175422-04-5

Basic information

• Product Name: 2,6-DIBROMO-4-NITRO-PYRIDINE
• Synonyms: 2,6-DIBROMO-4-NITRO-PYRIDINE;Pyridine, 2,6-dibromo-4-nitro-;2,6-DIBROMO-4-NITRO-PYRIDINE2;2,6-Dibromo-4-nitropyridine≥ 98% (HPLC)
• CAS NO: 175422-04-5
• Molecular Formula: C₅H₂Br₂N₂O₂
• Molecular Weight: 281.89
• EINECS: -0
• Product Categories: Pyridines
• Mol File: 175422-04-5.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 330.018 °C at 760 mmHg
• Flash Point: 153.389 °C
• Appearance: /
• Density: 2.222 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.65
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: -7.58±0.10(Predicted)
• CAS DataBase Reference: 2,6-DIBROMO-4-NITRO-PYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-DIBROMO-4-NITRO-PYRIDINE(175422-04-5)
• EPA Substance Registry System: 2,6-DIBROMO-4-NITRO-PYRIDINE(175422-04-5)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 175422-04-5(Hazardous Substances Data)

Usage

Chemical Properties

Pale yellow crystalline powder

Uses

2,6-Dibromo-4-nitropyridine

InChI:InChI=1/C5H2Br2N2O2/c6-4-1-3(9(10)11)2-5(7)8-4/h1-2H

Upstream product

• 25373-69-7 2,6-dibromopyridin N-oxide 
• 626-05-1 2,6-Dibromopyridine 
• 98027-81-7 2,6-dibromo-4-nitro-pyridine 1-oxide 

Downstream Products

• 920752-34-7 (2,6-dibromo-pyridin-4-yl)-(2-pyridin-2-yl-ethyl)-amine 
• 920752-37-0 (2,6-dibromo-pyridin-4-yl)-(3-fluoro-biphenyl-2-yl)-amine 
• 192447-55-5 2,6-dibromo-4-methylmercapto pyridine 
• 39771-34-1 4-amino-2,6-dibromopyridine 
• 1071128-82-9 6-cyclohex-1-en-1-yl-4-[3-(methylamino)pyrrolidin-1-y]pyridin-2-amine 
• 1071129-05-9 6-(2,4-difluorophenyl)-4-[3-(methylamino)pyrrolidin-1-yl]pyridin-2-amine 
• 1071129-29-7 6-adamantan-2-yl-4-[3-(methylamino)pyrrolidin-1-yl]pyridin-2-amine 
• 1071128-48-7 2-bromo-4-(3-(N-methyl,N-tert-butoxycarbonylamino)pyrrolidino)-6-(4-methoxybenzylamino)pyridine 

Relevant articles and documents

4′-nitro-2,2′:6′,2″-terpyridine, 4′-amino-2,2′:6′,2′-terpyridine and their homo- and heteroleptic iron(II) and ruthenium(II) Complexes

The new ligands 4′-nitro-2,2′:6′,2″-terpyridine and 4′-amino-2,2′:6′,2′-terpyridine and their homoleptic and heteroleptic iron(II) and ruthenium(II) complexes have been prepared and the electrochemistry of the complexes has been investigated.

Inhibition of cancer-associated mutant isocitrate dehydrogenases: Synthesis, structure-activity relationship, and selective antitumor activity

Mutations of isocitrate dehydrogenase 1 (IDH1) are frequently found in certain cancers such as glioma. Different from the wild-type (WT) IDH1, the mutant enzymes catalyze the reduction of α-ketoglutaric acid to d-2-hydroxyglutaric acid (D2HG), leading to cancer initiation. Several 1-hydroxypyridin-2-one compounds were identified to be inhibitors of IDH1(R132H). A total of 61 derivatives were synthesized, and their structure-activity relationships were investigated. Potent IDH1(R132H) inhibitors were identified with Ki values as low as 140 nM, while they possess weak or no activity against WT IDH1. Activities of selected compounds against IDH1(R132C) were found to be correlated with their inhibitory activities against IDH1(R132H), as well as cellular production of D2HG, with R2 of 0.83 and 0.73, respectively. Several inhibitors were found to be permeable through the blood-brain barrier in a cell-based model assay and exhibit potent and selective activity (EC50 = 0.26-1.8 μM) against glioma cells with the IDH1 R132H mutation.

Synthesis of strained pyridine-containing cyclyne via reductive aromatization

The Sonogashira-Hagihara coupling reactions of 2,6-diiodopyridine and cis-3,6-diethynyl-3,6-dimethoxycyclohexa-1,4-diene or cis-9,10-diethynyl-9,10- dimethoxy-9,10-dihydroanthracene gave macrocyclic compounds having alternating 2,6-diethynylpyridine and 3,6-dimethoxycyclohexa-1,4-diene segments. Transformation of the C3-symmetric 2,6-diethynylpyridine-based cyclotrimer was efficiently achieved using tin-mediated reductive aromatization under mild conditions.