133766-24-2

Basic information

• Product Name: Uridine, 2'-O-2-propenyl-
• Synonyms: 2'-O-allyl-uridine
• CAS NO: 133766-24-2
• Molecular Formula: C12H16N2O6
• Molecular Weight: 284.269
• Mol File: 133766-24-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Uridine, 2'-O-2-propenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Uridine, 2'-O-2-propenyl-(133766-24-2)
• EPA Substance Registry System: Uridine, 2'-O-2-propenyl-(133766-24-2)

Safety Data

• Hazardous Substances Data: 133766-24-2(Hazardous Substances Data)

Usage

General Description

Uridine 2'-O-2-propenyl is a chemical compound that is a propenylated derivative of uridine, a nucleoside that is composed of the nucleobase uracil and the sugar ribose. Uridine 2'-O-2-propenyl has been investigated for its potential therapeutic effects, particularly for its role in enhancing cognitive function and synaptic plasticity in the brain. It has also been studied for its potential neuroprotective and anti-inflammatory properties. Additionally, uridine 2'-O-2-propenyl has shown promise in the treatment of various neurological disorders, including Alzheimer's disease and Parkinson's disease. Moreover, it has been proposed as a potential supplement to support overall brain health and function.

Upstream product

• 144640-89-1 1-((2R,3R,3aR,9aR)-3-Allyloxy-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-4-(2,5-dimethyl-phenoxy)-1H-pyrimidin-2-one 
• 144102-62-5 1-[(2R,3R,4R,5R)-3-Allyloxy-4-(tert-butyl-dimethyl-silanyloxy)-5-hydroxymethyl-tetrahydro-furan-2-yl]-3-[bis-(4-methoxy-phenyl)-methyl]-1H-pyrimidine-2,4-dione 
• 126775-27-7 2'-O-allyl-3-N-benzoyl-3',5'-O,O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine 
• 69304-41-2 O^2'-acetyl-O^3'_,O5'-(1,1,3,3-tetraisopropyl-disiloxane-1,3-diyl)-uridine 
• 69304-38-7 3',5'-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine 
• 144102-61-4 1-[(2R,3R,4R,5R)-3-Allyloxy-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furan-2-yl]-3-[bis-(4-methoxy-phenyl)-methyl]-1H-pyrimidine-2,4-dione 
• 144102-60-3 1-{(2R,3R,4R,5R)-3-Allyloxy-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-3-[bis-(4-methoxy-phenyl)-methyl]-1H-pyrimidine-2,4-dione 
• 144640-88-0 4-(2,5-Dimethyl-phenoxy)-1-((2R,3R,3aS,9aR)-3-hydroxy-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-1H-pyrimidin-2-one 
• 86988-35-4 3-benzoyl-1-[(6aR,8R,9R,9aS)-9-hydroxy-2,2,4,4-tetraisopropyltetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl]pyrimidine-2,4(1H,3H)-dione 

Downstream Products

• 58-96-8 uridine 

Relevant articles and documents

Dinucleotides containing two allyl groups by combinations of allyl phosphotriesters, 5-allyl-, 2′-O-allyl- and 2′-arabino-O-allyl uridine derivatives as substrates for ring-closing metathesis

Five different dinucleotides, each containing two allyl groups in various positions, were prepared and studied as substrates for ring-closing metathesis reactions. These dinucleotides were designed from appropriate nucleoside building blocks combining four different positions for the allyl group; the allyl phosphotriester linkage, 5-allyl-2′-deoxyuridine, and ribo- as well as arabino-configured 2′-O-allyluridine. Thus, convenient procedures for these building blocks were developed. From the dinucleotides, two new cyclic nucleotide structures were obtained; one connecting two adjacent nucleobase moieties and the other forming an unsaturated four-carbon linkage between the phosphate moiety and the adjacent pyrimidine nucleobase. The latter cyclic dinucleotide was also prepared with a saturated four-carbon linkage using a tandem ring-closing metathesis-hydrogenation procedure. This compound was found to be significantly more stable towards a nucleophilic ring-opening than its unsaturated counterpart.

New applications of the protecting group di-(4-methoxyphenyl)methyl: N-protection of urethanes and uridines, and efficient removal by either ceric ammonium nitrate/silica or 2,3-dichloro-5,6-dicyanoquinone

The protecting group di-(4-methoxyphenyl)methyl, removable by ceric ammonium nitrate on silica or 2,3-dichloro-5,6-dicyanoquinone, is shown to facilitate syntheses of urethanes (eg vinyl urethane, 1a) and uridine derivatives (eg 2-O-allyluridine, 8).