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107425

Sigma-Aldrich

Nicotinic hydrazide

97%

Synonym(s):

Nicotinic acid hydrazide

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About This Item

Empirical Formula (Hill Notation):
C6H7N3O
CAS Number:
553-53-7
Molecular Weight:
137.14
Beilstein:
119299
EC Number:
209-041-0
MDL number:
MFCD00006383
UNSPSC Code:
12352100
PubChem Substance ID:
24846769
NACRES:
NA.22

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Sigma-Aldrich

82669

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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
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)
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)
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
B J van der Walt et al.
The International journal of biochemistry, 26(9), 1081-1093 (1994-09-01)
1. Superoxide was generated during the auto-oxidation of the antituberculous drug, isonicotinic acid hydrazide (INH), but not with its meta-isomer, nicotinic acid hydrazide (NH). During Fe(3+)-stimulated oxidation of INH and NH, aromatic hydroxylation occurred which was inhibited by the chelating
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