92774-39-5

Upstream product

• 99-61-6 3-nitro-benzaldehyde 
• 7417-21-2 2-(3,4-dimethoxyphenyl)ethyl alcohol 

Downstream Products

• 92774-12-4 4,5-dimethoxy-2-(3'-nitrobenzoyl)benzoic acid 
• 320350-03-6 6,7-dimethoxy-9-(3-nitro-phenyl)-2,4-dihydro-2,3,10,10a-tetraaza-benzo[f]azulen-1-one 
• 213385-75-2 7,8-dimethoxy-1-(3-nitro-phenyl)-3,5-dihydro-benzo[d][1,2]diazepine-4-thione 
• 187940-28-9 CFM 11 
• 292858-40-3 6,7-dimethoxy-2-methyl-4-(3'-nitrophenyl)phtalazin-1(2H)-one 
• 292858-36-7 6,7-dimethoxy-4-(3'-nitrophenyl)phtalazin-1(2H)-one 
• 292858-47-0 4-(3'-nitrophenyl)-1,6,7-trimethoxyphtalazine 
• 187940-08-5 [4,5-Dimethoxy-2-(3-nitro-benzoyl)-phenyl]-acetic acid 

Relevant academic research and scientific papers

Heteropolyacid ionic liquid heterogeneously catalyzed synthesis of isochromansviaoxa-Pictet-Spengler cyclization in dimethyl carbonate

A recyclable and efficient heterogeneous, green catalyst based on the synthesis of Keggin-type polyoxometalate (H3PMo12O40) and vitamin B1 analogue 3-ethyl-5-(2-hydroxyethyl)-4-methylthiazol-3-ium (HEMT),i.e., [HEMTH]H2[PMo12O40] was prepared. Oxa-Pictet-Spengler cyclization of arylethanols and aldehydes were catalyzed to afford various substituted isochromans in moderate conditions with excellent yields using dimethyl carbonate (DMC) as a green solvent. Furthermore, this protocol was applicable in a gram-scale reaction, and the catalyst could be recycled eight times without significant loss of activity.

Bismuth triflate as a safe and readily handled source of triflic acid: Application to the oxa-pictet-spengler reaction

The oxa-Pictet-Spengler reaction with various aldehydes and-arylethanol yields 1-substituted-isochromans in the presence of bismuth triflate as catalyst in good yields. The method was extended to O,O-acetals to afford the corresponding 1,1-disubstituted-i

Oxa-Pictet-Spengler reaction in water. Synthesis of some (±)-1-aryl-6,7-dimethoxyisochromans

An acid catalyzed oxa-Pictet-Spengler reaction 'on water' leading to the synthesis of a variety of 1-aryl-6,7-dimethoxyisochromans is described. The aqueous chemistry is a much cleaner, efficient, cheaper and simple method for synthesis. The scope of reac

Zeolite-catalyzed simple synthesis of isochromans via the oxa-Pictet-Spengler reaction

The synthesis of isochromans via oxa-Pictet-Spengler reaction using a modified small pore size zeolite E4 as catalyst was investigated. Ersorb-4 (E4) is a clinoptylolite-type zeolite material with high silicon content. The reaction of 2-phenylethanol deri

Design and development of 2,3-benzodiazepine (CFM) noncompetitive AMPA receptor antagonists

2,3-Benzodiazepines represent a class of heterocyclic compounds that interact with AMPA-type glutamate receptors in a noncompetitive manner. These compounds have attracted great interest for their pharmacological effects against acute and chronic neurodeg

1-aryl-3,5-dihydro-4H-2,3-benzodiazepin-4-ones: Novel AMPA receptor antagonists

Our previous publication (Eur. J. Pharmacol. 1995, 294, 411-422) reported preliminary chemical and biological studies of some 2,3- benzodiazepines, analogues of 1-(4-aminophenyl)-4-methyl-7,8- (methylenedioxy)-5H-2,3-benzodiazepine (1, GYKI 52466), which have been shown to possess significant anticonvulsant activity. This paper describes the synthesis of new 1-aryl-3,5-dihydro-4H-2,3-benzodiazepin-4-ones and the evaluation of their anticonvulsant effects. The observed findings extend the structure-activity relationships previously suggested for this class of anticonvulsants. The seizures were evoked both by means of auditory stimulation in DBA/2 mice and by pentylenetetrazole or maximal electroshock in Swiss mice. 1-(4'-Aminophenyl)- (38) and 1-(3'-aminophenyl)-3,5-dihydro- 7,8-dimethoxy-4H-2,3-benzodiazepin-4-one (39), the most active compounds of the series, proved to be more potent than 1 in all tests employed. In particular, the ED50 values against tonus evoked by auditory stimulation were 12.6 μmol/kg for derivative 38, 18.3 μmol/kg for 39, and 25.3 μmol/kg for 1. Higher doses were necessary to block tonic extension induced both by maximal electroshock and by pentylenetetrazole. In addition these compounds exhibited anticonvulsant properties that were longer lasting than those of compound 1 and were less toxic. The novel 2,3-benzodiazepines were also investigated for a possible correlation between their anticonvulsant activities against convulsions induced by 2-amino-3-(3-hydroxy-5- methylisoxazol-4-yl)propionic acid (AMPA) and their affinities for benzodiazepine receptors (BZR). The 2,3-benzodiazepines did not affect the binding of [3H]flumazenil to BZR, and conversely, their anticonvulsant effects were not reversed by flumazenil. On the other hand the 2,3- benzodiazepines antagonized seizures induced by AMPA and aniracetam in agreement with an involvement of the AMPA receptor. In addition, both the derivative 38 and the compound 1 markedly reduced the AMPA receptor-mediated membrane currents in guinea-pig olfactory cortical neurons in vitro in a noncompetitive manner. The derivatives 25 and 38-40 failed to displace specific ligands from N-methyl-D-aspartate (NMDA), AMPA/kainate, or metabotropic glutamate receptors.

OXIDATION OF 1-ARYL-6,7-DIMETHOXYISOCHROMANS WITH CHROMIUM(VI) OXIDE IN ACETIC ACID: A NEW SYNTHETIC PATHWAY TO 2-AROYL-4,5-DIMETHOXYBENZALDEHYDES AND 2-ACETYL-4,5-DIMETHOXYBENZOPHENONES

The oxidation of 1-aryl-6,7-dimethoxyisochromans with chromium(VI) oxide in acetic acid does not give the expected 2-aroylphenylacetic acids, but instead leads to a mixture consisting chiefly of 2-aroyl-4,5-dimethoxybenzaldehydes and of the corresponding