1968-13-4

Usage

Uses

Used in Pharmaceutical Industry:
6-METHOXY-2-METHYL-1H-INDOLE is used as a precursor in the synthesis of pharmaceutical drugs for its potential therapeutic effects on mood disorders, anxiety, and sleep disturbances. Its action as a partial agonist of serotonin receptors makes it a candidate for the development of new medications targeting these conditions.
Used in Neurotransmitter Research:
In the field of neuroscience, 6-METHOXY-2-METHYL-1H-INDOLE is used as a research compound to study the role of serotonin receptors in mood regulation, anxiety, and sleep. Understanding its interaction with these receptors can contribute to the advancement of treatments for related disorders.
Used in Plant Species Study:
6-METHOXY-2-METHYL-1H-INDOLE is utilized in botanical research to investigate its presence and function in various plant species. This can provide insights into the natural occurrence of 6-METHOXY-2-METHYL-1H-INDOLE and its potential ecological or biological significance.

Upstream product

• 5201-45-6 C₁₀H₁₄N₂O 
• 113352-66-2 1-(4-methoxy-2-nitrophenyl)propan-2-one 
• 98081-83-5 methyl 6-methoxy-1H-indole-2-carboxylate 
• 536-90-3 m-Anisidine 
• 67-64-1 acetone 
• 37629-51-9 1-methoxy-4-((E)-2-nitroprop-1-enyl)benzene 
• 78191-00-1 N-Methoxy-N-methylacetamide 
• 138343-79-0 (5-methoxy-2-methyl-phenyl)-carbamic acid t-butyl ester 
• 5344-78-5 4-bromo-3-nitroanizole 
• 143702-29-8 2-azido-3-(4'-methoxyphenyl)acrylic acid methyl ester 
• 39232-91-2 m-methoxyphenylhydrazine hydrochloride 
• 96-96-8 4-methoxy-2-nitroaniline 
• 50868-72-9 5-methoxy-o-toluidine 
• 56995-13-2 6-methoxy-1-(phenylsulfonyl)-1H-indole 

Downstream Products

• 4147-43-7 6-methoxy-2-methylindole-3-carboxaldehyde 
• 164083-23-2 1-Benzyl-6-methoxy-2-methyl-1H-indole 
• 113352-68-4 (E)-1-carbomethoxy-2-methyl-6-methoxy-3-formimidoyl>indole 
• 113378-63-5 6-Methoxy-3-{[(E)-2-(3-methoxymethoxy-phenylsulfanyl)-ethylimino]-methyl}-2-methyl-indole-1-carboxylic acid methyl ester 
• 113352-84-4 6-Methoxy-3-{[(E)-2-(2-methoxymethoxy-phenylsulfanyl)-ethylimino]-methyl}-2-methyl-indole-1-carboxylic acid methyl ester 
• 113352-83-3 6-Methoxy-3-{[(E)-2-(2-methoxycarbonyl-phenylsulfanyl)-ethylimino]-methyl}-2-methyl-indole-1-carboxylic acid methyl ester 
• 113352-86-6 6-Methoxy-3-{[(E)-2-(3-methoxycarbonyl-phenylsulfanyl)-ethylimino]-methyl}-2-methyl-indole-1-carboxylic acid methyl ester 
• 113352-72-0 (+/-)-2,3,6,7-tetrahydro-1-carbomethoxy-11β-(phenylthio)-16-methoxy-20,21-dinoraspidospermidin-8-one 
• 113689-23-9 C₃₁H₃₀N₂O₄S 
• 113352-71-9 C₃₁H₃₀N₂O₄S 
• 113352-69-5 C₃₁H₃₂N₂O₄S 
• 113352-70-8 C₃₁H₃₂N₂O₅S 
• 113352-87-7 C₃₃H₃₂N₂O₆S 
• 113352-90-2 C₃₃H₃₄N₂O₆S 

Relevant academic research and scientific papers

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.

