Nicoxamat

Base Information

• Chemical Name: Nicoxamat
• CAS No.: 5657-61-4
• Deprecated CAS: 1606-69-5
• Molecular Formula: C6H6N2O2
• Molecular Weight: 138.126
• European Community (EC) Number: 622-726-2
• NSC Number: 13997
• UNII: Z3H2D4MF7A
• DSSTox Substance ID: DTXSID70205126
• Nikkaji Number: J8.045D
• Wikidata: Q27294948
• NCI Thesaurus Code: C77068
• Pharos Ligand ID: 3TUZVG4L15PK
• ChEMBL ID: CHEMBL504369
• Mol file: 5657-61-4.mol

Synonyms:nicotinohydroxamic acid

Chemical Property of Nicoxamat

Chemical Property:

• Melting Point: 167 °C(Solv: ethanol (64-17-5); hexane (110-54-3))
• PKA: 8.12±0.10(Predicted)
• PSA: 62.22000
• Density: 1.328g/cm³
• LogP: 0.59150
• Storage Temp.: −20°C
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 138.042927438
• Heavy Atom Count: 10
• Complexity: 127

Purity/Quality:

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

N-hydroxypyridine-3-carboxamide 95% ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CN=C1)C(=O)NO

Technology Process of Nicoxamat

There total 5 articles about Nicoxamat 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: 93.0%

3-pyridinecarboxaldehyde (500-22-1) → nicotinyl hydroxamic acid (5657-61-4)

Guidance literature:

With menadione; hydroxylamine hydrochloride; water; silver nitrate; triethylamine; In tetrahydrofuran; ethanol; at 20 ℃; for 0.5h; Reagent/catalyst; Solvent; Mechanism; Irradiation; Green chemistry;

DOI:10.1007/s11164-018-3549-z

Reference yield: 66.0%

methyl 3-pyridinecarboxylate (93-60-7) → nicotinyl hydroxamic acid (5657-61-4)

Guidance literature:

With sodium hydroxide; hydroxylamine hydrochloride; In methanol; water; at 20 ℃; for 72h;

DOI:10.1039/b501105a DOI:10.1002/ejic.200600758

Reference yield: 59.0%

3-pyridinecarboxylic acid ethyl ester (614-18-6) → nicotinyl hydroxamic acid (5657-61-4)

Guidance literature:

With hydroxylamine hydrochloride; sodium hydroxide; In methanol; water; at 20 ℃; for 4h;

DOI:10.1021/acs.joc.5b01470

upstream raw materials:

methyl 3-pyridinecarboxylate

3-pyridinecarboxylic acid ethyl ester

nicotinamide

3-pyridinecarboxaldehyde

Downstream raw materials:

N-Methylnicotinamide

sodium nicotinate

pyridin-3-ylamine

1-(pyridin-3-yl)urea

Refernces

• 1、 -. "Nicotinamide hydroxamic acid collecting agent as well as preparation method and application thereof". Paragraph 0025-0028. . Retrieved 2020/02/17.
• 2、 Chaiyaveij, Duangduan,Batsanov, Andrei S.,Fox, Mark A.,Marder, Todd B.,Whiting, Andrew. "An Experimental and Computational Approach to Understanding the Reactions of Acyl Nitroso Compounds in [4 + 2] Cycloadditions". . p. 9518 - 9534. Retrieved 2015/10/12.