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About This Item
Empirical Formula (Hill Notation):
C5H3BrN2O2
CAS Number:
Molecular Weight:
202.99
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Assay
99%
form
solid
bp
145-147 °C/10 mmHg (lit.)
mp
139-141 °C (lit.)
functional group
bromo
nitro
SMILES string
[O-][N+](=O)c1ccc(Br)nc1
InChI
1S/C5H3BrN2O2/c6-5-2-1-4(3-7-5)8(9)10/h1-3H
InChI key
HUUFTVUBFFESEN-UHFFFAOYSA-N
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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.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
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
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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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)
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.
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