3-(2-Aminoethyl)-N-Methyl-1H-Indole-5-Methanesulfonamide Lab Guide
3-(2-Aminoethyl)-N-Methyl-1H-Indole-5-Methanesulfonamide Lab Guide
3-(2-Aminoethyl)-n-methyl-1h-indole-5-methanesulfonamide is a structurally defined tryptamine-derived sulfonamide research reagent that serves as a valuable small-molecule tool in serotonergic receptor and indole-based pharmacological studies.
- Product SKU
- A187809
- Chemical Name
- 3-(2-Aminoethyl)-N-methyl-1H-indole-5-methanesulfonamide
- Compound Class
- Indole sulfonamide / tryptamine derivative
- Core Scaffold
- 1H-indole with 2-aminoethyl substituent at C-3 and methanesulfonamide at C-5
- Recommended Storage
- Store in a cool, dry place away from light; follow SDS guidelines
- Supplier
- Aladdin Scientific
Chemical Identity and Structural Overview
3-(2-Aminoethyl)-N-methyl-1H-indole-5-methanesulfonamide (Aladdin SKU: A187809) is a synthetic indole derivative belonging to the tryptamine family. Its molecular framework consists of a bicyclic 1H-indole core bearing a 2-aminoethyl side chain at the C-3 position—characteristic of tryptamine—and an N-methylmethanesulfonamide functional group appended at the C-5 position of the indole ring.
This sulfonamide motif confers increased polarity and aqueous solubility relative to unsubstituted tryptamines, while the primary amine of the aminoethyl chain provides a handle for further conjugation or salt formation. The combination of these functional groups makes the compound relevant to medicinal chemistry programs exploring indole-based pharmacophores, particularly those targeting biogenic amine receptors.
Researchers should consult the certificate of analysis (CoA) supplied with each lot for confirmed molecular weight, purity, and spectral data. All structural assignments should be verified by the end user against primary analytical data prior to use in publication-quality work.
Handling, Safety, and Storage Guidelines
As with all research-grade chemical reagents, appropriate personal protective equipment (PPE) must be worn when handling 3-(2-Aminoethyl)-N-methyl-1H-indole-5-methanesulfonamide. This includes chemical-resistant gloves, a laboratory coat, and eye protection. Operations generating dust or aerosols should be conducted inside a certified fume hood or biosafety cabinet.
The compound should be stored according to the conditions specified on the product Safety Data Sheet (SDS) and label—typically in a tightly sealed container in a cool, dry, well-ventilated area, protected from light and moisture. Avoid exposure to strong oxidizing agents, strong acids, and strong bases, which may react with the amine or sulfonamide functional groups.
Upon receipt, inspect the container for integrity and verify lot number and purity against the CoA. Aliquot stock solutions under inert atmosphere where practicable to minimize degradation. Dispose of waste material in compliance with local, regional, and national regulations governing chemical waste. Always consult the current SDS—available from Aladdin Scientific—before beginning any experimental work.
Solution Preparation and Solubility Considerations
Before preparing stock solutions, allow the sealed vial to equilibrate to room temperature to prevent condensation-related degradation. The compound's methanesulfonamide group and free primary amine suggest moderate aqueous solubility; solubility in polar aprotic solvents such as DMSO is generally expected for indole sulfonamide derivatives of this type. Researchers are advised to perform a small-scale solubility test in the intended solvent system before preparing large stock volumes.
For aqueous buffers, the free base form of the aminoethyl moiety may require pH adjustment to maintain solubility; acidic conditions (e.g., dilute HCl) can protonate the amine and improve dissolution. When using DMSO stocks, ensure the final assay concentration of DMSO does not exceed concentrations known to perturb the biological system under investigation (typically ≤0.1–1% v/v, but this should be validated experimentally).
Filter-sterilize solutions through a 0.2 µm membrane filter prior to cell-based assays. Prepare fresh solutions where possible, or store aliquots at −20 °C and protect from repeated freeze-thaw cycles. Confirm compound concentration by UV-Vis spectrophotometry using the characteristic indole chromophore absorption, cross-referenced against the molar extinction coefficient where established.
