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2-Methyl-6-(3-nitro-phenyl)-4-oxo-cyclohex-2-enecarboxylic acid methyl ester is a chemical compound that serves as an impurity in the synthesis of nicardipine, a calcium channel blocker used to treat hypertension and angina. It is derived from Methyl Acetoacetate, a chemical reagent utilized in the synthesis of pharmaceuticals. 2-Methyl-6-(3-nitro-phenyl)-4-oxo-cyclohex-2-enecarboxylic acid methyl ester also plays a role in the Biginelli reaction, which is a multicomponent reaction that forms dihydropyrimidinones, a class of heterocycles with potential applications in medicinal chemistry.

87625-92-1

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87625-92-1 Usage

Uses

Used in Pharmaceutical Synthesis:
2-Methyl-6-(3-nitro-phenyl)-4-oxo-cyclohex-2-enecarboxylic acid methyl ester is used as an intermediate in the synthesis of nicardipine, a medication for treating hypertension and angina. Its presence as an impurity in the synthesis process highlights the importance of monitoring and controlling impurities to ensure the safety and efficacy of the final drug product.
Used in Organic Chemistry:
In the field of organic chemistry, 2-Methyl-6-(3-nitro-phenyl)-4-oxo-cyclohex-2-enecarboxylic acid methyl ester is used as a reactant in the Biginelli reaction. This reaction is significant for the synthesis of dihydropyrimidinones, which have potential applications in medicinal chemistry, including as antiviral, anticancer, and anti-inflammatory agents. 2-Methyl-6-(3-nitro-phenyl)-4-oxo-cyclohex-2-enecarboxylic acid methyl ester's involvement in this reaction underscores its utility in the development of novel therapeutic agents.
Used in Quality Control and Impurity Profiling:
2-Methyl-6-(3-nitro-phenyl)-4-oxo-cyclohex-2-enecarboxylic acid methyl ester is also used in the context of quality control and impurity profiling for nicardipine. Analyzing and understanding the presence of this impurity in the synthesis process is crucial for ensuring the purity and consistency of the final pharmaceutical product, as well as for meeting regulatory requirements.

Check Digit Verification of cas no

The CAS Registry Mumber 87625-92-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,7,6,2 and 5 respectively; the second part has 2 digits, 9 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 87625-92:
(7*8)+(6*7)+(5*6)+(4*2)+(3*5)+(2*9)+(1*2)=171
171 % 10 = 1
So 87625-92-1 is a valid CAS Registry Number.

87625-92-1Downstream Products

87625-92-1Relevant academic research and scientific papers

Synthesis method of dihydropyridine drug degradation impurity

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Page/Page column 6-7, (2021/07/01)

The invention belongs to the technical field of organic synthesis, and particularly relates to a method for synthesizing dihydropyridine drug degradation impurities, which comprises the following steps of: reacting 3-nitrobenzaldehyde and acetone dimethyl phosphate serving as raw materials to obtain an intermediate 1, and then sequentially reacting with methyl acetoacetate and polyphosphoric acid to finally obtain a degradation impurity I and a degradation impurity II, the yield of the degraded impurity I is 30-35%, the purity of the degraded impurity I reaches 97% or above, the yield of the degraded impurity II is 25-30%, and the purity of the degraded impurity II reaches 97% or above. The high-purity dihydropyridine drug degradation impurity I and the high-purity dihydropyridine drug degradation impurity II are prepared through a chemical synthesis method and can be further used for pharmacological and toxicological research on the degradation impurity I and the degradation impurity II, and sample support is provided for research on side effects of dihydropyridine drug impurities. Meanwhile, the compound can be used as an impurity working standard substance for HPLC analysis of related substances of dihydropyridine drugs.

A Novel, One Pot Synthesis of 4-Carbalkoxy-3-methyl-5-substitutedphenyl-2-cyclohexen-1-ones

Niwas, Shri,Kumar, Shiv,Bhaduri, A. P.

, p. 524 - 525 (2007/10/02)

A novel, one pot synthesis of 4-carbalkoxy-3-methyl-5-substitudedphenyl-2-cyclohexen-1-ones (1-8) has been achieved by reacting appropriately substituted benzaldehyde with methyl or ethyl acetoacetate in presence of piperidine in ethanol.The structures (1

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