76290-79-4

Upstream product

• 69001-12-3 rac-(2-methoxypyrrolidin-1-yl)(phenyl)methanone 
• 19501-58-7 4-methoxyphenylhydrazine hydrochloride 
• 126920-24-9 N^b-Benzoyl-N^a-benzyl-5-methoxy-2,3-dihydrotryptamine 
• 68471-55-6 (2,3-dihydro-1H-pyrrol-1-yl)(phenyl)methanone 
• 66-83-1 5-methoxytryptamine hydrochloride 
• 98-88-4 benzoyl chloride 
• 126920-23-8 N^b-Benzoyl-N^a-benzyl-2,3-dihydrotryptamine 
• 3389-54-6 n-benzoylpyrrolidine 
• 126920-26-1 N^b-Benzoyl-N^a-benzyl-5-bromo-2,3-dihydrotryptamine 

Relevant academic research and scientific papers

Direct Synthesis of Enamides via Electrophilic Activation of Amides

A novel, one-step N-dehydrogenation of amides to enamides is reported. This reaction employs the unlikely combination of LiHMDS and triflic anhydride, which serves as both the electrophilic activator and the oxidant, and is characterized by its simple setup and broad substrate scope. The synthetic utility of the formed enamides was readily demonstrated in a range of downstream transformations.

MELATONIN DERIVATIVES AND THEIR USE FOR TREATING NEUROLOGICAL DYSFUNCTIONS

The present invention relates to compounds of the general formula (1): wherein R1, R2, R3, R4 and R5 are H or a moiety of the formula : -(R6)n-R7; with R6 is a is an alkyl chain and R7 is, a moiety selected in the group consisting of -Cn,H2n2,+I, a cycloalkyl moiety, -N(Cn,H2n,+I)(Cn,H2n,+1), -NH-cycloalkyl, -O(Cn,H2n'+I), -0-cycloalkyl, =O, =S, -NO2, -I, -Br, -Cl, -F, -CF3, -OCF3, -COOH, -S03H, -P03H2, -CN, A3 and A4 are, C, N,O or S;m is from 0 to 2; and to their use for the treatment and/or prevention of diseases and conditions mediated by the imbalance of acetylcholine, and for treating and/or preventing glutamate excitotoxicity.

Antioxidant activity of pinoline analogues in the LDL oxidation model

Recently it has been shown that pinoline (6-methoxy-1,2,3,4-tetrahydro-β-carboline) is as potent as melatonin in the inhibition of lipid peroxidation. We have synthesized some 1-aryl-1,2,3,4-tetrahydro-β-carbolines and investigated their ability to prevent LDL copper-induced peroxidation in comparison with melatonin and pinoline. In this model, we found that the introduction of a phenyl group in position 1 of the β-carboline skeleton resulted in more active compounds. The presence ofa methoxy group in position 6 of the β-carboline skeleton had a beneficial influence on this activity, whereas replacement of this methoxy by an ethyl side chain increased the antioxidant potency. On the other hand, substitution of the 1-phenyl substituent with a methoxy group did not affect the activity. Finally, compounds bearing a propyl group on position 2 of the β-carboline skeleton are the most active. Taken together these results confirm the role of lipophilicity in the ability to inhibit LDL oxidation.

On a facile synthesis of melatonin and other related indoles

An efficient laboratory synthesis for melatonin and other related indoles utilising enamides and enecarbamates is described.

One-Pot Synthesis of Indoles from 1-Benzyl-2,3-dihydroindoles

A facile one-pot dehydrodebenzylation of 1-benzyl-2,3-dihydroindoles to indoles uses 10percent palladium on carbon as catalyst and ammonium formate as hydrogen donor in methanol.

A GENERAL METHOD FOR THE SYNTHESIS OF INDOLES BEARING A VARIETY OF SUBSTITUENTS AT THE β-POSITION, AND ITS APPLICATION TO THE SYNTHESIS OF L-TRYPTOPHAN

A general synthetic method of β-substituted indoles such as indolacetic acid, tryptamine and L-tryptophan has been exploited utilizing α-methoxylated amides, lactams, a carbamate, and sulfonamides, easily obtainable by an electrochemical method, as key intemediates.