Ethyl nicotinate

Base Information

• Chemical Name: Ethyl nicotinate
• CAS No.: 614-18-6
• Deprecated CAS: 123574-71-0
• Molecular Formula: C8H9NO2
• Molecular Weight: 151.165
• Hs Code.: 29333999
• European Community (EC) Number: 210-370-7
• NSC Number: 8872
• UNII: NIJ3H353YH
• DSSTox Substance ID: DTXSID9046526
• Nikkaji Number: J27.971D
• Wikidata: Q16948611
• Metabolomics Workbench ID: 127484
• ChEMBL ID: CHEMBL2251611
• Mol file: 614-18-6.mol

Synonyms:3-carboethoxypyridine;ethyl nicotinate;ethyl-nicotinate;ethylnicotinate;nicotinic acid, ethyl ester

Chemical Property of Ethyl nicotinate

Chemical Property:

• Appearance/Colour: clear colourless to yellow liquid
• Vapor Pressure: 0.0934mmHg at 25°C
• Melting Point: 8-10 °C(lit.)
• Refractive Index: n20/D 1.504(lit.)
• Boiling Point: 224 °C at 760 mmHg
• PKA: pK1:3.35(+1) (25°C)
• Flash Point: 93.3 °C
• PSA: 39.19000
• Density: 1.102 g/cm³
• LogP: 1.25830
• Storage Temp.: 2-8°C
• Solubility.: 50g/l
• Water Solubility.: miscible
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 151.063328530
• Heavy Atom Count: 11
• Complexity: 136

Purity/Quality:

98% Min ^*data from raw suppliers

Ethyl Nicotinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 37/38-41-36/38-36/37/38
• Safety Statements: 26-39-37/39-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Pyridines
• Canonical SMILES: CCOC(=O)C1=CN=CC=C1
• Recent EU Clinical Trials: Open, self-controlled phase IV. clinical study of the Nicoflex ointment on patients with knee arthrosis
• Uses: Ethyl nicotinate is a nicotinic acid derivative used for skin-conditioning cosmetics. Ethyl nicotinate is used for skin-conditioning cosmetics. It is principally used in medicine as a local vasodilator at a concentration of 1 to 2 % in creams, ointments and pomades. It is utilized for the treatment sprains, wrenches, muscular pains and tendonitis.

Technology Process of Ethyl nicotinate

There total 73 articles about Ethyl nicotinate 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: 98.0%

3-iodopyridine (1120-90-7) + ethanol (64-17-5) + carbon monoxide (201230-82-2) → 3-pyridinecarboxylic acid ethyl ester (614-18-6)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium diacetate; at 20 - 125 ℃; for 0.333333h; under 7500.75 - 22502.3 Torr; microwave irradiation;

DOI:10.1039/b614025d

Reference yield: 97.2%

nicotinic acid (59-67-6) + ethanol (64-17-5) → 3-pyridinecarboxylic acid ethyl ester (614-18-6)

Guidance literature:

With sulfuric acid; In toluene; at 55 ℃; for 4h;

Reference yield: 92.0%

1-(pyridin-3-yl)pentan-1-one (1701-72-0) + ethyl trifluoroacetate, (383-63-1) → 3-pyridinecarboxylic acid ethyl ester (614-18-6) + 1,1,1-trifluoro-2-hexanone (360-34-9)

Guidance literature:

ethyl trifluoroacetate,; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 0.166667h; Inert atmosphere; Schlenk technique;

1-(pyridin-3-yl)pentan-1-one; In tetrahydrofuran; at 0 ℃; for 2.5h; Inert atmosphere; Schlenk technique; Reflux;

With hydrogenchloride; In tetrahydrofuran; water; at 0 ℃; for 0.25h; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.tet.2014.05.017

upstream raw materials:

quinoline

nicotinic acid

ethanol

3,4-pyridinecarboxylic acid

Downstream raw materials:

(pyridin-3-yl)(pyrrolidin-1-yl)methanone

N-propylnicotinamide

N-(3-methylbutyl)pyridine-3-carboxamide

2,2-dimethyl-5-(3-pyridyl)pentane-3,5-dione

Refernces

• 1、 Liu, Jie,Zhang, Guang-Yu,Zhang, Zhe,Li, Bo,Chai, Fei,Wang, Qi,Zhou, Zi-Dan,Xu, Ling-Ling,Wang, Shou-Kai,Jin, Zhen,Tang, You-Zhi. "Design, synthesis, in vitro and in vivo evaluation against MRSA and molecular docking studies of novel pleuromutilin derivatives bearing 1, 3, 4-oxadiazole linker". . . Retrieved 2021/05/17.
• 2、 -. "Pleuromutilin derivative with 1, 3, 4-oxadiazole side chain and preparation and application thereof". Paragraph 0055-0056; 0070; 0090; 0092; 0095; 0102. . Retrieved 2021/07/24.