4-Pyridinecarboxaldehyde isonicotinoyl hydrazone

Base Information

• Chemical Name: 4-Pyridinecarboxaldehyde isonicotinoyl hydrazone
• CAS No.: 13025-99-5
• Molecular Formula: C12H10 N4 O
• Molecular Weight: 226.238
• NSC Number: 34434
• UNII: 9A7PJ6445H
• ChEMBL ID: CHEMBL1882812
• Mol file: 13025-99-5.mol

Synonyms:4-Pyridinecarboxaldehyde isonicotinoyl hydrazone;N'-(Pyridin-4-ylmethylene)isonicotinohydrazide;13025-99-5;N-[(E)-pyridin-4-ylmethylideneamino]pyridine-4-carboxamide;MLS002607877;NSC34434;NSC 34434;NSC-34434;NSC 690254;N'-[(1E)-pyridin-4-ylmethylene]isonicotinohydrazide;4-Pyridinecarboxylic acid, 2-(4-pyridinylmethylene)hydrazide;NSC690254;NSC-690254;(E)-N'-(PYRIDIN-4-YLMETHYLENE)ISONICOTINOHYDRAZIDE;SCHEMBL2988105;CHEMBL1882812;9A7PJ6445H;BDBM223078;STK166269;AKOS001568356;BS-51852;SMR000564086;CS-0111075;Isonicotinic acid, (4-pyridylmethylene)hydrazide;SR-01000101961;Hydrazine, 1-isonicotinoyl-2-(4-pyridylmethylene)-;SR-01000101961-1;N-[(E)-4-pyridylmethyleneamino]pyridine-4-carboxamide;(E)-N'-(Pyridin-4'-ylmethylene)isonicotinohydrazide (3h);4-Pyridinecarboxylic acid, (4-pyridinylmethylene)hydrazide;N'-[(E)-pyridin-4-ylmethylidene]pyridine-4-carbohydrazide;4-Pyridinecarboxylic acid, (2E)-2-(4-pyridinylmethylene)hydrazide

Chemical Property of 4-Pyridinecarboxaldehyde isonicotinoyl hydrazone

Chemical Property:

• Density: 1.223g/cm³
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 226.08546096
• Heavy Atom Count: 17
• Complexity: 268

Purity/Quality:

98.5% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=CC=C1C=NNC(=O)C2=CC=NC=C2
• Isomeric SMILES: C1=CN=CC=C1/C=N/NC(=O)C2=CC=NC=C2

Technology Process of 4-Pyridinecarboxaldehyde isonicotinoyl hydrazone

There total 4 articles about 4-Pyridinecarboxaldehyde isonicotinoyl hydrazone 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: 96.0%

pyridine-4-carbaldehyde (872-85-5) + isoniazid (54-85-3,7640-37-1) → (E)-N′-(pyridin-4-ylmethylene) isonicotinohydrazide (13025-99-5)

Guidance literature:

With hydrogenchloride; In ethanol; Microwave irradiation;

DOI:10.1016/j.molliq.2019.04.010

Reference yield:

pyridine-4-carboxylic acid (55-22-1) → (E)-N′-(pyridin-4-ylmethylene) isonicotinohydrazide (13025-99-5)

Guidance literature:

Multi-step reaction with 3 steps

1: sulfuric acid / 2 h / 85 - 95 °C

2: hydrazine hydrate / ethanol / 80 °C

3: ethanol / 100 °C

With sulfuric acid; hydrazine hydrate; In ethanol;

DOI:10.1016/j.bioorg.2021.105138

Reference yield:

4-pyridinecarboxylic acid, methyl ester (2459-09-8) → (E)-N′-(pyridin-4-ylmethylene) isonicotinohydrazide (13025-99-5)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrazine hydrate / ethanol / 80 °C

2: ethanol / 100 °C

With hydrazine hydrate; In ethanol;

DOI:10.1016/j.bioorg.2021.105138

upstream raw materials:

pyridine-4-carbaldehyde

isoniazid

pyridine-4-carboxylic acid

4-pyridinecarboxylic acid, methyl ester

Refernces

• 1、 Hu, Yong,Li, Jin,Zhou, Yu,Shi, Jie,Li, Guopeng,Song, Hang,Yang, Yang,Shi, Jia,Hong, Wenjing. "Single Dynamic Covalent Bond Tailored Responsive Molecular Junctions". . p. 20872 - 20878. Retrieved 2021.
• 2、 Rezki, Nadjet,Messali, Mouslim,Al-Sodies, Salsabeel A.,Naqvi, Arshi,Bardaweel, Sanaa K.,Al-blewi, Fawzia F.,Aouad, Mohamed R.,El Ashry, El Sayed H.. "Design, synthesis, in-silico and in-vitro evaluation of di-cationic pyridinium ionic liquids as potential anticancer scaffolds". . p. 428 - 441. Retrieved 2018.
• 3、 Gao, Han,Li, Jia-Qi,Kang, Peng-Wei,Chigan, Jia-Zhu,Wang, Huan,Liu, Lu,Xu, Yin-Sui,Zhai, Le,Yang, Ke-Wu. "N-acylhydrazones confer inhibitory efficacy against New Delhi metallo-β-lactamase-1". . . Retrieved 2021/07/07.