73323-91-8

Basic information

• Product Name: 2-[(1R)-2-HYDROXY-1-METHYLETHYL]-1H-ISOINDOLE-1,3(2H)-DIONE
• Synonyms: 2-[(1R)-2-HYDROXY-1-METHYLETHYL]-1H-ISOINDOLE-1,3(2H)-DIONE;(R)-(-)-2-Phthalimido-1-propanol;(R)-2-(2-Hydroxy-1-methylethyl)isoindol-1,3-dione;2-[(2R)-1-hydroxypropan-2-yl]isoindole-1,3-dione
• CAS NO: 73323-91-8
• Molecular Formula: C₁₁H₁₁NO₃
• Molecular Weight: 205.20994
• Mol File: 73323-91-8.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 357℃
• Flash Point: 170℃
• Appearance: /
• Density: 1.348
• CAS DataBase Reference: 2-[(1R)-2-HYDROXY-1-METHYLETHYL]-1H-ISOINDOLE-1,3(2H)-DIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[(1R)-2-HYDROXY-1-METHYLETHYL]-1H-ISOINDOLE-1,3(2H)-DIONE(73323-91-8)
• EPA Substance Registry System: 2-[(1R)-2-HYDROXY-1-METHYLETHYL]-1H-ISOINDOLE-1,3(2H)-DIONE(73323-91-8)

Safety Data

• Hazardous Substances Data: 73323-91-8(Hazardous Substances Data)

Usage

General Description

2-[(1R)-2-HYDROXY-1-METHYLETHYL]-1H-ISOINDOLE-1,3(2H)-DIONE is a chemical compound that belongs to the class of isoindolinones. It has a molecular formula of C11H11NO3 and a molecular weight of 205.21 g/mol. The compound is a white solid at room temperature and is sparingly soluble in water. It is commonly used as a building block and intermediate in the synthesis of pharmaceuticals and other organic compounds. The chemical structure of 2-[(1R)-2-HYDROXY-1-METHYLETHYL]-1H-ISOINDOLE-1,3(2H)-DIONE contains a chiral center, meaning it has two enantiomers that are non-superimposable mirror images of each other.

Upstream product

• 85-44-9 phthalic anhydride 
• 35320-23-1 (R)-2-aminopropan-1-ol 

Downstream Products

• 265994-88-5 (-)-(R)-2-[2-(2,6-dimethylphenoxy)-1-methylethyl]-1H-isoindole-1,3(2H)-dione 
• 868609-64-7 (R)-2-[2-(4-iodo-phenoxy)-1-methyl-ethyl]-isoindol-1,3-dione 
• 211501-32-5 (R)-2-[2-(2,5-difluorophenoxy)-1-methylethyl]-1H-isoindole-1,3(2H)-dione 
• 1297539-49-1 (R)-4-(1-(2-(1,3-dioxoisoindolin-2-yl)propyl)-1H-pyrazol-3-yl)-2-(trifluoromethyl)benzonitrile 
• 1252084-90-4 (+)-(R)-2-[2-(3-methoxyphenoxy)-1-methylethyl]-1H-isoindole-1,3(2H)-dione 
• 1152595-79-3 2-({[(1R)-1-methyl-2-({[(4-methylphenyl)amino]carbonothioyl}oxy)ethyl]amino}carbonyl)benzoic acid 
• 1152595-41-9 O-[(2R)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)propyl] 4-methylphenylthiocarbamate 
• 1152595-82-8 2-({[(1R)-2-({[(4-chlorophenyl)amino]carbonothioyl}oxy)-1-methylethyl]amino}carbonyl)benzoic acid 
• 1152595-43-1 O-[(2R)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)propyl] 4-chlorophenylthiocarbamate 
• 545376-11-2 (+)-(R)-2-phthalimido-1-(4-chlorophenoxy)propane 

Relevant articles and documents

Searching for new antiarrhythmic agents: Evaluation of meta- hydroxymexiletine enantiomers

Mexiletine is a very well-known class IB antiarrhythmic drug, whose enantiomers differ in both pharmacodynamic and pharmacokinetic properties, the (R)-isomer being the eutomer on experimental arrhythmias and in binding studies on cardiac voltage-gated sodium channels. meta-Hydroxymexiletine (MHM) is a minor metabolite of mexiletine, which has demonstrated to be more potent than the parent compound. Herein we report the synthesis and biological evaluation of MHM enantiomers for their potential antiarrhythmic activity. The same stereoselectivity pattern observed for mexiletine was found for MHM: the (R)-enantiomer of MHM was the eutomer on ac-arrhythmia also showing a negative inotropism higher than the one displayed by mexiletine and, at the same time, a decreased vasorelaxant activity on guinea-pig left atrium and guinea-pig ileum longitudinal smooth muscle.

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Novel modifications in the series of O-(2-phthalimidoethyl)-N-substituted thiocarbamates and their ring-opened congeners as non-nucleoside HIV-1 reverse transcriptase inhibitors

The structure-activity relationships (SARs) of N-aryl-O-(2-phthalimidoethyl)thiocarbamates (C-TCs) and their imide ring-opened congeners (O-TCs) as non-nucleoside HIV-1 reverse transcriptase inhibitors were further investigated. The SAR strategy involved