NICOTINIC ACID HYDRAZIDE Chemical Properties

Melting point:

159-161 °C(lit.)

Boiling point:

251.97°C (rough estimate)

Density 

1.2620 (rough estimate)

refractive index 

1.6910 (estimate)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

H2O: soluble50mg/mL

form 

Fine Needle-Like Crystalline Powder

pka

11.43±0.10(Predicted)

color 

White to off-white

Water Solubility 

Soluble in alcohol, water.

BRN 

119299

InChI

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

InChIKey

KFUSANSHCADHNJ-UHFFFAOYSA-N

SMILES

C1=NC=CC=C1C(NN)=O

CAS DataBase Reference

553-53-7(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

22-26-36/37/39

RIDADR 

UN2811

WGK Germany 

3

RTECS 

QT1750000

HazardClass 

6.1

PackingGroup 

III

HS Code 

29280000

Toxicity

LD50 intravenous in mouse: 180mg/kg

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

NICOTINIC ACID HYDRAZIDE Usage And Synthesis

Chemical Properties

WHITE TO OFF-WHITE FINE NEEDLE-LIKE CRYST. POWDER

Uses

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

Uses

An Impurity of Isoniazid (I821450), potent antitubercular agent against M. tuberculosis.

Biochem/physiol Actions

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

Synthesis

The general procedure for the synthesis of 3-pyridinecarbohydrazide from methyl nicotinate was as follows: accurately weigh methyl 3-pyridinecarboxylate (2.74 g, 20 mmol) in a 50 mL round-bottomed flask, add anhydrous ethanol (15 mL), and stir at room temperature until the solid was completely dissolved. Subsequently, 80% hydrazine hydrate (30 mmol) was slowly added dropwise and immediately a large amount of needle-like white solid was observed to precipitate. The reaction mixture was continued to be stirred at room temperature for 3 h. Upon completion of the reaction, diafiltration was carried out and the solid was washed with a small amount of ethanol, resulting in 2.56 g of white needle-like crystals in 93.2% yield.

Purification Methods

Crystallise it from aqueous EtOH or *benzene. [Beilstein 22 III/IV 439, 22/2 V 121.]

References

[1] Bioorganic and Medicinal Chemistry, 2003, vol. 11, # 7, p. 1381 - 1387
[2] Patent: CN104592217, 2018, B. Location in patent: Paragraph 0032; 0033; 0034
[3] Patent: WO2017/11466, 2017, A1. Location in patent: Paragraph 00473
[4] Bioorganic and Medicinal Chemistry, 2012, vol. 20, # 6, p. 2158 - 2171
[5] Patent: CN108484582, 2018, A. Location in patent: Paragraph 0031; 0036; 0037; 0038; 0039

NICOTINIC ACID HYDRAZIDE(553-53-7)Related Product Information

• Nicotinic acid
• Ethyl nicotinate
• Methyl nicotinate
• NICOTINIC-D4 ACID
• SODIUM NICOTINATE
• Nicotinic Acid Riboside
• NICOTINIC ACID MONONUCLEOTIDE
• 5-BROMOPYRIDINE-3-CARBOHYDRAZIDE
• 4-(TRIFLUOROMETHYL)PYRIDINE-3-CARBOXYLIC ACID HYDRAZIDE
• NICOTINIC ACID HYDRAZIDE
• 4-AMINOSALICYLATE ISO-NICOTINIC ACID HYDRAZIDE
• PYRIDINE-2-CARBOXYLIC ACID HYDRAZIDE
• Isoniazid
• 6-(TRIFLUOROMETHYL)NICOTINIC ACID HYDRAZIDE
• Formylhydrazine
• 2-PHENOXYPYRIDINE-3-CARBOHYDRAZIDE
• 2-(METHYLTHIO)NICOTINIC ACID HYDRAZIDE
• 6-(Morpholin-4-yl)nicotinic acid hydrazide