5627-05-4

Basic information

• Product Name: 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-hydroxy-1,3-diazinan-2-one
• Synonyms: 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-hydroxy-1,3-diazinan-2-one;dihydrouridine
• CAS NO: 5627-05-4
• Molecular Formula: C₉H₁₄N₂O₆
• Molecular Weight: 246.22
• Mol File: 5627-05-4.mol
• Article Data: 9

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.614g/cm³
• Refractive Index: 1.613
• PKA: 12.40±0.20(Predicted)
• CAS DataBase Reference: 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-hydroxy-1,3-diazinan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-hydroxy-1,3-diazinan-2-one(5627-05-4)
• EPA Substance Registry System: 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-hydroxy-1,3-diazinan-2-one(5627-05-4)

Safety Data

• Hazardous Substances Data: 5627-05-4(Hazardous Substances Data)

Usage

Description

1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-hydroxy-1,3-diazinan-2-one, also known as Glycerol, is a simple polyol compound with a sweet taste and hygroscopic properties. It is a colorless, odorless, viscous liquid that is widely used in various industries due to its unique chemical and physical properties.

Uses

1. Used in Pharmaceutical Applications:
Glycerol is used as a pharmaceutical agent for various purposes, such as a humectant, solvent, and vehicle in the formulation of oral, topical, and rectal dosage forms. It is also used in the synthesis of certain drugs and as a starting material for the production of other pharmaceutical compounds.
2. Used in Cosmetic Applications:
In the cosmetic industry, glycerol is utilized as a moisturizing agent, solvent, and emollient in various products such as creams, lotions, and toothpaste. Its humectant properties help to retain moisture in the skin, providing hydration and improving skin texture.
3. Used in Food and Beverage Applications:
Glycerol is employed as a humectant, sweetener, and preservative in the food and beverage industry. It is used in the production of confectionery, baked goods, and soft drinks to enhance texture, extend shelf life, and improve taste.
4. Used in Industrial Applications:
In the industrial sector, glycerol is used as a raw material for the production of various chemicals, such as glycerol monooleate, glycerol tristearate, and other glycerol esters. It is also used in the manufacturing of explosives, antifreeze, and as a component in the production of biodiesel.
5. Used in Agricultural Applications:
Glycerol is utilized in the agricultural industry as a component in the formulation of certain fertilizers and plant growth regulators. It helps to improve plant growth and yield by providing essential nutrients and enhancing nutrient uptake.
6. Used in Energy Applications:
Glycerol can be used as a feedstock for the production of biofuels, such as bioethanol and biogas, through fermentation processes. This provides a sustainable and renewable source of energy, reducing dependence on fossil fuels and contributing to a cleaner environment.

InChI:InChI=1/C9H14N2O6/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16/h4,6-8,12,14-15H,1-3H2,(H,10,13,16)/t4-,6-,7-,8-/m0/s1

Upstream product

• 58-96-8 uridine 
• 3257-71-4 2',3'-O-(benzylidene)uridine 
• 820212-19-9 2′,3′-O-bis-(benzyloxycarbonyl)uridine 
• 820212-22-4 5'-O-tert-butyldimethylsilyl-2',3'-O-bis(benzyloxycarbonyl)uridine 
• 87418-77-7 5'-O-(tert-butyldimethylsilyl)uridine 

Downstream Products

• 97327-33-8 2',3',5'-trimesyloxy-5,6-dihydrouridine 
• 79974-71-3 5,6-Dihydro-5'-O-(4-methoxytrityl)uridin 
• 162825-83-4 5,6-dihydro-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine 
• 173169-16-9 5,6-dihydro-2'-O-<2-(4-nitrophenyl)ethylsulfonyl>-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine 
• 162825-86-7 1-[(2R,3R,4R,5R)-4-Hydroxy-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-dihydro-pyrimidine-2,4-dione 
• 162825-91-4 C₅₄H₆₀ClN₄O₁₇P 
• 97327-34-9 2,2'-anhydro-1-(3,5-dimesyloxy-β-D-arabinofuranosyl)-5,6-dihydrouracil 
• 97327-35-0 1-(3,5-dimesyloxy-β-D-arabinofuranosyl)-2-thio-5,6-dihydrouracil 
• 79536-96-2 2'-O-t-Butyldimethylsilyl-5'-O-monomethoxytrityl-N⁶-benzoyl-5,6-dihydro-uridin 
• 79974-72-4 3'-O-(tert-Butyldimethylsilyl)-5,6-dihydro-5'-O-(4-methoxytrityl)uridin 
• 79974-73-5 2',3'-Bis-O-(tert-butyldimethylsilyl)-5,6-dihydro-5'-O-(4-methoxytrityl)uridin 
• 79974-75-7 2',3'-Bis-O-(tert-butyldiphenylsilyl)-5,6-dihydrouridin 
• 79974-74-6 2',3'-Bis-O-(tert-butyldiphenylsilyl)-5,6-dihydro-5'-O-(4-methoxytrityl)uridin 
• 18771-50-1 Tetrahydrouridine 

Relevant articles and documents

Infared spectra and tautomeric structure of nucleosides and nucleotides in D2O solution. II.

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Rhodium-catalyzed reductive modification of pyrimidine nucleosides, nucleotide phosphates, and sugar nucleotides

Nucleosides and nucleotides are a group of small molecule effectors and substrates which include sugar nucleotides, purine and pyrimidine-based nucleotide phosphates, and diverse nucleotide antibiotics. We previously reported that hydrogenation of the nucleotide antibiotic tunicamycin leads to products with reduced toxicity on eukaryotic cells. We now report the hydrogenation of diverse sugar nucleosides, nucleotide phosphates, and pyrimidine nucleotides. UDP-sugars and other uridyl and thymidinyl nucleosides are quantitatively reduced to the corresponding 5,6-dihydro-nucleosides. Cytidyl pyrimidines are reduced, but the major products are the corresponding 5,6-dihydrouridyl nucleosides resulting from a deamination of the cytosine ring.

TUNICAMYCIN RELATED COMPOUNDS WITH ANTI-BACTERIAL ACTIVITY

Tunicamycin related compounds having an acyl chain double bond reduced and/or having an acyl chain double bond and an uracil ring double bond reduced are described as well as methods of making these tunicamycin related compounds. These tunicamycin related compounds are not toxic to eukaryotic cells and can be used to kill Gram-positive bacteria, alone or in combination with other antibiotics. Use of these tunicamycin related compounds to kill Gram-positive bacteria, treat Gram-positive bacterial diseases, and disinfect objects or surfaces are described. In addition, naturally-occurring streptovirudin compounds are not toxic to eukaryotic cells and can be used to kill Gram-positive bacteria, alone or in combination with other antibiotics.

Facile deprotection of O-Cbz-protected nucleosides by hydrogenolysis: An alternative to O-benzyl ether-protected nucleosides

(Chemical Equation Presented) Because of side-reactions encountered during hydrogenolysis, benzyl ethers are usually not an effective protecting group for nucleosides. Benzyloxycarbamates provide an alternative to traditional benzyl ethers for protection of nucleoside hydroxyl groups, as they are much more labile to hydrogenolysis. Deprotection conditions using transfer hydrogenolysis are described that avoid the reduction of the pyrimidine nucleobase during deblocking of O-Cbz-protected nucleosides. Additionally, an experiment is described that suggests the nucleobase component of a nucleoside is responsible for the sluggish hydrogenolysis of nucleosides.