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About This Item
Empirical Formula (Hill Notation):
C5H3BrN2O2
CAS Number:
Molecular Weight:
202.99
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
224-777-2
MDL number:
Assay:
99%
Form:
solid
InChI key
HUUFTVUBFFESEN-UHFFFAOYSA-N
InChI
1S/C5H3BrN2O2/c6-5-2-1-4(3-7-5)8(9)10/h1-3H
SMILES string
[O-][N+](=O)c1ccc(Br)nc1
assay
99%
form
solid
bp
145-147 °C/10 mmHg (lit.)
mp
139-141 °C (lit.)
functional group
bromo, nitro
Application
2-Bromo-5-nitropyridine was used in preparation of boc-protected (piperazin-1-ylmethyl)biaryls via microwave-mediated Suzuki-Miyaura coupling with (boc-piperazin-1-ylmethyl)phenylboronic acid pinacol esters. It was also used in the synthesis of 2-pyridyl analogs.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Regulatory Information
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Hashim Motiwala et al.
Bioorganic & medicinal chemistry letters, 21(19), 5812-5817 (2011-08-27)
The diacylglycerol acyltransferase enzyme, DGAT1, presents itself as a potential target for obesity as this enzyme is dedicated to the final committed step in triglyceride biosynthesis. Biphenyl ureas, exemplified by compound 4, have been reported to be potent hDGAT1 inhibitors.
Synthesis of a (piperazin-1-ylmethyl) biaryl library via microwave-mediated Suzuki-Miyaura cross-couplings.
Spencer J, et al.
Tetrahedron Letters, 52(31), 3963-3968 (2011)
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