2-Ethylisonicotinamide

Base Information

• Chemical Name: 2-Ethylisonicotinamide
• CAS No.: 3376-95-2
• Molecular Formula: C8H10 N2 O
• Molecular Weight: 150.18
• Hs Code.: 2933399090
• European Community (EC) Number: 222-170-7
• UNII: VCQ3ES5FND
• DSSTox Substance ID: DTXSID30955352
• Nikkaji Number: J205.464G
• Wikidata: Q82934899
• Mol file: 3376-95-2.mol

Synonyms:2-Ethylisonicotinamide;3376-95-2;2-ethylpyridine-4-carboxamide;2-ETHYL ISONICOTINAMIDE;VCQ3ES5FND;2-Ethyl-4-pyridinecarboxamide;4-Pyridinecarboxamide, 2-ethyl-;EINECS 222-170-7;UNII-VCQ3ES5FND;2-ethyl-4-amidopyridine;SCHEMBL2606610;DTXSID30955352;ISONICOTINAMIDE, 2-ETHYL-;CCC1=CC(=CC=N1)C(N)=O;BBL103400;STL557210;AKOS005256860;MS-20613

Chemical Property of 2-Ethylisonicotinamide

Chemical Property:

• Vapor Pressure: 0.00407mmHg at 25°C
• Melting Point: 131 °C
• Boiling Point: 279.2°Cat760mmHg
• PKA: 15.07±0.50(Predicted)
• Flash Point: 122.7°C
• PSA: 55.98000
• Density: 1.119g/cm³
• LogP: 1.44320
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 150.079312947
• Heavy Atom Count: 11
• Complexity: 147

Purity/Quality:

98%Min ^*data from raw suppliers

2-EthylIsonicotinamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=NC=CC(=C1)C(=O)N
• Uses: 2-Ethylisonicotinamide is a metabolite of Ethionamide (E890420) with tuberculostatic activity.

Technology Process of 2-Ethylisonicotinamide

There total 12 articles about 2-Ethylisonicotinamide 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: 97.0%

2-ethyl-4-pyridinecarbonitrile (1531-18-6) → 2-ethylpyridine-4-carboxamide (3376-95-2)

Guidance literature:

With water; at 110 ℃; for 24h;

Reference yield: 91.0%

2-Ethylpyridine (100-71-0) + formamide (77287-34-4,77287-35-5,60100-09-6) → 2-ethylpyridine-4-carboxamide (3376-95-2) + 6-ethylpicolinamide

Guidance literature:

With dipotassium peroxodisulfate; oxygen; sodium formate; silver nitrate; In water; at 80 ℃; for 4h; Schlenk technique;

DOI:10.1055/s-0035-1561975

Reference yield: 61.0%

ethionamide (536-33-4,5261-38-1) → 2-ethylpyridine-4-carboxamide (3376-95-2)

Guidance literature:

With potassium superoxide; 18-crown-6 ether; for 1h; Ambient temperature;

DOI:10.1248/cpb.29.3075

upstream raw materials:

methyl 2-ethylpyridine-4-carboxylate

ethyl 2-ethylisonicotinate

ethionamide

2-ethyl-6-chloro-isonicotinic acid methyl ester

Downstream raw materials:

2-ethyl-4-pyridinecarbonitrile

ethionamide

Refernces

• 1、 Chipiso, Kudzanai,Logan, Isabelle E.,Eskew, Matthew W.,Omondi, Benard,Simoyi, Reuben H.. "Kinetics and Mechanism of Bioactivation via S-Oxygenation of Anti-Tubercular Agent Ethionamide by Peracetic Acid". . p. 8056 - 8064. Retrieved 2016.
• 2、 Han, Wei,Jin, Fengli,Zhao, Qian,Du, Hongyan,Yao, Lifang. "Acid-Free Silver-Catalyzed Cross-Dehydrogenative Carbamoylation of Pyridines with Formamides". supporting information. p. 1854 - 1859. Retrieved 2016/07/16.