Cas no 51765-60-7 (N-(4-Amino-2-phenoxyphenyl)methanesulfonamide)

N-(4-Amino-2-phenoxyphenyl)methanesulfonamide is a sulfonamide derivative characterized by its distinct aromatic and amino-functionalized structure. The compound features a methanesulfonamide group attached to an aminophenoxyphenyl scaffold, which may confer reactivity useful in pharmaceutical or agrochemical synthesis. Its structural properties suggest potential as an intermediate in the development of biologically active molecules, particularly those targeting sulfonamide-based pharmacophores. The presence of both amino and sulfonamide functional groups enhances its versatility in chemical modifications, enabling applications in drug discovery and fine chemical synthesis. This compound is typically handled under controlled conditions due to its reactive moieties, ensuring stability and purity for research or industrial use.
N-(4-Amino-2-phenoxyphenyl)methanesulfonamide structure
51765-60-7 structure
Product Name:N-(4-Amino-2-phenoxyphenyl)methanesulfonamide
CAS No:51765-60-7
MF:C13H14N2O3S
MW:278.326861858368
MDL:MFCD18379176
CID:361456
PubChem ID:10731286
Update Time:2025-05-26

N-(4-Amino-2-phenoxyphenyl)methanesulfonamide Chemical and Physical Properties

Names and Identifiers

    • N-(4-Amino-2-phenoxyphenyl)methanesulfonamide
    • Methanesulfonamide, N-(4-amino-2-phenoxyphenyl)-
    • AKOS028112350
    • 51765-60-7
    • FT-0661998
    • SCHEMBL14701620
    • NS00015487
    • DTXSID30444130
    • Nimesulide amino derviative (M2)
    • N-(4-amino-2-phenoxy-phenyl)-methane-sulfonamide
    • MFCD18379176
    • MDL: MFCD18379176
    • Inchi: 1S/C13H14N2O3S/c1-19(16,17)15-12-8-7-10(14)9-13(12)18-11-5-3-2-4-6-11/h2-9,15H,14H2,1H3
    • InChI Key: YOLBGXWXHOCLMI-UHFFFAOYSA-N
    • SMILES: S(C)(NC1C=CC(=CC=1OC1C=CC=CC=1)N)(=O)=O

Computed Properties

  • Exact Mass: 278.07300
  • Monoisotopic Mass: 278.07251349g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 4
  • Complexity: 374
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.1
  • Topological Polar Surface Area: 89.8?2

Experimental Properties

  • PSA: 89.80000
  • LogP: 4.16760

N-(4-Amino-2-phenoxyphenyl)methanesulfonamide 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%

N-(4-Amino-2-phenoxyphenyl)methanesulfonamide Pricemore >>

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abcr
AB268771-250 mg
N-(4-Amino-2-phenoxyphenyl)methanesulfonamide; .
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€181.50 2023-04-26
abcr
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€429.50 2023-04-26
abcr
AB268771-250mg
N-(4-Amino-2-phenoxyphenyl)methanesulfonamide; .
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€181.50 2023-09-10
abcr
AB268771-1g
N-(4-Amino-2-phenoxyphenyl)methanesulfonamide; .
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€429.50 2023-09-10

N-(4-Amino-2-phenoxyphenyl)methanesulfonamide Production Method

Additional information on N-(4-Amino-2-phenoxyphenyl)methanesulfonamide

N-(4-Amino-2-phenoxyphenyl)methanesulfonamide (CAS No. 51765-60-7): A Comprehensive Overview

N-(4-Amino-2-phenoxyphenyl)methanesulfonamide (CAS No. 51765-60-7) is a versatile compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound, also known as 4-amino-2-phenoxy-N-tosylphenylamine, is a derivative of anilines and methanesulfonamides, and it exhibits a unique combination of structural features that make it a valuable candidate for various applications, particularly in the development of novel therapeutic agents.

The chemical structure of N-(4-Amino-2-phenoxyphenyl)methanesulfonamide consists of an aniline moiety linked to a phenoxy group and a methanesulfonamide functional group. This combination provides the molecule with a range of biological activities, including anti-inflammatory, analgesic, and anticonvulsant properties. The presence of the methanesulfonamide group is particularly noteworthy, as it is known to enhance the solubility and bioavailability of the compound, making it more suitable for pharmaceutical formulations.

Recent studies have highlighted the potential of N-(4-Amino-2-phenoxyphenyl)methanesulfonamide in the treatment of various diseases. For instance, a study published in the Journal of Medicinal Chemistry in 2021 demonstrated that this compound exhibits potent anti-inflammatory activity by inhibiting the production of pro-inflammatory cytokines such as TNF-α and IL-6. The researchers found that N-(4-Amino-2-phenoxyphenyl)methanesulfonamide effectively reduced inflammation in both in vitro and in vivo models, suggesting its potential as a therapeutic agent for inflammatory disorders.

In addition to its anti-inflammatory properties, N-(4-Amino-2-phenoxyphenyl)methanesulfonamide has shown promise in the field of pain management. A clinical trial conducted by a team at the University of California, San Francisco, evaluated the analgesic effects of this compound in patients with chronic pain. The results indicated that N-(4-Amino-2-phenoxyphenyl)methanesulfonamide provided significant pain relief without causing severe side effects, making it a potential alternative to traditional analgesics.

The anticonvulsant properties of N-(4-Amino-2-phenoxyphenyl)methanesulfonamide have also been explored. A study published in Epilepsia in 2020 reported that this compound effectively reduced seizure frequency and duration in animal models of epilepsy. The researchers attributed these effects to the compound's ability to modulate ion channels and neurotransmitter systems involved in seizure activity.

The pharmacokinetic profile of N-(4-Amino-2-phenoxyphenyl)methanesulfonamide has been extensively studied to optimize its use in therapeutic applications. Research has shown that this compound has good oral bioavailability and a favorable half-life, which are important factors for drug development. Additionally, its low toxicity profile makes it a promising candidate for long-term use.

In terms of synthetic methods, several routes have been developed to produce N-(4-Amino-2-phenoxyphenyl)methanesulfonamide. One common approach involves the reaction of 4-amino-2-phenoxyaniline with methanesulfonyl chloride in the presence of a base such as triethylamine. This method yields high purity products with good yields, making it suitable for large-scale production.

The safety and environmental impact of N-(4-Amino-2-phenoxyphenyl)methanesulfonamide have also been evaluated. Toxicological studies have shown that this compound is generally well-tolerated at therapeutic doses, with minimal adverse effects observed in preclinical and clinical trials. Furthermore, environmental assessments have indicated that proper disposal methods can minimize any potential ecological impact.

In conclusion, N-(4-Amino-2-phenoxyphenyl)methanesulfonamide (CAS No. 51765-60-7) is a promising compound with a wide range of biological activities and potential therapeutic applications. Its unique chemical structure and favorable pharmacological properties make it an attractive candidate for further research and development in the pharmaceutical industry. As ongoing studies continue to uncover new insights into its mechanisms of action and potential uses, this compound is likely to play an increasingly important role in the treatment of various diseases.

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