Methyl 2-(1H-indol-3-yl)-2-oxoacetate - ≥97% , CAS No.18372-22-0

CAS: 18372-22-0 Cat. No.: M587800 Molecular Weight: 203.19 EC Number: 627-501-2

GRADE & PURITY ≥97%

Synonyms

CCG-12090 | Prestwick2_000520 | NCGC00016572-05 | Methyl 3-indoleglyoxylate | EU-0001423 | Methyl 1H-indol-3-yl(oxo)acetate # | 2-(1H-indol-3-yl)-2-oxoacetic acid methyl ester | SB15034 | Methyl 1H-indol-3-yl(oxo)acetate | FT-0628741 | Indole-3-glyoxylic

Storage

Store at 2-8°C,Desiccated

Shipped In

Wet ice

Overview

Product Application:

Reactant for preparation of sotrastaurin analogs as protein kinase inhibitors
Reactant for synthesis of GSK-3 inhibitors
Reactant for Diels-Alder cycloaddition
Reactant for preparation of a Janus kinase 3 inhibitor
Reactant for synthesis of cephalandole alkaloids
Reactant for stereoselective preparation of COX-2 inhibitor as anticancer agent
Reactant for synthesis of cycloalkene indole carbazole alkaloids via ring-closing metathesis

Specifications

Synonyms

CCG-12090 | Prestwick2_000520 | NCGC00016572-05 | Methyl 3-indoleglyoxylate | EU-0001423 | Methyl 1H-indol-3-yl(oxo)acetate # | 2-(1H-indol-3-yl)-2-oxoacetic acid methyl ester | SB15034 | Methyl 1H-indol-3-yl(oxo)acetate | FT-0628741 | Indole-3-glyoxylic

Specifications & Purity

≥97%

Storage

Store at 2-8°C, Desiccated

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥97%

Names and Identifiers

• Pubchem Sid: 504759394
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504759394
• Canonical Smiles: COC(=O)C(=O)C1=CNC2=CC=CC=C21
• IUPAC Name: methyl 2-(1H-indol-3-yl)-2-oxoacetate
• InChIKey: VFIJGAWYVXDYLK-UHFFFAOYSA-N
• INCHI: 1S/C11H9NO3/c1-15-11(14)10(13)8-6-12-9-5-3-2-4-7(8)9/h2-6,12H,1H3
• Isomeric SMILES: COC(=O)C(=O)C1=CNC2=CC=CC=C21
• WGK Germany: 3
• Molecular Weight: 203.19
• Reaxy-Rn: 169530
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=169530&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Indoles and derivatives
      • Subclass Indolyl carboxylic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Indoles and derivatives
• Subclass: Indolyl carboxylic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Indole-3-acetic acid derivatives
• Alternative Parents: Indoles Aryl ketones Substituted pyrroles Benzenoids Alpha-keto acids and derivatives Vinylogous amides Methyl esters Heteroaromatic compounds Monocarboxylic acids and derivatives Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Indole-3-acetic acid derivative - Indole - Aryl ketone - Alpha-keto acid - Keto acid - Substituted pyrrole - Benzenoid - Pyrrole - Methyl ester - Heteroaromatic compound - Vinylogous amide - Ketone - Carboxylic acid ester - Monocarboxylic acid or derivatives - Azacycle - Carboxylic acid derivative - Hydrocarbon derivative - Organic nitrogen compound - Organooxygen compound - Organonitrogen compound - Organic oxide - Organopnictogen compound - Organic oxygen compound - Carbonyl group - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as indole-3-acetic acid derivatives. These are compounds containing an acetic acid (or a derivative) linked to the C3 carbon atom of an indole.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Melt Point(°C): 227-230°C
• Molecular Weight: 203.190 g/mol
• XLogP3: 2.500
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 203.058 Da
• Monoisotopic Mass: 203.058 Da
• Topological Polar Surface Area: 59.200 Ų
• Heavy Atom Count: 15
• Formal Charge: 0
• Complexity: 277.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1