70058-19-4

Basic information

• Product Name: 2-[(1S)-2-HYDROXY-1-METHYLETHYL]-1H-ISOINDOLE-1,3(2H)-DIONE
• Synonyms: 2-[(1S)-2-HYDROXY-1-METHYLETHYL]-1H-ISOINDOLE-1,3(2H)-DIONE;(S)-(+)-2-Phthalimido-1-propanol;2-[(S)-2-Hydroxy-1-methylethyl]isoindole-1,3-dione;2-[(1S)-2-Hydroxy-1-Methylethyl]-1H-Isoindole-1,3(2H)-Dione(WX640250)
• CAS NO: 70058-19-4
• Molecular Formula: C₁₁H₁₁NO₃
• Molecular Weight: 205.20994
• Mol File: 70058-19-4.mol
• Article Data: 18

Chemical Properties

• Melting Point: 79-82℃
• Boiling Point: 357℃
• Flash Point: 170℃
• Appearance: /
• Density: 1.348
• CAS DataBase Reference: 2-[(1S)-2-HYDROXY-1-METHYLETHYL]-1H-ISOINDOLE-1,3(2H)-DIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[(1S)-2-HYDROXY-1-METHYLETHYL]-1H-ISOINDOLE-1,3(2H)-DIONE(70058-19-4)
• EPA Substance Registry System: 2-[(1S)-2-HYDROXY-1-METHYLETHYL]-1H-ISOINDOLE-1,3(2H)-DIONE(70058-19-4)

Safety Data

• Hazardous Substances Data: 70058-19-4(Hazardous Substances Data)

Usage

General Description

2-[(1S)-2-Hydroxy-1-methylethyl]-1H-isoindole-1,3(2H)-dione, also known as zaltoprofen, is a nonsteroidal anti-inflammatory drug (NSAID) that is used to relieve pain and reduce inflammation. It works by inhibiting the production of certain chemicals in the body that cause pain and inflammation. Zaltoprofen is commonly used to treat conditions such as osteoarthritis, rheumatoid arthritis, and other inflammatory diseases. It is available in various forms, including tablets and injections, and is generally well-tolerated, with common side effects including stomach upset, drowsiness, and dizziness. However, like other NSAIDs, zaltoprofen may also increase the risk of serious cardiovascular and gastrointestinal side effects, so it should be used with caution and under the guidance of a healthcare professional.

Upstream product

• 85-44-9 phthalic anhydride 
• 6168-72-5 2-Amino-1-propanol 
• 2749-11-3 (S)-Alaninol 

Downstream Products

• 321936-54-3 (+)-(S)-2-[2-(4-chloro-2,6-dimethylphenoxy)-1-methylethyl]-1H-isoindole-1,3(2H)-dione 
• 1152595-44-2 O-[(2S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)propyl] 4-chlorophenylthiocarbamate 
• 1152595-84-0 2-({[(1S)-2-({[(4-chlorophenyl)amino]carbonothioyl}oxy)-1-methylethyl]amino}carbonyl)benzoic acid 
• 1152595-80-6 2-({[(1S)-1-methyl-2-({[(4-methylphenyl)amino]carbonothioyl}oxy)ethyl]amino}carbonyl)benzoic acid 
• 1252084-91-5 (-)-(S)-2-[2-(3-methoxyphenoxy)-1-methylethyl]-1H-isoindole-1,3(2H)-dione 
• 934987-50-5 2-((1S)-2-{[1-(4-fluorophenyl)-1H-indazol-4-yl]oxy}-1-methylethyl)-1H-isoindole-1,3(2H)-dione 
• 1035342-78-9 2-[(2S)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]isoindol-1,3-dione 
• 171557-26-9 [[(S)-2-(2-Hydrazinocarbonyl-benzoylamino)-propyl]-(toluene-4-sulfonyl)-amino]-acetic acid tert-butyl ester 
• 171557-25-8 (S)-N-(2-phthalimido-1-propyl)-N-(p-toluenesulfonyl)glycine tert-butyl ester 
• 501121-59-1 2-(2-fluoro-1-methyl-2-(phenylsulfanyl)ethyl)isoindole-1,3-dione 

Relevant articles and documents

Ester Formation via Nickel-Catalyzed Reductive Coupling of Alkyl Halides with Chloroformates

The synthesis of alkyl esters from readily available alkyl halides and chloroformates was achieved for the first time using a mild Ni-catalyzed reductive coupling protocol. Unactivated primary and secondary alkyl iodides as well as glycosyl, benzyl, and aminomethyl halides were successfully employed to yield products in moderate to excellent yields with high functional group tolerance.

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.

Design, synthesis, and pharmacological effects of structurally simple ligands for MT1 and MT2 melatonin receptors

A series of phenoxyalkyl and phenylthioalkyl amides were prepared as melatoninergic ligands. Modulation of affinity of the newly synthesized compound by applying SARs around the terminal amide moiety, the alkyl chain, and the methoxy group on the aromatic ring provides compounds with nanomolar affinity for both melatonin receptor subtypes. Affinity towards MT1 and MT2 receptors were modulated also exploiting chirality. The investigation of intrinsic activity revealed that all the tested compounds behave as full or partial agonists.