1912-48-7

Basic information

• Product Name: 1-METHYL-3-INDOLEACETIC ACID
• Synonyms: (1-METHYL-1H-INDOL-3-YL)ACETIC ACID;1-METHYL-3-INDOLEACETIC ACID;1-METHYLINDOLE-3-ACETIC ACID;2-(1-METHYL-1H-INDOL-3-YL)ACETIC ACID;IFLAB-BB F1920-0023;RARECHEM AH BS 0119;1-METHYL-3-INDOLEACETIC ACID 98%;1-METHYLINDOLE-3-ACETIC ACID 98% (HPLC)
• CAS NO: 1912-48-7
• Molecular Formula: C₁₁H₁₁NO₂
• Molecular Weight: 189.21
• Product Categories: Heterocyclic Compounds;Building Blocks;Heterocyclic Building Blocks;Indoles
• Mol File: 1912-48-7.mol
• Article Data: 20

Chemical Properties

• Melting Point: 126-128 °C(lit.)
• Boiling Point: 392 °C at 760 mmHg
• Flash Point: 190.9 °C
• Appearance: White to tan/Crystalline Powder
• Density: 1.2 g/cm³
• Vapor Pressure: 7.56E-07mmHg at 25°C
• Refractive Index: 1.598
• Storage Temp.: 2-8°C
• Solubility: Chloroform, Methanol
• PKA: 4.53±0.30(Predicted)
• CAS DataBase Reference: 1-METHYL-3-INDOLEACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 1-METHYL-3-INDOLEACETIC ACID(1912-48-7)
• EPA Substance Registry System: 1-METHYL-3-INDOLEACETIC ACID(1912-48-7)

Safety Data

• Hazard Codes: Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 1912-48-7(Hazardous Substances Data)

Usage

Chemical Properties

Light Brown Solid

Uses

Different sources of media describe the Uses of 1912-48-7 differently. You can refer to the following data:
1. 1-Methylindole-3-acetic Acid is a N-methylated derivative of Indole-3-acetic acid, a natural auxin, with plant growth regulating activity.
2. Reactant for enantioselective preparation of α-aryl alkylcarboxylic acidsReactant for preparation of PKC inhibitor methylindolylpyridinylmethylpiperidinylindolylpyrroledione for protein kinase C imagingReactant for stereoselective preparation of δ-lactones via Michael addition/lactonization with unsaturated carboxylatesReactant for stereoselective preparation of vindorosine, vindoline, and analogsReactant for preparation of (indolyl)pyrrol-2-ones as VEGF-R inhibitors, antiangiogenic agents, and protein kinase inhibitorsReactant for synthesis of 3-aryl-5-alkyl-2,5-dihydrofuran-2-ones and their carbanalogues as antifungal agents

General Description

1-Methyl-3-indoleacetic acid is an indole derivative. Direct and riboflavin- or Rose-Bengal-sensitized photo-oxidation of 1-methyl-3-indoleacetic acid in aqueous buffer (pH 5 or pH 8) containing 10% methanol has been studied.

InChI:InChI=1/C11H11NO2/c1-12-7-8(6-11(13)14)9-4-2-3-5-10(9)12/h2-5,7H,6H2,1H3,(H,13,14)

Upstream product

• 150114-41-3 1-methylindole-3-acetamide 
• 56999-62-3 ethyl 2-(1-methyl-1H-indol-3-yl)acetate 
• 87-51-4 indole-3-acetic acid 
• 74-88-4 methyl iodide 
• 126775-00-6 N-ethylindol-3-yl acetic acid-methyl ester 
• 1912-33-0 Indole-3-acetic acid methyl ester 
• 58665-00-2 (1-methyl-1H-indol-3-yl)acetic acid methyl ester 
• 58664-93-0 2-carboxy-1-methyl-3-indoleacetic acid 
• 618-40-6 1-Methyl-1-phenylhydrazine 
• 19012-02-3 N-methyl-3-acetylindole 
• 84670-23-5 1-Methyl-3-phenylcarbamoylmethyl-1H-indole-2-carboxylic acid 
• 60442-30-0 1,3-dioxo-9-methyl-1H,3H,4H,9H-indolo<2,3-c>pyran 
• 778-82-5 ethyl 3-indoleacetate 
• 623-73-4 diazoacetic acid ethyl ester 

Downstream Products

• 875-30-9 1,3-dimethylindole 
• 56999-26-9 N-benzyl-2-(1-methyl-1H-indol-3-yl)acetamide 
• 1598391-92-4 dimethyl (2R,3R)-2-(1-methyl-1H-indol-3-yl)-3-phenylpentanedioate 
• 1372996-75-2 C₁₇H₁₄N₂O₄ 
• 1380402-66-3 (3R,4R)-3-(1-methyl-1H-indol-3-yl)-4,6-diphenyl-1-tosyl-3,4-dihydropyridin-2(1H)-one 
• 1372996-90-1 (3S,4S)-3-(1-methyl-1H-indol-3-yl)-4,6-diphenyl-1-tosyl-3,4-dihydropyridin-2(1H)-one 
• 1350638-08-2 C₁₉H₁₇NO₃ 
• 1350638-09-3 C₂₉H₃₁NO₂ 
• 1350638-04-8 C₁₉H₁₆F₃NO₂ 
• 1350638-06-0 C₁₉H₁₆N₂O₂ 
• 1350638-10-6 C₁₉H₁₉NO₂ 
• 1350638-00-4 (1-methyl-2-p-tolyl-1H-indol-3-yl)acetic acid methyl ester 
• 1350638-05-9 C₂₁H₂₁NO₄ 
• 1350638-02-6 C₁₉H₁₉NO₃ 

Relevant articles and documents

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Thee-component, one-pot synthesis of hexahydroazepino[3,4-b]indole and tetrahydro-1H-pyrido[3,4-b]indole derivatives and evaluation of their cytotoxicity

A three-component, four-center Ugi reaction has been developed to produce a novel class of 2-aryl-3-oxo-hexahydroazepino[3,4-b]indole and 2-aryl-3-oxo-tetrahydro-1H-pyrido[3,4-b]indole derivatives in good to high yields. A few of them exhibit moderate cyt

Total Synthesis of Na-Methylsecodine

A short synthetic route to Na-methylsecodine is described involving a Friedel-Crafts acylation at the indole 2-position followed by a Wittig reaction to generate the acrylate moiety.

Cation Triggered Domino Aza-Piancatelli Rearrangement/Friedel-Crafts Alkylation of Indole-Tethered Furfuyl Alcohols to Access Cycloocta[ b]indole Core of Alkaloids

A domino approach to bridged cycloocta[b]indolone through a cascade of aza-Piancatelli rearrangement/Friedel-Crafts alkylation is developed. This transformation has been realized by reaction of an indole-tethered 2-furylcarbinol and substituted aniline in the presence of a Lewis acid to initiate aza-Piancatelli rearrangement followed by an in situ intramolecular Friedel-Crafts alkylation to access bridged tetracyclic frameworks in one pot.

Agent for Preventing or Ameliorating Hearing Impairment

It is to provide an agent for preventing or improving hearing loss, which comprises a low molecular compound which can be produced relatively easily and inexpensively as an active ingredient. One or more compounds selected from the group consisting of compounds represented by the following formulas (I0), (II), and (III) and a pharmaceutically acceptable salt of the compounds when R3 is OH are used as an agent for preventing or improving hearing loss.