57330-49-1

Basic information

• Product Name: 1H-INDOLE, 2-METHYL-6-(TRIFLUOROMETHOXY)-
• Synonyms: 1H-INDOLE, 2-METHYL-6-(TRIFLUOROMETHOXY)-
• CAS NO: 57330-49-1
• Molecular Formula: C₁₀H₈F₃NO
• Molecular Weight: 215.17
• Mol File: 57330-49-1.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 263.6°C at 760 mmHg
• Flash Point: 113.2°C
• Appearance: /
• Density: 1.357g/cm³
• Vapor Pressure: 0.0166mmHg at 25°C
• Refractive Index: 1.549
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 1H-INDOLE, 2-METHYL-6-(TRIFLUOROMETHOXY)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-INDOLE, 2-METHYL-6-(TRIFLUOROMETHOXY)-(57330-49-1)
• EPA Substance Registry System: 1H-INDOLE, 2-METHYL-6-(TRIFLUOROMETHOXY)-(57330-49-1)

Safety Data

• Hazardous Substances Data: 57330-49-1(Hazardous Substances Data)

Usage

General Description

1H-Indole, 2-methyl-6-(trifluoromethoxy)- is a chemical compound with the molecular formula C10H8F3NO. It is a derivative of the naturally occurring compound indole, containing a methyl group and a trifluoromethoxy group attached to the indole ring. 1H-Indole, 2-methyl-6-(trifluoromethoxy)- is commonly used as a building block in the synthesis of pharmaceuticals and agrochemicals. It is also employed as a reagent in organic chemistry reactions, particularly in the formation of heterocyclic compounds. The trifluoromethoxy group enhances the compound's lipophilicity and stability, making it useful for various applications in drug discovery and chemical synthesis. Additionally, 2-methyl-6-(trifluoromethoxy)-1H-indole is a research chemical with potential biological activities, such as anticancer and antimicrobial properties, which are currently under investigation.

InChI:InChI=1/C10H8F3NO/c1-6-4-7-2-3-8(5-9(7)14-6)15-10(11,12)13/h2-5,14H,1H3

Upstream product

• 1139688-65-5 C₁₂H₇F₆NO₂ 
• 57330-59-3 1-[2-nitro-4-(trifluoromethoxy)phenyl]acetone 
• 637042-30-9 2-[[2-methyl-6-(trifluoromethoxy)-1H-indol-3-yl]thio]benzoic acid 
• 14109-72-9 methylsulfanyl-acetone 
• 1535-73-5 m-trifluoromethoxyaniline 

Downstream Products

• 668455-71-8 [2-(allyloxy)-4-methoxyphenyl][2-methyl-6-(trifluoromethoxy)-1H-indol-3-yl]methanone 
• 57330-37-7 (4-chlorophenyl)[2-methyl-6-(trifluoromethoxy)-1H-indol-3-yl]methanone 
• 57330-25-3 [3-(4-chloro-benzoyl)-2-methyl-6-trifluoromethoxy-indol-1-yl]-acetic acid methyl ester 
• 57329-72-3 [3-(4-chloro-benzoyl)-2-methyl-6-trifluoromethoxy-indol-1-yl]-acetic acid 
• 637042-53-6 C₂₈H₂₅ClF₃N₃O₃S 
• 668455-23-0 1-(3-methoxyphenyl)-2-methyl-6-(trifluoromethoxy)-1H-indole 
• 854933-15-6 (4-methoxy-phenyl)-(2-methyl-6-trifluoromethoxy-1H-indol-3-yl)-methanone 

Relevant articles and documents

Practical, highly convergent, asymmetric synthesis of a selective PPARγ modulator

A practical, highly convergent, asymmetric synthesis of a selective PPARγ modulator 1 is described. The inhibitor contains two key components, a 6-trifluoromethoxy-3-acylindole (6) and (R)-raryloxybutanoic acid derivative (10). Twomethods were developed to overcome the regioselectivity issues encountered in the preparation of the 6-substituted indole. The first involved an intramolecular Heck reaction of an iodoaryl enamine. The second involved application of a catalytic Meerwein arylation reaction between 2-nitro-4-trifluoromethoxyaniline and isopropenyl acetate and subsequent reductive cyclization. The α-aryloxybutanoic acid was prepared via an asymmetric hydrogenation of the corresponding α-aryloxy-α,β- unsaturated acid. Tetrabutylammonium iodidecatalyzed coupling of the two fragments and ester hydrolysis completed the convergent synthesis. The described convergent synthesis was used to prepare >3 kg of drug substance 1 in 50% overall yield and with >99.5% ee.

Discovery of (2R)-2-(3-{3-[(4-methoxyphenyl)carbonyl]-2-methyl-6- (trifluoromethoxy)-1H-indol-1-yl}phenoxy)butanoic acid (MK-0533): A novel selective peroxisome proliferator-activated receptor γ modulator for the treatment of type 2 diabetes mellitus with

Peroxisome proliferator-activated receptor gamma (PPARγ) agonists are used to treat type 2 diabetes mellitus (T2DM). Widespread use of PPARγ agonists has been prevented due to adverse effects including weight gain, edema, and increased risk of congestive

INDOLES HAVING ANTI-DIABETIC ACTIVITY

Indoles of Formula (I) having -X-aryl-(CH2)x#191-oxazolidinedione and -X-heteroaryl-(CH2)X-oxazolidinedione substituents on the N atom of the indole ring, where x is 0 or 1, and -X-is a bond or -CH2-, and their thiazolidinedione analogs, are PPAR gamma agonists or partial agonists and are useful in the treatment and control of type II diabetes, including hyperglycemia, dyslipidemia, hyperlipidemia, hypercholesterolemia, hypertriglyceridemia, and obesity that are often associated with type 2 diabetes.