Research Applications and Pharmacological Context
The structural resemblance of 3-(2-Aminoethyl)-N-methyl-1H-indole-5-methanesulfonamide to the tryptamine scaffold places it within a broader class of indole-based research tools frequently investigated in the context of serotonergic neuropharmacology. The C-5 sulfonamide substitution pattern is a hallmark of the triptan class of antimigraine agents (e.g., sumatriptan), making this compound of potential interest as a reference standard, synthetic intermediate, or pharmacological probe in receptor binding studies.
Potential research applications include: (1) use as a reference compound or impurity standard in analytical method development for related indole sulfonamides; (2) as a building block or synthetic precursor in medicinal chemistry; (3) as a tool compound for exploring structure-activity relationships (SAR) at serotonin receptor subtypes. Researchers should design appropriate positive and negative controls when using this compound in biological assays.
Note that biological activity data specific to this compound as supplied by Aladdin Scientific (A187809) should be sourced from peer-reviewed literature and independently validated in the user's own assay system. No specific activity claims are made herein without supporting cited data.
Quality Assurance and Ordering Information
Aladdin Scientific supplies 3-(2-Aminoethyl)-N-methyl-1H-indole-5-methanesulfonamide under SKU A187809 as a research-grade reagent. Each lot is accompanied by a Certificate of Analysis (CoA) detailing identity confirmation, purity assessment, and relevant analytical data. Researchers and procurement managers should request the CoA at time of order and retain it for laboratory records and regulatory compliance files.
For quality inquiries, technical questions, or bulk quotation requests, contact Aladdin Scientific customer support. When reordering, reference SKU A187809 to ensure lot continuity where required by your experimental protocols. Check the Aladdin Scientific website for current stock availability, pricing, and any applicable promotions or volume discounts.
All products are intended for research use only (RUO) and are not approved for use in diagnostic, therapeutic, or human/veterinary clinical applications unless explicitly stated otherwise in applicable regulatory documentation.
Frequently asked questions
What is the recommended solvent for preparing stock solutions of A187809?
DMSO is generally suitable for preparing concentrated stock solutions of indole sulfonamide derivatives such as A187809, given the compound's polar functional groups. Aqueous solubility may be enhanced under mildly acidic conditions due to protonation of the primary amine. Always conduct a small-scale solubility test in your intended solvent system before preparing large volumes.
How should 3-(2-Aminoethyl)-N-methyl-1H-indole-5-methanesulfonamide be stored to maintain stability?
Store the compound in a tightly sealed container in a cool, dry, well-ventilated area, away from light and moisture, as indicated on the product label and SDS. Aliquot stock solutions under inert atmosphere where possible and avoid repeated freeze-thaw cycles to minimize degradation. Always refer to the current SDS from Aladdin Scientific for authoritative storage conditions.
Is A187809 suitable for use in cell-based biological assays?
A187809 is a research-grade reagent and may be used in cell-based assays as a tool compound or reference standard, subject to experimental validation by the end user. Solutions intended for cell-based work should be filter-sterilized through a 0.2 µm membrane, and the DMSO content in the final assay should be kept within non-cytotoxic limits. No specific biological activity is guaranteed; researchers must independently validate performance in their assay system.
Where can I find the Certificate of Analysis (CoA) for my lot of A187809?
The Certificate of Analysis for each lot of A187809 is available from Aladdin Scientific. You can request it at the time of ordering by contacting customer support or by visiting the Aladdin Scientific website and entering your lot number. Always retain the CoA for laboratory records and quality documentation.
Can A187809 be used for diagnostic or therapeutic purposes?
No. A187809 is supplied for research use only (RUO) and is not approved or validated for diagnostic, therapeutic, or clinical applications in humans or animals. Any use outside of laboratory research settings must comply with applicable local regulations.
References
- Aladdin Scientific. Product page for 3-(2-Aminoethyl)-N-methyl-1H-indole-5-methanesulfonamide, SKU A187809. Aladdin Scientific official website.
- Humphrey PPA, Feniuk W. Mode of action of the anti-migraine drug sumatriptan. Trends Pharmacol Sci. 1991;12(12):444-446. [Contextual reference for triptan class sulfonamide pharmacology — verify applicability to this specific compound before citing]
Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.
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