4-Oxo Etodolac

Base Information

• Chemical Name: 4-Oxo Etodolac
• CAS No.: 111478-86-5
• Molecular Formula: C17H19 N O4
• Molecular Weight: 301.34
• ChEMBL ID: CHEMBL296550
• DSSTox Substance ID: DTXSID50460650
• Nikkaji Number: J1.571.112D
• Mol file: 111478-86-5.mol

Synonyms:4-Oxo Etodolac;111478-86-5;Pyrano[3,4-b]indole-1-aceticacid, 1,8-diethyl-1,3,4,9-tetrahydro-4-oxo-;2-(1,8-diethyl-4-oxo-9H-pyrano[3,4-b]indol-1-yl)acetic acid;CHEMBL296550;SCHEMBL8542450;DTXSID50460650;HNWLARFJUBQIQT-UHFFFAOYSA-N;1,8-Diethyl-1,3,4,9-tetrahydro-4-oxopyrano[3,4-b]indole-1-acetic Acid;AKOS030255487;FT-0673370;J-002588;1,8-Diethyl-4-oxo-1,3,4,9-tetrahydro-pyrano-[3,4-b] indole-1-acetic acid;2-(1,8-Diethyl-4-oxo-1,3,4,9-tetrahydropyrano[3,4-b]indol-1-yl)acetic acid

Chemical Property of 4-Oxo Etodolac

Chemical Property:

• Vapor Pressure: 5.19E-14mmHg at 25°C
• Melting Point: 195-197°C
• Refractive Index: 1.608
• Boiling Point: 573.9°C at 760 mmHg
• PKA: 4.15±0.10(Predicted)
• Flash Point: 300.9°C
• PSA: 79.39000
• Density: 1.27g/cm³
• LogP: 3.02320
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 301.13140809
• Heavy Atom Count: 22
• Complexity: 466

Purity/Quality:

95% ^*data from raw suppliers

4-Oxo Etodolac ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=C2C(=CC=C1)C3=C(N2)C(OCC3=O)(CC)CC(=O)O
• Uses: A metabolite of Etodolac (E933090).

Technology Process of 4-Oxo Etodolac

There total 13 articles about 4-Oxo Etodolac 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%

potassium carbonate (584-08-7) + 4-oxoetodolac methyl ester (111478-84-3) → 1,8-diethyl-4-oxo-1,3,4,9-tetrahydropyrano[3,4-b]-indole-1-acetic acid (111478-86-5)

Guidance literature:

In methanol; hexane; water;

Reference yield: 93.0%

4-oxoetodolac methyl ester (111478-84-3) → 1,8-diethyl-4-oxo-1,3,4,9-tetrahydropyrano[3,4-b]-indole-1-acetic acid (111478-86-5)

Guidance literature:

With potassium carbonate; In methanol; water; for 2h; Heating;

DOI:10.1021/jm00117a009

Reference yield: 25.0%

etodolac (41340-25-4) → 1,8-diethyl-4-oxo-1,3,4,9-tetrahydropyrano[3,4-b]-indole-1-acetic acid (111478-86-5) + 1,8-diethyl-4-hydroxy-1,3,4,9-tetrahydropyrano[3,4-b]-indole-1-acetic acid

Guidance literature:

With iodosylbenzene; Cl₈TTPFe(III)Cl; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1248/cpb.49.1375

upstream raw materials:

4-oxoetodolac methyl ester

etodolac

7-ethyl-1H-indole

7-ethyl-α-oxo-1H-indole-3-acetic acid ethyl ester