181513-29-1

Basic information

• Product Name: 6-(Trifluoromethyl)indoline
• Synonyms: 6-TRIFLUOROMETHYL-2,3-DIHYDRO-1H-INDOLE HYDROCHLORIDE;6-(TRIFLUOROMETHYL)INDOLINE;6-TRIFLUOROMETHYLINDOLINE,99%;6-Trifluoromethyl-2,3-dihydro-1H-indole;6-(trifluoroMethoxy)indoline;6-(trifluoroMethyl)-1H-indoline
• CAS NO: 181513-29-1
• Molecular Formula: C₉H₈F₃N
• Molecular Weight: 187.16
• Product Categories: Indole/indoline/oxindole;Indole and Indoline;Indole;Indoles
• Mol File: 181513-29-1.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 221.387 °C at 760 mmHg
• Flash Point: 87.692 °C
• Appearance: /
• Density: 1.264 g/cm³
• Vapor Pressure: 0.107mmHg at 25°C
• Refractive Index: 1.481
• Storage Temp.: 2-8°C(protect from light)
• PKA: 4.10±0.20(Predicted)
• CAS DataBase Reference: 6-(Trifluoromethyl)indoline(CAS DataBase Reference)
• NIST Chemistry Reference: 6-(Trifluoromethyl)indoline(181513-29-1)
• EPA Substance Registry System: 6-(Trifluoromethyl)indoline(181513-29-1)

Safety Data

• Hazard Codes: Xn,N
• Statements: 22-51/53
• Safety Statements: 26-61
• RIDADR: UN3077
• Hazardous Substances Data: 181513-29-1(Hazardous Substances Data)

Usage

Uses

6-(Trifluoromethoxy)indoline can be used for dengue viral replication inhibitors.

InChI:InChI=1/C9H8F3N/c10-9(11,12)7-2-1-6-3-4-13-8(6)5-7/h1-2,5,13H,3-4H2

Upstream product

• 13544-43-9 6-(trifluoromethyl)-1H-indole 
• 56-23-5 tetrachloromethane 
• 496-15-1 1-indoline 
• 121-17-5 2-chloro-3-nitro-5-trifluoromethylbenzene 

Downstream Products

• 196965-14-7 SB 221284 

Relevant articles and documents

N′-3-(Trifluoromethyl)phenyl Derivatives of N-Aryl-N′-methylguanidines as Prospective PET Radioligands for the Open Channel of the N-Methyl- d -aspartate (NMDA) Receptor: Synthesis and Structure-Affinity Relationships

N-Methyl-d-aspartate (NMDA) receptor dysfunction has been linked to several neuropsychiatric disorders, including Alzheimer's disease, epilepsy, drug addiction, and schizophrenia. A radioligand that could be used with PET to image and quantify human brain NMDA receptors in the activated "open channel" state would be useful for research on such disorders and for the development of novel therapies. To date, no radioligands have shown well-validated efficacy for imaging NMDA receptors in human subjects. In order to discover improved radioligands for PET imaging, we explored structure-affinity relationships in N′-3-(trifluoromethyl)phenyl derivatives of N-aryl-N′-methylguanidines, seeking high affinity and moderate lipophilicity, plus necessary amenability for labeling with a positron-emitter, either carbon-11 or fluorine-18. Among a diverse set of 80 prepared N′-3-(trifluoromethyl)phenyl derivatives, four of these compounds (13, 19, 20, and 36) displayed desirable low nanomolar affinity for inhibition of [3H](+)-MK801 at the PCP binding site and are of interest for candidate PET radioligand development.

PYRAZOLOPYRIMIDINE DERIVATIVES USEFUL AS INHIBITORS OF BRUTON'S TYROSINE KINASE

This invention relates to novel compounds. The compounds of the invention are tyrosine kinase inhibitors. Specifically, the compounds of the invention are useful as inhibitors of Bruton's tyrosine kinase (BTK). The invention also contemplates the use of the compounds for treating conditions treatable by the inhibition of Bruton's tyrosine kinase, for example cancer, lymphoma, leukemia and immunological diseases.

Regioselective electrophilic trifluoromethylation of indolines, oxindoles and indoles in superacid

Treatment of indolines and N-acylindoles with HF/SbF5/CCl 4 yields 6-trifluoro derivatives (indole numbering) whereas indoles and oxindoles give the 5-trifluoro derivatives in good yield.