Nikethamide

Base Information

• Chemical Name: Nikethamide
• CAS No.: 59-26-7
• Molecular Formula: C10H14 N2 O
• Molecular Weight: 178.234
• Hs Code.: 29333999
• European Community (EC) Number: 200-418-5
• NSC Number: 760377,169863,130820,62103
• UN Number: 2810
• UNII: 368IVD6M32
• DSSTox Substance ID: DTXSID9046524
• Nikkaji Number: J5.179I
• Wikipedia: Nikethamide
• Wikidata: Q902548
• NCI Thesaurus Code: C76625
• Metabolomics Workbench ID: 154444
• ChEMBL ID: CHEMBL2104607
• Mol file: 59-26-7.mol

Synonyms:Coramin;Coramine;Cordiamine;Corethamid;Diethylamide, Nicotinic;Diethylnicotinamid;Nicethamide;Nicotinic Diethylamide;Nikethamide;Nizethamid

Chemical Property of Nikethamide

Chemical Property:

• Appearance/Colour: clear colorless to yellow liquid
• Vapor Pressure: 0.0013mmHg at 25°C
• Melting Point: 24-26
• Refractive Index: n20/D 1.524(lit.)
• Boiling Point: 296-300
• PKA: pKa 3.46(H2O,t =20) (Uncertain)
• Flash Point: 141.1°C
• PSA: 33.20000
• Density: 1.06
• LogP: 1.56360
• Storage Temp.: 2-8°C
• Water Solubility.: >=10 g/100 mL at 23 C
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 178.110613074
• Heavy Atom Count: 13
• Complexity: 166
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

N,N-Diethylnicotinamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25-36/37/38-23/24/25
• Safety Statements: 26-45-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCN(CC)C(=O)C1=CN=CC=C1
• Recent ClinicalTrials: Effects of Nebivolol on Subclinical Left Ventricular dySfunction: A Comparative Study Against Metoprolol
• Description: A further Corydalis alkaloid, coramine has been obtained from C. pseudoadunca M. Pop. It forms colourless needles from EtOH and is optically active with a specific rotation of [α]D - 391 ° (c 0.2, MeOH). Both the hydrochloride, m.p. 216-9°C and the hydrobromide, m.p. 223-6°C have been described.
• Uses: N,N-Diethylnicotinamide (DENC) is commonly used as a ligand to prepare tetranuclear copper complexes.

Technology Process of Nikethamide

There total 39 articles about Nikethamide 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: 92.0%

3-Bromopyridine (626-55-1,163928-56-1) + carbon monoxide (201230-82-2) + diethylamine (109-89-7) → N,N-diethylnicotinamide (59-26-7)

Guidance literature:

With potassium carbonate; bis[2-(diphenylphosphino)phenyl] ether; In toluene; at 105 ℃; for 12h; under 3000.3 Torr;

DOI:10.1021/cs400232b

Reference yield: 92.0%

nicotinic acid (59-67-6) + N-formyldiethylamine (617-84-5) → N,N-diethylnicotinamide (59-26-7)

Guidance literature:

With hydrogenchloride; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; In 1,4-dioxane; at 120 ℃; for 33h;

DOI:10.1055/s-0035-1561427

Reference yield: 92.0%

3-(N,N-diethylcarbamoyl)pyridine 1-oxide (20165-96-2) → N,N-diethylnicotinamide (59-26-7)

Guidance literature:

With (4,4′-di-tert-butyl-2,2′-bipyridine)bis[(2-pyridinyl)phenyl]iridium(III) hexafluorophosphate; di-tert-butyl 1,4-dihydro-2,6-dimethyl-3,5-pyridine-dicarboxylate; In acetonitrile; at 20 ℃; for 2.5h; chemoselective reaction; Inert atmosphere; Irradiation;

DOI:10.1021/acs.joc.0c02805

upstream raw materials:

nicotinic acid

N,N,N',N'-tetraethylurea

N,N-diethylbenzenesulfonamide

N,N-diethyl-4-methylbenzenesulfonamide

Downstream raw materials:

3-pyridinecarboxaldehyde

3-hydroxymethylpyridin

N,N-diethylpiperidine-3-carboxamide

3-Diethylaminocarbonyl-1-methylpyridiniumiodid

Refernces

• 1、 Barreteau, Fabien,Battilocchio, Claudio,Browne, Duncan L.,Godineau, Edouard,Leitch, Jamie A.,Nicholson, William I.,Payne, Riley,Priestley, Ian. "Direct Amidation of Esters by Ball Milling**". supporting information. p. 21868 - 21874. Retrieved 2021/09/02.
• 2、 Kolekar, Yuvraj A.,Bhanage, Bhalchandra M.. "Pd-Catalyzed Oxidative Aminocarbonylation of Arylboronic Acids with Unreactive Tertiary Amines via C-N Bond Activation". . p. 14028 - 14035. Retrieved 2021/05/29.