42450-72-6

Basic information

• Product Name: N1-methyl-3,5-di(trifluoromethyl)aniline
• Synonyms: N1-methyl-3,5-di(trifluoromethyl)aniline;3,5-Bis(trifluoromethyl)-N-methylaniline;N-methyl-3,5-bis(trifluoromethyl)aniline
• CAS NO: 42450-72-6
• Molecular Formula: C₉H₇F₆N
• Molecular Weight: 243.15
• Mol File: 42450-72-6.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N1-methyl-3,5-di(trifluoromethyl)aniline(CAS DataBase Reference)
• NIST Chemistry Reference: N1-methyl-3,5-di(trifluoromethyl)aniline(42450-72-6)
• EPA Substance Registry System: N1-methyl-3,5-di(trifluoromethyl)aniline(42450-72-6)

Safety Data

• Hazardous Substances Data: 42450-72-6(Hazardous Substances Data)

Upstream product

• 75-52-5 nitromethane 
• 69807-91-6 2-(3,5-bis-trifluoromethyl-phenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane 
• 26684-29-7 (3,5-bistrifluoromethylphenyl)carbamic acid tert-butyl ester 
• 328-74-5 3,5-Bis-(trifluoromethyl)aniline 
• 149-73-5 trimethyl orthoformate 
• 74-88-4 methyl iodide 

Downstream Products

• 1266572-07-9 1-(3,5-bis(trifluoromethyl)phenyl)-3-((R)-(6-methoxyquinolin-4-yl)((2R,4S,5R)-5-vinylquinuclidin-2-yl)methyl)-1-methylthiourea 
• 1356253-41-2 N,N′-dimethyl-N,N′-di[3,5-bis(trifluoromethyl)phenyl]thiourea 
• 1449572-54-6 N-methyl-N,N′-di[3,5-bis(trifluoromethyl)phenyl]thiourea 

Relevant articles and documents

P(III)/P(V)-Catalyzed Methylamination of Arylboronic Acids and Esters: Reductive C-N Coupling with Nitromethane as a Methylamine Surrogate

The direct reductive N-arylation of nitromethane by organophosphorus-catalyzed reductive C-N coupling with arylboronic acid derivatives is reported. This method operates by the action of a small ring organophosphorus-based catalyst (1,2,2,3,4,4-hexamethylphosphetane P-oxide) together with a mild terminal reductant hydrosilane to drive the selective installation of the methylamino group to (hetero)aromatic boronic acids and esters. This method also provides for a unified synthetic approach to isotopically labeled N-methylanilines from various stable isotopologues of nitromethane (i.e., CD3NO2, CH315NO2, and 13CH3NO2), revealing this easy-to-handle compound as a versatile precursor for the direct installation of the methylamino group.

FLUORINATED AMIDE DERIVATIVES AND THEIR USES AS THERAPEUTIC AGENTS

The present application relates to novel fluorinated amide derivatives of Formula (I), to processes for preparing them, pharmaceutical compositions containing them, and their use thereof in the treatment or prevention of acute and/or chronic neurological

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.