1032-67-3

Basic information

• Product Name: 2-(2-oxo-2-phenylethyl)isoindole-1,3-dione
• Synonyms: 2-(2-oxo-2-phenylethyl)isoindole-1,3-dione;2-(1-Phenylethanone-2-yl)isoindoline-1,3-dione;2-(2-oxo-2-phenylethyl)isoindole-1,3-dione-3;N-(BENZOYLMETHYL)-PHTHALIMIDE;2-(2-keto-2-phenyl-ethyl)isoindoline-1,3-quinone;2-(2-oxo-2-phenylethyl)-1H-isoindole-1,3(2H)-dione;2-(2-oxo-2-phenyl-ethyl)isoindoline-1,3-dione;2-(2-oxo-2-phenylethyl)isoindoline-1,3-dione
• CAS NO: 1032-67-3
• Molecular Formula: C₁₆H₁₁NO₃
• Molecular Weight: 265
• Mol File: 1032-67-3.mol
• Article Data: 42

Chemical Properties

• Boiling Point: 444.9°C at 760 mmHg
• Flash Point: 208.6°C
• Appearance: /
• Density: 1.329g/cm³
• Vapor Pressure: 4.13E-08mmHg at 25°C
• Refractive Index: 1.64
• CAS DataBase Reference: 2-(2-oxo-2-phenylethyl)isoindole-1,3-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-oxo-2-phenylethyl)isoindole-1,3-dione(1032-67-3)
• EPA Substance Registry System: 2-(2-oxo-2-phenylethyl)isoindole-1,3-dione(1032-67-3)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 1032-67-3(Hazardous Substances Data)

Usage

General Description

2-(2-oxo-2-phenylethyl)isoindole-1,3-dione is a chemical compound with the molecular formula C16H11NO3. It is an isoindole derivative with a phenylethyl group attached to the carbon atom at position 2. 2-(2-oxo-2-phenylethyl)isoindole-1,3-dione is also known as 2-phenylglycine phthalimide or N-Phenylglycine phthalimide. It contains a phthalimide group, which is a cyclic imide with two carbonyl groups and has been used in the synthesis of various pharmaceuticals and organic compounds. It is commonly used as an intermediate in organic synthesis and as a building block for the preparation of biologically active molecules.

InChI:InChI=1/C16H11NO3/c18-14(11-6-2-1-3-7-11)10-17-15(19)12-8-4-5-9-13(12)16(17)20/h1-9H,10H2

Upstream product

• 136918-14-4 phthalimide 
• 70-11-1 α-bromoacetophenone 
• 1816-88-2 2-azido-1-phenylethan-1-one 
• 14160-07-7 N-(1-bromo-2-oxo-2-phenyl-ethyl)-phthalimide 
• 1074-82-4 potassium phtalimide 
• 532-27-4 1-chloroacetophenone 
• 2439-85-2 N-bromophthalimide 
• 98-86-2 acetophenone 
• 1248342-35-9 2-(2-phenylethynyl)-2,3-dihydro-1H-isoindole-1,3-dione 
• 218966-74-6 S-1-(1,3-dioxoisoindolin-2-yl)-2-oxo-2-phenylethyl O-ethyl carbonodithioate 
• 1607823-29-9 C₂₆H₂₇NO₆S₂ 
• 3481-09-2 N-chlorophthalimide 
• 1074-82-4 2,3-dihydro-1H-isoindole-1,3-dione potassium 
• 85-44-9 phthalic anhydride 

Downstream Products

• 117439-99-3 2-phenyl-3-phthalimido-quinoline-4-carboxylic acid 
• 14498-33-0 2-(phenacylcarbamoyl)benzoic acid 
• 130255-77-5 3,3-Bis(benzylthio)-1-phenyl-2-(N-phthalimido)-prop-2-en-1-on 
• 130255-87-7 2-((E)-1-Benzoyl-2-benzylsulfanyl-2-phenylamino-vinyl)-isoindole-1,3-dione 
• 130255-86-6 2-((E)-1-Benzoyl-2-ethylsulfanyl-2-phenylamino-vinyl)-isoindole-1,3-dione 
• 130255-85-5 2-((E)-1-Benzoyl-2-methylsulfanyl-2-phenylamino-vinyl)-isoindole-1,3-dione 
• 130278-21-6 3,3-Bis(ethylthio)-1-phenyl-2-(N-phthalimido)-prop-2-en-1-on 
• 130255-72-0 1-(1,3-Dithiolan-2-yliden)-1-(N-phthalimido)-acetophenon 
• 130255-74-2 1-(1,3-Dithian-2-yliden)-1-N-(phthalimido)-acetophenon 
• 78301-70-9 2-phthalimidoacetophenone ethoxycarbonylhydrazone 
• 130255-66-2 3,3-Bis(methylthio)-1-phenyl-2-(N-phthalimido)-prop-2-en-1-on 
• 87497-97-0 1,1-dimethoxy-1-phenyl-2-phthalimidoethane 
• 216854-26-1 2-[1-(dimethylamino)-3-oxo-3-phenylprop-1-en-2-yl]-1H-isoindole-1,3(2H)dione 
• 35645-98-8 2-(2-hydroxy-2-phenyl-ethyl)-isoindole-1,3-dione 

