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

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 known for its enhanced lipophilicity and stability due to the trifluoromethoxy group, making it a valuable building block in the synthesis of pharmaceuticals and agrochemicals. It also serves as a reagent in organic chemistry, particularly in the formation of heterocyclic compounds. Furthermore, 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.

Uses

Used in Pharmaceutical and Agrochemical Industries:
1H-Indole, 2-methyl-6-(trifluoromethoxy)is used as a building block for the synthesis of various pharmaceuticals and agrochemicals. Its unique structure and enhanced properties make it a valuable component in the development of new drugs and agricultural chemicals.
Used in Organic Chemistry Research:
1H-Indole, 2-methyl-6-(trifluoromethoxy)is employed as a reagent in organic chemistry reactions, particularly in the formation of heterocyclic compounds. Its versatility and stability contribute to its utility in various research applications.
Used in Drug Discovery:
The trifluoromethoxy group in 1H-Indole, 2-methyl-6-(trifluoromethoxy)enhances the compound's lipophilicity, making it useful for drug discovery. Its potential biological activities, such as anticancer and antimicrobial properties, are currently under investigation, which could lead to the development of new therapeutic agents.
Used in Chemical Synthesis:
Due to its enhanced stability and lipophilicity, 2-methyl-6-(trifluoromethoxy)-1H-indole is utilized in chemical synthesis processes. Its unique properties allow it to be a key component in the creation of various chemical compounds for a range of applications.

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

• 57330-59-3 1-[2-nitro-4-(trifluoromethoxy)phenyl]acetone 
• 1139688-65-5 C₁₂H₇F₆NO₂ 
• 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

• 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 
• 57330-37-7 (4-chlorophenyl)[2-methyl-6-(trifluoromethoxy)-1H-indol-3-yl]methanone 
• 854933-15-6 (4-methoxy-phenyl)-(2-methyl-6-trifluoromethoxy-1H-indol-3-yl)-methanone 
• 668455-71-8 [2-(allyloxy)-4-methoxyphenyl][2-methyl-6-(trifluoromethoxy)-1H-indol-3-yl]methanone 
• 668455-23-0 1-(3-methoxyphenyl)-2-methyl-6-(trifluoromethoxy)-1H-indole 

Relevant articles and documents

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

Discovery of a peroxisome proliferator activated receptor γ (PPARγ) modulator with balanced PPARα activity for the treatment of type 2 diabetes and dyslipidemia

A series of 3-acylindole-1-benzylcarboxylic acids were designed and synthesized while searching for a PPARγ modulator with additional moderate intrinsic PPARα agonistic activity. 2-[3-[[3-(4-Chlorobenzoyl)-2-methyl- 6-(trifluoromethoxy)-1H-indol-1-yl]methyl]phenoxy]-(2R)-butanoic acid (12d) was identified as such an agent which demonstrated potent efficacy in lowering both glucose and lipids in multiple animal models with significantly attenuated side effects such as fluid retention and heart weight gain associated with PPARγ full agonists. The moderate PPARα activity of 12d not only contributed to the agent's ability to manage lipid profiles but also appears to have potentiated its PPARγ efficacy in lowering glucose levels in preclinical diabetic animal models.

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.