78861-25-3

Upstream product

• 78861-21-9 cis-Methyl 3,4-epoxy-4-(4'-methylphenyl)butanoate 
• 57498-54-1 methyl 4-(4-methylphenyl)-4-oxobutanoate 
• 79-20-9 acetic acid methyl ester 
• 35675-44-6 4-methylphenylacetyl chloride 
• 78861-19-5 Methyl 3-bromo-4-keto-4-(4'-methylphenyl)butanoate 
• 4619-20-9 3-(4-methylbenzoyl)propionic acid 
• 78861-26-4 Methyl 4-chloro-3-hydroxy-4-(4'-methylphenyl)butanoate 

Downstream Products

• 2096-86-8 p-Tolylaceton 
• 1137829-49-2 C₁₅H₂₂O₃Si 
• 270062-95-8 (R)-3-amino-4-p-tolylbutanoic acid 

Relevant academic research and scientific papers

Discovery of [1,2,4]-triazolo [1,5-a]pyrimidine-7(4H)-one derivatives as positive modulators of GABAA1 receptor with potent anticonvulsant activity and low toxicity

In searching for more effective and safer antiepileptic drugs, a series of 2,5-disubstituted [1,2,4]-triazolo[1,5-a]pyrimidine-7(4H)-one derivatives were designed and synthesized. Spontaneous Ca2+ oscillations (SCOs) of cortical neurons were used for in vitro phenotypic screening. Maximal electroshock test (MES) and pentylenetetrazole (PTZ) test were used to access their anticonvulsant activity, and rotarod test was used to estimate their neurotoxicity. The active compounds in in vitro model are specifically effective in pentylenetetrazole (PTZ)-induced epilepsy model but not maximal electroshock (MES) model, more importantly with lower neurotoxicity as compared to commonly used drugs. Among them, compound 5c and 5e showed significant anticonvulsant activities in PTZ-induced epilepsy model with ED50 values at 31.81 mg/kg and 40.95 mg/kg, respectively. These compounds have improved neurotoxicity with protective index (PI = TD50/ED50) values at 17.22 and 9.09, respectively. Finally we demonstrated that compound 5c and 5e mainly acted on GABAA receptor as positive modulators but not sodium channels. Thus the present study has provided potential candidates for further investigation in epilepsy.

Regioselective synthesis of functionalized biaryls based on the first [3+3] cyclocondensations of 4-Aryl-1,3-bis(trimethylsilyloxy)buta-1,3-dienes

Sterically encumbered biaryls were regioselectively prepared by formal [3+3] cyclocondensations of novel 4-aryl-1,3- bis(trimethylsilyloxy)-1,3-dienes. Georg Thieme Verlag Stuttgart · New York.

ESTERS AND AMIDES AS PLA2 INHIBITORS

The present invention relates to a novel fatty acid derivative of formula (I), wherein R1 is acyl group; R2 is acyl(lower)alkyl; R3 is hydrogen, aryl(lower)alkyl, etc.; R4 is acyl(lower)alkyl; and X is —O—, —NH—

Preparation and Rearrangement of cis-Methyl 3,4-Epoxy-4-(4'-methylphenyl)butanoate

AlCl3 catalysed bromination of methyl 4-keto-4-(4'-methylphenyl)butanoate (2) is regioselective and furnishes methyl 3-bromo-4-keto-4-(4'-methylphenyl)butanoate (3). 3 on NaBH4 reduction in the presence of NaHCO3 furnishes a mixture of cis-methyl 3,4-epoxy-4-(4'-methylphenyl)butanoate (9), methyl (E)-4-hydroxy-4-(4'-methylphenyl)but-2-enoate (12), 4-(4'-methylphenyl)butanolide (26) and 2. 12 can be transformed to 1 on heating with NaOH-ethanol.BF3 catalysed rearrangement of 9 furnishes methyl 3-keto-4-(4'-methylphenyl)butanoate (17).The sequence of reactions 2->3->9->17 constitutes an interesting example of ketone transposition and provides a convenient route for the preparation of 17 from the readily available 2.