Description

Methyl 3-indoleglyoxylate (CAS No. 18372-22-0) is a high-purity organic compound with the molecular formula C₁₁H₉NO₃, widely utilized in pharmaceutical and biochemical research. This compound, also known as methyl 2-(1H-indol-3-yl)-2-oxoacetate, features an indole core functionalized with a glyoxylate ester group, making it a versatile intermediate in synthetic chemistry. Its precise structure and reactivity are critical for applications in heterocyclic synthesis, medicinal chemistry, and the development of novel bioactive molecules. Each batch undergoes rigorous quality control, including HPLC and NMR analysis, to ensure ≥98% purity, meeting the stringent requirements of research laboratories and industrial applications. Available in quantities ranging from milligrams to kilograms, it is supplied in secure, light-resistant packaging to maintain stability.

Properties

• CAS Number: 18372-22-0
• Complexity: 277
• IUPAC Name: methyl 2-(1H-indol-3-yl)-2-oxo-acetate
• InChI: InChI=1S/C11H9NO3/c1-15-11(14)10(13)8-6-12-9-5-3-2-4-7(8)9/h2-6,12H,1H3
• InChI Key: VFIJGAWYVXDYLK-UHFFFAOYSA-N
• Exact Mass: 203.058243149
• Molecular Formula: C11H9NO3
• Molecular Weight: 203.19
• SMILES: COC(=O)C(=O)C1=CNC2=CC=CC=C21
• Topological: 59.2
• Monoisotopic Mass: 203.058243149
• Synonyms: 18372-22-0, Methyl 3-indoleglyoxylate, DTXSID60343309, DTXCID80294389, 627-501-2, methyl 2-(1H-indol-3-yl)-2-oxoacetate, Methyl indolyl-3-glyoxylate, Methyl 1H-indol-3-yl(oxo)acetate, MFCD00047173, Indole-3-glyoxylic acid methyl ester, Methyl 2-(3-Indolyl)-2-oxoacetate, methyl 3-indolylglyoxylate, CBMicro_025140, Methyl indoyl-3-glyoxylate, (1H-Indol-3-yl)-oxo-acetic acid methyl ester, methyl 3- indolylglyoxylate, 2-(1H-indol-3-yl)-2-oxoacetic acid methyl ester, SCHEMBL729076, indole-3-glyoxylic methyl ester, Methyl 3-indoleglyoxylate, 98%, methyl (1H-indol-3-yl)glyoxalate, methyl 2-indol-3-yl-2-oxoacetate, ALBB-014239, CS-B0429, CCG-12090, Methyl 1H-indol-3-yl(oxo)acetate #, 3-indole glyoxylic acid, methyl ester, AKOS000583135, Indole-3-glyoxylic acid, methyl ester, AC-2263, DS-1920, FM25516, FS-3520, SB15034, methyl2-(1H-indol-3-yl)-2-oxoacetate, SY058558, BIM-0025047.P001, EU-0001423, M3254, ST45004779, A812812, SR-01000399285, 1H-indole-3-acetic acid, alpha-oxo-, methyl ester, SR-01000399285-1, methyl 2-(1H-indol-3-yl)-2-oxidanylidene-ethanoate, Methyl (indol-3-yl)oxoacetate;?-Oxo-1H-indole-3-acetic acid methyl ester

Application

Methyl 3-indoleglyoxylate serves as a key building block in the synthesis of indole-derived pharmaceuticals and agrochemicals. It is particularly valuable in the preparation of tryptophan analogs and other heterocyclic compounds with potential biological activity. Researchers leverage its reactivity in multicomponent reactions and as a precursor for fluorescent probes. Its ester moiety allows for further functionalization, enabling the development of targeted molecular libraries for drug discovery.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)
• STOT SE 3 (100%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.