2164-83-2

Basic information

• Product Name: 4,6-DIHYDROXY-5-NITROPYRIMIDINE
• Synonyms: 4,6-Dihydroxy-5-nitroprimidine;6-hydroxy-5-nitro-4(1h)-pyrimidinon;5-NITRO-4,6-DIHYDROXY-PYRIMIDINE;5-NITRO-4,6-PYRIMIDINEDIOL;5-NITROPYRIMIDINE-4,6-DIOL;AKOS 91765;4,6-DIHYDROXY-5-NITROPYRIMIDINE;TIMTEC-BB SBB004009
• CAS NO: 2164-83-2
• Molecular Formula: C₄H₃N₃O₄
• Molecular Weight: 157.08
• EINECS: 218-504-6
• Product Categories: APIs & Intermediate;Pyrimidine;Pyridines, Pyrimidines, Purines and Pteredines;Heterocyclic Compounds;Nucleotides and Nucleosides;Bases & Related Reagents;Nucleotides
• Mol File: 2164-83-2.mol
• Article Data: 4

Chemical Properties

• Melting Point: >300 °C(lit.)
• Boiling Point: 281.7°C (rough estimate)
• Flash Point: 137.4 °C
• Appearance: Yellow/Crystalline Powder
• Density: 1.8278 (rough estimate)
• Refractive Index: 1.5000 (estimate)
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 0.94±0.10(Predicted)
• BRN: 611622
• CAS DataBase Reference: 4,6-DIHYDROXY-5-NITROPYRIMIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,6-DIHYDROXY-5-NITROPYRIMIDINE(2164-83-2)
• EPA Substance Registry System: 4,6-DIHYDROXY-5-NITROPYRIMIDINE(2164-83-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 2164-83-2(Hazardous Substances Data)

Usage

Description

4,6-Dihydroxy-5-nitropyrimidine, with the CAS number 2164-83-2, is a yellow crystalline powder that serves as a valuable compound in the realm of organic synthesis. Its unique chemical structure and properties make it a versatile building block for the creation of various complex organic molecules.

Uses

Used in Organic Synthesis:
4,6-Dihydroxy-5-nitropyrimidine is used as a synthetic building block for the development of complex organic molecules. Its chemical properties allow it to be a key component in the synthesis of a wide range of compounds, including pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4,6-dihydroxy-5-nitropyrimidine is used as an intermediate in the synthesis of various therapeutic agents. Its unique structure and reactivity make it a valuable starting material for the development of new drugs with potential applications in treating a variety of diseases and medical conditions.
Used in Agrochemical Industry:
4,6-Dihydroxy-5-nitropyrimidine is also utilized in the agrochemical industry as a precursor for the synthesis of various agrochemicals, such as pesticides and herbicides. Its role in the development of these products contributes to the enhancement of agricultural productivity and crop protection.
Used in Research and Development:
In the field of research and development, 4,6-dihydroxy-5-nitropyrimidine serves as a valuable compound for exploring new chemical reactions and understanding the underlying mechanisms. Its unique properties make it an essential tool for scientists and researchers working on the discovery and development of novel organic compounds and materials.

InChI:InChI=1/C4H3N3O4/c8-3-2(7(10)11)4(9)6-1-5-3/h1-2H,(H,5,6,8,9)

Upstream product

• 1193-24-4 6-hydroxy-3,4-dihydropyrimidin-4-one 
• 1193-24-4 4,6-pyrimidinediol 

Downstream Products

• 4316-93-2 4,6-dichloro-5-nitropyrimidine 
• 3137-56-2 6-chloro-5-nitro-pyrimidin-4-ol 

Relevant articles and documents

Development of dichloroacetamide pyrimidines as pyruvate dehydrogenase kinase inhibitors to reduce cancer cell growth: Synthesis and biological evaluation

Pyruvate dehydrogenases kinases (PDKs) have recently emerged as an attractive target for anticancer treatment. Herein, we report the synthesis and biological evaluation of novel PDK1 inhibitors as anticancer agents. Of the newly synthesized compounds, N-(4,6-bis(4-(2-hydroxyacetyl)piperazin-1-yl)-2-methylpyrimidin-5-yl)-2,2-dichloroacetamide (40) is found to inhibit the growth of SF188 cancer cells with an IC50 value of 8.21 M. Isothermal titration calorimetry (ITC) experiments reveal that compound 40 directly binds to PDK1 with a Kd value of 14.7 M. Compound 40 inhibits PDK1 activity by 72.5% at a concentration of 40 , meaning it could be a useful compound to explore the pharmacology of PDK1.

Structure-activity relationships of a series of pyrrolo[3,2-d]pyrimidine derivatives and related compounds as neuropeptide Y5 receptor antagonists

Neuropeptide Y (NPY) has been shown to play an important role in the regulation of food intake and energy balance. Pharmacological data suggests that the Y5 receptor subtype contributes to the effects of NPY on appetite, and therefore a Y5 antagonist might be a useful therapeutic agent for the treatment of obesity. In attempts to identify potential Y5 antagonists, a series of pyrrolo[3,2-d]pyrimidine derivatives was prepared and evaluated for their ability to bind to Y5 receptors in vitro. We report here the synthesis and initial structure-activity relationship investigations for this class of compounds. The target compounds were prepared by a variety of synthetic routes designed to modify both the substitution and the heterocyclic core of the pyrrolo[3,2-d]pyrimidine lead 1. In addition to identifying several potent Y5 antagonists for evaluation as potential antiobesity agents, a pharmacophore model for the human Y5 receptor is presented.