5539-53-7 Usage
Description
Acetyl Methanesulfonate, also known as methanesulfonic acid acetate, is an organic compound that serves as an impurity in Busulfan, an alkylating agent with antileukemic activity. It is characterized by its ability to act as an alkylating agent, which is crucial for its applications in various fields.
Uses
Used in Pharmaceutical Industry:
Acetyl Methanesulfonate is used as an impurity in the production of Busulfan, an antineoplastic agent, for its alkylating properties. These properties contribute to the drug's effectiveness in treating leukemia by cross-linking DNA strands, thereby inhibiting cell division and growth of cancerous cells.
Used in Antileukemic Applications:
Acetyl Methanesulfonate, as a component of Busulfan, is utilized in the treatment of various types of leukemia. Its alkylating action interferes with the DNA replication process in leukemia cells, leading to the suppression of tumor growth and progression.
Purification Methods
The main impurity is methanesulfonic acid. Reflux it with redistilled acetyl chloride for 6-10hours, i.e. until no further HCl is absorbed in a trap, and exclude moisture. Distil off excess of AcCl and carefully distil it below 0.001mm with the bath temperature below 120o to give the anhydride as a pale yellow oil which solidifies below 0o. Below ~130o it gives the disulfonic anhydride, and above ~130o polymers are formed, and it is used for cleaving ethers [Preparation, IR, NMR: Karger & Mazur J Org Chem 36 528, 532 1971]. [Beilstein 2 H 166, 2 III 349.]
Check Digit Verification of cas no
The CAS Registry Mumber 5539-53-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,5,3 and 9 respectively; the second part has 2 digits, 5 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 5539-53:
(6*5)+(5*5)+(4*3)+(3*9)+(2*5)+(1*3)=107
107 % 10 = 7
So 5539-53-7 is a valid CAS Registry Number.
InChI:InChI=1/C3H6O4S/c1-3(4)7-8(2,5)6/h1-2H3
5539-53-7Relevant articles and documents
SYNTHESIS
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Page/Page column 7-8, (2008/12/07)
The present invention provides a method of preparing a sulfonyl ether comprising the steps of: v) reacting a sulfonic acid with an anhydride, under continuous vacuum distillation conditions, to form a carboxysulfonate; vi) reacting the carboxysulfonate with an optionally substituted cycloalkane ring containing at least 3 heteroatoms to form a sulfonyl ether pre-mix comprising a sulfonyl ether and at least two additional reaction products each containing at least one ether linkage; vii) subjecting the pre-mix to continuous vacuum distillation conditions to remove at least some of the additional reaction products from the sulfonyl ether pre-mix to provide a crude sulfonyl ether product; and viii) purifying the crude sulfonyl ether product.