1899-93-0 Usage
Description
m-Toluenesulfonyl chloride, also known as 4-methylbenzenesulfonyl chloride or tosyl chloride, is an organic compound with the chemical formula ClSO2C6H4CH3. It is a clear yellow liquid that can be synthesized via chlorination of m-thiocresol in glacial acetic acid. m-Toluenesulfonyl chloride is widely used in various chemical reactions and industries due to its versatile properties.
Uses
1. Used in Pharmaceutical Industry:
m-Toluenesulfonyl chloride is used as a reactant for the synthesis of biologically active molecules. It plays a crucial role in the production of small molecule ligands for the Stat3 SH2 domain, which are essential in the development of drugs targeting various diseases.
2. Used in Antibacterial Applications:
In the field of antibacterial research, m-Toluenesulfonyl chloride is used as a reactant to synthesize aryldisulfonamides. These compounds exhibit potent antibacterial activity, making them valuable in the development of new antibiotics to combat drug-resistant bacteria.
3. Used in Treatment of Gaucher Disease:
m-Toluenesulfonyl chloride is employed as a reactant in the synthesis of quinazoline analogs, which are used for the treatment of Gaucher disease. Gaucher disease is a rare genetic disorder that affects the body's ability to break down a specific type of fat, leading to a buildup of fatty substances in the spleen, liver, and other organs. The use of m-Toluenesulfonyl chloride in the synthesis of these analogs contributes to the development of effective treatments for this condition.
4. Used in Treatment of Osteoporosis:
m-Toluenesulfonyl chloride is used as a reactant in the synthesis of 17β-HSD2 inhibitors. These inhibitors are essential in the development of drugs for the treatment of osteoporosis, a condition characterized by weak and brittle bones. By inhibiting the enzyme 17β-HSD2, these drugs can help maintain bone density and reduce the risk of fractures.
5. Used in Development of Histone Deactylase Inhibitors:
In the field of epigenetics, m-Toluenesulfonyl chloride is used as a reactant to synthesize isoindoline-5-propenehydroxamates. These compounds serve as histone deactylase inhibitors, which are important in the regulation of gene expression. By inhibiting histone deactylases, these compounds can potentially be used to treat various diseases, including cancer.
Check Digit Verification of cas no
The CAS Registry Mumber 1899-93-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,8,9 and 9 respectively; the second part has 2 digits, 9 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 1899-93:
(6*1)+(5*8)+(4*9)+(3*9)+(2*9)+(1*3)=130
130 % 10 = 0
So 1899-93-0 is a valid CAS Registry Number.
InChI:InChI=1/C7H7ClO2S/c1-6-3-2-4-7(5-6)11(8,9)10/h2-5H,1H3
1899-93-0Relevant articles and documents
Aminoxidation of Arenethiols to N-Chloro-N-sulfonyl Sulfinamides
Yang, Zhanhui,Xu, Wei,Wu, Qiuyue,Xu, Jiaxi
, p. 3051 - 3057 (2016/04/26)
A simple and efficient method to synthesize N-chloro-N-sulfonylsulfinamides by the direct aminoxidation of arenethiols under aqueous and mild conditions is disclosed, geminally installing the oxo and amino groups on the sulfur atom of arenethiols. The products have been primarily developed as sulfinylation reagents to convert Grignard reagents into sulfoxides, and as amination reagents to convert secondary amines into hydrazine derivatives.
DABCO-bis (sulfur dioxide), DABSO, as a convenient source of sulfur dioxide for organic synthesis: Utility in sulfonamide and sulfamide preparation
Woolven, Holly,Gonzalez-Rodriguez, Carlos,Marco, Isabel,Thompson, Amber L.,Willis, Michael C.
supporting information; experimental part, p. 4876 - 4878 (2011/12/05)
The charge-transfer complex generated from the combination of DABCO and sulfur dioxide, DABSO, is a bench-stable colorless solid suitable for use in organic synthesis as a replacement for gaseous sulfur dioxide. The complex can be combined with Grignard reagents to form sulfinates, which can then be converted in situ to a series of sulfonamides. Alternatively, reaction with anilines and iodine leads to the formation of a series of sulfamides. Cheletropic addition between DABSO and 2,3-dimethylbutadiene provides the corresponding sulfolene.
(Arylsulfonyl)acetones and -acetonitriles: New activated methylenic building blocks for synthesis of 1,2,3-triazoles
Pokhodylo, Nazariy T.,Matiychuk, Vasyl S.,Obushak, Mykola D.
scheme or table, p. 2321 - 2323 (2010/02/16)
β-Keto sulfones and b-nitrile sulfones were used as building blocks for 1,2,3-triazole synthesis in the Dimroth cyclization. It was shown, that sulfone reagents undergo base-catalyzed cyclization under mild conditions (at room temperature) to give 1,2,3-triazoles in moderate to excellent yields. This fact has confirmed the high nucleophilicity of sulfonylmethylenic compounds and allows new synthetic applications. Georg Thieme Verlag Stuttgart.
