42821-92-1

Basic information

• Product Name: RARECHEM AL BF 0788
• Synonyms: RARECHEM AL BF 0788;2,4-DIOXO-1,2,3,4-TETRAHYDRO-PYRIMIDINE-5-CARBOXYLIC ACID METHYL ESTER;1,2,3,4-Tetrahydro-2,4-dioxo-5-pyrimidinecarboxylic acid methyl ester;Methyl 2,4-dioxo-1,2,3,4-tetrahydropyriMidine-5-carboxylate;Methyl 2,4-dihydroxypyriMidine-5-carboxylate;2,4-DIOXO-1,2,3,4-TETRAHYDRO-PYRIMIDINE-5-CARBOXYLIC ACID M;dihydroxypyriMidine-5-carboxylate
• CAS NO: 42821-92-1
• Molecular Formula: C₆H₆N₂O₄
• Molecular Weight: 170.12
• Mol File: 42821-92-1.mol

Chemical Properties

• Melting Point: 282℃
• Appearance: /
• Density: 1.412
• Storage Temp.: 2-8°C
• PKA: 7.06±0.10(Predicted)
• CAS DataBase Reference: RARECHEM AL BF 0788(CAS DataBase Reference)
• NIST Chemistry Reference: RARECHEM AL BF 0788(42821-92-1)
• EPA Substance Registry System: RARECHEM AL BF 0788(42821-92-1)

Safety Data

• Hazardous Substances Data: 42821-92-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
RARECHEM AL BF 0788 is used as a key intermediate for the synthesis of RNA-like nucleoside structures for various pharmaceutical applications. These structures play a crucial role in the development of new drugs and therapies targeting RNA-related diseases and conditions.
Used in Research and Development:
In the field of research and development, RARECHEM AL BF 0788 is used as a building block for the creation of novel RNA-like nucleoside structures. This enables scientists to study the properties and potential applications of these structures in various biological and medical contexts.
Used in Chemical Synthesis:
RARECHEM AL BF 0788 is also used as a versatile chemical intermediate in the synthesis of various compounds with potential applications in different industries, such as agriculture, materials science, and environmental science. Its unique chemical properties make it a valuable asset in the development of new products and technologies.

Upstream product

• 67-56-1 methanol 
• 23945-44-0 2,4-dihydroxypyrimidine-5-carboxylic acid 
• 4433-40-3 5-hydroxymethyl uracil 
• 1195-08-0 2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carbaldehyde 

Downstream Products

• 1074-97-1 uracil-5-carboxamide 
• 70759-25-0 4-cyclohexylideneaminooxy-5-fluoro-2,6-dioxo-hexahydro-pyrimidine-5-carboxylic acid methyl ester 
• 65906-40-3 5-fluoro-2,4-dioxo-6-phenylsulfanyl-hexahydro-pyrimidine-5-carboxylic acid methyl ester 
• 65906-47-0 4-benzyloxy-5-fluoro-2,6-dioxo-hexahydro-pyrimidine-5-carboxylic acid methyl ester 
• 65906-23-2 4-cyclohexyloxy-5-fluoro-2,6-dioxo-hexahydro-pyrimidine-5-carboxylic acid methyl ester 
• 65905-96-6 methyl 5-fluoro-4-methoxy-2,6-dioxohexahydro-5-pyrimidinecarboxylate 
• 3177-20-6 2,4-dichloro-5-pyrimidinecarboxylic acid methyl ester 
• 1820-81-1 5-chlorouracil 
• 55728-21-7 1-((2R,3R,3aS,7R,7aR)-5-Carboxy-3,7-dihydroxy-hexahydro-furo[3,2-b]pyran-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid 
• 111690-17-6 methyl 1-<8-O-allyl-3,7-anhydro-5-O-benzyl-6-deoxy-β-L-glycero-D-allo-octofuranos-(1,4)-yl>uracil-5-carboxylate 
• 111690-19-8 methyl 1-<3,7-anhydro-2-O-benzoyl-5-O-benzyl-6-deoxy-β-L-glycero-D-allo-octofuranos-(1,4)-yl>uracil-5-carboxylate 
• 111690-16-5 methyl 1-<8-O-allyl-5-O-benzyl-6-deoxy-7-O-(methylsulfonyl)-β-D-glycero-D-allo-octofuranos-(1,4)-yl>uracil-5-carboxylate 
• 111690-20-1 methyl 1-uracil-5-carboxylate 
• 111690-18-7 methyl 1-<8-O-allyl-3,7-anhydro-2-O-benzoyl-5-O-benzyl-6-deoxy-β-L-glycero-D-allo-octofuranos-(1,4)-yl>uracil-5-carboxylate 

Relevant articles and documents

New uracil dimers showing erythroid differentiation inducing activities

The synthesis of C5 linked uracil dimers was carried out according to a model developed in order to bind adenine in DNA. N1-Alkylated uracil derivatives were synthesized from isoorotic acid (uracil-5-carboxylic acid) or thymine. The carboxylic acid deriva

The detrimental effect of orotic acid substitution in the peptide nucleic acid strand on the stability of PNA2:NA triple helices

We have investigated the incorporation of C6 derivatives of uracil into polypyrimidine peptide nucleic acid oligomers. Starting with uracil-6-carboxylic acid (orotic acid), a peptide nucleic acid monomer compatible with Fmoc-based synthesis was prepared. This monomer then served as a convertible nucleobase whereupon treatment of the resin-bound methyl orotate containing hexamers with hydroxide or amines cleanly converted the ester to an orotic acid or orotamide-containing peptide nucleic acid. Peptide nucleic acid hexamers containing the C6-modified nucleobase hybridized to both poly(riboadenylic acid) and poly(deoxyriboadenylic acid) via triplex formation. Complexes formed with poly(riboadenylic acid) were more stable than those formed with poly(dexoyriboadenylic acid), as measured by temperature-dependent UV spectroscopy. However, both of these complexes were destabilized relative to the complexes formed by an unmodified peptide nucleic acid oligomers. Internal or doubly substituted hexamers are destabilized more strongly than a terminally substituted one, and the type of substitution (carboxamide, ester, carboxylic acid) affects the overall triplex stability. These results clearly show that incorporation of a C6-substituted uracil into polypyrimidine PNA is detrimental to triplex formation. We have also extended this chemistry to incorporate uracil-5-methylcarboxylate into a peptide nucleic acid hexamer. After on-resin conversion of the C5 ester to the 3-(N,N-dimethylamino)propylamide, significant stabilization of the triplex formed with poly(riboadenylic acid) was observed, which illustrates the compatibility of C5 substitution with peptide nucleic acid directed triple helix formation.