Indoprofen

Base Information

• Chemical Name: Indoprofen
• CAS No.: 31842-01-0
• Deprecated CAS: 53022-60-9
• Molecular Formula: C17H15NO3
• Molecular Weight: 281.311
• Hs Code.: 2918300090
• European Community (EC) Number: 250-833-0
• NSC Number: 757065
• UNII: CPE46ZU14N
• DSSTox Substance ID: DTXSID5045831
• Nikkaji Number: J19.918D
• Wikipedia: Indoprofen
• Wikidata: Q3798358
• NCI Thesaurus Code: C83801
• Metabolomics Workbench ID: 152028
• ChEMBL ID: CHEMBL15870
• Mol file: 31842-01-0.mol

Synonyms:Dexindoprofen;Indoprofen

Chemical Property of Indoprofen

Chemical Property:

• Vapor Pressure: 2.82E-11mmHg at 25°C
• Melting Point: 213-214°
• Refractive Index: 1.642
• Boiling Point: 511.3 °C at 760 mmHg
• PKA: pKa 5.8 (Uncertain)
• Flash Point: 263 °C
• PSA: 57.61000
• Density: 1.308 g/cm³
• LogP: 3.10010
• Storage Temp.: 2-8°C
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 281.10519334
• Heavy Atom Count: 21
• Complexity: 414

Purity/Quality:

99% ^*data from raw suppliers

Indoprofen ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25-40
• Safety Statements: 22-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C1=CC=C(C=C1)N2CC3=CC=CC=C3C2=O)C(=O)O
• Uses: ALPHA-METHYL-P-[1-OXO-2-ISOINDOLINYL]-BENZENEACETIC ACID is a non-steroidal anti-inflammatory agent used for treatment of pain and inflammation analgesic, antiinflammatory
• Therapeutic Function: Antiinflammatory

Technology Process of Indoprofen

There total 29 articles about Indoprofen 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: 100.0%

methyl 2-(4-(1-oxoisoindolin-2-yl)phenyl)propanoate (50712-44-2) → indoprofen (31842-01-0,53022-60-9)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; at 50 ℃; for 10h;

DOI:10.1039/c4cc08717h

Reference yield: 99.8%

copper(I) sulfate + α-methylthio-α-[p-(1-oxo-2-isoindolinyl)phenyl]propionic acid (67333-26-0) + zinc (7440-66-6) → indoprofen (31842-01-0,53022-60-9)

Guidance literature:

With hydrogenchloride; acetic acid; In dichloromethane; water;

Reference yield: 98.0%

ethyl 2-(4'-(1-oxo-2-isoindolinyl)phenyl)propionate (36691-00-6) → indoprofen (31842-01-0,53022-60-9)

Guidance literature:

With sodium hydroxide; In methanol; water; at 20 ℃;

DOI:10.1021/acs.orglett.9b00224

upstream raw materials:

2-(4-chlorophenyl)-2,3-dihydro-1H-isoindol-1-one

carbon monoxide

ethyl 2-(4'-(1-oxo-2-isoindolinyl)phenyl)propionate

indoprofen tert-butyl ester

Downstream raw materials:

2-(4-[1-hydroxy]ethylphenyl)isoindolin-1-one

ethyl 2-(4'-(1-oxo-2-isoindolinyl)phenyl)propionate

Refernces

• 1、 Thatikonda, Thanusha,Deepake, Siddharth K.,Das, Utpal. "α-Angelica Lactone in a New Role: Facile Access to N-Aryl Tetrahydroisoquinolinones and Isoindolinones via Organocatalytic α-CH2 Oxygenation". supporting information. p. 2532 - 2535. Retrieved 2019/04/16.
• 2、 Takahashi, Ichiro,Kawakami, Teruki,Hirano, Etsushi,Kimino, Mako,Kamimura, Shigeki,Miwa, Takayuki,Tamura, Takanori,Tazaki, Ryo,Kitajima, Hidehiko,Hatanaka, Minoru,Isa, Kimio,Hosoi, Shinzo. "Application of the mild-condition phthalimidine synthesis with use of 1,2,3-1h-benzotriazole and 2-mercaptoethanol as dual synthetic auxiliaries. Effective synthesis of phthalimidines possessing a variety of substituents at 2-position". . p. 557 - 571. Retrieved 2017/04/10.