10299-61-3

Usage

Uses

Used in Pharmaceutical Industry:
2,4-DIMETHYL-1H-INDOLE is used as a reagent for the preparation of N-substituted indole derivatives, which are significant in the development of PGE2 receptor modulators. These modulators play a vital role in various therapeutic applications, including the treatment of inflammation, pain, and other conditions related to the PGE2 receptor.
As a reagent in the synthesis of PGE2 receptor modulators, 2,4-DIMETHYL-1H-INDOLE contributes to the advancement of pharmaceutical research and development, potentially leading to the discovery of novel treatments for a range of medical conditions.

Synthesis Reference(s)

The Journal of Organic Chemistry, 64, p. 9731, 1999 DOI: 10.1021/jo991208+

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Downstream Products

• 10299-63-5 4-methyl-2,3-dimethyl-1H-indole 
• 1542708-19-9 N-benzyl-2-(2,4-dimethyl-1H-indol-1-yl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-amine 
• 190908-11-3 (+/-)-N-acetyl-2,4-dimethylindoline 

Relevant academic research and scientific papers

Indole Synthesis via SRN1 Reactions

o-Haloanilines react with ketone enolate ions in ammonia under irradiation to form indoles in good yields.

Cu-Catalyzed Oxidation of C2 and C3 Alkyl-Substituted Indole via Acyl Nitroso Reagents

The selective oxidation of C2-alkyl-substituted indoles to 3-oxindole and the selective C-H oxygenation or amination of C2,C3-dialkyl-substituted indoles at C2 are reported under mild conditions. The position of the alkyl substitution on the indole directs the reaction to different pathways under similar conditions.

A Biomass-Derived Non-Noble Cobalt Catalyst for Selective Hydrodehalogenation of Alkyl and (Hetero)Aryl Halides

Hydrodehalogenation is a straightforward approach for detoxifications of harmful anthropogenic organohalide-based pollutants, as well as removal of halide protecting groups used in multistep syntheses. A novel sustainable catalytic material was prepared from biowaste (chitosan) in combination with an earth-abundant cobalt salt. The heterogeneous catalyst was fully characterized by transmission electron microscope, X-ray diffraction, and X-ray photoelectron spectroscopy measurements, and successfully applied to hydrodehalogenation of alkyl and (hetero)aryl halides with broad scope (>40 examples) and excellent chemoselectivity using molecular hydrogen as a reductant. The general usefulness of this method is demonstrated by successful detoxification of non-degradable pesticides and fire retardants. Moreover, the potential of the catalyst as a deprotection tool is demonstrated in a multistep synthesis of (±)-peronatin B (alkaloid).

Discovery of a First-in-Class, Potent, Selective, and Orally Bioavailable Inhibitor of the p97 AAA ATPase (CB-5083)

The AAA-ATPase p97 plays vital roles in mechanisms of protein homeostasis, including ubiquitin-proteasome system (UPS) mediated protein degradation, endoplasmic reticulum-associated degradation (ERAD), and autophagy. Herein we describe our lead optimization efforts focused on in vitro potency, ADME, and pharmaceutical properties that led to the discovery of a potent, ATP-competitive, D2-selective, and orally bioavailable p97 inhibitor 71, CB-5083. Treatment of tumor cells with 71 leads to significant accumulation of markers associated with inhibition of UPS and ERAD functions, which induces irresolvable proteotoxic stress and cell death. In tumor bearing mice, oral administration of 71 causes rapid accumulation of markers of the unfolded protein response (UPR) and subsequently induces apoptosis leading to sustained antitumor activity in in vivo xenograft models of both solid and hematological tumors. 71 has been taken into phase 1 clinical trials in patients with multiple myeloma and solid tumors.

PIPERIDINYLHYDROXYETHYLPIPERIDINES AS MODULATORS OF CHEMOKINE RECEPTORS

The present invention relates to a compound of the formula (I), or a pharmaceutically acceptable salt thereof, wherein R1-R8 and X, m, and n are defined. Compounds and compositions of the present invention are useful the treatment of atherosclerosis.

Synthesis of 2,4-disubstituted indoles via thermal cyclization of N-trifluoroacetyl enehydrazines

Synthesis of naturally occurring indoles, 2,4-dimethylindole and 4-hydroxymethyl-2-methylindole by applying thermal cyclization of N-trifluoroacetyl enehydrazines is described.