209920-43-4

Basic information

• Product Name: 6-METHYLINDOLE-3-CARBOXYLIC ACID
• Synonyms: RARECHEM AL BE 1497;6-METHYLINDOLE-3-CARBOXYLIC ACID;6-METHYL-1H-INDOLE-3-CARBOXYLIC ACID;6-methyl-1h-indole-3-carbpxylic acid;6-Methyl-3-indolecarboxylicacid;6-Methyl-3-indole acid
• CAS NO: 209920-43-4
• Molecular Formula: C₁₀H₉NO₂
• Molecular Weight: 175.18
• Mol File: 209920-43-4.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 411.5 °C at 760 mmHg
• Flash Point: 202.7 °C
• Appearance: /
• Density: 1.34 g/cm³
• Vapor Pressure: 1.65E-07mmHg at 25°C
• Refractive Index: 1.696
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 6-METHYLINDOLE-3-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 6-METHYLINDOLE-3-CARBOXYLIC ACID(209920-43-4)
• EPA Substance Registry System: 6-METHYLINDOLE-3-CARBOXYLIC ACID(209920-43-4)

Safety Data

• Hazardous Substances Data: 209920-43-4(Hazardous Substances Data)

Usage

General Description

6-Methylindole-3-carboxylic acid is a specific type of organic compound that falls under the category of indolecarboxylic acids, which are derivatives of indole. Indole is a heterocyclic compound that occurs naturally in various plant species and is used in the production of various pharmaceuticals. The structure of this acid is characterized by a benzene ring fused to a pyrrole, featuring a carboxylic acid group and a methyl group attached to different carbon atoms in the indole ring. One of its key applications in scientific research is as an intermediate in the synthesis of various pharmaceutical compounds and biochemical reagents.

InChI:InChI=1/C10H9NO2/c1-6-2-3-7-8(10(12)13)5-11-9(7)4-6/h2-5,11H,1H3,(H,12,13)

Upstream product

• 3420-02-8 6-methylindole 
• 676476-82-7 2,2,2-trifluoro-1-(6-methyl-1H-indol-3-yl)-ethanone 

Downstream Products

• 858515-41-0 C₃₂H₄₁N₃O₅ 
• 1404531-58-3 6-methyl-1H-indole-3-carboxylic acid [4-(4-butyryl-5-methyl-pyrazol-1-yl)phenyl]amide 
• 1404531-64-1 5-chloro-6-methyl-1H-indole-3-carboxylic acid [4-(4-butyryl-5-methyl-pyrazol-1-yl)phenyl]amide 
• 1404532-41-7 5-bromo-6-methyl-1H-indole-3-carboxylic acid [4-(4-butyryl-5-methyl-pyrazol-1-yl)phenyl]amide 
• 1404531-63-0 1-acetyl-6-methyl-1H-indole-3-carboxylic acid [4-(4-butyryl-5-methyl-pyrazol-1-yl)phenyl]amide 
• 1404535-92-7 [4-(4-butyryl-5-methyl-pyrazol-1-yl)phenyl]-5-chloro-6-methyl-1-[2-(4-methyl-piperazin-1-yl)-2-oxoethyl]-1H-indole-3-carboxamide hydrochloride 
• 1404535-85-8 [4-(4-butyryl-5-methyl-pyrazol-1-yl)phenyl]-5-bromo-6-methyl-1-[2-(4-methylpiperazin-1-yl)-2-oxoethyl]-1H-indole-3-carboxamide hydrochloride 
• 1404532-88-2 {3-[4-(4-butyryl-5-methylpyrazol-1-yl)phenylcarbamoyl]-6-methyl-indol-1-yl}acetic acid 
• 1404532-80-4 sodium {3-[4-(4-butyryl-5-methyl-pyrazol-1-yl)phenylcarbamoyl]-5-chloro-6-methyl-indol-1-yl}acetate 
• 1404532-50-8 {3-[4-(4-butyryl-5-methyl-pyrazol-1-yl)phenylcarbamoyl]-6-methyl-indol-1-yl}acetic acid methyl ester 
• 1404532-55-3 {3-[4-(4-butyryl-5-methyl-pyrazol-1-yl)phenylcarbamoyl]-5-chloro-6-methyl-indol-1-yl}acetic acid methyl ester 
• 1404532-53-1 {3-[4-(4-butyryl-5-methyl-pyrazol-1-yl)phenylcarbamoyl]-5-bromo-6-methyl-indol-1-yl}acetic acid methyl ester 

Relevant articles and documents

N -[6-(4-Butanoyl-5-methyl-1 H -pyrazol-1-yl)pyridazin-3-yl]-5-chloro-1-[2-(4-methylpiperazin-1-yl)-2-oxoethyl]-1 H -indole-3-carboxamide (SAR216471), a Novel Intravenous and Oral, Reversible, and Directly Acting P2Y12 Antagonist

In the search of a potential backup for clopidogrel, we have initiated a HTS campaign designed to identify novel reversible P2Y12 antagonists. Starting from a hit with low micromolar binding activity, we report here the main steps of the optimization process leading to the identification of the preclinical candidate SAR216471. It is a potent, highly selective, and reversible P2Y12 receptor antagonist and by far the most potent inhibitor of ADP-induced platelet aggregation among the P2Y12 antagonists described in the literature. SAR216471 displays potent in vivo antiplatelet and antithrombotic activities and has the potential to differentiate from other antiplatelet agents.

NOVEL INDOL CARBOXYLIC ACID BISPYRIDYL CARBOXAMIDE DERIVATIVES, PHARMACEUTICALLY ACCEPTABLE SALT THEREOF, PREPARATION METHOD AND COMPOSITION CONTAINING THE SAME AS AN ACTIVE INGREDIENT

Disclosed herein are a new indole carboxylic acid bispyridyl carboxamide derivative, a preparation method thereof, and a composition for prevention or treatment of obesity, urinary disorders, and CNS disorders, containing the same as an active ingredient. Because the indole carboxylic acid bispyridyl carboxamide derivatives according to the present invention have high affinity for 5-HT2c receptors, act selectively on the 5-HT2c receptors, the derivatives rarely have adverse effects caused by other receptors. Because the derivatives effectively inhibit serotonin activity, they may be useful for treatment or prevention of obesity; urinary disorders such as urinary incontinence, premature ejaculation, erectile dysfunction, and prostatic hyperplasia; CNS disorders such as depression, anxiety, concern, panic disorder, epilepsy, obsessive-compulsive disorder, migraine, sleep disorder, withdrawal from drug abuse, Alzheimer's disease, and schizophrenia, associated with 5-HT2c receptors.

Synthesis and structure-activity relationship of 1H-indole-3-carboxylic acid pyridine-3-ylamides: A novel series of 5-HT2C receptor antagonists

A novel series of 1H-indole-3-carboxylic acid pyridine-3-ylamides were synthesized and identified to show high affinity and selectivity for 5-HT2C receptor. Among them, 1H-indole-3-carboxylic acid[6-(2-chloro-pyridin-3-yloxy)-pyridin-3-yl]-amide (15k) exhibits the highest affinity (IC50 = 0.5 nM) with an excellent selectivity (>2000 times) over other serotonin (5-HT1A, 5-HT2A, and 5-HT6) and dopamine (D2-D4) receptors.