17897-50-6

Basic information

• Product Name: 4-methoxy-2-methyl-1H-indole
• Synonyms: 4-methoxy-2-methyl-1H-indole;4-Methoxy-2-methylindole
• CAS NO: 17897-50-6
• Molecular Formula: C₁₀H₁₁NO
• Molecular Weight: 161.2
• Mol File: 17897-50-6.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 308.501 °C at 760 mmHg
• Flash Point: 113.125 °C
• Appearance: /
• Density: 1.134 g/cm³
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: 4-methoxy-2-methyl-1H-indole(CAS DataBase Reference)
• NIST Chemistry Reference: 4-methoxy-2-methyl-1H-indole(17897-50-6)
• EPA Substance Registry System: 4-methoxy-2-methyl-1H-indole(17897-50-6)

Safety Data

• Hazardous Substances Data: 17897-50-6(Hazardous Substances Data)

Usage

Description

4-Methoxy-2-methyl-1H-indole is an organic compound belonging to the indole family, characterized by a fused pyrrole and benzene ring structure. It features a methoxy group at the 4th position and a methyl group at the 2nd position, which can influence its chemical properties and potential applications.

Uses

Used in Pharmaceutical Industry:
4-Methoxy-2-methyl-1H-indole is used as a chemical intermediate for the synthesis of various pharmaceutical compounds. Its unique structure allows it to be a key component in the development of new drugs targeting specific biological pathways.
Used in Biochemical Research:
In the field of biochemical research, 4-methoxy-2-methyl-1H-indole serves as a valuable tool for studying the structure-activity relationship (SAR) of inhibitors targeting human nonpancreatic secretory phospholipase A2. This enzyme plays a crucial role in various physiological processes, and its inhibition can have therapeutic implications for treating inflammation and other related conditions.
Used in Chemical Synthesis:
4-Methoxy-2-methyl-1H-indole can be utilized as a starting material or building block in the synthesis of more complex organic molecules, such as natural products, pharmaceuticals, and other specialty chemicals. Its reactivity and functional groups make it a versatile compound for chemical modifications and transformations.

Upstream product

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• 164082-77-3 tert-butyl (3-methoxy-2-methylphenyl)carbamate 
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• 50868-74-1 acetic acid-(3-methoxy-2-methyl-anilide) 
• 4837-90-5 4-methoxy-1H-indole 
• 146564-00-3 1‐(benzenesulfonyl)‐4‐methoxy‐1H‐indole 
• 1093759-59-1 4-methoxyindole-1-carboxylic acid tert-butyl ester 

Downstream Products

• 185298-21-9 4-Methoxy-2-methyl-1-(2-methyl-benzyl)-1H-indole 
• 172732-99-9 1-[(4-fluorophenyl)methyl]-4-methoxy-2-methyl-1H-indole 
• 1026657-11-3 1-(2-Chloro-benzyl)-4-methoxy-2-methyl-1H-indole 
• 164083-29-8 4-methoxy-2-methyl-1-(phenylmethyl)-1H-indole-3-acetic acid hydrazide 
• 164083-28-7 4-methoxy-2-methyl-1-(phenylmethyl)-1H-indole-3-acetic acid ethyl ester 
• 185063-74-5 [1-(3-Chloro-benzyl)-4-methoxy-2-methyl-1H-indol-3-yl]-acetic acid hydrazide 
• 185063-93-8 [1-(3-Chloro-benzyl)-4-methoxy-2-methyl-1H-indol-3-yl]-acetic acid ethyl ester 
• 164083-56-1 1-([1,1'-biphenyl]-2-ylmethyl)-4-methoxy-2-methyl-1H-indole-3-acetic acid hydrazide 
• 164083-55-0 1-([1,1'-biphenyl]-2-ylmethyl)-4-methoxy-2-methyl-1H-indole-3-acetic acid ethyl ester 
• 164084-54-2 4-methoxy-2-methyl-1-(phenylmethyl)-1H-indole-3-acetamide 
• 185063-78-9 2-[1-(3-Chloro-benzyl)-4-methoxy-2-methyl-1H-indol-3-yl]-acetamide 
• 164083-57-2 1-([1,1'-biphenyl]-2-ylmethyl)-4-methoxy-2-methyl-1H-indole-3-acetamide 
• 172732-78-4 4-hydroxy-2-methyl-1-(phenylmethyl)-1H-indole 
• 172733-00-5 1-[(4-fluorophenyl)methyl]-4-hydroxy-2-methyl-1H-indole 

Relevant articles and documents

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.

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.

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.