1218-69-5

Basic information

• Product Name: 2-(2-HYDROXYPHENYL)-4H-1,3-BENZOXAZIN-4-ONE
• Synonyms: 2-(2-HYDROXYPHENYL)-4H-1,3-BENZOXAZIN-4-ONE;2-(2-Hydroxyphenyl)-4H-benzo[e][1,3]oxazin-4-one;2-(2-Hydroxyphenyl)benz[e][1,3]oxazin-4-one;2-(o-Hydroxyphenyl)-4H-1,3-benzoxazin-4-one;2-(2-Hydroxy-phenyl)-benzo[e][1,3]oxazin-4-one;Deferasirox Benzoxazin IMpurity
• CAS NO: 1218-69-5
• Molecular Formula: C14H9NO3
• Molecular Weight: 239.23
• EINECS: 1592732-453-0
• Product Categories: Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 1218-69-5.mol
• Article Data: 30

Chemical Properties

• Melting Point: 204.0 to 208.0 °C
• Boiling Point: 424.951 °C at 760 mmHg
• Flash Point: 210.803 °C
• Appearance: Yellow solid
• Density: 1.342 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.657
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: Chloroform (Sparingly), DMSO (Slightly), Ethyl Acetate (Very Slightly, Heated)
• PKA: 8.07±0.35(Predicted)
• CAS DataBase Reference: 2-(2-HYDROXYPHENYL)-4H-1,3-BENZOXAZIN-4-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-HYDROXYPHENYL)-4H-1,3-BENZOXAZIN-4-ONE(1218-69-5)
• EPA Substance Registry System: 2-(2-HYDROXYPHENYL)-4H-1,3-BENZOXAZIN-4-ONE(1218-69-5)

Safety Data

• Hazardous Substances Data: 1218-69-5(Hazardous Substances Data)

Usage

Chemical Properties

Yellow Solid

Uses

Intermediate in the production of Deferasirox.

InChI:InChI=1/C14H9NO3/c16-11-7-3-1-5-9(11)14-15-13(17)10-6-2-4-8-12(10)18-14/h1-8,16H

Upstream product

• 1441-87-8 salicyloyl chloride 
• 13316-79-5 O-Benzoylsalicylamide 
• 3084-52-4 2-phenyl-4H-1,3-benzoxazin-4-one 
• 98-88-4 benzoyl chloride 
• 1972-71-0 2-hydroxy-N-(2-hydroxybenzoyl)benzamide 
• 65-45-2 salicylamide 
• 69-72-7 salicylic acid 
• 141-43-5 ethanolamine 
• 63963-47-3 6,6'-(1,2,4-Dithiazolidin-3,5-yliden)-bis-2,4-cyclohexadien-1-on 

Downstream Products

• 20237-92-7 2-(2'-Hydroxyphenyl)-2-oxazolin 
• 79576-69-5 2-Hydroxy-N-(2-hydroxy-ethyl)-benzamidine 
• 24201-18-1 2-(2-hydroxyphenyl)-2-oxazoline hydrochloride 
• 201530-46-3 3,5-Bis(2-hydroxyphenyl)-1-(2,4-difluorophenyl)-1H-[1,2,4]triazole 
• 1262725-38-1 C₂₂H₁₄N₄O₂ 
• 1262725-37-0 C₂₃H₁₇N₃O₄ 
• 1262725-40-5 C₂₂H₁₅N₃O₄ 
• 1262725-42-7 C₂₈H₂₇N₃O₄ 
• 201530-79-2 4-[3,5-bis(2-hydroxyphenyl)-1,2,4-triazol-1-yl]benzoic acid ethyl ester 

Relevant articles and documents

Deferasirox (ExJade): An FDA-Approved AIEgen Platform with Unique Photophysical Properties

Deferasirox, ExJade, is an FDA-approved iron chelator used for the treatment of iron overload. In this work, we report several fluorescent deferasirox derivatives that display unique photophysical properties, i.e., aggregation-induced emission (AIE), excited state intramolecular proton transfer, charge transfer, and through-bond and through-space conjugation characteristics in aqueous media. Functionalization of the phenol units on the deferasirox scaffold afforded the fluorescent responsive pro-chelator ExPhos, which enabled the detection of the disease-based biomarker alkaline phosphatase (ALP). The diagnostic potential of these deferasirox derivatives was supported by bacterial biofilm studies.

Synthesis of deuterium-labelled isotopomer of deferasirox

A d4-labeled isotopomer of deferasirox was synthesized as internal standard for use in a LC/mass spectroscopy (MS)/MS method developed for the simultaneous quantitative determination of deferasirox in human serum. d4-deferasirox was synthesized from d8-toluene.

Benzoxazinone Intermediate for the Synthesis of Deferasirox. Preparation of Deferasirox

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A triazole based fluorescence "turn-on" sensor for Al(III) and Zn(II) ions

A triazole derivative containing trifluoromethyl and diphenol unit was synthesized as a fluorescent 'turn-on' chemosensor for Al3+ and Zn2+ ions with high sensitivity, a rapid response time and specific selectivity over other cations.

Synthesis and biological evaluation of 1,2,4-oxadiazole core derivatives as potential neuroprotectants against acute ischemic stroke

Here, we report the synthesis and neuroprotective capacity of 27 compounds with a bisphenol hydroxyl-substituted 1,2,4-triazole core or 1,2,4-oxadiazole core for stroke therapy. In vitro studies of the neuroprotective effects of compounds 1–27 on sodium nitroprusside (SNP)-induced apoptosis in PC12 cells indicate that compound 24 is the most effective compound conferring potent protection against oxidative injury. Compound 24 inhibits reactive oxygen species (ROS） accumulation and restores the mitochondrial membrane potential (MMP). Moreover, further analysis of the mechanism showed that compound 24 activates the antioxidant defence system by promoting the nuclear translocation of nuclear factor erythroid 2-related factor 2 (Nrf2) and increasing the expression of haem oxygenase 1 (HO-1). An in vivo study was performed in a rat model of transient focal cerebral ischaemia generated by the intraluminal occlusion of the middle cerebral artery (MCAO). Compound 24 significantly reduced brain infarction and improved neurological function. Overall, compound 24 potentially represents a promising compound for the treatment of stroke.