23956-12-9

Basic information

• Product Name: 5-(2-HYDROXYETHYL)URACIL
• Synonyms: 5-(2-HYDROXYETHYL)URACIL;2,4(1H,3H)-Pyrimidinedione, 5-(2-hydroxyethyl)-;5-(2-hydroxyethyl)pyrimidine-2,4(1H,3H)-dione;5-(2-Hydroxyethyl)-2,4(1H,3H)-pyriMidinedione;5-(2-hydroxyethyl)-1H-pyrimidine-2,4-dione;5-(2-Hydroxyethyl)pyrimidine-2,4-diol;NSC 528412;5-(2-Hydroxyethyl)
• CAS NO: 23956-12-9
• Molecular Formula: C₆H₈N₂O₃
• Molecular Weight: 156.14
• Mol File: 23956-12-9.mol
• Article Data: 5

Chemical Properties

• Melting Point: 264-265 °C
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.324 g/cm³
• Refractive Index: 1.52
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 8.81±0.10(Predicted)
• CAS DataBase Reference: 5-(2-HYDROXYETHYL)URACIL(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(2-HYDROXYETHYL)URACIL(23956-12-9)
• EPA Substance Registry System: 5-(2-HYDROXYETHYL)URACIL(23956-12-9)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 23956-12-9(Hazardous Substances Data)

Usage

General Description

5-(2-Hydroxyethyl)uracil is a chemical compound that falls under the classification of organic compounds specifically known as hydroxypyrimidines. It is one of the uracil derivatives, which are aromatic compounds containing a pyrimidine ring with a ketone group at the C4 position substituted by a hydroxyethyl group at the C5 position. In terms of its properties, it is a relatively stable substance and can exist in solid form under normal conditions. Its potential applications are primarily in the fields of biochemistry and chemicals research, often being used as a research reagent.

InChI:InChI=1/C6H8N2O3/c9-2-1-4-3-7-6(11)8-5(4)10/h3,9H,1-2H2,(H2,7,8,10,11)

Upstream product

• 89532-90-1 α-(1-carbamyliminomethylene)-γ-butyrolactone 
• 51270-64-5 sodium salt of (Z)-3-(hydroxymethylene)dihydro-2(3H)-furanone 
• 57-13-6 urea 
• 89532-90-1 [2-Oxo-dihydro-furan-(3Z)-ylidenemethyl]-urea 

Downstream Products

• 221170-25-8 5-(β-Amino-ethyl)-uracil 
• 1450618-12-8 5-(2-hydroxyethyl)-N-1-[(1,3-dibenzyloxy-2-propoxy)methyl]pyrimidin-2,4-dione 
• 1450618-13-9 5-(2-chloroethyl)-N-1-[(1,3-dibenzyloxy-2-propoxy)methyl]pyrimidin-2,4-dione 
• 1450618-09-3 5-(2-acetoxyethyl)-N-1-[(1,3-dibenzyloxy-2-propoxy)methyl]pyrimidin-2,4-dione 
• 97974-93-1 1-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)-5-(2-hydroxyethyl)-1H,3H-pyrimidine-2,4-dione 
• 108008-62-4 1-((2R,3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-5-(2-hydroxy-ethyl)-1H-pyrimidine-2,4-dione 
• 90301-63-6 5-(2-chloroethyl)-1-(2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl)-1H,3H-pyrimidine-2,4-dione 
• 90301-69-2 5-(2-chloroethyl)-1-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)-1H,3H-pyrimidine-2,4-dione 
• 53438-96-3 5-(2-bromoethyl)uracil 
• 90301-59-0 5-(2-chloroethyl)-1-(2-deoxy-β-D-erythro-pentofuranosyl)-1H,3H-pyrimidine-2,4-dione 
• 158226-24-5 α-5-(bromoethynyl)-1-<2-'deoxy-3',5'-di-O-(p-chlorobenzoyl)>-uridine 
• 158226-23-4 β-5-(bromoethynyl)-1-<2-'deoxy-3',5'-di-O-(p-chlorobenzoyl)>-uridine 
• 80384-36-7 5-(bromoethynyl)-β-2'-deoxyuridine 
• 80384-36-7 5-(bromoethynyl)-α-2'-deoxyuridine 

Relevant articles and documents

Synthesis, cytostatic activity and ADME properties of C-5 substituted and N-acyclic pyrimidine derivatives

The synthesis of the novel 5-alkyl pyrimidine derivatives, 5,6-dihydrofuro[2,3-d]pyrimidines and 5-alkyl N-methoxymethyl pyrimidine derivatives and evaluation of their cytostatic activities are described. The mechanism of antiproliferative effect of 5-(2-chloroethyl)-substituted pyrimidine 3 that exerted the pronounced cytostatic activity was studied in further details on colon carcinoma (HCT116) cells. The cell cycle perturbation analysis demonstrated severe DNA damage (G2/M arrest) pointing to a potential DNA alkylating ability of 3. Preliminary ADME data of 3 and its 6-methylated structural congener (6-Me-3) showed their high permeability and good metabolic stability.

PYRIMIDINE COMPOUNDS AS TUBERCULOSIS INHIBITORS

The present invention relates to compounds II useful as inhibitors of treating tuberculosis. The invention also provides processes for preparing compounds of the invention.

The chemistry of some 5-(2-hydroxyalkyl)uracil derivatives and a synthesis of 5-vinyluracil.

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