34954-65-9

Basic information

• Product Name: 3-METHOXY-ISATOIC ANHYDRIDE
• Synonyms: 3-METHOXY-ISATOIC ANHYDRIDE;8-METHOXY-1H-BENZO[D][1,3]OXAZINE-2,4-DIONE;REF DUPL: 3-Methoxy-isatoic anhydride;2H-3,1-Benzoxazine-2,4(1H)-dione, 8-methoxy-;8-methoxy-2H-benzo[d][1,3]oxazine-2,4(1H)-dione
• CAS NO: 34954-65-9
• Molecular Formula: C₉H₇NO₄
• Molecular Weight: 193.16
• Mol File: 34954-65-9.mol
• Article Data: 15

Chemical Properties

• Melting Point: 255-260 °C
• Appearance: /
• Density: 1.376 g/cm³
• Refractive Index: 1.565
• Storage Temp.: 2-8°C
• Solubility: DMSO (Slightly), Methanol (Very Slightly, Heated)
• PKA: 10.42±0.20(Predicted)
• CAS DataBase Reference: 3-METHOXY-ISATOIC ANHYDRIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-METHOXY-ISATOIC ANHYDRIDE(34954-65-9)
• EPA Substance Registry System: 3-METHOXY-ISATOIC ANHYDRIDE(34954-65-9)

Safety Data

• Hazardous Substances Data: 34954-65-9(Hazardous Substances Data)

Usage

Uses

3-Methoxyisatoic Anhydride is used as a reagent in the synthesis of Tryptanthrin (T947000) and its analogs as antitubercular agents. 3-Methoxyisatoic Anhydride is also used in the preparation of quinazolin-2-ylamino-quinazolin-4-ols as non-nucleoside inhibitors of bacterial DNA polymerase III.

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

Upstream product

• 14963-96-3 3-methoxyphthalic anhydride 
• 1026003-01-9 2-tert-Butoxycarbonylamino-3-methoxy-benzoic acid 
• 3177-80-8 2-amino-3-methoxybenzoic acid 
• 76-02-8 trifluoroacetyl chloride 
• 503-38-8 trichloromethyl chloroformate 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 75-44-5 phosgene 

Downstream Products

• 467432-89-9 2-amino-N-(4-bromo-phenyl)-3-methoxy-benzamide 
• 1235480-79-1 2-amino-N-(4-sec-butyl-phenyl)-3-methoxy-benzamide 
• 13135-94-9 (2-Amino-3-methoxy-benzoylamino)-acetic acid 
• 106782-78-9 3-methoxy-2-aminobenzamide 
• 169038-53-3 C₁₉H₁₄N₂O₅ 
• 5121-34-6 methyl 2-amino-3-methoxybenzoate 
• 1361967-28-3 8-methoxy-3-methyl-2-(6-(4-(trifluoromethoxy)phenyl)pyridin-3-yl)quinolin-4(1H)-one 
• 63478-14-8 2-(4,4-dimethyl-4,5-dihydrooxazol-2-yl)-6-methoxyaniline 
• 1332527-02-2 C₁₄H₁₂N₂O₂ 
• 1332527-07-7 C₁₅H₁₄N₂OS 
• 1332526-74-5 C₂₀H₂₃N₃OS 

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.

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.

Quinazoline dione derivatives and preparation method and application thereof

The invention provides novel quinazoline dione derivatives and a preparation method and application thereof. The compounds include compounds with the structure shown in the general formula V in the description and pharmaceutically acceptable salts or hydrates thereof. The compounds are active ligands of novel cannabinoid II receptors (CB2) and can be used for preparing medicine for treating, preventing and relieving CB2 receptor-mediated diseases, wherein the medicine is an agonist or partial agonist or inverse agonist or antagonist of CB2 receptors.