18372-22-0

Basic information

• Product Name: Methyl indolyl-3-glyoxylate
• Synonyms: α-Oxo-1H-indole-3-acetic Acid Methyl Ester;1H-Indole-3-acetic acid, α-oxo-, Methyl ester;Methyl 2-(indol-3-yl)-2-oxoacetate;Methyl Indol-3-Glyoxylate;Methyl 3-indoleglyoxylate 98%;(1H-Indol-3-yl)-oxo-acetic acid methyl ester;2-(1H-indol-3-yl)-2-keto-acetic acid methyl ester;2-(1H-indol-3-yl)-2-oxoacetic acid methyl ester
• CAS NO: 18372-22-0
• Molecular Formula: C₁₁H₉NO₃
• Molecular Weight: 203.19
• Product Categories: Indole;Indole Derivatives;Building Blocks;Heterocyclic Building Blocks;Indoles
• Mol File: 18372-22-0.mol
• Article Data: 41

Chemical Properties

• Melting Point: 227-230 °C(lit.)
• Boiling Point: 383.2 °C at 760 mmHg
• Flash Point: 185.6 °C
• Appearance: /Solid
• Density: 1.324 g/cm³
• Vapor Pressure: 4.46E-06mmHg at 25°C
• Refractive Index: 1.635
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Acetone, Methanol
• PKA: 14.54±0.30(Predicted)
• Stability: Temperature Sensitive
• CAS DataBase Reference: Methyl indolyl-3-glyoxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl indolyl-3-glyoxylate(18372-22-0)
• EPA Substance Registry System: Methyl indolyl-3-glyoxylate(18372-22-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 18372-22-0(Hazardous Substances Data)

Usage

Chemical Properties

Pale Yellow Fine Powder

Uses

Different sources of media describe the Uses of 18372-22-0 differently. You can refer to the following data:
1. Reactant for preparation of sotrastaurin analogs as protein kinase inhibitors 1 Reactant for synthesis of GSK-3 inhibitors 2 Reactant for Diels-Alder cycloaddition 3 Reactant for preparation of a Janus kinase 3 inhibitor 4 Reactant for synthesis of cephalandole alkaloids 5 Reactant for stereoselective preparation of COX-2 inhibitor as anticancer agent 6 Reactant for synthesis of cycloalkene indole carbazole alkaloids via ring-closing metathesis.
2. Methyl Indolyl-3-glyoxylate (cas# 18372-22-0) is a compound useful in organic synthesis.

InChI:InChI=1/C11H9NO3/c1-15-11(14)10(13)8-6-12-9-5-3-2-4-7(8)9/h2-6,12H,1H3

Upstream product

• 5781-53-3 monomethyl oxalyl chloride 
• 120-72-9 indole 
• 67-56-1 methanol 
• 1477-49-2 3-indolylglyoxylic acid 
• 22980-09-2 indolyl-3-glyoxylyl chloride 
• 124-41-4 sodium methylate 
• 527-31-1 hexaketocyclohexane 
• 79-37-8 oxalyl dichloride 
• 18107-18-1 diazomethyl-trimethyl-silane 

Downstream Products

• 151490-40-3 methyl 2-(1-methyl-1H-indol-3-yl)-2-oxoacetate 
• 5548-10-7 indole-3-glyoxylamide 
• 119139-23-0 3,4-bis(3-indolyl)-1H-pyrrole-2,5-dione 
• 133052-90-1 bisindolylmaleimide I 
• 203719-61-3 3-[1-(3-O'-triphenylmethylpropyl)-3-indolyl]-4-(3-indolyl)-1H-pyrrole-2,5-dione 
• 220407-35-2 3-(1H-indol-3-yl)-4-(1-trityl-1H-imidazol-4-yl)-pyrrole-2,5-dione 
• 29095-44-1 2-(1H-indol-3-yl)-N,N-dimethyl-2-oxoacetamide 
• 244086-64-4 isodidemnimide A 
• 113975-75-0 methyl indol-3-ylglyoxylate oxime 
• 203719-73-7 4-[1-(2-{3-hydroxy-1-[(triphenylmethoxy)methyl]propoxy}ethyl)indol-3-yl]-3-(indol-3-yl)-3-pyrroline-2,5-dione 
• 864463-35-4 3-(indol-3-yl)-4-(N-ethylanilino)maleimide 
• 1154742-60-5 C₁₁H₉NO₄ 
• 1314582-41-6 1-cyclohexyl-3-cyano-4-oxo-4,5-dihydro-1H-benzo[h]pyrrolo[2,3-c][2,6]naphthyridine 
• 280744-09-4 SB-216763 

Relevant articles and documents

Design, synthesis and evaluation of novel (S)-tryptamine derivatives containing an allyl group and an aryl sulfonamide unit as anticancer agents

A series of (S)-tryptamine derivatives containing an allyl group and an aryl sulfonamide unit were designed, synthesized and evaluated for their potential application as anticancer agents. The structures of the synthesized compounds were characterized by 1H NMR, 13C NMR and ESI-MS spectral analyses. The target compounds were evaluated for their in vitro cytotoxicity against HepG2, HeLa, CNE1 and A549 human cancer cell lines. Some of the synthesized compounds showed moderate to good anticancer activities against four selected cancer cell lines, among of which 6ag was found to be the most active analogue possessing IC50 values 16.5–18.7 μM. Further mechanism studies revealed that compound 6ag could significantly induce HepG2 cell cycle arrest at G1 phase, promote cell apoptosis, and inhibit the colony formation as well.

Copper-catalyzed carbonylative transformations of indoles with hexaketocyclohexane

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