70360-83-7

Upstream product

• 4230-93-7 1,2-dimethoxy-4-(2-nitro-vinyl)-benzene 
• 1207842-90-7 3,4-Dimethoxy-w-nitrostyren 
• 4230-93-7 3,4-dimethoxynitrostyrene 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 39220-86-5 2-nitro-1-(3,4-dimethoxyphenyl)ethanol 

Downstream Products

• 838850-85-4 ethyl 2-diethoxyphosphoryl-5-(3,4-dimethoxyphenyl)-4-nitropentanoate 
• 32372-76-2 N-(3,4-Dimethoxyphenethyl)-3-hydroxybenzylamin 
• 635-85-8 homoveratrylamine hydrochloride 
• 120-20-7 2-(3,4-dimethoxyphenyl)-ethylamine 
• 1027831-57-7 1-[3-(3,4-Dimethoxy-phenyl)-2-nitro-propyl]-2,3,4-trimethoxy-benzene 
• 156775-29-0 C₁₉H₂₃NO₆ 
• 6704-25-2 1,3-di<1-(3,4-dimethoxyphenyl)>acetone 
• 838850-96-7 ethyl 2-diethoxyphosphoryl-5-(3,4-dimethoxyphenyl)-4-oxopentanoate 
• 838851-20-0 3-diethoxyphosphoryl-5-(3,4-dimethoxyphenylmethyl)pyrrolidin-2-one 
• 838851-05-1 3-diethoxyphosphoryl-5-(3,4-dimethoxyphenylmethyl)-3,4-dihydro-2(5H)-furanone 

Relevant academic research and scientific papers

Structure–activity relationship and biological evaluation of berberine derivatives as PCSK9 down-regulating agents

Proprotein convertase subtilisin/kexin type 9 (PCSK9) is a secreted protein and its deficiency markedly enhanced the survival rate of patient with cardiovascular diseases (CVDs). Forty berberine (BBR) derivatives were synthesized and evaluated for their activities on down-regulating the transcription of PCSK9 in HepG2 cells, taking BBR as the lead. Structure–activity relationship (SAR) analysis revealed that 2,3-dimethoxy moiety might be beneficial for activity. Among them, 9k displayed the most potent activity with IC50 value of 9.5 ± 0.5 μM, better than that of BBR. Also, it significantly decreased PCSK9 protein level at cellular level, as well as in the liver and serum of mice in vivo. Furthermore, 9k markedly increased LDLR expression and LDL-C clearance via down-regulating PCSK9 protein. The mechanism of action of 9k is targeting HNF1α and/or Sp1 cluster modulation upstream of PCSK9, a different one from BBR. Therefore, 9k might have the potential to be a novel PCSK9 transcriptional inhibitor for the treatment of atherosclerosis, worthy for further investigation.

Reduction method of nitroolefin

Relating to the technical field of organic synthesis, the invention particularly discloses a reduction method of nitroolefin. The method includes: adding a compound 1 into a mixed solvent of alcohol/water in a certain ratio, adding a metal borohydride at 0-50DEG C, and carrying out stirring reaction; concentrating the obtained solution to a constant weight, and adding ethyl acetate and a saturatedammonium chloride solution into the concentrate; separating the liquid to obtain an upper ethyl acetate layer, and conducting drying and concentrating to obtain a reduction product compound 2. The synthesis method provided by the invention is suitable for aromatic rings and straight-chain alkanes, can control dimer impurities at 3.0% or below and the HPLC purity of aliphatic or aromatic nitro compounds at 95.0% or above. The synthesis method provided by the invention has the advantages of cheap raw materials, green and environment-friendly process, economical efficiency and practicability, and is suitable for industrial production.

Enhanced copper-mediated 18F-fluorination of aryl boronic esters provides eight radiotracers for PET applications

[18F]FMTEB, [18F]FPEB, [18F]flumazenil, [18F]DAA1106, [18F]MFBG, [18F]FDOPA, [18F]FMT and [18F]FDA are prepared from the corresponding arylboronic esters and [18

Unusual reactivity of nitronates with an aryl alkyl carbonate: Synthesis of α-amino esters

The monoanions of nitroalkanes are ambident nucleophiles that react with carbonate electrophiles through the oxygen atom. Products arising from reactivity at the carbon atom will yield α-nitro esters, which are precursors for α-amino esters. We demonstrate this in the reactions of nitroalkanes with benzyl phenyl carbonate and DABCO where α-nitro esters are obtained instead of nitrile oxides. The products are readily reduced to α-amino esters. This pathway could be a safe alternative to the Strecker reaction.

