20277-69-4 Usage
Description
Sodium methanesulfinate, an aliphatic sodium sulfinate, is a white to light beige powder. It is known for its conjugate addition to vinyl heterocycles and its involvement in cross-coupling reactions with aryl boronic acid. This versatile chemical can be utilized in the preparation of alkyl methyl sulfone, methyl bis(4-tolyl)sulfoniumtrifluoromethanesulfonate, and sulfonyl type reversible addition-fragmentation transfer (RAFT) agents such as benzyl methylsulfonyldithioformate and benzyl phenylsulfonyldithioformate. Additionally, it plays a role in the synthesis of cyclooxygenase-2 inhibitors.
Uses
Used in Pharmaceutical Industry:
Sodium methanesulfinate is used as a key intermediate in the synthesis of cyclooxygenase-2 inhibitors, which are important for the development of anti-inflammatory and analgesic medications.
Used in Chemical Synthesis:
In the chemical synthesis industry, sodium methanesulfinate serves as a reactant for the preparation of alkyl methyl sulfone, a compound with various applications in organic chemistry.
Used in Synthesis of RAFT Agents:
Sodium methanesulfinate is used as a precursor in the synthesis of sulfonyl type reversible addition-fragmentation transfer (RAFT) agents, benzyl methylsulfonyldithioformate and benzyl phenylsulfonyldithioformate. These RAFT agents are valuable tools in controlled radical polymerization, enabling the production of polymers with specific molecular weights and architectures.
Used in Organic Chemistry:
The conjugate addition of sodium methanesulfinate to vinyl heterocycles and its cross-coupling reaction with aryl boronic acid make it a useful reagent in organic chemistry for the formation of new chemical entities and the modification of existing molecules.
Check Digit Verification of cas no
The CAS Registry Mumber 20277-69-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,0,2,7 and 7 respectively; the second part has 2 digits, 6 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 20277-69:
(7*2)+(6*0)+(5*2)+(4*7)+(3*7)+(2*6)+(1*9)=94
94 % 10 = 4
So 20277-69-4 is a valid CAS Registry Number.
InChI:InChI=1/CH4O2S.Na/c1-4(2)3;/h1H3,(H,2,3);/q;+1/p-1/rCH3NaO2S/c1-5(3)4-2/h1H3
20277-69-4Relevant articles and documents
Binder,Schmidt
, p. 263,265, 267 (1977)
Visible-Light-Driven Sulfonation of α-Trifluoromethylstyrenes: Access to Densely Functionalized CF3-Substituted Tertiary Alcohol
Chen, Yi-Xuan,Wang, Zhu-Jun,Xiao, Jun-An,Chen, Kai,Xiang, Hao-Yue,Yang, Hua
supporting information, p. 6558 - 6562 (2021/08/23)
Reported herein is a visible-light-induced sulfonation of α-trifluoromethylstyrenes with sodium sulfinates, which provides a series of α-trifluoromethyl-β-sulfonyl tertiary alcohols. This new synthetic protocol is enabled by a charge-transfer complex between oxygen and sulfinates, featuring broad substrate scope and scalability. Excellent functional group compatibility and chemoselectivity render this method suitable for sulfonation of pharmaceutically relevant molecules. In the presence of D2O, deuteriotrifluorinated products were also obtained, further demonstrating the flexibility and synthetic potentials of this strategy.
Synthesis of β-ketosulfone derivatives as new non-cytotoxic urease inhibitors in vitro
Iqbal Choudhary, M.,Iqbal, Sarosh,Khan, Ajmal,Khan, Khalid Mohammed,Kiran, Shumaila,Nazir, Rashid,Perveen, Shahnaz
, p. 244 - 255 (2020/03/10)
Background: Peptic ulcer and urolithiasis are largely due to infection caused by urease-producing bacteria. Therefore, the discovery of urease inhibitors is an important area of medicinal chemistry research. Objective: The main aim of the work was to identify novel urease inhibitors with no cytotoxicity. Method: During the current study, a series of β-ketosulfones 1-26 was synthesized in two steps and evaluated for their in vitro urease inhibition potential. Results: Out of twenty-six compounds, seventeen have shown good to significant urease inhibitory activity with IC50 values ranging between 49.93-351.46 μM, in comparison to standard thiourea (IC50 = 21 ± 0.11 μM). Moreover, all compounds found to be non-cytotoxic against normal 3T3 cell line. Conclusion: This study has identified β-ketosulfones as novel and non-cytotoxic urease inhibitors.