Relevant articles and documents

An environmentally benign solvent/catalyst-free one-pot synthesis of N-substituted phthalimides via Aza-wittig reaction

For the first time an environmentally benign solvent/catalyst-free protocol for the synthesis of a variety of N-substituted phthalimides is submitted. It involves a one-pot coupling of nascent phosphazene generated in situ with phthalic anhydride. The protocol is novel in (1) avoiding toxic solvents, (2) no catalyst is employed and (3) no isophthalimide is formed as noted in the prevailing solution phase/catalysed methodology. Iranian Chemical Society 2012.

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Phenyliodine(III) Bis: A Novel Polyvalent Iodine Compound

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Dual Parasiticidal Activities of Phthalimides: Synthesis and Biological Profile against Trypanosoma cruzi and Plasmodium falciparum

Chagas disease and malaria are two neglected tropical diseases (NTDs) that prevail in tropical and subtropical regions in 149 countries. Chagas is also present in Europe, the US and Australia due to immigration of asymptomatic infected individuals. In the absence of an effective vaccine, the control of both diseases relies on chemotherapy. However, the emergence of parasite drug resistance is rendering currently available drugs obsolete. Hence, it is crucial to develop new molecules. Phthalimides, thiosemicarbazones, and 1,3-thiazoles have been used as scaffolds to obtain antiplasmodial and anti-Trypanosoma cruzi agents. Herein we present the synthesis of 24 phthalimido-thiosemicarbazones (3 a–x) and 14 phthalimido-thiazoles (4 a–n) and the corresponding biological activity against T. cruzi, Plasmodium falciparum, and cytotoxicity against mammalian cell lines. Some of these compounds showed potent inhibition of T. cruzi at low cytotoxic concentrations in RAW 264.7 cells. The most active compounds, 3 t (IC50=3.60 μM), 3 h (IC50=3.75 μM), and 4 j (IC50=4.48 μM), were more active than the control drug benznidazole (IC50=14.6 μM). Overall, the phthalimido-thiosemicarbazone derivatives were more potent than phthalimido-thiazole derivatives against T. cruzi. Flow cytometry assay data showed that compound 4 j was able to induce necrosis and apoptosis in trypomastigotes. Analysis by scanning electron microscopy showed that T. cruzi trypomastigote cells treated with compounds 3 h, 3 t, and 4 j at IC50 concentrations promoted changes in the shape, flagella, and surface of the parasite body similar to those observed in benznidazole-treated cells. The compounds with the highest antimalarial activity were the phthalimido-thiazoles 4 l (IC50=1.2 μM), 4 m (IC50=1.7 μM), and 4 n (IC50=2.4 μM). Together, these data revealed that phthalimido derivatives possess a dual antiparasitic profile with potential effects against T. cruzi and lead-like characteristics.

COMPOUNDS AND COMPOSITIONS FOR TREATING CONDITIONS ASSOCIATED WITH STING ACTIVITY

This disclosure features chemical entities (e.g., a compound or a pharmaceutically acceptable salt, and/or hydrate, and/or cocrystal, and/or drug combination of the compound) that inhibit (e.g., antagonize) Stimulator of Interferon Genes (STING). Said chemical entities are useful, e.g., for treating a condition, disease or disorder in which increased (e.g., excessive) STING activation (e.g., STING signaling) contributes to the pathology and/or symptoms and/or progression of the condition, disease or disorder (e.g., cancer) in a subject (e.g., a human). This disclosure also features compositions containing the same as well as methods of using and making the same.

MAP4K4 INHIBITORS

This invention relates to pyrrolopyrimidine comprising compounds that may be useful as inhibitors of Mitogen-activated Protein Kinase Kinase Kinase Kinase-4 (MAP4K4). The invention also relates to the use of these pyrrolopyrimidine comprising compounds, f