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228435

Sigma-Aldrich

5-Bromopyridine-3-carboxylic acid

98%

Synonym(s):

5-Bromonicotinic acid

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About This Item

Empirical Formula (Hill Notation):
C6H4BrNO2
CAS Number:
20826-04-4
Molecular Weight:
202.01
Beilstein:
115854
EC Number:
244-065-5
MDL number:
MFCD00009783
UNSPSC Code:
12352100
PubChem Substance ID:
24853685
NACRES:
NA.22

Assay

98%

form

solid

mp

178-180 °C (lit.)

functional group

bromo
carboxylic acid

SMILES string

OC(=O)c1cncc(Br)c1

InChI

1S/C6H4BrNO2/c7-5-1-4(6(9)10)2-8-3-5/h1-3H,(H,9,10)

InChI key

FQIUCPGDKPXSLL-UHFFFAOYSA-N

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Application

5-Bromopyridine-3-carboxylic acid (5-bromonicotinic acid) was used in the synthesis of 3-guanidinomethyl-5-iodopyridine.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBJ8674
STBJ4180
STBJ4181
STBG9188
S22745V

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G Vaidyanathan et al.
Bioconjugate chemistry, 9(6), 758-764 (1998-11-17)
Substituting a pyridine ring for a benzene ring in the acylation agent N-succinimidyl 3-iodobenzoate has resulted in a useful approach for the radiohalogenation of monoclonal antibodies, peptides, and labeled biotin conjugates. It was hypothesized that such a substitution in m-iodobenzylguanidine
F Gabor et al.
Journal of pharmaceutical sciences, 84(9), 1120-1125 (1995-09-01)
Two types of monoclonal antibodies were used for the determination of nicergoline in biological matrices. The antibodies were prepared with the hydrolysis products 5-bromonicotinic acid and 1-methyl-10 alpha-methoxydihydrolysergol after hemisuccinoylation to haptens. The current amide bond-generating methods (mixed anhydride-, carbodiimide-
Małgorzata Dukat et al.
European journal of pharmacology, 435(2-3), 171-180 (2002-02-01)
Two 5-substituted derivatives of nicotine (nicotinic acetylcholine receptor: K(i)=2.4 nM) were synthesized and evaluated: 5-bromonicotine (K(i)=6.9 nM) and 5-methoxynicotine (K(i)=14.3 nM). Despite their high affinity, neither 5-bromonicotine nor 5-methoxynicotine mimicked nicotine in producing antinociceptive (tail-flick, hotplate), hypolocomotor, or hypothermic effects
Tawfik Gharbaoui et al.
Bioorganic & medicinal chemistry letters, 17(17), 4914-4919 (2007-06-26)
A strategy for lead identification of new agonists of GPR109a, starting from known compounds shown to activate the receptor, is described. Early compound triage led to the formulation of a binding hypothesis and eventually to our focus on a series

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