914915-59-6

Basic information

• Product Name: ethyl 6-methyl-4-(3-nitrophenyl)-2-thioxo-1,2,3,4-tetrahydropyrimidin-5-carboxylate
• Synonyms: ethyl 6-methyl-4-(3-nitrophenyl)-2-thioxo-1,2,3,4-tetrahydropyrimidin-5-carboxylate
• CAS NO: 914915-59-6
• Molecular Weight: 321.357
• Mol File: 914915-59-6.mol

Chemical Properties

• CAS DataBase Reference: ethyl 6-methyl-4-(3-nitrophenyl)-2-thioxo-1,2,3,4-tetrahydropyrimidin-5-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 6-methyl-4-(3-nitrophenyl)-2-thioxo-1,2,3,4-tetrahydropyrimidin-5-carboxylate(914915-59-6)
• EPA Substance Registry System: ethyl 6-methyl-4-(3-nitrophenyl)-2-thioxo-1,2,3,4-tetrahydropyrimidin-5-carboxylate(914915-59-6)

Safety Data

• Hazardous Substances Data: 914915-59-6(Hazardous Substances Data)

Upstream product

• 39562-16-8 ethyl (Z)-2-(3-nitrobenzylidene)-3-oxobutanoate 
• 17356-08-0 thiourea 
• 37622-16-5 thiouronium hydrogensulfate 
• 141-97-9 ethyl acetoacetate 
• 99-61-6 3-nitro-benzaldehyde 
• 57-13-6 urea 
• 108931-96-0 1,4-Dihydro-2-[[(4-methoxyphenyl)methyl]-thio]-6-methyl-4-(3-nitrophenyl)-5-pyrimidinecarboxylic acid,ethyl ester 

Downstream Products

• 106720-49-4 1,4-dihydro-6-methyl-4-(3-nitrophenyl)-2-[(phenylmethyl)thio]-5-pyrimidinecarboxylic acid,ethyl ester 
• 108930-57-0 3,6-dihydro-4-methyl-6-(3-nitrophenyl)-2-thioxo-1,5(2H)-pyrimidinedicarboxylic acid bis(ethyl ester) 
• 1034918-22-3 ethyl 3,7-dimethyl-5-(3-nitrophenyl)-5H-thiazolo[3,2-a]pyrimidine-6-carboxylate 
• 1229661-59-9 C₃₂H₃₃N₅O₇S₂ 
• 1229661-61-3 C₃₂H₃₃N₅O₇S₂ 
• 1229661-63-5 C₃₁H₃₁N₅O₆S₂ 
• 1229661-65-7 C₃₂H₃₁N₅O₈S₂ 
• 1229661-67-9 N₁-(4-chlorophenyl)-N₃-{4-[2-hydroxy-3-(5-carbethoxy-6-methyl-2-thio-4-(3-nitrophenyl)-1,2,3,4-tetrahydropyrimidin-1-yl)propoxy]benzylidene}thiourea 
• 1427310-14-2 ethyl 7-methyl-5-(3-nitrophenyl)-2-phenethyl-5H-thiazolo[3,2-a]pyrimidine-6-carboxylate 

Relevant articles and documents

Silica-bonded N-propyl sulfamic acid as an efficient recyclable catalyst for the synthesis of 3,4-dihydropyrimidin-2-(1H)-ones/thiones under heterogeneous conditions

Silica-bonded N-propyl sulfamic acid (SBNPSA) catalyzed one-pot three component Biginelli condensation of different substituted aromatic aldehydes with ethyl acetoacetate and urea/thoiurea to the respective 3,4- dihydropyrimidin-2-(1H)-ones and thiones in

Synthesis of some new C2 substituted dihydropyrimidines and their electrophysiological evaluation as L-/T-type calcium channel blockers

Drugs targeting different calcium channel subtypes have strong therapeutic potential for future drug development for cardiovascular disorders, neuropsychiatric diseases and cancer. This study aims to design and synthesize a new series of C2 substituted di

Amino acid ionic liquid-catalyzed synthesis, anti-Leishmania activity, molecular docking, molecular dynamic simulation, and ADME study of 3,4-dihydropyrimidin-2(1H)-(thio)ones

The synthesis of 3,4-dihydropyrimidin-2(1H)-(thio)one (DHPM) derivatives involving aromatic aldehyde, β-ketoesters and urea/thiourea using prolinium hydrogen sulfate (ProHSO4) as a catalyst has been studied. A variety of DHPM derivatives were o

