2387-48-6

Basic information

• Product Name: 2,4-DIAMINO-6-HYDROXY-5-NITROSOPYRIMIDINE
• Synonyms: 2,6-diamino-5-nitroso-4-pyrimidino;2,6-diamino-5-nitroso-4-pyrimido;AKOS MSC-0110;2,6-DIAMINO-4-HYDROXY-5-NITROSOPYRIMIDINE;2,6-DIAMINO-5-NITROSO-4-PYRIMIDINOL;2,4-DIAMINO-6-OXY-5-NITROSOPYRIMIDINE;2,4-DIAMINO-6-HYDROXY-5-NITROSOPYRIMIDINE;2,6-diamino-5-nitroso-1H-pyrimidin-4-one
• CAS NO: 2387-48-6
• Molecular Formula: C₄H₅N₅O₂
• Molecular Weight: 155.11
• EINECS: 219-214-2
• Product Categories: Pyridines, Pyrimidines, Purines and Pteredines;Nucleotides and Nucleosides;Bases & Related Reagents;Nucleotides;Sulfur & Selenium Compounds
• Mol File: 2387-48-6.mol

Chemical Properties

• Melting Point: >360°C
• Boiling Point: 271.6°Cat760mmHg
• Flash Point: 118°C
• Appearance: /
• Density: 2.19g/cm³
• Vapor Pressure: 0.0064mmHg at 25°C
• Refractive Index: 1.91
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• Solubility: DMSO (Very Slightly, Heated, Sonicated), Water (Very Slightly, Heated, Sonicated
• PKA: 8.33±0.50(Predicted)
• CAS DataBase Reference: 2,4-DIAMINO-6-HYDROXY-5-NITROSOPYRIMIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-DIAMINO-6-HYDROXY-5-NITROSOPYRIMIDINE(2387-48-6)
• EPA Substance Registry System: 2,4-DIAMINO-6-HYDROXY-5-NITROSOPYRIMIDINE(2387-48-6)

Safety Data

• Hazard Codes: Xi
• Statements: 20/21/22-40
• Safety Statements: 26-36/37/39
• RTECS: UW6125000
• Hazardous Substances Data: 2387-48-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2,4-DIAMINO-6-HYDROXY-5-NITROSOPYRIMIDINE is used as a potential antibiotic for treating Clostridioides difficile infections. Its application in this field is due to its ability to target and combat the bacteria responsible for causing the infection, providing a potential alternative to conventional antibiotics.
Used in Research and Development:
As a chemical compound with unique properties, 2,4-DIAMINO-6-HYDROXY-5-NITROSOPYRIMIDINE can be used in research and development for various purposes. It can be employed in the synthesis of new compounds, the study of its chemical reactions, and the exploration of its potential applications in different fields, such as medicine, agriculture, and materials science.
Used in Drug Design and Development:
The unique structure and properties of 2,4-DIAMINO-6-HYDROXY-5-NITROSOPYRIMIDINE make it a promising candidate for drug design and development. Researchers can use this compound as a starting point to develop new drugs with specific therapeutic properties, targeting various diseases and conditions.

InChI:InChI=1/C4H5N5O2/c5-2-1(9-11)3(10)8-4(6)7-2/h(H5,5,6,7,8,10)

Upstream product

• 56-06-4 2,6-diaminopyrimidin-4-ol 
• 100643-27-4 2,6-diamino-3H-pyrimidin-4-one 

Downstream Products

• 1004-75-7 2,5,6-triamino-4-hydroxypyrimidine 
• 73-40-5 2-amino-1,9-dihydro-6H-purin-6-one 
• 59-30-3 folate 
• 35011-47-3 2,4,5-triamino-6-hydroxypyrimidine sulfate 
• 73-40-5 2-amino-6-hydroxypurine 

Relevant articles and documents

Preparation methods of 2,4-diamido-5-nitroso-6-hydroxypyridine and guanine

The invention discloses a preparation method of 2,4-diamido-5-nitroso-6-hydroxypyridine. The preparation method comprises the following steps: (1) in a sodium methoxide methanol solution, carrying outa ring-closure reaction between methyl cyanoacetate and guanidine salt; (2) adding recycled absolute methanol to be diluted, filtering and recycling byproduct sodium nitrate; (3) concentrating a filter liquor, and recycling absolute methanol; (4) adding water to destroy excessive sodium methoxide, concentrating and recycling water-containing methyl alcohol; (5) in a diluted methane acid solution,carrying out a nitrosation reaction among an obtained concentrate, sodium nitrite and a nitrosation mother liquor; (6) after the reaction ends, carrying out cooling crystallization, filtering, takinga filter liquor as the nitrosation mother liquor to be used indiscriminately, and drying an obtained filter cake to obtain the 2,4-diamido-5-nitroso-6-hydroxypyridine. According to the preparation method, indiscriminate use of the nitrosation mother liquor and recycling of sodium nitrate and methyl alcohol are realized, and simultaneously the diluted methane acid solution is used for replacing concentrated sulfuric acid used, in the prior art, to carry out the nitrosation reaction, so that the recycling of a solvent and a reagent is facilitated, and the displacement of waste water is reduced.

Synthesis and in vitro evaluation of 2-amino-4-N-piperazinyl-6-(3,4- dimethoxyphenyl)-pteridines as dual immunosuppressive and anti-inflammatory agents

Screening of a pteridine-based compound library led to the identification of compounds exhibiting immunosuppressive as well as anti-inflammatory activity. Optimization afforded a series of 2-amino-4-N-piperazinyl-6-(3,4- dimethoxyphenyl)pteridine analogues. The most potent congeners in this series displayed low nM IC50 values in the Mixed Lymphocyte Reaction (MLR) assay. In addition, these compounds also have potent anti-inflammatory activity as measured in the Tumor Necrosis Factor (TNF) assay.

Immunosuppressive effects of pteridine derivatives

This invention relates to a group of trisubstituted and tetrasubstituted pteridine derivatives, their pharmaceutically acceptable salts, N-oxides, solvates, dihydro- and tetrahydroderivatives and enantiomers, possessing unexpectedly desirable pharmaceutical properties, in particular which are highly active immunosuppressive agents, and as such are useful in the treatment in transplant rejection and/or in the treatment of certain inflammatory diseases. These compounds are also useful in preventing or treating cardiovascular disorders, allergic conditions, disorders of the central nervous system and cell proliferative disorders.