21898-59-9

Basic information

• Product Name: 1-METHYL-PYRROLE-2-ACETIC ACID
• Synonyms: Einecs 244-645-8;(1-Methyl-1H-pyrrol-2-yl)-acetic acid;(1-Methyl-1H-pyrrol-2-yl)acetatic acid;1-Methylpyrrole-2-acetic acid, >=98%;1-METHYL-PYRROLE-2-ACETIC ACID;1-methyl-1H-pyrrole-2-acetic acid;2-(1-Methyl-1H-pyrrol-2-yl)acetic acid
• CAS NO: 21898-59-9
• Molecular Formula: C₇H₉NO₂
• Molecular Weight: 139.15
• EINECS: 244-645-8
• Mol File: 21898-59-9.mol

Chemical Properties

• Melting Point: 113 °C
• Boiling Point: 282.9°Cat760mmHg
• Flash Point: 124.9°C
• Appearance: /
• Density: 1.14g/cm³
• Vapor Pressure: 0.00154mmHg at 25°C
• Refractive Index: 1.535
• Storage Temp.: 2-8°C
• PKA: 4.48±0.10(Predicted)
• CAS DataBase Reference: 1-METHYL-PYRROLE-2-ACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 1-METHYL-PYRROLE-2-ACETIC ACID(21898-59-9)
• EPA Substance Registry System: 1-METHYL-PYRROLE-2-ACETIC ACID(21898-59-9)

Safety Data

• Hazardous Substances Data: 21898-59-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1-METHYL-PYRROLE-2-ACETIC ACID is used as a key building block for the synthesis of various pharmaceuticals, contributing to the development of new drugs for the treatment of different diseases.
Used in Agrochemical Industry:
1-METHYL-PYRROLE-2-ACETIC ACID is utilized as a precursor in the production of agrochemicals, aiding in the creation of substances that can protect crops from pests and diseases.
Used in Cancer Treatment Research:
1-METHYL-PYRROLE-2-ACETIC ACID is studied for its potential use in the treatment of cancer, as it may have properties that can target and combat cancer cells.
Used in Inflammatory Disorder Treatment Research:
1-METHYL-PYRROLE-2-ACETIC ACID is also being investigated for its potential role in treating inflammatory disorders, suggesting it may have anti-inflammatory properties.
Used in Antimicrobial Applications:
1-METHYL-PYRROLE-2-ACETIC ACID has been explored for its antimicrobial properties, indicating its potential use in combating bacterial infections.
Used in Antifungal Applications:
1-METHYL-PYRROLE-2-ACETIC ACID has also been investigated for its antifungal properties, showing promise in the fight against fungal infections.
Overall, 1-METHYL-PYRROLE-2-ACETIC ACID is a multifaceted chemical with broad applications across different industries, underscoring its importance in the development of new therapeutic agents and protective chemicals.

InChI:InChI=1/C7H9NO2/c1-8-4-2-3-6(8)5-7(9)10/h2-4H,5H2,1H3,(H,9,10)

Upstream product

• 96-54-8 N-Methylpyrrole 
• 623-73-4 diazoacetic acid ethyl ester 
• 24437-41-0 1-methyl-2-pyrroleacetonitrile 
• 21898-43-1 2-(1-methyl-1H-pyrrol-2-yl)-2-oxoacetic acid 
• 74-85-1 ethene 
• 51856-79-2 N-methyl-2-(methoxycarbonylmethyl)pyrrole 
• 71290-64-7 1-methyl-2-(2',2',2'-trichloro-1'-hydroxyethyl)pyrrole 
• 70065-84-8 1-Acetoxymethylthio-1-methylthio-2-(1-methyl-2-pyrrolyl)-ethylene 
• 70065-83-7 1-Methylsulfinyl-1-methylthio-2-(1-methyl-2-pyrrolyl)-ethylene 
• 1192-58-1 N-methylpyrrole aldehyde 
• 56139-76-5 2-(N,N-dimethylaminomethyl)-1-methylpyrrole 
• 70065-85-9 N,N-Dimethyl-(1-methyl-2-pyrrolyl)-thioacetamide 
• 49669-45-6 ethyl (1-methyl-1H-pyrrol-2-yl)acetate 

Downstream Products

• 92454-06-3 N-methylpyrrol-2-(1-benzyl)acetic acid 
• 676486-43-4 1-methyl-4,6-dihydrocyclopenta[b]pyrrol-5-one 
• 158144-17-3 (1-methyl-pyrrol-2-yl)acetic acid hydrazide 
• 51856-79-2 N-methyl-2-(methoxycarbonylmethyl)pyrrole 
• 33369-52-7 methyl 1-Methyl-5-(4-methylbenzoyl)-1H-pyrrole-2-acetate 
• 26171-23-3 1-methyl-5-(p-toluoyl)pyrrole-2-acetic acid 

Relevant articles and documents

NOVEL MACROCYCLIC DERIVATIVES, PROCESS FOR PREPARING SAME AND PHARMACEUTICAL COMPOSITIONS CONTAINING SAME

Compound of formula (I): wherein A1, A2, Ra, Rb, Rc, Rd, R3, R4, X, Y and G are as defined in the description, and their use in the manufacture of medicaments.

