51093-31-3

Basic information

• Product Name: 2,4-Diamino-5-(formylamino)-6-hydroxypyrimidine
• Synonyms: 2,4-Diamino-5-(formylamino)-6-hydroxypyrimidine;5-Fapyguanine-15N2(formyl-13C,4-amino-5-amido-15N2);2,4-Diamino-5-formylamino-6-hydroxy-pyrimidin
• CAS NO: 51093-31-3
• Molecular Formula: C₅H₇N₅O₂
• Molecular Weight: 169.14138
• Mol File: 51093-31-3.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 402.5°Cat760mmHg
• Flash Point: 197.2°C
• Appearance: /
• Density: 1.94g/cm³
• CAS DataBase Reference: 2,4-Diamino-5-(formylamino)-6-hydroxypyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Diamino-5-(formylamino)-6-hydroxypyrimidine(51093-31-3)
• EPA Substance Registry System: 2,4-Diamino-5-(formylamino)-6-hydroxypyrimidine(51093-31-3)

Safety Data

• Hazardous Substances Data: 51093-31-3(Hazardous Substances Data)

Usage

Description

2,4-Diamino-5-(formylamino)-6-hydroxypyrimidine is a chemical compound with the molecular formula C5H6N6O2. It is a derivative of pyrimidine, characterized by the presence of two amino groups at the 2nd and 4th positions, a formylamino group at the 5th position, and a hydroxyl group at the 6th position. 2,4-Diamino-5-(formylamino)-6-hydroxypyrimidine is known for its potential applications in pharmaceuticals and antiviral drug development due to its unique structural properties, making it a valuable building block for the synthesis of nucleoside analogs and other novel pharmaceutical compounds.

Uses

Used in Pharmaceutical Industry:
2,4-Diamino-5-(formylamino)-6-hydroxypyrimidine is used as a key intermediate in the synthesis of nucleoside analogs for the development of antiviral and antitumor drugs. Its unique structure allows for the design of compounds that can target specific viral or tumor cells, thereby inhibiting their growth and proliferation.
Used in Antiviral Drug Development:
2,4-Diamino-5-(formylamino)-6-hydroxypyrimidine is used as a potential antiviral agent, as it has been studied for its ability to inhibit DNA and RNA synthesis in viruses. This property makes it a promising candidate for the development of new antiviral drugs that can effectively combat viral infections.
Used in Antitumor Drug Development:
2,4-Diamino-5-(formylamino)-6-hydroxypyrimidine is used as a potential antitumor agent, as it has been investigated for its ability to inhibit DNA and RNA synthesis in tumor cells. This property allows it to target and disrupt the replication and growth of cancer cells, making it a valuable compound for the development of new antitumor drugs.
Used in Biochemistry and Medicinal Chemistry Research:
2,4-Diamino-5-(formylamino)-6-hydroxypyrimidine is used as a valuable building block in the fields of biochemistry and medicinal chemistry. Its unique structural properties enable researchers to explore its potential in the development of novel pharmaceutical compounds, as well as its role in various biological processes and mechanisms.

InChI:InChI=1/C5H7N5O2/c6-3-2(8-1-11)4(12)10-5(7)9-3/h1H,(H,8,11)(H5,6,7,9,10,12)

Upstream product

• 118-00-3 G 
• 961-07-9 2'-Deoxyguanosine 
• 64-18-6 formic acid 
• 2387-48-6 2,4-diamino6-hydroxy-5-nitroso pyrimidine 
• 1004-75-7 2,5,6-triamino-4-hydroxypyrimidine 

Downstream Products

• 1004-75-7 2,5,6-triamino-3,4-dihydro-4-pyrimidinone 
• 73-40-5 2-amino-6-hydroxypurine 
• 19962-37-9 N²-acetylguanine 

Relevant articles and documents

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Simultaneous determination of five oxidative DNA lesions in human urine

A method, involving a HPLC prepurification followed by a GC/MS analysis, has been set up for the measurement of nucleic acid oxidation products in human urine. For this purpose, isotopically labeled internal standards have been prepared and used for isotope dilution mass spectrometric detection. Using this approach, four oxidized DNA bases, i.e., 5-hydroxyuracil, 5- (hydroxymethyl)uracil, 8-oxo-7,8-dihydroadenine, and 8-oxo-7,8- dihydroguanine, together with 8-oxo-7,8-dihydro-2'-deoxyguanosine have been simultaneously quantified in human urine samples. The levels of the oxidized nucleic acid constituents, as expressed in picomoles per milliliter, were determined to be, in decreasing order: 8-oxo-7,8-dihydroguanine (583 ± 376) > 5-(hydroxymethyl)uracil (121 ± 56) > 5-hydroxyuracil (58 ± 23) > 8-oxo- 7,8-dihydro-2'-deoxyguanosine (30 ± 15) > 8-oxo-7,8-dihydroadenine (7 ± 4). Attempts to determine the amount of 5,6-dihydroxy-5,6-dihydrothymine, 5- hydroxycytosine, and 2,6-diamino-4-hydroxy-5-formamidopyrimidine using the above HPLC-GC/MS method were unsuccessful.

Isolation and Characterization of the Radiation-Induced Degradation Products of 2'-Deoxyguanosine in Oxygen-Free Aqueous Solutions

The bulk of the radiation-induced degradation products of 2'-deoxyguanosine on oxygen-free aqueous solution have been separated by high performance liquid chromatography and characterized by various spectroscopic techniques including fast atom bombardment mass spectrometry, 1H NMR and circular dichroism.The two main decomposition products result from the opening of the imidazole ring and further rearrangement of the sugar moiety.In addition, the formation of six other nucleosides was shown to involve sugar radicals with subsequent epimerization, rearrangement or cyclization reactions. - Keywords: 2'-Deoxyguanosine, Gamma Irradiation, Hydroxyl Radicals, 1H NMR Spectra, Modified Nucleosides