345-32-4

Basic information

• Product Name: 5-(TRIFLUOROMETHYL)ISATIN
• Synonyms: 5-(TRIFLUOROMETHYL)ISATIN;BUTTPARK 24\07-39;N-Boc-4-keto-proline methyl ester;Trifluoromethyl isatin;5-(trifluoromethyl)indoline-2,3-dione;5-(Trifluoromethyl)-1H-indole-2,3-dione, 5-(Trifluoromethyl)indolin-2,3-dione
• CAS NO: 345-32-4
• Molecular Formula: C₉H₄F₃NO₂
• Molecular Weight: 215.13
• Product Categories: Indoles and derivatives;Pyrroles & Indoles
• Mol File: 345-32-4.mol

Chemical Properties

• Melting Point: 246 °C(Solv: acetic acid (64-19-7))
• Appearance: /
• Density: 1.525 g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 9.48±0.20(Predicted)
• CAS DataBase Reference: 5-(TRIFLUOROMETHYL)ISATIN(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(TRIFLUOROMETHYL)ISATIN(345-32-4)
• EPA Substance Registry System: 5-(TRIFLUOROMETHYL)ISATIN(345-32-4)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 345-32-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
5-(Trifluoromethyl)isatin is utilized as a key intermediate in the synthesis of various pharmaceuticals and agrochemicals, contributing to the development of new drugs and pesticides. Its unique chemical properties and reactivity make it a valuable component in the creation of novel and effective compounds.
Used in Biomedical Research:
In the field of biomedical research, 5-(Trifluoromethyl)isatin is employed as a potential antitumor and antimicrobial agent. Its ability to target and inhibit the growth of cancer cells and microorganisms has positioned it as a promising candidate for further investigation and development in oncology and antimicrobial therapy.
Used as a Fluorescent Probe in Biological Systems:
5-(Trifluoromethyl)isatin has been explored for its potential as a fluorescent probe, enabling the detection and analysis of specific biomolecules within biological systems. Its fluorescent properties allow for the visualization and tracking of target molecules, providing valuable insights into biological processes and interactions.
Overall, 5-(Trifluoromethyl)isatin's diverse applications across various industries and research fields highlight its significance as a versatile and valuable chemical compound with potential for further exploration and development.

Upstream product

• 402-59-5 N-(4-trifluoromethylphenyl)-2-oxyiminoacetamide 
• 91-56-5 indole-2,3-dione 
• 163444-17-5 2-iodo-4-(trifluoromethyl)aniline 
• 455-14-1 4-trifluoromethylphenylamine 
• 1021245-67-9 2-[(4-methoxyphenyl)amino]-N-methylacetamide 
• 1607462-05-4 C₁₄H₁₄F₃NO₅ 
• 141940-37-6 tert-butyl (4-(trifluoromethyl)phenyl)carbamate 

Downstream Products

• 83265-53-6 2-amino-5-(trifluoromethyl)benzoic acid 
• 183720-43-6 (+/-)-3-(5-Chloro-2-methoxyphenyl)-1,3-dihydro-3-hydroxy-5-(trifluoromethyl)-2H-indol-2-one 
• 897571-13-0 C₁₈H₁₂F₃NO₃ 
• 1314006-02-4 methyl 2-(4-methoxyphenyl)-6-(trifluoromethyl)quinoline-4-carboxylate 
• 1607461-50-6 C₂₆H₂₆F₃N₅O₂S 
• 1607461-42-6 C₂₂H₁₈F₃N₃O₃S 

Relevant articles and documents

A process for preparing isatin derivatives from substituted aniline

A process for preparing isatin derivatives from substituted aniline is provided. The process includes preparing isatin derivatives with a high yield from substituted aniline shown as a formula II anda carbonylation agent shown as a formula III through acid catalytic oxidation. Compared with traditional processes, the process has characteristics of cheap raw materials, simple and convenient operation, mild reaction conditions, a high product yield, high product purity, wide applicability, and the like, and is environmentally friendly. In addition, the process does not adopt a noble metal catalyst or ligand, so that heavy metal pollution is avoided and the process is suitable for industrial production.

A Palladium-Catalyzed Double Carbonylation Approach to Isatins from 2-Iodoanilines

A high-yielding procedure for the synthesis of isatins has been developed. Sequential Pd-catalyzed double carbonylation of 2-iodoanilines with near stoichiometric amounts of CO followed by acid-promoted cyclization readily affords an array of isatins. The conversion of 2-iodoanilines to isatins in good to excellent yields was found to proceed with good functional group tolerance. This protocol proved adaptable to 13C-isotope labeling of isatins, which was extended to the synthesis of the 13C-isotope labeled antiviral drug metisazone and the experimental anti-schizophrenia drug ML137.

COMPOSITIONS AND METHODS FOR TREATING OR PREVENTING DISEASES OR DISORDERS ASSOCIATED WITH MISREGULATED EIF4E

Disclosed herein are compounds, compositions, formulations, kits and methods of treatment useful for treating or preventing one or more hyperproliferative disorders, e.g., cancer or a neurological disease or disorder.

TRPV4 ANTAGONISTS

The present invention relates to quinoline analogs, pharmaceutical compositions containing them and their use as TRPV4 antagonists.

Discovery of 2-[1-(4-Chlorophenyl)cyclopropyl]-3-hydroxy-8- (trifluoromethyl)quinoline-4-carboxylic acid (PSI-421), a P-selectin inhibitor with improved pharmacokinetic properties and oral efficacy in models of vascular injury

Previously, we reported the discovery of PSI-697 (1a), a C-2 benzyl substituted quinoline salicylic acid-based P-selectin inhibitor. It is active in a variety of animal models of cardiovascular disease. Compound 1a has also been shown to be well tolerated and safe in healthy volunteers at doses of up to 1200 mg in a phase 1 single ascending dose study. However, its oral bioavailability was low. Our goal was to identify a back up compound with equal potency, increased solubility, and increased exposure. We expanded our structure-activity studies in this series by branching at the α position of the C-2 benzyl side chain and through modification of substituents on the carboxylic A-ring of the quinoline. This resulted in discovery of PSI-421 with marked improvement in aqueous solubility and pharmacokinetic properties. This compound has shown oral efficacy in animal models of arterial and venous injury and was selected as a preclinical development compound for potential treatment of such diseases as atherosclerosis and deep vein thrombosis.

Methods and Compositions for Selectin Inhibition

The present teachings relate to novel compounds of formula I: wherein the constituent variables are as defined herein. Compounds of the present teachings can act as antagonists of the mammalian adhesion proteins known as selecting. Methods for treating or preventing selectin-mediated disorders are provided, which include administration of these compounds in a therapeutically effective amount.

A General Method for the Synthesis of Isatins: Preparation of Regiospecifically Functionalized Isatins from Anilines

A new method has been developed for regiospecific conversion of substituted anilines to isatins.The method utilizes the reaction of an ortho-lithiated, protected aniline derivative with diethyl oxalate to furnish an α-ketoester.Hydrolytic deprotection of the amino moiety is accompanied by cyclization to provide the isatin.

Antimicrobial activity of fluorinated 1,2-benzisothiazol-3(2H)-ones and 2,2'-dithiobis(benzamides)

Fluoro and trifluoromethyl derivatives of 1,2-benzisothiazol-3(2H)-ones and the 2,2'-dithiobis(benzamides) have been prepared and their antifungal and antibacterial activity evaluated. Several compounds were found highly active against fungi and Gram-positive microorganisms and a few derivatives displayed some activity against Gram-negative strains. Structure-activity relationships are proposed.