N-(2-Hydroxyethyl)isonicotinamide

Base Information

• Chemical Name: N-(2-Hydroxyethyl)isonicotinamide
• CAS No.: 6265-74-3
• Molecular Formula: C8H10N2O2
• Molecular Weight: 166.18
• Hs Code.: 2933399090
• European Community (EC) Number: 228-432-7
• NSC Number: 33143
• UNII: 923BQ8X2VH
• DSSTox Substance ID: DTXSID9064184
• Nikkaji Number: J211.497F
• Wikidata: Q81991319
• ChEMBL ID: CHEMBL3264038
• Mol file: 6265-74-3.mol

Synonyms:N-(2-Hydroxyethyl)isonicotinamide;6265-74-3;N-(2-hydroxyethyl)pyridine-4-carboxamide;N-(2-Hydroxyethyl)-4-pyridinecarboxamide;4-Pyridinecarboxamide, N-(2-hydroxyethyl)-;N-Hydroxyethylisonicotinamide;4-Pyridinecarboxamide, N-2-hydroxyethyl-;923BQ8X2VH;EINECS 228-432-7;NSC 33143;NSC-33143;NSC33143;hydroxyethyl isonicotinamide;UNII-923BQ8X2VH;SCHEMBL65822;CHEMBL3264038;DTXSID9064184;N-(2-hydroxyethyl) isonicotinamide;N-(2-hydroxyethyl)-isonicotinamide;MFCD00075311;AKOS000120169;N-(2-Hydroxyethyl)isonicotinamide,99;TS-02236;4-(2-HYDROXYETHYL)CARBAMOYLPYRIDINE;CS-0235373;EN300-15591;ISONICOTINAMIDE, N-(2-HYDROXYETHYL)-;Z31725198

Chemical Property of N-(2-Hydroxyethyl)isonicotinamide

Chemical Property:

• Vapor Pressure: 1.28E-08mmHg at 25°C
• Melting Point: 136-138 °C (lit.)
• Refractive Index: 1.557
• Boiling Point: 442.8 °C at 760 mmHg
• PKA: 12.63±0.46(Predicted)
• Flash Point: 221.6 °C
• PSA: 62.22000
• Density: 1.212 g/cm³
• LogP: 0.19460
• Storage Temp.: 2-8°C
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 166.074227566
• Heavy Atom Count: 12
• Complexity: 144

Purity/Quality:

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

N-(2-Hydroxyethyl)isonicotinamide 97% ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=CC=C1C(=O)NCCO

Technology Process of N-(2-Hydroxyethyl)isonicotinamide

There total 4 articles about N-(2-Hydroxyethyl)isonicotinamide 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: 88.0%

isonicotinic acid ethylester (1570-45-2) + ethanolamine (141-43-5) → isonicotinic acid N-(β-hydroxyethyl)amide (6265-74-3)

Guidance literature:

at 20 - 55 ℃; for 18h;

DOI:10.1016/j.bmc.2014.03.011

Reference yield: 85.0%

4-pyridinecarboxylic acid, methyl ester (2459-09-8) + ethanolamine (141-43-5) → isonicotinic acid N-(β-hydroxyethyl)amide (6265-74-3)

Guidance literature:

In ethanol;

Reference yield:

pyridine-4-carboxylic acid (55-22-1) → isonicotinic acid N-(β-hydroxyethyl)amide (6265-74-3)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂SO₄ / 240 h / Heating

2: CHCl₃ / 4 h / Heating

With sulfuric acid; In chloroform; 1: Esterification / 2: Substitution;

DOI:10.1248/cpb.48.808

upstream raw materials:

4-pyridinecarboxylic acid, methyl ester

ethanolamine

isonicotinic acid ethylester

pyridine-4-carboxylic acid

Downstream raw materials:

butyl isonicotinate

N-(2-nitroxyethyl)isonicotinamide

fac-[(N-2-hydroxyethyl-isonicotinamide)(1,2-bis(diphenylphosphino)ethane)tricarbonylmanganese(I)] triflate

Refernces

• 1、 Cesar, Isabela C.,Godin, Adriana M.,Araujo, Debora P.,Oliveira, Francinely C.,Menezes, Raquel R.,Santos, Julliana R.A.,Almeida, Mariana O.,Dutra, Marcela M.G.B.,Santos, Daniel A.,MacHado, Renes R.,Pianetti, Gerson A.,Coelho, Marcio M.,De Fatima, Angelo. "Synthesis, antinociceptive activity and pharmacokinetic profiles of nicorandil and its isomers". . p. 2783 - 2790. Retrieved 2014/05/06.
• 2、 Baukov,Shipov,Kramarova,Mamaeva,Zamyshlyaeva,Anisimova,Negrebetskii. "Reactions of Hydroxy Carboxylic Acid Amides and Their O-Trimethylsilyl Derivatives with Chloro(chloromethyl)-dimethylsilane. Synthesis of 1-Oxa-4-aza-2-sila-and 1-Oxa-4-aza-2,6-disilacyclohexanes". . p. 1216 - 1228. Retrieved 2007/10/03.