3543-73-5 Usage
Description
1-Methyl-5-amino-1H-benzimidazole-2-butanoic acid ethyl ester is an organic compound with the molecular formula C12H16N2O2. It is a derivative of benzimidazole and features a methyl group, an amino group, and an ethyl ester functional group. 1-Methyl-5-amino-1H-benzimidazole-2-butanoic acid ethyl ester is known for its brown solid appearance and is primarily recognized as an impurity in the synthesis of bendamustine, a chemotherapy drug.
Uses
Used in Pharmaceutical Industry:
1-Methyl-5-amino-1H-benzimidazole-2-butanoic acid ethyl ester is used as an impurity in the synthesis of bendamustine for its role in cancer treatment. Bendamustine is a bifunctional alkylating agent that interferes with DNA replication and RNA synthesis, leading to the disruption of cell division and ultimately causing cell death. The presence of this impurity in bendamustine production is crucial for quality control and ensuring the safety and efficacy of the final drug product.
Used in Research and Development:
In the field of research and development, 1-Methyl-5-amino-1H-benzimidazole-2-butanoic acid ethyl ester serves as a valuable compound for studying the chemical properties and reactivity of benzimidazole derivatives. Its unique structure allows scientists to explore various synthetic routes and potential applications in drug discovery, material science, and other related fields.
Chemical Properties:
As a brown solid, 1-Methyl-5-amino-1H-benzimidazole-2-butanoic acid ethyl ester exhibits characteristic chemical properties that make it suitable for various applications. Its molecular structure, which includes a benzimidazole core, a methyl group, an amino group, and an ethyl ester functional group, contributes to its reactivity and potential for further chemical modifications. These properties can be exploited in the development of new drugs, materials, or other chemical products.
Check Digit Verification of cas no
The CAS Registry Mumber 3543-73-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,5,4 and 3 respectively; the second part has 2 digits, 7 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 3543-73:
(6*3)+(5*5)+(4*4)+(3*3)+(2*7)+(1*3)=85
85 % 10 = 5
So 3543-73-5 is a valid CAS Registry Number.
InChI:InChI=1/C14H19N3O2/c1-3-19-14(18)6-4-5-13-16-11-9-10(15)7-8-12(11)17(13)2/h7-9H,3-6,15H2,1-2H3
3543-73-5Relevant articles and documents
High-purity bendamustine hydrochloride intermediate preparation method
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Paragraph 0036-0049, (2019/05/11)
The invention provides a high-purity bendamustine hydrochloride intermediate preparation method, wherein the intermediate is 5-amino-1-methyl-1H-2-benzimidazolebutyric acid ethyl ester, and the preparation method is characterized in that the mixed solvent of methanol and ethyl acetate is used. According to the present invention, with the preparation method, the impurities generated by the reduction reaction can be effectively reduced so as to obtain the high-purity intermediate and the final product bendamustine hydrochloride and reduce the difficulty in the industrial purification.
PROCESS FOR THE PREPARATION OF BENDAMUSTINE
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, (2014/02/16)
The present invention relates to a method for preparation of alkyl 4-[5-[bis(2-hydroxyethyl)amino]-1-methyl-1H-benzimidazol-2-yl]butanoate (7) from 2-fluoro-5-nitroaniline, comprising the steps of: (a) conversion of 2-fluoro-5-nitroaniline to 5-(2-fluoro-5-nitroanilino)-5-oxopentanoic acid (1) using glutaric anhydride, conversion of compound (1) to methylammonium 5-[2-(methylamino)-5-nitroanilino]-5-oxopentanoate (2) using methylamine; conversion of compound (2) to 5-[2-(methylamino)-5-nitroanilino]-5-oxopentanoic acid (3) and condensation of compound (3) to 4-(1-methyl-5-nitro-1H-benzimidazol-2-yl)butanoic acid (4); (b) esterification of the product (4) of step a) to alkyl 4-(1-methyl-5-nitro1H-benzimidazol-2-yl)butanoate (5); (c) reduction of the product of step b) to alkyl 4-(5-amino-1-methyl-1H-benzimidazol-2-yl)butanoate (6), and (d) conversion of the product of step c) to alkyl 4-[5-[bis(2-hydroxyethyl)amino]-1-methyl-1H-benzimidazol-2-yl]butanoate (7)
Process for Preparation of Intermediates of Bendamustine
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Paragraph 0023, (2013/12/04)
The present invention relates to a process for the preparation of 4-{5-{Bis-(2-hydroxyl-ethyl)-amino}-1-methyl-1H-Benzoimidazol-2yl}-butyric acid alkyl ester of formula IV, a key intermediate in the process for the preparation of Bendamustine HCl (I)