80749-75-3

Upstream product

• 67-56-1 methanol 
• 73490-49-0 (E)-3-(2,4,5-trimethoxyphenyl)prop-2-enoic acid 
• 4460-86-0 asaraldehyde 
• 21204-67-1 methyl (triphenylphosphoranylidene)acetate 
• 79-22-1 methyl chloroformate 
• 490-64-2 asaronic acid 
• 292638-85-8 acrylic acid methyl ester 
• 89337-61-1 tert-butyl((1-methoxyprop-1-en-1-yl)oxy)dimethylsilane 
• 2033-24-1 cycl-isopropylidene malonate 
• 99217-07-9 trans 2,4,5-trimethoxy cinnamaldehyde 

Downstream Products

• 20491-91-2 2,4,5-trimethoxyphenol 
• 24160-53-0 2,4,5-trimethoxycinnamic acid 
• 121587-97-1 (3α, 4β, 5α)-dihydro-5-(2,4,5-trimethoxyphenyl)-3,4-di(carboxymethyl)-2(3H)-furanone 
• 141341-75-5 dimethyl t-3,c-4-di-(2,4,5-trimethoxyphenyl)cyclobutane-r-1,t-2-dicarboxylate 
• 1392497-89-0 3-(2,4,5-trimethoxyphenyl)-(2E)-2-propen-1-ol 
• 264147-43-5 methyl 3-(2,4,5-trimethoxyphenyl)propanoate 

Relevant academic research and scientific papers

Synthesis, antiepileptic effects, and structure-activity relationships of α-asarone derivatives: In vitro and in vivo neuroprotective effect of selected derivatives

In the present study, we compared the antiepileptic effects of α-asarone derivatives to explore their structure-activity relationships using the PTZ-induced seizure model. Our research revealed that electron-donating methoxy groups in the 3,4,5-position on phenyl ring increased antiepileptic potency but the placement of other groups at different positions decreased activity. Besides, in allyl moiety, the optimal activity was reached with either an allyl or a 1-butenyl group in conjugation with the benzene ring. The compounds 5 and 19 exerted better neuroprotective effects against epilepsy in vitro (cell) and in vivo (mouse) models. This study provides valuable data for further exploration and application of these compounds as potential anti-seizure medicines.

Polygala tenuifolia-Acori tatarinowii herbal pair as an inspiration for substituted cinnamic α-asaronol esters: Design, synthesis, anticonvulsant activity, and inhibition of lactate dehydrogenase study

Inspired by the traditional Chinese herbal pair of Polygala tenuifolia-Acori Tatarinowii for treating epilepsy, 33 novel substituted cinnamic α-asaronol esters and analogues were designed by Combination of Traditional Chinese Medicine Molecular Chemistry (CTCMMC) strategy, synthesized and tested systematically not only for anticonvulsant activity in three mouse models but also for LDH inhibitory activity. Thereinto, 68–70 and 75 displayed excellent and broad spectra of anticonvulsant activities with modest ability in preventing neuropathic pain, as well as low neurotoxicity. The protective indices of these four compounds compared favorably with stiripentol, lacosamide, carbamazepine and valproic acid. 68–70 exhibited good LDH1 and LDH5 inhibitory activities with noncompetitive inhibition type, and were more potent than stiripentol. Notably, 70, as a representative agent, was also shown as a moderately positive allosteric modulator at human α1β2γ2 GABAA receptors (EC50 46.3 ± 7.3 μM). Thus, 68–70 were promising candidates for developing into anti-epileptic drugs, especially for treatment of refractory epilepsies such as Dravet syndrome.

a-ASARY-LALDEHYDE ESTER, PREPARATION METHOD THEREFOR, AND APPLICATION THEREOF

The present invention relates to α-asary-laldehyde ester, a preparation method therefor, and an application thereof. The chemical structure of the related α-asary-laldehyde ester is represented by formula I. A related application is an application of the compound in preparation of drugs for calming, mind tranquillizing, senile dementia resisting, convulsion resisting, epilepsy resisting and depression resisting.

