110448-29-8

Basic information

• Product Name: ethyl 6-methyl-4-(3-nitrophenyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
• Synonyms: ethyl 6-methyl-4-(3-nitrophenyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate;Nifetepimine;ethyl 6-methyl-4-(3-nitrophenyl)-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate
• CAS NO: 110448-29-8
• Molecular Formula: C14H15N3O5
• Molecular Weight: 305.286
• Mol File: 110448-29-8.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: ethyl 6-methyl-4-(3-nitrophenyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 6-methyl-4-(3-nitrophenyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate(110448-29-8)
• EPA Substance Registry System: ethyl 6-methyl-4-(3-nitrophenyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate(110448-29-8)

Safety Data

• Hazardous Substances Data: 110448-29-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Ethyl 6-methyl-4-(3-nitrophenyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate is utilized as an active pharmaceutical ingredient for the development of drugs targeting various diseases and disorders due to its multifaceted pharmacological properties.
Used in Organic Synthesis:
In the field of organic synthesis, ethyl 6-methyl-4-(3-nitrophenyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate serves as a key intermediate or building block in the synthesis of more complex organic molecules, contributing to the advancement of chemical research and the creation of novel compounds.
Used in Antimicrobial Applications:
Ethyl 6-methyl-4-(3-nitrophenyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate is employed as an antimicrobial agent, leveraging its ability to combat a variety of microorganisms, thereby offering potential in the development of new antimicrobial therapies.
Used in Antifungal Applications:
ethyl 6-methyl-4-(3-nitrophenyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate is also used as an antifungal agent, indicating its potential in treating fungal infections, which is crucial in the context of increasing antibiotic resistance and the need for new antifungal drugs.
Used in Anti-inflammatory Applications:
Ethyl 6-methyl-4-(3-nitrophenyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate is applied in anti-inflammatory formulations, capitalizing on its capacity to reduce inflammation, which is essential for managing conditions characterized by inflammatory responses.

Upstream product

• 141-97-9 ethyl acetoacetate 
• 99-61-6 3-nitro-benzaldehyde 
• 57-13-6 urea 
• 619-25-0 3-Nitrobenzyl alcohol 
• 123371-44-8 nifetepimine 
• 55758-34-4 1,1'-[(3-nitrophenyl)methylene]diurea 
• 39562-16-8 ethyl (Z)-2-(3-nitrobenzylidene)-3-oxobutanoate 
• 68444-12-2 sodium α-hydroxy-m-nitrotoluene-α-sulphonate 
• 29949-19-7 1,1-diacetoxy-1-(3-nitrophenyl)methane 
• 21351-39-3 monocarbamide dihydrogen sulfate 
• 17356-08-0 thiourea 
• 109086-74-0 2-(m-nitro)phenyltetrahydro-(2H)-1,3-oxazines 
• 106720-60-9 1,4-dihydro-2-methoxy-6-methyl-4-(3-nitrophenyl)-5-pyrimidinecarboxylic acid ethyl ester 

Downstream Products

• 108930-83-2 4-Methyl-6-(3-nitro-phenyl)-2-oxo-3,6-dihydro-2H-pyrimidine-1,5-dicarboxylic acid 1-[2-(benzyl-methyl-amino)-ethyl] ester 5-ethyl ester 

Relevant articles and documents

An appropriate one-pot synthesis of dihydropyrimidinones catalyzed by heteropoly acid supported on zeolite: An efficient and reusable catalyst for the Biginelli reaction

A mild and efficient catalytic method has been developed for the synthesis of 3,4-dihydropyrimidin-2 (1H)-ones (DHPM) by a one-pot three-component cyclocondensation reaction using molybdophosphoric acid (MPA) supported on Y zeolite in high to excellent yi

One-pot synthesis of 3,4-dihydro-2(H)-pyrimidinones catalyzed by reusable acidic choline-based ionic liquids

A series of choline-based ionic liquids (CIL) have been synthesized in this work. The results suggested that both the cations and the anions have significant influences on their properties such as thermostabilities, acidities and their performances for the synthesis of 3,4-dihydro-2(H)-pyrimidinones. The optimized catalytic system based on the CIL [DMEA][HSO4] for the Biginelli reactions benefits from the wide substrates tolerance, benign reaction conditions, easy work-up procedures, and the feasible reusability of the ionic liquid. Graphical Abstract: The thermostabilities, acidities, and the catalytic activities for the Biginelli reactions are all follows the sequence of [DMEA][HSO4] > [Choline] [HSO4] > [DMEA][H 2PO4] > [Choline] [H2PO4][Figure not available: see fulltext.].

Selectfluor catalyzed one pot synthesis of dihydropyrimidinones: An improved protocol for the Biginelli reaction

A novel one pot condensation of an aldehyde, β-ketoesters and urea / thiourea in acetonitrile has been performed using selectfluor in both conventional and microwave irradiation method affording dihydropyrimidinones in excellent yields (80-95%) and short

Ultrasound aided solvent-free synergy: an improved synthetic approach to access 3,4-dihydropyrimidin-2(1H)-ones

Abstract: A remarkably simple synthetic method has been described for the access of structurally diverse 3,4-dihydropyrimidin-2(1H)-ones in excellent yields in the presence of 2,4,6-trichloro-1,3,5-triazine (TCT) as an efficient source of hydrochloric aci

Cobalt manganese oxide nano catalysts as a recyclable catalyst for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones-thiones

A simple and effective synthesis of 3,4-dihydropyrimidin-2(1H)-one and thione derivatives has been developed in the presence of nano cobalt manganese oxide as catalyst under thermal solvent-free conditions. The proposed procedure ensures easy to handle, r

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An efficient synthesis of 3,4-dihydropyrimidin-2-ones (DHPMs) from the aldehydes, β-ketoesters, and urea in ethanol using methanesulfonic acid (CH3SO3H) as the catalyst is described. Compared with the classical Biginelli reaction con

Pyridinium-based bronsted acidic ionic liquid as a highly efficient catalyst for one-pot synthesis of dihydropyrimidinones

In this work, the synthesis and characterization of 3-carboxypyridinium hydrogensulfate ([Hcpy]HSO4) as a new Brnsted acidic ionic liquid are reported. This reusable, inexpensive, and green catalyst was employed for one-pot condensation of 1,3-

Graphite catalyzed solvent free synthesis of dihydropyrimidin-2(1H)-ones/ thiones and their antidiabetic activity

A solvent free three component condensation reaction between an aldehyde, ethyl acetoacetate and urea catalyzed by graphite, a green catalyst is described for the synthesis of dihydropyrimidin-2(1H)-ones. This protocol is scalable and the catalyst is reus

One-pot, green and efficient synthesis of 3,4-dihydropyrimidin-2(1H)-ones or thiones catalyzed by citric acid

One-pot three-component condensation of ethyl acetoacetate, aldehyde and urea or thiourea in refluxing ethanol in the presence of catalytic amounts of citric acid afforded the corresponding 3,4-dihydropyrimidin- 2(1H)-ones/thiones in high yields. The cata