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Sigma-Aldrich

Nicotinic hydrazide

97%

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Synonym(s):
Nicotinic acid hydrazide
Empirical Formula (Hill Notation):
C6H7N3O
CAS Number:
553-53-7
Molecular Weight:
137.14
Beilstein:
119299
EC Number:
209-041-0
MDL number:
MFCD00006383
PubChem Substance ID:
24846769
NACRES:
NA.22

Quality Level

100

Assay

97%

mp

159-161 °C (lit.)

solubility

H2O: soluble 50 mg/mL

SMILES string

NNC(=O)c1cccnc1

InChI

1S/C6H7N3O/c7-9-6(10)5-2-1-3-8-4-5/h1-4H,7H2,(H,9,10)

InChI key

KFUSANSHCADHNJ-UHFFFAOYSA-N

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General description

Nicotinic hydrazide is a heterocyclic compound that can be used to synthesize Schiff bases.

Application

Nicotinic hydrazide was used in hydrazone library formation. It was used to study the oxidation of isonicotinic acid hydrazide (isoniazid) by horseradish peroxidase.

Biochem/physiol Actions

Nicotinic hydrazide is an inhibitor of peroxidase enzyme. It forms solid metal complexes having strong biological activity.

Preparation Note

Nicotinic hydrazide dissolves in water at a concentration of 50 mg/ml to form a clear, colourless solution.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Precautionary Statements

P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2

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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H A Shoeb et al.
Antimicrobial agents and chemotherapy, 27(3), 399-403 (1985-03-01)
Oxidation of isonicotinic acid hydrazide (isoniazid) by horseradish peroxidase at the expense of H2O2 yielded reactive species which were able to reduce nitroblue tetrazolium and bleach p-nitrosodimethylaniline. Nicotinic acid hydrazide oxidation did not cause these effects. At slightly alkaline pH
Thermo-chemical behavior of solid nicotinic hydrazide metal complexes in correlation with their stoichiometry.
Sekkina MM and El-Azm MG.
Thermochimica Acta, 77(1), 211-218 (1984)
V Goral et al.
Proceedings of the National Academy of Sciences of the United States of America, 98(4), 1347-1352 (2001-02-15)
Dynamic combinatorial libraries are mixtures of compounds that exist in a dynamic equilibrium and can be driven to compositional self adaptation via selective binding of a specific assembly of certain components to a molecular target. We present here an extension
Nives Galić et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 107, 263-270 (2013-02-26)
Structural forms of aroylhydrazones derived from nicotinic acid hydrazide have been studied in the solid state by FT-IR spectroscopy and in solution by NMR, UV-Vis and ATR spectroscopy. The studied compounds were N'-benzylidene-3-pyridinecarbohydrazide (1), N'-(2,4-dihydroxyphenylmethylidene)-3-pyridinecarbohydrazide (2), N'-(5-chloro-2-hydroxyphenylmethylidene)-3-pyridinecarbohydrazide (3), and N'-(3,5-dichloro-2-hydroxymethoxyphenylmethylidene)-3-pyridinecarbohydrazide
Synthesis, spectroscopic characterization, and crystal structures of Schiff bases derived from nicotinic hydrazide
Diouf F, et al.
IOSR journal of applied chemistry, 1 serie II (2022)
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