7263-86-7

Basic information

• Product Name: 1-(4-nitrobenzyl)pyrimidine-2,4(1H,3H)-dione
• CAS NO: 7263-86-7
• Molecular Formula: C₁₁H₉N₃O₄
• Molecular Weight: 247.2069
• Mol File: 7263-86-7.mol
• Article Data: 1

Chemical Properties

• Density: 1.454g/cm³
• Refractive Index: 1.636
• CAS DataBase Reference: 1-(4-nitrobenzyl)pyrimidine-2,4(1H,3H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-nitrobenzyl)pyrimidine-2,4(1H,3H)-dione(7263-86-7)
• EPA Substance Registry System: 1-(4-nitrobenzyl)pyrimidine-2,4(1H,3H)-dione(7263-86-7)

Safety Data

• Hazardous Substances Data: 7263-86-7(Hazardous Substances Data)

Usage

General Description

1-(4-nitrobenzyl)pyrimidine-2,4(1H,3H)-dione, also known as NBDP, is a chemical compound with the molecular formula C13H8N4O4. It is a pyrimidine derivative with a nitrobenzyl group attached to the nitrogen atom. NBDP is commonly used as a building block in organic synthesis for the construction of various nitrogen-containing heterocyclic compounds. It is also used in pharmaceutical research as a precursor for the development of potential drug candidates. Additionally, NBDP has been studied for its potential antitumor and antimicrobial properties, making it a compound of interest in medicinal chemistry and bioorganic chemistry.

Upstream product

• 66-22-8 uracil 
• 100-11-8 1-bromomethyl-4-nitro-benzene 

Downstream Products

• 7292-94-6 1-(4-aminobenzyl)pyrimidine-2,4-(1H,3H)dione 
• 339985-31-8 1-(4-(cholesterylcarbonylamino)benzyl)uracil 

Relevant articles and documents

Gel formation properties of a uracil-appended cholesterol gelator and cooperative effects of the complementary nucleobases

We designed and synthesized a uracil-appended cholesterol gelator (1) in order to control the gel stability and the gel morphology by addition of the complementary and non-complementary nucleobase derivatives. Compound 1 forms columnar stacks in cyclohexane due to the van der Waals interaction (cholesterol-cholesterol interaction) and the intergelator hydrogen bonding between uracil moieties. Addition of a 'monomeric' adenosine (3) into the gel only decreases the stability with increasing the concentration. The destabilization is ascribed to a lack of intergelator hydrogen bonding accompanied with forming the complementary base pairs between 1 and 3. In contrast, addition of adenine-appended cholesterol (7) induces a different behavior; with increasing 7 concentration the mixed gel is initially stabilized and then destabilized, giving rise to a maximum at the ratio of 1/7=1:1 for the Tgel plot. One may consider, therefore, that when the additive has a common, column-forming cholesterol moiety, the cholesterol-cholesterol interaction can operate cooperatively with the complementary base pairing. In addition, the gel fiber structure is clearly changed by the addition of 7. Taking the fact that there is no report for such an additive effect inducing a structural change with maintaining the gel stability into consideration, our attempt combining cholesterol columnar stacks with the nucleobase additives provides a new methodology to control the stability and the morphology of organogels.