92856-14-9

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

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

Downstream Products

• 4732-11-0 O-(2-phenylethyl)hydroxylamine 
• 524-38-9 N-hydroxyphthalimide 
• 103-29-7 1,1'-(1,2-ethanediyl)bisbenzene 
• 27356-88-3 ethyl 2-methylene-5-phenylpentanoate 
• 27356-87-2 ethyl 2-phenethylpropenoate 
• 1542915-18-3 N¹-(adamant-2-yl)-N²-(2-phenylethyloxy)oxalamide 
• 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 

Relevant academic research and scientific papers

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

O-alkylhydroxylamines as rationally-designed mechanism-based inhibitors of indoleamine 2,3-dioxygenase-1

Indoleamine 2,3-dioxygenase-1 (IDO1) is a promising therapeutic target for the treatment of cancer, chronic viral infections, and other diseases characterized by pathological immune suppression. Recently important advances have been made in understanding IDO1's catalytic mechanism. Although much remains to be discovered, there is strong evidence that the mechanism proceeds through a heme-iron bound alkylperoxy transition or intermediate state. Accordingly, we explored stable structural mimics of the alkylperoxy species and provide evidence that such structures do mimic the alkylperoxy transition or intermediate state. We discovered that O-benzylhydroxylamine, a commercially available compound, is a potent sub-micromolar inhibitor of IDO1. Structure-activity studies of over forty derivatives of O-benzylhydroxylamine led to further improvement in inhibitor potency, particularly with the addition of halogen atoms to the meta position of the aromatic ring. The most potent derivatives and the lead, O-benzylhydroxylamine, have high ligand efficiency values, which are considered an important criterion for successful drug development. Notably, two of the most potent compounds demonstrated nanomolar-level cell-based potency and limited toxicity. The combination of the simplicity of the structures of these compounds and their excellent cellular activity makes them quite attractive for biological exploration of IDO1 function and antitumor therapeutic applications.

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

1-Benzyloxy-4,5-dihydro-1H-imidazol-2-yl-amines, a novel class of NR1/2B subtype selective NMDA receptor antagonists

Screening of the Roche compound depository led to the identification of (1-benzyloxy-4,5-dihydro-1H-imidazol-2-yl)-butyl amine 4, a structurally novel NR1/2B subtype selective NMDA receptor antagonist. The structure-activity relationships developed in this series resulted in the discovery of a novel class of potent and selective NMDA receptor blockers displaying activity in vivo.

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.

Reaction of 1-hydroxyphthalimide derivatives with aluminum chloride in benzene

The reaction of 1-hydroxyphthalimide derivatives with AlCl3 in benzene has been investigated. From 1-hydroxyphthalimide (1a) 2-hydroxy-3,3-diphenyl-2,3-dihydroisoindol-1-one (2) and 1,1-diphenyl-1H-benzo[d][1,2]oxazm-4-one (3) are obtained by initial attack of benzene on the imide carbonyl, assisted by the neighboring oxygen atom. Heating 2 with Lewis acid (Alcl3) in benzene results in ring expansion to afford 3, while heating 3 with protic acid (H2SO4) leads to ring contraction to give 2. From O-(2-phenethyl)- and O-benzoyl derivatives (1b and c), 1,2-diphenylethane (4) and benzophenone (5) are obtained, respectively, by the heterolytic cleavage of an C-O bond.

2-chloro-N6 -substituted adenosines, their pharmaceutical compositions, and activity in treating ischemias

Adenosine compounds having the following structure STR1 wherein X is halogen, perhalomethyl, acetamido, cyano, C 1-6 -alkoxy, C 1-6 -alkylthio or C 1-6 -alkylamino; andR 1 is --NR 2 R 3 or YR 4, wherein Y is oxygen or sulfur;R 2 is phenyl, C 1-6 -alkyl or