90732-28-8

Usage

Chemical classification

Indole derivative

Physical form

White to light beige crystalline powder

Solubility

Insoluble in water

Common uses

Building block for the production of pharmaceuticals, agrochemicals, and other commercial products; utilized in the development of new materials and technologies

Chemical properties

Trifluoroacetyl derivative with specific reactivity

Interest to researchers

Valuable for specific reactions and processes in organic synthesis and research

Role in industries

Versatile applications and significant contributions to the advancement of various industries.

Upstream product

• 5339-85-5 2-aminophenethyl alcohol 
• 76-05-1 trifluoroacetic acid 
• 120-72-9 indole 
• 496-15-1 1-indoline 
• 383-63-1 ethyl trifluoroacetate, 
• 354-58-5 1,1,1-Trichloro-2,2,2-trifluoroethane 
• 53848-17-2 2-bromo-6-methylaniline 
• 458-85-5 2,2,2-trifluoro-N-(2-phenylethyl)acetamide 
• 407-25-0 trifluoroacetic anhydride 

Downstream Products

• 1391854-25-3 (R)-1-phenyl-2,2,2-trichloroethyl (S)-1-(2,2,2-trifluoroacetyl)indolin-3-ylcarbamate 
• 210691-38-6 1-(2,2,2-trifluoroacetyl)indolin-5-ylsulfonyl chloride 
• 519148-74-4 C₁₈H₂₆BN₃O₆S 
• 519148-73-3 5-(4-methyl-piperazine-1-sulfonyl)-indole-1-carboxylic acid tert-butyl ester 
• 519148-72-2 5-(4-methyl-piperazine-1-sulfonyl)-1H-indole 

Relevant academic research and scientific papers

One-pot cyclization of 2-aminophenethyl alcohols: A novel and direct approach to the synthesis of N-acyl indolines

(Chemical Equation Presented) A unique one-pot cyclization of 2-aminophenethyl alcohols with carboxylic acids in the presence of PPh 3, CCL4, and NEt3 furnished the formation of N-acyl indolines in good to excellent yields. This new approach provides an efficient, scalable, low-cost, and direct access to the biologically important indolines which are further oxidizable to indoles and oxindoles.

Electrochemical approach to trifluoroacetamide synthesis from 1,1,1-trichloro-2,2,2-trifluoroethane (CFC-113a) catalyzed by B12complex

One-pot synthetic approach to produce trifluoroacetamide has been developed using an electrochemical method with the B12 complex as a catalyst under mild conditions, in open air at room temperature. Thirty examples of trifluoroacetamide were synthesized from 1,1,1-trichloro-2,2,2-trifluoroethane (CFC-113a) in moderate to good yields. This user-friendly strategy is compatible with a broad range of trifluoroacetamide syntheses.

Redox-Neutral Coupling between Two C(sp3)?H Bonds Enabled by 1,4-Palladium Shift for the Synthesis of Fused Heterocycles

The intramolecular coupling of two C(sp3)?H bonds to forge a C(sp3)?C(sp3) bond is enabled by 1,4-Pd shift from a trisubstituted aryl bromide. Contrary to most C(sp3)?C(sp3) cross-dehydrogenative couplings, this reaction operates under redox-neutral conditions, with the C?Br bond acting as an internal oxidant. Furthermore, it allows the coupling between two moderately acidic primary or secondary C?H bonds, which are adjacent to an oxygen or nitrogen atom on one side, and benzylic or adjacent to a carbonyl group on the other side. A variety of valuable fused heterocycles were obtained from easily accessible ortho-bromophenol and aniline precursors. The second C?H bond cleavage was successfully replaced with carbonyl insertion to generate other types of C(sp3)-C(sp3) bonds.

Discovery and Characterization of CD12681, a Potent RORγ Inverse Agonist, Preclinical Candidate for the Topical Treatment of Psoriasis

With possible implications in multiple autoimmune diseases, the retinoic acid receptor-related orphan receptor RORγ has become a sought-after target in the pharmaceutical industry. Herein are described the efforts to identify a potent RORγ inverse agonist compatible with topical application for the treatment of skin diseases. These efforts culminated in the discovery of N-(2,4-dimethylphenyl)-N-isobutyl-2-oxo-1-[(tetrahydro-2H-pyran-4-yl)methyl]-2,3-dihydro-1H-benzo[d]imidazole-5-sulfonamide (CD12681), a potent inverse agonist with in vivo activity in an IL-23-induced mouse skin inflammation model.

MULTIVALENT RAS BINDING COMPOUNDS

Described herein are compounds that modulate Ras signaling, methods of making such compounds, pharmaceutical compositions and medicaments comprising such compounds, and methods of using such compounds in the treatment of conditions, diseases, or disorders associated with altered Ras signaling. Further described herein are compounds, methods of making such compounds, pharmaceutical compositions and medicaments comprising such compounds and methods of using such compounds in the treatment of cell proliferative disorders, including cancer.

A class of sulfonamide carbonic anhydrase inhibitors with neuropathic pain modulating effects

A series of benzene sulfonamide carbonic anhydrase (CA, EC 4.2.1.1) inhibitors which incorporate lipophilic 4-alkoxy- and 4-aryloxy moieties, together with several derivatives of ethoxzolamide and sulfanilamide are reported. These derivatives were investi

BORON-CONTAINING SMALL MOLECULES

This invention relates to 6-substituted benzoxaborole compounds of the following formula and their use for treating bacterial infections.

INDOLINE SCAFFOLD SHP-2 INHIBITORS AND CANCER TREATMENT METHOD

The subject invention concerns methods and compounds for inhibiting Shp2. In one embodiment, a compound of the invention has a chemical structure as shown in formula I or II: wherein X, Y, and Z are independently N or S; R1 is cycloalkyl, heter

PYRIMIDINE SULFONAMIDE ANALOGS AND THEIR USE AS AGONISTS OF THE WNT-BETA-CATENIN CELLULAR MESSAGING SYSTEM

The present invention relates to pyrimidine sulfonamide analogs, methods of making pyrimidine sulfonamide analogs, compositions comprising a pyrimidine sulfonamide analog, and methods for treating canonical Wnt-β-catenin cellular messaging system-related disorders comprising administering to a subject in need thereof an effective amount of a pyrimidine sulfonamide analog.

Pd(II)-catalyzed amination of C-H bonds using single-electron or two-electron oxidants

(Chemical Equation Presented) Pd(II)-catalyzed intramolecular amination of arenes is developed using either a one- or two-electron oxidant. The reaction protocol tolerates a wide range of deactivating groups including acetyl, cyano, and nitro groups. This catalytic reaction allows expedient syntheses of broadly useful substituted indolines or indoles.