TCI M1271 with CAS number 4382-54-1 is 5-Methoxyindole-2-carboxylic Acid, a heterocyclic building block that carries a carboxylic acid group at position 2 of the indole ring and a methoxy group at position 5. The compound is one of the classic intermediates in medicinal chemistry, because the indole-2-carboxylate framework is frequently encountered in biologically active compounds and drug candidates. In the organic synthesis laboratory, this material serves as a starting point for constructing amides, esters, hydrazides, and a wide range of other derivatives through coupling reactions that are well established and easily reproducible.
The advantage of this compound lies in its carboxylic acid group, which is very readily activated using common peptide coupling reagents such as carbodiimides, allowing researchers to assemble amide libraries quickly and systematically. The position of the carboxyl group directly adjacent to the nitrogen atom of the pyrrole ring creates a distinctive geometric pattern that is often exploited to direct interactions with the active site of a target protein. The methoxy group is electron donating and helps regulate the electron density of the aromatic system, influencing solubility, spectroscopic behaviour, and the metabolic profile of the resulting compound.
In Indonesian laboratories, this building block is typically used in university research groups and industrial R&D units working on organic synthesis and medicinal chemistry. It fits routine bench-scale work where a reliable indole scaffold is needed as the entry point for a derivatisation sequence, and where reproducible coupling chemistry matters more than exotic reagents. Supplied by AMI Scientific as part of the TCI catalogue, it supports both teaching-linked research work and structured compound development programmes.
- Amide library synthesis: the carboxylic acid is readily activated with carbodiimide-type peptide coupling reagents, so researchers can prepare series of amide derivatives quickly and systematically from a single common intermediate.
- Medicinal chemistry intermediate work: the indole-2-carboxylate framework appears repeatedly in biologically active compounds and drug candidates, making this material a logical entry point for building candidate structures.
- Ester and hydrazide preparation: the position-2 carboxyl group undergoes established esterification and hydrazide-forming reactions, giving a straightforward route to derivatives that are easy to reproduce between runs.
- Structure-activity relationship studies: the electron-donating methoxy group at position 5 modulates aromatic electron density, so chemists can study how that substitution changes solubility, spectroscopic behaviour, and metabolic profile.
- Targeted scaffold design: the carboxyl group sits directly beside the pyrrole ring nitrogen, producing a characteristic geometry that is often used to orient interactions with the active site of a target protein.
| Brand | TCI (Tokyo Chemical Industry), catalogue number M1271 |
|---|---|
| CAS number | 4382-54-1 |
| Molecular formula | — |
| Purity | — |
| Category | Chemistry > Building Blocks > Heterocyclic Building Blocks |
| Pack sizes | supplied in the standard TCI catalogue pack sizes for this item; please confirm the available size when ordering |
| Physical form | — |
| Storage | keep in the original closed container under the conditions stated on the manufacturer label and Safety Data Sheet |
- Chemical name: 5-Methoxyindole-2-carboxylic Acid
Store the container tightly closed in a cool, dry, well-ventilated area away from direct sunlight, moisture, and incompatible materials, following the conditions stated on the manufacturer label and Safety Data Sheet. Keep the material in its original supplier container, or in a clean, clearly labelled, chemically compatible container if transfer is necessary. Handle in a fume hood using standard personal protective equipment, including safety glasses, gloves, and a laboratory coat. Avoid generating dust during weighing, close the container immediately after use, and consult the Safety Data Sheet before first handling and before disposal.
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