108139-78-2

Basic information

• Product Name: methyl 2,4-bis{2-nitrophenyl}-6-methyl-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate
• Synonyms: methyl 2,4-bis{2-nitrophenyl}-6-methyl-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate;methyl 6-methyl-2,4-bis(2-nitrophenyl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate;Nifedipine Impurity 7
• CAS NO: 108139-78-2
• Molecular Formula: C₁₉H₁₈N₄O₆
• Molecular Weight: 398.36942
• Mol File: 108139-78-2.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: methyl 2,4-bis{2-nitrophenyl}-6-methyl-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2,4-bis{2-nitrophenyl}-6-methyl-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate(108139-78-2)
• EPA Substance Registry System: methyl 2,4-bis{2-nitrophenyl}-6-methyl-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate(108139-78-2)

Safety Data

• Hazardous Substances Data: 108139-78-2(Hazardous Substances Data)

Usage

Description

Methyl 2,4-bis2-nitrophenyl-6-methyl-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate is a complex organic compound with a unique chemical structure. It is characterized by its tetrahydro-pyrimidine core, which is substituted with a methyl group at the 6th position and a carboxylate group at the 5th position. Additionally, the molecule features two 2-nitrophenyl groups attached to the 2nd and 4th positions of the pyrimidine ring. methyl 2,4-bis2-nitrophenyl-6-methyl-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate is known for its potential applications in the pharmaceutical industry, particularly as an impurity in the synthesis of certain drugs.

Uses

1. Pharmaceutical Industry:
Methyl 2,4-bis2-nitrophenyl-6-methyl-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate is used as an impurity in the synthesis of Nifedipine (N457000), a dihydropyridine calcium channel blocker. Nifedipine is widely prescribed for the treatment of various cardiovascular conditions, such as hypertension and angina.
2. Antihypertensive Applications:
As an impurity in Nifedipine, methyl 2,4-bis2-nitrophenyl-6-methyl-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate contributes to the antihypertensive effects of the drug. Nifedipine works by relaxing blood vessel walls, which in turn reduces blood pressure and alleviates the strain on the heart.
3. Antianginal Applications:
Methyl 2,4-bis2-nitrophenyl-6-methyl-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate also plays a role in the antianginal properties of Nifedipine. Angina is a painful chest discomfort caused by insufficient blood flow to the heart muscle. Nifedipine helps to increase blood flow to the heart by dilating the coronary arteries, thus providing relief from angina symptoms.

Upstream product

• 15768-07-7 methyl 2-benzylidene-3-oxobutanoate 
• 552-89-6 2-nitro-benzaldehyde 
• 105-45-3 acetoacetic acid methyl ester 
• 21731-17-9 methyl 3-aminocrotonate 

Downstream Products

• 80742-22-9 4-methyl-2,6-bis-(2-nitroso-phenyl)-pyrimidine-5-carboxylic acid methyl ester 
• 80742-26-3 C₁₉H₁₇N₅O₇ 
• 80742-28-5 C₁₉H₁₇N₅O₇ 
• 30160-03-3 methyl 2-methylquinoline-3-carboxylate 

Relevant articles and documents

Stability investigations of alkyl 2,4-bisaryl-6-methyl-1,2,3,4- tetrahydropyrimidine-5-carboxylates

The tetrahydropyrimidines (THPM) with an 4-(2-nitrophenyl) substituent 14 react with UV-A-light to yield the pyrimido[1,6-b]indazoles 16 and the cyclic hydroxamic acid 20 as a by-product. Irradiation of the 2,4-bis(2- nitrophenyl) THMP 2 do not give the 2,4-bis(2-nitrosophenyl)pyrimidine 26, but a mixture of the pyrimido[1,6-b]- and -[1,2-b]-indazoles 27 and 28. The products obtained by oxidation and reduction of the THPM are reported including the synthesis of pyrido[5,4-b]quinolines.

1,3-Dicarbonyl compounds, XVIII. Alkyl 2,4-diaryl-6-methyl-1,2,3,4-tetrahydropyrimidine-5-carboxylates

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