Nicotinic acid hydrazide

Base Information

• Chemical Name: Nicotinic acid hydrazide
• CAS No.: 553-53-7
• Molecular Formula: C6H7 N3 O
• Molecular Weight: 137.141
• Hs Code.: 2933399090
• European Community (EC) Number: 209-041-0
• NSC Number: 41703,36088,18775
• UNII: AF1LLO72TM
• DSSTox Substance ID: DTXSID6020933
• Nikkaji Number: J6.456D
• Wikidata: Q27273901
• ChEMBL ID: CHEMBL124495
• Mol file: 553-53-7.mol

Synonyms:nicotinic acid hydrazide

Chemical Property of Nicotinic acid hydrazide

Chemical Property:

• Appearance/Colour: WHITE TO OFF-WHITE FINE NEEDLE-LIKE CRYST. POWDER
• Melting Point: 159-161°C(lit.)
• Refractive Index: 1.6910 (estimate)
• Boiling Point: °Cat760mmHg
• PKA: 11.43±0.10(Predicted)
• Flash Point: °C
• PSA: 68.01000
• Density: 1.244g/cm³
• LogP: 0.77630
• Storage Temp.: 2-8°C
• Solubility.: H2O: soluble50mg/mL
• Water Solubility.: Soluble in alcohol, water.
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 137.058911855
• Heavy Atom Count: 10
• Complexity: 126

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Isoniazid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CN=C1)C(=O)NN
• Uses: An Impurity of Isoniazid (I821450), potent antitubercular agent against M. tuberculosis. Nicotinic hydrazide was used in hydrazone library formation. It was used to study the oxidation of isonicotinic acid hydrazide (isoniazid) by horseradish peroxidase.

Technology Process of Nicotinic acid hydrazide

There total 14 articles about Nicotinic acid hydrazide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

methyl 3-pyridinecarboxylate (93-60-7) → Nicotinic acid hydrazide (553-53-7)

Guidance literature:

With hydrazine hydrate; for 5h; Heating;

DOI:10.1016/S0968-0896(02)00611-9

Reference yield: 95.0%

nicotinic acid (59-67-6) → Nicotinic acid hydrazide (553-53-7)

Guidance literature:

nicotinic acid; With dicyclohexyl-carbodiimide; In acetonitrile; at 0 - 20 ℃;

With benzotriazol-1-ol; In acetonitrile; at 0 - 20 ℃;

With hydrazine hydrate; In acetonitrile; at 0 - 20 ℃; for 5h;

Reference yield: 93.0%

3-pyridinecarboxylic acid ethyl ester (614-18-6) → Nicotinic acid hydrazide (553-53-7)

Guidance literature:

With hydrazine hydrate monohydrate; In methanol; at 140 ℃; for 1h; Microwave irradiation; Sealed tube;

DOI:10.1016/j.ejmech.2015.06.028

upstream raw materials:

methyl 3-pyridinecarboxylate

3-pyridinecarboxylic acid ethyl ester

nicotinamide

Nicotinic acid [1-[(2S,4S)-4-((2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-2,5,12-trihydroxy-7-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydro-naphthacen-2-yl]-eth-(E)-ylidene]-hydrazide; hydrochloride

Downstream raw materials:

5-(pyridin-3-yl)-1,3,4-oxadiazole-2(3H)-one

5-(pyridin-3''-yl)-1,3,4-oxadiazole-2(3H)-thione

4-amino-5-(3-pyridyl)-4H-1,2,4-triazole-3-thiol

5-(3-pyridinyl)-1,3,4-oxadiazol-2-thiol

Refernces

• 1、 Zhu, Guohua,Huang, Yang,Wang, Chun,Lu, Linxia,Sun, Tongming,Wang, Miao,Tang, Yanfeng,Shan, Doudou,Wen, Shuijin,Zhu, Jinli. "A novel coumarin-based fluorescence chemosensor for Al3+ and its application in cell imaging". . p. 105 - 110. Retrieved 2019.
• 2、 Hashem, Heba E.,Mohamed, Eslam A.,Farag, Ahmed A.,Negm, Nabel A.,Azmy, Eman A. M.. "New heterocyclic Schiff base-metal complex: Synthesis, characterization, density functional theory study, and antimicrobial evaluation". . . Retrieved 2021.
• 3、 Al-Ostoot, Fares Hezam,Khanum, Shaukath Ara,M, Pallavi H,Vivek, Hamse Kameshwar. "Design, docking, synthesis, and characterization of novel N'(2-phenoxyacetyl) nicotinohydrazide and N'(2-phenoxyacetyl)isonicotinohydrazide derivatives as anti-inflammatory and analgesic agents". . . Retrieved 2021/09/14.
• 4、 Elsayed, Zainab M.,Eldehna, Wagdy M.,Abdel-Aziz, Marwa M.,El Hassab, Mahmoud A.,Elkaeed, Eslam B.,Al-Warhi, Tarfah,Abdel-Aziz, Hatem A.,Abou-Seri, Sahar M.,Mohammed, Eman R.. "Development of novel isatin–nicotinohydrazide hybrids with potent activity against susceptible/resistant Mycobacterium tuberculosis and bronchitis causing–bacteria". . p. 384 - 393. Retrieved 2021/01/13.