An enantioselective synthesis of α-alkylated pyrroles: Via cooperative isothiourea/palladium catalysis

Herein we describe the direct enantioselective Lewis base/Pd catalysed α-allylation of pyrrole acetic acid esters. This provides high isolated yields of highly enantioenriched products and exhibits broad reaction scope with respect to both reaction partners. The products can be readily elaborated in a manner which points towards potential applications in target directed synthesis.

Synthesis, antimicrobial, and anti-inflammatory activities of acetamido pyrrolyl azoles

The acetamido pyrrolyl oxazoles/thiazoles/imidazoles were prepared and tested for their antimicrobial and anti-inflammatory activities. The nitro substituted acetamido pyrrolyl thiazole (11f) and pyrrolyl imidazole (12f) exhibited promising antibacterial activity against K. pneumoniae. The compound 12f showed good antifungal activity against P. chrysogenum. The methoxy acetamido pyrrolyl oxazole (10c) displayed potential anti-inflammatory activity.

Synthesis and process optimization of amtolmetin: An antiinflammatory agent

Efforts toward the synthesis and process optimization of amtolmetin guacil 1 are described. High-yielding electrophilic substitution followed by Wolf-Kishner reduction are the key features in the novel synthesis of tolmetin 2 which is an advanced intermediate of 1.

Friedel - Crafts acylation of pyrroles and indoles using 1,5-diazabicyclo[4.3.0]non-5-ene (DBN) as a nucleophilic catalyst

1,5-Diazabicyclo[4.3.0]non-5-ene (DBN) has been shown to be an effective catalyst for the regioselective Friedel - Crafts C-acylation of pyrroles and indoles in high yields. A detailed mechanistic study implies that DBN is acting as a nucleophilic organocatalyst, with the X-ray crystal structure of a key N-acyl-amidine intermediate having been determined for the first time.

Rhodium(II) catalyzed intramolecular insertion of carbenoids derived from 2-pyrrolyl and 3-indolyl α-diazo-β-ketoesters and α-diazoketones

α-Diazo-β-ketoesters and α-diazoketones derived from 2-pyrrolylacetic, 2-pyrrolylpropionic, 3-indolylacetic and 3-indolylpropionic acids afforded carbenoid derived cyclization products on treatment with catalytic rhodium(II) acetate.

Triazolo(pyrrolo, thieno or furano)azepine derivatives

Antiallergic triazolo(pyrrolo, thieno or furano)azepines of formula STR1 the pharmaceutically acceptable addition salts and stereochemically isomeric forms thereof, wherein each of the dotted lines independently represents an optional bond; -E-G- is a bivalent radical of formula X represents O, S or NR3 ; R3 represents hydrogen, C1-6 alkyl or C1-4 alkylcarbonyl; -B=D- is a bivalent radical of formula L represents hydrogen; C1-6 alkyl; substituted C1-6 alkyl; C3-6 alkenyl; C3-6 alkenyl substituted with aryl; or, L represents a radical of formula -Alk-Y-Het1 (c-1), -Alk-NH--CO-Het2 (c-2) or -Alk-Het3 (c-3). Compositions comprising said compounds, processes of preparing the same and intermediates in the preparation thereof.

Process for preparing pyrrole-2-acetic acids

N-H and N-loweralkyl pyrrole-2-acetic acids are prepared by the reduction of 1-H and 1-loweralkyl-α-trichloromethylpyrrole-2-methanol with sodium dithionite (sodium hydrosulfite) in the presence of a base, MOH, wherein M is an alkali metal, an alkaline earth metal or tetraalkyl ammonium.

Preparation of pyrrole-2-acetic acid derivatives

Catalytic dehydrogenation of Δ-2,α-pyrrolidenemalonates and Δ-2,α-pyrrolidenemalononitriles yields pyrrole-2-acetates and pyrrole-2-acetonitriles, respectively. Subsequent hydrolysis of the latter affords pyrrole-2-acetic acids.