92856-14-9

Basic information

• Product Name: 1H-Isoindole-1,3(2H)-dione, 2-(2-phenylethoxy)-
• CAS NO: 92856-14-9
• Molecular Formula: C16H13NO3
• Molecular Weight: 267.284
• Mol File: 92856-14-9.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 1H-Isoindole-1,3(2H)-dione, 2-(2-phenylethoxy)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Isoindole-1,3(2H)-dione, 2-(2-phenylethoxy)-(92856-14-9)
• EPA Substance Registry System: 1H-Isoindole-1,3(2H)-dione, 2-(2-phenylethoxy)-(92856-14-9)

Safety Data

• Hazardous Substances Data: 92856-14-9(Hazardous Substances Data)

Usage

Molecular Structure

The compound has a complex molecular structure that includes an isoindole-1,3-dione ring with a phenylethoxy group attached at the 2-position.

Usage in Organic Synthesis and Pharmaceutical Research

Due to its unique chemical properties, the compound is often used in organic synthesis and pharmaceutical research.

Potential Applications

The compound may be involved in the development of new drugs or materials with potential therapeutic or industrial applications.

Biological Activities

The compound may have various biological activities, making it an interesting target for further study in the field of medicinal chemistry.

Upstream product

• 524-38-9 N-hydroxyphthalimide 
• 4455-09-8 2-phenylethyl tosylate 
• 622-24-2 2-phenylethyl chloride 
• 60-12-8 2-phenylethanol 
• 103-63-9 1-phenyl-2-bromoethane 

Downstream Products

• 4732-11-0 O-(2-phenylethyl)hydroxylamine 
• 127227-10-5 C₂₈H₃₂N₂O₄ 
• 191472-66-9 5-Isopropyl-6-methanesulfonyl-1-phenethyloxy-1H-pyrimidine-2,4-dione 
• 191472-83-0 6-Methanesulfonyl-1-phenethyloxy-5-propyl-1H-pyrimidine-2,4-dione 
• 191472-74-9 5-Ethyl-6-methanesulfonyl-1-phenethyloxy-1H-pyrimidine-2,4-dione 
• 191472-79-4 5-Cyclopropyl-6-methanesulfonyl-1-phenethyloxy-1H-pyrimidine-2,4-dione 
• 191472-26-1 C₁₇H₂₂N₂O₃S₂ 
• 191472-87-4 6-Methanesulfonyl-5-methyl-1-phenethyloxy-1H-pyrimidine-2,4-dione 
• 191472-57-8 6-Methylsulfanyl-1-phenethyloxy-5-propyl-1H-pyrimidine-2,4-dione 
• 191472-35-2 C₁₅H₂₀N₂O₃S₂ 
• 191472-31-8 C₁₇H₂₄N₂O₃S₂ 
• 191471-96-2 C₁₇H₂₄N₂O₃S₂ 
• 191472-48-7 5-Ethyl-6-methylsulfanyl-1-phenethyloxy-1H-pyrimidine-2,4-dione 
• 191472-13-6 C₁₆H₂₂N₂O₃S₂ 

Relevant articles and documents

OXIME ETHER COMPOUNDS

Disclosed are compounds of Formula (I): (I) or a salt thereof, wherein: X is CH or N; Y is CH or N; R1 is -OH or -OP(O)(OH)2; L1 is -CR3=N-O-CRaRa- or CRaR-O-N=CR3; L

CONTROLLED RELEASE OF ACTIVE COMPOUNDS FROM DYNAMIC MIXTURES

The present invention relates to a dynamic mixture in the form of a dynamic mixture obtained by reacting together, in the presence of water, at least one O-substituted hydroxylamine or S-substituted thiohydroxylamine derivative with at least one perfuming

Synthesis and anti-HIV-1 activity of a series of 1-alkoxy-5-alkyl-6- (arylthio)uracils

A series of 1-alkoxy-5-alkyl-6-(arylthio)uracils was synthesized and tested for their ability to inhibit HIV-1 replication. Treatment of 2-alkyl- 3,3-bis(methylthio)acryloyl chlorides (5a-e) with AgOCN in benzene followed by reaction of the resulting isocyanates 6a-e with an appropriate alkoxyamine gave N-alkoxy-N'-((2-alkyl-3,3-bis(methylthio)acryloyl)ureas (10a-z) in good to excellent yields. Cyclization of 10a-z in AcOH containing a catalytic amount of p-TsOH produced 1-alkoxy-5-alkyl-6-(methylthio)uracils (11a-z). Oxidation of 11a-z with 3-chloroperoxybenzoic acid in CH2Cl2 resulted in high yields of 1-alkoxy-5-alkyl-6-(methylsulfonyl)uracils (12a-x and 12z) and 1-(benzyloxy)-6-(methylsulfinyl)thymine (12y), which were subsequently reacted with an appropriate arenethiol in ethanolic NaOH solution to afford 1-alkoxy-5-alkyl-6-(arylthio)uracils (14-49). Substitution at the 3- and 5- positions of the C-6-(phenylthio) ring by two methyl groups significantly increased its original anti-HIV-1 activity (EC50: 6-((3,5- dimethylphenyl)thio)-5-isopropyl-1-propoxyuracil (18), 0.064 μM; 6-((3,5- dimethylphenyl)thio)-1-(3-hydroxypropoxy)-5-isopropyluracil (23), 0.19 μM). Among the various alkoxy substituents at the N-1, the propoxy group was the most beneficial for improving the anti-HIV-1 activity. The 1-propoxy derivative 18 proved to be the most potent inhibitor of HIV-1 replication, followed by the 1-(3-hydroxypropoxy) derivative 23. Introduction of an isopropyl group at C-5 of the uracil base also remarkably enhanced the activity. When compound 18 was incubated with a rat liver homogenate preparation, no metabolite was observed, thus confirming the metabolic stability of the N-O bond in these 1-alkoxyuracils.