61260-15-9

Basic information

• Product Name: 3-oxo-1,3-dihydroisobenzofuran-1-ylphosphonic acid
• Synonyms: 3-oxo-1,3-dihydroisobenzofuran-1-ylphosphonic acid;(3-Oxo-1,3-dihydroisobenzofuran-1-yl)phosphonic acid dimethyl ester;Dimethyl (3-oxo-1,3-dihydroisobenzofuran-1-yl)phosphonate;Phosphonic acid, (1,3-dihydro-3-oxo-1-isobenzofuranyl)-, diMethyl ester;Dimethyl (1,3-dihydro-3-oxo-1-isobenzofuranyl)phosphonate;Phosphonic acid,P-(1,3-dihydro-3-oxo-1-isobenzofuranyl)-,dimethyl ester;dimethyl 1,3-dihydro-3-oxoisobenzofuran-1-yl-1-phosphonate
• CAS NO: 61260-15-9
• Molecular Formula: C₁₀H₁₁O₅P
• Molecular Weight: 242.17
• Mol File: 61260-15-9.mol
• Article Data: 29

Chemical Properties

• Melting Point: 97-99℃
• Boiling Point: 402.0±45.0 °C(Predicted)
• Appearance: /
• Density: 1.35
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 3-oxo-1,3-dihydroisobenzofuran-1-ylphosphonic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-oxo-1,3-dihydroisobenzofuran-1-ylphosphonic acid(61260-15-9)
• EPA Substance Registry System: 3-oxo-1,3-dihydroisobenzofuran-1-ylphosphonic acid(61260-15-9)

Safety Data

• Hazardous Substances Data: 61260-15-9(Hazardous Substances Data)

Usage

Description

3-oxo-1,3-dihydroisobenzofuran-1-ylphosphonic acid can be used as a pharmaceutical intermediate for pharmaceutical synthesis experiments.

Uses

Dimethyl (3-oxo-1,3-dihydroisobenzofuran-1-yl)phosphonate is a reagent used in the synthesis of 4-[3-(4-Cyclopropanecarbonylpiperazine-1-carbonyl)-4-fluorobenzyl]-2H-phthalazin-1-one, an inhibitor of both PARP-1 AND PARP-2 that shows standalone activity against BRCA1-deficient breast cancer cell lines.

Upstream product

• 16859-59-9 3-hydroxy-1(3H)-isobenzofuranone 
• 124-41-4 sodium methylate 
• 868-85-9 Dimethyl phosphite 
• 813-78-5 dimethylphosphoric acid 
• 119-67-5 o-carboxybenzaldehyde 
• 96-36-6 methyl phosphite 
• 7664-93-9 sulfuric acid 
• 35387-95-2 methyl-2-iodo-3-methoxybenzoate 
• 77420-44-1 2-formyl-N,N-diethyl-1-benzamide 
• 1696-17-9 N,N-diethylbenzamide 
• 67-56-1 methanol 

Downstream Products

• 80301-48-0 4,9-dihydroxynaphtho<2,3-c>cyclohexen-1-one 
• 59279-02-6 dimethyl 1,4-dihydroxynaphthalene-2,3-dicarboxylate 
• 148345-07-7 (Z)-3-(3,4-dimethoxybenzylidene)isobenzofuran-1(3H)-one 
• 40420-48-2 2-acetylnaphthalene-1,4-diol 
• 113125-50-1 (1-Acetyl-3-oxo-1,3-dihydro-isobenzofuran-1-yl)-phosphonic acid dimethyl ester 
• 75637-36-4 fluorenylidene phthalide 
• 160882-16-6 3-cyclopentylideneisobenzofuran-1(3H)-one 
• 4767-54-8 3-(propan-2-ylidene)isobenzofuran-1(3H)-one 
• 17190-77-1 2,2-dimethyl-indan-1,3-dione 
• 160882-17-7 3-Indan-2-ylidene-3H-isobenzofuran-1-one 
• 877842-09-6 5-(3-oxo-3H-isobenzofuran-1-ylidenemethyl)-thiophene-2-carboxylic acid 
• 877843-00-0 2-[3-oxo-3H-isobenzofuran-(1E,Z)-ylidenemethyl]-isonicotinonitrile 
• 1446321-90-9 3-(imidazo[1,2-a]pyridin-8-ylmethyl)isobenzofuran-1(3H)-one 
• 1446321-43-2 3-(imidazo[1,2-a]pyridin-8-ylmethyl)-1,3-dihydroisobenzofuran-1-ol 

Relevant articles and documents

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Preparation method of 2-fluoro-5-[(4-oxo-3H-2,3-diazanaphthalene)methyl]benzoic acid

The invention discloses a preparation method of 2-fluoro-5-[(4-oxo-3H-2,3-diazanaphthalene)methyl]benzoic acid, wherein the method comprises the steps: S1, preparation of (3-oxo-1,3-dihydroisobenzofuran-1-yl)dimethyl phosphate; S2, preparation of 2-fluoro-5-(3-oxo-3H-isobenzofuran-1-yl methylene)bromobenzene; S3, preparation of 2-fluoro-5-(3-oxo-3H-isobenzofuran-1-yl methylene)methyl benzoate; and S4, preparation of 2-fluoro-5-[(4-oxo-3H-2,3-diazanaphthalene)methyl]benzoic acid. The preparation method has the advantages of simple operation, mild reaction conditions, easy purification of the intermediates, increase of the total yield compared with the prior art, and reduction of the industrial cost.

Design, synthesis and activity evaluation of new phthalazinone parp inhibitors

Poly(ADP-ribose)polymerase (PARP) is a significant therapeutic target for the treatment of numerous human diseases. Olaparib has been approved as a PARP inhibitor. In this paper, a series of new compounds were designed and synthesized with Olaparib as the lead compound. In order to evaluate the inhibitory activities against PARP1 of the synthesized compounds, in vitro PARP1 inhibition assay and intracellular PARylation assay were conducted. The results showed that the inhibitory activities of the derivatives were related to the type of substituent and the length of alkyl chain connecting the aromatic ring. 3-(4,5-Dimethyl- 2-thiazolyl)-2,5-diphenyl-2H-tetrazolium bromide (MTT)-based assay also proved that these compounds demonstrating strong inhibition to PARP1 also have high anti-proliferative activities against BRCA2-deficient cell line (Capan-1). Analysis of the entire results suggest that compound 23 with desirable inhibitory efficiency may hold promise for further in vivo exploration of PARP inhibition.