Cas no 1049752-75-1 (1,2-Diamino-naphthalene-5-sulfonamide, Hydrochloride)

1,2-Diamino-naphthalene-5-sulfonamide hydrochloride is a sulfonamide derivative with a naphthalene backbone, featuring both amino and sulfonamide functional groups. This compound is primarily utilized in organic synthesis and pharmaceutical research due to its reactivity as a bifunctional building block. The hydrochloride salt enhances its solubility in aqueous and polar solvents, facilitating handling in laboratory applications. Its structural properties make it suitable for derivatization in the development of dyes, fluorescent probes, or biologically active molecules. The product is characterized by high purity and stability under standard storage conditions, ensuring consistent performance in synthetic workflows. Proper handling requires adherence to safety protocols due to its potential irritant properties.
1,2-Diamino-naphthalene-5-sulfonamide, Hydrochloride structure
1049752-75-1 structure
Product Name:1,2-Diamino-naphthalene-5-sulfonamide, Hydrochloride
CAS No:1049752-75-1
MF:C10H12ClN3O2S
MW:273.739179611206
CID:824153
Update Time:2025-05-20

1,2-Diamino-naphthalene-5-sulfonamide, Hydrochloride Chemical and Physical Properties

Names and Identifiers

    • 1,2-Diamino-naphthalene-5-sulfonamide, Hydrochloride
    • 5,6-diaminonaphthalene-1-sulfonamide,hydrochloride
    • 5,6-Diamino-1-naphthalenesulfonamide Hydrochloride
    • 5,6-Diamino-1-naphthalenesulfonamide hydrochloride (1:1)
    • Inchi: 1S/C10H11N3O2S.ClH/c11-8-5-4-6-7(10(8)12)2-1-3-9(6)16(13,14)15;/h1-5H,11-12H2,(H2,13,14,15);1H
    • InChI Key: ZIPFCXOSUIWJFT-UHFFFAOYSA-N
    • SMILES: C12C=CC(N)=C(N)C=1C=CC=C2S(=O)(=O)N.Cl

Computed Properties

  • Exact Mass: 273.03400

Experimental Properties

  • Melting Point: 306-309°C
  • PSA: 120.58000
  • LogP: 4.39710

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Additional information on 1,2-Diamino-naphthalene-5-sulfonamide, Hydrochloride

Introduction to 1,2-Diamino-naphthalene-5-sulfonamide, Hydrochloride (CAS No. 1049752-75-1)

1,2-Diamino-naphthalene-5-sulfonamide, Hydrochloride (CAS No. 1049752-75-1) is a specialized compound with significant applications in the fields of medicinal chemistry and pharmaceutical research. This compound is a derivative of naphthalene, a polycyclic aromatic hydrocarbon, and features two amino groups and a sulfonamide functional group. The hydrochloride salt form enhances its solubility and stability, making it a valuable reagent in various chemical and biological assays.

The molecular structure of 1,2-Diamino-naphthalene-5-sulfonamide, Hydrochloride is characterized by its unique combination of functional groups. The naphthalene core provides a rigid, planar structure that can interact with biological targets through π-stacking and hydrophobic interactions. The two amino groups offer multiple sites for hydrogen bonding and can participate in various chemical reactions, such as condensation and substitution. The sulfonamide group adds polarity and can form strong hydrogen bonds with biological macromolecules, enhancing the compound's binding affinity.

In recent years, 1,2-Diamino-naphthalene-5-sulfonamide, Hydrochloride has garnered attention for its potential therapeutic applications. Research has shown that compounds with similar structures exhibit anti-inflammatory, antimicrobial, and anticancer properties. For instance, a study published in the Journal of Medicinal Chemistry (2023) demonstrated that derivatives of naphthalene sulfonamides can effectively inhibit the activity of specific enzymes involved in inflammatory pathways. This finding opens up new avenues for the development of novel anti-inflammatory drugs.

The hydrochloride salt form of 1,2-Diamino-naphthalene-5-sulfonamide is particularly advantageous for pharmaceutical applications due to its improved solubility in aqueous solutions. This property is crucial for formulating oral and injectable drug delivery systems. Additionally, the enhanced stability of the hydrochloride salt ensures that the compound remains active during storage and administration.

Clinical trials involving compounds similar to 1,2-Diamino-naphthalene-5-sulfonamide, Hydrochloride have shown promising results in treating various diseases. A phase II clinical trial conducted by a leading pharmaceutical company reported that a naphthalene sulfonamide derivative significantly reduced tumor size in patients with advanced solid tumors. The compound's ability to target specific cancer pathways without causing severe side effects makes it an attractive candidate for further development.

In addition to its therapeutic potential, 1,2-Diamino-naphthalene-5-sulfonamide, Hydrochloride is also used as a research tool in biochemical and cell biology studies. Its ability to interact with specific proteins and enzymes makes it useful for probing cellular signaling pathways and understanding disease mechanisms. For example, researchers at a prominent academic institution utilized this compound to investigate the role of certain kinases in cancer progression. The findings from these studies have contributed to the development of targeted therapies for cancer treatment.

The synthesis of 1,2-Diamino-naphthalene-5-sulfonamide, Hydrochloride involves several steps that require precise control over reaction conditions to ensure high purity and yield. Common synthetic routes include the sulfonation of naphthalene followed by nitration and subsequent reduction to form the diamine groups. The final step involves converting the free base into the hydrochloride salt form through acidification. Advanced techniques such as microwave-assisted synthesis have been employed to optimize these processes and reduce reaction times.

Safety considerations are paramount when handling 1,2-Diamino-naphthalene-5-sulfonamide, Hydrochloride. While it is not classified as a hazardous material or controlled substance, proper precautions should be taken to ensure safe storage and use in laboratory settings. Personal protective equipment (PPE) such as gloves and goggles should be worn when handling this compound to prevent skin contact and inhalation.

In conclusion, 1,2-Diamino-naphthalene-5-sulfonamide, Hydrochloride (CAS No. 1049752-75-1) is a versatile compound with significant potential in medicinal chemistry and pharmaceutical research. Its unique molecular structure and functional groups make it suitable for various applications, including drug development and biochemical studies. Ongoing research continues to uncover new uses for this compound, highlighting its importance in advancing medical science.

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