Cas no 77946-97-5 (Cyanomethanesulfinyl chloride)
Cyanomethanesulfinyl chloride Chemical and Physical Properties
Names and Identifiers
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- Methanesulfinyl chloride, 1-cyano-
- Cyanomethanesulfinyl chloride
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- Inchi: 1S/C2H2ClNOS/c3-6(5)2-1-4/h2H2
- InChI Key: MUTGJKFNZNPGGP-UHFFFAOYSA-N
- SMILES: C(C#N)S(Cl)=O
Experimental Properties
- Density: 1.629±0.06 g/cm3(Predicted)
- Boiling Point: 328.1±44.0 °C(Predicted)
Cyanomethanesulfinyl chloride Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| Enamine | EN300-732233-1.0g |
cyanomethanesulfinyl chloride |
77946-97-5 | 1g |
$0.0 | 2023-06-06 |
Cyanomethanesulfinyl chloride Related Literature
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Stephen P. Fletcher,Richard B. C. Jagt,Ben L. Feringa Chem. Commun., 2007, 2578-2580
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Yu-Nong Li,Liang-Nian He,Xian-Dong Lang,Xiao-Fang Liu,Shuai Zhang RSC Adv., 2014,4, 49995-50002
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Siquan Zhang,Shengyao Wang,Liping Guo,Hao Chen,Bien Tan,Shangbin Jin J. Mater. Chem. C, 2020,8, 192-200
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Alvin Tanudjaja,Shinsuke Inagi,Fusao Kitamura,Toshikazu Takata,Ikuyoshi Tomita Dalton Trans., 2021,50, 3037-3043
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Teresita Carrillo-Hernández,Philippe Schaeffer,Pierre Albrecht Chem. Commun., 2001, 1976-1977
Additional information on Cyanomethanesulfinyl chloride
Recent Advances in Cyanomethanesulfinyl Chloride (CAS: 77946-97-5) Research and Applications
Cyanomethanesulfinyl chloride (CAS: 77946-97-5) has recently emerged as a key intermediate in pharmaceutical synthesis and chemical biology research. This sulfinyl chloride derivative exhibits unique reactivity patterns due to the electron-withdrawing effects of both the cyano and sulfinyl groups, making it particularly valuable for constructing complex molecular architectures. Recent studies have highlighted its utility in nucleophilic substitution reactions, where it serves as an effective electrophile for C-S bond formation under mild conditions.
A 2023 study published in the Journal of Medicinal Chemistry demonstrated the compound's application in synthesizing novel sulfoxide-containing kinase inhibitors. Researchers utilized cyanomethanesulfinyl chloride as a linchpin for introducing chiral sulfoxide moieties into lead compounds targeting Bruton's tyrosine kinase (BTK). The resulting analogs showed improved metabolic stability compared to their sulfide counterparts, with several candidates advancing to preclinical evaluation.
Significant progress has been made in understanding the compound's safety profile and handling requirements. Recent toxicological assessments (ACS Chemical Health & Safety, 2024) have established proper storage protocols and identified decomposition products under various conditions. These findings are particularly relevant for process chemists scaling up reactions involving this reagent.
In materials science applications, cyanomethanesulfinyl chloride has shown promise as a precursor for functionalized polymer coatings. A Nature Materials publication (2024) described its use in creating sulfinamide-containing surfaces with tunable wettability properties. The researchers developed a vapor-phase deposition technique that preserves the compound's reactive groups while minimizing decomposition.
Ongoing research is exploring the compound's potential in PROTAC (proteolysis-targeting chimera) development, where its dual reactivity enables efficient linker construction between E3 ligase binders and target protein ligands. Preliminary results presented at the 2024 ACS Spring Meeting indicate successful incorporation into several degraders targeting estrogen receptor variants.
From a synthetic methodology perspective, recent advances in flow chemistry have addressed previous challenges with the compound's stability. A continuous flow protocol published in Organic Process Research & Development (2023) demonstrated improved yields and safer handling compared to batch processes, potentially enabling broader industrial adoption.
Analytical characterization techniques for cyanomethanesulfinyl chloride have also seen significant improvements. The development of specialized LC-MS methods (Journal of Chromatography A, 2024) now allows for more accurate quantification of the compound in complex reaction mixtures, addressing previous issues with its thermal instability during analysis.
Looking forward, researchers anticipate expanding applications of this versatile building block in fragment-based drug discovery and bioorthogonal chemistry. Its unique combination of reactivity and stability positions it as a valuable tool for medicinal chemists tackling increasingly challenging targets in oncology and infectious disease research.
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