20964-06-1

Basic information

• Product Name: 5-carboxymethyluridine
• Synonyms: 5-Uridineacetic acid;1,2,3,4-Tetrahydro-2,4-dioxo-1-beta-D-ribofuranosyl-5-pyrimidineacetic acid;5-(Carbonyl)methyluridine
• CAS NO: 20964-06-1
• Molecular Formula: C11H14N2O8
• Molecular Weight: 302.2375
• Mol File: 20964-06-1.mol

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.717g/cm³
• Refractive Index: 1.642
• PKA: 3.86±0.10(Predicted)
• CAS DataBase Reference: 5-carboxymethyluridine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-carboxymethyluridine(20964-06-1)
• EPA Substance Registry System: 5-carboxymethyluridine(20964-06-1)

Safety Data

• Hazardous Substances Data: 20964-06-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
5-Carboxymethyluridine is used as a modified nucleoside for its potential role in the development of novel therapeutics. The carboxymethyl group may enhance its interactions with biopolymers and macromolecules, making it a promising candidate for the treatment of various diseases.
Used in Research and Development:
In the field of molecular biology and biochemistry, 5-CMU can be utilized as a research tool to study the effects of nucleoside modifications on RNA structure, stability, and function. It may also be employed in the development of new techniques for RNA manipulation and analysis.
Used in Drug Delivery Systems:
Similar to gallotannin, 5-CMU could be incorporated into drug delivery systems to improve its bioavailability and therapeutic outcomes. The carboxymethyl group may facilitate the attachment of 5-CMU to various carriers, such as organic or metallic nanoparticles, for targeted delivery to specific cells or tissues.
Used in Diagnostic Applications:
5-Carboxymethyluridine may also find applications in the development of diagnostic tools, such as molecular probes or imaging agents, due to its unique chemical properties and potential interactions with biomolecules.
Used in Chemical Synthesis:
In the field of organic chemistry, 5-CMU could serve as a building block or intermediate for the synthesis of more complex molecules with potential applications in various industries, including pharmaceuticals, agrochemicals, and materials science.

InChI:InChI=1/C11H14N2O8/c14-3-5-7(17)8(18)10(21-5)13-2-4(1-6(15)16)9(19)12-11(13)20/h2,5,7-8,10,14,17-18H,1,3H2,(H,15,16)(H,12,19,20)/t5-,7-,8-,10-/m1/s1

Upstream product

• 29569-28-6 1-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)-5-(ethoxycarbonylmethyl)uracil 
• 6974-32-9 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose 
• 29571-46-8 ethyl 2-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)acetate 
• 29571-47-9 (2,4-bis-trimethylsilanyloxy-pyrimidin-5-yl)-acetic acid ethyl ester 
• 110920-80-4 2',3'-O-isopropylideneuridine-5-malonic acid dimethyl ester 
• 110920-77-9 N³,5'-O-dibenzoyl-5-bromo-2',3'-O-isopropylideneuridine 
• 110920-78-0 N³,5'-O-dibenzoyl-2',3'-O-isopropylideneuridine-5-malonic acid dimethyl ester 
• 54503-61-6 2',3'-O-isopropylidene-5-bromouridine 

Downstream Products

• 29428-50-0 5-<(methylcarboxy)methyl>uridine 

Relevant articles and documents

Synthesis of analogues of 1-(2',3'-dideoxy-β-D-glycero-pent-2-enofuranosyl)thymine

This work describes the synthesis of three new anti-HIV analogues of 1-(2',3'-dideoxy-β-D-glycero-pent-2-enofuranosyl)thymine by two different routes. The compounds were functionalized on the 5-position by a carboalkoxymethyl group. The C-5 substituent on

Reaction of 5-Bromouridine Derivatives with Dimethyl Malonate Carbanion. A Novel Entry to the Synthesis of Uridine-5-acetic Acids

The reaction of N3,5'-O-dibenzoyl-2',3'-O-isopropylidene-5-bromouridine (1) with dimethyl malonate in the presence of 1,8-diazabicycloundec-7-ene afforded a 5-malonate ester derivative (2) in high yield.Uridine-5-acetic acid (7) and its