1-Methylisatin
1-Methylisatin (CAS 2058-74-4), with the molecular formula C9H7NO2 and a molecular weight of 161.16 g/mol, is a valuable organic compound. It serves as a key reactant in stereoselective and regioselective syntheses, particularly for complex heterocyclic structures like spirocyclic compounds and oxindoles. Its applications extend to the development of potential antibacterial agents through the preparation of Schiff base hydrazides. This compound is a vital building block in organic synthesis and cell biology research.
- IUPAC
- N-Methylindoline-2,3-dione,NSC 42449
Synthesis of Spirobicyclic and Spirotricyclic Pyrazolidinones
1-Methylisatin is employed as a reactant for the stereoselective preparation of spirobicyclic and bis-spirotricyclic pyrazolidinones, contributing to the synthesis of complex molecular architectures.
Preparation of Spirocyclic Oxindole-Butenolides
This compound acts as a precursor in the regioselective synthesis of spirocyclic oxindole-butenolides, demonstrating its utility in creating fused ring systems.
Synthesis of Spiro-Oxindoles
1-Methylisatin is a key building block utilised in the synthesis of various spiro-oxindole derivatives, a class of compounds with significant interest in medicinal chemistry.
Development of Antibacterial Agents
It is used as a reactant in the preparation of pyridinecarboxylic acid [(oxo)indolylidene)hydrazide derivatives, which have shown potential as antibacterial agents.
Stereoselective Hydroxyloxindole Synthesis
1-Methylisatin participates in the Morita-Baylis-Hillman reaction for the stereoselective preparation of hydroxyloxindoles.
| Molecular weight | 161.16 |
|---|---|
| Empirical formula | C9H7NO2 |
| Assay | 97% |
| Application | • Reactant for stereoselective preparation of spirobicyclic and bis-spirotricyclic pyrazolidinones1• Reactant for regioselective preparation of spirocyclic oxindole-butenolides2• Reactant for synthesis of spiro-oxindoles3• Reactant for preparation of unsymmetrical oxindoles4• Reactant for stereoselective preparation of hydroxyloxindoles via Morita-Baylis-Hillman reaction4• Reactant for preparation of pyridinecarboxylic acid [(oxo)indolylidene)hydrazide derivatives (Schiff base hydrazides) as antibacterial agents5 |
| Melting point | 130-133 °C(lit.) |
Hazard statements
- H301Toxic if swallowed
- H315Causes skin irritation
- H318Causes serious eye damage
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P280Wear protective gloves, clothing and eye/face protection
- P301IF SWALLOWED
- P305IF IN EYES
| Protective equipment | Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges |
|---|---|
| Transport (UN / ADR) | UN 2811 6.1 / PGIII |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | T |
| Risk statements (R) | 25-37/38-41 |
| Safety statements (S) | 26-39-45 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
| Gene Information | human ... CASP3(836) |
|---|
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 1-Methylisatin used for?
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1-Methylisatin is used as a reactant in stereoselective and regioselective syntheses of spirocyclic compounds, oxindoles, and potential antibacterial agents. It is also used in cell biology and chemical synthesis research.
What are the CAS number and molecular formula of 1-Methylisatin?
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The CAS number for 1-Methylisatin is 2058-74-4, and its molecular formula is C9H7NO2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies 1-Methylisatin with a purity of 97% (assay). This is typically considered a research or technical grade, and TSS does not represent it as USP, BP, or EP.
What are the safety considerations when handling 1-Methylisatin?
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1-Methylisatin is a dangerous substance, labelled with GHS05 and GHS06 symbols, and carries the signal word 'Danger'. It has hazard statements H301 (Toxic if swallowed), H315 (Causes skin irritation), H318 (Causes serious eye damage), and H335 (May cause respiratory irritation). Appropriate personal protective equipment, including eyeshields, face shields, gloves, and P2 respirator cartridges, must be used. Handle in a well-ventilated area and avoid breathing dust.
How is 1-Methylisatin packed and shipped?
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1-Methylisatin is packed and shipped according to UN 2811, Hazard Class 6.1, Packing Group III regulations, ensuring safe transportation and export.
How can I request a sample or quote for 1-Methylisatin?
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To request a sample or a quote for 1-Methylisatin, please contact the Tech Serve Solutions sales team through the website or by phone. Provide your specific requirements and contact information.
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