168823-76-5

Basic information

• Product Name: Pyridine, 5-bromo-2-(chloromethyl)- (9CI)
• Synonyms: Pyridine, 5-bromo-2-(chloromethyl)- (9CI);5-bromo-2-(chloromethyl)pyridine
• CAS NO: 168823-76-5
• Molecular Formula: C₆H₅BrClN
• Molecular Weight: 206.4676
• Product Categories: PYRIDINE
• Mol File: 168823-76-5.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 243.4 °C at 760 mmHg
• Flash Point: 101 °C
• Appearance: /
• Density: 1.631 g/cm³
• Vapor Pressure: 0.05mmHg at 25°C
• Refractive Index: 1.574
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 1.35±0.22(Predicted)
• CAS DataBase Reference: Pyridine, 5-bromo-2-(chloromethyl)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Pyridine, 5-bromo-2-(chloromethyl)- (9CI)(168823-76-5)
• EPA Substance Registry System: Pyridine, 5-bromo-2-(chloromethyl)- (9CI)(168823-76-5)

Safety Data

• Hazardous Substances Data: 168823-76-5(Hazardous Substances Data)

Usage

General Description

Pyridine, 5-bromo-2-(chloromethyl)- (9CI) is a chemical compound with the molecular formula C6H5BrClN. It is a brominated derivative of pyridine and contains a chloromethyl group attached to the second carbon atom of the pyridine ring. Pyridine, 5-bromo-2-(chloromethyl)- (9CI) is used in the synthesis of various pharmaceuticals and agrochemicals. It is also used as an intermediate in the production of other organic compounds. Pyridine, 5-bromo-2-(chloromethyl)- (9CI) is a volatile and colorless liquid with a strong and unpleasant odor. It is important to handle this chemical with care as it is toxic and can cause irritation to the respiratory system and skin upon exposure.

InChI:InChI=1/C6H5BrClN/c7-5-1-2-6(3-8)9-4-5/h1-2,4H,3H2

Upstream product

• 88139-91-7 (5-bromopyridin-2-yl)methanol 
• 145218-19-5 5-bromo-2-(bromomethyl)pyridine 
• 31181-90-5 5-bromo-pyridine-2-carbaldehyde 
• 3430-13-5 5-bromo-2-methylpyridine 
• 29682-15-3 methyl 5-bromopicolinate 
• 31181-64-3 5-bromo-2-methyl-pyridine-N-oxide 
• 900186-88-1 trifluoro-acetic acid 5-bromo-pyridin-2-ylmethyl ester 

Downstream Products

• 1253579-14-4 5-(5-bromo-picol-2-yl)-10,15,20-trimesitylporphinato-Zn(II) 
• 312325-72-7 2-(5-bromopyridin-2-yl)acetonitrile 
• 380893-73-2 [(5-bromo-2-pyridinyl)methyl]-phosphonic acid diethyl ester 
• 1454904-49-4 2,2-difluoro-N-[(1S,2R)-1-fluoromethyl-2-hydroxy-2-(4-{6-[(methanesulfonylmethoxyamino)methyl]pyridin-3-yl}phenyl)ethyl]acetamide 
• 1566292-79-2 5-brom-2-methylsulfanylmethylpyridine 
• 1257426-00-8 (6S)-2-nitro-6-({5-[4-(trifluoromethoxy)phenyl]-2-pyridinyl}methoxy)-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine 
• 1263417-11-3 (6S)-2-nitro-6-[(5-{[4-(trifluoromethoxy)phenyl]ethynyl}pyridin-2-yl)methoxy]-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine 

Relevant articles and documents

NOVEL PHENICOL ANTIBACTERIAL AGENTS

The present invention provides novel phenicol derivatives, their use for the treatment of infections in mammals, pharmaceutical compositions containing these novel compounds, and methods for the preparation of these compounds.

Dynamics of closure of zinc bis-porphyrin molecular tweezers with copper(II) ions and electron transfer

Zinc bis-porphyrin molecular tweezers composed of a N4 spacer bound through pyridyl units to the meso position of porphyrins were synthesized, and the tweezers are closed by the coordination of a copper(II) ion inside the spacer ligand. The effect of the π-π interaction between the porphyrin rings in the closed conformation on the absorption spectra of multi-electron oxidized species and the reduction potentials were clarified by chemical and electrochemical oxidation of the closed form of the zinc bis-porphyrin molecular tweezers in comparison with the open form without copper(II) ion and the corresponding porphyrin monomer. The shifts in redox potentials and absorption spectrum of the porphyrin dication indicate a strong electronic interaction between the two oxidized porphyrins in the closed form, whereas there is little interaction between them in the neutral form. The dynamics of copper(II) ion coordination and subsequent electron transfer was examined by using a stopped-flow UV/Vis spectroscopic technique. It was confirmed that coordination of copper(II) occurs prior to electron-transfer oxidation of the closed form of the zinc bis-porphyrin molecular tweezers.

Inhibition of 1-deoxy-d-xylulose-5-phosphate reductoisomerase by lipophilic phosphonates: SAR, QSAR, and crystallographic studies

1-Deoxy-d-xylulose-5-phosphate reductoisomerase (DXR) is a novel target for developing new antibacterial (including antituberculosis) and antimalaria drugs. Forty-one lipophilic phosphonates, representing a new class of DXR inhibitors, were synthesized, among which 5-phenylpyridin-2-ylmethylphosphonic acid possesses the most activity against E. coli DXR (EcDXR) with a K i of 420 nM. Structure-activity relationships (SAR) are discussed, which can be rationalized using our EcDXR:inhibitor structures, and a predictive quantitative SAR (QSAR) model is also developed. Since inhibition studies of DXR from Mycobacterium tuberculosis (MtDXR) have not been performed well, 48 EcDXR inhibitors with a broad chemical diversity were found, however, to generally exhibit considerably reduced activity against MtDXR. The crystal structure of a MtDXR:inhibitor complex reveals the flexible loop containing the residues 198-208 has no strong interactions with the 3,4-dichlorophenyl group of the inhibitor, representing a structural basis for the reduced activity. Overall, these results provide implications in the future design and development of potent DXR inhibitors.