4-Methylindole is an aromatic heterocyclic compound from the indole family, carrying a methyl group at position 4 of the fused benzene ring. In organic synthesis laboratories, this compound serves as a building block that provides a ready-made indole scaffold, sparing researchers the need to construct the fused pyrrole ring from scratch through long multi-step routes. The indole framework is one of the most frequently encountered motifs in alkaloids, bioactive compounds, and drug candidates, which makes substituted derivatives such as this one a high-value starting material for medicinal chemistry and natural product chemistry research groups.
What makes this compound a preferred choice is its substitution pattern, which is defined from the outset. The methyl group at C-4 locks one position on the benzene ring, allowing researchers to direct subsequent reactions toward other positions with better reproducibility. The pyrrole nitrogen and the electron-rich C-3 position remain available for alkylation, Friedel-Crafts acylation, Vilsmeier-Haack formylation, and Mannich reactions, so that a single starting material can branch into many derivatives. As a research-grade reagent from TCI, batch-to-batch consistency supports work in which the same synthetic route must be repeated over an extended period.
In Indonesian laboratories, this compound is typically used by university and institutional research groups working on organic synthesis, medicinal chemistry, and natural product chemistry. It is drawn upon when a team needs an indole core as the entry point to a target molecule, whether for the preparation of derivative libraries, the synthesis of reference compounds, or method development work. Its role is that of a starting material held in the chemical store and taken out as each synthetic campaign requires it.
- Heterocyclic building block synthesis — the ready-made indole scaffold removes the multi-step ring construction stage, so a research group can begin a synthetic route directly at the derivatisation step.
- Medicinal chemistry derivative libraries — because the indole motif recurs across bioactive compounds and drug candidates, a single substituted starting material can be elaborated into many structurally related analogues.
- Friedel-Crafts acylation studies — the electron-rich C-3 position remains open for acylation, making this a suitable substrate for examining reactivity and regiochemical outcome in indole systems.
- Vilsmeier-Haack formylation work — the compound offers a defined substrate for introducing a formyl group at the reactive indole position, generating aldehyde intermediates for onward transformation.
- Mannich reaction and alkylation chemistry — both the pyrrole nitrogen and C-3 are available for functionalisation, allowing one reagent to serve several different branching routes in a synthetic programme.
| Brand | TCI |
|---|---|
| CAS number | 16096-32-5 |
| Molecular formula | — |
| Purity | — |
| Category | Chemistry > Building Blocks > Heterocyclic Building Blocks |
| Pack sizes | available in research-scale laboratory pack sizes; please confirm currently listed options when ordering |
| Physical form | — |
| Storage | store according to the conditions stated on the manufacturer's label and safety data sheet |
- Product Code: M1745
Store this compound in its original tightly closed container, kept in a cool, dry, and well-ventilated chemical store away from direct sunlight, heat sources, and incompatible materials. Follow the storage temperature and any special conditions specified on the manufacturer's label and safety data sheet. Handle it inside a functioning fume hood, wearing a laboratory coat, chemical-resistant gloves, and eye protection. Transfer using clean, dry glassware or spatulas to avoid contamination between batches, close the container immediately after each use, and label any secondary containers clearly. Consult the safety data sheet before first use and dispose of residues and contaminated materials through the laboratory's chemical waste route.
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