The highly chemoselective transfer hydrogenation of the carbon-carbon double bond of conjugated nitroalkenes by a rhodium complex

Chemoselective transfer hydrogenation of conjugated nitroalkenes catalyzed by [RhCl2Cp·]2-diamine complex (Cp ·=η5-C5Me5) using HCOOH/Et3N (5:2) (TEAF) as a hydrogen source was realized. A variety of nitrostyrenes, β-methyl nitrostyrenes, and 3-methyl-4-nitro-5-alkenyl- isoxazoles were reduced smoothly in good to excellent yields in short reaction time. Other functional groups are inert under the reaction conditions.

Catalyst-free and solventless Hantzsch ester mediated reduction of nitroolefins at elevated temperature

A catalyst-free and solventless protocol for the reduction of nitroolefins to the corresponding nitroalkanes at 100°C has been developed. Various nitroalkenes have been reduced in good to excellent yield with short reaction times.

Total synthesis of (±)-armepavines and (±)-nuciferines from (2-nitroethenyl)benzene derivatives

A concise route to armepavine 1 and nuciferine 2 and 3, which can be isolated from the leaves of Nelumbo nucifera (Nymphaceae), has been achieved in which the longest linear sequence is only six steps from commercially available benzaldehyde in 28%, 21%, and 20% overall yield, respectively. The key transformations in the synthesis are the radical cyclization of aryl bromide with Bu3SnH and the Pictet-Spengler reaction of N-substituted amine with aldehyde. Copyright Taylor & Francis Group, LLC.

Synthesis and biological evaluation of berberine analogues as novel up-regulators for both low-density-lipoprotein receptor and insulin receptor

Berberine (BBR) is a natural compound with up-regulating activity on both low-density-lipoprotein receptor (LDLR) and insulin receptor (InsR). This one-drug-multiple-target characteristic might be suitable for the treatment of metabolic syndrome. In searching for up-regulators effective for both LDLR and InsR expression, the structure-activity relationship (SAR) analysis for BBR analogues was done. Fourteen BBR analogues were designed, synthesized and biologically evaluated. SAR analysis revealed that appropriate modifications on the phenyl ring A or D of BBR might retain the up-regulatory activities on the expression of both LDLR and InsR. Among these compounds, compound 13a bearing 9-methoxy and 10-hydroxyl on the ring D showed promising activities on either LDLR or InsR gene expression. The 10-hydroxyl of 13a could be an arm to connect proper chemical groups for optimizing drug-bioavailability in vivo. Thus, 13a could be considered to be a parent compound to make pro-drugs for either blood lipids or glucose.

Preparation of β-phenylnitroethanes having electron-donating aryl substitution

β-Phenyl-β-hydroxynitroethanes having activating aryl substituents are treated with triethylsilane/trifluoroacetic acid under solventless conditions to give the corresponding phenylnitroethanes. Substrates having no aryl substituents or substituents that

Synthesis, chemical transformation and antimicrobial activity of a novel class of nitroolefins: 1,3-diaryl-2-nitroprop-1-enes

The synthesis of novel, biologically active 1,3-diaryl-2- nitroprop-1-enes (4) is reported. The synthesis involves condensation between aromatic aldehydes (1) and β-aryl nitroethanes (3). The chemical transformation of the nitro group in diaryl nitropropenes to a carbonyl function has resulted in a new route to the synthesis of an α-hydroxy analog (7c) of a naturally occurring 3,3',4,4'-tetramethoxy chalcone. The antimicrobial activity of the 1,3-diaryl-2-nitroprop-1-enes (4a- j) was tested against three gram positive bacteria, two gram negative bacteria and two fungi. These compounds exhibited broad spectrum antimicrobial activity.