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About This Item
Empirical Formula (Hill Notation):
C5H3BrN2O2
CAS Number:
Molecular Weight:
202.99
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Assay
98%
form
solid
mp
122-125 °C (lit.)
functional group
bromo
nitro
SMILES string
[O-][N+](=O)c1cccnc1Br
InChI
1S/C5H3BrN2O2/c6-5-4(8(9)10)2-1-3-7-5/h1-3H
InChI key
ZCCUFLITCDHRMG-UHFFFAOYSA-N
General description
2-Bromo-3-nitropyridine is a pyridine derivative. It can be synthesized from 3-nitropyridine-2-amine.
Application
2-Bromo-3-nitropyridine may be used in the synthesis of the following:
- 3-nitropyridine-2-carbonitrile
- pyrrolo[3,2-b]pyridine
- 3-(hetero)arylated phenothiazines
- 7-anilino-6-azaindole-1-benznesulfonamides
Signal Word
Warning
Hazard Statements
Precautionary Statements
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
Regulatory Information
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Yvonnick Loidreau et al.
European journal of medicinal chemistry, 58, 171-183 (2012-11-06)
A useful and rapid access to libraries of N-arylbenzo[b]thieno[3,2-d]pyrimidin-4-amines and their pyrido and pyrazino analogues was designed and optimized for the first time via microwave-accelerated condensation and Dimroth rearrangement of the starting anilines with N'-(2-cyanoaryl)-N,N-dimethylformimidamides obtained by reaction of thiophene
Condensed heteroaromatic ring systems. XII. Synthesis of indole derivatives from ethyl 2-bromocarbanilates.
Sakamoto T, et al.
Chemical & Pharmaceutical Bulletin, 35(5), 1823-1828 (1987)
Synthesis and Electronic Properties of 3-Acceptor-Substituted and 3, 7-Bisacceptor-Substituted Phenothiazines.
Sailer M, et al.
European Journal of Organic Chemistry, 2006(2), 423-435 (2006)
Hsueh-Yun Lee et al.
Journal of medicinal chemistry, 56(20), 8008-8018 (2013-10-11)
Preliminary biological data on 7-anilino-6-azaindoles (8-11) suggested that hydrophobic substituents at C7 contribute to enhancement of antiproliferative activity. A novel series of 7-aryl-6-azaindole-1-benzenesulfonamides (12-22) were developed and showed improved cytotoxicity compared to ABT751 (5). The conversion of C7 phenyl rings
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