6630-30-4

Basic information

• Product Name: 6-Chloro-5-Nitropyrimidine-2,4-Diol
• Synonyms: 6-Chloro-5-Nitropyrimidine-2,4-Diol;6-Chloro-5-nitro-2,4(1H,3H)-pyrimidinedione;6-Chloro-5-nitropyrimidine-2,4(1H,3H)-dione;6-Chloro-5-nitrouracil;NSC 60045;6-Chloro-5-nitro-1H-pyrimidine-2,4-dione
• CAS NO: 6630-30-4
• Molecular Formula: C₄H₂ClN₃O₄
• Molecular Weight: 191.52938
• Mol File: 6630-30-4.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 469.3 °C at 760 mmHg
• Flash Point: 237.6 °C
• Appearance: /
• Density: 1.85 g/cm³
• Vapor Pressure: 1.97E-09mmHg at 25°C
• Refractive Index: 1.621
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• CAS DataBase Reference: 6-Chloro-5-Nitropyrimidine-2,4-Diol(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Chloro-5-Nitropyrimidine-2,4-Diol(6630-30-4)
• EPA Substance Registry System: 6-Chloro-5-Nitropyrimidine-2,4-Diol(6630-30-4)

Safety Data

• Hazardous Substances Data: 6630-30-4(Hazardous Substances Data)

Usage

General Description

6-Chloro-5-Nitropyrimidine-2,4-Diol is a chemical compound with the molecular formula C4H2ClN3O3. It is a derivative of pyrimidine and is used in pharmaceutical and agrochemical industries as a building block for the synthesis of various biologically active compounds, such as herbicides, insecticides, and pharmaceutical drugs. The compound has potential applications in the development of new therapeutic agents for the treatment of cancer, bacterial and viral infections, and other diseases. It is important to handle this chemical with care, as it may have harmful effects on human health and the environment.

InChI:InChI=1/C4H2ClN3O4/c5-2-1(8(11)12)3(9)7-4(10)6-2/h(H2,6,7,9,10)

Upstream product

• 4270-27-3 6-chlorouracil 

Downstream Products

• 13992-39-7 6-Cyclohexylamino-5-nitrouracil 
• 81964-31-0 6-(4-Chloranilino)-5-nitrouracil 
• 81964-32-1 6-(3-Fluoranilino)-5-nitrouracil 
• 81964-30-9 6-Anilino-5-nitrouracil 
• 81964-34-3 6-(4-Fluoranilino)-5-nitrouracil 
• 1173698-78-6 6-(2-hydroxybenzylamino)-5-nitropyrimidine-2,4(1H,3H)-dione 
• 343346-87-2 6-(benzylamino)-5-nitropyrimidine-2,4(1H,3H)-dione 
• 41964-42-5 5-Nitro-4-methylamino-uracil 

Relevant articles and documents

Synthesis and quantitative structure-activity relationship (QSAR) analysis of some novel oxadiazolo[3,4-d]pyrimidine nucleosides derivatives as antiviral agents

We have synthesized a series of 4H,6H-[1,2,5]oxadiazolo[3,4-d]pyrimidine-5,7-dione 1-oxide nucleoside and their anti-vesicular stomatitis virus (VSV) activities in Wish cell were also investigated in vitro. It was found that most compounds showed obvious anti-VSV activities and compound 9 with ribofuranoside improved the anti-VSV activity by approximately 10 times and 18 times compared to didanosine (DDI) and acyclovir, respectively. A quantitative structure-activity relationship (QSAR) study of these compounds as well as previous reported oxadiazolo[3,4-d]pyrimidine nucleoside derivatives indicated that compounds with high activity should have small values of log P(o/w), vsurf-G and a large log S value. These findings and results provide a base for further investigations.

The effect of MR1 ligand glyco-analogues on mucosal-associated invariant T (MAIT) cell activation

Mucosal-associated invariant T (MAIT) cells are a subset of recently identified innate-like T lymphocytes that appear to play an important role in many pathologies ranging from viral and bacterial infection, to autoimmune disorders and cancer. MAIT cells are activated via the presentation of ligands by MR1 on antigen presenting cells to the MAIT T cell receptor (TCR), however few studies have explored the effects of systematic changes to the ligand structure on MR1 binding and MAIT cell activation. Herein, we report on the first study into the effects of changes to the sugar motif in the known MAIT cell agonists 7-hydroxy-6-methyl-8-d-ribityllumazine (RL-6-Me-7-OH) and 5-(2-oxopropylideneamino)-6-d-ribitylaminouracil (5-OP-RU). Tetramer staining of MAIT cells revealed that the absence of the 2′-hydroxy group on the sugar backbone of lumazines improved MR1-MAIT TCR binding, which could be rationalised using computational docking studies. Although none of the lumazines activated MAIT cells, all 5-OP-RU analogues showed significant MAIT cell activation, with several analogues exhibiting comparable activity to 5-OP-RU. Docking studies with the 5-OP-RU analogues revealed different interactions between the sugar backbone and MR1 and the MAIT TCR compared to those observed for the lumazines and confirmed the importance of the 2′-hydroxy group for ligand binding and activity. Taken together, this information will assist in the development of future potent agonists and antagonists of MAIT cells.

Analogs of nucleic acid bases as antimetabolites. 2

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