Method for preparing indole and derivatives thereof

The invention discloses a method for preparing indole and derivatives of indole. The method for preparing indole and the derivatives of indole is characterized by comprising the following two steps that (1) a catalyst, a ligand and alkali are added in a reaction tube, under the protection of nitrogen, beta-hydroxy ketone or ester is reacted with a mixed solution of o-nitro aryl halides for 3 to 8h in an oil bath pan at the temperature of 90 to 120 DEG C, and then cooled to room temperature after reaction, and extracted, washed, dried and subjected to chromatography to obtain a product of o-nitro alpha-aryl ketone or ester; (2) o-nitro alpha-aryl ketone or ester obtained in the step (1), a reducing agent system and a solvent are added to the reaction tube, and reacted for 3 to 8h at the temperature of 60 to 100 DEG C, and then extracted, washed, dried and subjected to chromatography after being reacted to obtain a target product of indole and the derivatives of indole. Reaction raw materials, the catalyst, the ligand, the alkali and the solvent used in the invention are all industrial commodities, and simple and readily available, wide in sources, cheap in price, and further very stable in performances, and with no need for special storage conditions; in addition, the method for preparing indole and the derivatives of indole disclosed by the invention has the characteristics of low cost, high yield, simple process, less pollution and the like.

Synthesis and biological evaluation of isomeric methoxy substitutions on anti-cancer indolyl-pyridinyl-propenones: Effects on potency and mode of activity

Certain indolyl-pyridinyl-propenone analogues kill glioblastoma cells that have become resistant to conventional therapeutic drugs. Some of these analogues induce a novel form of non-apoptotic cell death called methuosis, while others primarily cause micr

Divergent synthesis of indoles, oxindoles, isocoumarins and isoquinolinones by general Pd-catalyzed retro-aldol/α-arylation

Divergent synthesis of indoles, oxindoles, isocoumarins and isoquinolinones is described in this report by using a general Pd-catalyzed tandem reaction of β-hydroxy carbonyl compounds with aryl halides bearing an ortho-nitro, -ester or -cyano substituent. A key retro-aldol/α-arylation reaction is involved that merges classic Pd cross-coupling chemistry with novel Pd-promoted retro-aldol C-C activation to produce α-arylated ketones or esters. Subsequent intramolecular condensation of the carbonyl with the ortho-synthon gives target heterocycles. The use of common, commercially available and cheap substrates and catalyst system adds additional synthetic advantages to the conceptual significance.

Synthesis of Indoles by Palladium-Catalyzed Reductive Cyclization of β-Nitrostyrenes with Carbon Monoxide as the Reductant

An efficient catalytic cyclization of β-nitrostyrenes to indoles was developed. The reaction was applied to the synthesis of 3-arylindoles and 2-alkylindoles. Given that in the latter case the starting β-nitrostyrenes can be easily obtained by a Henry reaction, the present method allows indoles to be obtained in a two-step sequence starting from cheap reactants.

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.

PROTEASOME ACTIVITY ENHANCING COMPOUNDS

The present invention is directed to compounds having the Formula (I), (II), (III), (IV), and (V), compositions thereof, the methods of synthesis of the compouds of interest, and to methods for the treatment of a condition associated with a dysfunction in proteostasis, such as cancer, inflammatory conditions, neurodegeneration, metabolic conditions, comprising administering an effective amount of a compound of the invention.

Aromatic enamide/ene metathesis toward substituted indoles and its application to the synthesis of indomethacins

A. steric and electronic effect: on enamide/ene metathesis, a novel preparation of 2-substituted indoles and 3-substituted indoles using enamide-ene metathesis as a key reaction, and its application to the synthesis of indoniethacin are described. Wiley-VCH Verlag GmbH & Co. KGaA.

FUSED HETEROCYCLIC DERIVATIVE AND USE THEREOF

The present invention provides a fused heterocyclic derivative having a potent kinase inhibitory activity and use thereof. A compound represented by the formula (I): wherein each symbol is as defined in the specification, except a particular compound, or a salt thereof, and a pharmaceutical agent containing the compound or a prodrug thereof, which is a kinase (VEGFR, VEGFR2, PDGFR, Raf) inhibitor, an angiogenesis inhibitor, an agent for the prophylaxis or treatment of cancer, a cancer growth inhibitor or a cancer metastasis suppressor.

NOVEL HETEROARYL DERIVATIVE

A compound of the following formula (1), or its prodrug or pharmaceutically acceptable salt thereof, being useful as a diabetic medicine or preventive, or blood sugar regulator, or therapeutic agent for hyperlipemia, etc. wherein the ring Z is an optionally substituted heteroaryl, W4 is a single bond, lower alkylene, etc., Ar2 is an optionally substituted aryl, etc., W3 is a single bond, lower alkylene, etc., Ar1 is an optionally substituted arylene, etc., each of W1 and W2 is an optionally substituted lower alkylene, etc., and R1 is carboxyl, an alkoxycarbonyl.