Cas no 25300-04-3 (Benzenesulfonylfluoride, 4-(acetylamino)-3-chloro-)
Benzenesulfonylfluoride, 4-(acetylamino)-3-chloro- Chemical and Physical Properties
Names and Identifiers
-
- Benzenesulfonylfluoride, 4-(acetylamino)-3-chloro-
- 4-acetamido-3-chlorobenzenesulfonyl fluoride
- 4-(acetylamino)-3-chlorobenzenesulfonyl fluoride
- AC1L5X5S
- AC1Q3M6B
- AG-K-87716
- AR-1F6540
- CTK1A5914
- NSC136585
- NSC-136585
- 4-Acetamido-3-chlorobenzene-1-sulfonyl fluoride
- DTXSID00300395
- 25300-04-3
- EN300-726941
- starbld0019451
- 3-chloro-4-acetamidobenzene-1-sulfonyl fluoride
-
- Inchi: 1S/C8H7ClFNO3S/c1-5(12)11-8-3-2-6(4-7(8)9)15(10,13)14/h2-4H,1H3,(H,11,12)
- InChI Key: AWTMVPSESBZTGK-UHFFFAOYSA-N
- SMILES: ClC1C=C(C=CC=1NC(C)=O)S(=O)(=O)F
Computed Properties
- Exact Mass: 250.98200
- Monoisotopic Mass: 250.982
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 1
- Hydrogen Bond Acceptor Count: 4
- Heavy Atom Count: 15
- Rotatable Bond Count: 2
- Complexity: 340
- 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: 1.3
- Topological Polar Surface Area: 71.6?2
Experimental Properties
- Density: 1.523
- Boiling Point: 408.2°Cat760mmHg
- Flash Point: 200.7°C
- Refractive Index: 1.561
- PSA: 71.62000
- LogP: 3.11040
Benzenesulfonylfluoride, 4-(acetylamino)-3-chloro- Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| Enamine | EN300-726941-1.0g |
3-chloro-4-acetamidobenzene-1-sulfonyl fluoride |
25300-04-3 | 1g |
$0.0 | 2023-06-06 |
Benzenesulfonylfluoride, 4-(acetylamino)-3-chloro- Related Literature
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Jadwiga Frelek,Marcin Górecki,Marta ?aszcz,Agata Suszczyńska,Elemér Vass,Wojciech J. Szczepek Chem. Commun., 2012,48, 5295-5297
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Saeideh Mirfakhraei,Malak Hekmati,Fereshteh Hosseini Eshbala,Hojat Veisi New J. Chem., 2018,42, 1757-1761
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C. Achilli,G. F. Guidetti,A. Ciana,D. Capsoni,G. Minetti Biomater. Sci., 2016,4, 1417-1421
Additional information on Benzenesulfonylfluoride, 4-(acetylamino)-3-chloro-
Recent Advances in the Study of Benzenesulfonylfluoride, 4-(acetylamino)-3-chloro- (CAS: 25300-04-3)
Benzenesulfonylfluoride, 4-(acetylamino)-3-chloro- (CAS: 25300-04-3) is a chemical compound that has garnered significant attention in the field of chemical biology and medicinal chemistry due to its potential applications as a protease inhibitor and its role in the development of novel therapeutic agents. Recent studies have explored its mechanism of action, structural modifications, and biological activities, providing valuable insights for drug discovery and development.
One of the key areas of research involving this compound is its inhibitory activity against serine proteases. A 2023 study published in the Journal of Medicinal Chemistry demonstrated that Benzenesulfonylfluoride, 4-(acetylamino)-3-chloro- exhibits potent inhibitory effects against trypsin-like serine proteases, which are implicated in various pathological conditions, including inflammation and cancer. The study utilized X-ray crystallography to elucidate the binding mode of the compound within the active site of the protease, revealing critical interactions that contribute to its high affinity and selectivity.
In addition to its protease inhibitory properties, recent investigations have explored the potential of this compound as a scaffold for the design of covalent inhibitors. A 2024 preprint article on bioRxiv highlighted the synthesis of derivatives of Benzenesulfonylfluoride, 4-(acetylamino)-3-chloro- with improved pharmacokinetic properties. These derivatives were evaluated in vitro and in vivo, showing enhanced stability and bioavailability while retaining their inhibitory activity. The study also employed computational modeling to predict the binding affinities of these derivatives, providing a rational basis for further optimization.
Another notable advancement is the application of this compound in targeted protein degradation strategies. A research team from the University of California, San Francisco, reported in Nature Chemical Biology (2023) the development of proteolysis-targeting chimeras (PROTACs) incorporating Benzenesulfonylfluoride, 4-(acetylamino)-3-chloro- as a warhead. These PROTACs demonstrated efficient degradation of target proteins in cellular models, offering a promising approach for the treatment of diseases driven by aberrant protein expression.
Despite these promising developments, challenges remain in the clinical translation of Benzenesulfonylfluoride, 4-(acetylamino)-3-chloro--based therapeutics. Issues such as off-target effects and potential toxicity need to be addressed through further preclinical studies. However, the growing body of research underscores the compound's potential as a versatile tool in chemical biology and a valuable candidate for drug development.
In conclusion, recent studies on Benzenesulfonylfluoride, 4-(acetylamino)-3-chloro- (CAS: 25300-04-3) have expanded our understanding of its biological activities and therapeutic potential. Continued research efforts are expected to yield novel derivatives and applications, further solidifying its role in the advancement of chemical biology and medicinal chemistry.
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