342638-03-3

Usage

Uses

Used in Pharmaceutical Industry:
5-(TRIFLUOROMETHYL)ISOINDOLINE is used as a key intermediate in the synthesis of pharmaceuticals for its ability to enhance the properties of drug molecules, such as potency, selectivity, and metabolic stability.
Used in Agrochemical Industry:
In agrochemicals, 5-(TRIFLUOROMETHYL)ISOINDOLINE is utilized as a component in the development of new pesticides and herbicides, leveraging its reactivity to create compounds with improved effectiveness and selectivity in crop protection.
Used in Materials Science:
5-(TRIFLUOROMETHYL)ISOINDOLINE is employed as a building block in the creation of advanced materials, such as polymers and composites, where its electron-withdrawing nature and structural stability contribute to the desired material properties.
Used in Chemical Research and Development:
As a chemical compound with high reactivity, 5-(TRIFLUOROMETHYL)ISOINDOLINE is used in research and development for exploring new chemical reactions and pathways, potentially leading to the discovery of novel compounds and applications.
Used in Drug Development:
Due to its potential biological activity, 5-(TRIFLUOROMETHYL)ISOINDOLINE is considered as a candidate for drug development, particularly for the treatment of various diseases, where its unique properties may offer therapeutic benefits.

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

Upstream product

• 1997-41-7 5-trifluoromethylphthalimide 
• 127168-85-8 2-(p-toluenesulfonyl)-5-bromoisoindoline 
• 26238-14-2 5-trifluoromethylbenzofuran-1,3-dione 
• 342638-02-2 2-(toluene-4-sulfonyl)-5-trifluoromethyl-2,3-dihydro-1H-isoindole 

Downstream Products

• 437651-92-8 {4-[2-(5-trifluoromethyl-1,3-dihydro-isoindol-2-yl)-ethyl]-cyclohexyl}-carbamic acid tert-butyl ester 
• 1219623-64-9 1-{2-oxo-2-[5-(trifluoromethyl)-1,3-dihydro-2H-isoindol-2-yl]ethyl}-3,3-diphenylpyrrolidin-2-one 
• 437652-08-9 4-[2-(5-trifluoromethyl-1,3-dihydro-isoindol-2-yl)-ethyl]-cyclohexylamine 

Relevant academic research and scientific papers

Inhibitors of dipeptidyl peptidase 8 and dipeptidyl peptidase 9. Part 2: Isoindoline containing inhibitors

To obtain selective and potent inhibitors of dipeptidyl peptidases 8 and 9, we synthesized a series of substituted isoindolines as modified analogs of allo-Ile-isoindoline, the reference DPP8/9 inhibitor. The influence of phenyl substituents and different P2 residues on the inhibitors' affinity toward other DPPs and more specifically, their potential to discriminate between DPP8 and DPP9 will be discussed. Within this series compound 8j was shown to be a potent and selective inhibitor of DPP8/9 with low activity toward DPP II.

Substituted pyrrolidine-2,4-dicarboxylic acid amides as potent dipeptidyl peptidase IV inhibitors

A series of substituted pyrrolidine-2,4-dicarboxylic acid amides were synthesized as potential antidiabetic agents, and many of them showed good in vitro DPP-IV inhibition (IC50 = 2-250 nM) with selectivity over DPP-II, DPP8, and FAP enzymes. Selected compounds 8c and 11a showed in vivo plasma DPP-IV inhibition after oral administration in Wistar rats.

COMPOUND INHIBITING DIPEPTIDYL PEPTIDASE IV

The invention aims to provide a dipeptidyl peptidase IV inhibitor which is satisfactory in respect of activity, stability and safety and has an excellent action as a pharmaceutical agent. The invention is directed to a compound represented by the following general formula or a pharmaceutically acceptable salt thereof: wherein R1 and R2 each represents hydrogen, an optionally substituted C1-6 alkyl group, or -COOR5 whereupon R5 represents hydrogen or an optionally substituted C1-6 alkyl group, or R1 and R2, together with a carbon atom to which they are bound, represent a 3- to 6-membered cycloalkyl group, R3 represents hydrogen or an optionally substituted C6-10 aryl group, R4 represents a hydrogen or a cyano group, D represents -CONR6-, -CO- or -NR6CO-, R6 represents hydrogen or an optionally substituted C1-6 alkyl group, E represents -(CH2)m- whereupon m is an integer of 1 to 3, -CH2OCH2-, or -SCH2-, n is an integer of 0 to 3, and A represents an optionally substituted bicyclic heterocyclic group or bicyclic hydrocarbon group.

Design and synthesis of novel 2,3-dihydro-1H-isoindoles with high affinity and selectivity for the dopamine D3 receptor

Starting from the tetrahydroisoquinoline SB-2770111, a novel series of 5-substituted-2,3-dihydro-1H-isoindoles has been designed. Subsequent optimisation resulted in identification of 19. which has high affinity for the dopamine D3 receptor (pKi 8.3) and ≥ 100-fold selectivity over other aminergic receptors. In rat studies 19 was brain penetrant with an excellent pharmacokinetic profile (oral bioavailability 77%. t1/2 5.2h).