Cas no 210918-25-5 (4-(Aminomethyl)-N,N-dimethylbenzenesulfonamide)

4-(Aminomethyl)-N,N-dimethylbenzenesulfonamide is a sulfonamide derivative featuring both an aminomethyl group and dimethyl substitution on the nitrogen of the sulfonamide moiety. This structural configuration imparts versatility in synthetic applications, particularly as an intermediate in pharmaceutical and agrochemical research. The compound's benzenesulfonamide core offers stability, while the aminomethyl group enhances reactivity for further functionalization, such as amide bond formation or reductive alkylation. Its dimethyl substitution may influence solubility and steric properties, making it useful in fine-tuning molecular interactions. The compound is typically employed in medicinal chemistry for scaffold modification due to its balanced reactivity and potential bioactivity. Proper handling under controlled conditions is recommended due to its amine functionality.
4-(Aminomethyl)-N,N-dimethylbenzenesulfonamide structure
210918-25-5 structure
Product Name:4-(Aminomethyl)-N,N-dimethylbenzenesulfonamide
CAS No:210918-25-5
MF:C9H14N2O2S
MW:214.284660816193
MDL:MFCD01679669
CID:877908
Update Time:2026-04-29

4-(Aminomethyl)-N,N-dimethylbenzenesulfonamide Chemical and Physical Properties

Names and Identifiers

    • 4-(Aminomethyl)-N,N-dimethylbenzenesulfonamide
    • 4-(aminomethyl)-N,N-dimethylbenzenesulfonamide(SALTDATA: FREE)
    • 4-Aminomethyl-N,N-dimethyl-benzenesulfonamide
    • 4-aminomethyl-benzenesulfonic acid dimethylamide
    • 4-Aminomethyl-benzolsulfonsaeure-dimethylamid
    • Dimethylhomosulfamine
    • MDL: MFCD01679669
    • Inchi: InChI=1S/C9H14N2O2S/c1-11(2)14(12,13)9-5-3-8(7-10)4-6-9/h3-6H,7,10H2,1-2H3
    • InChI Key: XSKLMWLTOSBDGW-UHFFFAOYSA-N
    • SMILES: CN(C)S(=O)(=O)C1=CC=C(C=C1)CN

Computed Properties

  • Exact Mass: 214.07800
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 3

Experimental Properties

  • PSA: 71.78000
  • LogP: 2.17670

4-(Aminomethyl)-N,N-dimethylbenzenesulfonamide Security Information

  • HazardClass:IRRITANT

4-(Aminomethyl)-N,N-dimethylbenzenesulfonamide Customs Data

  • HS CODE:2935009090
  • Customs Data:

    China Customs Code:

    2935009090

    Overview:

    2935009090 Other sulphonates(Acyl)amine. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:6.5% general tariff:35.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2935009090 other sulphonamides VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:35.0%

4-(Aminomethyl)-N,N-dimethylbenzenesulfonamide Pricemore >>

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Additional information on 4-(Aminomethyl)-N,N-dimethylbenzenesulfonamide

4-(Aminomethyl)-N,N-dimethylbenzenesulfonamide (CAS No. 210918-25-5): A Comprehensive Overview

4-(Aminomethyl)-N,N-dimethylbenzenesulfonamide (CAS No. 210918-25-5) is a versatile compound with significant applications in the fields of chemistry, biology, and pharmaceuticals. This compound, also known as tosylmethylamine, is characterized by its unique chemical structure and properties, making it a valuable reagent in various synthetic processes and biological studies.

The chemical structure of 4-(Aminomethyl)-N,N-dimethylbenzenesulfonamide consists of a toluene sulfonamide moiety attached to an aminomethyl group. This combination provides the compound with a range of functional groups that can participate in diverse chemical reactions. The tosyl group is known for its excellent leaving group properties, while the aminomethyl group offers reactivity for nucleophilic substitution and coupling reactions.

In recent years, 4-(Aminomethyl)-N,N-dimethylbenzenesulfonamide has gained attention in the pharmaceutical industry due to its potential as a building block for the synthesis of bioactive molecules. Researchers have explored its use in the development of novel drugs targeting various diseases, including cancer, neurodegenerative disorders, and infectious diseases. The compound's ability to undergo selective functionalization and its stability under different reaction conditions make it an attractive candidate for drug discovery and development.

One of the key applications of 4-(Aminomethyl)-N,N-dimethylbenzenesulfonamide is in the synthesis of prodrugs. Prodrugs are biologically inactive compounds that are converted into active drugs through metabolic processes in the body. The aminomethyl group in 4-(Aminomethyl)-N,N-dimethylbenzenesulfonamide can be modified to create prodrugs that improve the pharmacokinetic properties of the parent drug, such as solubility, stability, and bioavailability. This approach has been successfully applied in the development of several therapeutic agents, enhancing their efficacy and reducing side effects.

In addition to its pharmaceutical applications, 4-(Aminomethyl)-N,N-dimethylbenzenesulfonamide has been used in chemical biology research to study protein-protein interactions and enzyme inhibition. The compound's reactivity with amino acids and peptides makes it a useful tool for probing the structure and function of biomolecules. For example, researchers have utilized 4-(Aminomethyl)-N,N-dimethylbenzenesulfonamide to develop affinity probes that selectively bind to specific protein targets, facilitating their isolation and characterization.

The synthetic versatility of 4-(Aminomethyl)-N,N-dimethylbenzenesulfonamide has also been leveraged in the development of polymer materials. The compound can be incorporated into polymer chains to introduce functional groups that enhance the material's properties, such as mechanical strength, thermal stability, and biocompatibility. These materials have found applications in areas such as tissue engineering, drug delivery systems, and biomedical devices.

In terms of safety and handling, 4-(Aminomethyl)-N,N-dimethylbenzenesulfonamide is generally considered stable under standard laboratory conditions. However, like many organic compounds, it should be handled with care to avoid exposure to skin or inhalation. Proper personal protective equipment (PPE) should be used when working with this compound to ensure safety.

The environmental impact of 4-(Aminomethyl)-N,N-dimethylbenzenesulfonamide is another important consideration. While there is limited data available on its environmental fate and toxicity, it is advisable to follow best practices for waste disposal and minimize its release into the environment. Researchers are actively investigating more sustainable synthesis methods for this compound to reduce its ecological footprint.

In conclusion, 4-(Aminomethyl)-N,N-dimethylbenzenesulfonamide (CAS No. 210918-25-5) is a multifaceted compound with a wide range of applications in chemistry, biology, and pharmaceuticals. Its unique chemical structure and reactivity make it an invaluable reagent for synthetic chemistry and a promising candidate for drug development. As research continues to advance in these fields, the potential uses of this compound are likely to expand further, contributing to new scientific discoveries and practical applications.

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