20555-88-8

Basic information

• Product Name: 6-HYDROXYLAMINOURACIL
• Synonyms: AKOS BC-1861;6-HYDROXYLAMINOURACIL;2,4(1H,3H)-Pyrimidinedione, 4-oxime (9CI);N(4)-hydroxycytosine
• CAS NO: 20555-88-8
• Molecular Formula: C₄H₅N₃O₂
• Molecular Weight: 143.1
• Product Categories: PYRIMIDINE
• Mol File: 20555-88-8.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• Density: 1.65 g/cm³
• Refractive Index: 1.687
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility: DMSO (Slightly), Methanol (Slightly, Sonicated)
• CAS DataBase Reference: 6-HYDROXYLAMINOURACIL(CAS DataBase Reference)
• NIST Chemistry Reference: 6-HYDROXYLAMINOURACIL(20555-88-8)
• EPA Substance Registry System: 6-HYDROXYLAMINOURACIL(20555-88-8)

Safety Data

• Hazardous Substances Data: 20555-88-8(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 20555-88-8 differently. You can refer to the following data:
1. N4-Hydroxycytosine is a useful research chemical.
2. N4-Hydroxycytosine is a ribonucleotide analogue.

InChI:InChI=1/C4H5N3O2/c8-4-5-2-1-3(6-4)7-9/h1-2,9H,(H2,5,6,7,8)

Upstream product

• 71-30-7 Cytosine 
• 35551-31-6 4-methylsulfanylpyrimidin-2(1H)-one 
• 3257-94-1 4-hydroxyimino-5,6-dihydro-6-hydroxyaminopyrimidin-2(1H)-one 

Downstream Products

• 71-30-7 Cytosine 

Relevant articles and documents

Preparation method of N4-hydroxycytidine

The invention discloses a preparation method of N4-hydroxycytidine capable of preventing and treating various virus infection including COVID-19. The preparation method comprises the following steps: taking cytosine and tetraacetyl ribose as initial raw materials, and carrying out hydroxyamination, condensation and hydrolysis reaction to prepare the N4-hydroxycytidine. The preparation method is easily available in raw materials, simple in process, economical, environment-friendly and suitable for industrial production.

Synthesis of modified pyrimidine bases and positive impact of chemically reactive substituents on their in vitro antiproliferative activity

The antiproliferative activity screening on human tumor cell lines of a series of modified uracil and cytosine bases as well as some corresponding acyclonucleosides, and comparison of structure-activity relationship revealed the importance of chemical rea

Elimination and Hydrolysis Reactions of 4-Alkoxyimino-5,6-dihydro-6-alkoxyaminopyrimidin-2(1H)-ones and 4-Alkoxyimino-5-fluoro-5,6-dihydro-6-alkoxyaminopyrimidin-2(1H)-ones in Strong Acid Media

The rate of elimination of hydroxylamines from 4-alkoxyimino-5,6-dihydro-6-alkoxyaminopyrimidin-2(1H)-ones (Ia) in a number of acids is shown to be maximal at a H0 value of -1.8, with the exception of trifluoroacetic acid for which a linear increase in rate constant is observed with increasing acid strength.The results are explained by a mechanism involving the doubly protonated form of the substrate.With 4-alkoxyimino-5-fluoro-5,6-dihydro-6-alkoxyaminopyrimidin-2(1H)-ones (Ib), acid-catalysed hydrolysis to form 5-fluoro-5,6-dihydro-6-alkoxyaminopyrimidine-2,4(1H,3H)-diones (V) occurs in preference to the elimination reaction which in this case is ca. 750 times slower than with (Ia).The rate differences for elimination are explained by differences in conformation between the two substrates (Ia and b).