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551899

Sigma-Aldrich

2,3-Diamino-5-bromopyridine

97%

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About This Item

Empirical Formula (Hill Notation):
C5H6BrN3
CAS Number:
38875-53-5
Molecular Weight:
188.03
EC Number:
254-172-9
MDL number:
MFCD00460094
UNSPSC Code:
12352100
PubChem Substance ID:
24879236
NACRES:
NA.22

Quality Level

200

Assay

97%

mp

155 °C (dec.) (lit.)

functional group

bromo

SMILES string

Nc1cc(Br)cnc1N

InChI

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

InChI key

YRGMYJUKFJPNPD-UHFFFAOYSA-N

General description

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

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

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG7345
BCCC6235
BCBW9727
BCBT0825
BCBM3752V

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3,4-Diamino-2-chloropyridine 97%

Sigma-Aldrich

736376

3,4-Diamino-2-chloropyridine

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)
Re (I) Complexes of Substituted dppz: A Computational and Spectroscopic Study.
van der Salm H, et al.
Inorganic Chemistry, 53(6), 3126-3140 (2014)
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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