Α - Herba Asari (asarum herb) alcohol and its preparation method and application

The invention relates to (E)-3-(2,4,5-trimethoxy-phenyl)-prop-2-en-1-ol, and a preparation method and application thereof. Related (E)-3-(2,4,5-trimethoxy-phenyl)-prop-2-en-1-ol has the structural formula I shown in the specification. The related preparation method comprises: performing decarboxylation reaction on 2,4,5-trimethoxybenzaldehyde, isopropylidene malonate (meldrum's acid) and a fatty alcohol under catalytic effect of pyridine and piperidine, so as to obtain (E)-2,4,5-trimethoxycinnamate, and processing by using a reducing agent, so as to obtain (E)-3-(2,4,5-trimethoxy-phenyl)-prop-2-en-1-ol. The preparation method is simple and relatively high in yield. The related application comprises that (E)-3-(2,4,5-trimethoxy-phenyl)-prop-2-en-1-ol is applied to prepare medicines for calming, tranquilizing, resisting senile dementia, resisting convulsion, resisting epilepsy or protecting heart and cerebral vessels.

Pd-catalyzed dearboxylative heck coupling with dioxygen as the terminal oxidant

Pd-catalyzed decarboxylative Heck coupling of aromatic carboxylic acids with various olefins is developed using O2 as the terminal oxidant. Enhancement of O2 pressure leads to improving reaction turnover in this transformation and allows significantly reducing catalyst loading for efficient conversion of electron-rich benzoic acids. A Pd catalyst supported by a carbene ligand enables using electron-deficient benzoic acids as coupling partners.

Pd-catalyzed decarboxylative arylation of silyl enol ester sp3 β-C-H bond under aerobic conditions

Pd-catalyzed aerobic oxidative coupling of various benzoic acids with silyl enol esters proceeds via a combination of decarboxylation with sp3 β-C-H bond activation to give Heck-type products. Mechanistic studies reveal this coupling involves in situ generation of olefin from aerobic oxidation of silyl enolate, followed by decarboxylative Heck coupling.

Single step green process for the preparation of substituted cinnamic esters with trans-selectivity

The invention provides a green process for direct oxidation of a large number of substituted or unsubstituted cinnamaldehydes or cinnamyl alcohols into the corresponding alkyl or aryl cinnamates in one step. The process of the present invention is a convenient and efficient green process for the preparation of various aryl or alkyl cinnamates under conventional, microwave and ultrasound directly from cinnamaldehydes or cinnamyl alcohols in the presence of an oxidizing agent, catalyst and an alcohol, with or without an organic solvent. These esters are immensely important compounds in flavor, perfumery and pharmaceutical industries. There are several prior arts available for the preparation of cinnamic esters, but all of them suffer from deficiencies such as use of expensive reagents and catalysts, harsh reaction conditions, use of toxic chemicals and others. In contrast, the present methodology is extremely simple and involves reaction of the substrate with an oxidizing agent mixed with a homogeneous or heterogeneous catalyst and an alcohol with or without organic solvent by stirring at room temperature or refluxing or under microwave or ultrasound irradiation to get the requisite products.

An efficient chemoselective strategy for the preparation of (E)-cinnamic esters from cinnamaldehydes using heterogeneous catalyst and DDQ

An efficient chemoselective protocol is developed for the synthesis of (E)-cinnamic esters from substituted cinnamaldehydes or cinnamyl alcohols using a combination of DDQ and heterogeneous catalyst under microwave irradiation. The method showed remarkable selectivity for cinnamaldehydes over aliphatic and aromatic aldehydes, which is a novel finding. The results demonstrate that the developed protocol can be a useful synthetic tool for chemoselective esterification in total synthesis of complex organic compounds.

A microwave-accelerated esterification of α,β-unsaturated acids with alkyl or aryl carbonochloridate and triethylamine in acetonitrile as a novel esterifying reagent mixture

An efficient synthesis of α,β-unsaturated esters by treatment of the corresponding acids with alkyl or aryl carbonochloridate, triethylamine, and acetonitrile was accomplished for the first time under microwave irradiation for 10 min. The esters 1b-24b were isolated in 71-97% yield.