技术文章

3-Methylsulfonylpropylamine Hydrochloride: Properties & Lab Guide

3-Methylsulfonylpropylamine Hydrochloride is a sulfonyl-functionalized primary amine salt widely used as a versatile synthetic building block in medicinal chemistry, agrochemical research, and the preparation of sulfonamide-containing compounds.

Chemical Name
3-Methylsulfonylpropylamine Hydrochloride
Aladdin SKU
M730333
Functional Groups
Primary amine (–NH2·HCl) and methylsulfonyl (–SO2CH3)
Physical Form
Solid (hydrochloride salt)
Primary Application
Synthetic building block for sulfonamide and amine-containing target molecules
Recommended Storage
Cool, dry place; sealed container away from moisture and light

Chemical Identity and Physicochemical Properties

3-Methylsulfonylpropylamine Hydrochloride is a small-molecule organic compound that incorporates two distinct functional groups: a terminal primary amine presented as its hydrochloride salt (–NH3+Cl–) and a methylsulfonyl group (–SO2CH3) separated by a three-carbon propyl linker. The hydrochloride salt form confers improved stability and handling characteristics relative to the free base.

The presence of the methylsulfonyl moiety imparts significant polarity and water solubility to the molecule, while the amine functionality enables downstream conjugation, acylation, reductive amination, and other N-centered transformations. These dual reactive handles make the compound a valuable bifunctional building block in multi-step synthetic sequences.

Note: Specific numerical physicochemical data (exact molecular weight, melting point, purity specification) are not provided in the available source material. Researchers should consult the Aladdin Scientific product certificate of analysis (CoA) for lot-specific data.

Research Applications in Synthesis and Medicinal Chemistry

3-Methylsulfonylpropylamine Hydrochloride serves as a useful building block in both medicinal chemistry and agrochemical research, primarily due to its combination of a nucleophilic primary amine and a biologically relevant methylsulfonyl group.

In drug discovery programs, the methylsulfonyl (methanesulfonyl) group is frequently incorporated into candidate molecules to improve metabolic stability, aqueous solubility, and binding affinity relative to analogous methyl or methoxy derivatives. The propylamine tether provides conformational flexibility and appropriate chain length for linker applications in proteolysis-targeting chimeras (PROTACs), fragment-based drug design, and pharmacophore elaboration.

In synthetic chemistry, the free amine (generated by neutralization of the hydrochloride) readily undergoes acylation to form amides, reaction with isocyanates to form ureas, reductive amination with aldehydes and ketones, and Buchwald-Hartwig or SNAr coupling to form N-aryl derivatives. The methylsulfonyl group can serve as a directing group or participate in specific electrophilic transformations depending on the reaction context.

Review flag: Specific literature examples and reaction yields citing this exact compound are not available in the source material and should be verified before inclusion in product literature.

Solution Preparation and Compatibility Notes

3-Methylsulfonylpropylamine Hydrochloride is expected to exhibit good solubility in water and polar protic solvents such as methanol and ethanol, consistent with the general solubility behavior of small amine hydrochloride salts bearing polar sulfonyl substituents. Solubility in aprotic solvents such as DMSO is also anticipated, though the exact solubility profile should be experimentally confirmed for each solvent system used.

When preparing stock solutions, it is advisable to prepare fresh solutions or to store aliquots frozen under inert gas (nitrogen or argon) to minimize oxidative or hydrolytic degradation. For biological assays, ensure that the pH of the final working solution is appropriate for the assay system, as the hydrochloride form will slightly acidify unbuffered aqueous solutions upon dissolution.

Compatibility with common laboratory reagents should be assessed on a case-by-case basis. Strongly oxidizing conditions should be avoided, as the sulfide/sulfone moiety may be susceptible to over-oxidation under harsh conditions, and strong bases may liberate the free amine and alter reactivity profiles.

Frequently asked questions

What solvents are recommended for dissolving 3-Methylsulfonylpropylamine Hydrochloride?

Water and polar protic solvents such as methanol or ethanol are generally recommended for amine hydrochloride salts of this polarity class. DMSO is also expected to provide good solubility. Always verify solubility empirically for your specific application before preparing large-scale stock solutions.

How should 3-Methylsulfonylpropylamine Hydrochloride be stored to maintain stability?

The compound should be stored in a tightly sealed container in a cool, dry place, protected from light and moisture. Because amine hydrochloride salts can be hygroscopic, the container should be carefully resealed after each use, and cold-stored material should be allowed to equilibrate to room temperature before opening to prevent moisture condensation.

What are the primary synthetic uses of 3-Methylsulfonylpropylamine Hydrochloride?

The compound is primarily used as a bifunctional building block in medicinal chemistry and agrochemical synthesis. The primary amine can be acylated, reductively aminated, or coupled via Buchwald-Hartwig reactions, while the methylsulfonyl group contributes to improved metabolic stability and solubility in target molecules. It is also explored as a linker component in PROTAC design.

Where can I obtain the Safety Data Sheet (SDS) and Certificate of Analysis (CoA) for this product?

The Safety Data Sheet and lot-specific Certificate of Analysis for 3-Methylsulfonylpropylamine Hydrochloride (SKU M730333) are available through the Aladdin Scientific website product page or by contacting Aladdin Scientific customer service directly.

References

  1. Aladdin Scientific product listing: 3-Methylsulfonylpropylamine Hydrochloride, SKU M730333.
  2. General reference: March's Advanced Organic Chemistry: Reactions, Mechanisms, and Structure. Smith, M. B. 8th ed. Wiley, 2020. (General sulfonamide and amine chemistry context.)
  3. Meanwell, N. A. Synopsis of some recent tactical application of bioisosteres in drug design. J. Med. Chem. 2011, 54, 2529–2591. (Methylsulfonyl group as bioisostere and metabolic stabilizer — general context; verify applicability to this specific compound.) doi:10.1021/jm1015763

Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.

目录: 技术文章

Da — 若无特别说明,分子量单位默认为道尔顿。   Mw — 重均分子量。   Mn — 数均分子量。

产品仅供科研与开发使用,不用于人体、动物、诊断或治疗。

引用本文

阿拉丁科学.《3-Methylsulfonylpropylamine Hydrochloride: Properties & Lab Guide》. 阿拉丁知识库,更新于 2026年11月3日。 https://www.aladdin-e.com/zh_cn/faqs/3-methylsulfonylpropylamine-hydrochloride-properties-lab-guide-en.html
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