaryl quinazolinone-uracil nucleobase analogs prepared by the condensation of anthranilamide derivatives and 5-formyluracil using inexpensive copper salts. A selection of modified nucleobases were prepared, and the effect of methoxy- or nitro- group substitution on the photophysical properties was examined. Both the dihydroquinazolinone and quinazolinone modified uracils have much larger molar absorptivity (~4-8×) than natural uracil and produce modest blue fluorescence. The quinazolinone-modified uracils display higher quantum yields than the corresponding dihydroquinazolinones and also show temperature and viscosity dependent emission consistent with molecular rotor behavior. Peptide nucleic acid (PNA) monomers possessing quinazolinone modified uracils were prepared and incorporated into oligomers. In the sequence context examined, the nitro-substituted, methoxy-substituted and unmodified quinazolinone inserts resulted in a stabilization (?Tm = +4.0/insert; +2.0/insert; +1.0/insert, respectively) relative to control PNA sequence upon hybridization to complementary DNA. All three derivatives responded to hybridization by the “turn-on” of fluorescence intensity by ca. 3-to-4 fold and may find use as probes for complementary DNA sequences.

Synthesis and nematicidal evaluation of 1,2,3-benzotriazin-4-one derivatives containing piperazine as linker against Meloidogyne incognita

To explore new skeleton with nematicidal activity, a series of novel 1,2,3-benzotriazin-4-one derivatives containing piperazine as linker were synthesized and varied fragments were also introduced to increase structure diversity of the new skeleton. Their inhibitory activities in vivo were evaluated against Meloidogyne incognita. The newly prepared compounds A6, A8, A21, A28 and A38 exhibited more than 50% inhibition at the concentration of 20 mg/L. Especially compound A6 displayed 71.4% inhibition against Meloidogyne incognita at the concentration of 20 mg/L. The nematicidal activities varied significantly depending on the types and positions of the substituents, which provided guidance for further structure modification.

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.

COMPOUNDS AND METHODS FOR MODULATING RNA FUNCTION

The present invention provides compounds, compositions thereof, and methods of using the same.

NOVEL COMPOUNDS AS INHIBITORS OF DNA METHYLTRANSFERASES

It relates to the compounds of formula (I), or their pharmaceutically or veterinary acceptable salts, or their stereoisomers or mixtures thereof, wherein A, R1, R2, and R3 are as defined herein, which are inhibitors of one or more DNMTs selected from the group consisting of DNMT1, DNMT3A and DNMT3B. It also relates to pharmaceutical or veterinary compositions containing them, and to their use in medicine, in particular in the treatment and/or prevention of cancer, fibrosis and/or immunomodulation.

Synthesis and Structure-Activity Relationships of Tool Compounds Based on WAY163909, a 5-HT2C Receptor Agonist

The development of probe molecules that can be used to investigate G protein-coupled receptor (GPCR) pharmacology, trafficking, and relationship with other GPCRs is an important and growing area of research. Here, we report the synthesis of analogues of t