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Merck
CN

551899

2,3-Diamino-5-bromopyridine

97%

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About This Item

Empirical Formula (Hill Notation):
C5H6BrN3
CAS Number:
Molecular Weight:
188.03
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
254-172-9
MDL number:
Assay:
97%
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InChI key

YRGMYJUKFJPNPD-UHFFFAOYSA-N

InChI

1S/C5H6BrN3/c6-3-1-4(7)5(8)9-2-3/h1-2H,7H2,(H2,8,9)

SMILES string

Nc1cc(Br)cnc1N

assay

97%

mp

155 °C (dec.) (lit.)

functional group

bromo

Quality Level

Application

2,3-Diamino-5-bromopyridine may be used in the preparation of the following heterocyclic compounds:
  • 6-bromoimidazo-[b]pyridine
  • 11-bromopyrido[2′,3′:5,6]pyrazino[2,3-f][1,10]phenanthroline
  • 6-bromo-3-(tetrahydro-2H-pyran-2-yl)-3H-imidazo[4,5-b]pyridine

General description

2,3-Diamino-5-bromopyridine can be prepared from 2-amino-3-nitro-5-bromopyridine via reduction using stannous chloride.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Re (I) Complexes of Substituted dppz: A Computational and Spectroscopic Study.
van der Salm H, et al.
Inorganic Chemistry, 53(6), 3126-3140 (2014)
Metabolite analogs. VIII. Syntheses of some imidazopyridines and pyridotriazoles.
Graboyes H and Day AR.
Journal of the American Chemical Society, 79(24), 6421-6426 (1957)
Microwave-Assisted C-2 Direct Alkenylation of Imidazo [4, 5-b] pyridines: Access to Fluorescent Purine Isosteres with Remarkably Large Stokes Shifts.
Baladi T, et al.
European Journal of Organic Chemistry, 2016(14), 2421-2434 (2016)
Magda A Akl et al.
Dalton transactions (Cambridge, England : 2003), 49(44), 15769-15778 (2020-11-05)
Worldwide, prostate cancer is considered to be one of the three most commonly occurring cancers amongst the male population. Clinically, early detection of diverse forms of cancer before they spread and become incurable plays an important role in treatment strategy.
Sundaram Ellairaja et al.
Biosensors & bioelectronics, 91, 82-88 (2016-12-20)
Bilirubin, a key biomarker for the jaundice and its clinical diagnosis needs a better analytical tool. A novel and simple fluorescent platform based on (2,2'-((1E,1'E)-((6-bromopyridine-2,3-diyl) bis(azanylylidene)) bis(methanylylidene diphenol) (BAMD) was designed. BAMD showed a remarkable fluorescent intensity with a very

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