76290-79-4

Basic information

• Product Name: N-[2-(5-methoxy-1H-indol-3-yl)ethyl]benzamide
• Synonyms: N-[2-(5-methoxy-1H-indol-3-yl)ethyl]benzamide
• CAS NO: 76290-79-4
• Molecular Formula: C₁₈H₁₈N₂O₂
• Molecular Weight: 294
• Mol File: 76290-79-4.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-[2-(5-methoxy-1H-indol-3-yl)ethyl]benzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-[2-(5-methoxy-1H-indol-3-yl)ethyl]benzamide(76290-79-4)
• EPA Substance Registry System: N-[2-(5-methoxy-1H-indol-3-yl)ethyl]benzamide(76290-79-4)

Safety Data

• Hazardous Substances Data: 76290-79-4(Hazardous Substances Data)

Upstream product

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

Relevant articles and documents

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.

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.

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.