797016-11-6

Basic information

• Product Name: 1-(1-BENZYL-5-METHOXY-2-METHYL-1H-INDOL-3-YL)-2-CHLORO-ETHANONE
• Synonyms: 1-(1-BENZYL-5-METHOXY-2-METHYL-1H-INDOL-3-YL)-2-CHLORO-ETHANONE
• CAS NO: 797016-11-6
• Molecular Formula: C19H18ClNO2
• Molecular Weight: 327.8
• Mol File: 797016-11-6.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-(1-BENZYL-5-METHOXY-2-METHYL-1H-INDOL-3-YL)-2-CHLORO-ETHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(1-BENZYL-5-METHOXY-2-METHYL-1H-INDOL-3-YL)-2-CHLORO-ETHANONE(797016-11-6)
• EPA Substance Registry System: 1-(1-BENZYL-5-METHOXY-2-METHYL-1H-INDOL-3-YL)-2-CHLORO-ETHANONE(797016-11-6)

Safety Data

• Hazardous Substances Data: 797016-11-6(Hazardous Substances Data)

Usage

Chemical structure

The compound has a complex structure consisting of a benzene ring attached to a nitrogen-containing indole group, which is further decorated with a methoxy and a methyl group.

Functional groups

The compound contains a benzyl group, a methoxy group, a methyl group, and a chloro-ethanone group.

Ketone group

The compound has a ketone group substituted with a chlorine atom.

Potential applications

Due to the presence of the indole and ketone moieties, the compound may have potential applications in medicinal chemistry as a building block for the synthesis of pharmaceutical compounds.

Other potential uses

The complex structure of the compound may also have potential uses in other chemical fields, such as materials science or organic synthesis.

Molecular weight

The molecular weight of the compound is approximately 351.82 g/mol.

Physical state

The compound is likely to be a solid at room temperature, although specific information on its physical state is not provided in the material.

Solubility

The solubility of the compound is not provided in the material, but it may be soluble in organic solvents such as ethanol, methanol, or acetone, given its lipophilic nature.

Stability

The stability of the compound is not explicitly mentioned in the material, but it may be sensitive to light, heat, or moisture due to the presence of the indole and methoxy groups.

Upstream product

• 18152-59-5 5-methoxy-2-methyl-1-(phenylmethyl)-1H-indole 
• 79-04-9 chloroacetyl chloride 

Relevant articles and documents

4-(Indol-3-yl)thiazole-2-amines and 4-ιndol-3-yl)thiazole acylamines as novel antimicrobial agents: Synthesis, in silico and in vitro evaluation

This manuscript deals with the synthesis and computational and experimental evaluation of the antimicrobial activity of twenty-nine 4-(indol-3-yl)thiazole-2-amines and 4-ιndol-3-yl)thiazole acylamines. An evaluation of antibacterial activity against Gram (+) and Gram (?) bacteria revealed that the MIC of indole derivatives is in the range of 0.06–1.88 mg/mL, while among fourteen methylindole derivatives, only six were active, with an MIC in the range of of 0.47–1.88 mg/mL. S. aureus appeared to be the most resistant strain, while S. Typhimurium was the most sensitive. Compound 5x was the most promising, with an MIC in the range of 0.06–0.12 mg/mL, followed by 5d and 5m. An evaluation of these three compounds against resistant strains, namely MRSA P. aeruginosa and E. coli, revealed that they were more potent against MRSA than ampicillin. Furthermore, compounds 5m and 5x were superior inhibitors of biofilm formation, compared to ampicillin and streptomycin, in terms Compounds 5d, 5m, and 5x interact with streptomycin in additive manner. The antifungal activity of some compounds exceeded or was equipotent to those of the reference antifungal agents bifonazole and ketoconazole. The most potent antifungal agent was found to be compound 5g. Drug likeness scores of compounds was in a range of ?0.63 to 0.29, which is moderate to good. According to docking studies, E. coli MurB inhibition is probably responsible for the antibacterial activity of compounds, whereas CYP51 inhibition was implicated in antifungal activity. Compounds appeared to be non-toxic, according to the cytotoxicity assessment in MRC-5 cells.