Methyl 3-indoleglyoxylate
Methyl 3-indoleglyoxylate (CAS: 18372-22-0, C11H9NO3) is a versatile organic compound with a molecular weight of 203.19 g/mol. It serves as a key building block in complex chemical synthesis, particularly within heterocyclic chemistry. This compound is primarily utilised as a reactant in the preparation of various biologically active molecules, including protein kinase inhibitors, Janus kinase inhibitors, and anti-cancer agents.
- IUPAC
- Methyl 2-(indol-3-yl)-2-oxoacetate
- Synonyms
- Methyl 2-(indol-3-yl)-2-oxoacetate
Preparation of Sotrastaurin Analogues
Methyl 3-indoleglyoxylate acts as a crucial reactant in the synthesis of sotrastaurin analogues. These compounds are investigated for their potential as protein kinase inhibitors, targeting various cellular signalling pathways.
Synthesis of GSK-3 Inhibitors
This indole derivative is employed as a reactant in the synthetic routes towards Glycogen Synthase Kinase 3 (GSK-3) inhibitors. Such inhibitors are of interest for their therapeutic potential in neurological disorders and other conditions.
Diels-Alder Cycloaddition Reactions
The compound participates as a reactant in Diels-Alder cycloaddition reactions. This fundamental organic transformation allows for the formation of cyclic compounds, expanding its utility in synthetic chemistry.
Janus Kinase 3 (JAK3) Inhibitor Synthesis
Methyl 3-indoleglyoxylate is used as a reactant in the preparation of inhibitors targeting Janus kinase 3. JAK3 is a therapeutic target for inflammatory and autoimmune diseases.
Synthesis of Cephalandole Alkaloids
The compound serves as a precursor in the synthesis of cephalandole alkaloids, a class of natural products with potential pharmacological activity.
Stereoselective COX-2 Inhibitor Synthesis
It functions as a reactant in the stereoselective preparation of cycloalkene indole carbazole alkaloids, which can be further developed into COX-2 inhibitors for anticancer applications.
| Molecular weight | 203.19 |
|---|---|
| Empirical formula | C11H9NO3 |
| Assay | 98% |
| Application | • Reactant for preparation of sotrastaurin analogs as protein kinase inhibitors1• Reactant for synthesis of GSK-3 inhibitors2• Reactant for Diels-Alder cycloaddition3• Reactant for preparation of a Janus kinase 3 inhibitor4• Reactant for synthesis of cephalandole alkaloids5• Reactant for stereoselective preparation of COX-2 inhibitor as anticancer agent6• Reactant for synthesis of cycloalkene indole carbazole alkaloids via ring-closing metathesis7 |
| Melting point | 227-230 °C(lit.) |
Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-36 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is Methyl 3-indoleglyoxylate used for?
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Methyl 3-indoleglyoxylate is primarily used as a reactant and building block in organic synthesis. It is employed in the preparation of various biologically active molecules, including protein kinase inhibitors, GSK-3 inhibitors, Janus kinase inhibitors, and in reactions such as Diels-Alder cycloadditions.
What is the CAS number and chemical formula for Methyl 3-indoleglyoxylate?
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The CAS number for Methyl 3-indoleglyoxylate is 18372-22-0, and its chemical formula is C11H9NO3.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies Methyl 3-indoleglyoxylate with an assay of 98%. TSS does not represent this product as USP, BP, EP, or any other pharmacopoeia grade.
How should Methyl 3-indoleglyoxylate be handled safely?
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Methyl 3-indoleglyoxylate is classified as a Warning substance (GHS07) and can cause skin irritation (H315), serious eye irritation (H319), and respiratory irritation (H335). When handling, it is essential to wear eye protection, gloves, and a dust mask (type N95 or equivalent). Ensure adequate ventilation in the work area.
Can Tech Serve Solutions export Methyl 3-indoleglyoxylate?
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Yes, Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals, including Methyl 3-indoleglyoxylate.
How can I request a sample or quote for Methyl 3-indoleglyoxylate?
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To request a sample or a quote for Methyl 3-indoleglyoxylate, please contact the Tech Serve Solutions sales department through our website or by phone.
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