141692-27-5

Basic information

• Product Name: 2,4(1H,3H)-Pyrimidinedione, 5-[methyl(phenylmethyl)amino]-
• CAS NO: 141692-27-5
• Molecular Formula: C12H13N3O2
• Molecular Weight: 231.254
• Mol File: 141692-27-5.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 2,4(1H,3H)-Pyrimidinedione, 5-[methyl(phenylmethyl)amino]-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4(1H,3H)-Pyrimidinedione, 5-[methyl(phenylmethyl)amino]-(141692-27-5)
• EPA Substance Registry System: 2,4(1H,3H)-Pyrimidinedione, 5-[methyl(phenylmethyl)amino]-(141692-27-5)

Safety Data

• Hazardous Substances Data: 141692-27-5(Hazardous Substances Data)

Upstream product

• 51-20-7 5-bromouracil 
• 103-67-3 benzyl-methyl-amine 

Downstream Products

• 148703-49-5 Benzyl-(2,4-bis-trimethylsilanyloxy-pyrimidin-5-yl)-methyl-amine 
• 141692-53-7 5-(Benzyl-methyl-amino)-1-((2S,5S,6R)-5-hydroxy-6-hydroxymethyl-5,6-dihydro-2H-pyran-2-yl)-1H-pyrimidine-2,4-dione 
• 141692-46-8 5-(Benzyl-methyl-amino)-1-((2R,5S,6R)-5-hydroxy-6-hydroxymethyl-5,6-dihydro-2H-pyran-2-yl)-1H-pyrimidine-2,4-dione 
• 141692-39-9 Acetic acid (2R,3S,6S)-2-acetoxymethyl-6-[5-(benzyl-methyl-amino)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-3,6-dihydro-2H-pyran-3-yl ester 
• 141692-32-2 Acetic acid (2R,3S,6R)-2-acetoxymethyl-6-[5-(benzyl-methyl-amino)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-3,6-dihydro-2H-pyran-3-yl ester 
• 1431627-82-5 5-(benzyl(methyl)amino)-N-hexyl-2,4-dioxo-pyrimidine-1-carboxamide 

Relevant articles and documents

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Discovery of a new class of highly potent inhibitors of acid ceramidase: Synthesis and structure-activity relationship (SAR)

Acid ceramidase (AC) is an intracellular cysteine amidase that catalyzes the hydrolysis of the lipid messenger ceramide. By regulating ceramide levels in cells, AC may contribute to the regulation of cancer cell proliferation and senescence and to the response to cancer therapy. We recently identified the antitumoral agent carmofur (4a) as the first nanomolar inhibitor of intracellular AC activity (rat AC, IC50 = 0.029 μM). In the present work, we expanded our initial structure-activity relationship (SAR) studies around 4a by synthesizing and testing a series of 2,4-dioxopyrimidine-1- carboxamides. Our investigations provided a first elucidation of the structural features of uracil derivatives that are critical for AC inhibition and led us to identify the first single-digit nanomolar inhibitors of this enzyme. The present results confirm that substituted 2,4-dioxopyrimidine-1-carboxamides are a novel class of potent inhibitors of AC. Selected compounds of this class may represent useful probes to further characterize the functional roles of AC.

Synthesis of substituted uracils by the reactions of halouracils with selenium, sulfur, oxygen and nitrogen nucleophiles under focused microwave irradiation

Under microwave irradiation, the nucleophilic substitution reactions of halouracils with selenium, sulfur, oxygen and nitrogen nucleophiles was complete within several minutes with yields up to 99%. The method using microwave irradiation is superior to th