163735-06-6

Basic information

• Product Name: 2-(1-benzyl-5-hydroxy-2-methyl-1H-indol-3-yl)acetic acid
• Synonyms: 2-(1-benzyl-5-hydroxy-2-methyl-1H-indol-3-yl)acetic acid
• CAS NO: 163735-06-6
• Molecular Weight: 295.338
• Mol File: 163735-06-6.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-(1-benzyl-5-hydroxy-2-methyl-1H-indol-3-yl)acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(1-benzyl-5-hydroxy-2-methyl-1H-indol-3-yl)acetic acid(163735-06-6)
• EPA Substance Registry System: 2-(1-benzyl-5-hydroxy-2-methyl-1H-indol-3-yl)acetic acid(163735-06-6)

Safety Data

• Hazardous Substances Data: 163735-06-6(Hazardous Substances Data)

Upstream product

• 94918-24-8 5-methoxy-2-methyl-1-(phenylmethyl)-1H-indole-3-acetic acid ethyl ester 
• 17536-38-8 ethyl 2-(5-methoxy-2-methyl-1H-indol-3-yl)acetate 
• 539-88-8 4-oxopentanoic acid ethyl ester 
• 19501-58-7 4-methoxyphenylhydrazine hydrochloride 
• 59283-35-1 5-methoxy-2-methyl-1-(phenylmethyl)-1H-indol-3-ylacetic acid 

Downstream Products

• 185501-86-4 4-(1-Benzyl-3-methoxycarbonylmethyl-2-methyl-1H-indol-5-yloxy)-butyric acid ethyl ester 
• 164084-38-2 2-[[3-(2-amino-2-oxoethyl)-2-methyl-1-(phenylmethyl)-1H-indol-5-yl]oxy]acetic acid ethyl ester 
• 164083-73-2 5-(carbethoxymethoxy)-2-methyl-1-(phenylmethyl)-1H-indole-3-acetic acid 
• 163735-05-5 5-hydroxy-2-methyl-1-(phenylmethyl)-1H-indole-3-acetic acid methyl ester 

Relevant articles and documents

Indole Based Weapons to Fight Antibiotic Resistance: A Structure-Activity Relationship Study

Antibiotic resistance represents a worldwide concern, especially regarding the outbreak of methicillin-resistant Staphylococcus aureus, a common cause for serious skin and soft tissues infections. A major contributor to Staphylococcus aureus antibiotic resistance is the NorA efflux pump, which is able to extrude selected antibacterial drugs and biocides from the membrane, lowering their effective concentrations. Thus, the inhibition of NorA represents a promising and challenging strategy that would allow recycling of substrate antimicrobial agents. Among NorA inhibitors, the indole scaffold proved particularly effective and suitable for further optimization. In this study, some unexplored modifications on the indole scaffold are proposed. In particular, for the first time, substitutions at the C5 and N1 positions have been designed to give 48 compounds, which were synthesized and tested against norA-overexpressing S. aureus. Among them, 4 compounds have NorA IC50 values lower than 5.0 μM proving to be good efflux pump inhibitor (EPI) candidates. In addition, preliminary data on their ADME (absorption, distribution, metabolism, and excretion) profile is reported.

1H-INDOLE-3-ACETIC ACID HYDRAZIDE SPLA2 INHIBITORS

A class of novel 1H-indole-3-acetic acid hydrazides is disclosed together with the use of such indole compounds for inhibiting sPLA2 mediated release of fatty acids (e.g., arachidonic acid) for treatment of conditions such as septic shock