Polymeric imidazolium ionic liquid-tagged manganese Schiff base complex: an efficient catalyst for the Biginelli reaction

Abstract: In this study, a new organometallic catalyst including polymeric imidazolium ionic liquid-functionalized Mn(III) Schiff base complex (PIL-SB-Mn(III)) was prepared and characterized using various analyses like FTIR, H-NMR, FE-SEM, EDX, TGA, and ICP-OES. Then, the applications of catalyst were tested in the synthesis of 3,4-dihydropyrimidine-2(1H)-one/thiones under solvent-free conditions. This polymeric ionic liquid catalyst can carry out the Biginelli reaction in less than an hour in good to excellent yields. The recovered catalyst has been characterized by FTIR and EDX analyses; heterogeneous nature of this catalyst has been confirmed successfully. Graphic abstract: [Figure not available: see fulltext.].

CoFe2O4/TMU-17-NH2 as a hybrid magnetic nanocomposite catalyst for multicomponent synthesis of dihydropyrimidines

A new magnetic metal–organic framework nanocomposite (CoFe2O4/TMU-17-NH2) was prepared via an embedding approach by synthesis of the metal–organic framework crystals in the presence of magnetic cobalt ferrite nanoparticles. We demonstrated that the resulting magnetic nanocomposite can serve as a recyclable nanocatalyst for one-pot synthesis of bis-3,4-dihydropyrimidin-2(1H)-one and 3,4-dihydropyrimidin-2(1H)-one derivatives via three-component reaction of 1,3-diketone, urea or thiourea and aromatic aldehyde under solvent-free conditions. CoFe2O4/TMU-17-NH2 was characterized using various techniques. The recovery of the nanocomposite was achieved by a simple magnetic decantation and it was reused at least seven times without significant degradation in catalytic activity.

Dihydropyrimidine-2-thiones as Eg5 inhibitors and L-type calcium channel blockers: Potential antitumour dual agents

The use of multitarget drugs has evolved as an alternative to "magic bullets" for the treatment of complex diseases such as cancer, in order to affect simultaneously several targets relevant to the disease. We have designed and synthesized a series of dua

Design, Synthesis and Molecular Docking Studies of Some Tetrahydropyrimidine Derivatives as Possible Fascin Inhibitors

Eight derivatives of tetrahydropyrimidine scaffold were designed and prepared as hybrid compounds possessing the structural features of both monastrol as an anticancer drug and nifedipine as a fascin blocking agent. All of the compounds were evaluated for

Bis(p-sulfoanilino)triazine-functionalized silica-coated magnetite nanoparticles as an efficient and magnetically reusable nano-catalyst for Biginelli-type reaction

Abstract: The preparation of bis(p-sulfoanilino)triazine-functionalized silica-coated magnetite nanoparticles and their use as a novel magnetically separable nanocatalyst for the synthesis of various Biginelli adducts are presented. The materials were characterized by various microscopic and spectroscopic techniques such as scanning electron microscopy, vibrating sample magnetometer, X-ray powder diffraction, and FT-IR spectroscopy, etc. A series of 3,4-dihydropyrimidinones or thione products were conveniently prepared by this green protocol from the reactions of aromatic aldehydes with the 1,3-dicarbonyl compounds and urea or thiourea using the catalyst under solvent-free conditions. The present method is operationally simple and offers several advantages such as good to excellent yields, short reaction times, the absence of a solvent, and simple work-up. Moreover, the aforementioned nanocatalyst can be easily recovered from the reaction mixture with the assistance of an external magnetic field and reused several times without any loss of its catalytic activity.

Novel pyrimidinic selenourea induces DNA damage, cell cycle arrest, and apoptosis in human breast carcinoma

Novel pyrimidinic selenoureas were synthesized and evaluated against tumour and normal cell lines. Among these, the compound named 3j initially showed relevant cytotoxicity and selectivity for tumour cells. Three analogues of 3j were designed and synthesi

Bis-dihydropyrimidines: Catalyst-free, Microwave-assisted Organic Synthesis, Characterization and In Vitro Biological Screenings

In present research, we aim to afford the catalyst-free, greener synthesis of diethyl 2,2′-(1,2-phenylenebis(methylene))bis(sulfanediyl)bis(6-methyl-4-substitutedphenyl-1,4-dihydropyrimidine-5-carboxylate)derivatives via microwave irradiations. The reacti